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$650,000

Waterfront Opportunity!! Discover the perfect setting to build your dream home or weekend retreat on this waterfront lot offering breathtaking views of the Chesapeake Bay at Holland's Point. Tucked away with a partially wooded lot with a natural water point, this property offers a rare blend of privacy, nature, and coastal charm. With water access and sought after water views PLUS easy access to local marinas, hometown restaurants, shops, parks, and so much more this property has to offer. Commuter friendly and quick access to Annapolis, Baltimore and Washington, DC. Whether you're looking to create a full-time residence or a private coastal escape, this rare waterfront property offers the chance to own a slice of the Bay in a tranquil setting. Don't miss this unique opportunity!

MDAA2152990 MLS

Waterfront Opportunity!! Discover the perfect setting to build your dream home or weekend retreat on this waterfront lot offering breathtaking views of the Chesapeake Bay at Holland's Point. Tucked away with a partially wooded lot with a natural water point, this property offers a rare blend of privacy, nature, and coastal charm. With water access and sought after water views PLUS easy access to local marinas, hometown restaurants, shops, parks, and so much more this property has to offer. Commuter friendly and quick access to Annapolis, Baltimore and Washington, DC. Whether you're looking to create a full-time residence or a private coastal escape, this rare waterfront property offers the chance to own a slice of the Bay in a tranquil setting. Don't miss this unique opportunity!

844 Bay Front Ave, North Beach

$3,000,000

A truly extraordinary opportunity awaits in one of Annapolis' most coveted waterfront locations. Situated in the historic Ferry Farms neighborhood, 1979 Baltimore Annapolis Boulevard is one of only thirteen homes positioned directly across the Severn River from the U.S. Naval Academy, offering uninterrupted panoramic views that have captivated generations. Imagine enjoying the Blue Angels soaring overhead each May from your own front lawn or dock—an experience few will ever call home. Rich in architectural character, the residence showcases the craftsmanship and charm of its era, including original hardwood floors, a classic wood-burning fireplace, vintage kitchen, inviting sunroom, screened porch, and period details that create a warm sense of history. The home's generous square footage spans three levels, blending the original residence with a substantial 2015 addition that expanded both its living space and functionality while preserving its unique personality. For buyers with vision, this property presents an exceptional opportunity to create a landmark waterfront residence tailored to today's lifestyle. Architectural renderings, renovation plans, a professional landscape design, and contractor cost estimates are available to help bring that vision to life, allowing the next owner to build upon an already remarkable foundation. The original home includes a main-level bedroom and full bath, while the upper level offers four additional bedrooms, including a primary suite with a private balcony overlooking the water. The 2015 addition introduced a spacious three-car garage, an expansive loft, and an additional bedroom perfect for guests, a home office, or a studio. A future bathroom has already been considered, with a rough-in located beneath the connecting section of the second floor. The lower level offers even more possibilities, featuring a second wood-burning fireplace, laundry area, utility space, and an impressive workshop with soaring ceilings and direct access to the garage and backyard—ideal for craftspeople, hobbyists, or future finished living space. Outside, the waterfront amenities are equally compelling. The private deep-water pier and bulkhead, completed in 2003, feature approximately 10 feet of water depth, a 40,000-pound boat lift, a 15,000-pound lift, and two 1,500-pound personal watercraft lifts, making this an outstanding property for serious boaters. A built-in outdoor barbecue and expansive waterfront setting invite effortless entertaining and relaxed evenings watching sailboats drift past the Academy. Properties of this caliber, location, and potential rarely become available. Whether thoughtfully restoring its historic character, executing the available renovation plans, or creating a legacy waterfront estate of your own design, this is a once-in-a-generation opportunity to own an irreplaceable piece of Annapolis waterfront in one of its most prestigious and tightly held neighborhoods.

5 Beds ⋅ 2 Baths ⋅ MDAA2152854 MLS

A truly extraordinary opportunity awaits in one of Annapolis' most coveted waterfront locations. Situated in the historic Ferry Farms neighborhood, 1979 Baltimore Annapolis Boulevard is one of only thirteen homes positioned directly across the Severn River from the U.S. Naval Academy, offering uninterrupted panoramic views that have captivated generations. Imagine enjoying the Blue Angels soaring overhead each May from your own front lawn or dock—an experience few will ever call home. Rich in architectural character, the residence showcases the craftsmanship and charm of its era, including original hardwood floors, a classic wood-burning fireplace, vintage kitchen, inviting sunroom, screened porch, and period details that create a warm sense of history. The home's generous square footage spans three levels, blending the original residence with a substantial 2015 addition that expanded both its living space and functionality while preserving its unique personality. For buyers with vision, this property presents an exceptional opportunity to create a landmark waterfront residence tailored to today's lifestyle. Architectural renderings, renovation plans, a professional landscape design, and contractor cost estimates are available to help bring that vision to life, allowing the next owner to build upon an already remarkable foundation. The original home includes a main-level bedroom and full bath, while the upper level offers four additional bedrooms, including a primary suite with a private balcony overlooking the water. The 2015 addition introduced a spacious three-car garage, an expansive loft, and an additional bedroom perfect for guests, a home office, or a studio. A future bathroom has already been considered, with a rough-in located beneath the connecting section of the second floor. The lower level offers even more possibilities, featuring a second wood-burning fireplace, laundry area, utility space, and an impressive workshop with soaring ceilings and direct access to the garage and backyard—ideal for craftspeople, hobbyists, or future finished living space. Outside, the waterfront amenities are equally compelling. The private deep-water pier and bulkhead, completed in 2003, feature approximately 10 feet of water depth, a 40,000-pound boat lift, a 15,000-pound lift, and two 1,500-pound personal watercraft lifts, making this an outstanding property for serious boaters. A built-in outdoor barbecue and expansive waterfront setting invite effortless entertaining and relaxed evenings watching sailboats drift past the Academy. Properties of this caliber, location, and potential rarely become available. Whether thoughtfully restoring its historic character, executing the available renovation plans, or creating a legacy waterfront estate of your own design, this is a once-in-a-generation opportunity to own an irreplaceable piece of Annapolis waterfront in one of its most prestigious and tightly held neighborhoods.

1979 Baltimore Annapolis Blvd, Annapolis

$1,600,000

BY APPOINTMENT ONLY Saturday September 12th 12-3. Rich in history, timeless in character, and unmatched in location, this extraordinary waterfront estate traces its origins to the early 1900s as the historic Girton House Hotel. Perfectly positioned at the tip of Curtis Point, where the West River meets the Chesapeake Bay, the property later became the beloved Danes on the Bay restaurant, a cherished local landmark. Today, this remarkable estate offers an exceptional blend of historic significance, architectural character, and one of the Chesapeake Bay’s most spectacular waterfront settings. Encompassing more than 9,000 square feet of living space, this waterfront estate is gracefully sited on a premier point of land just under one acre, with over 250 feet of protected shoreline and a private deep-water pier with approximately six plus feet of mean low water depth, ideally suited for both elegant sailing vessels and substantial power yachts. Located just 20 miles from historic Annapolis and approximately 45 miles from Washington, D.C., the residence offers an extraordinary balance of secluded waterfront luxury and effortless access to major metropolitan destinations. Commanding sweeping vistas of the Chesapeake Bay and West River, the estate features multiple boat lifts, eight bedrooms, and an array of expansive, thoughtfully designed entertaining spaces. A truly rare offering, it stands among the most compelling values for a luxury waterfront estate in the region.

8 Beds ⋅ 7 Baths ⋅ MDAA2152798 MLS

BY APPOINTMENT ONLY Saturday September 12th 12-3. Rich in history, timeless in character, and unmatched in location, this extraordinary waterfront estate traces its origins to the early 1900s as the historic Girton House Hotel. Perfectly positioned at the tip of Curtis Point, where the West River meets the Chesapeake Bay, the property later became the beloved Danes on the Bay restaurant, a cherished local landmark. Today, this remarkable estate offers an exceptional blend of historic significance, architectural character, and one of the Chesapeake Bay’s most spectacular waterfront settings. Encompassing more than 9,000 square feet of living space, this waterfront estate is gracefully sited on a premier point of land just under one acre, with over 250 feet of protected shoreline and a private deep-water pier with approximately six plus feet of mean low water depth, ideally suited for both elegant sailing vessels and substantial power yachts. Located just 20 miles from historic Annapolis and approximately 45 miles from Washington, D.C., the residence offers an extraordinary balance of secluded waterfront luxury and effortless access to major metropolitan destinations. Commanding sweeping vistas of the Chesapeake Bay and West River, the estate features multiple boat lifts, eight bedrooms, and an array of expansive, thoughtfully designed entertaining spaces. A truly rare offering, it stands among the most compelling values for a luxury waterfront estate in the region.

4701 Girton Ave, Shady Side

$1,999,900

Prepare to be amazed by this rare waterfront opportunity offering 4 bedrooms, 4.5 baths with over 3000 square feet of living space with approximately 270-degree panoramic views of Gingerville Creek. Situated at the end of a quiet cul-de-sac, this exceptional property combines luxury, privacy, and an unbeatable location just minutes from Annapolis. Commuters will love the convenience of being just minutes from Exit 22, approximately 10 minutes to Route 50, and only 15 minutes to historic downtown Annapolis. For boating enthusiasts, this property is truly second to none. The private pier features a 10,000-pound boat lift, water and electric service, including two 220-volt outlets, three boat slips, floating dock and approximately 5+ feet of water at mean low water, making it ideal for larger vessels. A nearby marina and gas dock provide exceptional convenience for fueling, maintenance, and everyday boating adventures. The owners have meticulously maintained and updated the home with major improvements, including a new roof (2021) and upper-level HVAC system (2025). The exterior is equally impressive, featuring an attached two-car garage and driveway parking for up to six additional vehicles. Whether you're hosting family gatherings or waterfront celebrations, there's room for everyone. Step inside and you'll immediately be captivated by breathtaking water views. The welcoming living room features the first of two fireplaces and overlooks the creek, creating the perfect setting to relax year-round. As you continue into the heart of the home, you'll discover an expansive dining area surrounded by panoramic water views that will have you lingering over every meal. Sliding doors lead to a covered brick patio and an incredible backyard designed for entertaining on any scale—from everyday cookouts to milestone celebrations, weddings, corporate events, and unforgettable waterfront parties. Pet owners will appreciate the professionally installed invisible fence, allowing your four-legged family members to safely enjoy the expansive yard. The main level also offers a spacious kitchen, large family room, private office with a convenient half bath, a generously sized bedroom, and a full laundry room. Upstairs, the luxurious owner's suite offers stunning sunrise views over the creek and features an incredible layout with his-and-her bathrooms, a walk-in closet, and a true owner's retreat experience. Two additional bedrooms share a spacious full bath, while the loft provides the perfect second gathering space for movie nights, gaming, reading, or studying. A second laundry room on the upper level adds everyday convenience, and the walk-up attic with pull-down stairs provides abundant storage. Need even more flexibility? A detached waterfront office equipped with its own mini-split heating and cooling system creates the ideal work-from-home environment, art studio, or private retreat—all while enjoying incredible views of Gingerville Creek. Properties offering this combination of panoramic waterfront views, exceptional boating amenities, generous living space, thoughtful updates, and an unbeatable Annapolis-area location are extraordinarily rare. Complete photos, floor plans, and additional details will be available soon. Don't miss your opportunity to own one of the area's premier waterfront homes

4 Beds ⋅ 5 Baths ⋅ MDAA2152550 MLS

Prepare to be amazed by this rare waterfront opportunity offering 4 bedrooms, 4.5 baths with over 3000 square feet of living space with approximately 270-degree panoramic views of Gingerville Creek. Situated at the end of a quiet cul-de-sac, this exceptional property combines luxury, privacy, and an unbeatable location just minutes from Annapolis. Commuters will love the convenience of being just minutes from Exit 22, approximately 10 minutes to Route 50, and only 15 minutes to historic downtown Annapolis. For boating enthusiasts, this property is truly second to none. The private pier features a 10,000-pound boat lift, water and electric service, including two 220-volt outlets, three boat slips, floating dock and approximately 5+ feet of water at mean low water, making it ideal for larger vessels. A nearby marina and gas dock provide exceptional convenience for fueling, maintenance, and everyday boating adventures. The owners have meticulously maintained and updated the home with major improvements, including a new roof (2021) and upper-level HVAC system (2025). The exterior is equally impressive, featuring an attached two-car garage and driveway parking for up to six additional vehicles. Whether you're hosting family gatherings or waterfront celebrations, there's room for everyone. Step inside and you'll immediately be captivated by breathtaking water views. The welcoming living room features the first of two fireplaces and overlooks the creek, creating the perfect setting to relax year-round. As you continue into the heart of the home, you'll discover an expansive dining area surrounded by panoramic water views that will have you lingering over every meal. Sliding doors lead to a covered brick patio and an incredible backyard designed for entertaining on any scale—from everyday cookouts to milestone celebrations, weddings, corporate events, and unforgettable waterfront parties. Pet owners will appreciate the professionally installed invisible fence, allowing your four-legged family members to safely enjoy the expansive yard. The main level also offers a spacious kitchen, large family room, private office with a convenient half bath, a generously sized bedroom, and a full laundry room. Upstairs, the luxurious owner's suite offers stunning sunrise views over the creek and features an incredible layout with his-and-her bathrooms, a walk-in closet, and a true owner's retreat experience. Two additional bedrooms share a spacious full bath, while the loft provides the perfect second gathering space for movie nights, gaming, reading, or studying. A second laundry room on the upper level adds everyday convenience, and the walk-up attic with pull-down stairs provides abundant storage. Need even more flexibility? A detached waterfront office equipped with its own mini-split heating and cooling system creates the ideal work-from-home environment, art studio, or private retreat—all while enjoying incredible views of Gingerville Creek. Properties offering this combination of panoramic waterfront views, exceptional boating amenities, generous living space, thoughtful updates, and an unbeatable Annapolis-area location are extraordinarily rare. Complete photos, floor plans, and additional details will be available soon. Don't miss your opportunity to own one of the area's premier waterfront homes

120 Island View Dr, Annapolis

$395,000

Rare Waterfront Opportunity on Cornfield Creek — Bring Your Dreams, Build Your Vision Welcome to 1704 Twickenham Rd, a hidden gem tucked in Pasadena's sought-after Lake Shore community with 25 feet of private waterfront on Cornfield Creek. This .19-acre lot offers direct water access just minutes from the Magothy River and Chesapeake Bay. This is a true ground-up opportunity: the house has been fully gutted down to the studs — currently no bathrooms or bedrooms remain — and the property will need a complete rebuild, including a new well and pier. Plans have already been submitted for approval for a brand-new 4 bedroom, 2.5 bath, 3-level home, putting you steps closer to breaking ground on the waterfront retreat you've always imagined. Set on a quiet street close to schools, shopping, and commuter routes, with no HOA to slow you down. Whether you follow the submitted plans or bring your own vision, this is your chance to build exactly what you want, from the ground up. Don't just buy a house on the water. Build your dream home on it. Set on a quiet street close to schools, shopping, and commuter routes, with no HOA to slow you down. Whether you follow the submitted plans or bring your own vision, the groundwork is done — all that's left is to build. Don't just buy a house on the water. Build your dream home on it.

3 Beds ⋅ 2 Baths ⋅ MDAA2152524 MLS

Rare Waterfront Opportunity on Cornfield Creek — Bring Your Dreams, Build Your Vision Welcome to 1704 Twickenham Rd, a hidden gem tucked in Pasadena's sought-after Lake Shore community with 25 feet of private waterfront on Cornfield Creek. This .19-acre lot offers direct water access just minutes from the Magothy River and Chesapeake Bay. This is a true ground-up opportunity: the house has been fully gutted down to the studs — currently no bathrooms or bedrooms remain — and the property will need a complete rebuild, including a new well and pier. Plans have already been submitted for approval for a brand-new 4 bedroom, 2.5 bath, 3-level home, putting you steps closer to breaking ground on the waterfront retreat you've always imagined. Set on a quiet street close to schools, shopping, and commuter routes, with no HOA to slow you down. Whether you follow the submitted plans or bring your own vision, this is your chance to build exactly what you want, from the ground up. Don't just buy a house on the water. Build your dream home on it. Set on a quiet street close to schools, shopping, and commuter routes, with no HOA to slow you down. Whether you follow the submitted plans or bring your own vision, the groundwork is done — all that's left is to build. Don't just buy a house on the water. Build your dream home on it.

1704 Twickenham Rd, Pasadena

$1,650,000

Waterfront on two sides—that's the rare gift waiting at 1069 Shore Acres Rd, where a flat, sun-drenched parcel meets the water along its front and southern edge, just steps from a secluded community beach. This 4-bedroom, 2.5-bath home offers 2,386 square feet of coastal living in one of Arnold's most coveted enclaves. Recent investments make this residence as sound as it is scenic. A cascade of 2022 upgrades—new roof, siding, windows, front door, deck, and a redesigned porch overhang—refreshed the exterior top to bottom. Crawl space waterproofing (2021), a reconditioned iron balcony with spiral stairs (2023), plus a 2025 bulkhead along the riverfront and side and a newly parged foundation give buyers genuine peace of mind. Tucked at the rear sits a detached one-car garage with workshop, ideal for hobbyists and boaters alike. Climb the separate staircase to discover a fully finished second-level retreat, complete with living quarters and a luxurious bath—perfect for guests, extended family, or a private studio escape. From the garage living area, you can look across Lake Placid (the one in Arnold) and out to the Magothy throughout every season. Life in Shore Acres means embracing the rhythm of the water, with quiet mornings on the deck and easy access to the neighborhood beach. When you crave something livelier, downtown Annapolis beckons with fine dining, boutique shopping, and historic charm just minutes away. Route 50 keeps Baltimore and Washington, D.C. comfortably within reach. Homes offering this blend of dual waterfront exposure, modern updates, and flexible living space rarely surface. Come experience it firsthand.

5 Beds ⋅ 4 Baths ⋅ MDAA2152034 MLS

Waterfront on two sides—that's the rare gift waiting at 1069 Shore Acres Rd, where a flat, sun-drenched parcel meets the water along its front and southern edge, just steps from a secluded community beach. This 4-bedroom, 2.5-bath home offers 2,386 square feet of coastal living in one of Arnold's most coveted enclaves. Recent investments make this residence as sound as it is scenic. A cascade of 2022 upgrades—new roof, siding, windows, front door, deck, and a redesigned porch overhang—refreshed the exterior top to bottom. Crawl space waterproofing (2021), a reconditioned iron balcony with spiral stairs (2023), plus a 2025 bulkhead along the riverfront and side and a newly parged foundation give buyers genuine peace of mind. Tucked at the rear sits a detached one-car garage with workshop, ideal for hobbyists and boaters alike. Climb the separate staircase to discover a fully finished second-level retreat, complete with living quarters and a luxurious bath—perfect for guests, extended family, or a private studio escape. From the garage living area, you can look across Lake Placid (the one in Arnold) and out to the Magothy throughout every season. Life in Shore Acres means embracing the rhythm of the water, with quiet mornings on the deck and easy access to the neighborhood beach. When you crave something livelier, downtown Annapolis beckons with fine dining, boutique shopping, and historic charm just minutes away. Route 50 keeps Baltimore and Washington, D.C. comfortably within reach. Homes offering this blend of dual waterfront exposure, modern updates, and flexible living space rarely surface. Come experience it firsthand.

1069 Shore Acres Rd, Arnold

$699,000

Enjoy show-stopping sunsets and fabulous waterfront views of Spa Creek from this stunning condominium in the highly sought-after Shearwater complex in Eastport. This contemporary 2 bedroom condo is located on the second floor of building 6. From your private balcony, witness herons, egrets, ducks, and even the bald eagle in this bird and nature watchers’ paradise. Your view will feature a green valley that ends at the lagoon that leads directly to Spa Creek. In December, celebrate the famous EYC annual Parade of Lights in style by your wood-burning fireplace and in Spring/Summer enjoy the easy breeze with family and friends . The private community marina just steps away from your home, is the perfect place to dock your boat and store your kayak . It offers seamless access to Spa Creek, the Chesapeake Bay and beyond. Your luxury lifestyle also includes the choice to relax poolside, play tennis/pickleball on the courts, walk to town or take a water taxi from the docks to enjoy the stunning array of restaurants, events, the arts and much more. Welcome home, your Annapolis waterfront dream has come true!

2 Beds ⋅ 2 Baths ⋅ MDAA2151620 MLS

Enjoy show-stopping sunsets and fabulous waterfront views of Spa Creek from this stunning condominium in the highly sought-after Shearwater complex in Eastport. This contemporary 2 bedroom condo is located on the second floor of building 6. From your private balcony, witness herons, egrets, ducks, and even the bald eagle in this bird and nature watchers’ paradise. Your view will feature a green valley that ends at the lagoon that leads directly to Spa Creek. In December, celebrate the famous EYC annual Parade of Lights in style by your wood-burning fireplace and in Spring/Summer enjoy the easy breeze with family and friends . The private community marina just steps away from your home, is the perfect place to dock your boat and store your kayak . It offers seamless access to Spa Creek, the Chesapeake Bay and beyond. Your luxury lifestyle also includes the choice to relax poolside, play tennis/pickleball on the courts, walk to town or take a water taxi from the docks to enjoy the stunning array of restaurants, events, the arts and much more. Welcome home, your Annapolis waterfront dream has come true!

6 Spa Creek Lndg Unit #B2, Annapolis

$2,999,900

There are waterfront homes...and then there are waterfront estates that redefine luxury. Welcome to 1486 Downham Market, an extraordinary deep-water retreat in the prestigious Downs on the Severn, where timeless architecture, exceptional craftsmanship, and one of the finest protected waterfront settings in the region come together to create a home that is truly without equal. Perfectly positioned at the mouth of Clements Creek, one of the Severn River's most sought-after natural hurricane holes, this remarkable estate offers the security and protection that experienced boaters value most. The impressive 180-foot private pier is a destination in itself, featuring three slips, 50-amp shore power, reinforced pilings ready for lifts, full riparian rights, and approximately 11 feet of mean low water—ideal for everything from a Hinckley or Chris-Craft to a Viking, Pursuit, Boston Whaler, or large motor yacht. Spend your days cruising the scenic Severn River, heading into Annapolis Harbor for waterfront dining, sailing with friends, or venturing onto the Chesapeake Bay whenever adventure calls—all just moments from your private dock. Inside, walls of glass capture breathtaking water views from nearly every room, creating a seamless connection between the home and its spectacular waterfront setting. More than 5,000 finished square feet of beautifully designed living space blends sophisticated coastal elegance with exceptional comfort. Soaring ceilings, rich hardwood flooring, designer lighting, and thoughtfully curated finishes create an atmosphere that is both grand and welcoming. The gourmet kitchen is designed for gathering, featuring commercial-grade appliances, granite countertops, gas cooking, and seamless flow into gracious living and dining spaces centered around a dramatic two-sided stone fireplace where conversations linger long after dinner has ended. The primary suite is a private sanctuary overlooking the water, complete with its own sitting room and fireplace, a luxurious spa bath beneath a skylight, soaking tub, oversized glass shower, and custom walk-in closet. Family and guests enjoy exceptional privacy with spacious ensuite accommodations and thoughtfully designed Jack-and-Jill bedrooms, while the walk-out lower level transforms entertaining into an experience with a recreation room, wet bar, wine storage, fitness room, fifth bedroom, full bath, and a stunning glass-enclosed sunroom ready for a future hot tub overlooking the river. Outdoor living is nothing short of spectacular. Expansive multi-level decks invite peaceful mornings with coffee overlooking the water, afternoons spent watching boats drift by, lively summer celebrations with family and friends, and unforgettable evenings as the sun sets across the Severn River. Every space has been designed to embrace the beauty, tranquility, and ever-changing scenery that make waterfront living so extraordinary. Practical luxury is equally impressive with a brand-new septic system and advanced whole-house water treatment featuring reverse osmosis and ultraviolet purification, providing confidence and peace of mind for years to come. Life in Downs on the Severn extends well beyond your property line. Residents enjoy two private marinas, a waterfront clubhouse, swimming pool, tennis and pickleball courts, and one of Annapolis' most prestigious waterfront communities—all just minutes from Historic Annapolis, exceptional dining, shopping, and convenient access to Baltimore and Washington, D.C. Properties of this caliber are exceptionally rare. Combining protected deep water, an extraordinary private pier, luxurious living, and one of the Severn River's most coveted locations, 1486 Downham Market is more than a home—it is a legacy waterfront estate where unforgettable moments, lifelong traditions, and the very best of Annapolis living begin.

5 Beds ⋅ 5 Baths ⋅ MDAA2152082 MLS

There are waterfront homes...and then there are waterfront estates that redefine luxury. Welcome to 1486 Downham Market, an extraordinary deep-water retreat in the prestigious Downs on the Severn, where timeless architecture, exceptional craftsmanship, and one of the finest protected waterfront settings in the region come together to create a home that is truly without equal. Perfectly positioned at the mouth of Clements Creek, one of the Severn River's most sought-after natural hurricane holes, this remarkable estate offers the security and protection that experienced boaters value most. The impressive 180-foot private pier is a destination in itself, featuring three slips, 50-amp shore power, reinforced pilings ready for lifts, full riparian rights, and approximately 11 feet of mean low water—ideal for everything from a Hinckley or Chris-Craft to a Viking, Pursuit, Boston Whaler, or large motor yacht. Spend your days cruising the scenic Severn River, heading into Annapolis Harbor for waterfront dining, sailing with friends, or venturing onto the Chesapeake Bay whenever adventure calls—all just moments from your private dock. Inside, walls of glass capture breathtaking water views from nearly every room, creating a seamless connection between the home and its spectacular waterfront setting. More than 5,000 finished square feet of beautifully designed living space blends sophisticated coastal elegance with exceptional comfort. Soaring ceilings, rich hardwood flooring, designer lighting, and thoughtfully curated finishes create an atmosphere that is both grand and welcoming. The gourmet kitchen is designed for gathering, featuring commercial-grade appliances, granite countertops, gas cooking, and seamless flow into gracious living and dining spaces centered around a dramatic two-sided stone fireplace where conversations linger long after dinner has ended. The primary suite is a private sanctuary overlooking the water, complete with its own sitting room and fireplace, a luxurious spa bath beneath a skylight, soaking tub, oversized glass shower, and custom walk-in closet. Family and guests enjoy exceptional privacy with spacious ensuite accommodations and thoughtfully designed Jack-and-Jill bedrooms, while the walk-out lower level transforms entertaining into an experience with a recreation room, wet bar, wine storage, fitness room, fifth bedroom, full bath, and a stunning glass-enclosed sunroom ready for a future hot tub overlooking the river. Outdoor living is nothing short of spectacular. Expansive multi-level decks invite peaceful mornings with coffee overlooking the water, afternoons spent watching boats drift by, lively summer celebrations with family and friends, and unforgettable evenings as the sun sets across the Severn River. Every space has been designed to embrace the beauty, tranquility, and ever-changing scenery that make waterfront living so extraordinary. Practical luxury is equally impressive with a brand-new septic system and advanced whole-house water treatment featuring reverse osmosis and ultraviolet purification, providing confidence and peace of mind for years to come. Life in Downs on the Severn extends well beyond your property line. Residents enjoy two private marinas, a waterfront clubhouse, swimming pool, tennis and pickleball courts, and one of Annapolis' most prestigious waterfront communities—all just minutes from Historic Annapolis, exceptional dining, shopping, and convenient access to Baltimore and Washington, D.C. Properties of this caliber are exceptionally rare. Combining protected deep water, an extraordinary private pier, luxurious living, and one of the Severn River's most coveted locations, 1486 Downham Market is more than a home—it is a legacy waterfront estate where unforgettable moments, lifelong traditions, and the very best of Annapolis living begin.

1486 Downham Market, Annapolis

$1,750,000

Set back off the road on a quiet cul-de-sac in the coveted Saefern community, this contemporary home offers peaceful water views, a private wooded setting, and endless potential to make it your own. Whether you're looking to move right in and enjoy the home as it is or reimagine the space into your dream retreat, this property presents an incredible opportunity in one of Annapolis' most sought-after waterfront communities. Designed to embrace its natural surroundings, the home is filled with light and features soaring ceilings, warm wood architectural details, and expansive windows that bring the outdoors in. The dramatic living room is anchored by a striking brick fireplace and flows into the dining area and kitchen, creating an inviting space for gathering. Three sets of sliding glass doors open to the expansive balcony, seamlessly blending indoor and outdoor living while framing peaceful water and woodland views. Just beyond, the enclosed porch with vaulted ceilings provides a year-round place to relax while taking in the peaceful water and woodland views. The thoughtfully designed main level offers two bedrooms, including a spacious primary suite with a private sitting area and ensuite bath, along with a second bedroom that is served by a full hall bath, ideal for guests, family, or a home office. The walkout lower level expands the living space with a generous family room featuring a second fireplace, a built-in bar area, and access to the adjoining sunroom and patio, creating the perfect setting for entertaining. Two additional bedrooms are located on this level, including one with a private ensuite bath and private patio. An additional bedroom offers flexible accommodations for guests or multigenerational living. Life in Saefern is about much more than the home itself. Membership in the renowned Saefern Saddle & Yacht Club (SSYC) includes a boat slip, marina, swimming pool, tennis and pickleball courts, horse stables, dog park, playground, and an active community lifestyle. Just minutes from Historic Annapolis, the U.S. Naval Academy, shopping, dining, and convenient commuter routes to Washington, D.C. and Baltimore, this is a rare opportunity to invest in a home with outstanding bones, water views, and the chance to create something truly special. Welcome Home!

4 Beds ⋅ 3 Baths ⋅ MDAA2142906 MLS

Set back off the road on a quiet cul-de-sac in the coveted Saefern community, this contemporary home offers peaceful water views, a private wooded setting, and endless potential to make it your own. Whether you're looking to move right in and enjoy the home as it is or reimagine the space into your dream retreat, this property presents an incredible opportunity in one of Annapolis' most sought-after waterfront communities. Designed to embrace its natural surroundings, the home is filled with light and features soaring ceilings, warm wood architectural details, and expansive windows that bring the outdoors in. The dramatic living room is anchored by a striking brick fireplace and flows into the dining area and kitchen, creating an inviting space for gathering. Three sets of sliding glass doors open to the expansive balcony, seamlessly blending indoor and outdoor living while framing peaceful water and woodland views. Just beyond, the enclosed porch with vaulted ceilings provides a year-round place to relax while taking in the peaceful water and woodland views. The thoughtfully designed main level offers two bedrooms, including a spacious primary suite with a private sitting area and ensuite bath, along with a second bedroom that is served by a full hall bath, ideal for guests, family, or a home office. The walkout lower level expands the living space with a generous family room featuring a second fireplace, a built-in bar area, and access to the adjoining sunroom and patio, creating the perfect setting for entertaining. Two additional bedrooms are located on this level, including one with a private ensuite bath and private patio. An additional bedroom offers flexible accommodations for guests or multigenerational living. Life in Saefern is about much more than the home itself. Membership in the renowned Saefern Saddle & Yacht Club (SSYC) includes a boat slip, marina, swimming pool, tennis and pickleball courts, horse stables, dog park, playground, and an active community lifestyle. Just minutes from Historic Annapolis, the U.S. Naval Academy, shopping, dining, and convenient commuter routes to Washington, D.C. and Baltimore, this is a rare opportunity to invest in a home with outstanding bones, water views, and the chance to create something truly special. Welcome Home!

500 Sara Dr, Annapolis

$749,900

Nestled within the prestigious Oyster Cove community, this exquisite 3rd floor Penthouse corner residence offers a harmonious blend of luxury and comfort, perfectly situated along the serene Kent Narrows/ Prospect bay. Served by elevator, the contemporary architectural style is complemented by high-end finishes throughout, including luxury vinyl plank flooring and elegant built-ins that enhance the open floor plan. Step inside to discover a spacious family room that seamlessly connects to a gourmet kitchen, featuring upgraded countertops and modern appliances, including a sleek electric range and a convenient dishwasher. The inviting breakfast area is perfect for casual dining, while the primary bath offers a private retreat with sophisticated fixtures. Enjoy the tranquility of river views from your porch, where you can unwind and soak in the picturesque surroundings. The property boasts deeded private 40 foot boat slip, ideal for boating enthusiasts, and a community pool for leisurely afternoons. Additional amenities include a gated entrance, ensuring privacy and security, along with beautifully maintained common grounds and walking paths. With three generously sized bedrooms and a cozy electric fireplace, this home is designed for both relaxation and entertaining. The community offers a wealth of recreational options, including tennis courts, pickle ball and picnic areas, enhancing the luxurious lifestyle that Oyster Cove provides. Experience the ultimate in waterfront living, where every detail has been thoughtfully curated for your enjoyment.

3 Beds ⋅ 2 Baths ⋅ MDQA2016716 MLS ⋅ Oyster Cove BLDG.

Nestled within the prestigious Oyster Cove community, this exquisite 3rd floor Penthouse corner residence offers a harmonious blend of luxury and comfort, perfectly situated along the serene Kent Narrows/ Prospect bay. Served by elevator, the contemporary architectural style is complemented by high-end finishes throughout, including luxury vinyl plank flooring and elegant built-ins that enhance the open floor plan. Step inside to discover a spacious family room that seamlessly connects to a gourmet kitchen, featuring upgraded countertops and modern appliances, including a sleek electric range and a convenient dishwasher. The inviting breakfast area is perfect for casual dining, while the primary bath offers a private retreat with sophisticated fixtures. Enjoy the tranquility of river views from your porch, where you can unwind and soak in the picturesque surroundings. The property boasts deeded private 40 foot boat slip, ideal for boating enthusiasts, and a community pool for leisurely afternoons. Additional amenities include a gated entrance, ensuring privacy and security, along with beautifully maintained common grounds and walking paths. With three generously sized bedrooms and a cozy electric fireplace, this home is designed for both relaxation and entertaining. The community offers a wealth of recreational options, including tennis courts, pickle ball and picnic areas, enhancing the luxurious lifestyle that Oyster Cove provides. Experience the ultimate in waterfront living, where every detail has been thoughtfully curated for your enjoyment.

130 Oyster Cove Dr Unit #130, Grasonville

$1,347,200

NEW PRICE POSITIONING! Following a significant $50,000 price adjustment, this extraordinary waterfront estate is now offered at $1,347,200, presenting an exceptional opportunity in prestigious Stewart’s Landing. Where refined coastal living meets premier deep-water access, this pristine residence is privately positioned along Old Man Creek with a direct route to the Magothy River and Chesapeake Bay. Meticulously maintained and extensively renovated, the property offers an exceptional blend of elegance, privacy, comfort, and boating appeal seldom available in Severna Park. Offering three fully finished levels, more than 3,300 finished square feet, four bedrooms, and three-and-a-half baths, the home features a versatile floor plan designed for everyday living, elegant entertaining, and multigenerational needs. Two private bedroom suites—one on the upper level and one on the fully finished lower level—provide ideal accommodations for extended-stay guests, an au pair, or additional family members. The walkout lower level includes a separate exterior entrance and opens directly to a lighted paver patio with ceiling fans, providing exceptional privacy and a seamless extension of the home. At the heart of the residence is a true gourmet chef’s kitchen with premium finishes, including a built-in Sub-Zero side-by-side refrigerator and freezer, Wolf dual-fuel range with six burners, griddle, dual ovens and range hood, plus a KitchenAid dishwasher. Upgraded cabinetry, granite countertops, copper sinks and fixtures, tile flooring, and generous gathering spaces complete this impressive culinary setting. Beautifully renovated baths include a luxurious primary bath, an extensively updated lower-level suite bath, and additional upper-level bath improvements. Newer carpeting, lower-level luxury vinyl flooring, a custom stairway railing, solar skylights with automatic rain closure, and carefully selected finishes further enhance the home’s sophisticated presentation. The private pier is designed for the serious boating enthusiast and features a 20,000-pound boat lift, replaced pilings, and buried water, electrical, and communication lines extending from the residence to the waterfront. A dedicated outdoor electrical subpanel supports the pier and ground lighting. Located on the expansive deck just off the main level, the fully equipped outdoor kitchen elevates waterfront entertaining with hot and cold running water, a 48-inch gas grill, two side burners, refrigerator, ice maker, and granite countertops. The exterior is equally impressive, featuring Hardie siding, a stone façade, mahogany front door with sidelights, architectural enhancements, and extensive professional landscaping. Engineered retaining walls, irrigation and drainage systems, landscape lighting, and an invisible dog fence enhance both beauty and function. The renovated garage offers an epoxy floor, slat-wall storage, and a polished appearance. Additional major improvements include a newer roof, updated HVAC components, LeafFilter gutter protection with a transferable lifetime warranty, and numerous structural, mechanical, and cosmetic enhancements. This extraordinary property presents a rare opportunity to experience turnkey waterfront living where boating, entertaining, privacy, and timeless elegance come together. From mornings on the pier to evenings overlooking the water, every detail has been thoughtfully designed to create an exceptional Chesapeake Bay lifestyle. Conveniently located near premier shopping, parks, the B&A Trail, dining, and major commuter routes, including I-97, Route 32, Route 50, I-95, I-295, and I-495. Its proximity to Washington, D.C., Northern Virginia, Baltimore, Fort Meade, NSA, DISA, and BWI Airport makes it ideal for both government and private-sector professionals.

4 Beds ⋅ 4 Baths ⋅ MDAA2151600 MLS

NEW PRICE POSITIONING! Following a significant $50,000 price adjustment, this extraordinary waterfront estate is now offered at $1,347,200, presenting an exceptional opportunity in prestigious Stewart’s Landing. Where refined coastal living meets premier deep-water access, this pristine residence is privately positioned along Old Man Creek with a direct route to the Magothy River and Chesapeake Bay. Meticulously maintained and extensively renovated, the property offers an exceptional blend of elegance, privacy, comfort, and boating appeal seldom available in Severna Park. Offering three fully finished levels, more than 3,300 finished square feet, four bedrooms, and three-and-a-half baths, the home features a versatile floor plan designed for everyday living, elegant entertaining, and multigenerational needs. Two private bedroom suites—one on the upper level and one on the fully finished lower level—provide ideal accommodations for extended-stay guests, an au pair, or additional family members. The walkout lower level includes a separate exterior entrance and opens directly to a lighted paver patio with ceiling fans, providing exceptional privacy and a seamless extension of the home. At the heart of the residence is a true gourmet chef’s kitchen with premium finishes, including a built-in Sub-Zero side-by-side refrigerator and freezer, Wolf dual-fuel range with six burners, griddle, dual ovens and range hood, plus a KitchenAid dishwasher. Upgraded cabinetry, granite countertops, copper sinks and fixtures, tile flooring, and generous gathering spaces complete this impressive culinary setting. Beautifully renovated baths include a luxurious primary bath, an extensively updated lower-level suite bath, and additional upper-level bath improvements. Newer carpeting, lower-level luxury vinyl flooring, a custom stairway railing, solar skylights with automatic rain closure, and carefully selected finishes further enhance the home’s sophisticated presentation. The private pier is designed for the serious boating enthusiast and features a 20,000-pound boat lift, replaced pilings, and buried water, electrical, and communication lines extending from the residence to the waterfront. A dedicated outdoor electrical subpanel supports the pier and ground lighting. Located on the expansive deck just off the main level, the fully equipped outdoor kitchen elevates waterfront entertaining with hot and cold running water, a 48-inch gas grill, two side burners, refrigerator, ice maker, and granite countertops. The exterior is equally impressive, featuring Hardie siding, a stone façade, mahogany front door with sidelights, architectural enhancements, and extensive professional landscaping. Engineered retaining walls, irrigation and drainage systems, landscape lighting, and an invisible dog fence enhance both beauty and function. The renovated garage offers an epoxy floor, slat-wall storage, and a polished appearance. Additional major improvements include a newer roof, updated HVAC components, LeafFilter gutter protection with a transferable lifetime warranty, and numerous structural, mechanical, and cosmetic enhancements. This extraordinary property presents a rare opportunity to experience turnkey waterfront living where boating, entertaining, privacy, and timeless elegance come together. From mornings on the pier to evenings overlooking the water, every detail has been thoughtfully designed to create an exceptional Chesapeake Bay lifestyle. Conveniently located near premier shopping, parks, the B&A Trail, dining, and major commuter routes, including I-97, Route 32, Route 50, I-95, I-295, and I-495. Its proximity to Washington, D.C., Northern Virginia, Baltimore, Fort Meade, NSA, DISA, and BWI Airport makes it ideal for both government and private-sector professionals.

274 Capote Ct W, Severna Park

$989,000

Discover the extraordinary waterfront oasis of 2702 Sherman Dr. in Chester. This remarkable residence, featuring 5 bedrooms, 2 full bathrooms, and 2 half bathrooms, has undergone a stunning renovation, creating a haven of luxury and serenity on a peaceful street. Every detail of this home has been impeccably updated, from the oversized windows to the modernized bathrooms. However, the true centerpiece is the fully equipped gourmet kitchen, a masterpiece of design. A magnificent 10-foot Quartz center island takes center stage, surrounded by pristine cabinets, state-of-the-art appliances, and exquisite marble countertops. To top it off, the kitchen also boasts its own wet bar with a built-in beverage cooler. The open-concept layout seamlessly connects the kitchen to the living space, with a mesmerizing wall of oversized windows that offer breathtaking views of the expansive waterfront and private pier. Convenience is a priority in this home, with a three-car pull-through garage and a pier equipped with boat lift as well as dual Jetski lift for easy access to the water. Outdoor enjoyment is a given, with two waterfront decks, a screened-in patio, and a private en-suite deck for moments of relaxation. Privacy and the feeling of island-style living are abundant here. Located in the heart of Kent Island, this property provides effortless access to luxury dining options, waterfront restaurants, lively dock bars, and island-style entertainment. All while, being just 2 miles away from the Chesapeake Bay Bridge means seamless travel by land or sea. Welcome to your dream home, here on Kent Island where tranquility and luxury converge with Maryland's Eastern Shore and the Chesapeake Bay.

5 Beds ⋅ 4 Baths ⋅ MDQA2017858 MLS

Discover the extraordinary waterfront oasis of 2702 Sherman Dr. in Chester. This remarkable residence, featuring 5 bedrooms, 2 full bathrooms, and 2 half bathrooms, has undergone a stunning renovation, creating a haven of luxury and serenity on a peaceful street. Every detail of this home has been impeccably updated, from the oversized windows to the modernized bathrooms. However, the true centerpiece is the fully equipped gourmet kitchen, a masterpiece of design. A magnificent 10-foot Quartz center island takes center stage, surrounded by pristine cabinets, state-of-the-art appliances, and exquisite marble countertops. To top it off, the kitchen also boasts its own wet bar with a built-in beverage cooler. The open-concept layout seamlessly connects the kitchen to the living space, with a mesmerizing wall of oversized windows that offer breathtaking views of the expansive waterfront and private pier. Convenience is a priority in this home, with a three-car pull-through garage and a pier equipped with boat lift as well as dual Jetski lift for easy access to the water. Outdoor enjoyment is a given, with two waterfront decks, a screened-in patio, and a private en-suite deck for moments of relaxation. Privacy and the feeling of island-style living are abundant here. Located in the heart of Kent Island, this property provides effortless access to luxury dining options, waterfront restaurants, lively dock bars, and island-style entertainment. All while, being just 2 miles away from the Chesapeake Bay Bridge means seamless travel by land or sea. Welcome to your dream home, here on Kent Island where tranquility and luxury converge with Maryland's Eastern Shore and the Chesapeake Bay.

2702 Sherman Dr, Chester

$31,000

Located on the beautiful Magothy River, Magothy Marina puts you in touch with a water world of cruising, racing, exploring, fishing, crabbing, and enjoyment of the Magothy River and numerous adjoining creeks and the Chesapeake Bay. Situated near the quiet residential area of Manhattan Beach, your marina is less than one mile from four-lane Ritchie Highway (MD Rt. 2) a half-hour away from metropolitan Baltimore, 15 minutes from historic Annapolis, and 45 minutes from Washington, D.C. On the water, within cruising range are many fine day visits and overnights-Annapolis and Baltimore Harbors St. Michaels, Oxford, and the many coves of the eastern and western shores of the Bay. Slip 11B is 32' long and 12' wide and has a finger pier to make access to your boat from the dock easier. It is located near parking making loading and unloading your boat convenient. As a slip owner, you would have access to all the amenities of the marina which include a well-maintained bathhouse, swimming pool, boat ramp, picnic tables, and grills. There is also storage for dinghies, paddleboards, and kayaks, as well as a launching space. Water and electricity are included as part of the quarterly condominium fees.

MDAA2151540 MLS

Located on the beautiful Magothy River, Magothy Marina puts you in touch with a water world of cruising, racing, exploring, fishing, crabbing, and enjoyment of the Magothy River and numerous adjoining creeks and the Chesapeake Bay. Situated near the quiet residential area of Manhattan Beach, your marina is less than one mile from four-lane Ritchie Highway (MD Rt. 2) a half-hour away from metropolitan Baltimore, 15 minutes from historic Annapolis, and 45 minutes from Washington, D.C. On the water, within cruising range are many fine day visits and overnights-Annapolis and Baltimore Harbors St. Michaels, Oxford, and the many coves of the eastern and western shores of the Bay. Slip 11B is 32' long and 12' wide and has a finger pier to make access to your boat from the dock easier. It is located near parking making loading and unloading your boat convenient. As a slip owner, you would have access to all the amenities of the marina which include a well-maintained bathhouse, swimming pool, boat ramp, picnic tables, and grills. There is also storage for dinghies, paddleboards, and kayaks, as well as a launching space. Water and electricity are included as part of the quarterly condominium fees.

360 Magothy Rd Unit #11B, Severna Park

$899,000

Price improvement! Enjoy waterfront living on Cypress Creek in Severna Park’s desirable Manhattan Beach community. Situated on a .58-acre lot with a gentle slope to the shoreline, this carefully maintained home features 76 feet of waterfront and a private pier in a protected cove, with 5–6 feet MLW, two boat slips, a jet ski lift, and deep water suitable for a sailboat. From here, enjoy easy access to the Magothy River and Chesapeake Bay. BACK ON THE MARKET THROUGH NO FAULT OF THE SELLERS. Inspections and appraisal were not factors. The outdoor spaces are ideal for relaxing or entertaining, with a spacious deck overlooking the water and a peaceful spring-fed goldfish pond surrounded by nature. The wooded setting provides privacy, attracts abundant local wildlife, and offers wonderful opportunities for birdwatching. Inside, you’ll find a warm and inviting home with three bedrooms and two full baths, along with a bright four-season sunroom that captures beautiful water views. A main-level primary bedroom, remodeled full bath, and laundry hookup provide the option for convenient one-level living. The family room features a masonry fireplace, while newly refinished hardwood floors, classic knotty pine paneling, custom wood trim, French doors, and replacement windows add warmth and character. Upstairs are two additional bedrooms and an updated full bath. The unfinished walkout basement includes a laundry area, workshop space, and abundant storage. Recent improvements include fresh neutral paint (2026), a new HVAC system (2025), extensive landscaping (2023), a new washer, dryer, and electric range (2023), a new paver driveway and walkway (2022), an EV-charging outlet (2022), flooring improvements (2021), a jet ski lift (2021), and a new refrigerator and dishwasher (2021). Dual driveways provide abundant parking and additional space for boats. The property is served by public water and public sewer. Located in the award-winning Severna Park school district, Manhattan Beach residents enjoy access to three community beaches, a boat ramp, playground, and community center. Whether you’re looking for a full-time waterfront home or a peaceful Chesapeake retreat, this property offers an exceptional combination of boating access, privacy, character, and convenience. An interactive virtual tour is available through the film-reel icon. Recently appraised at $995,000; a copy of the appraisal is available upon request.

3 Beds ⋅ 2 Baths ⋅ MDAA2151482 MLS

Price improvement! Enjoy waterfront living on Cypress Creek in Severna Park’s desirable Manhattan Beach community. Situated on a .58-acre lot with a gentle slope to the shoreline, this carefully maintained home features 76 feet of waterfront and a private pier in a protected cove, with 5–6 feet MLW, two boat slips, a jet ski lift, and deep water suitable for a sailboat. From here, enjoy easy access to the Magothy River and Chesapeake Bay. BACK ON THE MARKET THROUGH NO FAULT OF THE SELLERS. Inspections and appraisal were not factors. The outdoor spaces are ideal for relaxing or entertaining, with a spacious deck overlooking the water and a peaceful spring-fed goldfish pond surrounded by nature. The wooded setting provides privacy, attracts abundant local wildlife, and offers wonderful opportunities for birdwatching. Inside, you’ll find a warm and inviting home with three bedrooms and two full baths, along with a bright four-season sunroom that captures beautiful water views. A main-level primary bedroom, remodeled full bath, and laundry hookup provide the option for convenient one-level living. The family room features a masonry fireplace, while newly refinished hardwood floors, classic knotty pine paneling, custom wood trim, French doors, and replacement windows add warmth and character. Upstairs are two additional bedrooms and an updated full bath. The unfinished walkout basement includes a laundry area, workshop space, and abundant storage. Recent improvements include fresh neutral paint (2026), a new HVAC system (2025), extensive landscaping (2023), a new washer, dryer, and electric range (2023), a new paver driveway and walkway (2022), an EV-charging outlet (2022), flooring improvements (2021), a jet ski lift (2021), and a new refrigerator and dishwasher (2021). Dual driveways provide abundant parking and additional space for boats. The property is served by public water and public sewer. Located in the award-winning Severna Park school district, Manhattan Beach residents enjoy access to three community beaches, a boat ramp, playground, and community center. Whether you’re looking for a full-time waterfront home or a peaceful Chesapeake retreat, this property offers an exceptional combination of boating access, privacy, character, and convenience. An interactive virtual tour is available through the film-reel icon. Recently appraised at $995,000; a copy of the appraisal is available upon request.

766 Cypress Rd, Severna Park

$3,395,000

Once-in-a-Lifetime Opportunity to Build Your Dream Waterfront Home in Bay Ridge. Don't miss your chance to own the last remaining waterfront lot and be in your new home by next boating season in the prestigious and highly sought-after Bay Ridge community. This is a rare opportunity to work with the builder to design and build your dream home on a premium lot offering 57 feet of serene waterfront on protected Lake Ogleton. Also listed as just a lot without a house package. Enjoy breathtaking, unobstructed views and the peaceful lifestyle that only true waterfront living can offer. Whether you're envisioning a luxurious modern retreat or a timeless coastal home, this lot is the perfect canvas. Contact the listing agent for insight and inspiration on potential home designs tailored to this exceptional property. Bay Ridge is renowned for its rich history, vibrant community, and unmatched amenities, including a bayfront community pool and newly renovated clubhouse, sandy beaches and scenic waterfront , a large community marina, basketball and pickleball courts, a children's playground, and year-round community events. Located just minutes from downtown Annapolis and Eastport, Bay Ridge offers the charm of a tight-knit neighborhood with the convenience of city access. Experience the perfect blend of tranquility and community in one of the most desirable waterfront enclaves on the Chesapeake Bay. This is more than just a lot—it's the beginning of your dream lifestyle and opportunity to customize the perfect paradise.

4 Beds ⋅ 4 Baths ⋅ MDAA2151212 MLS

Once-in-a-Lifetime Opportunity to Build Your Dream Waterfront Home in Bay Ridge. Don't miss your chance to own the last remaining waterfront lot and be in your new home by next boating season in the prestigious and highly sought-after Bay Ridge community. This is a rare opportunity to work with the builder to design and build your dream home on a premium lot offering 57 feet of serene waterfront on protected Lake Ogleton. Also listed as just a lot without a house package. Enjoy breathtaking, unobstructed views and the peaceful lifestyle that only true waterfront living can offer. Whether you're envisioning a luxurious modern retreat or a timeless coastal home, this lot is the perfect canvas. Contact the listing agent for insight and inspiration on potential home designs tailored to this exceptional property. Bay Ridge is renowned for its rich history, vibrant community, and unmatched amenities, including a bayfront community pool and newly renovated clubhouse, sandy beaches and scenic waterfront , a large community marina, basketball and pickleball courts, a children's playground, and year-round community events. Located just minutes from downtown Annapolis and Eastport, Bay Ridge offers the charm of a tight-knit neighborhood with the convenience of city access. Experience the perfect blend of tranquility and community in one of the most desirable waterfront enclaves on the Chesapeake Bay. This is more than just a lot—it's the beginning of your dream lifestyle and opportunity to customize the perfect paradise.

48A E Lake Dr, Annapolis

$699,000

***OPEN HOUSE SAT 9/12 11am-1pm***Welcome to the Honey Hole of the South Creek! New roof & gutters freshly installed! Welcome to your own private waterfront retreat nestled at the peaceful head of South Creek, where breathtaking views, abundant wildlife, and the ultimate Chesapeake Bay lifestyle come together. Perfectly positioned on a beautifully level lot, this exceptional property offers a private pier ideal for launching a kayak, canoe, paddleboard, or boat, while the nearby community marina provides access to deep-water slips for larger vessels. Residents also enjoy access to the community beach, making every day feel like a vacation. An added bonus is the inclusion of the adjacent Lots 17 & 18 (4907 Thomas Drive), providing additional privacy, flexibility, and future possibilities. Step inside to discover a bright, open floor plan designed to maximize both the water views and natural light. The spacious kitchen features a center island, ample cabinetry, and a sunny breakfast area highlighted by a large picture window overlooking the creek—an unforgettable place to enjoy your morning coffee. The adjoining living room offers the warmth and charm of a wood-burning stove along with sliding glass doors leading to the expansive wraparound screened porch, creating the perfect space for indoor-outdoor entertaining or simply relaxing while watching osprey, herons, and other local wildlife. Large pantry area for additional storage and separate dining room for additional room to spread out. Upstairs, all three bedrooms are thoughtfully situated, including a spacious primary suite that serves as a true waterfront sanctuary. Wake up each morning to panoramic water views from your private balcony, then unwind in the en-suite bath featuring a walk-in closet and plenty of room to recharge after a day on the water. The additional bedrooms are generously sized, with one also enjoying beautiful water views, and are served by a second full bathroom on the upper level. This home has been thoughtfully updated for peace of mind and long-term enjoyment. It may say it was built in 1941, but this home went through an extensive remodel in 1991 taking the original beach bungalow to the oversized colonial it is today. Recent improvements include a brand-new roof (2026), renovated Tigerwood deck, and a professionally encapsulated crawlspace complete with a dehumidification system. If you’ve been dreaming of a waterfront lifestyle that combines privacy, natural beauty, and everyday comfort, this is a rare opportunity to own a special piece of Southern Anne Arundel County. Whether you’re boating, crabbing, kayaking, entertaining on the screened porch, or simply enjoying the peaceful creek views, you’ll quickly understand why this location is so special.

3 Beds ⋅ 3 Baths ⋅ MDAA2151144 MLS

***OPEN HOUSE SAT 9/12 11am-1pm***Welcome to the Honey Hole of the South Creek! New roof & gutters freshly installed! Welcome to your own private waterfront retreat nestled at the peaceful head of South Creek, where breathtaking views, abundant wildlife, and the ultimate Chesapeake Bay lifestyle come together. Perfectly positioned on a beautifully level lot, this exceptional property offers a private pier ideal for launching a kayak, canoe, paddleboard, or boat, while the nearby community marina provides access to deep-water slips for larger vessels. Residents also enjoy access to the community beach, making every day feel like a vacation. An added bonus is the inclusion of the adjacent Lots 17 & 18 (4907 Thomas Drive), providing additional privacy, flexibility, and future possibilities. Step inside to discover a bright, open floor plan designed to maximize both the water views and natural light. The spacious kitchen features a center island, ample cabinetry, and a sunny breakfast area highlighted by a large picture window overlooking the creek—an unforgettable place to enjoy your morning coffee. The adjoining living room offers the warmth and charm of a wood-burning stove along with sliding glass doors leading to the expansive wraparound screened porch, creating the perfect space for indoor-outdoor entertaining or simply relaxing while watching osprey, herons, and other local wildlife. Large pantry area for additional storage and separate dining room for additional room to spread out. Upstairs, all three bedrooms are thoughtfully situated, including a spacious primary suite that serves as a true waterfront sanctuary. Wake up each morning to panoramic water views from your private balcony, then unwind in the en-suite bath featuring a walk-in closet and plenty of room to recharge after a day on the water. The additional bedrooms are generously sized, with one also enjoying beautiful water views, and are served by a second full bathroom on the upper level. This home has been thoughtfully updated for peace of mind and long-term enjoyment. It may say it was built in 1941, but this home went through an extensive remodel in 1991 taking the original beach bungalow to the oversized colonial it is today. Recent improvements include a brand-new roof (2026), renovated Tigerwood deck, and a professionally encapsulated crawlspace complete with a dehumidification system. If you’ve been dreaming of a waterfront lifestyle that combines privacy, natural beauty, and everyday comfort, this is a rare opportunity to own a special piece of Southern Anne Arundel County. Whether you’re boating, crabbing, kayaking, entertaining on the screened porch, or simply enjoying the peaceful creek views, you’ll quickly understand why this location is so special.

1241 Johnson Dr, Shady Side

$2,275,250

This remarkable 2+ acre waterfront estate spans two lots with separate tax IDs, offering 560 feet of protected shoreline and stunning 180-degree views over Ramsey Bay to the South River. Surrounded by natural beauty and privacy, the shoreline is reinforced with underwater riprap for lasting stability. The 3,500-square-foot home includes 4 bedrooms, 3.5 baths, rich hardwood floors, a striking stone fireplace, and a gourmet kitchen with high-end finishes. The owner’s suite boasts sweeping water views, while the outdoor spaces feature two spacious waterfront decks and a deep-water private pier with boat lift—ideal for enjoying the Chesapeake lifestyle. An exceptional property not to be missed.

4 Beds ⋅ 4 Baths ⋅ MDAA2149796 MLS

This remarkable 2+ acre waterfront estate spans two lots with separate tax IDs, offering 560 feet of protected shoreline and stunning 180-degree views over Ramsey Bay to the South River. Surrounded by natural beauty and privacy, the shoreline is reinforced with underwater riprap for lasting stability. The 3,500-square-foot home includes 4 bedrooms, 3.5 baths, rich hardwood floors, a striking stone fireplace, and a gourmet kitchen with high-end finishes. The owner’s suite boasts sweeping water views, while the outdoor spaces feature two spacious waterfront decks and a deep-water private pier with boat lift—ideal for enjoying the Chesapeake lifestyle. An exceptional property not to be missed.

3956 Honeysuckle Dr, Edgewater

$2,900,000

JUST REDUCED! Incredible value on this newly updated 10.77-acre waterfront estate, perfectly nestled on its own private peninsula on Beards Creek in Scotts Cove. Offering over 7,700 sq ft of finished living space, this unique 7-BR, 5-BA home is surrounded by 9.12 acres of wooded conservation easement, delivering extraordinary privacy with no HOA and flexible R-2 zoning.The expansive, versatile floor plan is optimized for multi-generational living or a high-yielding short-term rental—ideal for Navy families and students. Separate living zones include a main-floor bedroom with a full bath and a private side entrance, plus a flexible bonus wing (previously a media room/office) leading to a massive private deck.Premium Spring 2026 updates feature new CertainTeed Cedar Impressions siding in Coastal Grey, fresh Behr Cotton White interior paint, updated deck railings, and new sod/landscaping. Move-in ready with high-end mechanicals: private elevator (2022), 4 geothermal heat pumps (5 zones), tankless water heater, 3 steam showers, whole-house generator, and owned solar panels.Waterfront amenities include 665 ft of creek frontage, a private pier, and 2 boat lifts—perfect for kayaks and smaller watercraft. Unbeatable, secluded location just off Route 2 South with quick access to shopping, dining, Lee Airport, Route 50, Route 97, Annapolis, BWI, and Washington, D.C!

7 Beds ⋅ 5 Baths ⋅ MDAA2151080 MLS

JUST REDUCED! Incredible value on this newly updated 10.77-acre waterfront estate, perfectly nestled on its own private peninsula on Beards Creek in Scotts Cove. Offering over 7,700 sq ft of finished living space, this unique 7-BR, 5-BA home is surrounded by 9.12 acres of wooded conservation easement, delivering extraordinary privacy with no HOA and flexible R-2 zoning.The expansive, versatile floor plan is optimized for multi-generational living or a high-yielding short-term rental—ideal for Navy families and students. Separate living zones include a main-floor bedroom with a full bath and a private side entrance, plus a flexible bonus wing (previously a media room/office) leading to a massive private deck.Premium Spring 2026 updates feature new CertainTeed Cedar Impressions siding in Coastal Grey, fresh Behr Cotton White interior paint, updated deck railings, and new sod/landscaping. Move-in ready with high-end mechanicals: private elevator (2022), 4 geothermal heat pumps (5 zones), tankless water heater, 3 steam showers, whole-house generator, and owned solar panels.Waterfront amenities include 665 ft of creek frontage, a private pier, and 2 boat lifts—perfect for kayaks and smaller watercraft. Unbeatable, secluded location just off Route 2 South with quick access to shopping, dining, Lee Airport, Route 50, Route 97, Annapolis, BWI, and Washington, D.C!

126 Gilbert Ct, Edgewater

$149,900

WATERFRONT OPPORTUNITY!! Discover the perfect setting to build your dream home or weekend retreat on this waterfront lot offering breathtaking views of the Chesapeake Bay. Nestled in the quiet, secluded community of Columbia Beach, this approximately 4,450-square-foot homesite is already serviced by public sewer, making it an exceptional opportunity to bring your vision to life. Wake up to stunning sunrises, enjoy the peaceful waterfront surroundings, and embrace the laid-back Chesapeake lifestyle with boating, fishing, kayaking, and endless opportunities to relax by the water. Whether you're looking to create a full-time residence or a private coastal escape, this rare waterfront property offers the chance to own a slice of the Bay in a tranquil setting. Don't miss this unique opportunity!

MDAA2150192 MLS

WATERFRONT OPPORTUNITY!! Discover the perfect setting to build your dream home or weekend retreat on this waterfront lot offering breathtaking views of the Chesapeake Bay. Nestled in the quiet, secluded community of Columbia Beach, this approximately 4,450-square-foot homesite is already serviced by public sewer, making it an exceptional opportunity to bring your vision to life. Wake up to stunning sunrises, enjoy the peaceful waterfront surroundings, and embrace the laid-back Chesapeake lifestyle with boating, fishing, kayaking, and endless opportunities to relax by the water. Whether you're looking to create a full-time residence or a private coastal escape, this rare waterfront property offers the chance to own a slice of the Bay in a tranquil setting. Don't miss this unique opportunity!

5209 Al Jones Dr, Shady Side

$1,150,000

Welcome to 783 Sonne Drive, where life on the Chesapeake takes center stage. Perfectly positioned on an elevated waterfront lot just under 1 acre in the sought-after Bon Haven community, this exceptional South River residence offers breathtaking water views and the rare opportunity to embrace the very best of the Chesapeake lifestyle. Designed to maximize its spectacular setting, the home seamlessly blends indoor and outdoor living. Expansive windows fill the interior with natural light, while the wraparound deck creates the perfect backdrop for morning coffee, sunset entertaining, or simply taking in the river's peaceful rhythm. Every day here feels like a vacation. Offering three bedrooms and two full baths, the home presents endless possibilities. Maintain its timeless, traditional character or reimagine the layout with a more open, modern design to suit today's lifestyle. An oversized two-car attached garage provides ample space for parking, storage, and all of your waterfront gear. Step outside to your own private waterfront pier, where boating, kayaking, paddleboarding, fishing, and waterfront entertaining become part of everyday life. With easy access to the Chesapeake Bay, waterfront dining, and historic downtown Annapolis, 783 Sonne Drive offers an exceptional combination of privacy, recreation, and convenience in a very desirable waterfront community.

3 Beds ⋅ 2 Baths ⋅ MDAA2150690 MLS

Welcome to 783 Sonne Drive, where life on the Chesapeake takes center stage. Perfectly positioned on an elevated waterfront lot just under 1 acre in the sought-after Bon Haven community, this exceptional South River residence offers breathtaking water views and the rare opportunity to embrace the very best of the Chesapeake lifestyle. Designed to maximize its spectacular setting, the home seamlessly blends indoor and outdoor living. Expansive windows fill the interior with natural light, while the wraparound deck creates the perfect backdrop for morning coffee, sunset entertaining, or simply taking in the river's peaceful rhythm. Every day here feels like a vacation. Offering three bedrooms and two full baths, the home presents endless possibilities. Maintain its timeless, traditional character or reimagine the layout with a more open, modern design to suit today's lifestyle. An oversized two-car attached garage provides ample space for parking, storage, and all of your waterfront gear. Step outside to your own private waterfront pier, where boating, kayaking, paddleboarding, fishing, and waterfront entertaining become part of everyday life. With easy access to the Chesapeake Bay, waterfront dining, and historic downtown Annapolis, 783 Sonne Drive offers an exceptional combination of privacy, recreation, and convenience in a very desirable waterfront community.

783 Sonne Dr, Annapolis

$1,895,000

Once-in-a-Lifetime Opportunity to Build Your Dream Waterfront Home in Bay Ridge. See potential plans in the pictures and meet the builder to discuss your dream home or bring your own builder. Don't miss your chance to own the last remaining waterfront lot in the prestigious and highly sought-after Bay Ridge community. This is a rare opportunity to design and build your dream home on a premium lot offering 57 feet of serene waterfront on protected Lake Ogleton. Enjoy breathtaking, unobstructed views and the peaceful lifestyle that only true waterfront living can offer. Whether you're envisioning a luxurious modern retreat or a timeless coastal home, this lot is the perfect canvas. Contact the listing agent for insight and inspiration on potential home designs tailored to this exceptional property. Bay Ridge is renowned for its rich history, vibrant community, and unmatched amenities, including a bayfront community pool and newly renovated clubhouse, sandy beaches and scenic waterfront , a large community marina, basketball and pickleball courts, a children's playground, and year-round community events. Located just minutes from downtown Annapolis and Eastport, Bay Ridge offers the charm of a tight-knit neighborhood with the convenience of city access. Experience the perfect blend of tranquility and community in one of the most desirable waterfront enclaves on the Chesapeake Bay. This is more than just a lot—it's the beginning of your dream lifestyle.

MDAA2150364 MLS

Once-in-a-Lifetime Opportunity to Build Your Dream Waterfront Home in Bay Ridge. See potential plans in the pictures and meet the builder to discuss your dream home or bring your own builder. Don't miss your chance to own the last remaining waterfront lot in the prestigious and highly sought-after Bay Ridge community. This is a rare opportunity to design and build your dream home on a premium lot offering 57 feet of serene waterfront on protected Lake Ogleton. Enjoy breathtaking, unobstructed views and the peaceful lifestyle that only true waterfront living can offer. Whether you're envisioning a luxurious modern retreat or a timeless coastal home, this lot is the perfect canvas. Contact the listing agent for insight and inspiration on potential home designs tailored to this exceptional property. Bay Ridge is renowned for its rich history, vibrant community, and unmatched amenities, including a bayfront community pool and newly renovated clubhouse, sandy beaches and scenic waterfront , a large community marina, basketball and pickleball courts, a children's playground, and year-round community events. Located just minutes from downtown Annapolis and Eastport, Bay Ridge offers the charm of a tight-knit neighborhood with the convenience of city access. Experience the perfect blend of tranquility and community in one of the most desirable waterfront enclaves on the Chesapeake Bay. This is more than just a lot—it's the beginning of your dream lifestyle.

48 E Lake Dr, Annapolis

$845,000

BEST ON THE MARKET @ A NEW LOWER PRICE OF $845K! EXCEPTIONAL 2014 Custom Built Waterfront property in Pasadena! Enjoy everything this home has to offer from solid energy efficient construction to charming designer features to the utmost in outdoor conveniences, no HOA and convenient location! With thoughtful planning and design, this home features ICF construction (see attached info sheet - providing cutting edge Energy Efficiency, Noise Reduction, Safety & Durability), Secure Entryways (for increased energy efficiency), cozy open space layout with beautiful views of the Magothy River, excellent flow to outdoor living areas and two primary bedroom suites! From the moment you step under the pergola onto the stone patio feel this home welcoming you, hear the sound of the river calling, see the light reflecting in the refreshing pool THIS, this is home! Entering from the enclosed portico into the foyer notice the quality craftsmanship, designer colors, perfect lighting, tall ceilings, expert craftsman attention to detail. The gourmet kitchen is designed with daily life and entertaining in mind complete with solid surface counters, soapstone sink, range, pantry, wall oven, built-in microwave, mini-fridge for drinks. Notice the little extras like the copper prep sink w/Instant Hot water faucet, a convenient magnetic knife holder, the authentic port window andstunning hickory island cabinets. Enjoy meals with a water view and cozy evenings around the wood stove. You will LOVE the big fully screened deck (nice try mosquitos!) complete with ceiling fan/lights and an outdoor kitchen area (propane stove as-is) or consider converting this into a 4 season family room! The balcony offers another perfect spot to relax with a spectacular view of the backyard and rare waterfront in-ground pool! The masterfully planned primary suite features a media room (OR convert to a 3rd bedroom) with pellet stove, a light filled sitting room that walks out onto a covered private stone patio, the spacious bedroom has barn doors, a 6x12 walk-in closet w/built-ins and dressing area. The spa bathroom has a large jetted soaking tub, walk-in shower, vanity and features heated floors! Conveniently located is the laundry and entrance to a secure storage/utility room including a heat pump water heater for added efficiency, generous storage area, and safe. This home also has a whole house fan; they thought of everything! A side entrance into the mudroom and lower level suite has a handy sink and additional storage. The spacious upper level bedroom has tall ceilings, perfect natural light, a double closet and connects to a full bathroom. Tucked out of sight is a perfect office nook with custom built-in shelving. This property has it all for the outdoor water enthusiast with a .60 acre lot, rare waterfront level space (garden or volleyball?!) a 6' wide private pier complete with party platform and 10k lb boat lift, kayak launch, and the convenience of water & electric at three critical spots! Finished with the river for the day? Cool off in your own private, refreshing waterside in-ground pool outfitted with low chlorine FROG mineral system. The rambling backyard is fully fenced (reinforced to keep pets in and critters out!) Restore the charming 1932 fish pond to add to the charm and magic of this one of a kind property. Mature landscaping and fruit trees are a delight! The oversized 2 car garage features separate 220-volt electric, a lower level walkout storage room, front entry and a convenient side door leading to the gorgeous stone patio shaded by a custom built pergola - a stunning entryway to this spectacular home! Chesapeake schools. Super convenient to Rt 100/97 BWI/NSA. There is so much more to this house, be sure to check out the Features Sheet and contact us to schedule your private showing today! Ideally situated at the end of a no-thru street, fortunate will be one to call this gem home!

3 Beds ⋅ 2 Baths ⋅ MDAA2149472 MLS

BEST ON THE MARKET @ A NEW LOWER PRICE OF $845K! EXCEPTIONAL 2014 Custom Built Waterfront property in Pasadena! Enjoy everything this home has to offer from solid energy efficient construction to charming designer features to the utmost in outdoor conveniences, no HOA and convenient location! With thoughtful planning and design, this home features ICF construction (see attached info sheet - providing cutting edge Energy Efficiency, Noise Reduction, Safety & Durability), Secure Entryways (for increased energy efficiency), cozy open space layout with beautiful views of the Magothy River, excellent flow to outdoor living areas and two primary bedroom suites! From the moment you step under the pergola onto the stone patio feel this home welcoming you, hear the sound of the river calling, see the light reflecting in the refreshing pool THIS, this is home! Entering from the enclosed portico into the foyer notice the quality craftsmanship, designer colors, perfect lighting, tall ceilings, expert craftsman attention to detail. The gourmet kitchen is designed with daily life and entertaining in mind complete with solid surface counters, soapstone sink, range, pantry, wall oven, built-in microwave, mini-fridge for drinks. Notice the little extras like the copper prep sink w/Instant Hot water faucet, a convenient magnetic knife holder, the authentic port window andstunning hickory island cabinets. Enjoy meals with a water view and cozy evenings around the wood stove. You will LOVE the big fully screened deck (nice try mosquitos!) complete with ceiling fan/lights and an outdoor kitchen area (propane stove as-is) or consider converting this into a 4 season family room! The balcony offers another perfect spot to relax with a spectacular view of the backyard and rare waterfront in-ground pool! The masterfully planned primary suite features a media room (OR convert to a 3rd bedroom) with pellet stove, a light filled sitting room that walks out onto a covered private stone patio, the spacious bedroom has barn doors, a 6x12 walk-in closet w/built-ins and dressing area. The spa bathroom has a large jetted soaking tub, walk-in shower, vanity and features heated floors! Conveniently located is the laundry and entrance to a secure storage/utility room including a heat pump water heater for added efficiency, generous storage area, and safe. This home also has a whole house fan; they thought of everything! A side entrance into the mudroom and lower level suite has a handy sink and additional storage. The spacious upper level bedroom has tall ceilings, perfect natural light, a double closet and connects to a full bathroom. Tucked out of sight is a perfect office nook with custom built-in shelving. This property has it all for the outdoor water enthusiast with a .60 acre lot, rare waterfront level space (garden or volleyball?!) a 6' wide private pier complete with party platform and 10k lb boat lift, kayak launch, and the convenience of water & electric at three critical spots! Finished with the river for the day? Cool off in your own private, refreshing waterside in-ground pool outfitted with low chlorine FROG mineral system. The rambling backyard is fully fenced (reinforced to keep pets in and critters out!) Restore the charming 1932 fish pond to add to the charm and magic of this one of a kind property. Mature landscaping and fruit trees are a delight! The oversized 2 car garage features separate 220-volt electric, a lower level walkout storage room, front entry and a convenient side door leading to the gorgeous stone patio shaded by a custom built pergola - a stunning entryway to this spectacular home! Chesapeake schools. Super convenient to Rt 100/97 BWI/NSA. There is so much more to this house, be sure to check out the Features Sheet and contact us to schedule your private showing today! Ideally situated at the end of a no-thru street, fortunate will be one to call this gem home!

328 Oakdale Rd, Pasadena

$369,000

**Seller is motivated and ready to move on to the next project—**all offers will be considered! Currently priced significantly below assessed value. This west-facing waterfront lot on Winchester Creek offers over 4 acres of private, NO-HOA living directly off the Chester River. A fully engineered site plan is complete and ready for final submissions—over a year of professional engineering has gone into identifying the ideal build site, saving you time and effort in the permitting process. Enjoy immediate use of the waterfront this season while your new home is under construction. The property features a pier, boat ramp, and partially bulk headed shoreline, providing excellent water access from day one. By boat, you're just minutes from the world-famous Kent Narrows, with Rock Hall and Chestertown nearby. The fishing here is top-notch, with the Chester River producing some of the Eastern Shore’s largest catfish and snakeheads, in addition to excellent salt and brackish water opportunities. Calm and protected, Winchester Creek is ideal for kayaking and paddle boarding. Bring your own builder or use ours—this is a rare opportunity to create your dream waterfront retreat.

MDQA2017818 MLS

**Seller is motivated and ready to move on to the next project—**all offers will be considered! Currently priced significantly below assessed value. This west-facing waterfront lot on Winchester Creek offers over 4 acres of private, NO-HOA living directly off the Chester River. A fully engineered site plan is complete and ready for final submissions—over a year of professional engineering has gone into identifying the ideal build site, saving you time and effort in the permitting process. Enjoy immediate use of the waterfront this season while your new home is under construction. The property features a pier, boat ramp, and partially bulk headed shoreline, providing excellent water access from day one. By boat, you're just minutes from the world-famous Kent Narrows, with Rock Hall and Chestertown nearby. The fishing here is top-notch, with the Chester River producing some of the Eastern Shore’s largest catfish and snakeheads, in addition to excellent salt and brackish water opportunities. Calm and protected, Winchester Creek is ideal for kayaking and paddle boarding. Bring your own builder or use ours—this is a rare opportunity to create your dream waterfront retreat.

715 Winchester Creek Rd, Grasonville

$4,600,000

An extraordinary opportunity to own one of Annapolis’ most distinctive waterfront properties, offering some of the finest views on Spa Creek and the rare privilege of owning your own private marina in your backyard with dockside parking. Perfectly positioned to capture breathtaking panoramic vistas, this elegant Nantucket-inspired residence is filled with natural light, featuring walls of glass that showcase the ever-changing waterfront from nearly every room. Multiple balconies and an expansive waterside terrace invite effortless indoor-outdoor living, creating exceptional spaces for entertaining or simply enjoying the beauty of life on the water. A dockside workshop is a great opportunity to work and enjoy waterfront living. The thoughtfully designed floor plan includes spacious living areas, a versatile 1800 square feet (approximate) lower level with an in-law suite or private guest accommodations, and endless opportunities to personalize the home to suit your lifestyle. This home even has a koi pond in the front yard. Whether you’re an avid yachtsman, seeking a multigenerational waterfront retreat, or searching for a truly one-of-a-kind Annapolis property, this exceptional offering combines luxury, privacy, and an unmatched boating lifestyle in one remarkable setting.

5 Beds ⋅ 4 Baths ⋅ MDAA2150104 MLS

An extraordinary opportunity to own one of Annapolis’ most distinctive waterfront properties, offering some of the finest views on Spa Creek and the rare privilege of owning your own private marina in your backyard with dockside parking. Perfectly positioned to capture breathtaking panoramic vistas, this elegant Nantucket-inspired residence is filled with natural light, featuring walls of glass that showcase the ever-changing waterfront from nearly every room. Multiple balconies and an expansive waterside terrace invite effortless indoor-outdoor living, creating exceptional spaces for entertaining or simply enjoying the beauty of life on the water. A dockside workshop is a great opportunity to work and enjoy waterfront living. The thoughtfully designed floor plan includes spacious living areas, a versatile 1800 square feet (approximate) lower level with an in-law suite or private guest accommodations, and endless opportunities to personalize the home to suit your lifestyle. This home even has a koi pond in the front yard. Whether you’re an avid yachtsman, seeking a multigenerational waterfront retreat, or searching for a truly one-of-a-kind Annapolis property, this exceptional offering combines luxury, privacy, and an unmatched boating lifestyle in one remarkable setting.

140 Spa Dr, Annapolis

$1,400,000

Experience the best of Waterfront living at 952 Chester River Drive, where panoramic water views, spectacular sunsets, and thoughtful custom design come together to create an exceptional waterfront retreat. Offering over 3,500 square feet of living space, this custom-built home is perfectly positioned to capture endless water views from nearly every room. High ceilings and expansive windows fill the home with natural light while framing the ever-changing waterfront backdrop. Designed for both everyday living and effortless entertaining, the main level features an open floor plan that seamlessly connects the living, dining, and kitchen spaces. The gourmet kitchen is equipped with gas cooking, abundant cabinetry, and generous workspace, allowing you to prepare meals while enjoying stunning views of the water. With five bedrooms and three-and-a-half baths, there is plenty of room for family and guests. Thoughtful design elements throughout the home maximize both functionality and comfort while keeping the focus on the incredible waterfront setting. Step outside and discover a boater's dream. The private pier is equipped with electric, water, three boat lifts, including a 20,000-pound lift, 10,000-pound lift, and 2,500-pound lift, offering exceptional flexibility for multiple vessels and watercraft. Spend your days on the water and return home to breathtaking sunsets over the Chester. Additional features include a NEW roof, 2 - 1 year old HVAC systems, tankless hot water heater, attached two-car garage with excellent storage, 50 amp RV hook up, and the quality craftsmanship expected in a custom-built waterfront residence. Whether you're searching for a year-round residence or the ultimate waterfront getaway, 952 Chester Beach Road offers a rare opportunity to enjoy unmatched views, premier boating access, and the relaxed lifestyle that makes Maryland's Eastern Shore so special.

5 Beds ⋅ 4 Baths ⋅ MDQA2017766 MLS

Experience the best of Waterfront living at 952 Chester River Drive, where panoramic water views, spectacular sunsets, and thoughtful custom design come together to create an exceptional waterfront retreat. Offering over 3,500 square feet of living space, this custom-built home is perfectly positioned to capture endless water views from nearly every room. High ceilings and expansive windows fill the home with natural light while framing the ever-changing waterfront backdrop. Designed for both everyday living and effortless entertaining, the main level features an open floor plan that seamlessly connects the living, dining, and kitchen spaces. The gourmet kitchen is equipped with gas cooking, abundant cabinetry, and generous workspace, allowing you to prepare meals while enjoying stunning views of the water. With five bedrooms and three-and-a-half baths, there is plenty of room for family and guests. Thoughtful design elements throughout the home maximize both functionality and comfort while keeping the focus on the incredible waterfront setting. Step outside and discover a boater's dream. The private pier is equipped with electric, water, three boat lifts, including a 20,000-pound lift, 10,000-pound lift, and 2,500-pound lift, offering exceptional flexibility for multiple vessels and watercraft. Spend your days on the water and return home to breathtaking sunsets over the Chester. Additional features include a NEW roof, 2 - 1 year old HVAC systems, tankless hot water heater, attached two-car garage with excellent storage, 50 amp RV hook up, and the quality craftsmanship expected in a custom-built waterfront residence. Whether you're searching for a year-round residence or the ultimate waterfront getaway, 952 Chester Beach Road offers a rare opportunity to enjoy unmatched views, premier boating access, and the relaxed lifestyle that makes Maryland's Eastern Shore so special.

952 Chester River Dr, Grasonville

$1,750,000

Experience some of the most captivating views the Chesapeake Bay has to offer. Perfectly positioned at the first exit off the Bay Bridge, this waterfront property showcases sweeping water views, stunning sunrises, and a front-row seat to the iconic Chesapeake Bay Bridge. The shoreline is ideal for enjoying the Bay lifestyle-launch a kayak, paddleboard, jet ski, or small skiff right from your backyard, spend the day fishing or crabbing, and unwind while watching the backdrop of the Bay Bridge. Like new construction this home was built just three years ago, this remarkable home offers 9 bedrooms plus a den, this includes a private 4-bedroom in-law suite with its own kitchen/laundry and entry perfect for in-laws, guests or even its own apartment. Public water and public sewer provide added convenience, while the location offers easy access to shopping, dining, and everyday amenities without ever having to navigate Route 50. Whether you're seeking a waterfront family compound, vacation getaway, or year-round residence, this property combines modern living, unmatched convenience, and unforgettable Chesapeake Bay views. Lot next door is included in sale giving home just under 1 acre.

9 Beds ⋅ 4 Baths ⋅ MDQA2017772 MLS

Experience some of the most captivating views the Chesapeake Bay has to offer. Perfectly positioned at the first exit off the Bay Bridge, this waterfront property showcases sweeping water views, stunning sunrises, and a front-row seat to the iconic Chesapeake Bay Bridge. The shoreline is ideal for enjoying the Bay lifestyle-launch a kayak, paddleboard, jet ski, or small skiff right from your backyard, spend the day fishing or crabbing, and unwind while watching the backdrop of the Bay Bridge. Like new construction this home was built just three years ago, this remarkable home offers 9 bedrooms plus a den, this includes a private 4-bedroom in-law suite with its own kitchen/laundry and entry perfect for in-laws, guests or even its own apartment. Public water and public sewer provide added convenience, while the location offers easy access to shopping, dining, and everyday amenities without ever having to navigate Route 50. Whether you're seeking a waterfront family compound, vacation getaway, or year-round residence, this property combines modern living, unmatched convenience, and unforgettable Chesapeake Bay views. Lot next door is included in sale giving home just under 1 acre.

410 Wallman Way, Stevensville

$1,350,000

Welcome to a waterfront retreat where timeless coastal living meets modern luxury. Perfectly positioned on approximately one private acre along the tranquil waters of Mill Creek with direct access to the Chesapeake Bay, this custom-built home offers the exceptional lifestyle that Annapolis is known for. Designed to capture breathtaking water views from nearly every room, this beautifully appointed 3 bedroom, 2.5 bath Chalet features an open, light-filled floor plan with soaring ceilings, rich hardwood flooring, a cozy fireplace, and expansive windows that bring the outdoors in. The gourmet kitchen flows seamlessly into the living and dining spaces, creating an inviting atmosphere for entertaining or relaxing while enjoying picturesque waterfront vistas. The fully equipped kitchen boasts modern stainless steel appliances and ample space for entertaining. Wake up each morning in the serene primary suite overlooking the water, which features a large walk-in closet and a whirlpool soaking tub. Then, step outside to experience your own private waterfront oasis. The expansive deck is ideal for hosting family and friends, enjoying morning coffee, or taking in spectacular sunsets over Mill Creek. This property includes docking for two boats and deep-water access, perfect for boating, crabbing, and fishing. Conveniently located just five minutes from the U.S. Naval Academy, West Annapolis, and historic downtown Annapolis, this home provides easy access to shopping, dining, and entertainment. Washington, D.C and Baltimore are each only 30 minutes away. Local highlights include Cantler's Riverside Restaurant, a renowned spot for seafood and steamed crabs right on the water, as well as the charming shops and cafes along Main Street and in nearby West Annapolis. Outdoor lovers will appreciate the close proximity to Sandy Point State Park, as well as nearby golf courses and trails for year-round recreation. Whether you’re searching for a primary residence or legacy waterfront property to enjoy for generations, this extraordinary home offers a rare opportunity to own one of Annapolis’ most desirable waterfront settings. Schedule your private tour today and discover the Chesapeake lifestyle you’ve been dreaming of.

3 Beds ⋅ 3 Baths ⋅ MDAA2149596 MLS

Welcome to a waterfront retreat where timeless coastal living meets modern luxury. Perfectly positioned on approximately one private acre along the tranquil waters of Mill Creek with direct access to the Chesapeake Bay, this custom-built home offers the exceptional lifestyle that Annapolis is known for. Designed to capture breathtaking water views from nearly every room, this beautifully appointed 3 bedroom, 2.5 bath Chalet features an open, light-filled floor plan with soaring ceilings, rich hardwood flooring, a cozy fireplace, and expansive windows that bring the outdoors in. The gourmet kitchen flows seamlessly into the living and dining spaces, creating an inviting atmosphere for entertaining or relaxing while enjoying picturesque waterfront vistas. The fully equipped kitchen boasts modern stainless steel appliances and ample space for entertaining. Wake up each morning in the serene primary suite overlooking the water, which features a large walk-in closet and a whirlpool soaking tub. Then, step outside to experience your own private waterfront oasis. The expansive deck is ideal for hosting family and friends, enjoying morning coffee, or taking in spectacular sunsets over Mill Creek. This property includes docking for two boats and deep-water access, perfect for boating, crabbing, and fishing. Conveniently located just five minutes from the U.S. Naval Academy, West Annapolis, and historic downtown Annapolis, this home provides easy access to shopping, dining, and entertainment. Washington, D.C and Baltimore are each only 30 minutes away. Local highlights include Cantler's Riverside Restaurant, a renowned spot for seafood and steamed crabs right on the water, as well as the charming shops and cafes along Main Street and in nearby West Annapolis. Outdoor lovers will appreciate the close proximity to Sandy Point State Park, as well as nearby golf courses and trails for year-round recreation. Whether you’re searching for a primary residence or legacy waterfront property to enjoy for generations, this extraordinary home offers a rare opportunity to own one of Annapolis’ most desirable waterfront settings. Schedule your private tour today and discover the Chesapeake lifestyle you’ve been dreaming of.

2203 Mulberry Hill Rd, Annapolis

$699,000

Coastal cottage charm meets waterfront living on picturesque Crab Alley Creek. Offering 120 feet of shoreline and direct access to the Eastern Bay, this beautifully maintained home combines privacy, convenience, and the very best of the Chesapeake lifestyle. A pier permit already in hand provides an exciting opportunity for the next owner to further enhance their waterfront experience. This move-in-ready residence features 3 bedrooms, 2 full baths, and a versatile bonus room that can serve as a home office, guest room, or potential 4th bedroom. Meticulously updated and lovingly maintained throughout, pride of ownership is evident at every turn. Thoughtful upgrades create a warm and inviting atmosphere, including under-cabinet lighting and dimmer switches throughout the home, allowing you to create the perfect ambiance for any occasion. The kitchen is both stylish and functional, featuring an additional beverage refrigerator, making entertaining family and friends a breeze. The bathrooms offer a touch of luxury with heated floors and built-in Bluetooth speakers, creating a spa-like retreat within your own home. Situated on a large, level waterfront lot, the property is designed for both relaxation and recreation. Across the creek, protected conservation land provides a peaceful, natural backdrop and exceptional privacy rarely found on the water. Raised garden beds offer the opportunity to grow your own herbs and vegetables, while the detached garage, two storage sheds, and attic provide ample space for tools, equipment, seasonal items, and all your waterfront essentials. Spend your evenings gathered around the fire pit overlooking the water, launch a kayak from your backyard, or cruise to one of the many waterfront restaurants accessible from the Eastern Bay. Whether you're entertaining guests or enjoying a quiet sunset, this property embraces the laid-back charm of coastal living. Conveniently located just 10 minutes from the Bay Bridge, 20 minutes from Annapolis, and approximately 90 minutes from the beach, you'll enjoy easy access to everything while feeling worlds away. A rare opportunity to own a turnkey waterfront retreat in one of Kent Island's most desirable locations, where every detail has been thoughtfully curated for comfort, convenience, and enjoyment.

3 Beds ⋅ 2 Baths ⋅ MDQA2017690 MLS

Coastal cottage charm meets waterfront living on picturesque Crab Alley Creek. Offering 120 feet of shoreline and direct access to the Eastern Bay, this beautifully maintained home combines privacy, convenience, and the very best of the Chesapeake lifestyle. A pier permit already in hand provides an exciting opportunity for the next owner to further enhance their waterfront experience. This move-in-ready residence features 3 bedrooms, 2 full baths, and a versatile bonus room that can serve as a home office, guest room, or potential 4th bedroom. Meticulously updated and lovingly maintained throughout, pride of ownership is evident at every turn. Thoughtful upgrades create a warm and inviting atmosphere, including under-cabinet lighting and dimmer switches throughout the home, allowing you to create the perfect ambiance for any occasion. The kitchen is both stylish and functional, featuring an additional beverage refrigerator, making entertaining family and friends a breeze. The bathrooms offer a touch of luxury with heated floors and built-in Bluetooth speakers, creating a spa-like retreat within your own home. Situated on a large, level waterfront lot, the property is designed for both relaxation and recreation. Across the creek, protected conservation land provides a peaceful, natural backdrop and exceptional privacy rarely found on the water. Raised garden beds offer the opportunity to grow your own herbs and vegetables, while the detached garage, two storage sheds, and attic provide ample space for tools, equipment, seasonal items, and all your waterfront essentials. Spend your evenings gathered around the fire pit overlooking the water, launch a kayak from your backyard, or cruise to one of the many waterfront restaurants accessible from the Eastern Bay. Whether you're entertaining guests or enjoying a quiet sunset, this property embraces the laid-back charm of coastal living. Conveniently located just 10 minutes from the Bay Bridge, 20 minutes from Annapolis, and approximately 90 minutes from the beach, you'll enjoy easy access to everything while feeling worlds away. A rare opportunity to own a turnkey waterfront retreat in one of Kent Island's most desirable locations, where every detail has been thoughtfully curated for comfort, convenience, and enjoyment.

205 Riverside Dr, Chester

$1,775,000

Located on the South River in Riva, within the Greater Annapolis area, this custom-built waterfront home is tucked away on a private lane shared by just three homes, offering the perfect blend of privacy, tranquility, and unforgettable panoramic open-water views. Completed in 2022, it combines timeless design, luxury finishes, and the peace of mind that comes with newer construction, allowing you to spend more time enjoying the waterfront and less time maintaining your home. Designed to make the most of its exceptional setting, every detail reflects thoughtful planning, quality craftsmanship, and timeless style. The main living areas were designed to capture the river views, with expansive windows that fill the home with natural light and create an easy connection to the outdoors. At the heart of the home, the gourmet kitchen features 42-inch cabinetry, stainless steel appliances, a generous center island, abundant pantry storage, and opens effortlessly to the dining and living areas, where the South River becomes the backdrop to everyday living. A dedicated office on the main level provides the perfect work-from-home space and can easily serve as a guest bedroom, adding flexibility to fit your lifestyle. Step outside to the waterside deck and take in the panoramic South River views, where boats, wildlife, and spectacular sunsets create a backdrop that changes every day. The primary suite is a private retreat featuring its own waterfront balcony, a spacious sitting area, oversized walk-in closet, and a spa-inspired bath complete with a luxurious steam shower. The walk-out lower level expands the home's living space with radiant heated floors, a full wet bar, and direct access to the waterfront, providing exceptional flexibility for entertaining, recreation, overnight guests, or multigenerational living. The waterfront lifestyle extends well beyond the home with exceptional community amenities, including a waterfront clubhouse, boat ramp, kayak launch, fishing pier, and community piers, making it easy to enjoy everything the South River has to offer. Here, you'll enjoy the rare combination of waterfront privacy and everyday convenience, just minutes from historic Annapolis, Edgewater, local coffee shops, waterfront dining at Mike's Crab House, and convenient access to Routes 50 and 97. Whether you're searching for a full-time waterfront residence or the perfect weekend retreat, this home offers the very best of South River living. Come experience it for yourself.

4 Beds ⋅ 4 Baths ⋅ MDAA2149690 MLS

Located on the South River in Riva, within the Greater Annapolis area, this custom-built waterfront home is tucked away on a private lane shared by just three homes, offering the perfect blend of privacy, tranquility, and unforgettable panoramic open-water views. Completed in 2022, it combines timeless design, luxury finishes, and the peace of mind that comes with newer construction, allowing you to spend more time enjoying the waterfront and less time maintaining your home. Designed to make the most of its exceptional setting, every detail reflects thoughtful planning, quality craftsmanship, and timeless style. The main living areas were designed to capture the river views, with expansive windows that fill the home with natural light and create an easy connection to the outdoors. At the heart of the home, the gourmet kitchen features 42-inch cabinetry, stainless steel appliances, a generous center island, abundant pantry storage, and opens effortlessly to the dining and living areas, where the South River becomes the backdrop to everyday living. A dedicated office on the main level provides the perfect work-from-home space and can easily serve as a guest bedroom, adding flexibility to fit your lifestyle. Step outside to the waterside deck and take in the panoramic South River views, where boats, wildlife, and spectacular sunsets create a backdrop that changes every day. The primary suite is a private retreat featuring its own waterfront balcony, a spacious sitting area, oversized walk-in closet, and a spa-inspired bath complete with a luxurious steam shower. The walk-out lower level expands the home's living space with radiant heated floors, a full wet bar, and direct access to the waterfront, providing exceptional flexibility for entertaining, recreation, overnight guests, or multigenerational living. The waterfront lifestyle extends well beyond the home with exceptional community amenities, including a waterfront clubhouse, boat ramp, kayak launch, fishing pier, and community piers, making it easy to enjoy everything the South River has to offer. Here, you'll enjoy the rare combination of waterfront privacy and everyday convenience, just minutes from historic Annapolis, Edgewater, local coffee shops, waterfront dining at Mike's Crab House, and convenient access to Routes 50 and 97. Whether you're searching for a full-time waterfront residence or the perfect weekend retreat, this home offers the very best of South River living. Come experience it for yourself.

20 Shore Walk Rd, Riva

$1,275,000

WATERFRONT LIVING on Winchester Creek! This wonderful 4 bedroom, 2.5 bath Grasonville estate offers the ultimate Eastern Shore lifestyle, fully refreshed with a newly painted neutral interior, gleaming refinished hardwoods, and carpet. A grand 2-story foyer with a palladium window, transom accents, and elegant French doors welcomes you inside. The main level features 11' ceilings, a great room with fireplace and a bank of windows with water views, a separate dining room, bright breakfast room, and a fabulous kitchen with an island, pantry, and reverse osmosis water filtration. The main floor primary suite boasts a walk-in closet and a no-threshold shower, complemented by a full, hall bath and convenient half bath. Upstairs, a versatile bonus space features custom built-ins— perfect for an office and media space. Your outdoor resort awaits: a Trex deck with built-in benches and retractable awning leads to a custom paver patio and a sparkling 18’ x 37’ saltwater pool with a tranquil waterfall feature. Boaters will love the deeded boat slip (#10), mooring pile, and private boat lift. Rounding out this incredible home is an oversized 2-car garage with storage space, HVAC (2018), buried 500-gallon propane tank, and full water conditioning system and lush landscaping.

4 Beds ⋅ 3 Baths ⋅ MDQA2016828 MLS

WATERFRONT LIVING on Winchester Creek! This wonderful 4 bedroom, 2.5 bath Grasonville estate offers the ultimate Eastern Shore lifestyle, fully refreshed with a newly painted neutral interior, gleaming refinished hardwoods, and carpet. A grand 2-story foyer with a palladium window, transom accents, and elegant French doors welcomes you inside. The main level features 11' ceilings, a great room with fireplace and a bank of windows with water views, a separate dining room, bright breakfast room, and a fabulous kitchen with an island, pantry, and reverse osmosis water filtration. The main floor primary suite boasts a walk-in closet and a no-threshold shower, complemented by a full, hall bath and convenient half bath. Upstairs, a versatile bonus space features custom built-ins— perfect for an office and media space. Your outdoor resort awaits: a Trex deck with built-in benches and retractable awning leads to a custom paver patio and a sparkling 18’ x 37’ saltwater pool with a tranquil waterfall feature. Boaters will love the deeded boat slip (#10), mooring pile, and private boat lift. Rounding out this incredible home is an oversized 2-car garage with storage space, HVAC (2018), buried 500-gallon propane tank, and full water conditioning system and lush landscaping.

104 Port Ct, Grasonville

The Scott Smolen Team at RE/MAX Leading Edge - Realtor, Real Estate

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