Annapolis Real Estate Search

 

Annapolis Homes for Sale

If you are searching for homes in a waterfront Maryland city with historic charm, boating access, walkable streets, and strong long-term appeal, Annapolis should be high on your list. Located in Anne Arundel County along the Chesapeake Bay, Annapolis offers a mix of single-family homes, townhomes, condominiums, luxury properties, and waterfront real estate.

The Annapolis housing market includes waterfront estates, historic homes, downtown residences, townhomes, and condominiums across a wide range of price points, giving buyers multiple ways to match lifestyle, location, and budget.

Buyers are drawn to Annapolis for its unique blend of coastal lifestyle and everyday convenience. From marinas and waterfront dining to downtown shopping and neighborhood variety, Annapolis offers a distinct real estate market that stands apart from many other communities in the region.

As Maryland's capital city and home to the United States Naval Academy, Annapolis is known for maritime culture, scenic views, and year-round events. It remains one of the most recognizable and desirable housing markets in Anne Arundel County.

County: Anne Arundel County
Home Types: Waterfront homes, historic homes, townhomes, condos, and luxury properties
Lifestyle: Boating, walkable downtown living, restaurants, marinas, and waterfront events
Commute: Convenient access to Baltimore, Washington, D.C., and the Eastern Shore
Known For: City Dock, the Chesapeake Bay, and the United States Naval Academy
Explore: Search homes, map listings, and market trends in Annapolis
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Why Homebuyers Choose Annapolis

Waterfront Lifestyle

Boating, marinas, and Chesapeake Bay access make Annapolis one of the region’s premier waterfront communities.

Historic Charm

Downtown Annapolis features historic streets, colonial architecture, and unique local shops and restaurants.

Convenient Location

Residents enjoy easy access to Baltimore, Washington, D.C., and the Eastern Shore.

Explore Annapolis Home Listings on a Map

Things to Do in Annapolis

Annapolis offers a strong mix of waterfront recreation, dining, shopping, and historic attractions. Residents enjoy boating, sailing, local events, waterfront restaurants, and easy access to the city’s marinas, parks, and downtown district.

Popular destinations include City Dock, the United States Naval Academy, and nearby waterfront attractions throughout Anne Arundel County. For many buyers, Annapolis stands out because it offers a true lifestyle market rather than just another suburban housing option.

For additional local real estate and community insights, browse the Scott Smolen blog for market updates, buyer advice, and area information.

Buying or Selling a Home in Annapolis

If you are planning to buy a home in Annapolis, review how the home buying process works with Scott and our step-by-step guide to buying in Anne Arundel County to understand the process from your initial search through closing.

If you are thinking about selling, visit our home selling resources and read how long it may take to sell your home in Anne Arundel County so you can better plan your pricing, preparation, and timing.

You can also review home insurance costs and what to plan for and monitor activity using the Annapolis market report to track homes that are active, under contract, and sold.

View Market Reports Ask About Annapolis Homes

Annapolis Homes for Sale FAQs

What types of homes are available in Annapolis, Maryland?

Annapolis offers a wide range of housing options, including waterfront homes, historic properties, single-family homes, townhomes, condominiums, and luxury residences in both downtown and surrounding neighborhoods.

Why do buyers choose Annapolis?

Buyers choose Annapolis for its waterfront lifestyle, boating culture, historic character, walkable downtown, and convenient access to Baltimore, Washington, D.C., and Maryland’s Eastern Shore.

Is Annapolis a good place to live for commuters?

Annapolis can be a strong option for commuters who want a more scenic and lifestyle-driven setting while still maintaining access to major routes connecting to Baltimore, Washington, D.C., and other parts of Anne Arundel County.

What is the lifestyle like in Annapolis?

The Annapolis lifestyle centers around the water, local restaurants, marinas, shopping, historic streets, and year-round community events. Many buyers are drawn to the area because it offers a blend of charm, recreation, and everyday convenience.

Are there waterfront homes in Annapolis?

Yes. Annapolis is one of Maryland’s best-known waterfront markets, with homes offering water views, boating access, proximity to marinas, and access to the Chesapeake Bay and nearby creeks.

Can I save searches and get alerts for Annapolis listings?

Yes. You can save your Annapolis home search and receive alerts when new listings hit the market, prices change, or properties move under contract or sell.

Annapolis Maryland Map and Nearby Anne Arundel County Communities

Annapolis is located in Anne Arundel County along the Chesapeake Bay and remains one of Maryland’s most recognizable waterfront housing markets. Buyers exploring Annapolis homes for sale often also consider nearby communities such as Arnold, Severna Park, Crownsville, Davidsonville, Crofton, and Millersville because of their different home styles, commute options, and lifestyle advantages.

Want a better way to explore neighborhoods, street patterns, and available homes? Use the Annapolis map search to view listings in a more useful format than a standard city search.

Open Annapolis Map Search

Use the map below to better understand where Annapolis sits in relation to surrounding Anne Arundel County communities, major commuter routes, and waterfront areas. This section reinforces location context for buyers while also making it easier to continue into nearby community pages.

Arnold Homes for Sale

Close to Annapolis with Broadneck Peninsula access, established neighborhoods, and Bay-oriented appeal.

Severna Park Homes for Sale

Popular for waterfront living, strong community appeal, and convenient access to Annapolis and Baltimore.

Crownsville Homes for Sale

Known for larger lots, more privacy, and a central location near Route 50 and downtown Annapolis.

Davidsonville Homes for Sale

Offers more space, semi-rural charm, and convenient access to Annapolis and major commuter routes.

Crofton Homes for Sale

Offers a central Anne Arundel County location, established neighborhoods, and broad buyer appeal.

Millersville Homes for Sale

Provides a convenient location near Annapolis and Baltimore with strong commuter access.

Search Annapolis on the Map Ask About Annapolis Neighborhoods

Newest Annapolis Homes for Sale

$575,000
3 Beds ⋅ 3 Baths ⋅ MDAA2148332 MLS
Welcome home to this thoughtfully redesigned home in Eastport just blocks from Spa Creek and minutes to downtown Annapolis. This beautifully updated 3-bedroom, 3-bath residence offers approximately 1,600 finished square feet across two levels, combining a functional layout with quality finishes and extensive upgrades throughout. The main level features a bright living room and an updated kitchen with quartz countertops, shaker cabinetry, stainless steel appliances, and a dining area. A main-level bedroom and full bath provide flexibility for guests or a home office. A dedicated laundry and utility space leads to the rear addition, where the private primary suite includes vaulted ceilings, a walk-in closet, and an en-suite bath with double vanities, custom tile, and a walk-in shower. The upper level offers a finished attic suite with a third bedroom, full bath, and bonus flex space suitable for an office or additional living area. Interior features include durable flooring, recessed lighting, and a cohesive, modern design. Exterior highlights include a fully fenced backyard with new sod and a concrete patio, ideal for outdoor enjoyment. The property also features professional landscaping, a new asphalt driveway for off-street parking, and durable exterior materials including Hardie Plank siding, Andersen 200 Series windows, and a new architectural shingle roof. Major system upgrades include 200-amp electric service, new plumbing, dual-zone HVAC, and a whole-house sprinkler system. Conveniently located near restaurants, marinas, parks, downtown Annapolis, and Truxton Park.

1210 President St, Annapolis
$12,950,000
6 Beds ⋅ 9 Baths ⋅ MDAA2147500 MLS
Imagine arriving home each day to a place where the pace slows, the views stretch for miles, and every amenity for recreation, relaxation, and entertaining is right outside your door. Tucked away along the Chesapeake Bay, this extraordinary waterfront retreat offers a lifestyle that few properties can match, a private oasis where luxury and nature exist in perfect balance. Originally constructed by the renowned Pyramid Builders and later transformed through an extraordinary $7 million top-to-bottom renovation, also completed by Pyramid Builders, the estate has been reimagined to an uncompromising standard. Every space, finish, and amenity was thoughtfully designed and curated to create a residence that is as functional as it is beautiful, blending timeless craftsmanship with modern luxury. State of the art features include the Crestron Home Automation and integrated Lutron lighting systems while the modern luxuries entail top of the line Miele appliances including a built-in coffee maker, microwave and convection oven, BlueStar range, radiant heated floors in all bedroom bathrooms and much more. Here, days can begin with coffee overlooking the pond and its abundant wildlife, followed by a swim in the heated saltwater pool, a match on the tennis or pickleball court, a workout in the gym, or a stroll down to the sandy beach. Evenings are spent gathered with family and friends around the pool and hot tub, watching the game on the hydraulic television that rises from the landscape, enjoying a glass of wine from the tasting room, or simply taking in the stars above the Bay. The ever-changing waterfront scenery, southern exposure, and remarkable sense of privacy create a backdrop that feels more like a luxury resort than a private residence. Designed for those who believe home should be a destination, the property offers an incredible collection of indoor and outdoor amenities rarely found in a single estate. Tennis, pickleball, basketball, a climbing wall, playground, in-ground trampoline, expansive lawns, sandy beach, pond with fountain, indoor racquetball court with basketball and volleyball capabilities, golf simulator, game room, fitness center, indoor lap pool, infrared sauna, wine tasting and cellar area, and countless spaces to gather ensure there is always something to enjoy for every generation. The residence itself is beautifully designed and thoughtfully appointed, with spacious living and entertaining areas, a wraparound screened porch that embraces the waterfront setting, private ensuite bedrooms throughout, and a dedicated guest or in-law suite that welcomes family and friends in comfort and style. Abundant storage, an attached two-car garage, and a detached garage with additional space for vehicles, golf carts, recreational equipment, and storage provide the functionality expected of a property of this caliber. What makes this estate truly special is not simply the remarkable list of amenities—it is the feeling it creates. The extraordinary combination of peace, beauty, privacy, and convenience is increasingly difficult to find. Just minutes from Annapolis, yet seemingly a world away, this is the kind of property where children spend their days outdoors, guests never want to leave, and every sunset reminds you why you chose to call it home. A rare opportunity to own a true Chesapeake Bay waterfront compound where every day feels like a vacation, every detail has been thoughtfully considered, and the lifestyle is every bit as exceptional as the home itself. Welcome Home!

2045 Maidstone Farm Rd, Annapolis
$315,000
1 Beds ⋅ 2 Baths ⋅ MDAA2147982 MLS
Experience the Baywoods lifestyle from Unit #202, a beautifully located 1BR/1.5BA cooperative residence in the sought-after Baywoods community of Annapolis. Nestled along the beautiful Chesapeake Bay, Baywoods offers residents the perfect blend of waterfront beauty, maintenance-free living, and a vibrant retirement lifestyle. Unit #202 is ideally located in the North Tower, just steps from the elevator and conveniently situated on the same floor as the Bistro, making dining and socializing easily accessible. Relax and enjoy peaceful wooded views from the spacious all-season enclosed patio, offering a private and serene setting year-round. Residents enjoy access to a wide range of amenities, dining venues, wellness programs, social activities, walking paths, and future care services—all within a scenic Annapolis setting. Call the listing agent for details on the cooperative ownership structure, buyer qualifications, monthly fees, and to schedule a private tour. Discover why so many residents choose Baywoods to enjoy the Chesapeake Bay lifestyle while maintaining independence and peace of mind.

7101 Bay Front Dr Unit #202, Annapolis
$1,699,000
5 Beds ⋅ 6 Baths ⋅ MDAA2146492 MLS
** PRICE IMPROVEMENT** GREAT OPPORTUNITY TO OWN A PRIVATE LUXURY ESTATE ON THE BROADNECK PENINSULA!! Built in 2001, this stately brick Koch Colonial offers 4,648 square feet above grade and is nestled on a private 5.73-acre cul-de-sac lot in the highly sought-after Broadneck School District, delivering the perfect blend of luxury, privacy, and timeless elegance. Featuring a stunning 2022 gourmet kitchen renovation, 5 bedrooms, 5.5 baths, a 3-car garage with new epoxy flooring, an extended driveway, and a 2,392-square-foot finished walk-up basement, this exceptional estate is designed for both comfortable living and grand-scale entertaining. A magnificent front portico with oversized columns, paver entry, and private side guest entrance welcomes you into a dramatic two-story foyer featuring a sweeping staircase, Palladian window, hardwood floors, and detailed custom moldings. The home's thoughtfully designed floor plan also features dual staircases, providing both elegance and everyday convenience. The remodeled gourmet kitchen is the heart of the home, showcasing stacked custom white and light seafoam-green cabinetry, quartz countertops, designer backsplash, under-cabinet lighting, a large center island with storage, premium appliances, and a butler's pantry. The inviting family room boasts 10-foot ceilings, a wood-burning fireplace, and a wet bar, while the formal dining room is accented by crown molding, picture-frame trim, and elegant fixtures from Annapolis Lighting. The main level also features 9-foot ceilings, a private office, laundry room, updated full bath, and a versatile fifth bedroom or guest suite. Upstairs, the massive primary suite offers a sitting area, spa-inspired bath, and oversized walk-in closet. Three additional generously sized bedrooms each feature private en-suite baths and walk-in closets. Two of the secondary bedrooms have been enhanced with custom-themed murals painted by a local artist, adding character and charm. The expansive walk-out lower level adds 2,392 square feet of finished living space with abundant storage and a bath rough-in, providing endless opportunities for recreation, fitness, a home theater, guest quarters, or multi-generational living. Outside, enjoy your own private resort featuring a heated saltwater PebbleTec pool with three waterfalls and a diving rock, surrounded by multiple paver and flagstone patios, extensive hardscaping, professional landscaping, outdoor lighting, irrigation, and a combination of aluminum and wood fencing. The property is also outdoor speaker ready, making it ideal for entertaining poolside or hosting gatherings throughout the grounds. Additional amenities include Andersen windows, low HOA fees, a Generac generator, radon mitigation system, alarm system, a whole-home sound system with indoor and outdoor audio capability, and invisible fence readiness. Recent improvements include a 30-year architectural roof (2022), complete gourmet kitchen renovation (2022), main-level full bath renovation (2022), new upper-level and lower-level quality carpeting (2026), and epoxy garage flooring (2026). Offering more than 7,000 square feet of finished living space, resort-style amenities, exceptional craftsmanship, and a premier location within the highly sought-after Broadneck School District, this extraordinary Annapolis estate presents a rare opportunity to enjoy luxury living at its finest. Enjoy convenient access to the new Anne Arundel County Walking Trail, perfect for outdoor recreation and exercise. This home is located adjacent to Windsor Farm Elementary School and just minutes from Rt. 50, providing easy access to Downtown Annapolis, Washington, D.C., Baltimore, and Maryland's Eastern Shore beaches. Contact me today to schedule your private tour.

1322 Windsor Ridge Ln, Annapolis
$1,850,000
MDAA2148122 MLS
Rare mixed-use opportunity on Annapolis' premier commercial corridor. Positioned directly on West Street (MD Route 450), this versatile, income-producing building pairs a roughly 2,000 SF ground-floor showroom with two legal second-floor apartments and a substantial detached garage with workshop — all on a 12,428 SF lot with private parking for about six vehicles, a genuine premium on this corridor. The ground level is an open, high-visibility showroom with direct West Street frontage, well suited to retail, a gallery or design studio, professional offices, or a service business. Upstairs, two legal apartments (2BR/1BA each, per owner) deliver real live/work flexibility — one is currently configured as offices with a full kitchen. Run your business below and lease or occupy above, lease every component separately, or use the upper level as executive offices. The three-bay detached garage is a true standout: two overhead doors plus a rear man-door, its own heating system, and a wood stove for year-round use — conditioned workshop and storage that's nearly impossible to replicate in this location. Major systems are already addressed, with two newer HVAC units and a newer roof reducing near-term capital needs. Public water and sewer, 200+ amp electric service, and a Flood Zone X location (outside the Special Flood Hazard Area) round out a favorable operating profile. BCE (Business Corridor Enhancement) zoning supports a broad mix of commercial and residential uses, giving owner-operators, investors, and developers exceptional flexibility on one of Annapolis' busiest, highest-visibility corridors. Schedule your private tour today. Information deemed reliable but not guaranteed. Square footage, apartment legality, zoning uses, and systems to be independently verified by buyer.

1977 West St, Annapolis
$980,000
MDAA2148094 MLS
Don't MISS this RARE OPPORTUNITY IN THE VERY POPULAR COMMUNITY OF BAY RIDGE. .7460 Acres ! Make this PROPERTY Your Own! USE YOUR IMAGINATION! THE BAY RIDGE LIFESTYLE IS UNMATCHED IN ALL OF MARYLAND! SUPERIOR WATER ACCESS, STEPS TO COMMUNITY POOL/CLUBHOUSE W/ WATERCRAFT STORAGE RACKS , PRIVATE COMMUNITY BEACHES! & THE BIG WOODS "BAY RIDGE CONSERVATION AREA” W/TRAILS AND ACCESS TO BLACKWALNUT CREEK, A TRUE GEM! WALK TO COMMUNITY MARINA, PLAYGROUND, BASKETBALL/PICKEL BALL COURT, KAYAK RACKS , KASS PARK w/ BASEBALL/SOCCER, LACROSSE FIELD!! WHETHER YOU'RE A BOATER, SUP ENTHUSIAST, DOG WALKER, HIKER (PRIVATE TRAILS IN THE BIG WOODS), RUNNER, THIS NEIGHBORHOOD HAS IT ALL! JOINING THE BAY RIDGE CIVIC ASSOCIATION IS VOLUNTARY. SOLD STRICTLY AS IS.

54 Decatur Ave, Annapolis
$4,500,000
5 Beds ⋅ 4 Baths ⋅ MDAA2146036 MLS
There are places where you visit the water, and there are places where the water becomes part of your everyday life. Perfectly positioned along the shores of Spa Creek in the heart of Eastport, this exceptional waterfront residence offers a front-row seat to one of Annapolis' most coveted lifestyles. Imagine stepping from your back door onto your private pier, casting off for an evening cruise, a sunset sail, or a waterfront dinner in Annapolis Harbor just minutes away. Paddleboards and kayaks launch effortlessly from the floating dock, while the protected waters of Spa Creek become your backyard playground. Life here unfolds both on and off the water. Mornings begin with coffee on the balcony overlooking the creek as the masts in Annapolis Harbor come to life. Afternoons are spent entertaining friends across multiple waterfront terraces, watching sailboats glide past and city lights reflect across the water. Evenings conclude with a short stroll to Eastport's restaurants, marinas, yacht clubs, and waterfront gathering spots. Thoughtfully rebuilt and extensively updated, the home blends timeless craftsmanship with sophisticated coastal living. Wide-plank white oak flooring, custom millwork, designer finishes, and walls of glass frame breathtaking views from nearly every room. The open-concept living spaces flow seamlessly to the waterfront, creating an ideal setting for both intimate gatherings and large-scale entertaining. With a private 40-foot pier, 12,500-pound boat lift, floating dock, and direct access to the Chesapeake Bay, this is more than a waterfront home—it is an opportunity to embrace the Eastport lifestyle that draws people from around the world to Annapolis, . Properties that combine protected deep-water access, exceptional views, and walkability to Downtown Annapolis rarely become available. This is a home best experienced from the waterfront, where the views, the setting, and the lifestyle speak for themselves.

217 Lockwood Ct, Annapolis
$549,900
2 Beds ⋅ 2 Baths ⋅ MDAA2147972 MLS
Welcome to 2016 Quay Village Court, Unit T-2, located in one of Annapolis' most sought-after gated waterfront communities. Tucked away in a private and secluded setting, this beautifully updated 2-bedroom, 2-bath home offers a peaceful retreat that barely feels like condo living. The walk-out location and mature landscaping create a wonderful sense of privacy, while the thoughtfully designed interior is warm, inviting, and beautifully maintained. From the patio and primary bedroom, you'll enjoy year-round views of the Chesapeake Bay beyond a natural shoreline of cattails and native grasses. The scenery changes daily, offering a peaceful backdrop filled with wildlife, sailboats, and ever-changing skies. Residents of Chesapeake Harbour enjoy exceptional amenities including a heated pool with lap lanes, a Bayfront pool, tennis courts, pickleball courts, private beaches, kayak launch and storage areas, community grilling stations, a marina, and waterfront dining. Professional interior photography and additional details will be uploaded soon. Stay tuned for a closer look at this special home and the Chesapeake Harbour lifestyle. https://youtu.be/fo_7CwN9AR8 Y

2016 Quay Village Ct Unit #T2, Annapolis
$2,950,000
4 Beds ⋅ 5 Baths ⋅ MDAA2147930 MLS
Perfectly positioned on prestigious King George Street in the heart of Historic Annapolis, 238 King George Street represents an increasingly rare opportunity to acquire a beautifully reimagined residence in a location that simply cannot be replicated. The United States Naval Academy, State Circle, City Dock, waterfront dining, boutiques, galleries and yacht clubs are all just moments from the front door, while one of the property's most valuable and difficult-to-duplicate features—a private three-car driveway—allows you to park at home and experience downtown Annapolis entirely on foot. Extensively renovated and expanded in 2006–2007 and thoughtfully updated through 2025, the residence combines the architectural character and enduring appeal of Historic Annapolis with the infrastructure, scale and amenities expected in a modern luxury home. Recent improvements include a new roof, HVAC systems, water heater and beautifully refreshed interiors, representing significant investment in the property and allowing the next owner to enjoy the home without taking on the extensive modernization so often required in historic residences. Four beautifully finished levels provide exceptional flexibility, with rich hardwood floors, custom millwork, high ceilings and refined architectural details throughout. The gourmet kitchen anchors gracious living and entertaining spaces, while the primary suite offers a private retreat with a beautifully appointed bath and heated floors. The finished lower level, with high ceilings, private walk-out entrance, wet bar, generous recreation space and heated floors, lives as a true extension of the residence rather than a traditional basement. The upper-level loft provides another private and flexible retreat for guests, an office or studio, with views of the iconic United States Naval Academy Chapel dome. Offered substantially furnished with only limited exclusions, the property presents an unusually effortless opportunity for year-round living, a second residence or a sophisticated lock-and-leave home in one of Annapolis' most enduringly desirable locations. Properties can be renovated. Interiors can be recreated. What cannot be reproduced is this combination of historic location, private three-car parking, Naval Academy views, four finished levels and immediate walkability to the very best of Annapolis. 238 King George Street is an exceptional residence—and a rare opportunity to secure a distinctive property in the heart of Maryland's capital city.

238 King George St, Annapolis
$1,119,000
4 Beds ⋅ 4 Baths ⋅ MDAA2147894 MLS
Escape to your New Sanctuary on a 1.17 Acre Lot. Welcome to the Birch Model, one of our premier homes designed for those who desire the best in space, style, and comfort. This home offers everything you need for luxurious living. UP TO 5 Bedrooms: Perfect for large families or those who enjoy hosting guests, each bedroom is spacious and thoughtfully designed. UP TO 4.5 Bathrooms: Enjoy the convenience of four full bathrooms and a powder room, providing ample space and privacy for everyone. Extra Storage Space: Keep your home organized with plenty of storage throughout, including a dedicated storage room! Walk-In Pantry: A spacious pantry provides ample storage for all your kitchen essentials and more. Butler’s Bar: Entertain in style with a dedicated butler’s bar, perfect for serving drinks and hors d’oeuvres. Dedicated Office: An ideal space for working from home, studying, or managing household affairs. Open and Inviting Layout: The Birch Model features a seamless flow between the kitchen, dining, and living areas, perfect for both everyday living and entertaining. Luxurious Owner’s Suite: Retreat to your private haven, featuring a spacious bedroom, a spa-like en suite bathroom, and a large walk-in closet. Optional Upgrades and Customizations: Personalize your Birch Model with a variety of finishes, fixtures, and additional features to make it truly your own. The Birch Model offers unparalleled luxury and space, making it the perfect home for those who want it all. Discover what makes this home truly exceptional. Contact us today to schedule a tour and learn more about available customization options!

1353 Yorktown Rd, Annapolis
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