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

$1,950,000
4 Beds ⋅ 4 Baths ⋅ MDAA2144868 MLS
Price improvement!!! Welcome to 146 Duke of Gloucester Street! As you approach the home, a welcoming front porch will greet you, offering a place to sit and take in all that Annapolis has to offer. Nestled in the heart of historic Annapolis, this beautifully appointed 4-bedroom, 3.5-bath residence seamlessly blends timeless charm with modern sophistication. Rich in character and thoughtfully updated throughout, this exceptional home offers an inviting open-concept main level designed for both comfortable living and effortless entertaining. Step inside to discover sun-filled living and dining spaces anchored by a stunning exposed brick fireplace that adds warmth and historic appeal. The modern kitchen is a true centerpiece, featuring stylish finishes, ample cabinetry, and a functional layout perfect for everyday living and hosting guests alike. The second level features three spacious bedrooms filled with natural light from oversized windows, generous closet space, and two beautifully appointed full bathrooms, creating comfortable accommodations for family and guests alike. Occupying the entire third floor, the expansive primary suite serves as a private retreat complete with a luxurious spa-inspired bath designed for relaxation and rejuvenation. Outside, enjoy a charming backyard—an ideal setting for outdoor dining, gardening, or simply unwinding in your own private oasis. Perfectly situated just moments from the waterfront, renowned restaurants, boutique shopping, and the rich history of downtown Annapolis, this home offers a rare opportunity to experience historic living with all the comforts of modern design.

146 Duke Of Gloucester St, Annapolis
$8,750,000
5 Beds ⋅ 7 Baths ⋅ MDAA2130456 MLS
Commanding extraordinary panoramic Chesapeake Bay views from its south-facing setting, this exceptional waterfront estate offers 210 feet of shoreline on 3.10 private acres in the exclusive Maidstone Farm community. Designed to embrace its remarkable waterfront setting, the residence captures sweeping, unobstructed views from nearly every principal room, with magnificent sunrises, vibrant sunsets, and ever-changing Bay vistas creating a stunning backdrop for everyday living. Enjoy mornings overlooking the water, afternoons boating from your private pier, and evenings entertaining along the shoreline. The protected waters of Burley Creek feature a private pier with 6–7 feet MLW, a 34' x 15' platform, and a 10,000 lb lift, providing effortless access to the Chesapeake Bay. The shoreline offers the perfect launch point for kayaks and paddleboards, while the expansive level lawn creates an exceptional setting for outdoor entertaining and waterfront gatherings. Designed by ABS Architects and custom built in 2019, this exceptional residence blends timeless coastal architecture with sophisticated craftsmanship and modern amenities. The thoughtfully designed floor plan features expansive living spaces filled with natural light, five ensuite bedrooms, 6 full and 1 half baths, four fireplaces including two propane, extensive custom built-ins, and seamless indoor-outdoor living with covered porches and waterside verandas. Architectural details include coffered ceilings, extensive crown molding, 10-foot ceilings on the main level, 9-foot ceilings on the upper and lower levels, 8-foot solid wood doors, 8-inch baseboards, designer lighting, and provisions for a future elevator. The gourmet kitchen is designed for both everyday living and entertaining, featuring two oversized islands, Eucalyptus cabinetry, a La Cornue range, two Sub-Zero refrigerators, Sub-Zero refrigerator drawers, premium hardware, and mitered-edge countertops. The waterfront primary suite offers a private retreat with a barrel vaulted ceiling, sitting area, oversized walk-in closet, and sweeping Bay views. Additional ensuite bedrooms feature custom tile work and refined finishes. A four-car garage with a private flex space above includes a full bath and exercise room, ideal for guests, office, studio, or additional living space. The unfinished 3,664-square-foot lower level provides endless possibilities for future expansion. Additional highlights include a heated saltwater pool overlooking the water, circular driveway, six-zone HVAC, spray foam insulation, 400-amp electrical service, Kohler propane whole-house generator with 2,000-gallon tank, security system, and Control4 audio and lighting automation. Minutes from downtown Annapolis, City Dock, waterfront dining, shopping, and cultural attractions, this extraordinary Chesapeake Bay estate offers a rare opportunity to enjoy a private waterfront lifestyle defined by boating, entertaining, relaxation, and the beauty of the Bay.

2035 Maidstone Farm Rd, Annapolis
$650,000
MDAA2144350 MLS
1009 Dulaney Lane in Annapolis, Maryland, offers a rare opportunity to build a custom waterfront home in the sought-after Annapolis Roads community. The 0.47-acre wooded lot is situated at the end of a quiet cul-de-sac, providing privacy and scenic views of Lake Ogleton. With 137 feet of waterfrontage, the elevated lot allows for the potential to maximize water views throughout the property. Residents of Annapolis Roads enjoy community amenities such as a private beach, pavilion with fire pit, boat launch, pier, and walking trails. The location offers easy access to the Chesapeake Bay and is just minutes from downtown Annapolis, Eastport, and the U.S. Naval Academy. Commuters will appreciate the proximity to Route 50 and I-97, providing direct routes to Baltimore, BWI Airport, Fort Meade/NSA, and Washington, D.C. . The lot is connected to public sewer, simplifying the building process. Potential buyers can bring their architect to design a peaceful waterfront retreat that takes full advantage of the natural surroundings and community features .

1009 Dulaney Ln, Annapolis
$1,575,000
3 Beds ⋅ 4 Baths ⋅ MDAA2143720 MLS ⋅ Grandview BLDG.
Breathtaking 3 BR, 3.5 BA, 3,400 sq. ft. penthouse offering at GrandView in Annapolis Towne Centre--what a value! Bathed in natural light from expansive windows and enhanced by dramatic 11-foot ceilings, this residence offers space and sophistication. Rich hickory hardwood floors, stone counters, and a striking fireplace anchor the beautifully appointed interiors, while dual balconies on either end provide an inviting outdoor retreat, and even a peek of downtown-Naptown's water! A private office and an en-suite bedroom office add both flexibility and function. Residents enjoy a full complement of amenities, including covered assigned garage parking, concierge services, Club room, fitness center, and rooftop bar/lounge/pool. Newly positioned price! Make your appt to tour this offering today!

1915 Towne Centre Blvd Unit #1105, Annapolis
$1,950,000
6 Beds ⋅ 4 Baths ⋅ MDAA2144086 MLS
Welcome to the Thomas Hyde House – a rare opportunity to own a piece of Annapolis history in the heart of downtown. Built in 1769, this impeccably restored Federal- style property blends 18th-century charm with modern luxury. Perfectly situated on sought- after Duke of Gloucester Street, this vibrant and colorful home offers stunning views of the Maryland State House and extremely rare off-street parking for 6+ vehicles. Originally configured as office space, the residence has been reimagined into six spacious bedrooms and four full baths across two beautifully fully remodeled levels, with the potential for third floor updating plus a large basement with ample storage and updating space. The first floor offers true single level living with a primary suite and second bedroom, while the second level features four additional bedrooms and a convenient laundry area. No detail has been overlooked – from new appliances, countertops, and cabinetry to frameless glass showers, ceramics, extensive trim and molding, recessed lighting, fresh interior and exterior paint, new plumbing/electric and sprinkler system, updated flooring, freshly painted standing seam roof/front dormers and more. The result is a turnkey home where historic character meets modern sophistication & luxury. The property is offered with negotiable furnishings, electronics and art, The Thomas Hyde House is as versatile as it is fun and captivating. Just steps from downtown Annapolis shopping, dining, yacht clubs, local marinas & major commuter routes. Whether as a primary residence, investment property, or distinctive downtown retreat. schedule your showing today.

192 Duke Of Gloucester, Annapolis
$575,000
2 Beds ⋅ 2 Baths ⋅ MDAA2143832 MLS
Don’t miss this beautifully updated, move-in-ready condo in the highly sought-after, amenity-rich community of Chesapeake Harbour, offering serene marina views and the perfect backdrop to relax and watch the boats drift by. This inviting home is bright and cheery and features neutral paint and carpeting. There are two spacious bedrooms with two full baths. The open-concept living and dining areas create an effortless flow for both everyday living and entertaining and opens up to a deck that overlooks the marina. The updated kitchen showcases granite countertops and ample cabinetry, while the cozy wood-burning fireplace adds warmth and charm to the living space. Chesapeake Harbour offers resort-style living with 24/7 gated security, two pools, tennis courts, a private sandy beach, and scenic walking paths. Enjoy the convenience of a water taxi to Historic Annapolis or dine waterside at The Beacon, located right within the community. Experience low-maintenance coastal living at its finest, this is the one you’ve been waiting for.

7004 Channel Village Ct Unit #102, Annapolis
$1,295,000
4 Beds ⋅ 4 Baths ⋅ MDAA2143806 MLS
House is framed and moving along quickly. Be in within 4 months. Perfectly situated just minutes from the heart of Downtown Annapolis, yet tucked away for privacy, this 4 br, 3.5 bath NEW CONSTRUCTION coastal inspired home with a 2 car garage by Whitehall Building & Company offers the best of both worlds—convenience and tranquility. With over 3,200 square feet of finely crafted living space across three levels, every detail has been thoughtfully designed to deliver both comfort and sophistication. Step inside and be greeted by soaring 10-foot ceilings, expansive wide-plank flooring, and an open-concept layout ideal for both everyday living and elegant entertaining. The chef’s kitchen is the centerpiece of the home, featuring a grand center island, quartz countertops with matching backsplash, premium stainless steel appliances, and abundant storage. Flowing seamlessly into the breakfast area and spacious family room, this home is designed for hosting unforgettable gatherings. Additional main-level highlights include a custom mudroom, walk-in pantry, and stylish powder room. The upper level is a true sanctuary, boasting a luxurious primary suite with a generous walk-in closet and spa-inspired bath complete with dual vanities, a frameless glass shower, and a freestanding soaking tub. Two additional bedrooms share a beautifully appointed guest bath, while a convenient second-floor laundry room adds ease to daily living. The lower level includes a spacious recreation room, full bath and 4th bedroom, perfect for overnight guests or extended family. All of this in an enviable location just minutes from the U.S. Naval Academy, fine dining, boutique shopping, waterfront attractions, and major commuter routes. Don’t miss the opportunity to be in your new luxury home of your dreams in the heart of Annapolis. Footers have been poured, framing is underway, and delivery of your new home is only 4 months away. 100% VA financing available.

13 Elliott Rd, Annapolis
$3,250,000
4 Beds ⋅ 5 Baths ⋅ MDAA2143742 MLS ⋅ Market Quay BLDG.
Welcome home. Perfectly positioned at the end of Market Street, this rare waterfront residence offers an exceptional blend of privacy, design and an impeccable lock and leave lifestyle. Located within an intimate six residence enclave, this fully reimagined contemporary brick townhome captures sweeping views of Spa Creek from every level, delivering a front row experience to Annapolis’ most iconic moments, from the Blue Angels to the holiday lighted boat parade. Completely rebuilt from the studs in the last few years with a refined nautical influence, the home spans four light filled levels, where thoughtful design and craftsmanship are evident throughout. Refinished hardwood floors run seamlessly from room to room, while custom steel stair elements made from sailboats, create a striking architectural focal point. An elevator services the main and upper levels, offering both convenience and ease of living. The main living level is both elegant and inviting, featuring a stunning half bathroom, spacious living room with a wood burning fireplace with a marble fireplace surround with custom surrounding built ins that look out to the water. The gourmet kitchen is designed for both everyday living and entertaining, offering high end appliances, a beverage refrigerator, and a dramatic marble waterfall countertop. Additional luxurious details include hidden hinges, walnut doors and tiles from Bali. Sightlines were intentionally designed to draw your eye straight through to the water the moment you enter. The upper level primary suite is a true retreat, offering panoramic water views and a spa inspired bath. An additional ensuite bedroom completes this level, along with a conveniently located second laundry area for effortless everyday living. The top floor provides two more generously sized bedrooms and a beautifully appointed full bath, ideal for guests. On the lower level, a fully equipped second kitchen, recreation space with gas fireplace, full bath with exquisite flooring, laundry, and storage create the perfect setting for extended stays or entertaining, with direct walk out access to the waterfront. Beyond the interiors, the lifestyle is equally compelling. A flagstone courtyard welcomes you home, while rare off street parking adds convenience for owners of this six townhome community. A deeded boat slip sits just steps from your door, offering immediate access to the water. Residents enjoy exclusive access to a heated gunite pool, beautifully maintained grounds, exterior maintenance including the roof, a floating dock and kayak storage, all within this private community. From here, it is a short stroll to the shops and restaurants of downtown Annapolis, or take a scenic water taxi ride and be picked up just steps away from your front door. This is a rare opportunity to experience turnkey waterfront living with effortless access to everything that makes Annapolis extraordinary.

5 Market Quay, Annapolis
$1,000,000
5 Beds ⋅ 5 Baths ⋅ MDAA2143700 MLS
Rare waterfront redevelopment opportunity in Annapolis. The existing structure is a complete shell and requires a full renovation or rebuild. Ideal for investors, builders, or buyers looking to design and construct a custom waterfront home from the ground up. Located along the protected waters of Oyster Cove, the property includes a deep-water pier and boat house. The existing footprint and favorable waterside placement offer strong potential to maximize views and overall design. Convenient access to the Chesapeake Bay and close proximity to Historic Downtown Annapolis by both land and water. Enjoy boating, sailing, and easy access to surrounding waterfront destinations throughout the region. Property is being sold strictly as-is. A unique opportunity for those ready to take on a full redevelopment project in a prime waterfront setting.

1254 Washington Dr, Annapolis
$12,500,000
5 Beds ⋅ 7 Baths ⋅ MDAA2143556 MLS
A rare opportunity on Spa Creek, this fully reimagined Murray Hill residence offers an extraordinary waterfront lifestyle just moments from downtown Annapolis. Completed in late 2023 after a full ground-up rebuild, the home spans 5,900+ sq. ft. of impeccably crafted living space, where natural materials, refined architectural details, and top-tier systems create a seamless blend of comfort and sophistication. Set on just under a half acre of level waterfront, the property showcases one of the most complete private pier systems in the area: a heavily built main pier, two floating docks, and three boat lifts (16,000lb, 8,000lb, and 2,500lb), plus lighting, water, 30/50-amp shore power, Tide Slide moorings, and 6' MLW at the 70' T-head. A charming boathouse and waterside deck capture the magic of Spa Creek from morning to sunset. Outdoor living is exceptional. A stunning 40' x 20' PebbleTec saltwater pool—rebuilt in 2024—anchors a series of Ipe decks and natural stone patios and decks designed for effortless entertaining. The outdoor kitchen with piped natural gas grill, refrigerator, and sink extends gatherings well into the warm months, while covered and uncovered spaces offer year-round enjoyment. The exterior speaks to enduring quality with Carderock stone foundations, mahogany trim and ceilings, Loewen windows, Canadian cedar siding, copper gutters and flashings, and custom mahogany entry doors. A detached heated and cooled two-car garage includes a beautifully finished upper level with kitchenette, laundry, living/sleeping area, and private bath—ideal for guests or an au pair. Inside, the home is defined by warm natural luxury featuring a stunning barrel vaulted mahogany ceiling with cove lighting. Additional curated details include: mahogany doors, black bronze hardware, 5" Cumaru flooring, custom cabinetry, and extensive millwork throughout. The chef’s kitchen features Sub-Zero and Wolf appliances with granite and soapstone surfaces. The main level Primary suite with inspiring view of pool and waterfront provides convenience and options for aging in place. The lower-level recreation spaces provide a relaxed retreat with a private bedroom suite, family room, wet bar, gym and full laundry room. An abundance of thoughtful design is presented throughout the home with multiple wet bars, radiant heated tile floors in five bathrooms and the main-level bar, and four separate laundry areas. Less than half a mile from Church Circle, this residence delivers the rare ability to live on the water while enjoying the full walk-everywhere lifestyle of historic Annapolis. This is Spa Creek living at its finest: sophisticated, effortless, and undeniably special. Welcome Home!

5 Franklin St, Annapolis
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