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

$477,900
1 Beds ⋅ 1 Baths ⋅ MDAA2140556 MLS
Beautiful 1Br/1Bath facing east w pool/courtyard view. Hardwood floor, GE Stainless Steel appliances, Granite counter. Full Size W/D inside unit. 24 Hour concierge/security in lobby. 25 amenities including most utilities included in condo fee. Outdoor Pool, Fitness center, Party Room, Library, Outdoor Dining area with BBQ grills, Hot Tub, Dog Park and much more. Blocks to downtown City Dock restaurants, entertainment and shopping. Luxury Living in the heart of Annapolis.

5 Park Pl Unit #425, Annapolis
$565,000
2 Beds ⋅ 2 Baths ⋅ MDAA2138114 MLS
AMENITY RICH LOCATION!!! Welcome to this beautiful 2 bedroom, 2 bath coveted, spacious and serene 2nd floor end unit condo, located in Second Village just steps away from all of the amenities found in Chesapeake Harbour. Imagine yourself enjoying the Bay front swimming pool, the sandy beach, kayaks, grills, picnic tables, fishing/crabbing piers, jog/walking paths, pickleball and tennis courts, and the EV charging station. Chesapeake Harbour is a gated community which provides a guarded 24-hour security entrance, has a private marina with available deep-water slips, direct bay access, and a gourmet restaurant with a waterfront tiki bar - all just minutes from downtown Annapolis. This spotless home offers the perfect blend of privacy, natural light, and lush greenery surrounding it on all sides. With a winter water view of Chesapeake Bay and Chase Pond from the kitchen’s center island, you can enjoy the additional square footage not found with interior units. The open floor plan is bathed in sunlight from floor to ceiling windows and invites the outside in. The living spaces are airy and inviting, with a seamless flow from the cozy living room to the dining area and updated kitchen, including hardwood and tiled floors, a fireplace for those cooler evenings, and a large wraparound deck, available only on end units, where relaxing or entertaining outside can be enjoyed. Whether you are a boating enthusiast, enjoy all the historical small-town charm that Annapolis offers, or simply crave the coastal lifestyle, this property checks all the boxes. Don’t miss your chance to own this one-of-a-kind retreat. Schedule your tour today and experience the perfect blend of adventure and relaxation that living in Chesapeake Harbour offers. Priced to make it your own.

2110 Chesapeake Harbour Dr Unit #101, Annapolis
$999,999
5 Beds ⋅ 4 Baths ⋅ MDAA2140440 MLS
Discover luxurious living in this exceptional 5-bedroom, 4-bathroom home nestled on a full acre in an exclusive WATER ACCESS community. This meticulously crafted residence seamlessly blends elegant design with modern comfort, offering the perfect retreat for those seeking both tranquility and sophistication. The expansive one-acre lot offers endless possibilities for outdoor enjoyment, including gardening, relaxing on the rooftop deck, or sitting under the ceiling fans on the large front porch. Each of the five spacious bedrooms offers comfort and style, while four full bathrooms feature premium tile work, modern vanities, and spa-like amenities. All the while, enjoying the water access community amenities that offer boating, fishing, and waterfront recreation just moments from your doorstep. Easy access to local restaurants, shopping, and major roadways.

767 Bon Haven Dr, Annapolis
$329,000
3 Beds ⋅ 3 Baths ⋅ MDAA2140034 MLS
Beautifully maintained 3-level townhome in the desirable Annapolis Overlook community in Annapolis! This spacious home offers approximately 1,680 sq ft with 3 bedrooms, 2.5 baths, and a functional layout designed for comfortable living. The main level features a bright living area, separate dining space, and an updated kitchen with ample cabinet storage and room for entertaining. Upstairs you’ll find generously sized bedrooms including a primary suite with private bath and great closet space. Enjoy low-maintenance living in a well-established community conveniently located near downtown Annapolis, the Naval Academy, shopping, restaurants, and major commuter routes. The 21403 area is known for its coastal lifestyle, outdoor recreation, and close proximity to the Chesapeake Bay.  Perfect for first-time buyers, investors, or anyone looking for easy living in a prime Annapolis location!

40 Ironstone Ct Unit #J, Annapolis
$375,000
2 Beds ⋅ 2 Baths ⋅ MDAA2139810 MLS
Welcome to 198 Clay Street in the heart of Annapolis! This charming row home offers water views of College Creek and a short stroll to downtown and West Annapolis, where shops, dining, entertainment, and the U.S. Naval Academy are right at your doorstep. The location also provides easy commuter access to Routes 50 and 97 for Washington, D.C., Baltimore, and BWI Airport. Thoughtfully updated in the past year, the home features new flooring and paint throughout, all new kitchen appliances, countertops, and sink, new siding, four mini-split units, and all new upstairs windows. Walls were opened between the kitchen, dining, and laundry areas to create a more open flow, and a new upper-deck door leads to an expanded rooftop deck with water views. Additional highlights include exposed brick and beamed ceilings, a fenced rear yard, private access to College Creek, and rare rear parking. With a proven rental history including $21,500 earned on Airbnb in 2024, this home is ideal as a primary residence or investment opportunity. As of 5/28/26 a new EPDM rubber roof/membrane with additional sealant and chimney closure have been installed.

198 Clay St, Annapolis
$350,000
3 Beds ⋅ 1 Baths ⋅ MDAA2140302 MLS
Nestled in the heart of Annapolis, this 3-bedroom, 1-bath home offers a fantastic opportunity for investors or buyers looking to add their personal touch. The property features a solid layout with great bones and includes an unfinished ±800 sq ft addition—providing ample space to expand and customize to your needs. With a little vision and renovation, this home has tremendous potential to shine. Whether you're looking to create your dream home or your next investment project, the possibilities here are endless. Conveniently located near local amenities, shopping, dining, and major commuter routes. Don’t miss this chance to unlock the value and make it your own!

3 Cypress Rd, Annapolis
$549,000
2 Beds ⋅ 2 Baths ⋅ MDAA2139908 MLS
This exceptional 5th-floor condo offers a one-of-a-kind, unique floor plan with breathtaking panoramic views and an abundance of natural light from its sunny southern exposure. Featuring two generously sized bedrooms with expansive closets, this upscale residence combines comfort and style. Inside, you’ll find beautiful hardwood floors (no carpet), soaring 10-foot ceilings, elegant granite countertops throughout and NEW appliances. The freshly painted interiors are complemented by custom window treatments that add both privacy and sophistication. Step outside to your private balcony and enjoy sweeping views of the surrounding area. Two assigned parking space for convenience. Building Amenities: Rooftop pool with panoramic vistas. State-of-the-art fitness center. Elegant club rooms for gatherings and relaxation. Concierge service for a luxurious living experience Ideally located in the vibrant Annapolis Town Center, this condo puts you within walking distance of premier shopping, dining, and entertainment options. Whether you're enjoying a meal at one of the area's finest restaurants or exploring local boutiques, everything you need is just moments away. This is a must-see home that blends modern living with the best of Annapolis! Don't miss out on the chance to call this spectacular property yours.

1915 Towne Centre Blvd Unit #513, Annapolis
$675,000
2 Beds ⋅ 2 Baths ⋅ MDAA2139904 MLS
Welcome to the highly sought-after “Davenport” corner unit in the prestigious GrandView community — perfectly positioned in one of the most desirable locations in the Annapolis Town Center. This exceptional residence is filled with natural light thanks to a stunning wall of windows, offering breathtaking sunset views each evening. Step outside to your private covered corner balcony and enjoy the outdoor. Inside, you’ll find a thoughtfully designed floor plan featuring: 2 bedrooms, 2 baths, den/home office, hardwood floors throughout (no carpet!), newer appliances, granite countertops, 10-foot coffered ceilings and custom window treatments. Storage cage and prime parking! Additional highlights include two assigned garage parking spaces and access to luxury amenities such as concierge services, a fully equipped fitness center, and a rooftop pool. Live just steps from everything the Annapolis Town Center has to offer — including Whole Foods Market, Target, banking, and some of Annapolis’ best restaurants and nightlife. You’re also just minutes from Historic Downtown Annapolis, Annapolis Mall, Anne Arundel Medical Center, and have easy access to Route 50 and I-97 — making commuting a breeze. MUST SEE UNIT! All showings scheduled through ShowingTime.

1915 Towne Centre Blvd Unit #403, Annapolis
$499,000
1 Beds ⋅ 1 Baths ⋅ MDAA2140048 MLS
Downtown living at its finest! A Naval Academy family dream location! An open layout combines living and dining areas with a modern kitchen, creating a comfortable, functional main living space that’s ideal for everyday living and easy entertaining. Beautiful hardwood floors, stainless steel appliances, in-unit laundry, and plenty of storage enhance the interior, while large windows bring in abundant natural light, making the space feel bright and inviting. An open layout combines living and dining areas with a modern kitchen, creating a comfortable, functional main living space that’s ideal for everyday living and easy entertaining. Beautiful hardwood floors, stainless steel appliances, in-unit laundry, and plenty of storage enhance the interior, while large windows bring in abundant natural light, making the space feel bright and inviting. Residence at Park Place is near all that Annapolis has to offer. An easy walk to restaurants, city dock, Naval Academy, Main Street, year-round waterfront events, and shopping! Your commute just got easier with direct access to Routes 50/97, Baltimore & BWI airport, Fort Meade, and the Eastern Shore! Come see your new home! (furniture negotiable)

5 Park Pl Unit #725, Annapolis
$849,899
3 Beds ⋅ 2 Baths ⋅ MDAA2140068 MLS
Welcome to 220 West Street in Annapolis, Maryland. A rare, fully gut-renovated detached property located in the heart of the Downtown Arts District at a row home's price, offering exceptional flexibility with mixed-use zoning that allows for both residential and commercial use. Completed in 2024, this property has been completely transformed from top to bottom. Every major system and finish has been replaced, delivering a true turnkey opportunity for buyers seeking lifestyle, investment potential, or business use in one of the most walkable and desirable areas in Annapolis. Unlike the majority of Downtown Annapolis properties, this is a fully detached home, not a rowhome or townhouse, providing enhanced privacy, natural light, and a more versatile footprint. The extensive renovation includes a brand new roof, all new electrical and plumbing systems, a new high-efficiency mini-split HVAC system, redesigned floor plan, new flooring throughout, updated lighting, and fully rebuilt kitchen and bathrooms. The outdoor spaces have been completely upgraded with a new deck, new brick patio pavers, new fencing, and ambient lighting that creates a warm and inviting atmosphere for evening entertaining. Inside, the home features a bright two-story entry foyer and a professionally curated interior design that blends modern comfort with intentional functionality. With three bedrooms and two full bathrooms, the layout is flexible enough to support full-time living, guest accommodations, workspace needs, or commercial adaptation. The main-level primary suite opens directly to a private brick patio, while the second bedroom features access to a rear deck overlooking the fully fenced yard. These indoor-outdoor connections are rarely found in Downtown Annapolis and significantly enhance livability. The kitchen has been completely reimagined with new cabinetry, countertops, and appliances, designed to support both daily living and entertaining. The open dining area comfortably accommodates gatherings, reinforcing the home’s versatility. Adding even more value, this property is being sold fully furnished. Every piece has been professionally selected, allowing the next owner to move in immediately, operate as a short-term rental, or transition into a commercial or mixed-use setup with minimal effort. Historically, this property has served multiple purposes, including a furniture store, office space, and duplex residence, highlighting the true flexibility and long-term value of its mixed-use zoning designation. Step outside into a fully fenced private yard featuring a brick patio, outdoor dining area, lounge seating, and ambient lighting, creating a unique urban retreat just steps from the energy of Downtown Annapolis. Located just moments from restaurants, shops, nightlife, City Dock, the Maryland State House, and the U.S. Naval Academy, this property offers unmatched walkability and access. With convenient proximity to Baltimore, Washington D.C., and BWI Airport, it is equally appealing for commuters, investors, and second-home buyers. This is more than a home. It is a rare, fully renovated, detached mixed-use opportunity in Downtown Annapolis where lifestyle, flexibility, and long-term value align.

220 West St, Annapolis
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