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

$379,900
2 Beds ⋅ 2 Baths ⋅ MDAA2156400 MLS
BRAND-NEW HVAC SYSTEM—ONLY ONE MONTH OLD! Welcome to 1133 Lake Heron Drive, Unit 2B, a beautifully maintained second-level condo situated in one of the neighborhood’s most desirable locations. Tucked beside a large, open grassy field, this home offers a rare sense of privacy with peaceful views of nature from the side windows. Inside, you’ll find high-quality hardwood floors, a beautifully working wood-burning fireplace that creates a warm and inviting focal point, an updated kitchen, and marble bathroom sinks. Enjoy outdoor living from not one, but two balconies—one in the front and one in the back—providing wonderful spaces to relax, enjoy your morning coffee, or unwind at the end of the day. Step outside and enjoy beautiful, scenic jogging and walking paths throughout the community, surrounded by peaceful natural scenery. Community amenities also include an outdoor swimming pool and workout room, making it easy to stay active and enjoy the neighborhood without leaving home. The second-level setting provides an elevated outlook, while the location alongside the open green space makes this unit particularly special. Conveniently located in Annapolis, with easy access to everything the area has to offer, including shopping, dining, recreation, and the charm of downtown Annapolis. A wonderful combination of location, updates, amenities, outdoor space, and natural surroundings!

1133 Lake Heron Dr Unit #2B, Annapolis
$549,000
4 Beds ⋅ 4 Baths ⋅ MDAA2156388 MLS
Coming Soon! Gorgeous 4 level townhome on premium lot.

218 Wintergull Ln, Annapolis
$900,000
5 Beds ⋅ 4 Baths ⋅ MDAA2154982 MLS
Nearly 4,000 square feet of beautifully designed living space, elevated finishes, and thoughtful personal touches—all within walking distance of Navy-Marine Corps Memorial Stadium and an easy bike ride to downtown Annapolis. From the moment you step inside, it becomes clear this is anything but an ordinary home. Custom wood trim, designer lighting, hardwood floors, plantation shutters, high-end remote-controlled blinds, and perfectly placed stone accents come together to create a home that feels sophisticated, warm, and completely finished. At the heart of the main level is an impressive kitchen designed equally well for everyday living and entertaining. A six-burner gas cooktop, dual wall ovens, built-in island microwave, wine refrigerator, walk-in pantry and dedicated water connection ready for your coffee or espresso station are just a few of the thoughtful details. The seamless flow from the kitchen to the dining area and family room—and directly outside to an expansive maintenance-free deck and stone patio—creates an incredible indoor/outdoor entertaining experience. If you haven't already fallen in love on the main level, the primary suite may seal the deal. Vaulted ceilings and abundant natural light introduce a retreat that culminates in one of the most impressive primary bathrooms you will find at this price point. An oversized walk-in shower with rain head, separate dual vanities, freestanding soaking tub and private water closet create a true spa-like experience. And then there is the showstopper—the primary walk-in closet. Expansive, beautifully designed, and outfitted with custom organization and its own center island, the space is finished with a perfectly positioned transom window that fills the room with natural light. It is a feature that needs to be seen to be fully appreciated. The upper level continues with three generously sized secondary bedrooms, each featuring double closets with custom organization, a spacious shared bath with dual vanity, and the convenience of a coveted upstairs laundry room. The finished lower level continues the home's theme of exceptional functionality and attention to detail. A large media and recreation room with built-in surround sound, dry bar, and full bathroom provides another fantastic entertaining space, while an additional room offers the flexibility of a fifth bedroom, home gym, or private guest retreat. Your guests may never want to leave. And because no detail was overlooked, the sellers wisely preserved just the right amount of unfinished space for easily accessible storage. Nearly 4,000 square feet, five potential bedrooms, beautifully curated finishes, exceptional indoor and outdoor entertaining spaces, and a primary suite that truly separates this home from the competition—all in an Annapolis location that puts Navy Stadium within walking distance and downtown just a bike ride away. This is a home where thoughtful design, luxury, and location come together beautifully.

215 Windell Ave, Annapolis
$1,250,000
4 Beds ⋅ 4 Baths ⋅ MDAA2155936 MLS
Welcome to 700 Miller Road. Discover a truly special property tucked away on a private road, yet just minutes away from historic downtown Annapolis. Located less than a 5-minute walk from the Naval Academy Marine Corps Stadium, this beautifully renovated 2026 home offers the rare combination of privacy, convenience and Annapolis charm. Set on a generous .598-acre tract, the property backs-up to Tawes Gardens, that gives the home a tranquil and private setting. The home has been completely renovated in 2026, both inside and out, offering thoughtful updates while maintaining the integrity of the community. Enjoy the best of Annapolis, all within walking distance or true city living just a short drive away. Welcome home to 700 Miller Road.

700 Miller Rd, Annapolis
$1,625,000
2 Beds ⋅ 3 Baths ⋅ MDAA2154154 MLS
Rarely does a home of this historical significance become available in the heart of Historic Annapolis. Believed to date to the late 17th century, the extraordinary residence is among the city's oldest surviving homes, seamlessly blending centuries of architectural heritage with sophisticated modern living. Perched at the water end of Market St overlooking Spa Creek, this home is instantly recognizable by its iconic red standing-seam roof and timeless presence. Rich in character, the interior showcases exposed original beams, soaring ceilings, abundant natural light, and thoughtfully designed living spaces that honor the home's remarkable past while embracing contemporary comfort. A nationally recognized renovation in 1977 by Gate One Builders, transformed the residence into a one of a kind masterpiece, preserving its historic integrity while creating an open, light filled floor plan unlike any other in Annapolis. The beautifully appointed Kitchen, inviting living and dining areas, combination gas and wood burning fireplaces and a tranquil large Sunroom addition all flow effortlessly to a private walled courtyard, an intimate outdoor retreat ideal for entertaining or quiet relaxation. Water Views of Spa Creek, exceptional craftsmanship, and architectural details at every turn make this home as captivating as it is livable. Adding to its rarity are amenities seldom found with the Historic District, including two covered off street parking spaces and an unparalleled waterfront setting just moments from City Dock, the USNA, fine dining, boutiques, galleries and yacht club. Whether enjoyed as a full time residence or an exceptional Annapolis retreat, 100 Market Street represents a once in a generation opportunity to own an irreplaceable piece of the city's history, where more than three centuries of heritage meet the very best of coastal luxury living.

100 Market St, Annapolis
$865,000
4 Beds ⋅ 5 Baths ⋅ MDAA2155644 MLS
Stunning and spacious home located in the sought-after, amenity-rich community of Kingsport! Offering approximately 4,600 square feet of beautifully finished living space, this home delivers an exceptional combination of size, style, updates, and value. The sellers have thoughtfully refreshed the home throughout, highlighted by a completely updated kitchen featuring new appliances, quartz countertops, new flooring, and fresh paint. The adjacent laundry room has also been transformed with new flooring, a deep utility sink, new washer and dryer, fresh paint, and added shelving. Numerous bathrooms throughout the home have been refreshed with new vanities, lighting, flooring, fixtures, and paint, while the primary bath features a new glass shower enclosure and fresh paint. The impressive two-story family room is filled with natural light and enhanced by custom plantation shutters and a dual-sided fireplace shared with a wonderfully cozy home office. The formal living and dining rooms are architecturally open and flowing while still creating distinct, elegant spaces perfect for entertaining and special occasions. Upstairs, you will find a stunning primary suite with a sitting area, dual walk-in closets with custom organization, and a spa-like primary bathroom. All of the secondary bedrooms are generously sized, including one with its own updated ensuite bath. The finished lower level truly feels like an extension of the main home rather than a traditional basement. Tall ceilings and abundant space create an inviting third level featuring a full bathroom, an expansive recreation area with a custom built-in bar, an oversized wine storage closet, and a versatile additional room ideal for an in-home gym, theater, guest space, or potential fifth bedroom. Outside, enjoy a wonderful brick patio overlooking a level, cleared backyard surrounded by a full wood privacy fence—ideal for entertaining, pets, play, or simply relaxing outdoors. Major improvements add peace of mind, including a roof about two years old, upper-level HVAC about two years old, lower-level HVAC about seven years old, and a water heater about seven years old. With wonderfully executed, expansive square footage, extensive updates, impressive entertaining spaces, and a fantastic setting in one of the area's most amenity-rich communities, this Kingsport home offers incredible value. Move right in and enjoy!

729 Crisfield Way, Annapolis
$745,000
3 Beds ⋅ 2 Baths ⋅ MDAA2156310 MLS
Welcome to this thoughtfully updated home in the water-privileged community of Admiral Heights. Beautifully maintained and improved over the years, this inviting home combines comfortable everyday living, stylish updates and wonderful outdoor spaces in an exceptionally convenient Annapolis location. The main level is filled with natural light and features warm hardwood floors and an open, easy flow between the living spaces. Unlike the more traditional layout, the kitchen has been opened to the living room, creating a connected space that is perfect for everyday living and entertaining. The eat-in kitchen offers granite countertops, stainless steel appliances, generous cabinetry with updated hardware, recessed lighting and a large multi-level island with bar seating and built-in wine storage. A door from the kitchen leads directly to the deck and rear yard, making outdoor dining and entertaining easy. The bedrooms on this level are served by a beautifully renovated full bath featuring custom cabinetry, open shelving and beautiful tilework throughout the shower and floor. The finished lower level offers even more room to spread out, with a spacious family room centered around a gas fireplace, an additional bedroom and full bath. Sliding doors open directly to the patio and backyard, while unfinished space provides valuable additional storage. The backyard is truly something special. Designed to be enjoyed, this private, fenced setting offers multiple outdoor living spaces surrounded by mature trees and thoughtfully designed landscaping. Gather on the expansive custom paver patio, dine or relax on the Trex deck, tend the raised garden beds or simply enjoy the peaceful setting. String lights add a fun ambiance in the evening, transforming the patio and deck into an especially inviting place to gather after the sun goes down. A shed provides additional storage, while established plantings and garden areas give the entire yard a welcoming, tucked-away feel. Then there is the Admiral Heights lifestyle. This water-privileged community offers access to Weems Creek with opportunities for kayaking, fishing and swimming, along with community kayak racks and a pier. Membership in the Admiral Heights Improvement Association (AHIA) is voluntary. Separate memberships are available for the Admiral Heights Boat Club and Admiral Heights Swim Club. The Boat Club offers access to its dock and private boat slips, while the Swim Club offers a neighborhood pool and swim team — go Dolphins! All of this is just minutes from West Annapolis, Downtown Annapolis, Navy-Marine Corps Memorial Stadium, shopping and dining, with convenient access to Route 50 and I-97. Thoughtfully improved, beautifully cared for and designed to enjoy both indoors and out, 228 Dewey Drive offers a wonderful opportunity to call Admiral Heights home.

228 Dewey Dr, Annapolis
$949,999
5 Beds ⋅ 4 Baths ⋅ MDAA2155716 MLS
Nestled in the charming Admiral Heights neighborhood, this stunning split-level home exudes warmth and character, inviting you to experience its unique design and craftsmanship. Built with everyone in mind, this residence boasts timeless appeal with its classic brick-and-vinyl siding exterior, harmoniously blending with the lush surroundings. Step inside to discover a spacious layout that offers both comfort and functionality. With five generous bedrooms and three and a half bathrooms, this home is perfect for those who appreciate space and versatility. The heart of the home features a cozy fireplace, creating an inviting atmosphere for gatherings and quiet evenings alike. The partially finished basement provides endless possibilities, whether you envision a workshop, a play area, or additional storage. The expansive lot offers ample outdoor space for relaxation and recreation, while the community pool adds a refreshing touch for those warm summer days. Parking is a breeze with an attached carport and additional driveway space, ensuring convenience for you and your guests. This home is not just a place to live; it's a sanctuary where cherished memories are made. Experience the perfect blend of classic design and modern living in this delightful Admiral Heights gem. Don't miss the opportunity to make this house your home!

13 Rickover Ct, Annapolis
$580,000
3 Beds ⋅ 4 Baths ⋅ MDAA2156244 MLS
The one you've been waiting for. An elegant townhouse which offers a harmonious blend of luxury and comfort, perfectly suited for those who appreciate low maintenance living with thoughtful upgrades, designed for an effortless, comfortable lifestyle. Meticulously maintained and upgraded by both the previous and current owners, the residence spans 2,088 square feet and showcases a traditional architectural style, enhanced by the brick front. Step inside to discover a warm and inviting interior with high-end finishes. The spacious living area features rich wood floors, crown moldings, floor to ceiling windows, plantation shutters, beautiful paneled walls, all the details that create a beautifully curated home with an atmosphere of quiet luxury. The gourmet kitchen is a culinary enthusiast's dream, equipped with stainless steel appliances, including a five-burner gas cooktop and double ovens. The expansive island and table space invite gatherings, while recessed lighting adds a touch of modern elegance. The home boasts three generously sized bedrooms, including a luxurious primary suite complete with a walk-in closet and beautifully appointed en-suite bathroom with a soaking tub and shower. An additional full bath upstairs is shared by the two other bedrooms and enjoy the convenience of a bedroom level laundry room. The cozy fireplace in the lower living area is a focal point, serving as the perfect retreat for relaxing evenings or a private home office. Outside, the property backs to trees and the deck offers an ideal space for outdoor relaxation or entertaining. The attached rear-entry garage with additional parking in front provides convenience for you and your guests. Adding to peace of mind, the roof is one year old, new washer, nearly new dryer, hot water heater in 2022 and brand new garage door and opener. This residence is more than just a home; with a prime location, easy access to commuter routes, and move in ready appeal, it embodies a lifestyle of comfort, where every detail has been thoughtfully curated. Experience the perfect blend of welcoming elegance in this exceptional property, where you can create lasting memories in a truly inviting setting.

2604 Foremast Aly, Annapolis
$364,900
3 Beds ⋅ 2 Baths ⋅ MDAA2155556 MLS ⋅ Scott's Crossing Condo BLDG.
Step into this beautifully maintained top-floor 3-bedroom, 2-bath condo in the desirable Scott’s Crossing Condominiums, offering over 1,320 square feet and a prime location just minutes from the vibrant charm of downtown Annapolis. As you enter, you're welcomed by fresh paint throughout (2026), a foyer with a convenient coat closet, and elegant column accents that open into a bright and airy main living space. The kitchen features warm wood cabinetry, granite countertops, a tiled backsplash, and stainless steel appliances, along with a cozy breakfast nook framed by a bay window overlooking peaceful wooded views. Entertain with ease or unwind at the end of the day in the well-appointed living and dining areas, complete with hardwood floors, 9+ ft ceilings, a cozy gas fireplace, and access to a private patio that offers a serene setting to relax and take in the views. The primary suite is a true retreat, showcasing a vaulted ceiling with a lighted fan and a charming bay window, perfect for a reading nook or sitting area with a tranquil backdrop. Two spacious closets and an ensuite bath with a dual sink vanity and tub/shower combo complete the space. Two secondary bedrooms, each with ample closet space, are thoughtfully positioned for added privacy and versatility, whether used as guest rooms or an in-home office, and share a full bath with a large walk-in shower. A dedicated laundry room with additional storage and a full-sized washer and dryer adds everyday convenience. Recent updates include a newer HVAC (2021), water heater (2022), and plush new carpet (2026). Parking is a breeze in the off-street parking lot. Beyond the community, enjoy the nearby Bestgate Park, Trader Joe’s and Annapolis Mall, plus easy access to major highways for a quick commute to Baltimore, DC, and more. Don’t miss this rare find!

2161 Scotts Crossing Ct Unit #302, Annapolis
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