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
Search Annapolis Homes Contact The Scott Smolen Team

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

$1,350,000
6 Beds ⋅ 6 Baths ⋅ MDAA2155698 MLS
New construction from acclaimed local builder, Sturbridge Homes! This spectacular home offers over 3,900 square feet of finished space in the heart of Annapolis's Homewood neighborhood, close to all of the entertainment and enjoyment available in our historic town. Located near the new Annapolis Public Library, Maryland Hall, Annapolis Town Center, and the Naval Academy Stadium, this home is situated for you to enjoy the best of in-town life, yet relax in a tree-lined neighborhood environment. This home is excellently upgraded with 9-foot ceilings on all three levels, quartz countertops, ceramic tile, stainless appliances, and more! The main level features a flexible den/office/bedroom with an attached full bathroom, so guests and family can have private space. The primary suite is a luxurious oasis with plenty of space to enjoy with a huge customizable walk-in closet. The lower level features a separate entrance, a bedroom and a full bathroom, and a large rec room, making it perfect for entertaining guests, caregiving, or multi-generational living. The builder has included many thoughtful touches throughout. The front porch is a perfect spot to savor your morning coffee, and the backyard with deck offers endless possibilities. The home comes with green building features, a package of smart home features, and a 10-year limited warranty. Enjoy the low-maintenance lifestyle of a new construction home for many years to come!

3 Rusty Red Dr, Annapolis
$425,000
2 Beds ⋅ 1 Baths ⋅ MDAA2154770 MLS
Professional photography coming soon… Opportunity abounds in the sought after, water-privileged community of Arundel on the Bay! Located one house from the water, 30 yards from the beach, and sits on a double lot. This property offers potential for an investor, builder, or buyer looking to renovate using an FHA 203(k) or similar renovation loan. The home features two bedrooms, a den/office that may offer flexibility as a third bedroom, one full bath, an enclosed porch with a wood stove, a living room with a stacked-stone fireplace, hardwood flooring, and a kitchen with granite countertops and a breakfast bar. Exterior features include a circular driveway, detached garage, and level yard. The property is on public sewer which makes this a great opportunity for expansion. Community amenities include a beach, pier, dock, courts, and playgrounds. The property is being sold strictly AS-IS. Cash, renovation financing, or other suitable financing may be required. Buyers should perform their own due diligence regarding the property’s condition, flood insurance, potential uses, permits, and financing.

3545 Newport Ave, Annapolis
$1,495,000
5 Beds ⋅ 5 Baths ⋅ MDAA2155724 MLS
Welcome to your castle on the hill! Introducing an extraordinary custom-built estate with brand new roof, privately nestled on more than 2+ WOODED ACRES along the B&A Trail in a quiet cul-de-sac setting, just minutes from downtown HISTORIC ANNAPOLIS and convenient to the Rt. 50 corridor. Located in the sought-after Broadneck School District, this exceptional property also includes deeded mooring rights to Cool Spring Cove. Chase Creek Swim Club nearby for summer pool fun! Designed for both elegant entertaining and comfortable everyday living, the home showcases a dramatic two-story great room highlighted by an impressive 18-foot stone fireplace and expansive windows that fill the space with natural light. The OPEN-CONCEPT layout seamlessly connects the living, dining, and gourmet kitchen areas, with quartz countertops and a gas range with double ovens create the perfect culinary setting. Tailored for MAIN-LEVEL LIVING, the spacious primary suite offers a private retreat complete with a spa-inspired bath featuring a walk-in shower/steam room, jacuzzi tub, and oversized walk-in closet. The main floor also includes a flexible guest bedroom or office, a half bath, and an expansive laundry/mudroom adjoining the oversized three-car garage and workshop with custom cabinetry. A stunning curved open staircase leads to the upper level, where a second primary suite provides ideal MULTI-GENERATIONAL LIVING accommodations, accompanied by two additional bedrooms connected by a Jack-and-Jill bath. The FINISHED LOWER LEVEL significantly expands the home’s living space with a large recreation room centered around an 11-foot stone fireplace, along with a custom bar, gaming area, bonus room or optional sixth bedroom, luxury full bath, and extensive storage and wine cellar space. OUTDOOR LIVING is equally exceptional, featuring a sprawling illuminated patio designed for year-round entertaining. The fully equipped outdoor kitchen includes a pizza oven, burners, sink, mini refrigerator, and adjoining firepit area. Thoughtful upgrades throughout — including a whole-house generator — complete this truly one-of-a-kind property.

1603 Waters Ridge Ct, Annapolis
$425,000
3 Beds ⋅ 1 Baths ⋅ MDAA2154980 MLS
Welcome to 293 Cedar Lane, a classic 1963 ranch on a private .27 acre lot in the water privileged community of Hillsmere Estates, steps from Quiet Waters Park and minutes to the South River. Original hardwood floors flow through the main level, where a living room with custom built in shelving opens to a galley kitchen with an electric stove top, wall oven, and dishwasher, full of potential for your personal touch. The full bath keeps its classic pedestal sink charm. Downstairs, a full basement offers a finished rec area and bonus room alongside generous unfinished storage and utility space, ready for however you want to use it. Step outside to a rear deck made for morning coffee or evening unwinding. Ceiling fans keep the main level comfortable, while public sewer and a private well simplify utilities. Sold strictly as is, this well loved home offers real bones in one of Annapolis's most sought after neighborhoods, home to a private beach, marina, and community pool. Come discover what it truly means to Love Being Home.

293 Cedar Ln, Annapolis
$599,900
3 Beds ⋅ 1 Baths ⋅ MDAA2155134 MLS
Eastport! Eastport! Eastport! Corner lot that consists of 9,240 square feet. Off street parking and street parking. Stainless steel refrigerator, stacked washer and dryer, storage in lower level off kitchen. New 10 foot by 15 foot shed. Separate dining room. Back porch is 21 feet by 7 feet. Partially fenced back yard. Upstairs bedroom has unique wood ceiling. Freshly painted living room, 2 bedrooms, and dining room. Lot has room for expansion. Close to downtown, Quiet Waters Park, and Eastport Shopping Center. Easy access to main streets.

1311 President St, Annapolis
$1,351,875
3 Beds ⋅ 5 Baths ⋅ MDAA2155694 MLS
Private Tours and showroom appointments are now available by appointment! Delivery expected to begin December 2026. This listing is for an end unit home on Lot 14. Sturbridge Homes is offering a generous pre-completion incentive package for early buyers. Submit your deposit now to lock in current pricing! Welcome to Towne Row - A community of 18 Luxury Townhomes in the Annapolis Town Center Corridor, each with a private elevator and a rooftop terrace. A Towne Row home is superior in every way. The craftsmanship and expansive spaces are apparent immediately. Notice the contemporary exterior, rooftop terrace for entertaining and stargazing, and two-car garage. Savor the spacious kitchen and luxurious owner's suite, privately situated on its own level, and the high-end materials and fixtures throughout. Live graciously and vertically on four generous levels, whisked up and down by your private elevator. This is Towne Row, your haven, your showplace, your new home. It's like none other in Annapolis. Features include: 3,100 Square Feet of Living Space, 3 Bedrooms + Den, 3 Full Baths, 2 Half Baths, Expansive Gourmet Kitchen With Walk-out Deck, Private Elevator, Elegant, Spacious Owner's Suite on Its Own Level, Quartz Countertops Throughout, Four Levels of Finished Living Space, Rooftop Deck With Space for Hot Tub, Two-car Garage, Energy Star & LEED Gold Certified Location, location, location. Living at Towne Row puts you in the heart of the bustling Annapolis Town Center corridor. You have instant access to an array of upscale and casual restaurants, boutiques and shops, favorite grocery stores, sophisticated fashion and home goods retailers, fitness clubs, movie theaters, and essential services. Plus, you'll be minutes from the Annapolis historic district, endless waterways, nearby marinas, and a short drive to Baltimore and Washington, D.C. It's luxury living and convenience beyond compare. Lot dimensions, floor plans, and square footage figures are approximate. Architectural renderings are samples only and may not reflect the exact product. Map to 2555 Riva Rd. for the approximate location.

113 Sellew Rd, Annapolis
$695,000
5 Beds ⋅ 5 Baths ⋅ MDAA2155626 MLS
Refined city living meets effortless Annapolis charm in this exceptional end-unit townhome, perfectly positioned in the heart of the Arts District. From this coveted location, some of Downtown Annapolis’ best restaurants, boutiques, Maryland Hall for the Creative Arts, Spa Creek waterfront, scenic trails, playgrounds, and Navy Stadium are all just moments away. The complimentary City Circulator makes exploring the waterfront and City Dock remarkably easy, while convenient access to Route 50 keeps commuting a breeze. Spanning approximately 3,400 square feet over four beautifully finished levels, this sophisticated residence offers an exceptional combination of space, versatility, and custom character. Fresh interior paint creates a crisp, inviting backdrop, while upgraded lighting and carefully selected wallpaper accents in the primary suite and powder room bring an elevated designer aesthetic to the home. The main level is designed for both everyday living and entertaining, with an open-concept floor plan, dramatic ceilings, and an abundance of natural light. The gracious living room centers around a gas fireplace, creating a warm and inviting gathering space. The adjoining kitchen features granite countertops, stainless steel appliances, a substantial center island with seating and storage, and effortless connection to the dining area. Upstairs, the private primary suite offers a serene retreat complete with a generous walk-in closet and beautifully appointed en suite bath featuring a soaking tub, dual vanity, and separate shower. Two additional bedrooms, a full bath, and conveniently located laundry complete the second level. The extraordinary top-floor loft expands the possibilities even further, featuring vaulted ceilings, exceptional storage, a full bath, and a dedicated brand new heating and cooling mini-split system. Equally suited for a second primary suite, guest quarters, home office, creative studio, or comfortable lounge, this versatile space adapts beautifully to a variety of lifestyles. The fully finished lower level adds another dimension to the home with an additional bedroom, full bath, and egress window, offering an ideal private retreat for guests, a home office, recreation space, or extended-stay accommodations. The property also includes two assigned parking spaces, complemented by additional community parking. With its distinctive end-unit setting, impressive scale, thoughtful custom finishes, and enviable proximity to the very best of Downtown Annapolis, this is a home that delivers the quintessential Annapolis lifestyle - with room to live, work, entertain, and enjoy it all. Welcome Home!

101 Carraway Ln, Annapolis
$865,000
6 Beds ⋅ 5 Baths ⋅ MDAA2155550 MLS
Welcome to Kingsport—where timeless elegance meets waterfront living. Nestled within this coveted, water-privileged community, this exceptional 6- bedroom, 4.5-bath residence offers a seamless blend of sophistication, comfort, and everyday luxury. A grand entry welcomes you with rich hardwoods and graceful architectural details, leading to a formal oval dining room, refined living room, and a private main-level Bedroom/Office —perfect for today’s lifestyle. The heart of the home is a beautifully appointed gourmet kitchen, featuring a custom center island with cooktop, dual wall ovens, gleaming granite countertops, and extensive cabinetry. The space flows effortlessly into a dramatic family room, highlighted by soaring vaulted ceilings, plantation shutters, and a warm gas fireplace. Upstairs, the primary suite is a true retreat, offering a spa-inspired bath ,hardwood floors and oversized dual walk-in closets. Three additional bedrooms , two with a shared full bathroom. An additional bedroom suite with its own en suite bath. The fully finished lower level is designed for entertaining and relaxation, featuring a spacious recreation room with a wet bar, a private guest suite, a playroom, and abundant storage. Outdoors, a fully fenced backyard invites quiet moments and gatherings alike, with a paver patio, raised garden beds, and serene wooded views backing to scenic walking paths. Residents of Kingsport enjoy an exceptional lifestyle with resort-style amenities including a community pool, playgrounds, hiking and biking trails, kayak launch and storage, and a picturesque pier on Crab Creek—ideal for sunset views, fishing, or peaceful afternoons by the water. Perfectly positioned just minutes from downtown Annapolis and convenient to major commuter routes, this home offers the rare opportunity to live beautifully in one of the area’s most desirable communities.

730 Crisfield Way, Annapolis
$564,999
3 Beds ⋅ 2 Baths ⋅ MDAA2155324 MLS
COUNTRY LIVING MEETS ANNAPOLIS CONVENIENCE! Welcome to this unique and peaceful 1-acre retreat tucked away just minutes from Sandy Point State Park and offering easy access toward Annapolis, the Bay Bridge and beyond. Beautifully landscaped grounds create a private, resort-like setting with mature greenery, hardscape walkways, a newer Trex deck installed within the past year, and a beautiful brick patio, perfect for relaxing, entertaining or simply enjoying the outdoors. The home offers convenient main-level living with vaulted ceilings in the living and family rooms, wood flooring throughout much of the main living areas, and comfortable bedroom spaces. The kitchen features granite countertops, subway tile backsplash and ample cabinetry. A new well installed in January 2026 provides an added update, while the washer and dryer are less than two years old, the refrigerator was replaced in 2024, and the hot water heater was replaced in 2020. One of the property’s standout features is the large newly asphalted driveway with room for 15+ vehicles, making this an excellent opportunity for buyers needing substantial parking for work vehicles, equipment, trailers, recreational vehicles or guests. The property also includes a separate office/studio structure with its own electrical panel, heat pump and efficiency kitchen ideal for a home office, creative space, workshop or additional flex space. Enjoy the outdoors with a fully fenced yard, established landscaping, storage shed, outdoor shower, garden areas and plenty of room to spread out. The former pool area adds to the property’s unique potential and outdoor entertaining space. Pool is currently non-operational and conveys AS-IS. Wildlife and natural beauty surround this tranquil property, while nearby walking paths provide access toward the water and Sandy Point State Park is approximately two minutes away. If you’re looking for privacy, space, flexibility and convenience in one property, this one is truly special!

1197 Carrs Rd, Annapolis
$349,900
2 Beds ⋅ 2 Baths ⋅ MDAA2155394 MLS ⋅ Windgate Condo BLDG.
DO NOT MISS THIS UNIQUE OPPORTUNITY IN ANNAPOLIS FOR A LOVELY FIRST FLOOR CONDO IN WINDGATE WITH NO STAIRS TO YOUR CAR! OPEN HOUSE SATURDAY AND SUNDAY, 2 -4PM. COME AND TOUR THIS INCREDIBLE LOCATION! Welcome to 2052 Quaker Way, Unit 5, a spacious 2-bedroom, 2-bath condo offering approximately 1,141 square feet of comfortable, easy one-level living. Ideally located on the first floor with no stairs from the street to the unit, this home offers exceptional convenience in the heart of Annapolis. Step inside to a bright and inviting interior featuring a white, light-filled kitchen with newer appliances, generous living and dining spaces, and a cozy gas fireplace that adds warmth and charm to the main living area. The home offers two large bedrooms, each with an adjoining full bath and oversized walk-in closet. Both bathrooms have been freshly repainted, while a newer HVAC system and newer tankless hot water heater provide added comfort and efficiency. Just off the living area, enjoy a private rear deck overlooking the woods, creating a peaceful, tucked-away setting with added privacy. It is the perfect spot for morning coffee, relaxing outdoors, or unwinding at the end of the day. The Windgate community puts you close to everything Annapolis has to offer, including Blue Ribbon West Annapolis Elementary School, Navy-Marine Corps Memorial Stadium, Downtown Annapolis, the U.S. Naval Academy, shopping, dining, medical facilities, and major commuter routes. Whether you are downsizing for your next stage of living, purchasing your first home, or looking for an easy lock-and-leave Annapolis retreat, this condo offers a flexible lifestyle in an exceptionally convenient location. It is also a great option for out-of-town Navy parents seeking a comfortable home base near the Naval Academy. Enjoy the ease of condo living without sacrificing space, storage, privacy, or location—a wonderful opportunity to make Annapolis home. Welcome Home!

2052 Quaker Way Unit #5, Annapolis
Start Your Search