Annapolis Real Estate

Annapolis Real Estate

Welcome to Annapolis, Maryland, a captivating city that beautifully blends rich history with vibrant modern living. Nestled along the scenic Chesapeake Bay, Annapolis serves as the state capital and boasts a unique charm that draws residents and visitors alike. Known as the "Sailing Capital of the United States," this picturesque city offers a waterfront lifestyle that is hard to resist.

Annapolis is renowned for its historic architecture, with cobblestone streets lined with beautifully preserved 18th-century buildings. The city’s crown jewel, the Maryland State House, is the oldest state capitol still in continuous use and offers a glimpse into the nation’s past. As you stroll through the historic district, you'll discover delightful boutiques, cozy cafes, and exquisite dining options that cater to all tastes.

Beyond its historical allure, Annapolis is a hub for outdoor enthusiasts. The stunning waterfront provides ample opportunities for sailing, kayaking, and fishing, while nearby parks and trails offer perfect spots for hiking and biking. The annual Annapolis Boat Show and other local events celebrate the city’s maritime culture, bringing the community together in fun and festive ways.

Families will appreciate the top-rated schools and a strong sense of community that Annapolis fosters. With a diverse range of neighborhoods, from quaint historic homes to modern waterfront condos, there is something for everyone in this charming city.

Whether you're looking to settle down or simply explore, Annapolis promises a lifestyle that is rich in culture, adventure, and community spirit. Come discover the magic of Annapolis, where history meets the bay!

Newest Listings in Annapolis

2 Beds ⋅ 2 Baths

Imagine stepping out your back door to peaceful views of Back Creek. Welcome to 764 Fairview Avenue, Unit A, a beautifully refreshed ground level condominium in the sought after Severn House community, where effortless waterfront living and the best of Annapolis come together. Offering the convenience of one level living, this move in ready 2 bedroom, 2 bathroom home combines comfort, style, and an unbeatable location. Hardwood flooring flows throughout the main living areas, complemented by fresh paint, generous storage, and large sliding glass doors that fill the home with natural light while framing tranquil water views. The renovated kitchen blends timeless finishes with everyday functionality, featuring upgraded cabinetry, granite countertops, stainless steel appliances, and ample workspace. It opens seamlessly to the living and dining areas, creating an inviting space for entertaining or simply enjoying the peaceful setting. The spacious primary suite features brand new carpet and a beautifully renovated ensuite bathroom complete with a soaking Jacuzzi tub and frameless glass walk in shower. A well appointed second bedroom is served by an updated full bathroom, offering flexibility for guests, a home office, or everyday living. Life at Severn House extends well beyond your front door. Residents enjoy beautifully maintained grounds along Back Creek, a private marina and pier, a waterfront swimming pool, kayak storage and launch access, picnic and grilling areas, additional private storage, shared laundry facilities, and professionally maintained common areas, creating a relaxed waterfront lifestyle just minutes from Downtown Annapolis. Perfectly situated in the heart of Eastport, you’ll enjoy easy access to marinas, waterfront dining, boutique shopping, Truxtun Park, the Annapolis Maritime Museum, and Historic Downtown Annapolis, with convenient commuter routes to Baltimore, Washington, D.C., and the Eastern Shore. Whether you’re searching for a full time residence, a weekend getaway, or a low maintenance waterfront home, 764 Fairview Avenue, Unit A offers an exceptional opportunity to experience one of Annapolis’ most desirable waterfront communities.

764 Fairview Ave Unit #764 A, Annapolis

Listing courtesy of Next Step Realty, LLC.. Contact: 4439012200

2 Beds ⋅ 2 Baths

Welcome to effortless living in the highly sought-after 55+ community of Heritage Harbour! This exceptional 2-bedroom, 2-bath villa has been completely renovated with quality craftsmanship and attention to detail throughout. Every major component has been thoughtfully updated, making this a truly move-in-ready home where you can simply unpack and begin enjoying the Heritage Harbour lifestyle. The beautifully redesigned kitchen features custom cabinetry, quartz countertops, updated flooring, modern lighting, designer tile backsplash, and a full suite of new stainless steel appliances. Both bathrooms have been completely renovated with stylish finishes, new vanities, upgraded fixtures, ceramic tile, and comfort-height toilets. Throughout the home, you'll find new carpeting, fresh paint, updated lighting, new door hardware, upgraded electrical switches and outlets, and numerous other improvements. The exterior has also been refreshed with updated lighting, new door hardware and weatherstripping, a tiled front entry, and a rebuilt and sealed rear deck—perfect for relaxing or entertaining. The bright, open floor plan is filled with natural light and offers comfortable everyday living with inviting spaces for gathering with family and friends. Every renovation was completed with an emphasis on quality, comfort, and low-maintenance living. Beyond your front door, Heritage Harbour offers one of the area's premier active adult lifestyles. Residents enjoy a 9-hole executive golf course, indoor and outdoor pools, tennis and pickleball courts, a fitness center, walking and biking trails, a community lodge overlooking the South River, a restaurant, kayak launch, boat slips, woodworking shop, library, billiards room, and more than 90 clubs, organizations, and social activities. This is a rare opportunity to own a beautifully renovated villa in one of Annapolis' most desirable 55+ communities. Schedule your private showing today and discover everything Heritage Harbour has to offer.

2729 Yeomans Lantern Ct, Annapolis

Listing courtesy of Academy Realty Inc.. Contact: (410) 263-9105

3 Beds ⋅ 4 Baths

1151 August Dr, Annapolis

Listing courtesy of EXP Realty, LLC. Contact: 8888607369

3 Beds ⋅ 3 Baths

COMING SOON IN SOUGHT AFTER HUNT MEADOW COMMUNITY. RARE, END UNIT TOWNHOUSE WITH FINISHED BASEMENT. PRIVATE LOCATION BACKING TO WOODS. WELL MAINTAINED. NATURAL GAS FIREPLACE & STOVE. LARGE DECK. COMMUNITY AMENITIES: POOL, SWIM TEAM, TENNIS/PICKLEBALL COURTS, BASKETBALL COURT, WALKING TRAIL. PEDESTRIAN ACCESS TO QUIET WATERS PARK.

19 Dorset Ct Unit #45, Annapolis

Listing courtesy of Next Step Realty, LLC.. Contact: 4439012200

2 Beds ⋅ 1 Baths

Perfectly situated in the heart of Sherwood Forest, 120A Edge Hill is a classic Sherwood cottage just steps from the clubhouse, golf course, tennis courts, and community store. This charming 2-bedroom, 1-bathroom home offers the simple, laid-back lifestyle that has drawn families to Sherwood for generations. Inside, the original cottage is warm and inviting, centered around a wood-burning stove that comfortably heats the home alongside electric heat. A mini-split system provides air conditioning during the summer months, making it comfortable in every season. One of the home's best features is the spacious screened porch overlooking a peaceful, wooded ravine—an ideal setting for morning coffee, afternoon naps, or relaxing after a day on the beach or golf course. Whether you're looking for a weekend retreat or a place to enjoy everything Sherwood Forest has to offer, 120A Edge Hill puts you right in the center of it all. Sherwood Forest is a prestigious gated community comprising 341 residences. Residents enjoy access to a plethora of amenities including a spacious multi-purpose Club House, General Store, 9-Hole Golf Course, 6 Tennis Courts, Marina, Beaches, Swimming Pool, Basketball Court, Bowling Alley, Pickle Ball Courts, Archery Pit, Nature Lab, and a renowned Children’s Summer Camp Program. Numerous fields throughout the neighborhood cater to various sports such as Lacrosse, Soccer, Football, Softball, Volleyball, and Badminton. The surrounding forest boasts over 5 miles of scenic walking and mountain biking trails, with a picturesque 2-mile waterfront loop offering captivating views of the Severn River and Brewers Pond. Golf carts are the preferred mode of transportation within the community. The vibrant social calendar is filled with events including the 3rd of July Fireworks, 4th of July Parade, Summer Dances, 5K Race, Corn Roast, Clam Bake, Tennis and Golf Tournaments, and much more. Holiday festivities cater to both adults and children alike. A one-time $20,000 membership fee to join the Sherwood Forest Club is required as part of your Real Estate Transaction.

120 Edge Hill, Annapolis

Listing courtesy of Douglas Realty LLC. Contact: (410) 255-3690

3 Beds ⋅ 2 Baths

Experience easy, low-maintenance living in this spacious top-floor 3-bedroom, 2-bath condo with elevator access, located in the gated, amenity-rich 55+ community of Four Seasons at St. Margarets. Original hardwood floors and soaring vaulted ceilings create an open, inviting atmosphere throughout the main living area. The living room has a finished loft/storage area above, a large window that fills the space with natural light while providing access to the private balcony. The kitchen is thoughtfully designed with all-wood cabinetry, a center island with an eat-in ledge, backsplash, cooktop, double wall oven, pantry, and recessed lighting. A separate dining area offers the perfect setting for everyday meals or entertaining guests. The generous 12' x 13' primary suite features a walk-in closet with custom built-in organization systems and a private bath complete with a double vanity and a beautifully tiled shower with glass doors. Two additional bedrooms, a second full bathroom, and an in-unit laundry room provide comfort and convenience for family or guests. Brand new heating & cooling system just installed. Residents of Four Seasons at St. Margarets enjoy exceptional amenities, including a community center, outdoor pool, fitness center, meeting room, and gathering room, all within a secure gated neighborhood. Conveniently located near shopping, restaurants, parks, and Route 50, this home offers the perfect combination of comfort, convenience, and an active lifestyle. Your next chapter begins here.

1501 Broadneck Pl Unit #402, Annapolis

Listing courtesy of Douglas Realty LLC. Contact: (410) 255-3690

4 Beds ⋅ 4 Baths

A great opportunity to enjoy one of the most sought-after lifestyle communities around in this spacious Colonial home, perfectly sited on a rare 0.35-acre lot, one of the largest homesites in the neighborhood. Offering timeless appeal and exceptional potential, this home is ready to be enjoyed immediately or transformed into the custom residence you've always envisioned with thoughtful updates and modern finishes. The traditional floor plan features 4 bedrooms, 3.5 baths, a 2-car garage, welcoming front porch, and generous living spaces. A large unfinished walk-out basement provides endless possibilities for future expansion, recreation, or storage. The layout with formal Living and Dining which flows into the open Kitchen , Family room and breakfast nook creates a fantastic atmosphere for entertaining or easy every day living. The soaring ceiling with walls of windows and fireplace in the 2 story family room is awe-inspiring and a focal point of the home. Step outside to what may be the best the most private and expansive backyard in the community. A peaceful outdoor setting with ample room for entertaining, gardening, play, or simply relaxing in a relaxing environment. Life here extends far beyond the property itself. Residents enjoy an outstanding array of community amenities including water access with community piers for launching canoes and kayaks, a large swimming pool and hot tub with clubhouse, scenic walking trails, and multiple playgrounds, creating an exceptional setting for recreation and connection. Whether you're looking for a home you can move right into or a property with the space and location to create something truly special, this is a rare opportunity to own in this desirable neighborhood. Just a few minutes drive to downtown Annapolis, close to restaurants, groceries and shops and an easy commute to Baltimore and Washington DC. Welcome Home!

716 Pearson Point Pl, Annapolis

Listing courtesy of TTR Sotheby's International Realty. Contact: (410) 280-5600

3 Beds ⋅ 2 Baths

HUGE PRICE REDUCTION $25,000.00 Welcome Home! Don't let summer slip away before you have the chance to relax by this beautiful pool while enjoying one of the best waterfront views around .This beautifully Renovated Eastport Marina Condo with Deeded 30’ Slip A 54 & Waterfront Pool. This 3-bed, 2-bath end-unit condo in sought-after Severn House Condominiums blends coastal charm with modern luxury. Nearly every detail has been refreshed or rebuilt—new electrical, premium hardwood flooring throughout, added in-unit laundry, and a fully renovated kitchen featuring butcher-block countertops, stainless-steel appliances, gas range with vent hood, built-in microwave, and designer recessed lighting throughout the home. Custom built-ins include a butler’s pantry and laundry cabinetry for smart, hidden storage. A full wall of sliding glass doors opens to a spacious deck offering peaceful seasonal views of Back Creek. The residence also includes a large deeded basement storage unit. Enjoy exclusive ownership of a deeded deep water 30+ foot boat slip—one of the few in Annapolis with direct vehicle access, allowing you to drive right to the dock for easy loading and unloading. Located in the heart of Eastport, Severn House offers a waterfront pool, beautifully maintained grounds, and the area’s most protected deep-water marina. Sidewalks lead to Downtown Annapolis, the U.S. Naval Academy, and the city’s famed restaurants and shops. This turnkey waterfront condo perfectly balances luxury, comfort, and location—schedule your private showing today.

755 Fairview Ave Unit #755 D, Annapolis

Listing courtesy of RE/MAX Leading Edge. Contact:

2 Beds ⋅ 2 Baths

Welcome to this beautifully updated and move-in-ready home! The bright and inviting main level features stunning wood floors (2025) and flows seamlessly into a fully remodeled kitchen (2025). The kitchen boasts crisp white cabinetry, stainless steel appliances, quartz countertops, peninsula featuring a striking quartz waterfall countertop with a sleek flat cooktop, and new smart inset ceiling lights. Two large newly added windows in the kitchen add natural light. The adjacent dining room is highlighted by a new smart chandelier and upgraded French doors (2025). Upstairs, you will find two generously sized bedrooms. The entirely remodeled full bathroom (2026) serves as a luxurious retreat, showcasing a large glass walk-in shower with custom tile work and a modern rainfall showerhead. Smart inset ceiling speakers in this space pair to your cell phone for easy listening opportunities, while a contemporary front lit and anti-fog mirror sits above a burnished stone floating vanity. The basement offers a spacious finished living area alongside an unfinished utility/laundry space, a workbench with built-in shelving, and a convenient half bathroom. It is further enhanced by newly added ceiling insulation (2026). The house features many updates including windows throughout the home (2023), roof with a 30 year warranty (2020), fully refreshed exterior paint (2023), and added windows to both the bathroom and kitchen to increase natural light. Outdoor entertaining is a dream with the covered deck located right off the dining room, leading down to a beautifully landscaped yard complete with a shed for storage, brick lined gravel path, and two gorgeous wooden pergolas.

422 Blossom Tree Dr, Annapolis

Listing courtesy of Samson Properties. Contact: 7033493900

4 Beds ⋅ 4 Baths

Welcome to 3249 Arundel On The Bay Road, an exceptional custom contemporary estate situated on over one private acre in one of Annapolis’ most exclusive waterfront communities. Appraised at $1,097,000 in January 2026, this remarkable property offers an incredible opportunity for instant equity while delivering the luxury lifestyle today's discerning buyers seek. A dramatic two-story foyer introduces light-filled interiors enhanced by oversized windows, custom finishes, and sophisticated design throughout. The open-concept layout centers around a beautifully appointed kitchen featuring stainless steel appliances, a spacious pantry, and designer lighting, creating the perfect setting for both intimate gatherings and grand entertaining. The impressive main-level primary suite serves as a private retreat with soaring ceilings, a loft, expansive walk-in closet, and spa-inspired bath. Additional bedrooms, versatile living spaces, a finished lower level with a custom fireplace feature wall, and a spectacular rooftop deck provide exceptional comfort and flexibility for family and guests. Step outside to your secluded backyard oasis surrounded by mature privacy trees, offering the perfect backdrop for outdoor entertaining and peaceful relaxation. A two-car garage with EV charging capabilities adds modern convenience, and the seller is willing to include the home's furnishings for a truly turnkey experience. Residents of Arundel On The Bay enjoy access to private beaches, boat ramps, fishing piers, kayak storage, and breathtaking Chesapeake Bay sunsets—all just minutes from downtown Annapolis, premier dining, marinas, and yacht clubs. Rarely does a property combine privacy, luxury, and the coveted Annapolis waterfront lifestyle so effortlessly. There's nothing like it in the area!

3249 Arundel On The Bay Rd, Annapolis

Listing courtesy of Keller Williams Capital Properties. Contact:

5 Beds ⋅ 3 Baths

Beautifully updated and meticulously maintained, this exceptional 5-bedroom, 3-bath Cape Cod offers the perfect blend of timeless charm, thoughtful renovations, and flexible living spaces in the highly sought-after water privileged community of Cape St. Claire. Step inside to an inviting open-concept main level featuring rich hand-scraped hardwood floors and a stunning gourmet kitchen designed for everyday living and effortless entertaining. The oversized granite island, designer tile backsplash, soft-close cabinetry, stainless steel appliances, and abundant storage create a space that is both beautiful and functional. The adjoining living area is anchored by a large wall unit, which conveys with the home. The versatile floor plan offers two bedrooms and a beautifully updated full bath on the main level, two spacious bedrooms with another renovated full bath and convenient upper-level laundry, plus a private lower-level bedroom and full bath—ideal for guests, an in-law suite, home office, or multi-generational living. A second washer/dryer hookup and an expansive unfinished storage area in the lower level provide exceptional flexibility. Outdoor living is just as impressive, with a screened porch, deck, patio, and fully fenced backyard creating the perfect setting for morning coffee, summer cookouts, or relaxing evenings. A storage shed provides additional space for lawn equipment and outdoor gear. Major recent improvements offer outstanding peace of mind, including a new HVAC system (2025), owned water treatment system with UV light (installed by Hague in 2025), sump pump (2025), dishwasher (2025), front door (2025), professional air duct cleaning (2025), well pump (2023), replacement of the well-to-house water line with PVC, and most electrical breakers replaced by Watts Up within the past five years. Upper-level bedrooms include supplemental window air conditioning units for enhanced comfort, and mature trees have been professionally trimmed. Enjoy the unmatched Cape St. Claire lifestyle with access to multiple community beaches, boat ramps, marinas, fishing and crabbing piers, playgrounds, parks, walking trails, a clubhouse, and year-round neighborhood events. Plus, join Cape St. Claire Swim Club, right down the street and enjoy a community pool membership each summer. Conveniently located just moments from Cape St. Claire Elementary School, Broadneck schools, downtown Annapolis, commuter routes, shopping, restaurants, and the Chesapeake Bay, this move-in ready home offers the ideal combination of comfort, quality, and coastal living.

1221 Plateau Pl, Annapolis

Listing courtesy of Compass. Contact: (410) 429-7425

5 Beds ⋅ 5 Baths

Welcome to this beautifully maintained custom built Tudor Style home in this small coastal community! NO HOA!! Pride of ownership shows! With a primary suite on the main level and another primary suite on the upper level, this home is perfect for multi-generational living and accessibility! The upper level features 3 spacious bedrooms and 2 full baths; the main level has 1 large bedroom with a full bath and walk-in shower; and the lower level has another full bath and several areas to make additional bedrooms. The huge 1,100 sqft finished lower level has multiple rooms including a large rec room that can fit a pool table, games and a bar area; plus a family room or theatre room and private entrance! There is even space for a kitchenette! There are so many possibilities with this extra space including an apartment or in-law suite! The home is filled with natural light and scenic views throughout. Situated on almost a half of acre and only 2 blocks to the Chesapeake Bay! The lush backyard is fully fenced in and ready for summertime entertaining! The lot next to the home is a preserved wooded lot that offers privacy and attracts wildlife. Oyster Harbor offers the best of Coastal Maryland living—just minutes from historic downtown Annapolis, top-rated restaurants, shopping, and commuter routes. The home has been well cared for and maintained; only two owners since it was built! Recent updates include: HVAC, water heater, main level LVP floors that are very durable, trex deck and renovated front porch with tile, custom plantation shutters, renovated primary suite and luxury full bath, front load w/d, professionally cleaned, professionally landscaped, backyard drainage system...and more! Sellers are MOTIVATED and ready for another family to make this their home! MOVE-IN READY AND A MUST-SEE! You won't find many homes with this lot size and location for this price. Schedule your showing today! OPEN HOUSE SUN 1-3PM!

3280 Arundel On The Bay Rd, Annapolis

Listing courtesy of The KW Collective. Contact: 4435741600

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