Annapolis Real Estate

Annapolis Real Estate

Welcome to Annapolis, the charming capital of Maryland and a city steeped in rich history and vibrant culture. Nestled along the picturesque shores of the Chesapeake Bay, Annapolis is a delightful blend of colonial heritage and modern living, offering residents and visitors alike a unique experience that is both captivating and inviting.

Annapolis is renowned for its stunning waterfront views, where sailboats glide gracefully across the water, and the historic streets are lined with beautifully preserved 18th-century buildings. As the home of the United States Naval Academy, the city exudes a sense of patriotism and pride, with the iconic dome of the Maryland State House serving as a striking centerpiece. History enthusiasts will revel in exploring the many museums, monuments, and landmarks that tell the story of this remarkable city.

Beyond its historical allure, Annapolis is a vibrant hub for arts and culture. The city hosts numerous festivals, art shows, and live music events throughout the year, showcasing local talent and fostering a strong sense of community. Food lovers will delight in the array of dining options, from charming waterfront seafood shacks to upscale restaurants, offering a taste of the Chesapeake Bay’s finest cuisine.

Outdoor enthusiasts will find plenty to love in Annapolis, with ample opportunities for sailing, kayaking, and hiking in nearby parks. The city’s welcoming neighborhoods are perfect for families, professionals, and retirees alike, making it an ideal place to call home.

Whether you’re strolling along the historic streets, enjoying a sunset by the water, or immersing yourself in the local culture, Annapolis is a city that captures the heart and offers a lifestyle like no other. Come discover the magic of Annapolis—your new adventure awaits!

Newest Listings in Annapolis

5 Beds ⋅ 5 Baths ⋅ MDAA2152558 MLS

Discover the pinnacle of contemporary waterfront living in this extraordinary new construction residence by Cypress Homes, perfectly sited on a spectacular peninsula along the picturesque Little Magothy River. Encompassed by water on two sides and boasting an exceptional 525 feet of waterfrontage, this remarkable property captures sweeping panoramic views extending across the Magothy River to the Chesapeake Bay beyond. This custom-designed luxury home offers an exceptional blend of refined craftsmanship, timeless elegance, and an unparalleled waterfront lifestyle. Located within the highly acclaimed Blue Ribbon Broadneck School District and just minutes from downtown Annapolis, Severna Park, Baltimore, Washington, D.C., and BWI Airport, this remarkable property offers the perfect balance of peaceful waterfront living and everyday convenience. Designed with meticulous attention to detail, every space has been thoughtfully curated to capture the spectacular water views while offering exceptional comfort for everyday living and entertaining. The dramatic foyer immediately impresses with a stunning floor-to-ceiling glass wine cellar before opening to expansive living spaces where walls of glass frame the shimmering waters of the river and poo beyond. The open-concept design seamlessly connects the living room with fireplace and wet bar, elegant dining area, and gourmet chef's kitchen featuring premium appliances, custom cabinetry, and sleek designer finishes. A private main-level bedroom with an ensuite bath provides ideal accommodations for guests, extended family, or a dedicated home office. An architectural open-tread staircase leads to the upper level, where four additional bedrooms and three beautifully appointed baths await. The luxurious primary suite is a true waterfront sanctuary, offering breathtaking views,, a private balcony overlooking the heated saltwater pool, a spa-inspired bath, and generous walk-in closets. An additional ensuite bedroom and two spacious bedrooms connected by a shared bath provide flexibility for family and guests, while the expansive bonus room above the garage is ideal as a media room, playroom, fitness studio, or additional guest retreat. Step outside to experience an extraordinary waterfront setting unlike few others. Whether relaxing beside the heated saltwater pool, entertaining along the water's edge, or enjoying the serenity afforded by this rare peninsula setting, the connection to the water is ever present. Launch a kayak or paddleboard from your private pier, spend the day crabbing and fishing, or cruise the protected waters of the Little Magothy River before venturing out for endless boating adventures. Offering the rare combination of exceptional new construction, 525 feet of waterfrontage, a peninsula setting with water on two sides, luxurious finishes, panoramic water views, and an unbeatable location, this is a home designed to be enjoyed for generations. A truly remarkable opportunity to experience one of Annapolis' most exceptional waterfront estates. Welcome Home!

1100 Magothy Cir, Annapolis

2 Beds ⋅ 2 Baths ⋅ MDAA2152026 MLS ⋅ Severn House Condo BLDG.

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

2 Beds ⋅ 2 Baths ⋅ MDAA2152088 MLS

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

3 Beds ⋅ 4 Baths ⋅ MDAA2153000 MLS

Welcome to this beautifully maintained townhome in the community of August Woods, where comfort, convenience, and the Annapolis lifestyle come together. Ideally located, this charming neighborhood offers easy access to historic downtown Annapolis, the Chesapeake Bay, premier shopping and dining, and an abundance of outdoor recreation. This three-level brick-front townhome offers over three finished levels of thoughtfully designed living space with 9-foot ceilings and an abundance of natural light throughout. An oversized one-car garage with additional storage provides both convenience and functionality. Step inside to discover an inviting open-concept living and dining room featuring crown molding, decorative wainscoting, and a cozy gas fireplace with a marble surround and custom built-in shelving. The dining room flows seemlessly from the family room and open to the kitchn. The spacious eat-in kitchen is designed for both everyday living and entertaining, offering beautiful granite countertops, a center island, premium Wolf appliances, a gas range, and ample workspace. The bright breakfast room/sunroom offers the perfect place to relax with a morning cup of coffee or unwind at the end of the day. Sliding glass doors lead to a spacious deck overlooking a private wooded setting and a fully fenced turf backyard, creating the perfect outdoor retreat. A conveniently located powder room completes the main level. Upstairs, you will find the large primary suite, with a large walk in closet and ts own spa like private ensuite bath. A jacuzzi tub, a separate shower, and double sinks provide exceptional comfort and privacy. Upper-level stackable washer and dryer add to the home's move-in-ready appeal. There are 2 additional guest bedrooms and a guest bathroom to and upper-level stackable washer and dryer adding to the home's move-in-ready appeal. The bright walkout lower level is filled with natural light from the numerous windows and offers exceptional flexibility. This finished space is currently serving as a recreation room and separate office. A half bath and additional storage area make this level as functional as it is versatile. Outdoor living is just as inviting, with both a spacious deck and a private patio overlooking a peaceful wooded backdrop that provides year-round privacy and tranquility. Residents of August Woods enjoy easy access to outstanding nearby amenities, including a public boat launch, tennis and basketball courts, playgrounds, baseball fields, and the Pip Moyer Recreation Center featuring a fitness center, indoor courts, a rock climbing wall, and a wide variety of classes. During the warmer months, enjoy one of Annapolis' most popular outdoor pool complexes, complete with a water slide, kiddie pool, and lap lanes. Offering a wonderful combination of thoughtful updates, quality finishes, flexible living spaces, and an unbeatable Annapolis location, this exceptional home is ready for its next owner. Come experience everything August Woods has to offer!

1151 August Dr, Annapolis

2 Beds ⋅ 3 Baths ⋅ MDAA2152986 MLS ⋅ Hunt Meadow Homeowners BLDG.

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, Annapolis

2 Beds ⋅ 1 Baths ⋅ MDAA2152618 MLS

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

4 Beds ⋅ 4 Baths ⋅ MDAA2150682 MLS

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

3 Beds ⋅ 2 Baths ⋅ MDAA2152980 MLS ⋅ Severn House Condo BLDG.

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

2 Beds ⋅ 2 Baths ⋅ MDAA2151890 MLS

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

4 Beds ⋅ 4 Baths ⋅ MDAA2152960 MLS

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

5 Beds ⋅ 3 Baths ⋅ MDAA2152692 MLS

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

5 Beds ⋅ 5 Baths ⋅ MDAA2152934 MLS

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

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