310 properties for sale in Annapolis Overlook

This charming 2-BR/2-BA, move-in ready condo offers both convenience and a welcoming sense of home. Located in the beautiful waterfront town of Annapolis! This main-level unit has been thoughtfully updated with stylish finishes, easy one-floor living and a great open floor plan. Nice vinyl flooring flows throughout with plenty of natural light to enjoy, plus recessed lighting and chair rail/crown modeling for an added touch of elegance. The spacious kitchen features SS appliances, a large island with a butcher block countertop, subway backsplash, built-in shelving with an area perfect for a coffee bar. Creates a functional and inviting space for cooking & entertaining. French door exits to the cozy patio/porch, shaded and private which is perfect for relaxing anytime day or night. Includes an extra outdoor storage room as well. Residents of the community also have access to the pool during the Summer months. Historic downtown Annapolis is less than 10 minutes away and has so much to of

Price reduced for quick sale! Back on the market with new photos! Welcome to this beautifully updated terrace-level condo offering the perfect blend of comfort and style. This 2-bedroom unit features fresh paint, brand-new carpet, and an upgraded kitchen complete with new countertops and stainless steel appliances. Enjoy easy single-level living with a spacious, open-concept layout that flows seamlessly to a private setting with peaceful forest viewsideal for relaxing or entertaining. Community amenities include an outdoor pool, fitness center, and clubhouse. Two reserved parking spaces convey. Now vacant, move-in ready, and one of the best updated values in the communitydon't miss it! Now offered at a new, improved price, this move-in ready home is one of the best updated values in the communitydon't miss it!

Welcome to 50-G Sandstone Court, nestled in the desirable Annapolis Overlook community, where comfort, convenience, and easy living come together. This beautifully maintained 2-bedroom, 2-bath condominium is truly move-in ready and offers a bright, welcoming atmosphere you'll be proud to call home. Step inside to discover a spacious, open-concept living area that creates the perfect setting for relaxing after a long day or gathering with family and friends. Natural light fills the space, while sliding glass doors lead to a private deck overlooking peaceful green spacean ideal spot to enjoy your morning coffee, unwind with a good book, or simply take in the outdoors. The thoughtfully designed kitchen features generous counter space, making meal preparation both convenient and enjoyable. Just off the kitchen, the adjoining dining area provides the perfect setting for everyday meals or entertaining guests. The tranquil primary suite is filled with natural light and offers serene views of

Welcome home to this fantastic two bedroom, two bath condo. Located on the ground level with a view of grassy area, trees, and the community pool. Open concept for the living and dining room area, with a bump out used currently as an exercise area, but it can be anything your heart desires. The modern kitchen is updated with silestone countertops, stainless appliances and the range is brand new. The living room has a slider which leads to a nice patio the grassy common area and pool beyond. The primary bedroom has a wonderfully tiled full bath, and the second bedroom shares the second bath with the common area. A brand new washer and dryer are inside the unit. Amenities include the community pool and fitness center. Great location, minutes from downtown Annapolis, or commuter routes to Washington, Ft Meade, or Baltimore. Be sure to check out the virtual floor plan tour!

This is a Real Estate-Owned (REO)/post-foreclosure home owned or managed by a bank. All offers are considered; however, the highest and best will most likely be accepted

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This is a Real Estate-Owned (REO)/post-foreclosure home owned or managed by a bank. All offers are considered; however, the highest and best will most likely be accepted

OPEN HOUSE SATURDAY 7/25 and SUNDAY 7/26 FROM 11-1pm Situated on one of Annapolis' widest and most desirable, dead end streets, this beautifully updated 3-bedroom, 1.5-bath Colonial blends timeless charm with thoughtful modern improvements. Meticulously maintained by its current owners, nearly every inch of the home has been enhanced. The renovated kitchen was thoughtfully redesigned to open the main living space, creating the perfect layout for everyday living and effortless entertaining. It features stainless steel appliances, granite countertops, a beverage refrigerator, and an exposed brick fireplace that adds warmth and character. The adjoining breakfast nook provides an inviting spot to enjoy morning coffee or serve family and guests. The spacious living room offers an open, airy feel while remaining cozy during the winter months with its wood-burning fireplace. Upstairs, you'll find three comfortable bedrooms and a beautifully renovated full bath, completed in August 2025. Step

Welcome to this impeccably maintained and extensively updated ranch-style residence, offering an exceptional blend of luxury, comfort, and resort-inspired living just minutes from historic Annapolis. From the moment you arrive, the quality craftsmanship and meticulous attention to detail are evident throughout. At the heart of the home is a beautifully appointed gourmet kitchen featuring premium Wolf appliances, abundant custom cabinetry, quartz countertops, a beverage and wine refrigerator, and generous space for both everyday living and entertaining. Two double-sided gas fireplacesone shared by the living room and the other featured in the primary suiteoffer both warmth and architectural elegance, adding a distinctive touch to this exceptional home. Recent renovations have enhanced the home's appeal, highlighted by a spectacular oversized primary suite designed as a private retreat. The suite features a spacious walk-in closet and a spa-inspired ensuite bath complete with heated floo

Welcome to 1424 Regent Street, where modern style meets everyday comfort. This beautifully updated home offers exceptional curb appeal with a spacious driveway, a brand-new sprinkler system, and a fully fenced backyard featuring a large deckperfect for entertaining, relaxing, or enjoying outdoor living. Step inside to discover a stunning custom-designed living room highlighted by a striking gold and white accent wall that creates a warm, sophisticated focal point. The adjoining dining area flows seamlessly into the show-stopping custom kitchen, complete with stylish cabinetry, gorgeous quartz countertops, and designer finishes that make cooking and gathering a true pleasure. The spacious primary suite features its own en-suite bathroom featuring custom designer finishes. An additional beautifully renovated full bathroom upstairs offers both style and convenience for family and guests. Throughout the home, you'll find thoughtfully designed custom bathrooms and quality updates that creat

Experience Ultimate Flexibility with this Versatile and Spacious Contemporary Townhome offering Unique Zoning flexibility, 3 Finished levels with 3,016sf, and a Rare Live/Work Opportunity in Village Greens of Annapolis! Operate a boutique business, studio, or professional office right from your street-level commercial space with no commute. Previously a boutique shop. With a convenient Kitchenette/Wet Bar area and Half Bath. Upstairs on the Main Living Level, discover an upscale, open-concept layout flooded with natural light and fabulous Designer Touches, Crown Molding, Plantation Shutters, Gorgeous Wood Floors and a Half Bath. The Beautiful Gourmet Kitchen features a large Island, Bright White Cabinets, Stainless Appliances and Quartz Counters in addition to the Spacious Dining area, and Inviting Living Room, Cozy Gas Fireplace and Deck create the perfect hub for Entertaining! Retreat to the Upper Level offering a Serene Primary Suite with Amazing Attached Bath and Walk-in Closet in

Now with improved view! Experience a hassle-free waterfront lifestyle at The Point on Spa Creek, where this stunning condo offers exceptionally easy living with picturesque views overlooking Historic Annapolis and Spa Creek. This spacious 2 bedroom 2 bath condo with flexible loft space features beautifully appointed rooms and is just steps away from the clubhouse, pool, dock, and scenic walking paths. The expansive Living room with fireplace is the perfect setting to relax and take in the views. The 2 sided fireplace also provides ambiance for the adjacent cozy nook that is ideal for a desk or reading chair. The gourmet kitchen with peninsula is sure to please any chef and the gorgeous water views makes everyday feel like a vacation. Enjoy the covered deck overlooking the waterfront; perfect for entertaining or relaxing while taking in the tranquil surroundings. The primary bedroom features a spacious closet, ensuite bath and covered balcony. With an additional light-filled bedroom, ha

Discover easy, turn-key living in this beautifully maintained two-bedroom, two-bathroom condo overlooking a peaceful courtyard. This move-in-ready opportunity offers an incredible community lifestyle. Cool off during hot summer days in the community pool, host effortless gatherings at the picnic area, or enjoy a game at the nearby pickleball and tennis courts. If you love the outdoors, the spectacular Quiet Waters Park is just minutes away. Ideally located just minutes from downtown Annapolis, premier dining, and shopping, this home offers the perfect blend of convenience and tranquility. Step inside to a spacious living room that opens to a private balconyperfect for your morning coffee or relaxing evenings. The functional layout features a separate dining area and a nicely updated kitchen with an adjoining breakfast space/den, offering both comfort and versatility. Both the primary suite and the second bedroom are generously sized, providing a welcoming retreat at the end of a busy d

Welcome to waterfront living at The Point, one of Annapolis most desirable communities on Spa Creek. Thoughtfully designed to showcase the water, this one-bedroom, one-bath condo features beautiful hardwood floors, stunning Spa Creek views, and two private balconies, perfect for taking in the waterfront scenery. The updated kitchen features high end appliances and upgraded countertops, creating a clean, seamless look. The Point offers an exceptional Annapolis lifestyle with a waterfront pool, marina with boat slips for power and sailboats, tennis and pickleball courts, clubhouse, and access for kayaking and other water activities. Enjoy the convenience of walking to downtown Annapolis and Eastport for restaurants, shops, marinas, and waterfront fun. The unit also includes assigned storage and dedicated bicycle space on the ground floor. Whether youre looking for a full-time home or an easy Annapolis getaway, this is waterfront living with downtown fun just a short walk away

You will immediately feel at home when you walk into this beautifully upgraded townhome! The current owner has thoughtfully enhanced the home with countless upgrades, including new luxury vinyl plank flooring throughout the upper level, new carpet on the stairs and in the basement, designer light fixtures, plantation shutters on every window, a freshly painted interior, and ceiling-mounted storage racks in the oversized 2-car garage. The open and inviting main level was designed with entertaining in mind, featuring a spacious family room, two separate dining areas, and a beautifully appointed kitchen complete with granite countertops, stainless steel appliances, custom cabinetry, and a large island with seating. Step outside to the spacious rear deck, where the outdoor gazebo conveys for your ease and enjoyment. This space creates the perfect setting to relax or entertain from day one. Upstairs, the impressive primary suite showcases vaulted ceilings, a walk-in closet with a custom org

Price Drop! Don't miss out on this beautiful fully updated Eastport home for less than $400k! Welcome to 1019 President St in the heart of Eastportwhere charm, space, and modern upgrades come together just minutes from the water and Historic Annapolis. This beautifully renovated 3-bedroom, 2-bath home offers a rare combination of cozy living and exceptional outdoor space. Situated on an oversized lot with a classic white picket fence, the property features a huge yard, private parking for 4+ vehicles (a true rarity here), a welcoming front porch, and a spacious back patioperfect for entertaining, relaxing, or simply enjoying the space that sets this home apart. Inside, the home has been completely transformed with top-to-bottom upgrades, including brand new central HVAC system, complete electric upgrades, new flooring throughout, a stunning modern kitchen with high-end finishes and appliances, and beautifully designed bathrooms. Natural light pours in on every level, highlighting the c

Exciting price improvement! Welcome to 34 Enclave Court, a beautifully appointed and spacious townhome in one of Annapolis's most desirable and convenient locations. Built in 2019 by K. Hovnanian, this meticulously maintained residence offers over 2,700 square feet of refined living space across three thoughtfully designed levels-all within walking distance of Downtown Annapolis, the Naval Academy, and major commuter routes. Perfectly positioned on a premium lot backing to trees, the home provides exceptional privacy and a peaceful, natural setting. The main level showcases a bright, open-concept layout featuring upgraded luxury vinyl plank flooring, 9-foot ceilings, and a stunning gourmet kitchen. Highlights include Dallas White granite countertops, stainless steel appliances, and an impressive 12-foot center island with ample seating-ideal for both entertaining and everyday living. The adjoining dining area provides a dedicated space for gatherings, while a convenient half bath adds

This 3 bedroom, 2.5-bath home with a large finished basement provides great value. Located in The Landings, this Annapolis home has been loved and had money spent on it on things that matter. New roof in 2025. Updated high-end efficient windows. Updated sliding doors. Updated bathroom vanities. Updated HVAC. New flooring throughout. Updated cedar siding. The main level provides wonderful living and entertaining space filled with natural light and features a cozy log burning fireplace. The upper level offers THREE bedrooms with wonderful natural light. The primary bedroom features a vaulted ceilings and its own en-suite bathroom; it is bright and spacious. The basement level includes large laundry room and a large living area that could easily be used as a media room or home office. The rear of the home offers a private deck looking out to a community greenspace which is perfect for relaxing or entertaining. The front of the home offers spacious parking. Ideally located, this home has e

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 f

New price alert! *Nestled in the charming Boucher Place community, this exquisite end-of-row townhouse offers a perfect blend of coastal and traditional architectural styles, creating a warm and inviting atmosphere. Built in 2013, this residence boasts 1,800 square feet of thoughtfully designed living space, ideal for those seeking comfort and elegance. The kitchen is a chef's dream, featuring upgraded countertops, a spacious island, and high-end stainless steel appliances, including a gas range and built-in microwave. The combination of hardwood on the main level, throughout adds a touch of sophistication, while plush carpeting in the bedrooms ensures a cozy retreat. The home features three generously sized bedrooms, each designed with comfort in mind. The primary suite is a true sanctuary, complete with a walk-in closet and a luxurious en-suite bathroom featuring a tub shower. Enjoy the warmth of the gas fireplace in the family room, creating a perfect ambiance for relaxation. Though

Welcome to 52 Primrose Hill Lanethe original model home in Craftmark's sought-after Primrose Hill community, where timeless architecture meets modern, low-maintenance living in the heart of Annapolis. Designed with both style and sustainability in mind, this exceptional residence offers nearly 4,000 square feet of thoughtfully curated living space, allowing you to spend less time on upkeep and more time enjoying the Chesapeake Bay lifestyle. Classic Georgian architecture is paired with a clean, sophisticated interior featuring custom built-ins, fine millwork, designer lighting, and a marble-surround gas fireplace. Every detail has been carefully selected to create a home that is both elegant and highly functional, with oversized closets and dedicated storage spaces throughout. The open-concept main level is ideal for everyday living and entertaining. A gourmet chef's kitchen features quartz countertops, an oversized island, energy-efficient appliances, and designer finishes, flowing se

Major price reduction! Beautifully updated by the current owners, this move-in ready home offers a fresh, modern feel with stylish finishes throughout and a rare opportunity to own in Annapolis at this price point, just minutes from Eastport, Downtown Annapolis, and Quiet Waters Park. Boasting over 2,000 square feet, the spacious floor plan features a large living area, separate dining space, expansive kitchen, and walk-out deck perfect for entertaining. Upstairs offers two generously sized bedrooms, including a spacious primary suite. The beautifully finished lower level provides flexible living space with the potential for a third bedroom, home office, or guest suite. Ideally located near waterfront dining, shopping, marinas, and scenic trails, this home combines modern updates, exceptional value, and one of Annapolis most convenient locations. Whether youre looking for a primary residence, weekend retreat, or investment opportunity, this is Annapolis living at an increasingly hard-t

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

Experience Annapolis living at its finest in this stylish townhome nestled in a quiet cul-de-sac of Mariners Point. Recently refreshed with neutral paint and an elegant updated kitchen boasting Silestone counters, premium stainless appliances, and a generous island, this 3-bedroom, 2.5-bath residence offers both form and function. The main-level bedroom provides wonderful versatility as a private office or guest space, while the upper-level primary suite delivers a true retreat with its en-suite bath. Residents enjoy access to the community pool and clubhouse, plus effortless access to downtown Annapolis vibrant dining, shopping, and maritime scene. Sophisticated, comfortable, and truly move-in ready. Also Assumable VA loan @ 1.9%