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130 Great Lake Dr, Annapolis
$650,000
4 Beds ⋅ 3 Baths
SOMETHING SPECIAL IS COMING TO HILLSMERE SHORES! Get ready to fall in love with 103 Great Lake Drive, an exciting new opportunity in one of Annapolis' most sought-after waterfront communities! Offering wonderful versatility and inviting spaces designed for both everyday comfort and effortless entertaining, this home features 2 fireplaces, a fabulous deck perfect for outdoor gatherings, and a separate in-law, nanny, or au pair suite that provides exceptional flexibility for extended family, guests, or multigenerational living. Imagine cozy evenings beside the fire, summer dinners under the stars, and weekends enjoying everything that makes Hillsmere Shores so special—including its beautiful community beach, marina, pool, and vibrant waterfront lifestyle. All just minutes from Historic Downtown Annapolis, shopping, dining, and everything the Chesapeake Bay region has to offer. A home with character, flexibility, and an address you'll love. More details and photographs coming soon. STAY TUNED!

130 Great Lake Dr, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

700 N Holly Dr, Annapolis
$799,900
4 Beds ⋅ 3 Baths
Discover the possibilities of waterfront living at 700 N Holly Drive in Annapolis! Set on approximately 0.68 acres in the established community of Amberley, this four-bedroom, two-full-and-one-half-bath home pairs a peaceful setting along Whitehall Creek with comfortable living spaces and room to make it your own. Mature trees and water views create an inviting backdrop for everyday living, outdoor entertaining, and relaxing weekends at home. The bright kitchen features gray cabinetry, recessed lighting, generous counter space, and a breakfast area overlooking the surrounding greenery. A spacious family room offers a welcoming gathering place with a gas fireplace, brick surround, and built-in cabinetry. Step outside to the screened-in rear porch, where lovely water views create the perfect setting for morning coffee, casual dining, or unwinding at the end of the day. A separate dining room provides space for entertaining, while main-level laundry and a powder room offer everyday convenience. Upstairs, the primary bedroom includes plantation shutters, a walk-in closet with an organization system, and a private bath with a tiled shower. Three additional bedrooms and a full hall bath with a tub/shower combination complete the upper level. The unfinished basement provides valuable storage and opportunities to explore future improvements. An attached two-car garage and additional driveway parking add practicality to the property. Outside, the spacious grounds and brick patio offer room for gathering, gardening, and enjoying the natural surroundings. Whether you envision outdoor dinners, quiet afternoons overlooking the creek, or personalizing the landscape, this property provides a beautiful starting point. Amberley’s amenities further complement the waterfront lifestyle, with three community piers, kayak and dinghy storage racks, a kayak launch pier, a boat ramp, and more than 15 acres of forest and field with a walking trail. Community boat-slip privileges are coordinated through the association’s Pier Committee and carry a separate annual maintenance fee. Bring your vision and personal touches to this Annapolis waterfront home and create a retreat to enjoy for years to come. Schedule your showing today!

700 N Holly Dr, Annapolis

Listing courtesy of Winning Edge. Contact:

1925 Fairfax Rd, Annapolis
$700,000
5 Beds ⋅ 3 Baths
Stunning, updated home on a spacious .6-acre lot located just 2 miles from historic downtown Annapolis. The main level boasts beautifully refinished hardwood floors, updated eat-in kitchen, and a separate dining room. The bright living room with a wood-burning fireplace flows effortlessly toward outdoor living, featuring a spacious screened-in porch that exits to a large back deck. A desirable main-floor bedroom with a full ensuite bathroom offers ultimate convenience. Upstairs, you will find three additional hardwood-floored bedrooms sharing a tastefully updated full bathroom. The versatile basement provides a flexible space perfect for a rec room or fifth bedroom, complete with a full bath, laundry, and ample storage. The expansive, private backyard completes this property with a detached one-car garage and an additional separate storage shed.

1925 Fairfax Rd, Annapolis

Listing courtesy of RE/MAX Leading Edge. Contact:

100 Severn Ave Unit 507, Annapolis
$1,250,000
1 Beds ⋅ 1 Baths
Sought after Coastal lock and go pied de terre escape - or one-of-a-kind primary residence. Private guest parking lot in front of the building with your own underground parking garage and storage bin. This is the only one-bedroom full water view condo in the historic Severn 100 Condo. Overlooking Spa Creek and the Annapolis skyline --- you are one short block to the water's edge and the water taxi to the downtown Annapolis hub. Across the street from Severn 100 is the festive EastPort Yacht Club with live music you can enjoy right from your deck... You are only 2 blocks to the local Marinas at Chesapeake Landing and Annapolis City Marina/Carroll's Creek. Stroll the artful and nautical lined Eastport shops to five-star restaurants, pubs, cafes and side-street waterfront parks. Enjoy your 5th floor-front row balcony seats for Blue Angels fly over in May/ Wednesday and Thursday sailboat regattas / Fourth of July fireworks / Parade of Lights in December and Fireworks on New Year's Eve ... MAJOR RENOVATIONS to #507: New Red Oak front door with brass sailboat knocker...... LIVING AREA and BEDROOM = Built -in shelving housing new fireplace, 55-inch TV and bookshelves. Drop ceiling is an added sound barrier. Installed - all new electrical for Pot lights and ceiling fan. BATHROOM = New shower, wall tile, cabinets, ceiling exhaust system, granite counters on top of storage drawers (7), Kohler toilet, vessel sink, and faucets. Robern medicine cabinets and lighting. KITCHEN = 10 and1/2-foot island with granite surface and seating. All new natural wood cabinets with drawers and cabinets. Pop-up/retractable outlet and USB port on island countertop. Fusion quartzite counter with tile backsplash. Luxury appliances = Subzero refrigerator, Miele dishwasher, Bertazzoni induction stove top and convection oven, whirlpool steam, convection microwave. Storage wall unit with granite top. Beverage refrigerator. All cabinets installed are high end quality from Crystal Cabinet company. GATED GARAGE = Assigned lower-level parking spot #13 = the easiest pull-in / reverse and exit garage space. Garage access to elevator / lobby and all floors. Call list agent directly for pre-qual process that is required for all the private showings. This one is more than a TEN!!

100 Severn Ave Unit 507, Annapolis

Listing courtesy of Coastal Realty Maryland. Contact:

303 Wood Hollow Ct, Annapolis
$360,000
3 Beds ⋅ 2 Baths
Discover the charm of this townhouse in the serene Whispering Woods community. This is a great opportunity to own a beautiful townhouse in Annapolis! It offers a perfect blend of comfort and functionality, making it an ideal retreat for modern living. Step inside to find a spacious layout featuring 3 inviting bedrooms, updated full bath and 1/2 bath in the basement. Enjoy a spacious updated eat in kitchen with crown molding and plenty of room to cook, gather and dine! Crown molding throughout the large living room/dining room combo. The fully finished basement, complete with a walkout entrance, provides additional living space, ideal for a home office, playroom, or cozy den. Brand new roof and attic insulation! Conveniently located near Route 50, charming downtown Annapolis with water views, shopping and dining. Don't miss the opportunity to make this charming residence your own!

303 Wood Hollow Ct, Annapolis

Listing courtesy of Maryland Residential Management Co. Contact:

3134 Anchorage Dr, Annapolis
$965,000
4 Beds ⋅ 3 Baths
Annapolis Renovated Gem A distinctive Annapolis residence where updates, architectural detail, and an enviable waterfront-community setting come together. Welcome to 3134 Anchorage Drive, an extensively updated 4-bedroom, 3-full-bath home offering approximately 3,627 square feet in Annapolis’s desirable Anchorage waterfront community. Situated on a 0.26-acre lot, this distinctive residence features natural stone accents, a fenced backyard, storage shed, attached garage, expansive deck, and covered patio. The 2026 improvements include a new roof, new stainless-steel appliances, new fresh interior paint, new light fixtures throughout, new hardwood flooring in the great room, new lower-level luxury vinyl plank flooring, a fully renovated lower-level bathroom, and basement waterproofing by Charles Pastrana & Sons. Architectural highlights include a dramatic great room with soaring ceilings, three custom arched wood-framed windows with intricate divided-light detailing and decorative fanlights, Pella windows, and sliding-door access to the deck. The welcoming foyer showcases a two-story staircase with custom turned spindles, natural oak handrails, and crafted newel posts. The well-appointed kitchen features Hagerstown custom-made wood cabinetry, granite countertops, a generous pantry, and reverse-osmosis filtration at the kitchen and bar sinks. The spacious Owner’s Suite was an addition to create a larger primary bedroom with a sitting area, custom window moldings, a stained-glass accent, a large walk-in closet, and a spa-inspired en-suite bath with a glass-enclosed shower, whirlpool soaking tub, double granite vanity, and separate water closet. The lower level provides a versatile family room with a traditional cast-iron wood-burning stove and white brick surround, two additional bedrooms, a full bath, recreation room, laundry closet, workshop, utility room, storage, and direct garage access. Additional features include a two-zone air-conditioning system, water-treatment system, generator, and attic storage. Beautifully expanded and renovated, 3134 Anchorage Drive is located in the highly sought-after Anchorage Waterfront community where residents enjoy exceptional amenities with an HOA fee of just $123/month, which includes access to a boat slip, marina, boat ramp, community pool, rack for kayaks and paddle boards and a half basketball court. Don’t miss the chance to own this renovated gem in one of Annapolis’s most coveted neighborhoods.

3134 Anchorage Dr, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

1954 Baltimore Annapolis Blvd, Annapolis
$1,200,000
7 Beds ⋅ 4 Baths
Set on a beautiful one acre lot with a U shaped driveway, this expansive 4,500 square foot contemporary rancher offers seven bedrooms, three full baths, generous living spaces, and a layout filled with possibilities. Recently updated by its longtime owners in preparation for its next chapter, the home combines distinctive architectural details with extensive improvements throughout. Step inside to an impressive open floor plan where soaring vaulted ceilings with exposed wood beams immediately draw your eye. Hardwood floors extend through the main living areas, while a dramatic wall of floor to ceiling windows spans the rear of the home, filling the space with natural light and showcasing peaceful wooded views. A two sided fireplace creates a striking focal point between the living and dining areas, adding warmth and character to both spaces. The kitchen offers new appliances along with a separate eat in area and convenient half bath. The main level features four spacious bedrooms, all with ceilings over nine feet. The hall bath includes a soaking tub, while the primary suite offers its own private bath with a walk in shower and new vanity. Step outside from the primary bedroom onto a private balcony overlooking the wooded setting. The finished lower level provides an incredible amount of additional living and entertaining space. An exceptionally large recreation room continues the home's connection to the outdoors with another wall of windows spanning the rear. A bar area opens conveniently to the lower level patio, creating a great setup for entertaining indoors and out. Three additional bedrooms and a full hall bath provide tremendous flexibility for guests, extended family, hobbies, or additional work from home space. The lower level also includes a large cedar closet, additional storage, a laundry and utility room, and a separate bonus room that could serve as an office, gym, hobby room, or additional storage. Recent improvements include fresh interior paint throughout, refinished hardwood floors on the main level, new LVP flooring throughout the lower level, new lighting, new appliances, a new front door and kitchen door, and a new air conditioning system. Located in Ferry Farms, a sought after water privileged community along the Severn River, the property offers the opportunity to enjoy the Annapolis waterfront lifestyle while still having the privacy and space of a full acre. Just across the Severn River from the U.S. Naval Academy and convenient to downtown Annapolis, the location offers a unique combination of water access, natural surroundings, and proximity to everything Annapolis has to offer. With more than 4,500 square feet of living space, seven bedrooms, multiple gathering areas, walls of windows, wooded views, and an acre of property, this is a truly unique home. Thoughtfully refreshed by owners who have loved and cared for it, the home is ready to welcome its next owner while still offering plenty of opportunity to personalize the space and make it your own.

1954 Baltimore Annapolis Blvd, Annapolis

Listing courtesy of Cummings & Co. Realtors. Contact:

1961 Marconi Cir, Annapolis
$475,000
2 Beds ⋅ 2 Baths
Welcome to 1961 Marconi Circle, located in the highly sought-after Heritage Harbour 55+ community in Annapolis! This charming 2-bedroom, 2-full-bath townhouse offers comfortable, convenient, single-level living. Step inside to a bright and inviting living room featuring beautiful flooring, coastal-inspired colors, and an abundance of natural light. The adjoining dining area flows into the kitchen, complete with white cabinetry, granite countertops, a stylish tile backsplash, and a cozy breakfast nook. The spacious primary bedroom features a private full bathroom with a walk-in shower, while the second bedroom offers flexibility for guests or a home office. Step outside to enjoy your private rear patio and fenced backyard, perfect for morning coffee, relaxing, or entertaining. Additional features include an attached one-car garage and convenient laundry area. Heritage Harbour is known for its exceptional active adult lifestyle, offering a variety of recreational amenities, clubs, and social activities. Conveniently located near downtown Annapolis, shopping, dining, and major commuter routes, this home offers the perfect opportunity to enjoy low-maintenance living in a vibrant 55+ community. Don't miss your chance to make 1961 Marconi Circle your new home!

1961 Marconi Cir, Annapolis

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

5 Park Pl Unit 127, Annapolis
$639,900
2 Beds ⋅ 2 Baths
Welcome to a warm, inviting 2-bedroom, 2-bath condo in Downtown Annapolis, offering nearly 1300 square feet of thoughtfully designed living space. Beautiful hardwood floors and an updated kitchen create a comfortable, modern setting that feels just right whether you’re coming home from work, enjoying a weekend retreat, or simplifying your lifestyle. Another upgrade that adds those perfect finishing touches include custom blinds, crown molding and elevated mill work throughout. The gas fireplace is perfect for those amazing winter nights in Annapolis. Large windows frame a peaceful and private, grassland and wooded views, providing a quiet backdrop that contrasts beautifully with the energy of the city that is just beyond your door. The community pool, gym, game room, garage parking and concierge services adding ease and convenience to everyday life, allowing you to relax and focus on what matters most. From this ideal location, you can walk to restaurants, a spa, Navy Stadium, and be moments from everything Annapolis has to offer. Being in the back of the first floor, you get ease and quiet. Let's not forget about the 2 parking spots in the building's garage that right at the elevators' doors for even more convenience. This very well cared for unit is a must see.

5 Park Pl Unit 127, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

531 Second St, Annapolis
$1,199,000
2 Beds ⋅ 3 Baths
This charming historic Eastport home was built in the early 1900s and moved to Second Street in 1937. David Fogle, renowned preservationist architect and professor, purchased the home in 1970s and designed the light-filled addition featuring Palladium windows and architectural angles. The home bridges the integrity of the past to the present with its original Heart Pine floors on the main level. The current owners did a full kitchen renovation to include custom-built Heartwood cherry cabinets, dry/wet bar, and granite countertops with plenty of room for food prep and entertaining! The combined living room/dining room area is spacious and open while the comfortable family room opens to the front porch and overlooks a lovely flower garden. The family room opens to a brick patio and a large partially- fenced backyard that is ideal for warm weather entertaining. Lots of custom bookshelves throughout, and there are two gas fireplaces on the main level for added charm and ambiance in the cold weather! Full bathroom on the first floor. The spacious bright primary bedroom on the second floor features skylights and windows that offer views of the private backyard. Second bedroom is perfect for an office/guest room with Murphy bed. The coveted off-street parking accommodates four cars. The house is located in the heart of Eastport's historic maritime neighborhoods where watermen made a living from fishing, crabbing, and oystering. The front porch on this friendly street is the perfect spot for impromptu gatherings with neighbors and friends. Easy walk to marinas on Back and Spa Creeks, the Maritime Museum, yacht clubs, restaurants, pubs and shops; access to seasonal water taxi transport to downtown Annapolis. Eastport charm at its best!

531 Second St, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

1952 Forest Dr, Annapolis
$435,000
3 Beds ⋅ 2 Baths
Beautiful Move-In Ready Home with Spacious Fenced Backyard! Welcome to this clean, beautiful, and well-maintained 3-bedroom, 2-full-bath home, offering comfortable living spaces and everything you need to move right in and enjoy. The inviting kitchen features beautiful granite countertops and plenty of space for cooking and entertaining. The spacious family room is highlighted by a warm, attractive fireplace, creating the perfect setting for relaxing with family and friends. Step outside and discover the large, fully fenced backyard, offering plenty of room for outdoor entertaining, gardening, recreation, or simply enjoying your own private outdoor space. With its desirable layout, attractive finishes, spacious backyard, and move-in-ready condition, this home is a wonderful opportunity for anyone looking for comfort, convenience, and a place to call home. All information must confirm by the buyer. Don’t miss the opportunity to see this beautiful home! Schedule your showing today.

1952 Forest Dr, Annapolis

Listing courtesy of Blufin Realty, LLC.. Contact:

1612 Belle Dr, Annapolis
$570,000
3 Beds ⋅ 4 Baths
Nestled in the prestigious gated community of Village Greens, this exquisite Colonial townhouse offers a harmonious blend of luxury and comfort. Built in 2016, this meticulously maintained residence spans 2,000 square feet, showcasing high-end finishes including a newly updated kitchen and thoughtful design throughout. Step inside to discover a warm and inviting atmosphere, where rich hardwood floors flow seamlessly through the main living areas. The spacious living room, anchored by a cozy fireplace for your indoor and outdoor enjoyment, invites relaxation and gatherings with loved ones. With three generously sized bedrooms, including a serene master suite with an ensuite bath, this home provides ample space for rest and rejuvenation. The two full and two half baths are beautifully appointed, offering both style and functionality. Enjoy the convenience of an attached finished rear-entry garage and driveway parking, ensuring easy access and ample space for guests. The low-maintenance outdoor area allows for leisurely afternoons spent soaking up the sun or enjoying a quiet evening under the stars. Experience the exclusive lifestyle that Village Greens has to offer, with its serene surroundings and proximity to local amenities. This stunning townhouse is not just a home; it's a sanctuary where luxury meets everyday living. Embrace the opportunity to make this exceptional property your own.

1612 Belle Dr, Annapolis

Listing courtesy of O'Brien Realty ERA Powered. Contact:

936 Marine Dr, Annapolis
$615,000
4 Beds ⋅ 3 Baths
Nestled in the sought-after Atlantis Community of Cape St. Claire, this beautifully renovated home offers a perfect blend of comfort and modern living. Boasting over 2,000 finished square feet, four spacious bedrooms, three full bathrooms and neutrally painted, this home is exactly what you are looking for. Step inside to discover a bright and airy living space, with an open, flowing layout with new luxury vinyl flooring. A recently updated kitchen with white shaker cabinets, quartz countertops, stainless steel appliances and a peninsula with counter seating allows you to enjoy cooking and entertaining all at once.The adjoining living and dining areas create a welcoming gathering space, complete with easy access to the expansive deck for seamless indoor-outdoor living. Upstairs, the spacious primary suite has a walk-in closet and an ensuite bath. Two generously sized bedrooms and a shared full bath complete this level. A few steps down from the main level, you will find a lower level highlighted by a gas fireplace, which serves as a focal point for cozy evenings and hang outs, with direct access to the stone patio and backyard. An additional bedroom, full bath, laundry and storage area round out this level. Outside features a well-maintained fully fenced private yard with a freshly painted oversized deck, that beckons for morning coffee or outdoor gatherings. The hot tub adds a touch of luxury, providing a serene spot to unwind after a long day. The Atlantis Community, located in the top rated Broadneck School District, is rich with amenities, where you can enjoy access to tot lots and playgrounds, perfect for leisurely afternoons, as well as scenic jog and walk paths that wind through the neighborhood. The nearby Magothy River offers water access for those who enjoy kayaking, fishing or simply taking in the beautiful views. Ideally situated near Annapolis, USNA, major commuter routes, shopping, dining and more! Experience the joys of a move in ready home and added peace of mind with a home warranty, in a neighborhood that truly feels like a sense of community. VA Assumable loan available....ask about more details. Don't miss your chance to make this inviting, turn key HOME YOUR OWN! Schedule your showing today!

936 Marine Dr, Annapolis

Listing courtesy of Veterans First Realty. Contact:

965 Old Annapolis Neck Rd, Annapolis
$849,000
3 Beds ⋅ 3 Baths
Welcome home to this beautifully maintained home in the heart of Annapolis. This spacious home offers th perfect combination of style, comfort, and low-maintenance living. The open-concept main level features a stunning kitchen with elegant marble countertops, luxury vinyl plank flooring, and an ideal layout for entertaining or everyday living. The fully finished walk-out basement provides exceptional additional living space complete with a full bathroom, wet bar, and direct access to the patio—perfect for a recreation room, multigenerational lower level, home office, or guest suite. Step outside to enjoy a private backyard with a deck and patio, offering plenty of space to relax or entertain. Additional features include a one-car garage with an oversized private driveway and parking. Conveniently located just minutes from Downtown Annapolis, Quiet Waters Park, shopping, dining, marinas, and major commuter routes. Also for rent, see rental listing MDAA2151452.

965 Old Annapolis Neck Rd, Annapolis

Listing courtesy of Keller Williams Select Realtors of Annapolis. Contact:

5 Park Pl Unit 202, Annapolis
$675,000
2 Beds ⋅ 2 Baths
Experience the epitome of luxury living in this exquisite Park Place condo. This elegant condo features two spacious bedrooms and two full bathrooms, designed for both comfort and style. Overlooks the fountain and courtyard. The heart of the condo boasts upgraded kitchen with all new high-end appliances, ensuring culinary excellence and convenience at your fingertips. Bathrooms have new countertops, sinks and fixtures, walk-in closet in Primary bedroom with organization systems. Newer HVAC system, built-in cabinet in dining area. Beautiful hardwood floors throughout. Newer upgraded Washer and Dryer. Indulge in the warmth of the electric fireplace, perfect for cozy evenings, while the community amenities elevate your lifestyle with a sparkling outdoor pool, fitness center, Party Room, outdoor grills and patio out back, and a dog park. Enjoy peace of mind with 24-hour security and deeded parking in the underground garage. With meticulous Beaux Arts architecture and a vibrant community atmosphere, this is not just a place to live, but a sanctuary that invites you to unwind and thrive. Downtown living with the convenience of 24 hour security and parking. Walk to restaurants and shopping. Enjoy all the activities of downtown living. Embrace the exclusive lifestyle that awaits you in this remarkable property.

5 Park Pl Unit 202, Annapolis

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

1630 Revell Downs Dr, Annapolis
$299,000
1 Beds ⋅ 1 Baths
Welcome to 1630 Revell Downs Drive in the desirable Revell Downs community! This charming 1-bedroom, 1-bath home offers approximately 848 sq. ft. with spacious rooms, new carpeting, and an inviting living room with fireplace. The large upstairs attic offers potential for additional living space, subject to applicable approvals. Outside, enjoy a private, fully fenced rear yard with plenty of room for entertaining, gardening, or relaxing, along with an attached storage closet for added convenience. Ideally located in a quiet neighborhood just off Route 50, this home provides an easy commute while keeping you close to the Chesapeake Bay, recreation, shopping, and dining. Bay Head Park is within walking distance, and Sandy Point Beach, downtown Annapolis, and Cape St. Claire are just minutes away. Whether you're looking for a home to personalize and expand or an investment opportunity, 1630 Revell Downs Drive offers flexibility and a convenient location.

1630 Revell Downs Dr, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

126 Stilly Way, Annapolis
$1,160,000
4 Beds ⋅ 5 Baths
Why wait to build when you can move right in? Welcome to 126 Stilly Way, a beautifully finished, nearly new home in Annapolis’ Parkside Preserve. Built in 2024 and offering more than 4,400 square feet of finished living space across three levels, this home combines the appeal of newer construction with the convenience of having the finishing touches already in place. The bright, open main level features a beautifully appointed kitchen with white cabinetry, quartz countertops, stainless steel appliances, gas cooking, double wall ovens, tiled backsplash, and an oversized center island. The kitchen flows seamlessly into the spacious family room, anchored by a gas fireplace with custom built-ins. A separate dining room provides additional space for entertaining. Upstairs, the primary suite features a tray ceiling, walk-in closets, and private bath with dual vanities, soaking tub, and oversized glass-enclosed shower. Three additional bedrooms each with their own walk-in closets and well-appointed baths complete the upper level. The finished lower level adds exceptional flexibility, with an expansive recreation area, wet bar with beverage refrigerator, full bath, and the potential to create a true fifth bedroom while still maintaining plenty of additional living and entertaining space. What truly sets this home apart is how much has already been done. Window treatments are installed, the lower level is finished, the yard is established, and the home is ready to enjoy from day one. Enjoy the benefits of a newer home without waiting on a construction timeline or tackling the many finishing touches that often come after settlement. A covered front porch, HardiePlank and brick exterior, level backyard, and attached two-car garage complete the property. Located just moments from Quiet Waters Park and convenient to Downtown Annapolis, shopping, dining, and major commuter routes, 126 Stilly Way offers the opportunity to enjoy newer construction with the added benefit of a home that is already finished, established, and truly move-in ready.

126 Stilly Way, Annapolis

Listing courtesy of TTR Sotheby's International Realty. Contact:

2676 Compass Dr, Annapolis
$519,900
2 Beds ⋅ 2 Baths
Enjoy peaceful surroundings and easy one-level living in this bright, beautifully maintained end unit home in Heritage Harbour, Annapolis’s established 55+ community. Tucked in especially desirable wooded corner setting, this inviting property offers a wonderful sense of privacy with surrounding trees, creating a tranquil backdrop. Updated, clean, and welcoming, the home features hardwood floors throughout, two bedrooms, two full baths and approximately 1,514 square feet of comfortable living space. Spacious living and dining areas provide room to gather and entertain while the eat-in kitchen offers a casual spot for everyday meals. A cozy den with a gas fireplace is the perfect place to unwind with a book or enjoy a quiet evening at home. The primary bedroom includes an adjoining full bath, while the second bedroom offers flexibility for guests, a home office, or hobbies. An attached one car garage, natural gas heat and central air add everyday comfort and convenience. A fenced backyard offers a lovely outdoor space to relax, garden, and enjoy the peaceful wooded surroundings. Enjoy all the amenities and activities that Heritage Harbour has to offer, then return home to your own peaceful retreat. With its bright interior, thoughtful updates and lovely wooded setting, this home brings together comfort, privacy, and an active community lifestyle.

2676 Compass Dr, Annapolis

Listing courtesy of CENTURY 21 New Millennium. Contact:

1245 Creek Dr, Annapolis
$680,000
3 Beds ⋅ 2 Baths
Nestled in the charming Oyster Harbor community, this delightful Cape Cod-style home offers a perfect blend of comfort and modern living. With three spacious bedrooms and two full baths, including a luxurious soaking tub and a walk-in shower, this residence is designed for relaxation. The open floor plan seamlessly connects the kitchen-boasting stainless steel appliances and an inviting island-to the cozy living area, complete with a gas fireplace for those chilly evenings. Step outside to enjoy the serene surroundings, with Oyster Creek and the community beach and pier just a short stroll away, perfect for nature lovers. The expansive deck overlooking the headwaters of Oyster Creek and the front patio provide an ideal space for outdoor gatherings. The community is enriched by playgrounds, water access and nearby parks, ensuring a vibrant lifestyle. With a generous driveway accommodating up to five vehicles, this home is ready to welcome you. Experience the warmth and charm of Oyster Harbor-your new sanctuary awaits!

1245 Creek Dr, Annapolis

Listing courtesy of Compass. Contact:

219 Wardour Dr, Annapolis
$3,495,000
5 Beds ⋅ 7 Baths
Located in the coveted Wardour community, this stately home combines timeless architecture with an enviable walkable location near West Annapolis’ shops and restaurants and just minutes from downtown. With stunning curb appeal, spacious 0.55 acre lot, expansive front yard and water views from nearly every room in the home, this property offers a rare combination of privacy and community, where every day feels like a retreat yet conveniences are just minutes away. The main level welcomes with a gracious foyer flanked by formal living and dining rooms, highlighted by custom millwork, crown molding, wainscoting, and hardwood floors. The formal living room features a classic gas fireplace, while the private office with built-ins and the inviting family room with a coffered ceiling provide versatile spaces for work and relaxation. The gourmet kitchen impresses with high-end appliances, a large center island, casual dining area overlooking the backyard, and wet bar adjoining the dining room. A well-designed mudroom off the two-car garage and side entry enhances everyday function. Upstairs, three spacious ensuite bedrooms complement the luxurious primary suite, which offers a serene sitting room with gas fireplace, private balcony, and spa-like bath. The top floor is a flexible open space with full bath, perfect as an office, playroom, studio, or lounge. The lower level is an entertainer’s retreat with a full bar, open gathering space anchored by a wood-burning fireplace, and a room prepped to become a wine cellar. A full bath and additional bedroom complete this versatile level. Conveniently located to access Downtown Annapolis, head over the Bay Bridge to the Eastern shore or jump on Rt. 50 to get back to Washington, DC and just a few short blocks to West Annapolis' charming commercial district's restaurants & shops. Welcome Home!

219 Wardour Dr, Annapolis

Listing courtesy of TTR Sotheby's International Realty. Contact:

907 Windwhisper Ln, Annapolis
$420,000
2 Beds ⋅ 2 Baths
Vaulted ceilings, gleaming hardwoods, and a fireplace living room near Quiet Waters Park! Picture coming home to this updated 2-bedroom, 2-bath townhome, where country cottage charm meets move-in-ready condition. Blue-gray siding, a soaring arched window, and a gated side yard give it a storybook look from the street. The quiet Annapolis setting makes every arrival feel like a small retreat. Some images may reflect virtual staging or digital editing, including removal of personal property, to help showcase the home. The living room is the heart of the home. Vaulted ceilings rise overhead, and tall windows on either side of the fireplace pour sunlight across the hardwood floors. On cool evenings, the fireplace makes this an inviting place to unwind. A wood staircase leads to an open loft that overlooks the living area. Built-in shelving there makes it a natural fit for a reading nook, home office, or creative space. The kitchen pairs warm wood cabinetry with a built-in wine rack, modern appliances, and tile flooring. A window above the sink frames a view of the greenery outside. A sunny corner with its own window offers space for a small table or casual breakfast seating. Your primary bedroom feels just as open as the living room. It has a vaulted ceiling, crown molding, a ceiling fan, and a striking arched window that fills the room with afternoon light. The hardwood floors and inlaid border continue here, tying the home together with a polished, consistent finish. The big-ticket items are already taken care of. The HVAC system was replaced in 2024, and a new roof went on in June 2026. Your HOA fee also covers exterior painting every five years, so the townhome stays fresh on the outside with no extra effort from you. Out back, the deep yard backs up to mature trees, giving it a peaceful, wooded feel. A storage shed holds your garden tools and seasonal gear, and an assigned parking space keeps your daily routine simple. You're just off Georgetown Road, minutes from Forest Drive and Bay Ridge Road. The shopping center is close by for groceries and errands. Quiet Waters Park, Fusco Athletic Park, and Mariners Point Community Center put trails, fields, and open space within easy reach. When you're craving a view of the water, Chesapeake Harbour and Beacon Waterfront are a short drive away. A home this well-kept, with this much character, won't stay available for long. Contact us to arrange your showing and see it for yourself.

907 Windwhisper Ln, Annapolis

Listing courtesy of EXP Realty, LLC. Contact:

7010 Channel Village Ct Unit 102, Annapolis
$674,000
2 Beds ⋅ 2 Baths
Stunning Chesapeake Bay and Chesapeake Harbour Marina views immediately capture your attention in this beautiful 2-bedroom, 2-bathroom waterfront condo at Chesapeake Harbour. Bright, open, and filled with natural light, this spacious home offers just over 1,200 square feet of comfortable living space with an inviting floor plan that is perfect for both everyday living and entertaining. The Tuscan-style kitchen opens seamlessly to the dining and living areas, creating an easy flow throughout the main living space. A wood-burning fireplace adds warmth and character to the living room, while large windows and doors bring the beautiful waterfront surroundings into the home. One of the most exceptional features is the expansive balcony accessible from both the living room and primary bedroom. This wonderful outdoor space offers breathtaking panoramic views of the Chesapeake Bay and Chesapeake Harbour Marina, along with a clear view of the Bay Bridge. Whether you're starting your day with coffee on the balcony, settling in with a good book, watching sailboats make their way across the Bay, or enjoying the excitement of Annapolis' Wednesday and Thursday evening races, the ever-changing scenery makes every moment feel special. The setting is also spectacular during the Blue Angels air show and fireworks. An additional balcony off the kitchen provides another inviting spot to enjoy the outdoors and take in the peaceful surroundings. Chesapeake Harbour offers a resort-like lifestyle in a welcoming, pet-friendly community with an impressive array of amenities and activities throughout the year. Enjoy tennis and pickleball courts, 2 swimming pools, a private sandy beach, community piers for fishing, a marina, picnic areas with grills, and walking and jogging paths around scenic Chase Pond. Residents enjoy a variety of gatherings and activities throughout the year, creating a wonderful sense of connection and camaraderie. A 24-hour attended gatehouse provides added security and peace of mind. The Chesapeake Harbour Marina also features a restaurant with outdoor dining and live music on weekends, making it easy to enjoy waterfront dining and entertainment close to home. Ideally located just minutes from Historic Downtown Annapolis, Eastport, waterfront dining and shopping, and the U.S. Naval Academy, Chesapeake Harbour offers a peaceful setting while keeping you close to everything Annapolis has to offer. Washington, DC, Baltimore, and BWI Airport are all easily accessible. Whether you're looking for a year-round residence or a weekend retreat, this special condo offers the opportunity to enjoy the beauty and lifestyle of Chesapeake Harbour every day. Come experience the views, the amenities, the friendly atmosphere, and the relaxed waterfront setting for yourself. Welcome to your new home!

7010 Channel Village Ct Unit 102, Annapolis

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

3124 Starboard Dr, Annapolis
$1,775,000
5 Beds ⋅ 4 Baths
A Builder’s Personal Residence | A Signature Annapolis Home A rare opportunity to own the personal residence of a builder and an interior designer, whose expertise and craftsmanship are reflected throughout their exceptional Annapolis home. 3124 Starboard Drive represents their vision of quality, functionality, and enduring design—where no detail was overlooked and every improvement was thoughtfully executed. Known as one of the neighborhood’s exceptional residences, this home offers a level of craftsmanship and attention to detail that is difficult to replicate. From the quality of construction and materials to the thoughtful design choices, the property reflects the discerning standards of a professional who builds and renovates homes for a living. This extraordinary residential real estate transformation is the creation of Mac O’Brien, the owner of Great Eastern Contracting, and his wife Becca O’Brien from Intuitive Design. Together they joined forces and underwent a complete, down-to-the-studs renovation and expansion. They purchased this home in 2015 and over the course of time they turned a 2,000 square foot home into an over 3,700 square feet of luxurious, modern turnkey showpiece with no detail overlooked. This five-bedroom, four-bathroom residence, has an open and elegant floor plan flooded with natural light. The chef kitchen has a stunning 8.9’ x 6.9’ quartz Island countertop offering exceptional workspace and seating for five with striking oversized lantern-style pendant lamps. The Owner’s Suite Spa-inspired primary bath has a custom white double-vanity, luxurious marble countertops, polished brass fixtures, oversized mirrors, elegant glass pendant lighting and heated floors. The expansive walk-in shower is beautifully appointed in veined marble tile with a frameless glass enclosure, multiple shower fixtures and built-in niches, creating a sophisticated, resort-like retreat. The living and family rooms have gas fireplaces and built ins. In addition, the home features a recreation room, fully fenced backyard, a double garage converted into a conditioned and finished Golf simulator room, shed and golf-cart garage. Mechanical systems include a full-house back-up generator, dual zone HVAC systems, tankless water heater, RO water filtration in kitchen and below counter Scotsman Gourmet Ice Maker and water treatment with dual storage tanks, salinator, chlorinator, sediment filter and UV light. This residence was meticulously rebuilt in 2021 - walls, ceilings, floors, fixtures, electrical, and plumbing systems—all removed and replaced with high-end finishes and craftsmanship throughout. The result is a striking blend of contemporary comfort and timeless design. Located in the sought-after waterfront community of Anchorage, this distinctive residence combines sophisticated living with the relaxed character of an established Annapolis neighborhood, offering access to the community’s marina, pool, boat ramp and waterfront amenities.

3124 Starboard Dr, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

15 Elliott Rd, Annapolis
$1,275,000
6 Beds ⋅ 6 Baths
$25,000 towards closing for a contract by 10/15. New Construction - Under Roof but still time to pick some finishes! Built by Whitehall Building & Company, this exceptional new home offers luxury finishes, thoughtful design, and quality craftsmanship in one of Annapolis’s most sought-after locations. Tucked away like a private hidden gem, this home places you just a short stroll from the best of Eastport and Downtown Annapolis. Enjoy the waterfront, acclaimed dining, charming boutiques, historic streets, marinas, and the vibrant energy that make Annapolis such a special place to live. With both Eastport and Downtown right outside your door, this is a rare opportunity to experience brand-new luxury in a truly walkable Annapolis location. Visit Whitehall Building & Company for additional information and project details.

15 Elliott Rd, Annapolis

Listing courtesy of EXP Realty, LLC. Contact:

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