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$520,000
3 Beds 4 Baths
Welcome to this beautiful and thoughtfully updated townhome in the sought-after community of Windgate! Offering 3 spacious bedrooms, 2 full and 2 half baths, a 1-car garage, three finished levels, and a desirable bump-out, this home combines comfort, style, and convenience. The remodeled eat-in kitchen features crisp white cabinetry, granite countertops, stainless steel appliances, gas cooking, and a bright breakfast area. The adjoining dining area opens to a large rear deck—perfect for grilling, entertaining, or simply relaxing. Plantation shutters, numerous built-ins, and beautifully upgraded flooring throughout add even more character and appeal, including engineered hardwood, luxury vinyl tile, ceramic tile, and carpet. Upstairs you'll find three generously sized bedrooms, including a spacious primary suite featuring vaulted ceilings and a large walk-in closet. The finished lower level provides even more living space with a large recreation room, half bath, and walk-out access to the patio and fully fenced backyard. This Townhome has been exceptionally well maintained with numerous recent improvements, including a NEW HVAC system, hot water heater, kitchen appliances, and flooring in 2023; NEW garage door and openers in 2025; plus a roof installed in 2019 with 50-year shingles—providing added peace of mind for the next owner. Location is another standout! Enjoy convenient access to Downtown Annapolis, the U.S. Naval Academy, Annapolis Mall, Anne Arundel Medical Center, and an incredible selection of restaurants, shopping, entertainment, and everyday conveniences. Commuters will appreciate the easy access to major routes connecting Annapolis, the Eastern Shore, Washington, D.C., and Baltimore. Beautifully updated, spacious, and ideally located—this wonderful Windgate townhome is ready to welcome its next owner!

706 Howards Loop, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: kelly.thompson@cbmove.com

$415,000
3 Beds 3 Baths
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 easy access to Routes 50 and 97 but yet is minutes from downtown Annapolis’s shopping, dining, and waterfront attractions. Community amenities are substantial and include two pools, four pickleball courts and two tennis courts. The community cuts the grass and maintains the grounds... this is carefree living. This townhome is a must see!

6 Tiburon Ct, Annapolis

Listing courtesy of Anne Arundel Properties, Inc.. Contact:

$315,000
2 Beds 2 Baths
Tucked on a quiet court in The Landings, this move-in-ready 2-bedroom, 1.5-bath Annapolis townhome pairs easy living with rare, wooded privacy. It's about a 5-minute stroll to Truxtun Park for tennis, ball fields, trails, boat ramp and pool along Spa Creek, with Historic Downtown Annapolis, City Dock and the U.S. Naval Academy about 10 minutes away and Quiet Waters Park a short drive south. Inside, a bright white kitchen offers a butcher-block island, generous cabinetry, recessed lighting and a sunny window over the sink, flowing to a hardwood-floored living and dining area with a sliding door to the patio. Upstairs, two bedrooms showcase vaulted wood-plank ceilings, ceiling fans and ample closets. Out back, a covered paver patio, fully fenced yard and lush shade gardens create a private outdoor escape. Built in 1980 with community pool and tennis and quick access to Bay Ridge Ave, Forest Dr and Rt 50. Commute times are as follows (estimated): Minutes from the water in the Annapolis Neck/Eastport area of Anne Arundel County. About a 5-minute stroll to Truxtun Park for tennis, ball fields, trails, boat ramp, pool and Spa Creek access; roughly 10 minutes to Historic Downtown Annapolis, City Dock and the U.S. Naval Academy; about 7 minutes to Anne Arundel Medical Center; shopping within 1.3 miles; Quiet Waters Park and the Chesapeake Bay a short drive; fast Route 50, Bay Ridge Ave and Forest Dr access to Annapolis, Baltimore and D.C. Schedule a tour today!

11 Winslow Ct, Annapolis

Listing courtesy of Kelly and Co Realty, LLC. Contact: 4434919387

$849,000
3 Beds 3 Baths
Experience the ultimate waterfront lifestyle in the prestigious Harbour Village Marina at Chesapeake Harbour, where panoramic marina views and exceptional amenities create one of Annapolis' most sought-after communities. This beautifully updated 3 bedroom 3 bath waterfront condominium offers an inviting blend of elegance, comfort, and coastal charm. Wake each morning to tranquil marina views from your private balcony, spend your afternoons enjoying the private sandy beach, waterfront pool, tennis and pickleball courts, or simply watch the boats come and go from one of the area's premier marinas. Whether you're an avid boater or simply appreciate life on the water, this is waterfront living at its finest. Inside, the spacious floor plan is designed for both everyday living and effortless entertaining. The living room and primary suite each feature a gas fireplace, creating warm and inviting spaces to unwind. Multiple balconies capture beautiful marina vistas, while the updated kitchen showcases granite countertops, stainless steel appliances, and generous workspace for preparing meals or gathering with family and friends. Thoughtful upgrades throughout the home provide both style and peace of mind, including fresh interior paint, engineered hardwood flooring, updated granite countertops, designer bathroom vanities with quartz countertops, newer interior doors with brushed bronze hardware and glass door knobs, LED ceiling lighting, Lutron switches, modern 15-amp outlets with USB and USB-C charging ports, and numerous electrical improvements. The oversized two-car garage with EV charging capability adds convenience for today's lifestyle. Residents of Chesapeake Harbour enjoy an unmatched collection of waterfront amenities, including a private beach, marina, waterfront swimming pools, tennis and pickleball courts, walking paths, and the popular Beacon Waterfront Galley & Bar...all within the gated community. No other condominium community in Annapolis offers this unique combination of waterfront recreation, boating, dining, and resort-style living. Whether you're searching for a full-time residence, an elegant weekend retreat, or the perfect lock and leave waterfront home, this exceptional condominium offers a rare opportunity to enjoy the Chesapeake Bay lifestyle in one of Annapolis' most exclusive waterfront communities.

7038 Clinton Ct, Annapolis

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

$265,000
2 Beds 2 Baths
**Welcome to 38 Heritage Court** – a beautifully updated 2-bedroom, 1.5-bath townhome offering stylish finishes, functional living spaces, and low-maintenance living. Step inside to a welcoming main level featuring a stunning custom accent wall in the living room and an impressive custom media wall complete with a built-in TV area and sleek electric fireplace—the perfect focal point for relaxing or entertaining. The convenient main-level half bath adds everyday functionality, while the kitchen offers easy access to the laundry area, making household tasks effortless. Upstairs, you'll find two comfortable bedrooms and a full bathroom, providing a private retreat at the end of the day. Outside, enjoy the added bonus of a rear storage area, offering plenty of space for seasonal items, tools, or outdoor equipment. With thoughtful custom upgrades, modern touches, and a practical layout, this move-in-ready home is the perfect combination of comfort, style, and convenience.

38 Heritage Ct, Annapolis

Listing courtesy of Allfirst Realty, Inc.. Contact: 4433201344

$380,000
2 Beds 3 Baths
PRICE IMPROVEMENT - If you overlooked this home - Look Again! Welcome to 6 Belvedere Court ideally situated in the sought-after Copperwood community within The Landings. This recently updated home offers a fantastic townhome in a wonderful neighborhood close to all things Annapolis. Newly updated kitchen with all new appliances. New luxury vinyl plank on the main level. New carpet on stairs and upper level bedrooms. Two brand new and updated full baths upstairs. Brand new and updated powder room on the main level. **Please note that the virtually staged photos are not exact dimensions** Steps from community amenities, including two swimming pools with toddler pools and two tennis courts. The neighborhood also provides easy access to Route 50 and Route 97, making commuting a breeze. Outdoor enthusiasts will love being within walking distance of Truxton Park, while nearby attractions such as the Naval Academy, Quiet Waters Park, BWI Airport, Washington, DC, and Fort Meade add to the home's convenience and appeal. Don’t miss this opportunity!

6 Belvedere Ct, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: kelly.thompson@cbmove.com

$685,000
3 Beds 4 Baths
I am excited to share details regarding a stunning three-story townhouse that perfectly blends classic Annapolis living with modern luxury. One of the few homes with a wooded view from your living room. Located just minutes from downtown Annapolis, this home offers an ideal lifestyle with easy access to Washington D.C. or Baltimore. It is situated just steps from a trail leading directly into Quiet Waters Park, which features dog parks, an ice-skating rink, and scenic views of the South River. The home is a dream for entertaining, featuring a modern, open-concept main level. The heart of the home is a chef's kitchen equipped with double wall ovens, an extra-large pantry, and wine storage. The living area flows beautifully to a large deck, perfect for relaxing. The primary en suite includes a tray ceiling, a large walk-in closet, and a spa-style bathroom with marble tile and a glass walk-in shower. There are two additional bedrooms and a full bath upstairs, while the lower level offers another full bath and flexible space that can serve as an office or an extra bedroom.

116 Bonny Way, Annapolis

Listing courtesy of Curtis Real Estate Company. Contact:

$749,999
3 Beds 4 Baths
Welcome to this beautifully maintained townhome in Eastport’s sought-after Boucher Place community, where timeless design meets effortless, low-maintenance living. Built in 2013 and offering nearly 1,800 square feet of thoughtfully designed space, this home is tailored for both relaxing everyday comfort and vibrant entertaining. At the center of the main level is a bright, open kitchen anchored by a large island with seating. It seamlessly connects to a living space centered around a cozy gas fireplace, creating a warm, natural gathering spot for guests. Enjoy meals in the adjacent dining area, or step outside into your private outdoor oasis—a freshly landscaped rear patio lit by charming bistro lights, perfect for al fresco dining and evening relaxation. Rich hardwood floors run throughout the main living level, while brand-new carpet (2026) adds plush comfort upstairs. Coupled with fresh neutral interior paint (2026), the entire home delivers a crisp, move-in-ready feel. The upper two levels feature three generously sized bedrooms, highlighted by a serene primary suite complete with a walk-in closet and an en-suite bath featuring a deep soaking tub and separate walk-in shower. A dedicated second-floor laundry room adds essential daily convenience. For a true outdoor highlight, head up to the private rooftop deck- an ideal retreat for morning coffee or sunset drinks. Thoughtful exterior details and community perks make daily life a breeze. Practical highlights include a detached two-car garage with rear entry and a paved driveway, while a spacious community green sits just steps from your front door. The low-maintenance Boucher Place HOA covers lawn care, snow removal, and exterior building insurance for true lock-and-leave ease. Ideally located within walking distance of vibrant downtown shops, dining, and waterfront attractions, this exceptional Eastport property allows you to spend less time on upkeep and more time enjoying coastal living.

21 Boucher Pl, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686

$1,575,000
4 Beds 4 Baths
Nestled along one of the most prestigious streets in Historic Annapolis, 268 King George Street presents a rare opportunity to own a beautifully renovated residence just steps from the U.S. Naval Academy, St. John's College, City Dock, Main Street, Spa Creek, and the Chesapeake Bay. Offering the perfect blend of historic charm and sophisticated modern living, this exceptional home places you at the center of everything that makes Downtown Annapolis one of Maryland's most desirable destinations. A welcoming covered front porch sets the tone for the home, providing the perfect place to relax, greet neighbors, or enjoy the charm of one of Annapolis' most iconic streets. Inside, timeless architectural details, including rich heart pine floors, soaring ceilings, elegant moldings, and oversized windows, are beautifully complemented by thoughtful, high-end renovations. Designed for both everyday living and effortless entertaining, the main level features elegant formal spaces, including a gracious dining room anchored by a beautiful fireplace and a spacious living room filled with natural light. The gourmet kitchen is appointed with premium appliances, custom cabinetry, generous workspace, and opens seamlessly to a sun-filled four-seasons room, creating an inviting gathering space for family and friends. Upstairs, the luxurious primary suite offers a peaceful retreat highlighted by two walk-in closets with custom built-in organization systems, providing exceptional storage rarely found in Historic Annapolis homes. The beautifully renovated bathrooms showcase designer-inspired tilework, custom vanities, and sophisticated finishes that blend timeless style with modern comfort. Additional bedrooms offer generous accommodations, while the private third-floor suite provides the ideal space for guests, a home office, fitness studio, or additional living area.Outside, a beautifully landscaped courtyard offers remarkable privacy and a tranquil setting for outdoor dining, entertaining, or quiet evenings in the heart of downtown. From your front door, enjoy easy access to award-winning restaurants, boutique shopping, waterfront parks, marinas, sailing, museums, galleries, and the vibrant energy of City Dock. Whether you're looking for a full-time residence or an exceptional Annapolis retreat, 268 King George Street offers an extraordinary opportunity to experience luxury living in one of Maryland's most treasured historic waterfront communities.

268 King George St, Annapolis

Listing courtesy of Monument Sotheby's International Realty. Contact: (443) 906-3848

$450,000
3 Beds 3 Baths
**Own this Annapolis home with a dramatically lower mortgage payment for your first two years. Call to find out more!** This bright, updated end-unit townhome offers an open layout, plenty of natural light, and a convenient Annapolis location. Fresh paint, natural wood-tone luxury vinyl plank flooring, and coastal-inspired details give the home a clean and welcoming feel. The living room features a floor-to-ceiling sliding glass door that brings in lots of sunlight and opens to the front patio. The kitchen includes white 42-inch cabinets, granite countertops, stainless steel appliances, a subway tile backsplash, a large island with seating, and a pantry. A powder room and access to the garage are also located on the main level. Upstairs, the primary bedroom includes large windows, a board-and-batten accent wall, a walk-in closet, and a private bathroom with a double vanity, soaking tub, and tiled shower. Two additional bedrooms each have balcony access and share a full hall bathroom. The laundry room is also conveniently located upstairs. As an end unit, the home receives natural light throughout all three levels. A rear-loading one-car garage provides secure parking and additional storage. Admirals Square offers landscaped common areas, a central green space, a fountain, and a fire pit gathering area. The community is located minutes from Historic Downtown Annapolis, the U.S. Naval Academy, Annapolis Town Center, Westfield Annapolis Mall, parks, marinas, restaurants, shopping, and waterfront attractions. Easy access to Route 50 and Route 2 makes commuting to Baltimore, Washington, D.C., and surrounding areas convenient.

527 Leftwich Ln, Annapolis

Listing courtesy of Northrop Realty. Contact: 4104651770

$385,000
3 Beds 2 Baths
Welcome to 413 Blossom Tree Court, a beautifully cared‑for duplex in the highly sought‑after Whispering Woods community on the Broadneck Peninsula. This lovingly maintained 3‑bedroom, 2‑full‑bath home offers a functional layout, thoughtful updates, and exceptional access to parks, trails, and everyday conveniences. Please note the home is currently tenant‑occupied and not staged or decluttered. We encourage buyers to look beyond the present condition and focus on the property’s strong potential. Amazing features are: The main level features a bright, renovated (2023) kitchen with granite countertops, stainless steel appliances, and abundant natural light. A dedicated dining area flows seamlessly into the kitchen, with expansive sliders opening to a private deck overlooking a large backyard and lush wooded views—an ideal setting for play, gardening, entertaining, or simply relaxing in your own outdoor retreat. Upstairs, you’ll find three comfortable bedrooms, including a spacious primary with double closets, and a tastefully renovated full hall bath (2023) conveniently located for all bedrooms. The partially finished lower level offers outstanding flexibility with a full bathroom, making it perfect for a guest suite, 4th bedroom, recreation room, or home office. The unfinished portion includes the laundry area, utilities, and direct walk‑out access to the backyard, providing convenience and excellent potential for future expansion. Opportunities include adding a lower‑level patio or a three‑season room beneath the existing deck. Additional features include hardwood‑look laminate flooring throughout, new HVAC (2023), and a hot water heater (2000). Whispering Woods offers a low HOA of just $347/year, playgrounds, walking paths, and easy access to the newly completed Broadneck Peninsula Trail. From your front door, you can bike or walk to grocery stores, restaurants, the library, Broadneck Park, and even Sandy Point State Park. Located on a quiet, less‑dense street within the community, this home provides exceptional convenience to Route 50, Route 2, and Route 97, with an easy commute to Baltimore, Washington, the Bay Bridge, the Naval Academy, and historic Annapolis. Situated in the award‑winning Broadneck school district, this is a wonderful opportunity to own a well‑loved home in one of Broadneck’s most desirable neighborhoods.

413 Blossom Tree Ct, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: kelly.thompson@cbmove.com

$419,000
3 Beds 3 Baths
Beautiful green space in the heart of Annapolis! This truly move-in ready home features three bedrooms, two and half baths, a modern kitchen with all stainless appliances and generous living space throughout. Many major improvements have already been completed for you within the past five years, providing added peace of mind. These upgrades include a new roof, LVP flooring throughout the main level, a French drain and new sump pump, as well as hot water heater! Enjoy time outdoors maintained by the community, and on your new balcony and lower deck spaces. Ideal for gardening or gathering! You’ll find exceptional storage space across all three levels, including a partially floored attic and fenced space in back for kayaks, toys and more. The finished basement provides added living space, and has a flexible room, ideal for a workshop or hobbies. Enjoy the wooded back view and easy lower level access. All this and summertime relaxation at the community pool! Accessible to West street, local parks, trails, and the best of downtown Annapolis, making it an outstanding opportunity to enjoy city living.

73 Gentry Ct, Annapolis

Listing courtesy of Homecoin.com. Contact: 8884002513

$559,900
4 Beds 4 Baths
Nestled in the prestigious Waters Edge at Woods Landing, this exquisite townhouse embodies the perfect blend of elegance and comfort. Built in 2000, this Colonial-style residence showcases timeless architecture with a traditional flair, offering a warm and inviting atmosphere that feels like home from the moment you step inside. Spanning 2,044 square feet, this meticulously maintained interior row townhouse features four spacious bedrooms and four well-appointed bathrooms, including two full and two half baths. As you enter, you are greeted by an abundance of natural light that flows through the well-placed windows, highlighting the rich brick and combination exterior. The open-concept living area seamlessly connects to the dining space, creating an inviting environment for gatherings. The heart of the home is the gourmet kitchen, equipped with modern appliances and ample counter space, perfect for culinary enthusiasts and casual cooks alike. Retreat to the luxurious primary suite, a serene haven featuring generous closet space and an en-suite bathroom that exudes spa-like tranquility. Each additional bedroom offers comfort and privacy, ensuring that everyone has their own personal sanctuary. Step outside to discover a charming outdoor space, ideal for morning coffee or evening relaxation. The attached garage provides convenience and security, while the driveway and additional parking options ensure ample space for guests. Living in Waters Edge at Woods Landing means embracing a lifestyle of exclusivity and leisure. Enjoy the tranquility of the community while being just moments away from vibrant local amenities, shopping, and dining options. This property is not just a home; it's a lifestyle choice that offers the perfect balance of luxury and comfort. With its excellent condition and high-end features, this townhouse is ready to welcome you into a life of elegance and ease. Experience the charm and sophistication of this remarkable property-your dream home awaits.

633 Snow Goose Ln, Annapolis

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

$539,900
3 Beds 4 Baths
Welcome home to this stylish contemporary townhome offering 3 bedrooms, 3.5 baths, and a thoughtfully designed floor plan perfect for today's lifestyle. The open main level is ideal for everyday living, featuring a spacious kitchen with stainless steel appliances, a center island, and a sunny bay window. Just beyond, the separate dining room overlooks the step-down family room, where a fireplace creates a warm and inviting focal point for gatherings with family and friends. The upper level is highlighted by a spacious primary suite with a soaring vaulted ceiling, a large walk-in closet, a private bath, and deck—the perfect place to enjoy your morning coffee or unwind at the end of the day. Two additional bedrooms and a shared full bath complete the upper level. The finished lower level provides even more living space with a comfortable family room that opens to the fenced backyard, along with a generous storage area to keep everything organized. Outside your door, enjoy an active community with tennis and pickleball courts, a dog park, picnic area, scenic walking trails, and an observation tower overlooking the beautiful Little Magothy River. Combining modern design, generous living spaces, and exceptional neighborhood amenities, this home offers the perfect balance of comfort, convenience, and outdoor enjoyment.

474 Fawns Walk, Annapolis

Listing courtesy of Long & Foster Real Estate, Inc.. Contact: (410) 224-4999

$969,000
4 Beds 3 Baths
111 Conduit Street is historic Annapolis living at its finest. Nestled in the heart of Historic Annapolis, this charming semi-detached residence seamlessly blends timeless character with modern convenience. Located just moments from Main Street, the City Dock, shops, restaurants, and waterfront attractions, this home offers the quintessential Annapolis lifestyle. Inside, original hardwood floors, classic architectural details, and three finished levels of living space create a warm and inviting atmosphere. The main level features spacious and distinct living and dining rooms, ideal for both everyday living and entertaining. An updated kitchen offers modern functionality while complementing the home's historic appeal. Step outside to enjoy a screened porch overlooking a private garden patio, providing a peaceful retreat rarely found in downtown Annapolis. The second level offers three bedrooms and a full bathroom, while the third floor is dedicated to a private primary suite featuring soaring ceilings, abundant natural light, and a separate room perfectly suited as a home office, dressing room, nursery, or sitting area. A rare opportunity to own a character-filled home in one of Annapolis' most sought-after historic locations, all within walking distance of Main Street, the Naval Academy, waterfront parks, dining, shopping, and entertainment.

111 Conduit St, Annapolis

Listing courtesy of Innovative Properties, Inc.. Contact:

$579,900
3 Beds 5 Baths
Location! Location! Location! Nestled in the vibrant heart of Annapolis Towne Center, this beautifully maintained, move-in-ready townhome offers the perfect blend of modern luxury and urban convenience. Versatile Ground Level: Features a flexible bonus space perfect for a home office, yoga studio, or media room, leading to a rear brick patio and a rare two-car garage. Gourmet Dream Kitchen: A showstopping open-concept center island, pristine white cabinetry, top-tier granite, stainless steel appliances, and a frosted-glass pantry seamlessly connects the living and dining areas. Unwind by the cozy gas fireplace, framed by custom built-in bookcases, or step out onto the private deck for morning coffee or evening grilling. Luxurious Primary Suite: The upper-level retreat boasts a dual-sink vanity, a large-tiled custom shower, and a separate water closet. A second spacious bedroom features its own private en-suite bath. Spectacular 4th-Level Loft: An incredible entertaining space complete with a third bedroom suite, full bath, and a private rooftop deck—ideal for hosting unforgettable guest stays or parties. Live just minutes away from top-rated dining, premier shopping, entertainment, and everything Annapolis has to offer. Welcome home!

602 James Walker Pl, Annapolis

Listing courtesy of Taylor Properties. Contact:

$439,900
3 Beds 2 Baths
Welcome home to this beautifully maintained 3-bedroom, 2-bath contemporary townhome featuring an inviting open floor plan designed for comfortable lifestyle. The spacious living room showcases soaring ceilings, abundant natural light from expansive windows and skylights, and a cozy wood-burning fireplace. The adjoining dining area flows seamlessly into the spacious kitchen, complete with stainless steel appliances and direct access to a private patio overlooking a peaceful, wooded setting. The desirable main-level primary suite offers a private bath and its own walkout to the patio, creating a relaxing retreat. Upstairs, you'll find two generously sized bedrooms, a versatile loft area perfect for a home office or reading nook, with plenty of natural light. Enjoy an active lifestyle with outstanding community amenities, including scenic walking paths leading to an observation deck with views of the Little Magothy River, tennis and pickleball courts, boat and trailer storage, dog park, and playground. This home offers the perfect blend of comfort, convenience, and outdoor recreation. Major improvements, including a new roof, new HVAC system, new flooring and new skylights adding lasting value and peace of mind.

448 Cranes Roost Ct, Annapolis

Listing courtesy of Long & Foster Real Estate, Inc.. Contact: (410) 224-4999

$590,000
3 Beds 4 Baths
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 with an Assumable 4.25% VA loan located 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 addition to the 2 Spacious bedrooms, accompanied by another full bath and a den/flex space. This unit has been Meticulously maintained including a new AC unit (Oct 2025) and a freshly painted 2 Car Attached Garage featuring high-temp epoxy flooring and extra storage and plenty of parking. Located just minutes from historic downtown Annapolis, major commuter routes, dining, and the waterfront. Live, work, and play without compromise! Schedule Your Showing Today!

709 Skippers Ln, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: kelly.thompson@cbmove.com

$310,000
3 Beds 2 Baths
*** Price Reduction*** Welcome to 8 Georgetown Court! This charming end of group town home offers 3 bedrooms, 1.5 bath on a quiet culdesac in the heart of Annapolis. Offering a functional layout with spacious living areas and abundant natural light, this home is perfect for both everyday living and entertaining. Enjoy generously sized bedrooms, a welcoming outdoor space, and the convenience of being just minutes from downtown Annapolis, shopping, dining, parks, and major commuter routes.Step outside to enjoy the private fenced patio, complete with a privacy fence, creating the perfect space for relaxing, entertaining, gardening, or enjoying your morning coffee. Whether you're a first time homebuyer, looking to downsize, or searching for your next investment opportunity, this home offers comfort, convenience, and value in a desirable location. Don't miss your chance to make this Annapolis gem your own!

8 Georgetown Ct Unit #1-8, Annapolis

Listing courtesy of Keller Williams Gateway LLC. Contact: (443) 318-8800

$519,900
3 Beds 3 Baths
Wake up each day surrounded by the sights and sounds of nature in this beautifully situated Woods Landing townhouse. Enjoy peaceful wooded surroundings, seasonal water views, and a truly special setting that backs to wetlands, providing beautiful natural scenery and added privacy. Just a short walk to water access, this home also offers a charming walking path directly in front rather than a parking lot, creating a quieter, more inviting atmosphere both inside and out. The eat-in kitchen, appointed with stainless steel appliances, opens to a spacious dining room designed for effortless entertaining. A sunken living room serves as the heart of the home, featuring a wood-burning fireplace, custom built-ins, and two sliding glass doors that lead to an expansive deck overlooking the serene natural landscape. Upstairs, three bedrooms and two full baths are complemented by newly refinished hardwood floors throughout. The primary suite offers a vaulted ceiling, private balcony nestled among the trees, walk-in closet with custom built-ins, and a beautifully updated ensuite bath with a double vanity. The versatile lower level includes a partially finished family room with a charming pellet stove and access to a covered deck for year-round enjoyment. An unfinished area provides abundant storage, workshop space, or the opportunity to create additional finished living space to suit your needs such as a 4th bedroom or home office. Recent improvements include fresh paint, refinished wood floors & HVAC replaced within the last year. Ability to set the temperature of the primary suite to your comfort level with its own mini split (in addition to the normal heat/air). Right around the corner, Bay Head Park offers fields, playground and open space to enjoy. You can even take the path and bike to Sandy Point Beach! Woods Landing offers wooded walking/jogging trails, waterfront overlooks, canoe/kayak access, a dog park, sports courts, playground, and the feeling of living inside a nature preserve — all just minutes from Annapolis, Rt 50 & the Chesapeake Bay Bridge. Local grocery stores, restaurants, and hardware shops — everyday convenience wrapped in a nature‑rich setting. This is more than a home; it’s a retreat.

436 Cranes Roost Ct, Annapolis

Listing courtesy of RE/MAX Executive. Contact: (443) 292-9250

$1,275,000
3 Beds 5 Baths
Private Tours are now available by appointment! Delivery expected to begin December 2026. This listing is for an interior home on Lot 16. Sturbridge Homes is offering a generous pre-completion incentive package for early buyers. Submit your deposit now to lock in current pricing! Sales Center appointments are available now. Welcome to Towne Row - A community of 18 Luxury Townhomes in the Annapolis Town Center Corridor. A Towne Row home is superior in every way. The craftsmanship and expansive spaces are apparent immediately. Notice the contemporary exterior, rooftop terrace for entertaining and stargazing, and two-car garage. Savor the spacious kitchen and luxurious owner's suite, privately situated on its own level, and the high-end materials and fixtures throughout. Live graciously and vertically on four generous levels, whisked up and down by your private elevator. This is Towne Row, your haven, your showplace, your new home. It's like none other in Annapolis. Features include: 3,100 Square Feet of Living Space, 3 Bedrooms + Den, 3 Full Baths, 2 Half Baths, Expansive Gourmet Kitchen With Walk-out Deck, Private Elevator, Elegant, Spacious Owner's Suite on Its Own Level, Quartz Countertops Throughout, Four Levels of Finished Living Space, Rooftop Deck With Space for Hot Tub, Two-car Garage, Energy Star & LEED Gold Certified Location, location, location. Living at Towne Row puts you in the heart of the bustling Annapolis Town Center corridor. You have instant access to an array of upscale and casual restaurants, boutiques and shops, favorite grocery stores, sophisticated fashion and home goods retailers, fitness clubs, movie theaters, and essential services. Plus, you'll be minutes from the Annapolis historic district, endless waterways, nearby marinas, and a short drive to Baltimore and Washington, D.C. It's luxury living and convenience beyond compare. Lot dimensions, floor plans, and square footage figures are approximate. Architectural renderings are samples only and may not reflect the exact product. Sellew Rd. has not been built and may not appear on some mapping apps. Map to 2555 Riva Rd. for the approximate location.

109 Sellew Rd, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686

$3,250,000
4 Beds 5 Baths
Welcome home. Perfectly positioned at the end of Market Street, this rare waterfront residence offers an exceptional blend of privacy, design and an impeccable lock and leave lifestyle. Located within an intimate six residence enclave, this fully reimagined contemporary brick townhome captures sweeping views of Spa Creek from every level, delivering a front row experience to Annapolis’ most iconic moments, from the Blue Angels to the holiday lighted boat parade. Completely rebuilt from the studs in the last few years with a refined nautical influence, the home spans four light filled levels, where thoughtful design and craftsmanship are evident throughout. Refinished hardwood floors run seamlessly from room to room, while custom steel stair elements made from sailboats, create a striking architectural focal point. An elevator services the main and upper levels, offering both convenience and ease of living. The main living level is both elegant and inviting, featuring a stunning half bathroom, spacious living room with a wood burning fireplace with a marble fireplace surround with custom surrounding built ins that look out to the water. The gourmet kitchen is designed for both everyday living and entertaining, offering high end appliances, a beverage refrigerator, and a dramatic marble waterfall countertop. Additional luxurious details include hidden hinges, walnut doors and tiles from Bali. Sightlines were intentionally designed to draw your eye straight through to the water the moment you enter. The upper level primary suite is a true retreat, offering panoramic water views and a spa inspired bath. An additional ensuite bedroom completes this level, along with a conveniently located second laundry area for effortless everyday living. The top floor provides two more generously sized bedrooms and a beautifully appointed full bath, ideal for guests. On the lower level, a fully equipped second kitchen, recreation space with gas fireplace, full bath with exquisite flooring, laundry, and storage create the perfect setting for extended stays or entertaining, with direct walk out access to the waterfront. Beyond the interiors, the lifestyle is equally compelling. A flagstone courtyard welcomes you home, while rare off street parking adds convenience for owners of this six townhome community. A deeded boat slip sits just steps from your door, offering immediate access to the water. Residents enjoy exclusive access to a heated gunite pool, beautifully maintained grounds, exterior maintenance including the roof, a floating dock and kayak storage, all within this private community. From here, it is a short stroll to the shops and restaurants of downtown Annapolis, or take a scenic water taxi ride and be picked up just steps away from your front door. This is a rare opportunity to experience turnkey waterfront living with effortless access to everything that makes Annapolis extraordinary.

5 Market Quay, Annapolis

Listing courtesy of Engel & Volkers Annapolis. Contact: (443) 292-6767

$799,000
3 Beds 4 Baths
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. Thoughtful details such as ceiling fans and window treatments enhance the home's comfort and style. Step outside to your private outdoor oasis, where a roof top balcony, deck, and patio await, perfect for enjoying morning coffee or evening gatherings. The beautifully landscaped courtyard view adds to the serene atmosphere, making it an ideal spot to unwind. This property also includes a detached two-car garage with rear entry, ensuring convenience and ample storage. The paved driveway and well-maintained sidewalks enhance the overall appeal of the home. As part of the Boucher Place community, residents benefit from included association services such as lawn maintenance, snow removal, and insurance, allowing for a low-maintenance lifestyle. Experience the perfect blend of luxury and comfort in this stunning townhouse, where every detail has been carefully curated to create a welcoming home. Embrace the exclusive lifestyle that awaits you in this beautiful property. New Roof in 2024 and new hardwoods in 2025.

19 Boucher Pl, Annapolis

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

$380,000
3 Beds 2 Baths
* 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 Eastport—where 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 patio—perfect 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 clean, fresh finishes, generous closet space, and an easy, functional layout. Located just a short walk to the water, nearby parks, and everything Eastport is known for—and only minutes to downtown Annapolis—this home offers a lifestyle that’s hard to match, blending comfort, convenience, and a truly standout setting.

1019 President St, Annapolis

Listing courtesy of CENTURY 21 New Millennium. Contact: 3015198100

$1,449,000
5 Beds 4 Baths
75 Shipwright Street is an enchanting Victorian semi-detached home located in the heart of the Historic District of downtown Annapolis. This is a rare opportunity to own a five-bedroom historic home directly across from St. Mary's School (Pre-K-12), allowing students to walk to class while enjoying all that Historic Annapolis has to offer. Built around 1910, this four-level residence offers a blend of original architectural character and modern updates, with significant views of Spa Creek. The property is located in Zone C1 within the historic district, ensuring the preservation of its external architectural integrity. The home features approximately 2,800 square feet of livable space across four finished levels with 5 bedrooms and 3.5 baths, all equiped with eco-friendly bidets. It maintains much of its original Victorian charm, including hardwood floors, moldings, pocket door, and a central hall with high ceilings. The main level boasts a light-filled chef’s kitchen with new quartzite countertops, newer appliances, and a breakfast bar, connecting to a living area with a gas fireplace and a private balcony with wonderful views of Spa Creek. The walk-out basement includes a family room, a full bathroom, and a workshop/laundry area. The new brick patio is surrounded with lush "cottage gardens," providing a private outdoor retreat. A deeded path allows for direct access to the waterfront from your backyard for launching your kayaks and paddleboards. Situated on a secluded street, the property is a short stroll from several major Annapolis landmarks. Residents are just steps from the end of Shipwright Street, where they can catch a water taxi or access slips at the Old Towne Marina. The home is within easy walking distance of the United States Naval Academy, City Dock, and the various shops and restaurants along Main Street. The neighborhood is noted for its tranquil atmosphere while remaining central to the city's vibrant downtown activities. The current owners not only enjoy the property as a second home, they also offer it as a profitable short-term rental, licensed with City of Annapolis. ***Records are available upon request, along with special information pertaining to the current STR license*** This is your chance to own a storied property and a little piece of Annapolis history. Don't miss it! Request your private tour today. ***WATCH THE AERIAL VIDEO TOUR. CLICK THE VIRTUAL TOUR ICON OR VISIT YOUTUBE AND SEARCH "75 Shipwright St Annapolis"***

75 Shipwright St, Annapolis

Listing courtesy of Anne Arundel Properties, Inc.. Contact:

$329,000
3 Beds 3 Baths
Beautifully maintained 3-level townhome in the desirable Annapolis Overlook community in Annapolis! This spacious home offers approximately 1,680 sq ft with 3 bedrooms, 2.5 baths, and a functional layout designed for comfortable living. The main level features a bright living area, separate dining space, and an updated kitchen with ample cabinet storage and room for entertaining. Upstairs you’ll find generously sized bedrooms including a primary suite with private bath and great closet space. Enjoy low-maintenance living in a well-established community conveniently located near downtown Annapolis, the Naval Academy, shopping, restaurants, and major commuter routes. The 21403 area is known for its coastal lifestyle, outdoor recreation, and close proximity to the Chesapeake Bay.  Perfect for first-time buyers, investors, or anyone looking for easy living in a prime Annapolis location!

40 Ironstone Ct Unit #J, Annapolis

Listing courtesy of Keller Williams Flagship. Contact:

$375,000
2 Beds 2 Baths
Welcome to 198 Clay Street in the heart of Annapolis! This charming row home offers water views of College Creek and a short stroll to downtown and West Annapolis, where shops, dining, entertainment, and the U.S. Naval Academy are right at your doorstep. The location also provides easy commuter access to Routes 50 and 97 for Washington, D.C., Baltimore, and BWI Airport. Thoughtfully updated in the past year, the home features new flooring and paint throughout, all new kitchen appliances, countertops, and sink, new siding, four mini-split units, and all new upstairs windows. Walls were opened between the kitchen, dining, and laundry areas to create a more open flow, and a new upper-deck door leads to an expanded rooftop deck with water views. Additional highlights include exposed brick and beamed ceilings, a fenced rear yard, private access to College Creek, and rare rear parking. With a proven rental history including $21,500 earned on Airbnb in 2024, this home is ideal as a primary residence or investment opportunity. As of 5/28/26 a new EPDM rubber roof/membrane with additional sealant and chimney closure have been installed.

198 Clay St, Annapolis

Listing courtesy of Engel & Volkers Annapolis. Contact: (443) 292-6767

$1,315,925
3 Beds 5 Baths
Private tours are available! Delivery expected to begin December of 2026. This listing is for an interior home on Lot 6. Sturbridge Homes is offering a generous pre-completion incentive package for early buyers. Submit your deposit now to lock in current pricing! Sales Center appointments are available now. Welcome to Towne Row - A community of 18 Luxury Townhomes in the Annapolis Town Center Corridor. A Towne Row home is superior in every way. The craftsmanship and expansive spaces are apparent immediately. Notice the contemporary exterior, rooftop terrace for entertaining and stargazing, and two-car garage. Savor the spacious kitchen and luxurious owner's suite, privately situated on its own level, and the high-end materials and fixtures throughout. Live graciously and vertically on four generous levels, whisked up and down by your private elevator. This is Towne Row, your haven, your showplace, your new home. It's like none other in Annapolis. Features include: 3,100 Square Feet of Living Space, 3 Bedrooms + Den, 3 Full Baths, 2 Half Baths, Expansive Gourmet Kitchen With Walk-out Deck, Private Elevator, Elegant, Spacious Owner's Suite on Its Own Level, Quartz Countertops Throughout, Four Levels of Finished Living Space, Rooftop Deck With Space for Hot Tub, Two-car Garage, Energy Star & LEED Gold Certified Location, location, location. Living at Towne Row puts you in the heart of the bustling Annapolis Town Center corridor. You have instant access to an array of upscale and casual restaurants, boutiques and shops, favorite grocery stores, sophisticated fashion and home goods retailers, fitness clubs, movie theaters, and essential services. Plus, you'll be minutes from the Annapolis historic district, endless waterways, nearby marinas, and a short drive to Baltimore and Washington, D.C. It's luxury living and convenience beyond compare. Lot dimensions, floor plans, and square footage figures are approximate. Architectural renderings are samples only and may not reflect the exact product. Sellew Rd. has not been built and may not appear on some mapping apps. Map to 2555 Riva Rd. for the approximate location.

108 Sellew Rd, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686