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$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

$390,000
3 Beds 3 Baths
Turn-Key Annapolis Gem! Beautifully renovated inside and out, this home features flowing hardwoods on the main level and a gourmet kitchen with KraftMaid soft-close shaker cabinets, under-cabinet lighting, granite counters, Samsung SS appliances, twin pantries, and a custom island with pendant lighting. Enjoy seamless outdoor living on the large deck with a custom electronic awning, or on the walk-out level's extended paver patio with a built-in swing, seating, garden beds, shed, and fully fenced yard. The upper level boasts durable laminate floors, bedroom chair railings, and a primary suite with two closets (including a walk-in). The partially finished lower level includes a full bath, flex space for a gym or office, and top-of-the-line 2024 Samsung Smart Black Stainless laundry appliances. Prime location minutes to Historic Annapolis, DC, and Baltimore, zoned for top Broadneck district schools: Windsor Farm, Severn River Middle, and Broadneck High!

1154 Riverboat Ct, Annapolis

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

$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 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

$320,000
3 Beds 2 Baths
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

$699,000
4 Beds 5 Baths
Some homes ask you to spend your weekends maintaining them. This one gives your weekends back. Imagine finishing work on Friday, closing the garage door, and deciding whether the evening calls for dinner in Eastport, cocktails downtown, a concert at City Dock, or simply inviting friends over because your house was built for exactly that. The heart of the home is a kitchen that doesn't hide the cook from the party. It was designed for people who love to entertain—an oversized island where everyone naturally gathers, abundant workspace, gas cooking, and an open flow that keeps every conversation going. Whether it's wine and appetizers for six or Thanksgiving for twenty, this is the room where people linger long after dinner is over. When the weather is perfect—and in Annapolis that's often—the party simply moves outside. Open the doors and the stunning double-sided fireplace connects the elegant dining room with the private deck, creating one seamless indoor-outdoor living space that's equally suited for quiet evenings with a glass of wine or unforgettable gatherings under the stars. Unlike many townhomes, you'll never wonder where everyone is going to park. The spacious two-car garage, driveway parking for two additional vehicles, generous guest parking nearby, and electric vehicle charging station make everyday life remarkably easy. Need space? You have four finished levels that adapt as your life changes. The top-floor retreat with its own full bath can become a guest suite, executive office, fitness studio, media room, or the private escape everyone wishes they had. And then there's the lifestyle. Walk or bike into Eastport. Meet friends downtown without worrying about parking. Spend the afternoon on your boat instead of behind a lawn mower. Travel for weeks knowing your home will be exactly as you left it. This is the kind of low-maintenance, lock-and-leave lifestyle that's becoming harder and harder to find in Annapolis. You don't have to sacrifice space to simplify your life. Here, you get both. If you've been searching for a home that feels sophisticated without feeling complicated, that offers luxury without demanding constant maintenance, and that lets you enjoy everything Annapolis has to offer instead of spending your weekends taking care of a house, you've just found it.

103 Norma Aly, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686

$370,000
3 Beds 2 Baths
Welcome home to this well-maintained 3-bedroom interior townhome featuring reserved parking and stylish upgrades. The spacious main level offers a kitchen equipped with stainless steel appliances and beautiful granite countertops, combining functionality with modern appeal, a convenient half bath, dining room and a living room with crown molding, sliding glass door leading to a private fenced backyard—perfect for relaxing or entertaining. Upstairs, you'll find three bedrooms and a full bath with dual access from both the primary bedroom and the hallway, providing convenience and privacy. Additional storage is available with pull-down attic stairs for easy access. This inviting home offers a great blend of comfort, style, and practicality in a desirable townhome setting.

1366 Hazel Nut Ct, Annapolis

Listing courtesy of Long & Foster Real Estate, Inc.. Contact: (410) 544-4000

$529,900
3 Beds 3 Baths
Wake up each day to the sights and sounds of nature in this updated Woods Landing townhouse, where wooded surroundings and seasonal water views create a peaceful retreat from the everyday. One of this home's standout features is its setting—backing to wetlands for beautiful natural views and added privacy, while the front overlooks a charming walking path instead of a parking lot, offering a quieter and more inviting atmosphere. 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. 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, 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

$345,000
2 Beds 2 Baths
Rarely available duplex in the heart of Annapolis at an amazing price with this proximity and level of access to downtown Annapolis. The entire home has been freshly painted, with new flooring, a renovated primary bathroom, and a new dishwasher - this is truly turnkey. Once you step in, you will immediately appreciate the vaulted ceilings and wonderful flow and space of the main living area. The skylights and vaulted ceiling completely change the feel of the home with added natural light and space. You will continue to be impressed with the size of the 2 bedrooms, including the primary suite with an oversized closet and renovated shower and shower area. The backyard is spacious and cleared with a full privacy fence. You will simply not find a better place, in a better location, at this amazing price!! Don't hesitate, this one will be popular!!

1132 Tyler Ave, Annapolis

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

$1,307,775
3 Beds 5 Baths
**Hard Hat Tours are now available by appointment! Move into your brand-new luxury home in just a few short months.**Lot 12 is well underway, with cabinetry, designer tile, quartz countertops, trim, and interior finishes currently being installed. This interior residence includes thoughtfully curated designer selections, including hardwood flooring, Foxhall Green lower cabinetry paired with Accessible Beige upper cabinetry, brushed brass hardware, Misterio Gold quartz countertops, upgraded Super White quartz bath countertops, and wood shelving throughout every closet. Construction is progressing quickly, making this an exceptional opportunity to enjoy new construction without the extended wait of a ground-up build. **Other lots with a variety of finishes and color schemes are available also.** Towne Row is an exclusive collection of just 18 luxury townhomes in the heart of the Annapolis Town Center corridor. Designed for buyers seeking sophisticated, low-maintenance living, these homes combine timeless architecture with contemporary design, exceptional craftsmanship, and the freedom of a true "lock-and-leave" lifestyle. Only a limited number of homes remain. Spanning approximately 3,100 square feet across four finished levels, every Towne Row residence features a private elevator serving every floor, three bedrooms plus a flexible den, three full baths, two half baths, a spacious gourmet kitchen with an expansive island, quartz countertops, walk-out deck, luxurious owner's suite occupying its own private level, and an impressive rooftop terrace designed for entertaining with room for a future hot tub. A two-car garage and abundant storage complete this remarkable home. Built by Annapolis-based Sturbridge Homes, celebrating nearly 50 years of award-winning craftsmanship, Towne Row homes are designed to deliver beauty that extends beyond the finishes. LEED Gold and ENERGY STAR certification provide outstanding energy efficiency, healthier indoor air quality, long-term durability, and potential tax benefits, creating a home that is as smart as it is luxurious. Life at Towne Row places you just steps from Annapolis Town Center's premier restaurants, boutiques, fitness studios, Whole Foods, entertainment, and everyday conveniences. Downtown Annapolis, the Chesapeake Bay, marinas, and waterfront parks are only minutes away, while Baltimore and Washington, D.C. are an easy commute. Whether you're enjoying dinner in Town Center, spending the afternoon on the water, or relaxing under the stars from your private rooftop terrace, Towne Row offers a lifestyle unlike anything else in Annapolis. Sales Center appointments and private Hard Hat Tours are available now. Lot dimensions, floor plans, square footage, and renderings are approximate and subject to change. Sellew Road may not yet appear on GPS mapping systems; use **2555 Riva Road, Annapolis** for the community location. [1]: https://towne-row.com/?utm_source=chatgpt.com "Towne Row | New Luxury Townhomes in Annapolis Maryland" [2]: https://sturbridgehomes.com/?utm_source=chatgpt.com "Sturbridge Homes – With nearly 50 years of experience, Sturbridge Homes is one of the premier new home builders in Maryland."

206 Sellew Rd, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686

$1,265,000
3 Beds 5 Baths
Hard Hat Tours are now available by appointment! Early buyers have the opportunity to customize their home's finish colors and materials. Don't wait! Construction is moving along and the builder will make selections for any unreserved homes. This listing is for an interior home on Lot 16. Sturbridge Homes is offering a generous pre-construction incentive package for early buyers. Submit your deposit now to lock in current pricing and have the ability to customize your home! 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

$1,295,000
3 Beds 3 Baths
OPEN HOUSE this SATURDAY 12-2PM and SUNDAY 10AM - 12PM. Now offered at an exceptional value in today's market. One of the most stunning renovations to come on the market in Downtown Annapolis! Perfectly blending historic charm with sophisticated modern luxury, this completely reimagined home is ideally situated on prestigious College Avenue in the heart of the Historic District and has been renovated from top to bottom with exceptional craftsmanship and designer finishes throughout. Step inside to discover gorgeous Forestall Montrose 7½-inch white oak hardwood flooring flowing throughout the home, complemented by abundant natural light and thoughtfully curated details at every turn. The show-stopping gourmet kitchen features Calacatta Goldlight quartz countertops, premium KitchenAid appliances including a 5-burner gas range, built-in oven, built-in microwave/air fryer, dishwasher, refrigerator, and a dedicated wine refrigerator—creating the perfect space for entertaining and everyday living. The luxurious bathrooms showcase imported Amira Moroccan Flair tile from Spain, elegant Merola Floral Garden tile accents, Kohler brushed brass fixtures, and designer LED anti-fog dimmable mirrors with tempered glass. A beautiful Pottery Barn chandelier adds warmth and sophistication to the home’s timeless design. Beyond the stunning aesthetics, this home offers complete peace of mind with all-new plumbing and electrical systems, closed-cell insulation, and a high-efficiency Bosch 3-ton heat pump with supplemental gas furnace option for year-round comfort. The upper level also features a conveniently located laundry area, enhancing the home’s thoughtful design and effortless livability. Adding to the home’s functionality is a spacious, clean lower level offering exceptional storage space and flexibility for seasonal items, hobbies, or future customization. A true extension of the home’s living space, the beautifully landscaped private brick courtyard is a rare Downtown Annapolis treasure. Thoughtfully designed with lush gardens, vibrant seasonal blooms, and privacy fencing, this outdoor oasis offers the perfect setting for entertaining, a quiet morning coffee, or unwinding after a day on the water. Ideally situated, this exceptional residence offers a truly unmatched lifestyle. Leave your car behind and enjoy a short stroll to City Dock, Ego Alley, waterfront parks, award-winning restaurants, boutique shopping, coffee shops, galleries, and entertainment. Enjoy front-row access to the charm and energy of downtown Annapolis while being moments from United States Naval Academy, St. John’s College, marinas, yacht clubs, and endless waterfront activities. This is a rare opportunity to own a fully renovated historic home where timeless architecture meets modern luxury in one of Maryland’s most coveted and walkable locations. Every detail has been thoughtfully selected and expertly executed, creating a truly turnkey property unlike anything else on the market.

11 1/2 College Ave, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686

$335,000
3 Beds 3 Baths
FHA APPROVED This is NOT a condo! Welcome to 10A Ironstone Ct, the BEST-PRICED 3-bedroom, 2.5-bathroom move-in-ready townhome in Annapolis. This beautifully maintained, spacious home offers the perfect blend of comfort, convenience, and the highly sought-after Annapolis lifestyle. The highlight is the stunning top-level primary suite, a private retreat complete with a cozy fireplace, soaking tub, separate shower, and walk-in closet. For everyday ease, the laundry room is conveniently located right on the bedroom level. Enjoy fantastic community amenities including a pool and clubhouse, all while being just minutes from Downtown Annapolis, waterfront dining, boutique shopping, entertainment, and major commuter routes. Competitively priced and ready for its next owner, schedule your tour today! PS HOA covers ALL exterior maintenance (roof, siding, gutters, shutters, etc)

10 Ironstone Ct, Annapolis

Listing courtesy of EXP Realty, LLC. Contact: 8333357433

$365,000
2 Beds 2 Baths
Welcome to 15 Copley Ct, ideally situated in one of Annapolis's most convenient locations! This home offers easy access to historic Downtown Annapolis, the U.S. Naval Academy, and Westfield Annapolis Mall—putting shopping, dining, and waterfront charm just minutes away. Enjoy living with HOA amenities including TWO community pools and a pickleball court, perfect for staying active and social right in your own neighborhood. Inside, you'll find brand-new carpet throughout the upper level and basement, plus major mechanicals in great shape, including a newer HVAC system installed just 2 years ago. Don't miss this opportunity to enjoy the best of Annapolis living with unbeatable convenience and community perks!

15 Copley Ct, Annapolis

Listing courtesy of RE/MAX Excellence Realty. Contact: 301-445-5900

$619,000
2 Beds 3 Baths
Enjoy resort-style waterfront living with harbor and Chesapeake Bay views in the gated community of Chesapeake Harbour. This beautifully updated two-level residence offers the ideal blend of comfort, natural light, and low-maintenance coastal living. Freshly painted throughout with new carpet, the home features a thoughtfully designed floor plan with over 1,900 square feet of living space, an attached 2 car garage with interior access and additional parking out front, a rare and coveted amenity in the neighborhood. The entry level features an eat-in kitchen with white cabinets and counters, powder room and laundry room with a few steps up to the living room. The thoughtfully designed split-level layout creates a natural separation between the home’s functional spaces and its main entertaining areas, allowing gatherings to flow effortlessly while keeping day-to-day tasks discreetly tucked away. The dramatic living area where soaring ceilings, gas fireplace with custom built-ins, and walls of windows fill the space with natural light while framing the harbor views. Step outside to the expansive full-width waterside deck, the perfect setting for morning coffee, evening cocktails, or simply enjoying the marina activity and views stretching toward the Chesapeake Bay. Upstairs, the spacious primary suite offers a balcony, an ensuite bath with new cabinet and drawer fronts, and a peaceful retreat for relaxing after a long day. A loft-style flex space overlooks the living room below and can easily function as a second bedroom, home office, or additional lounge area, complemented by a full hall bath. Life in Chesapeake Harbour feels like a year-round vacation with an unmatched collection of resort-style amenities, including two waterfront pools, a private sandy beach, exclusive fitness center for a small enclave of residents, tennis and pickleball courts, fishing piers, walking and jogging paths, picnic areas with grills, scenic Chase Pond, and the security of a 24-hour attended gatehouse. The newly opened waterfront marina restaurant adds to the vibrant atmosphere with outdoor dining and live music on weekends. Ideally located just minutes from Downtown Annapolis, Eastport, the United States Naval Academy, waterfront dining, shopping, and historic attractions, this exceptional residence also offers easy access to Washington, DC, Baltimore, and Baltimore/Washington International Thurgood Marshall Airport. Whether you are searching for a full-time residence or a lock-and-leave waterfront retreat, this home offers the very best of the Annapolis waterfront lifestyle. Welcome Home!

2002 Dakota Pl Unit #2A, Annapolis

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

$685,000
2 Beds 2 Baths
This is the perfect pied-à-terre and an excellent investment property with its extremely successful long-term rental history! Lots of recent updates, including New HVAC -2025 and new metal roof- 2020. Cozy living room flows to the dining with fun shiplap walls and built-in seating. The well-planned renovated kitchen has access to the private brick courtyard, just the right size for a lovely gathering. The second floor has two bedrooms, a full bath with a conveniently located washer and dryer. Bonus: Plantation shutters throughout this charming home! Wondering about parking? Pinkney Street residents can pull directly in front of their homes to load or unload their cars. Residential street parking (for a nominal annual fee) allows 24/7 parking and new regulations have eased and increased parking for Downtown Residents. Ask about garage parking options! 34 Pinkney is your opportunity to be in the center of the good life Annapolis has to offer!

34 Pinkney St, Annapolis

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

$414,999
4 Beds 4 Baths
. Price Reduction for a lucky buyer... Back on the market because the buyer could not perform....House appraised at $420000....Extremely attractive 4 bedroom 3.5 bath townhouse. Located near major roads and amenities in Annapolis. The kitchen has all stainless steel appliances and quartz counter top. The entire house has been repainted and and also the deck . The deck can be accessed from the living room... The master bedroom has a private bathroom and is a good size... There is a powder room on the main level and the entry from the garage is conveniently located on this level also.... There is space in the back for a nice cookout gathering also...The home has laminate flooring and is very well maintained. This just came back on the market providing a great opportunity for a lucky buyer!!

126 Brightwater Drive, Annapolis, Md 21401, Annapolis

Listing courtesy of Samson Properties. Contact: 3018500255

$3,499,000
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

$1,595,000
3 Beds 4 Baths
Set elegantly along the marina within the prestigious Chesapeake Harbour, this waterfront townhouse presents a refined composition of craftsmanship, material integrity, and coastal elegance. Moments from the historic charm of Annapolis and the open horizon of the Chesapeake Bay, the residence captures a rare harmony between luxury living and a serene waterfront setting. The interiors reveal a meticulous approach to design, where every finish and fixture has been elevated to a standard of quiet sophistication. Expanses of beautifully refinished hardwood flooring provide warmth and continuity, while a dramatic fireplace clad in striking natural stone serves as a focal point—both sculptural and inviting. Thoughtfully layered lighting and custom window treatments create a seamless interplay of mood and light, enhancing both day-to-day living and evening ambiance. The kitchen is a study in precision and restraint, defined by custom-crafted cabinetry of exceptional quality and a layout designed for both function and visual clarity. A statement waterfall island anchors the space, complemented by premium-grade appliances discreetly integrated into the millwork. Every detail—from the refined hardware to the subtle display elements—reflects a commitment to elevated design and effortless usability, creating a setting equally suited for culinary pursuits and elegant entertaining. In the private quarters, the primary suite offers a tranquil retreat shaped by texture, proportion, and thoughtful innovation. Custom storage solutions and integrated shading systems enhance both comfort and privacy. The ensuite bath unfolds as a spa-like sanctuary, where heated flooring, high-caliber fixtures, tailored cabinetry, and curated lighting come together in a composition that is both indulgent and serene. Guest accommodations continue the narrative of quality and intention, featuring bespoke closets, refined finishes, and bathrooms appointed with elevated materials, heated surfaces, and carefully selected fixtures that mirror the home’s overarching design language. The lower level extends the living experience with equal attention to detail—incorporating custom built-ins, ambient lighting, and seamless access to a landscaped patio that opens directly to the waterfront. Outdoor spaces are thoughtfully integrated into the home’s overall design. Multiple expansive decks invite uninterrupted views of the marina and surrounding waters, while the ground-level terrace, framed by manicured landscaping and soft lighting, offers an intimate setting for relaxation or gathering. These outdoor environments function as natural extensions of the interior, blurring the boundary between indoors and out. Beyond its aesthetic appeal, the residence is underpinned by extensive structural and mechanical enhancements, ensuring lasting performance and modern efficiency. Every improvement has been executed with an emphasis on durability and long-term quality. Life within this gated waterfront community offers a distinctive blend of privacy and resort-style living, with access to marina facilities, waterfront amenities, and a setting defined by coastal beauty. This home is a quiet expression of luxury—where superior materials, exceptional craftsmanship, and a remarkable waterfront location come together in seamless balance.

2186 Chesapeake Harbour Dr E, Annapolis

Listing courtesy of Coldwell Banker Realty - Washington. Contact: 2023876180

$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:

$390,000
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:

$1,350,000
3 Beds 5 Baths
Hard Hat Tours are now available by appointment! Early buyers have the opportunity to customize their home's finish colors and materials. Don't wait! Construction is moving along and the builder will make selections for any unreserved homes. This listing is for an end unit home on Lot 9. Sturbridge Homes is offering a generous pre-construction incentive package for early buyers. Submit your deposit now to lock in current pricing and have the ability to customize your home! 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.

114 Sellew Rd, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686

$334,000
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

$1,295,000
3 Beds 5 Baths
Hard Hat Tours are now available by appointment! Early buyers have the opportunity to customize their home's finish colors and materials. Don't wait! Construction is moving along and the builder will make selections for any unreserved homes. This listing is for an interior home on Lot 6. Sturbridge Homes is offering a generous pre-construction incentive package for early buyers. Submit your deposit now to lock in current pricing and have the ability to customize your home! 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

$1,375,000
4 Beds 3 Baths
There are very few multifamily dwelling units in the City of Annapolis. This creates a rare and amazing opportunity for buyers to own one of the few existing multifamily dwelling units that’s a triplex. There are so many option available for this property in the heart of Historic Annapolis. You may want to convert the entire home back to one living unit. You may want to live in one, long-term rent the other two or short term rent one. You may choose that it be be used for a couple/single person to live in one apt and rent out 2 or have a multigenerational combined family living in 1, 2 (while renting 1) or all 3. There are so many possibilities to enjoy this amazing property. This is 3 fully finished levels and units above grade. The basement level houses the storage area, HVAC and shared laundry area. All of the units are fully furnished with kitchen appliances, items, dishware, glassware, beds, linens, furniture, you name it, it is there and conveys. This is steps away from the Naval Academy. The main level entry has a hallway with stairwell to the upper level units and access to the man level unit Apt 1 and the basement. Apt 1 offers a foyer, eat-in kitchen, full bath, living room, bedroom and access to the rear patio fenced in area. The 2nd level has Apt 2 with a living room, kitchen, bath, 2 bedrooms and access to the rear patio area. The third upper level offers a full bath, galley kitchen, bedroom and large living area with space for a table, couch and mor furnishings. All units have the old time charm with modern components. All three units offer high ceilings. This is a very popular property so bear with us as we want to accommodate all showing requests. The most advance notice you can give the better. There may be times when all 3 may not be able to be seen on the same day. There is a virtual tour where you can walk through the entire property, zoom in and out and see the whole house from your phone or computer. This is also listed as Multi-Family MLS# MDAA2132270. Parking info is loaded in the documents section. Unit schedule: Unit 1 is lived in and can be seen normally with one days notice. Unit 2 and Unit 3 have various bookings and more notice is required.

165 King George St, Annapolis

Listing courtesy of CENTURY 21 New Millennium. Contact: 4102669005