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1742 Woodtree Cir, Annapolis
$417,085
4 Beds ⋅ 4 Baths
SELLERS HAVE FOUND HOME OF CHOICE! New carpet and ready for you to move-in!!! Bright and spacious kitchen, fully fenced backyard looking out at trees, cut-de-sac location with lots of newer perks! Special to this home unlike many in the community is your master bedroom with it's own private bathroom. You have a nice lower level with a bedroom and full bath too! There are some nice younger upgrades and updates such as the roof, windows, HVAC, water heater, stainless steel appliances, backyard patio and oversized shed! Wonderful upstairs layout with 3 bedrooms and 2 full bathrooms... powder room on your main level is a bonus as well. The lower level has plenty of natural light with the large walkout level slider and windowed family room. All sorts of parks and shopping are within minutes and you have easy access to 50 and just minutes to Downtown Annapolis, The Naval Academy and all sorts of shopping! Great location for travel to Ft. Meade, NSA, etc. You have the wonderful Broadneck School location here too!!

1742 Woodtree Cir, Annapolis

Listing courtesy of Berkshire Hathaway HomeServices Homesale Realty. Contact:

Selling Office: RE/MAX One.

2022 Sams Way Unit 12A, Annapolis
$655,000
2 Beds ⋅ 3 Baths
Mint-condition, fully renovated waterfront townhouse in Chesapeake Harbour truly move-in ready. Featuring marina views, designer finishes, and a rare 2-car garage, this home stands out for quality and style. Inside, you’ll find engineered hardwood flooring, a custom staircase, solid wood doors, detailed mouldings, and beautifully updated baths and closets. The gourmet kitchen boasts quartz countertops, new cabinetry, tile backsplash, recessed lighting, pantry, stainless steel sink with disposal, and premium appliances—including a KitchenAid side-by-side refrigerator, GE 5-burner gas range, dishwasher, and new 2025 washer/dryer. The primary suite offers a custom bath and walk-in closet, while the second bedroom with pocket doors is ideal for guests or a home office. Mechanical updates include a new gas hot water heater (2022) and furnace/AC (2018). An oversized garage with generous front storage adds everyday convenience. Enjoy marina views and access to Chesapeake Harbour’s resort-style amenities: two swimming pools, tennis and pickleball courts, fitness center, private beach, marina, and a newly opened waterfront restaurant with outdoor dining and live music on weekends.

2022 Sams Way Unit 12A, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: Engel & Volkers Annapolis.

930 Astern Way Unit 609, Annapolis
$418,321
2 Beds ⋅ 3 Baths
Contemporary and beautifully maintained, this 2 bedroom, 2.5 bath penthouse condominium offers 1,926 square feet of stylish living in the sought-after 55+ community of South River in Heritage Harbour. Step into the welcoming foyer and into the stunning open-concept main level, where laminate flooring flows seamlessly throughout the spacious living room with a cozy wood-burning fireplace, a dining area with access to the balcony, and a charming breakfast nook. The well-appointed kitchen features stainless steel appliances, granite countertops, a breakfast bar, ample cabinetry, a pantry, and a convenient powder room nearby. Also on the main level is the luxurious primary suite, complete with two walk-in closets and a beautifully remodeled en suite bath featuring a double vanity, a private water closet, and a large shower with an oversized bench seat. A floating staircase leads to the upper level, where you'll find a generously sized second bedroom with its own walk-in closet and private en suite bath. An open storage area adds flexibility to the layout. Enjoy the exceptional amenities of this vibrant community, including indoor and outdoor pools, a sauna, hot tub, billiard room, library, picnic area, putting green, tennis courts, and water/lake privileges. One assigned parking space is included.

930 Astern Way Unit 609, Annapolis

Listing courtesy of Keller Williams Lucido Agency. Contact:

Selling Office: Keller Williams Flagship.

1062 Broadview Dr, Annapolis
$525,000
4 Beds ⋅ 3 Baths
Welcome home to this beautifully maintained 1,828 square foot rancher nestled in the highly desirable community of Cape St. Claire! This spacious single-level home, with a huge unfinished basement, ready for you to make it your own - options are endless! It offers comfort, convenience, and updates throughout — including newer kitchen and windows and doors that enhance energy efficiency. Fenced in back yard is already taken care of for you! Enjoy a functional floor plan with generous living spaces, perfect for both relaxing and entertaining. The property sits in a well-established neighborhood known for its friendly atmosphere, top-rated schools, and easy access to beaches, parks, shopping, and major commuter routes. Whether you’re looking for your first home or a forever home, this Cape St. Clair gem offers the perfect blend of charm, location, and modern updates.

1062 Broadview Dr, Annapolis

Listing courtesy of Douglas Realty LLC. Contact:

Selling Office: Coldwell Banker Realty.

222 West St Unit A, Annapolis
$710,000
2 Beds ⋅ 3 Baths
A thoughtfully designed residence offering a blend of historic character and modern comfort in the heart of Downtown Annapolis. Nestled amongst the city's best dining, shopping, and waterfront attractions, this home provides convenience and style, along with designated PARKING. This stylish residence blends sleek modern updates and design along with nautical-inspired details throughout! Inside the home features high ceilings, beautiful custom built-ins with integrated spotlighting, warm hardwood floors, an abundance of bright natural light, and exposed brick accent walls that set an authentic city vibe! The home includes Two bedrooms, two full and one half bathrooms. Fabulous balcony located off the primary bedroom suite to enjoy morning coffee or a relaxing evening/ ! With designated parking, thoughtful updates, and in-town walkability, this home embodies Annapolis charm with a modern costal twist. You will love living here!

222 West St Unit A, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: Samson Properties.

1182 Tyler Ave, Annapolis
$380,000
4 Beds ⋅ 2 Baths
Semi-detached residence of 2 homes on over 1/2 acre offers several unique opportunities - live in 1 house and rent the other, rent both homes (#1180 rent $1200 & #1182 rent $850 - both monthly), combine 2 houses - as well as extend the footprint onto 1/2 acre lot, tear down the structure and build new modern home. Built in 1942, 2 structures total 1,364 finished square feet. Both homes are open floor plans with front porches. (Details under rooms is total for both buildings.) Building #1182 is open LR - Kit with wood floors in living room area, 2 BRs have carpet, combo washer/dryer (new Sept 2025). Building #1180 includes table space kitchen with 2 windows, all essential appliances, including dishwasher, spacious sunny (windows on 2 sides) living room - dining room with carpeting, 2 Bedrooms plus attic with windows. Long level backyard offers privacy, gardening and space for outdoor activities, plus storage shed. Located close to all Eastport and downtown Annapolis amenities - marinas, restaurants, parks and pubs, as well as easy access to major highways. Note that legal lot number for both builidngs is #1182, but each building using its own number for convenience.

1182 Tyler Ave, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: Academy Realty Inc..

8 Spa Creek Lndg Unit B1/ A1, Annapolis
$1,080,000
4 Beds ⋅ 5 Baths
Opportunities like this don't come along often - this is the only residence of its kind in Shearwater, and it offers a lifestyle unmatched in Annapolis. This 2400 + - spacious 4 - bedroom, 4.5 bath waterfront residence is thoughtfully designed all on one level - no steps, just effortless luxury. Inside, you'll find two inviting fireplaces, multiple living and entertaining areas, and walls of glass that open to the water. Step outside with sweeping views of Spa Creek where every sunset becomes your backdrop. For boaters, this home includes a deeded 35- foot slip, just steps from your door. Whether its a quiet paddle, a sail on the Bay, or a sunset cruise, your waterfront adventure begins right here. Shearwater is one of Annapolis's most coveted gated communities, known for its privacy, amenities, and easy access to downtown. Here, you can enjoy the best of both worlds- resort-style living in a secure enclave, while being minutes away from restaurants, shops, and the charm of Historic Annapolis. This condo is two combined with 2 tax numbers 8B1 and 8 A1, Concrete slab and steel construction. Condo fee includes water & sewer, parking, trash, and snow removal. Enjoy an abundance of nature, blue herons, osprey, and other water fowl. The Shearwater community offers a private, waterfront pool with grill area, pickleball, tennis, racketball, kayak and dinghy rack/storage, a deep water marina and oyster shell walking paths - all within a Gated community. Enjoy a nice walk, bike ride or the water taxi will pick you up at the marina dock and take you downtown. All the fun activities in Eastport are right at your back yard. The Eastport Yacht Club parade of lights boat parade in December makes it final turn right in front of the Shearwater community. Rare opportunity to combine single level living, waterfront access, and the timeless Annapolis Lifestyle.

8 Spa Creek Lndg Unit B1/ A1, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: Long & Foster Real Estate, Inc..

930 Astern Way Unit 511, Annapolis
$395,000
2 Beds ⋅ 2 Baths
Don’t miss this rare opportunity! This spacious 2-bedroom, 2-bathroom condo offers over 1,600 square feet of comfortable living. Freshly painted with brand-new luxury vinyl plank flooring and plush carpeting, it’s bright, welcoming, and move-in ready. Large windows fill the home with natural light, and the private balcony is perfect for enjoying fresh air, sunshine, and seasonal views. One of the best features? This building boasts its own gym plus both an indoor and outdoor pool—so you can skip the trip to the Lodge for these amenities. The only condo building in Heritage Harbour that offers such convenience. You’ll also enjoy a private indoor parking space with direct building access, meaning you’ll never have to brave the weather when unloading groceries. Heritage Harbour 55+ Lifestyle This premier active adult community is packed with amenities: Farm-to-table restaurant for residents and guests. 9-hole executive golf course for golf enthusiasts. Outdoor tennis and pickleball courts—also they allow pickleball play indoors at the Lodge. Woodshop, billiards room, and community bus for outings to D.C., Baltimore, Annapolis, or local shopping. Endless activities: movie nights, dinner clubs, dance events, college classes, exercise classes, and more. Whether you’re looking to stay active, meet friends, or simply relax, Heritage Harbour has it all—more than any other age-restricted community in the area. You’ll never run out of things to do—and you’ll love coming home to this beautiful condo. Call today to schedule your private tour of both the home and the community!

930 Astern Way Unit 511, Annapolis

Listing courtesy of Academy Realty Inc.. Contact:

Selling Office: Long & Foster Real Estate, Inc..

1044 Skyview Dr, Annapolis
$504,000
3 Beds ⋅ 2 Baths
Classic split-level in sought-after Cape St. Claire offers lots of light and high ceilings for a spacious contemporary feel. Walk right into the main level with an open living and dining space with a glass slider that leads to a large new outdoor deck. The flow from the eat-in kitchen to the living area is perfect for ease of everyday living or entertaining! The lower level features a fireplace with charming arched brickwork and is perfect as a media room or additional living space. The lower level also includes laundry and outdoor access to the backyard. The upper level has a primary bedroom with en-suite bath plus two more bedrooms and a hall bath. This home is set on a landscaped lot that features established perennial beds and a private backyard. The front bay window overlooks woods and a serene setting. Cape St. Claire residents enjoy exclusive access to community beaches, boat ramps, fishing piers, a clubhouse, basketball courts, and tot lots—all for a nominal annual HOA fee. The community pool offers memberships, and local favorites like the Cape St. Claire Shopping Center, Graul’s Market, and Cape Liquors are just minutes away. Quick access to Route 50 and Downtown Annapolis, Sandy Point State Park, and the Chesapeake Bay. Zoned to Broadneck High School and part of the Anne Arundel County Public School District.

1044 Skyview Dr, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: Taylor Properties.

1114 Bay Ridge Rd, Annapolis
$725,000
4 Beds ⋅ 3 Baths
Welcome home! This private Annapolis retreat blends comfort and elegance, with dramatic high ceilings and main level living that feels both relaxed for everyday life and sophisticated for entertaining. Inside, discover an open floorplan with fresh paint, stunning vaulted wood ceilings, gleaming hardwood floors, and wide windows flooding the home with abundant natural light. The spacious and bright living room features a large picture window and recessed lighting, and is anchored by a striking double-sided stone gas fireplace flanked by built-in cabinets. Pass through the classic archway into the gorgeously updated kitchen (2021) featuring sleek marble countertops, new tile flooring, modern recessed lighting, and stainless steel appliances, including a high-end dual-fuel GE Café range with double oven (2021). With a central island breakfast bar and additional bank of cabinet storage, this spacious layout keeps the chef connected to the living and dining areas. Continue through the lovely glass pocket doors into the open dining and family room and be impressed by the custom vaulted wood ceiling, large windows and welcoming finishes. Down the hall, the rare main-level primary bedroom boasts a rich cathedral wood ceiling, newer plush carpeting, a cozy wood-burning fireplace that can easily convert to gas, and a unique two-level walk-in closet. Enjoy a beautifully appointed custom en suite bathroom with a luxurious oversized shower and a handsome vanity with a new countertop, sink, and faucet (2025). The second bedroom includes new soft carpeted flooring, ample closet space, and access to the second tastefully updated bathroom in the hallway. Downstairs, the lower level offers a versatile recreation room with brand new carpeting (2025) and a generously-sized storage room with built-in shelving. Two additional bedrooms and a third full bathroom with a step-in shower provide further flexibility for a private guest space, home office, or gym. Outside, enjoy an expansive wraparound and recently repainted wooden deck with built-in grill, and relax by the firepit in the privacy of nearly half an acre of fenced yard, surrounded by mature trees for a tranquil, scenic view. On the front of the home, the refinished driveway (2024) offers plenty of room for your boat or trailer. Recent major home updates include a newer roof (2022), geothermal energy-efficient HVAC (2019), upgraded Anderson doors and windows, whole-house water filtration with UV filters and a point-of-use reverse osmosis filtering sytsem, a 50-amp hookup for a potential hot tub, a gas line roughed for a future whole-house generator, replaced BAT septic system. Conveniently located just minutes to Giant, Annapolis Mall, Downtown Historic Annapolis, and Quiet Waters Park. Easy access to Route 50 and nearby commuter routes puts Annapolis, Baltimore, and the region within easy reach. Schedule a private showing to see everything this special home has to offer!

1114 Bay Ridge Rd, Annapolis

Listing courtesy of KW Metro Center. Contact:

Selling Office: Corcoran McEnearney.

1534 Circle Dr, Annapolis
$860,000
4 Beds ⋅ 3 Baths
Nestled into the tree tops off a private drive in highly sought after Winchester on the Severn, this mid century raised rancher will check all your boxes. From the moment you pull up the private drive to the home, you are immediately at ease. Step out of the car to the sounds of birds and the rustle of the trees. You will feel as though you have escaped it all, yet you are right in the heart of Winchester, a quick drive from Historic Downtown Annapolis and a stones throw to the famed B&A trail. As you enter the front walk, you will be immediately struck by the quality of craftsmanship and materials on the exterior of the home. Once inside, the rich wood beams, wood trim and floors strike a dramatic combination with the soaring ceilings. The abundant windows and doors leading out to the sunroom will ensure that the beauty of the natural surroundings take center stage. The chef's kitchen is equipped with granite countertops, a deep sink, lovely picture window over the sink, double wall ovens and high end fixtures. The sunroom serves as an additional dining space and relaxing sitting room with full views of the surroundings. You will feel as though you have escaped to a mountain retreat! The main level offers a full hall bath and three comfortable bedrooms including an owner's suite with ensuite bath and double closets. The fully finished lower level is a lovely living space on its own with a cozy den, office and flexible bonus space that could be a 4th bedroom with its own ensuite bath. The lower sunroom is the perfect spot to partake in your morning yoga and meander out to the hot tub for a leisurely soak. Entertaining is a breeze with the expansive, multi-level decks and putting green for fun. After a day on the water, use the outdoor shower to rinse away the salt and sand. Winchester offers two beaches (one is referred to as Dog Beach for obvious reasons) and two marinas. The beauty of a water access community on the Severn River is easy access into Annapolis by boat without going out into the choppy Bay. You can hop on a small tender and dock in town at the dinghy dock for dinner any time you please. Walk or bike up the B&A trail for coffee, ice cream or grab must haves at the gourmet cheese shop. Brunch at the Severn Inn overlooking the River or pop over to Garten Beer Garden for a lovely supper with friends. This is not merely a beautiful home, this is a highly sought after lifestyle.

1534 Circle Dr, Annapolis

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

Selling Office: Berkshire Hathaway HomeServices PenFed Realty.

742 Warren Dr, Annapolis
$665,000
4 Beds ⋅ 2 Baths
Updated, mid-century, 4 bed-, 2 bathroom home in desirable and quiet Eastport neighborhood with water privileges. Lots of professional interior & exterior pics coming next week! Only a short stroll to Downtown Annapolis shops and restaurants with easy access to Route 50. Private neighborhood waterfront picnic area with boat slips on Back Creek. Large, beautifully landscaped front and back yard with fire pit area, lush private patio and raised garden beds. New six-foot fence creates a private, quiet, outdoor oasis. Inside, shining hardwood floors on the main level and in all bedrooms. Heated ceramic tile floor installed on the lower level. The kitchen features granite countertops and a large pantry, recently updated stainless-steel appliances including quiet, high-efficiency Bosch dishwasher, GE range and microwave. The massive 32-cubic-foot LG refrigerator/freezer includes dual ice makers and a full drawer that can switch from keeping snacks and drinks cold to serving as a second freezer drawer. Recessed LED lighting in the lower level, kitchen and hallway. Upstairs primary bedroom features a walk-in closet and a second hallway closet. The lower level bedroom, with its own bath, features lots of built-in storage. High-volume Rinnai instant/tankless gas hot water heater and whole-house water filter. Late model, high-efficiency Trane air conditioner and gas furnace. Updated, front-loading washer and dryer. All major systems have been updated for low maintenance for several years. New roof in 2023 with 30-year warranty architectural shingles and all-new gutters with leaf guards. Freshly painted exterior and interior. Home is well insulated with spray foam retrofit in all exterior walls and crawl space plus blow-in attic insulation. Great place to call home! : )

742 Warren Dr, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: Unrepresented Buyer Office.

1915 Towne Centre Blvd Unit 306, Annapolis
$650,000
2 Beds ⋅ 3 Baths
Time for a Lifestyle Upgrade – Live Stunningly at The Grandview! Welcome to the highly sought-after "Everest" model on the 3rd floor of The Grandview, offering sophisticated urban living in the heart of Annapolis Town Center. This impeccably maintained, spacious residence boasts 2 master bedroom suites, each with new carpeting, plus a powder room, and a versatile office/den ideal for remote work or guest space. Step into luxury with gleaming hardwood floors, 10-foot ceilings, and fresh paint throughout. The open-concept living and dining area is perfect for entertaining, while the spacious kitchen showcases granite countertops, premium cabinetry, and upscale finishes. Enjoy the vibrant city vibe from your private balcony, perfectly positioned on the retail boulevard side—offering front-row seats to Summer Friday concerts and the buzz of Town Center life. Additional features include: new carpeting, spacious laundry room, extra storage cage, two assigned garage parking spaces, fitness center, and rooftop pool with panoramic views All this, just steps from Whole Foods Market, Target, top-tier restaurants, bars, shopping, and more. Minutes from Historic Downtown Annapolis, Annapolis Mall, Anne Arundel Medical Center, with easy access to Route 50 and I-97 for stress-free commuting. MUST-SEE UNIT – Live fabulously at The Grandview!

1915 Towne Centre Blvd Unit 306, Annapolis

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

Selling Office: Corner House Realty.

40 Oak Ct, Annapolis
$332,500
2 Beds ⋅ 2 Baths
Introducing a distinctive opportunity for visionary entrepreneurs and investors: a commercial/residential property brimming with potential, situated ideally for both business and pleasure. Formerly a boutique dress shop, this structure is primed for a creative transformation, making it a unique investment. The property houses two Bedrooms/Offices, two full bathrooms, and robust hardwood flooring throughout, presenting a promising canvas for renovation. Strategically located, this property is in close proximity to essential amenities and community .Public transportation is conveniently accessible with the Riva Road & Forest Drive bus station less than 700 meters away, enhancing the location. Additional features include a rear deck perfect for relaxation or casual gatherings, a useful rear shed for extra storage, and a generous off-street parking area that can accommodate up to 12 vehicles. Despite being sold as-is, with no repairs from the seller, the property's inherent potential and dual-use capability as both a residential and commercial space make it a lucrative deal. Capitalize on the chance to customize this space into a thriving business venture or a mixed-use development that promises both rental income and renovation possibilities. Dive into this project and shape it into your vision of success! Property is being sold AS-IS, Seller will make no repairs. All offers must have $1000 deposit and proof of deposit. Buyer responsible for all due diligence on condition of home. So much potential! Make this your today!!

40 Oak Ct, Annapolis

Listing courtesy of ExecuHome Realty. Contact:

Selling Office: Douglas Realty LLC.

40 Oak Ct, Annapolis
$332,500
Introducing a distinctive opportunity for visionary entrepreneurs and investors: a commercial/residential property brimming with potential, situated ideally for both business and pleasure. Formerly a boutique dress shop, this structure is primed for a creative transformation, making it a unique investment. The property houses two bedrooms/offices, two full bathrooms, and robust hardwood flooring throughout, presenting a promising canvas for renovation. Strategically located, this property is in close proximity to essential amenities and community features. Public transportation is conveniently accessible with the Riva Road & Forest Drive bus station less than 700 meters away, enhancing the location's connectivity. Additional features include a rear deck perfect for relaxation or casual gatherings, a useful rear shed for extra storage, and a generous off-street parking area that can accommodate up to 12 vehicles. Despite being sold as-is, with no repairs from the seller, the property's inherent potential and dual-use capability as both a residential and commercial space make it a lucrative deal. Capitalize on the chance to customize this space into a thriving business venture or a mixed-use development that promises both rental income and renovation possibilities. Dive into this project and shape it into your vision of success! Property is being sold AS-IS, Seller will make no repairs. All offers must have $1000 deposit and proof of deposit. So much potential! Make this your today!!

40 Oak Ct, Annapolis

Listing courtesy of ExecuHome Realty. Contact:

Selling Office: Douglas Realty LLC.

98 Pine Dr, Annapolis
$570,000
3 Beds ⋅ 2 Baths
Coming soon in water priveledged community on the South River! Well maintained ranch style home on large corner lot, with fenced yard, oversized 2 car garage addition, extensive hardscaping, whole house Generac genterator, fireplace, wood floors through-out main level, updated kitchen and bath, full basement and more! New roof installed 2 years ago, gutter helmets, and owner installed new well pressure tank. Replacement wondows and the list continues. Fenced yard has DB gate accomodate boat storage or what ever else you want to store on the property. Detached shed for yard tools, even the driveway has been repaved! Side yard used to feature an inground pool, so plenty of room to meet buyers desires. Voluntary Imporovement Assiciation at $25 per year gives you access to the Beach, marina & boat ramps. Special Tax Assessment district $285 per year included in property tax bill.

98 Pine Dr, Annapolis

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

Selling Office: Coldwell Banker Realty.

772 Ballast Way, Annapolis
$615,000
3 Beds ⋅ 3 Baths
Looking for a two-car garage home in popular, active Heritage Harbour with true MAIN level living? You will love this END-UNIT villa on a CORNER lot and forget you're in an attached home the moment you step inside. On the main level, easily access your upgraded kitchen with granite and stainless, and your family room with vaulted ceilings, skylights, and gas fireplace. You're just down the hall from your huge owner's suite, second bed and bath, laundry, and second living room. As a bonus, the upstairs loft and another owner's suite is perfect for storage, future live-in help, or privacy for guests! Seller has upgraded almost everything during their ownership. Highlights include all flooring (including brand new carpet), a large walk-in shower in the renovated owner's bath, plantation shutters, AC and water heater, plus more. Ballast Way has tons of guest parking, unlike other streets. Heritage Harbour is Annapolis' premier 55+ community with clubs and events galore - golf course, swimming, social clubs, outings, fitness center, indoor/outdoor pool, and more!

772 Ballast Way, Annapolis

Listing courtesy of Next Step Realty, LLC.. Contact:

Selling Office: Academy Realty Inc..

1696 Beech Ln, Annapolis
$3,000,000
4 Beds ⋅ 5 Baths
A rare waterfront haven where timeless craftsmanship meets effortless coastal living. Tucked into almost an acre in Amberley, this custom home was completed in 2018 on one of Annapolis’ most desirable deep-water creeks. A private pier with 9'MLW, and a 15,000 lb lift provides quick access to the Chesapeake Bay—an ideal setup for serious boaters and sunset cruisers alike. Inside, every detail reflects thoughtful design. The hand-crafted Douglas Fir entry door opens to soaring, light-filled spaces where walls of glass capture sweeping water views. The open plan is perfect for gatherings, whether around the fireplace beneath a reclaimed cedar ceiling or on the waterside deck overlooking the creek; perfect for grilling or relaxing. The gourmet kitchen anchors the heart of the home with a massive island, custom cabinetry, and top-tier appliances. With four bedrooms, including a luxurious main-level suite and a second waterside suite upstairs, the home is equally suited for everyday comfort and weekend entertaining. The lower level adds versatility with space for a fitness studio, game room, or even a theater, all enhanced by water views. A three-car detached garage and thoughtfully designed, lush landscaping complete the property. The Amberley neighborhood boasts 3 community piers on Whitehall and Ridout creeks with easy access to the Chesapeake Bay, Annapolis, and the Bay Bridge, you can enjoy boating and fishing on the Bay, as well as walking, jogging, and bike riding along the scenic roads and trails which meander through the neighborhood. Located in the award-winning Broadneck school district and with easy access to RT 50, Annapolis, shops and restaurants. Welcome Home!

1696 Beech Ln, Annapolis

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

Selling Office: EXP Realty, LLC.

9 Bunche St, Annapolis
$300,000
4 Beds ⋅ 2 Baths
Welcome to **9 Bunche Street**, a charming brick rancher in the heart of Annapolis, full of potential and ready for new life! This 4-bedroom, 2-bath home offers **1,152 sq ft** of living space on a spacious **6,500 sq ft lot**. With solid structure and good bones, it’s the perfect opportunity for someone with vision to make it shine again. Home is ideal for those looking to personalize or renovate at their own pace. The property features a full basement with interior access central heating and cooling , and public water and sewer. Conveniently located near downtown Annapolis, shopping, dining, and commuter routes, this home offers both convenience and possibility. Whether you’re an investor, buyer ready to take on a project, or simply someone who loves restoring homes, this one is worth a look.

9 Bunche St, Annapolis

Listing courtesy of Douglas Realty LLC. Contact:

Selling Office: Cummings & Co. Realtors.

20 Amberstone Ct Unit 20A, Annapolis
$322,500
2 Beds ⋅ 2 Baths
Welcome to this fully renovated, ground-floor condo—one of the largest and most recently updated 2-bedroom units in the community, featuring brand-new flooring throughout and a gorgeous new kitchen with granite countertops, new stainless steel appliances, and other modern finishes. The open-concept living area is both spacious and inviting, centered around a cozy fireplace, with a bonus room off the entry—ideal for a home office, den, or creative space. Enjoy single-floor living that includes an en-suite bathroom featuring a new granite-top double vanity, jetted soaking tub, and a separate walk-in shower. As a bonus, this unit offers a covered garden patio, perfect for relaxing or entertaining. Community amenities include an outdoor pool, exercise room, and recreational clubroom. Reserved/assigned parking is available for two vehicles.

20 Amberstone Ct Unit 20A, Annapolis

Listing courtesy of GybeSet Homes. Contact:

Selling Office: Keller Williams Flagship.

3736 Ramsgate Dr, Annapolis
$3,995,000
5 Beds ⋅ 6 Baths
Perfectly sited in the coveted Watergate community, this lightly lived-in residence, thoughtfully designed by architect Scott Rand and masterfully built by Bayview Builders in 2015, offers sweeping views of the South River stretching out to the Chesapeake Bay. With southern exposure, the home is filled with natural light, cooled by summer breezes, and blessed with unforgettable sunsets as well as a spectacular view of the every changing scenery of waterfowl and wildlife. Thoughtfully designed, the open floor plan on the main level captures the water from every room. The office provides an ideal work-from-home retreat, while a secondary primary suite on the first floor adds comfort and versatility. The spacious living room with fireplace flows seamlessly to the expansive covered patio which extends the entire width of the residence providing unobstructed vistas overlooking the shimmering river and bay beyond. The gourmet kitchen is the heart of the home, boasting a massive island, high-end appliances, exquisite finishes and a convenient pass thru window out to the stunning screened porch. The porch features a beautiful fireplace, soaring ceiling, and heaters to enjoy the luxury of al fresco dining and relaxing at the end of the day; all year around. Upstairs, all four bedrooms feature the privacy of ensuite baths, and all—except the bonus room/office with loft—are graced with breathtaking water views The Primary bedroom with soaring ceilings, fireplace, custom closet with island and spa-like bathroom combines luxury with functionality. The lower level, with its high ceilings and generous square footage, offers endless potential for future customization. The paver stone driveway leading to the spacious 3 car garage with car lift adds elegance and the geothermal heating/cooling system provides efficiency and keeps costs low. Outside, an expansive lawn leads to approximately 125 feet of riprapped water frontage and boasts a private pier with multiple slips, 12,500lb boat lift, and jet ski lift. The amenities rich Watergate community offers a community marina, pavilion and playground just steps from the property. The ideal location on the South River offers a quick boat cruise to a variety of waterfront restaurants, including Mike's Crab House, the Annapolis Harbor, the Chesapeake Bay and beyond. Welcome Home!

3736 Ramsgate Dr, Annapolis

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

Selling Office: Berkshire Hathaway HomeServices PenFed Realty.

795 Harness Creek View Dr, Annapolis
$950,000
4 Beds ⋅ 3 Baths
Fantastic brick front Cape Cod, quality built by KOCH Homes! First time offered for sale! This lovely 1/2+ acre property backs to Quiet Water’s Park with Harness Creek water access. Enjoy three finished levels! Step into a welcoming two-story foyer and a soaring two-story family room with a propane gas fireplace that opens to the spacious kitchen with eating area and large center island! A very large laundry room/mud room with additional storage is conveniently located off both the garage and kitchen. The large first floor owner suite features a walk-in closet, spacious owner bath, and a separate office/sitting room with additional closet space and an atrium door leading to the deck! Separate living room and dining room with hardwood floors! Hardwood floors extend throughout the first level! Upstairs offers three generous sized bedrooms and a large full bath! The lower level provides an enormous finished recreational room and plenty of unfinished space for all your storage needs. With a little cosmetic updating this home will be your dream!

795 Harness Creek View Dr, Annapolis

Listing courtesy of RE/MAX Leading Edge. Contact:

Selling Office: Omnia Real Estate LLC.

602 Wayward Dr, Annapolis
$505,000
3 Beds ⋅ 3 Baths
This 3-bedroom, 3-bath rancher sits on over 1/3 acre lot and offers a great opportunity to own in one of Annapolis's most desirable neighborhoods. It offers a nice blend of comfort, space and the convenience of one-floor living. It also features a walk-out basement complete with a full bath—perfect for recreation room, a cozy retreat and plenty of storage or more finished space. The large, fenced backyard is great for pets, gardening, or play - and a concrete driveway adds ease and functionality with off-street parking. New freshly mulched landscape beds installed in the front. This home is ready to go and is a great opportunity to make it your own. Located in close proximity to the community elementary school and conveniently located just minutes from Downtown Annapolis, Naval Academy, Luminis Health, and major commuter routes. This home is ideal for those seeking both community and accessibility. ​

602 Wayward Dr, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: Coldwell Banker Realty.

1604 Winchester Rd, Annapolis
$12,500,000
7 Beds ⋅ 13 Baths
THE FRIARY a Trophy property in a league of its own! Set on 23 private acres overlooking a gracious bend of the Severn River with 1,500ft of prime waterfrontage, just minutes from downtown Annapolis and less than an hour from the nation's capital, lies one of the most distinctive estates offered for sale on the East Coast. A true architectural masterpiece, this exquisite 35,000+ sqft residence, is the result of a mammoth and complex renovation that brought it back to its classic Georgian style yet with an acknowledgment of the owner's contemporary tastes and interests. Formerly a Capuchin monastery, this stately brick structure offers modern amenities for comfortable family living yet easily accommodates elegant grand scale entertainment and private events. The attention to detail and emphasis on proportions and craftsmanship are unparalleled. The exterior features spectacular 270 degree river views, nine car garage, roof garden, pool pavilion, 60 feet infinity edge pool, tennis court and direct access by funicular to a 6 slip private dock with 10' MLW and boat lift. Step into the main core of the home, where 18th-century elements, like original heart pine floors & foyer arch moldings, have been flawlessly preserved. A cleverly designed limestone rotunda containing a conservatory & atrium lead to either of the house’s wings: the impeccably appointed guest wing with spacious common room, or the chapel-turned-ballroom with sweeping limestone fireplace, herringbone teak floors, & arched double doors with a picturesque terrace beyond. The extraordinary estate contains a total of seven bedrooms, eight bathrooms and eighteen fireplaces, formal dining room and formal parlor, commercial size gourmet kitchen, over sized ballroom, conservatory, family room, library, music room, indoor spa, game room, wine cellar, catering kitchen, work shop, and a secret vault. Additional structures on the property include a three bedroom, two bath-guest/staff house, an Asian tea house and mechanical facilities. Only minutes from Washington D.C. and multiple international airports, this elegant and opulent property is worlds away from the hustle and bustle of everyday life yet offers an easy commute to several major metropolitan cities. Unmatched opulence and privacy awaits on the Severn River!

1604 Winchester Rd, Annapolis

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

Selling Office: Unrepresented Buyer Office.

3509 Narragansett Ave, Annapolis
$1,675,000
3 Beds ⋅ 3 Baths
Experience Coastal Luxury on the Chesapeake Bay! Brought to market for the first time in over 70 years, this exceptional waterfront property in the highly sought-after community of Arundel on the Bay captures the essence of Annapolis coastal living. Perfectly positioned at an ideal elevation, the home enjoys unobstructed panoramic views of the Chesapeake Bay, the Bay Bridge, and the iconic Thomas Point Lighthouse. As you approach down the private driveway, the breathtaking water views set the tone for what awaits. Step inside the welcoming foyer and be immediately greeted by sweeping vistas of the Bay. The main level features an open-concept design, ideal for entertaining, with a spacious kitchen and large island seamlessly connecting to the dining and living areas. The living room’s picture windows frame endless water views, while a cozy gas fireplace adds warmth and charm. Also on this level are a half bath, laundry room, pantry, and access to the attached one-car garage. Upstairs, you’ll find three bedrooms, two full bathrooms, and a waterside office - all with captivating Bay views. The generous primary suite is a peaceful retreat, featuring large picture windows that maximize the views and an ensuite bath with elegant finishes. Outdoor living is equally extraordinary, with spaces thoughtfully designed for entertaining or quiet reflection by the water. The full-width deck invites al fresco dining or morning coffee as you watch cruise ships pass and breathtaking sunrises unfold over the Bay. The seamless connection between indoors and out allows you to enjoy the ever-changing colors and moods of the Chesapeake year-round. A level, grassy waterside lawn leads to steps that take you directly to the water’s edge - the perfect place to savor the peaceful rhythm of waterfront life. Beyond the home itself, Arundel on the Bay offers a lifestyle that beautifully blends waterfront charm with a strong sense of community. This historic neighborhood features a peninsula with calm-water boat slips, a community pier, a private beach, wooded walking paths, and a playground. Rooted in history and rich in tradition, residents enjoy seasonal and annual community events that foster connection and celebrate the Chesapeake Bay lifestyle. Just ten minutes from downtown Annapolis, this property offers the perfect combination of tranquility, convenience, and timeless coastal appeal - a rare opportunity to own a legacy home in one of the region’s most desirable waterfront communities. Welcome Home!

3509 Narragansett Ave, Annapolis

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

Selling Office: EXP Realty, LLC.

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