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$539,000
4 Beds 3 Baths
You will immediately feel at home when you walk into this beautifully upgraded townhome! The current owner has thoughtfully enhanced the home with countless upgrades, including new luxury vinyl plank flooring throughout the upper level, new carpet on the stairs and in the basement, designer light fixtures, plantation shutters on every window, a freshly painted interior, and ceiling-mounted storage racks in the oversized 2-car garage. The open and inviting main level was designed with entertaining in mind, featuring a spacious family room, two separate dining areas, and a beautifully appointed kitchen complete with granite countertops, stainless steel appliances, custom cabinetry, and a large island with seating. Step outside to the spacious rear deck, where the outdoor gazebo conveys for your ease and enjoyment. This space creates the perfect setting to relax or entertain from day one. Upstairs, the impressive primary suite showcases vaulted ceilings, a walk-in closet with a custom organization system, and a spacious en-suite bath with dual vanities, a soaking tub, and a separate shower. Two additional generously sized bedrooms also feature vaulted ceilings, creating an airy and spacious feel throughout the upper level. The finished lower level offers exceptional flexibility with a fourth bedroom and plumbing already in place for a future half bathroom, providing an outstanding opportunity to easily expand the home's functionality and value. Combining thoughtful upgrades, abundant living space, and true move-in-ready condition, this home is an exceptional opportunity that you won't want to miss!

607 S Cherry Grove Ave, Annapolis

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

$525,000
2 Beds 3 Baths
What if touring a home could help an animal find one, too? Welcome to 2802 Mockingbird Court, where purchasing a home does more than begin your next chapter. The proceeds from this sale will help provide food, medical care, and shelter for animals at the SPCA as they wait for their forever homes. Completely renovated from top to bottom, this turnkey home features a stunning new kitchen, beautifully updated bathrooms, new flooring, fresh paint, a new HVAC system, and a finished basement offering flexible space for a recreation room, home office, gym, or guest suite. Step outside onto the spacious deck overlooking the woods, the perfect place to enjoy your morning coffee before an early paddle on Gingerville Creek, host friends for a summer cookout, or unwind at the end of the day surrounded by the sights and sounds of nature. Located in the highly sought after, water oriented community of Riva Trace, residents enjoy exceptional amenities including a community pier, kayak and paddleboard launch, extensive kayak storage racks, tennis and pickleball courts, basketball court, playground, gazebo, scenic walking trails, and beautifully maintained park like open spaces that make it easy to enjoy the outdoors and connect with neighbors. Just minutes from Riva Festival, Annapolis Town Center, the Annapolis Farmers Market, the Arundel Olympic Swim Center, Historic Downtown Annapolis, and major commuter routes including Route 50, I-97, and the nearby Park & Ride, this home offers the perfect combination of modern updates, an active outdoor lifestyle, and an unbeatable location. Find your forever home while helping homeless animals find theirs!

2802 Mockingbird Ct, Annapolis

Listing courtesy of EXP Realty, LLC. Contact: 8888607369

$509,900
3 Beds 2 Baths
Welcome to 282 Cedar Lane, a beautifully updated rancher nestled in one of Annapolis' most sought-after waterfront communities. This move-in ready home blends timeless charm with thoughtful updates, beginning with a stunning magazine-worthy kitchen featuring nautical navy cabinetry, warm butcher block countertops, and stainless steel appliances—a space that's both stylish and functional. Beautiful oak hardwood floors flow throughout the main level, where you'll find three comfortable bedrooms and a full hall bath. The finished lower level provides additional living space perfect for a family room, home office, gym, or playroom and includes a half bath, the laundry room and additional unfinished storage space. Major updates provide peace of mind, including a new roof (2017) and hot water heater (2019). Life in Hillsmere Shores is about so much more than the home itself. This beloved waterfront community offers a private marina with direct access to the South River, a community pool, sandy beach, waterfront pavilions, and multiple playgrounds. Residents also enjoy walking access to Quiet Waters Park, Hillsmere Elementary School, the Eastport-Annapolis Library, PAL Park, and Bay Ridge Plaza shopping and dining. Just 3 miles from Historic Downtown Annapolis, Hillsmere Shores combines the charm of an established neighborhood with the convenience of nearby restaurants, boutiques, marinas, and waterfront attractions. PLEASE NOTE: Hillsmere is part of a Special Community Benefit District with the annual fee built into the annual property tax bill.

282 Cedar Ln, Annapolis

Listing courtesy of RE/MAX Leading Edge. Contact:

$549,995
3 Beds 2 Baths
Welcome Home! Don't let summer slip away before you have the chance to relax by this beautiful pool while enjoying one of the best waterfront views around .This beautifully Renovated Eastport Marina Condo with Deeded 30’ Slip A 54 & Waterfront Pool. This 3-bed, 2-bath end-unit condo in sought-after Severn House Condominiums blends coastal charm with modern luxury. Nearly every detail has been refreshed or rebuilt—new electrical, premium hardwood flooring throughout, added in-unit laundry, and a fully renovated kitchen featuring butcher-block countertops, stainless-steel appliances, gas range with vent hood, built-in microwave, and designer recessed lighting throughout the home. Custom built-ins include a butler’s pantry and laundry cabinetry for smart, hidden storage. A full wall of sliding glass doors opens to a spacious deck offering peaceful seasonal views of Back Creek. The residence also includes a large deeded basement storage unit. Enjoy exclusive ownership of a deeded deep water 30+ foot boat slip—one of the few in Annapolis with direct vehicle access, allowing you to drive right to the dock for easy loading and unloading. Located in the heart of Eastport, Severn House offers a waterfront pool, beautifully maintained grounds, and the area’s most protected deep-water marina. Sidewalks lead to Downtown Annapolis, the U.S. Naval Academy, and the city’s famed restaurants and shops. This turnkey waterfront condo perfectly balances luxury, comfort, and location—schedule your private showing today.

755 Fairview Ave Unit #755 D, Annapolis

Listing courtesy of RE/MAX Leading Edge. Contact:

$599,000
3 Beds 2 Baths
Offer deadline Monday 27th at 5:00PM Seller reserves right to accept offer at anytime. Welcome to Colony Hills, one of Eastport's most coveted neighborhoods, where charm, convenience, and community come together with no HOA. This exceptionally stylish Cape Cod is full of character and timeless appeal, offering thoughtfully updated spaces inside and incredible outdoor living areas you'll enjoy year round. Step inside to discover a freshly painted interior accented by beautiful hardwood floors throughout the main level. Natural light pours into two inviting living spaces, creating a warm and welcoming atmosphere. The dining room is perfect for intimate dinners or entertaining family and friends and features two charming built ins that add both character and functionality. The beautifully updated kitchen is designed for gathering, complete with updated countertops, a large center island, stainless steel appliances, gas cooking, and exposed beams that create the perfect blend of warmth and style. Just beyond the kitchen, a spacious rear family room provides even more room to relax or entertain. The main level also features a generously sized bedroom and full bathroom, making it ideal for guests or flexible living. The bedroom offers two closets, including a unique bonus space that could easily serve as a small workshop, craft room, or creative studio. A full laundry room provides excellent storage and everyday convenience. Upstairs, you'll find the private primary suite and an updated bathroom, along with an additional bedroom. Charming nooks and architectural details throughout the upper level add to the home's undeniable character. The outdoor spaces truly set this home apart. Relax in the three season porch, soak in the brand new, top tier, hot tub on the expansive new Trex deck, or gather around the fire pit on crisp fall evenings, all with a fully fenced yard. Whether you're hosting friends or enjoying a quiet night at home, this backyard was designed for making memories. Don't miss the large shed, great for storing lawn and gardening equipment. Parking is a breeze with the large concrete driveway. Living in Colony Hills means you're just a short stroll to Eastport favorites like Vin 909, Adam's on Fourth, and Sammy's Italian Kitchen, or a quick bike ride to Historic Downtown Annapolis, Quiet Waters Park, and the Pip Moyer Recreation Center. Commuters will appreciate easy access to the U.S. Naval Academy, NSA Annapolis, Fort Meade, Baltimore, Washington, D.C., and BWI Airport. This is Eastport living at its finest. Don't miss your opportunity to call this special home your own, schedule your private showing today! *Updates include: Finished three season room/side porch (2025), Deck (2025), Hot Tub (2025), HVAC (2023), Crawl Space Encapsulation/Sump Pump/Dehumidifer (2023), Fence (2022), Roof/Siding/Windows (2021), Plantation Shutters (2021)

1105 Van Buren St, Annapolis

Listing courtesy of Compass. Contact: (410) 429-7425

$555,000
3 Beds 4 Baths
Welcome to the quiet and well maintained community of August Woods! This delightful development affords easy access to all Annapolis has to offer from a vibrant downtown to stunning Chesapeake waterways to nearby recreation facilities. You will love this bright, freshly painted townhome with a large eat-in kitchen, formal dining and living areas with gas fireplace and a light-filled sunroom. Access the deck from the sunroom with stairs leading to a private garden patio. The Upper Level features two primary suites, new carpet , walk-in closet, soaking tub, separate shower and further ensuite bathroom in the second primary bedroom. The Lower Level has another finished and very flexible space that could accommodate a family room, bedroom, office or whatever is needed. It has also been freshly carpetted and painted and includes its own full bath. You will enjoy outdoor living on the deck or the patio in an enchanting secluded setting. Near by amenties include a public Boat Launch, tennis courts, playground, fantastic outdoor pools with water slide and kiddie pool, baseball fields, basketball courts and a Recreaction Center with weight room, cardio, ball courts, rock climbing wall and classes. You will love living here!

1146 August Dr, Annapolis

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

$599,900
4 Beds 2 Baths
Multiple offers received! Please submit your clients’ highest and best offer by Friday at 12:00 PM. The seller reserves the right to accept an offer prior to the deadline. Opportunity awaits in the heart of Annapolis’ sought-after Murray Hill neighborhood! This four-bedroom, one-and-a-half-bath Craftsman offers timeless character, generous room sizes, original hardwood floors and distinctive woodwork throughout. Enjoy a spacious covered front porch, light-filled living areas, a main-level powder room, an unfinished basement with laundry and ample storage, plus a fenced rear yard and covered back porch. Ready for thoughtful updates and personal touches, this home presents an exciting opportunity to restore, renovate and create something truly special. All within convenient reach of downtown Annapolis, restaurants, shopping, the waterfront and city attractions. Bring your vision and discover the possibilities!

31 Lafayette Ave, Annapolis

Listing courtesy of Samson Properties. Contact: 7033788810

$559,900
4 Beds 4 Baths
Exceptional 4-story townhome in the highly sought-after, water-privileged community of Woods Landing! Thoughtfully renovated from top to bottom, this beautifully appointed home offers the perfect blend of timeless style, functional living, and an unbeatable location. From the moment you step inside, you'll appreciate the light-filled interior, soaring 9-foot ceilings, gorgeous updated flooring, and a smart, spacious floor plan designed for today's lifestyle. The stunning, fully remodeled kitchen showcases elegant quartz countertops, stylish cabinetry, and opens seamlessly to the dining area and inviting living room creating the ideal space for both entertaining and everyday living. Just off the dining room, the private deck provides the perfect setting for morning coffee, evening grilling, or simply relaxing while taking in the peaceful wooded backdrop. With 4 bedrooms, 2 full baths, and 2 half baths, this home offers exceptional flexibility for families, guests, or those working from home. The luxurious primary suite serves as a private retreat, featuring a custom accent wall, serene wooded views, dual closets, and a beautifully remodeled ensuite bath. Two additional bedrooms and a full bath complete the upper bedroom level. The top-floor loft is a rare and versatile bonus space complete with its own half bath, making it ideal as a guest suite, home office, recreation room, fitness studio, or media space. The finished lower level expands the home's living space even further with a spacious family room, additional half bath, laundry area, and direct access to the attached garage perfect for entertaining, multi-generational living, or a second workspace. Enjoy peace of mind with numerous recent improvements, including two HVAC systems (2023 & 2026), a water heater (2021), a remodeled kitchen, a beautifully updated primary bath, and countless additional upgrades throughout. Outside, the terraced backyard backs to mature trees, offering a private and tranquil setting. Residents of Woods Landing enjoy an outstanding array of amenities including water access, a community pier, playground, basketball and tennis courts—all just steps away. Located within the highly acclaimed **Broadneck School District** and just minutes from Route 50, Sandy Point State Park, downtown Annapolis, premier shopping, dining, and commuter routes, this exceptional home truly offers the best of convenience, comfort, and coastal-inspired living. Beautifully updated, impeccably maintained, and completely move-in ready, this is one you won't want to miss. Welcome home!

633 Snow Goose Ln, Annapolis

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

$568,000
3 Beds 5 Baths
Sophisticated Annapolis Townhouse with 4 elegantly finished levels,topped off with a fun skyline rooftop deck!! 9-foot ceilings, terrace-like walls of windows, a neutral palette, and upgraded flooring to enhance any décor AND at least one bath on every level! Enter into a wonderful, versatile space from the garage or front door, which makes an excellent office or study. Kitchen features sleek quartz & stainless steel with an eat-at counter. Lots of pretty cabinets for great storage. The perfectly designed dining area is illuminated by the banks of bay windows for a warm and welcoming place to dine with friends and family. Upstairs, you’ll find a generous primary bedroom suite with 2 walk-in closets and a luxe spa bath! The laundry, featuring a full-size washer and dryer, is ideally located outside the primary suite. The 2nd bedroom on this level has an ensuite bath. On the upper level, you will find the 3rd bedroom and 3rd full bath, plus a bonus room with double doors to the fabulous rooftop deck! The deck faces west for stunning sunsets, alfresco dining and entertaining beneath sun & stars! Extended, rear access parking pad & 1-car garage. Minutes to Downtown City Dock, the USNA, great shopping, dozens of restaurants & eateries, movies, Trader Joe's, Fresh Fields, great fitness centers, marinas/, BWI and commuter Routes 50/97/32 .

206 Wesley Brown Ln, Annapolis

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

$500,000
3 Beds 4 Baths
Tucked into the sought-after Windgate community, this end-unit townhome has it all—just minutes from downtown Annapolis, premier shopping and dining, and major commuter routes, just steps from the community playground and walking trails. With over 2,000 finished square feet across three thoughtfully designed levels, this home has been extensively updated with custom details that set it apart. The main level welcomes you with rich Brazilian cherry hardwood flooring, fresh designer neutral paint, and an abundance of natural light offering a bright, open layout designed for both everyday living and entertaining. The kitchen features newly installed tile flooring, newer appliances, and seamless flow to the surrounding living spaces. Throughout the home, custom built-ins offer both function and character, while sleek glass railings add a modern architectural touch. Upstairs, three generous bedrooms and two bathrooms provide comfortable accommodations, including a private primary suite complete with private ensuite bathroom, walk in closet, vaulted ceilings and bonus storage. The fully finished walk-out lower level expands your living space with luxury vinyl plank flooring, a stunning stone fireplace, built in shelving, an additional full bath, and private exterior access—ideal for guests, a home office, or recreation. Outside, extensive hardscaping creates inviting outdoor spaces with minimal maintenance, extending your living area beyond the home's walls. The end unit offers additional greenspace for entertaining or play, and the4 deck overlooks the community playground. New roof in 2022, Hot Water Heater 2025, HVAC 2017 Schedule your private tour today!

2023 Compton Ct, Annapolis

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

$550,000
4 Beds 2 Baths
YOU'LL HAVE IT MADE IN THE SHADE HERE! 2026 UPDATES include BRAND NEW HEAT PUMP, NEW ROOF & SKYLIGHTS W/REMOTE OPERATED MINI-BLINDS, NEW WASHER & DRYER, NEW LUXURY VINYL PLANK. Brand new price. Brand new pictures. Brand new staging. Take a second look. Skylights and two story living space keep the inside bright while outside you'll feel 10 degrees cooler in the shaded oasis of your lushly landscaped yard. Charming cedar sided chalet style set in the wooded and beach access community of Cape St Claire. Enter into a dramatic cathedral ceiling living and dining space with skylights, looking through to a three season clerestory windowed addition where you will welcome family and friends. Sliders from the tall window surrounded sun room open onto a deck with room for feasts and relaxing. Memories are made here. An island and deep pantry in the kitchen with a plant window for your herbs to thrive provide plenty of storage. Generous bedroom and updated bath on the main level offer convenience and privacy. Upstairs two bedrooms are separated by a second full bath. Extensive landscaping with perennials lets you enjoy nature's blooms with little fuss. A fenced garden on the sunny side of the house is waiting to provide perfect tomatoes, cukes, peppers or vivid flowers for your table. Clever tall medicine cabinet hides behind mirror on wall inside main level bath. 2026 UPDATES include BRAND NEW HEAT PUMP, NEW ROOF W/ROMOTE OPERATED SKYLIGHTS, NEW WASHER & DRYER, NEW LUXURY VINYL PLANK. Replaced and stained cedar siding on one wall and trim throughout exterior. Entry porch has been refreshed as well as decking replaced on deck off sunroom and walkway decking. Well water system just serviced. County sewer so no septic worries.

1189 Highview Dr, Annapolis

Listing courtesy of RE/MAX Executive. Contact:

$500,000
2 Beds 2 Baths
Waterfront luxury meets resort-style living! Nestled in the gated community of The Village of Chesapeake Harbour, this stunning 2BR/2BA ground-floor condo offers views of the marina and open water. Welcome inside to an open-concept layout featuring gorgeous wood-look porcelain tile, custom electric shades, crown molding, and a cozy fireplace. The kitchen shines with an antiqued glass tile backsplash, pantry, and newer SS appliances. Relax in the primary suite boasting an en-suite bath with a granite double vanity, custom walk-in closet, and direct patio access. Step out onto the oversized patio—larger than most in the community—perfect for soaking in the views. Major updates include a brand-new HVAC & air purifier (2025), fresh paint (2022), and upgraded closets. Enjoy community amenities: private beach, 2 pools, tennis courts, kayak launch, walking trails, on-site dining, and an 81-slip marina. Minutes to Historic Annapolis with easy commutes to Baltimore & D.C.! Ask about the assumable VA loan!

7024 Channel Village Ct Unit #T2, Annapolis

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

$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

$575,000
4 Beds 4 Baths
Location. Layout. Lifestyle. A well-cared-for home. That’s what today’s buyers are looking for—and that’s exactly what you’ll find here. Backing to Truxtun Park and surrounded by a private wooded backdrop, this inviting Annapolis home offers approx. 2,700 square feet with thoughtfully designed bump-outs on all three levels. The expanded floor plan creates a bright sunroom off the kitchen, a spacious primary suite, and a versatile lower level—providing the space and flexibility you will appreciate. The main level features hardwood flooring, a welcoming living room with custom built-in bookcases surrounding the gas fireplace, and a bright sunroom overlooking the backyard. The spacious kitchen and breakfast area offers a center island, pantry, abundant workspace, and easy access to the deck, making it the perfect place to gather with family and friends. Step outside to enjoy the private wooded setting from the deck above or the beautiful stone patio below—ideal for relaxing, entertaining, or simply enjoying a quiet evening at home. Upstairs, the spacious primary suite features a tray ceiling and an en suite bath with double vanities, and a jetted soaking tub. The finished walkout lower level offers exceptional flexibility with a spacious recreation room, bedroom, a full bath, and an office with a full egress window. The location is just as impressive. Walk to the headwaters of Spa Creek or spend the day enjoying everything Truxtun Park has to offer, including walking trails, pickleball, tennis, boating, fishing, kayak launches, and the outdoor pool. Pip Moyer Recreation Center is just a block away, offering year-round fitness, recreation, and community programs. Public boat access, the Annapolis Water Taxi, downtown Annapolis, restaurants, shopping, and City Dock are all just minutes from home. It’s more than a home—it’s a chance to enjoy one of Annapolis’ most active and desirable lifestyles.

1102 August Dr, Annapolis

Listing courtesy of RE/MAX One. Contact: 4102244400

$579,500
4 Beds 2 Baths
Nestled in the charming community of Cape St. Claire, this delightful raised ranch home offers a perfect blend of comfort and convenience, making it an ideal retreat for those seeking a vibrant neighborhood lifestyle. With 4 spacious bedrooms and 2 full bathrooms, this residence boasts a generous 2,327 square feet of living space, perfect for gatherings or quiet evenings at home. The main floor laundry adds to the ease of living, ensuring that daily tasks are a breeze. Step outside onto the expansive screened in porch where you can enjoy morning coffee or evening cocktails while taking in the serene surroundings. Cape St. Claire is renowned for its community spirit and access to the beautiful Magothy River. Residents can enjoy a community pool, perfect for those hot summer days, and the nearby parks offer ample opportunities for outdoor activities, picnics, and leisurely strolls. The neighborhood is designed for an active lifestyle, with walking trails and green spaces that encourage exploration and connection with nature. The community is also well-served by public services, making daily life convenient and stress-free. Living in Cape St. Claire means embracing a lifestyle enriched by water features and community amenities. Whether you're kayaking on the river, enjoying a swim at the community pool, or simply relaxing in your backyard, this home offers a unique opportunity to create lasting memories in a welcoming environment. With its prime location, spacious layout, and community-focused amenities, this property is more than just a house; it's a place to call home. Experience the warmth and charm of Cape St. Claire, where every day feels like a getaway. The home is wired for a generator, however, a generator is not included. Existing VA loan may be assumable for qualified buyers subject to lender approval. Contact listing agent for current interest rate, loan balance, assumption requirements and timeline.

1045 Skyview Dr, Annapolis

Listing courtesy of Samson Properties. Contact: 4439757555

$599,900
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:

$559,000
4 Beds 3 Baths
Welcome to 1424 Regent Street, where modern style meets everyday comfort. This beautifully updated home offers exceptional curb appeal with a spacious driveway, a brand-new sprinkler system, and a fully fenced backyard featuring a large deck—perfect for entertaining, relaxing, or enjoying outdoor living. Step inside to discover a stunning custom-designed living room highlighted by a striking gold and white accent wall that creates a warm, sophisticated focal point. The adjoining dining area flows seamlessly into the show-stopping custom kitchen, complete with stylish cabinetry, gorgeous quartz countertops, and designer finishes that make cooking and gathering a true pleasure. The spacious primary suite features its own en-suite bathroom featuring custom designer finishes. An additional beautifully renovated full bathroom upstairs offers both style and convenience for family and guests. Throughout the home, you'll find thoughtfully designed custom bathrooms and quality updates that create a move-in-ready experience. The lower level offer additional entertaining space with a stone fireplace, as well as a bedroom and a full bathroom. With its modern upgrades, designer touches, functional layout, and inviting spaces, 1424 Regent Street is a home you'll be proud to call your own.

1424 Regent St, Annapolis

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

$525,000
2 Beds 2 Baths
Exceptional Properties. Exceptional Clients. Welcome to 1915 Towne Centre Blvd, Unit #707 — a stunning two-bedroom, two-bath luxury condominium offering breathtaking views of Annapolis Towne Centre and the Chesapeake Bay Bridge. Located on the 7th floor, this beautifully appointed residence combines upscale finishes, modern convenience, and an unbeatable lifestyle in the heart of one of Annapolis’ most vibrant communities. Step inside this gorgeous open-concept floor plan featuring soaring 10-foot ceilings, elegant hardwood floors, and an abundance of natural light. The gourmet kitchen is designed for both everyday living and entertaining with granite countertops, stainless steel appliances, and high-end finishes throughout. The spacious living area opens to a large private balcony where you can enjoy spectacular views of Towne Centre and the surrounding Annapolis skyline. This exceptional unit offers loads of upgrades. The thoughtfully designed layout provides comfortable living with two generously sized bedrooms and two full bathrooms, creating the perfect blend of privacy and functionality. Enjoy the convenience of two garage parking spaces, a private storage unit, and exclusive access to resort-style amenities. Residents can take advantage of the rooftop terrace, rooftop pool, outdoor kitchen, and lounge area featuring panoramic views — the perfect setting for entertaining or relaxing. Additional amenities include a state-of-the-art fitness center with modern equipment, elegant club rooms, concierge services, and more. Live steps away from everything Annapolis Towne Centre has to offer, including Whole Foods, Target, boutique shopping, fine dining, coffee shops, and seasonal entertainment. With easy access to major highways, commuting to Washington, DC or Baltimore is effortless. This remarkable condo offers the perfect combination of luxury, convenience, and urban living — a serene retreat with all the excitement of Annapolis right outside your door. Don’t miss the opportunity to experience the best of Towne Centre living!

1915 Towne Centre Blvd Unit #707, Annapolis

Listing courtesy of AB & Co Realtors, Inc.. Contact: (443) 275-7188

$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

$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

$575,000
3 Beds 3 Baths
Reduced! Open House July 25th from 11-1:00! Welcome to 1016 Timber Creek Drive, a well maintained home nestled in the sought-after Timber Creek community of Annapolis. Featuring 3 bedrooms, 3 full baths, and three levels of living space, this home offers the perfect blend of comfort, functionality, and style. The main level showcases hardwood floors, a gas fireplace with marble surround, and an updated kitchen remodeled by Realistic Builders . Off the kitchen, a spacious side deck provides the perfect spot for grilling or enjoying your morning coffee, while the private, partially fenced backyard with brick patio creates an inviting outdoor gathering space ideal for summer barbecues. Upstairs, the spacious primary suite is complemented by two additional bedrooms and a second full bath. The lower level offers a large family room, full bath, laundry area, and flexible space perfect for guests, a home office, or recreation room. Extensively updated over the years, improvements include the kitchen remodel (2012), installation of a gas line, gas furnace, central air conditioning, and gas fireplace (2012), replacement windows (2016), partial roof replacement (2020), tankless hot water heater (2021), new dishwasher and dryer (2023), new washer and dryer (2024), and fresh interior paint (2026). Conveniently located just minutes from Quiet Waters Park, Eastport, and historic downtown Annapolis, as well as shopping, dining, and commuter routes, this move-in-ready home offers easy access to everything Annapolis has to offer.

1016 Timber Creek Dr, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686

$599,000
3 Beds 2 Baths
Welcome to 617 Wayward Drive in the highly sought-after Rolling Knolls community of Annapolis. Situated on a spacious corner lot, this well-maintained home offers exceptional outdoor space with a large driveway, fully fenced backyard, and two storage sheds providing ample room for hobbies, tools, and equipment. Inside, you’ll find 3 generously sized bedrooms and 2 full bathrooms, including a beautifully renovated primary bath and updates to the hall bath. The bedrooms feature large closets, providing comfortable everyday living and abundant storage. The heart of the home is the brand-new kitchen, thoughtfully designed with extensive cabinetry, abundant countertop space, and a bright eat-in area perfect for casual dining and entertaining. The lower level offers incredible flexibility and untapped potential. A built-in bar with sink creates the perfect gathering space, while two separate finished rooms can easily accommodate a home gym, office, media room, playroom, guest space, or hobby area. One room features walk-out access to the driveway, bringing in natural light and enhancing functionality. A large utility room and oversized laundry area provide even more storage and workspace. With its generous lot, extensive updates, versatile floor plan, and desirable Annapolis location, this home offers the perfect combination of comfort, convenience, and opportunity. Enjoy the convenience of nearby Rolling Knolls Elementary School, as well as easy access to shopping, dining, parks, and major commuter routes. Welcome Home!

617 Wayward Dr, Annapolis

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

$512,000
3 Beds 4 Baths
Welcome to this charming end unit TH near Annapolis! Just a 5 minute drive and you are in downtown Annapolis ! Also 3 minutes to Annapolis Mall and the Annapolis Medical Center and convenient access to Rt 50 ! Enjoy this end unit with a more private outdoor view with greenery. Recently stained deck awaits you for lovely evenings outside enjoying a more wooded view. Make the downstairs area under the deck your private oasis ! Serene master bedroom has vaulted ceilings w/ walk-closet & a master bathroom with skylight to brighten up your mornings. 2 other bedrooms on the same floor with another full bath round out the cozy living quarters . There is a half baths on each of the other 2 levels. Enjoy the bright & cheerful kitchen with granite countertops & opening to a big family room with lots of windows adding a comfortable bright & airy feel along with a separate dining area for ease of mingling. Step out to the outdoors on the freshly painted deck for some grilling or nature. Downstairs -make it another cozy retreat with fireplace for TV viewing, gaming, work, playroom, gym -Make it your own ! -along with a serene private back yard ready for you to put your final touches on. Community playground and dog park are available with walking paths which round out this neighborhood for community socializing ! Updates to include newer roof and paved driveway along with outside trim & stained deck and fencing. Seller also offering 6 months of paid BG&E coverage for systems and appliances. You don't wanna miss this opportunity !

648 Howards Loop Unit #19, Annapolis

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

$525,000
4 Beds 3 Baths
Welcome home to this four bedroom, three full bath, rancher in Cape St Clarie in sought after Cape St Claire. Walk in to living room where the beautiful hardwood floors have juste been refinished. A great vaulted ceiling spans the kitchen and dining area combo with ceramic tile, stainless appliances, and a slider leading to the private backyard. The primary bedroom also has a vaulted ceiling, along with an attached full bath, hardwood floor, and walk in closet. Refinished hardwood flooring in the other three main level bedrooms and they share the hall full bath. Down the stairs walk into a huge rec room with plenty of room to spread out. Another full bath is tucked away downstairs, along with a very big laundry room and ample sized storage room. The backyard is fully fenced, and the back gate opens to a path which leads to the elementary school fields. *********Cape St Claire amenities include, beaches, fishing/crabbing pier, boat ramp, playgrounds, marina, & more. Broadneck School District. Close to shops and restaurants. Mins from Downtown Annapolis, and easy access for commuter routes to Washington, Baltimore, and close to Ft Meade. Great location, minutes from downtown Annapolis, and good commuter location with quick access to Rt 50 & I-97 close to Washington or Baltimore***BE SURE TO CHECK OUT THE VIRTUAL FLOOR PLAN TOUR

1248 Hilltop Dr, Annapolis

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

$539,900
3 Beds 1 Baths
3 Level Colonial Brimming with Classic Charm and Timeless Character. This Home Features a Welcoming Covered Front Porch, Perfect for Relaxing and Enjoying the Neighborhood Setting. Inside, you’ll Find Spacious Bedrooms and Hardwood Floors that Add Warmth and Potential Throughout. This Property is Ready for a Full Renovation, Offering an Incredible Opportunity for Investors, Builders or Buyers Looking to Restore and Customize a Classic Colonial to its Former Glory. With Vision and Updates, this Home can be Transformed into a Stunning Showcase Property. Ideally Located in Annapolis, this Home Offers Convenient Access to Downtown Annapolis, United States Naval Academy, and the Scenic Chesapeake Bay. Enjoy Nearby Shopping, Dining, Parks, and Waterfront Activities, along with Easy Commuter Routes to Baltimore and DC. A Fantastic Location Combining Historic Charm, Coastal Lifestyle, and Everyday Convenience. Sold As-Is

40 Munroe Ct, Annapolis

Listing courtesy of ANR Realty, LLC. Contact: 8773284400

$520,000
5 Beds 3 Baths
Motivated seller! New price reflects home and pool "as is." This spacious split-level home offers an exceptional combination of comfort and functionality. The main level features an updated kitchen with adjoining dining area, creating a welcoming space for meals and gatherings. A stunning 400-square-foot sunroom addition provides year-round enjoyment and opens directly to an expansive 400-square-foot composite deck, perfect for entertaining or relaxing outdoors. The primary suite includes a private ensuite bathroom, while two additional bedrooms and a full hall bath complete the upper level. The walk-out lower level offers incredible flexibility with a spacious family room, a separate living room featuring a wood-burning fireplace, two additional bedrooms, and a convenient half bath—ideal for guests, a home office, or multi-generational living. Outside, you'll find driveways on both sides of the house, with parking for up to four vehicles. There are two storage sheds for all your tools and equipment, and a portable generator that conveys with the property and is capable of powering approximately three-quarters of the home. Pool, pool equipment and home convey "as is." Mortgage savings may be available for buyers of this listing.

1115 Skyway Dr, Annapolis

Listing courtesy of Redfin Corp. Contact: 4102028454