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800 Monroe Court, South Chesapeake
$398,000
3 Beds ⋅ 2.1 Baths ⋅ 10604659 MLS
Nestled in the heart of Greenbrier, this end-unit condo sits on a tranquil cul-de-sac with upgraded interior trim, to include crown molding and expansive base molding. The inviting home is further offers custom paint, a spacious living room, formal dining area with glass french doors, and seamlessly integrated family room showcase the epitome of comfort, leading to an inviting kitchen. The kitchen offrs stainless steel appliances, granite countertops, and refreshed cabinets. The main-level primary suite provides a private retreat, with a dressing area that leads to the primary bath, truly convenient for everyday living. Ascend the stairs to the second floor with two bedrooms and a full bath, completing the upper level. Venture outside to a serene backyard, complete a stone patio and a french drain.

800 Monroe Court, South Chesapeake

1013 Stern Way, South Chesapeake
$396,000
3 Beds ⋅ 2.1 Baths ⋅ 10635810 MLS
The Mendelssohn lower-level features 2-car garage & massive rec room w/ access to private back yard that backs up to woods! Nest thermostat & wi-fi enabled garage opener! The main living level kitchen includes granite island, dining area, pantry & access to 8'x18' composite deck. The kitchen opens onto a bright/airy living room w/ a conveniently placed powder room. Upstairs are 2 guest bedrooms w/ ample closet space, a hall bath & convenient 2nd floor laundry room along with the generous owner’s bedroom which features a tray ceiling & walk in closet. A separate owner’s bath features a double-bowl vanity & oversized shower. No flood insurance required. A private marina club, docks, boat tie-off. POOL, CLUBHOUSE, FITNESS CENTER, PLAYGROUND & DOG PARK.

1013 Stern Way, South Chesapeake

931 Centurion Circle, South Chesapeake
$395,000
3 Beds ⋅ 2.1 Baths ⋅ 10628451 MLS
perfect combination of style, space, and low-maintenance living. The first floor features a versatile flex room with backyard access and wooded views, ideal for a 4th bedroom, home office, guest suite, or den. The second floor boasts an open-concept layout with a spacious living area, dining space, and a well-appointed kitchen with island, granite countertops, pantry, and powder room, plus access to a large composite deck overlooking a private, tree-lined setting. The third floor offers three bedrooms, two full baths, and a convenient laundry area. The primary suite includes tray ceilings, a walk-in closet, and a private bath with double sinks and an oversized shower. Enjoy resort-style amenities including pool, clubhouse, fitness center, dog park, dock, pier, beach, and marina access. Conveniently located near Publix, Tidewater Community College, shopping, and dining.

931 Centurion Circle, South Chesapeake

2645 Roundtree Circle, South Chesapeake
$395,000
3 Beds ⋅ 2 Baths ⋅ 10625839 MLS
The original owners built this home in 1984, raised their family here and lovingly updated it over the years. Now moving closer to family, they are passing this well-cared-for home to its next lucky owners. Located in Oak Manor on a quiet dead-end street, this 3BR/2BA ranch at 2645 Roundtree Circle sits on 0.45 acres with 1,516 sqft. of comfortable living space. Updates include kitchen, windows, flooring, roof, HVAC and built-ins and surround sound system in Family Room. Eat-in kitchen features solid surface countertops, center island, stainless appliances and backsplash. Detached 2-car garage/workshop with power for machinery. No HOA! Easy access to interstates, shopping, dining and military bases via I-64 & Military Hwy. Move-in ready!

2645 Roundtree Circle, South Chesapeake

519 Dunning Lane, South Chesapeake
$395,000
3 Beds ⋅ 2 Baths ⋅ 10618645 MLS
Welcome home to 519 Dunning Lane in Chesapeake, Virginia, a beautiful residence located in the highly desirable Great Bridge area. This spacious home offers an open, inviting floor plan with generous living areas for everyday living and entertaining. Featuring 3 bedrooms and 2 full bathrooms, the property combines comfort and functionality with modern finishes throughout. The kitchen opens seamlessly to the main living space. The fireplace & sunroom add even more charm to this gem. An attached garage provides added convenience, and the community setting offers low-maintenance living with easy access to top-rated schools, shopping, dining, and major roadways. HUD Case# 544-036639 IN (Insured). Seller makes no representations or warranties as to property condition. HUD Homes are Sold “As-Is”. Built prior to 1978, lead based paint may potentially exist. Equal Housing Opportunity. Seller may contribute up to 3% for buyer’s closing costs, upon buyer request. 3D Virtual Tour!

519 Dunning Lane, South Chesapeake

308 Sikeston Lane, South Chesapeake
$395,000
3 Beds ⋅ 2.1 Baths ⋅ 10615599 MLS
Welcome to Autumn Woods in Great Bridge! This move in ready 3 bedroom, 2 full and a 1 half bath condominium provides a central location for easy commutes to local military bases, shopping, and recreational activities. The first level offers a modern, open floor plan that makes entertaining with friends or family enjoyable for all. The fenced in patio off the kitchen provides additional entertaining space. The kitchen has soft close drawers, ample storage, full 3 CM "White Dallas" granite counter tops, and a custom backsplash for easy maintenance. A large island with custom lighting ties the space all together. Upstairs, the spacious primary bedroom/en suite has a walk in closet, double vanities, and a walk in shower with dual shower heads. The hall bathroom also provides a double vanity along with access directly to the second bedroom. The spacious laundry closet is upstairs and convenient. A finished garage provides space for your vehicle and/or recreational lifestyle hobbies.

308 Sikeston Lane, South Chesapeake

2052 Canning Place, South Chesapeake
$395,000
3 Beds ⋅ 2.1 Baths ⋅ 10606036 MLS
Like new 3 br 2.5 bath townhome condo in Hickory school zone! You won't be disappointed with the upgraded, luxury plank flooring throughout the entire downstairs. Kitchen with quartz counters, white shaker cabinets, breakfast bar, pantry and beautiful barn door! Stainless appliance package and upgraded lighting. Private fenced courtyard patio! Upstairs spacious primary suite w/walk in closet, ensuite bathroom w/double vanities and shower. 2 additional bedrooms! And the amenities! Pool with cabana, Outdoor grilling stations, 5 lakes, trails, playground, 24/7 fitness center and clubhouse. Monthly fees include community grounds upkeep and your front yard cutting and maintenance, pool, clubhouse, trash removal & water.

2052 Canning Place, South Chesapeake

1128 Stoney Brook Landing, South Chesapeake
$395,000
4 Beds ⋅ 2 Baths ⋅ 10599334 MLS
Welcome to this beautifully renovated 4-bedroom, 2-bath ranch located in the highly desirable Turtle Rock community of Greenbrier. This home offers modern comfort and style in a prime location. The brand-new eat-in kitchen is a true highlight, featuring soft-close shaker cabinets, quartz countertops, stainless steel appliances, and a custom tile backsplash — ideal for both everyday meals and entertaining. The spacious primary suite boasts a private ensuite bathroom for your comfort and convenience. Additional updates include fresh paint, new plush carpeting, and luxury vinyl plank flooring. Enjoy easy access to shopping, interstates, military bases, and nearby nature trails — making this the perfect place to call home. Don’t miss your chance — schedule your showing today!

1128 Stoney Brook Landing, South Chesapeake

640 Parker Road, South Chesapeake
$395,000
3 Beds ⋅ 2 Baths ⋅ 10598794 MLS
Discover this charming brick ranch tucked away in the sought-after Great Bridge area of Chesapeake. Featuring a single-car garage, spacious driveway for up to six vehicles, and a versatile floor plan, this home is ready to welcome its next owner. Inside, the formal living room leads into the kitchen with an island, gas range, and casual dining space. The kitchen opens to a generous family room highlighted by a full brick fireplace wall with gas logs and French doors overlooking the back deck and yard. A fourth bedroom or home office is conveniently located off the family room, while three additional bedrooms, including the primary suite with a large tiled shower, are set apart for added privacy. The home features a mix of laminate flooring and carpet throughout, combining style and comfort. Step outside to enjoy the expansive deck and large backyard, great for entertaining or simply relaxing in your own space. Don’t miss your chance—schedule your showing today!

640 Parker Road, South Chesapeake

2301 Gates Landing, South Chesapeake
$391,100
3 Beds ⋅ 2 Baths ⋅ 10633101 MLS
Beautifully maintained cul-de-sac home in the highly desired Locks Landing neighborhood of Chesapeake. This move-in ready property offers 3 bedrooms and 2 full baths with thoughtful upgrades throughout. The kitchen features custom Greenwich cabinetry and high-end appliances, with charming coffee bar just off the dining room. The inviting living area includes cozy functional wood-burning fireplace, while the primary suite offers a private ensuite. Enjoy the picturesque garden-like yard with a fully fenced backyard complete with an above ground pool, deck, pergola-perfect for relaxing or entertaining. Additional highlights include parking for up to four vehicles, RV 30 amp electrical hookups, and new HVAC system (2025) and full encapsulation of the crawl space (2026). No HOA and conveniently located near Hampton Roads military bases, shopping, dining and entertainment.

2301 Gates Landing, South Chesapeake

216 Marion Drive, South Chesapeake
$391,000
3 Beds ⋅ 2 Baths ⋅ 10641722 MLS
Welcome to this charming 3-bedroom, 2-bath bungalow ranch style home nestled on a spacious .46 of an acre lot in the heart of Great Bridge! Offering approximately 1,288 square feet of comfortable living space, this well-maintained home combines timeless appeal with modern updates. The inviting kitchen features granite countertops, a convenient pantry, and a cozy breakfast area, creating an inviting space for everyday living. Enjoy your morning coffee on the welcoming front porch or entertain family and friends on the back deck overlooking the large, fully fenced backyard. A standout feature of this property is the large two-story detached workshop with electricity, great for hobbies, a home workshop, or additional storage needs. Supplemental concrete has also been poured to allow for more convenient SUV, boats or recreational vehicle parking. Conveniently located just minutes from shopping, dining, parks, Intra Coastal Waterway and everyday conveniences, this home offers the a balance of peaceful living and accessibility. Don't miss the opportunity to make this Great Bridge gem your next home! Call now before it is gone!

216 Marion Drive, South Chesapeake

716 Baywood Trail, South Chesapeake
$390,000
3 Beds ⋅ 2 Baths ⋅ 10646455 MLS
Beautifully reimagined ranch home with designer-inspired finishes throughout! Offering 1,482 square feet, this exceptional residence features 3 bedrooms, 2 beautifully updated baths, and a versatile bonus room ideal for a home office, playroom, guest space, or hobby room. The stunning kitchen showcases new custom-style cabinetry, elegant granite countertops, and brand-new stainless steel appliances, including a dishwasher, range, microwave, and disposal. Matching granite countertops extend into the bathrooms, which have been tastefully renovated with stylish new tile finishes. Additional upgrades include a new roof, new windows, new HVAC system, new water heater, new interior doors, fresh interior paint, and new flooring throughout. Blending timeless style with modern updates, this turnkey home offers comfort, quality, and exceptional value. Don't miss out, schedule your showing today!

716 Baywood Trail, South Chesapeake

432 Charleston Street, South Chesapeake
$390,000
3 Beds ⋅ 2.1 Baths ⋅ 10644759 MLS
Welcome home to this beautifully maintained townhome in the highly desirable Great Bridge area of Chesapeake! This spacious 3-bedroom, 2.5-bath home offers the perfect blend of comfort, style, and convenience. The open-concept floor plan is filled with natural light and features gleaming wood floors, granite countertops, stainless steel appliances, and crisp white cabinetry. The primary suite boasts a granite vanity and dual shower heads for a spa-like retreat. Pride of ownership shines throughout with a fresh interior paint refresh and a newly installed backyard gravel area, creating a low-maintenance outdoor space perfect for relaxing or entertaining. Complete with an attached garage and driveway parking, this move-in ready home is ideally located just minutes from shopping, dining, top-rated schools, parks, military bases, hospitals, and the area’s beautiful beaches. Don’t miss the opportunity to own this well-cared-for home in one of Chesapeake’s most sought-after communities!

432 Charleston Street, South Chesapeake

1421 Glendale Avenue, South Chesapeake
$390,000
4 Beds ⋅ 2 Baths ⋅ 10644668 MLS
Welcome home to 1421 Glendale Avenue! Designed for effortless living, where quality craftsmanship, modern style & everyday convenience come together in this beautifully updated 4-Bedroom, 2 Bathroom Ranch home w/exceptional indoor & outdoor living spaces in the heart of Chesapeake! The high-end custom eat-in kitchen features abundant cabinetry, granite countertops, stainless steel appliances, washer & dryer, custom tile backsplash & flooring, breakfast bar area that flows seamlessly to the open concept living & dining areas. The spacious primary suite includes a versatile bonus room, ample closets & private ensuite bathroom. Outdoors you'll find beautifully landscaped grounds, a fenced private backyard oasis offering plenty of space to enjoy the covered patio, marshmallows by the fire-pit, beautiful flower gardens, substantial vegetable, herb & fruit gardens…. and don’t miss out on the oversized insulated detached garage/workshop plus storage shed. Call today for your private tour!

1421 Glendale Avenue, South Chesapeake

1428 Winslow Avenue, South Chesapeake
$390,000
4 Beds ⋅ 2 Baths ⋅ 10632026 MLS
Welcome to this spacious 4-bedroom, 2-bath home offering one of the largest floor plans in the neighborhood! Situated on a large corner lot, this property features an expansive backyard perfect for outdoor living, entertaining, the options are abundant. Including a detached garage with workshop space providing added versatility for hobbies, storage, or projects. Inside, enjoy a generously sized primary bedroom with a recently renovated en-suite bath and walk-in closet: creating a comfortable and updated retreat. Major system upgrades include a newer roof, water heater, and electrical panel for added peace of mind. The versatile layout offers ample living space for everyday living and entertaining. Ideally located near shopping, dining, bases, and major roadways—this home combines space, updates, and convenience you won't want to miss!

1428 Winslow Avenue, South Chesapeake

1219 Brookside Landing, South Chesapeake
$390,000
3 Beds ⋅ 2 Baths ⋅ 10630044 MLS
Welcome to this beautifully remodeled home in the heart of Greenbrier! This stunning 3-bedroom, 2-bath property offers modern updates throughout and true pride of ownership. Step inside to find a bright and open layout featuring updated flooring, fresh paint, and a stylish kitchen with upgraded finishes. The spacious primary suite includes a private en-suite bath, while two additional bedrooms provide flexibility for family, guests, or a home office. Enjoy the convenience of a one-car garage and a fully fenced backyard—perfect for entertaining, pets, or relaxing evenings outdoors. Ideally located near shopping, dining, interstates, and community amenities, this move-in ready home combines comfort, style, and convenience. Don’t miss your opportunity to own this turnkey property—schedule your showing today!

1219 Brookside Landing, South Chesapeake

332 Lenore Trail, South Chesapeake
$390,000
4 Beds ⋅ 2 Baths ⋅ 10618321 MLS
NICE HOME IN LOVELY NEIGHBORHOOD, IN NEED OF COSMETIC UPDATES. THIS HOME HAS BEEN WELL MAINTAINED. HAS BEEN IN SAME FAMILY SINCE BUILT. SITS ON A LGE LOT WITH WATER VIEWS OF LAKE. HARDWOOD FLOORS THROUGHOUT HOUSE (UNDER CARPET), EXCEPT FOR KIT AND GRT RM, BATHS HAVE TILE FLOORING. ALL OF THE BR'S ARE A NICE SIZE WITH 3 UPSTAIRS AND 1 BR DOWN, NEXT TO OFFICE/FLEX ROOM. POTENTIALLY THESE 2 ROOMS COULD BE MADE INTO A LARGE DOWNSTAIRS PRIMARY BR. SUN ROOM IS NICE TO SIT AND TAKE IN THE SERENITY OF THE PROPERTY. FP HAS WOOD STOVE INSERT, TO REALLY WARM UP THE HOUSE. HOME IS IN GOOD SHAPE AND CLEAN. UPDATES CAN BE MADE WHILE LIVING IN THE PROPERTY. 2 CAR GARAGE AND 2 NICE SIZED SHEDS. THIS HOME NEEDS SOMEONE WHO IS WILLING TO PUT SOME WORK INTO IT AND IT WILL BE A REAL GEM. HOMES THAT HAVE BEEN UPDATED IN THE NEIGHBORHOOD ARE SELLING FOR UPPER 400'S. CLOSE TO GREENBRIAR, GREAT BRIDGE AND I-64. HOME WARRANTY PROVIDED. TAKE A LOOK!

332 Lenore Trail, South Chesapeake

509 Plainfield Avenue, South Chesapeake
$390,000
3 Beds ⋅ 2 Baths ⋅ 10607576 MLS
Welcome to this charming brick home offering timeless curb appeal and modern comfort! Featuring 3 spacious bedrooms and 2 full bathrooms, this well-maintained home sits on a generously sized lot in a quiet, established neighborhood. The fully fenced-in backyard is a true oasis—perfect for relaxing or entertaining—with a large patio, lush landscaping, and ample space for play or gardening. A detached garage provides extra storage or workspace, while the peaceful surroundings offer a sense of privacy and tranquility. Whether you're hosting gatherings or enjoying a quiet evening under the stars, this backyard retreat is sure to impress. Don't miss the opportunity to make this lovely home your own!

509 Plainfield Avenue, South Chesapeake

Some listings may be duplicated in the search results due to the co-mingling of listings from more than one multiple listing service. Should there be different listing information between the duplicated listings; user is advised to verify the accuracy of the listing information before making any financial decisions.