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605 Tuskegee Avenue, South Chesapeake
$370,000
3 Beds ⋅ 2.1 Baths ⋅ 10659814 MLS
Nestled in the heart of Crestwood, this 3 bed 2.5 bath home is waiting for its new owners! Major improvements provide peace of mind, including; HVAC (2026), all new Deck (2026), Restored Crawlspace (2026), and Roof (2023). The layout provides functionality in your every day living. Downstairs you'll find large dining area and breakfast nook, living room with cozy fireplace, and a large deck to enjoy your backyard, as well as a guest bath and laundry room off the garage entry. Upstairs, is a large Primary bedroom that features 2 walk in closets and the ensuite bathroom with beautifully tiled shower. 2 spacious bedrooms and another full bathroom finish out the upstairs area. Conveniently located minutes from shopping, restaurants and schools, and direct access to interstates makes for easy daily commute. Call for your private showing today! Some photos have been virtually staged.

605 Tuskegee Avenue, South Chesapeake

1229 Waters Road, South Chesapeake
$600,000
4 Beds ⋅ 2.1 Baths ⋅ 10659247 MLS
Welcome home to this stunning like new construction in the highly sought-after Great Bridge School District. Move in ready and thoughtfully designed. This beautiful home offers the freedom of no HOA and the modern finishes today's buyers are looking for. Step inside to discover a bright, open concept floor plan perfectly designed for both everyday living and entertaining. This spacious first floor office provides an ideal work from home space or a flex room to fit your needs and lifestyle. The gourmet kitchen is sure to impress with elegant quartz countertops, a classic subway tile backsplash, white shaker cabinetry and a full stainless steel appliance package. Throughout the home, crown molding adds a touch of sophistication, while the energy efficient tankless water heater provides modern convivence. Retreat outdoors to enjoy the large, fences backyard. Perfect for pets, play or relaxing. Make this home yours today!VA assumable loan at 6.12% with Entitlement substitution.

1229 Waters Road, South Chesapeake

401 Brougham Court, South Chesapeake
$569,000
4 Beds ⋅ 2.1 Baths ⋅ 10659113 MLS
Don't miss this Lovely & Spacious 4 bedroom, 2 1/2 bath home in Sought After Foxgate Quarter in the heart of Great Bridge! Nestled at the end of a cul-de-sac, this home offers approx. 3000 sq ft living Space & gleaming Hardwood Floors on the main floor. Large kitchen features Granite Counters,Pantry, Center island & an Eat in Area that leads to the Den w/ a built-in Wetbar,Cozy gas fireplace & 1/2 bath for guests- great for Entertaining & Upcoming Holidays! Beautiful Screened Porch is perfect for sipping your morning coffee, relaxing after a long day, or get togethers! Upstairs,you will find plenty of space for everyone to spread out! The large Primary Suite w/ ample walk-in closet features a remodeled ensuite bathroom w/ Tile Shower & Double Sinks. 3 more bedrooms, a Hall bath w/tub&shower, & several storage areas complete the upstairs. Well Kept Backyard w/ Patio for grilling & Storage shed. Close to Interstates,Schools, Shopping, Dining& More. Come see & Make this house your Own!

401 Brougham Court, South Chesapeake

1307 Channing Way, South Chesapeake
$629,900
5 Beds ⋅ 3.1 Baths ⋅ 10658802 MLS
If you've been searching for a spacious, move-in-ready home with a private in-law suite on a large lot in the heart of Chesapeake, your search is over! This one-of-a-kind property offers the blend of comfort, flexibility, and space. The traditional in-law suite features its own multiple entrances, full kitchen, living room with a cozy gas fireplace, recently remodeled bathroom, bedroom, and dedicated laundry area—use for multi-generational living or extended guests. Step outside to a large backyard for relaxing or entertaining, complete with a recently built gazebo with electricity and a storage shed for all your gardening and outdoor needs. Located in a neighborhood with sought-after schools, you'll enjoy convenient access to shopping, dining, parks, and more. Don't miss this rare opportunity to make this exceptional Chesapeake home yours!

1307 Channing Way, South Chesapeake

1103 Old Vintage Road, South Chesapeake
$684,900
4 Beds ⋅ 2.1 Baths ⋅ 10658371 MLS
Elegant, all brick Transitional Ranch tucked away in the small neighborhood of Vintage Estates in the heart of Great Bridge. Well maintained and lovingly cared for by the original owner and situated on a large .80 acre wooded lot where you can enjoy the tranquil setting from the Screened Porch and the maintenance free deck. This Gem boasts many details including a stunning vaulted Great Room with doublesided gas fireplace that opens to the updated Eat in Kitchen with quartz counters and new stainless appliances. Add'l Features: Owner’s Suite with deep tray ceiling and large walk in closet and full bath, Formal Dining Room, nice sized secondary bedrooms, updated Hall and Half Baths, blinds throughout, 2 car garage with opener, and new wrought iron fencing. Finished Room over the Garage is 4th Bedroom or could be used as flex space such as an office, media room, or playroom! Conveniently located to interstate access, shopping, and dining. Attends Great Bridge schools.

1103 Old Vintage Road, South Chesapeake

912 Cantor Street, South Chesapeake
$649,900
4 Beds ⋅ 2.1 Baths ⋅ 10658600 MLS
Turnkey Luxury Meets Eco-Friendly Living! Welcome to 3,392 sq. ft. of fully updated elegance! From the moment you enter onto the sprawling covered front porch and tread across the stylish LVP flooring, you'll feel right at home. Designed for modern living, this home offers a versatile front flex room great for an office or library, an elegant formal dining room, and an open-concept eat-in kitchen that seamlessly connects to an inviting family room with a gas fireplace and built-in bookshelves. Step into the expansive climate-controlled bonus room featuring its own electric fireplace, great for a home theater, sunroom, or lounge. Enjoy 3 fully renovated designer bathrooms, including a primary suite with dual vanities. Outside, your private backyard oasis overlooking the woods and pond awaits with a hot tub, 2nd level deck, patio spaces, fence, greenhouse, and a storage shed. Complete with energy-saving solar panels to keep utility costs low, this move-in-ready retreat has it all!

912 Cantor Street, South Chesapeake

176 Driftwood Drive, South Chesapeake
$470,000
4 Beds ⋅ 2.1 Baths ⋅ 10657309 MLS
Welcome home to this desirable Driftwood Meadows property! Step inside to a spacious living room featuring a cozy gas fireplace and abundant natural light. The updated kitchen offers quartz countertops, stainless steel appliances, a pantry, and a charming eat-in breakfast area with built-in bench seating and wraparound windows overlooking the expansive backyard. The primary bathroom features updated flooring and a new tub/shower (2025), while the upstairs guest bathroom offers updated flooring and a new toilet. Step outside to the freshly painted back porch, perfect for relaxing or entertaining. Additional highlights include all-new plumbing throughout the home (December 2022), a spacious two-car driveway, and a private setting tucked away toward the back of the neighborhood. Conveniently located near shopping, dining, entertainment, and easy access to Interstate 64. Don't miss the opportunity to make this home yours!

176 Driftwood Drive, South Chesapeake

711 Pile Avenue, South Chesapeake
$420,000
3 Beds ⋅ 2.1 Baths ⋅ 10657117 MLS
Welcome home to this beautifully maintained 3 bedroom, 2.5 bath home featuring an open-concept layout with soaring ceilings and a versatile loft. Luxury vinyl plank flooring flows throughout the first floor, creating a stylish and low-maintenance living space. The spacious primary suite offers a private en suite bath, while generously sized secondary bedrooms provide flexibility for a variety of needs. Enjoy the convenience of a two-car garage and a fully fenced backyard - perfect for outdoor entertaining, pets, or play. Energy-efficient solar panels help reduce monthly electric costs. Solar panels are completely paid off! Ideally situated with easy access to shopping, dining, major highways, military bases, and everyday conveniences. Plus, receive 1% toward closing costs when using preferred lender. Don't miss this exceptional opportunity!

711 Pile Avenue, South Chesapeake

904 Barrington Court, South Chesapeake
$525,000
4 Beds ⋅ 2 Baths ⋅ 10657061 MLS
Welcome home! Nestled in the established Waterford neighborhood in Chesapeake's highly sought-after Great Bridge area! Situated on a spacious cul-de-sac lot, this charming 4-bedroom, 2-bath home offers the perfect combination of comfort, functionality, and location. Enjoy the convenience of single-level living with an inviting floor plan designed for both everyday living and entertaining. The spacious living areas feature a cozy fireplace, creating a warm and welcoming atmosphere. Enjoy a beautifully renovated primary bathroom, offering updated finishes and a refreshed, modern feel. Additional improvements include a recently encapsulated crawlspace equipped with two dehumidifiers, providing added moisture protection and peace of mind. Outside, the generous backyard offers plenty of space for outdoor gatherings, gardening, or simply relaxing. Located in the desirable Great Bridge School District and just minutes from shopping, dining, parks, and major commuting routes.

904 Barrington Court, South Chesapeake

424 Pines Of Warrick Drive, South Chesapeake
$530,000
4 Beds ⋅ 2.1 Baths ⋅ 10656970 MLS
Welcome to this exceptional Pines of Warrick residence in sought-after Great Bridge, where timeless elegance meets thoughtful modern updates. This beautifully maintained 4-bedroom, 2.5-bath home offers gracious living spaces, impressive room sizes, and a long list of improvements that make this home truly special. The renovated kitchen is a standout, featuring gorgeous custom high-end cabinetry, granite countertops, a stunning beveled ceramic subway tile backsplash, and a charming breakfast nook. Rich hardwood floors, crown moulding, and classic architectural details add warmth and sophistication throughout. The formal dining room and private library/office with French doors offer elegant spaces for entertaining or working from home. The inviting family room centers around a wood-burning fireplace (gas line remains if desired) and flows naturally into the sunroom, creating a wonderful connection to the spacious deck and large fenced backyard. The first-floor primary suite offers double closets and a beautifully remodeled en-suite bath, while the generously sized secondary bedrooms provide plenty of flexibility. Upstairs, the finished room over the garage with custom built-ins offers endless possibilities as a media room, 4th bedroom, playroom, office, or hobby space. Extensive recent improvements include TWO new zoned HVAC heat pump systems, inside and out (March 2025), a condensate drain pump with alarm (April 2025), and significant crawlspace improvements including a new vapor barrier, dehumidifier, lighting, extended access door, and sump system to divert gutter, HVAC condensate, and dehumidifier drains (2020). Additional updates include a new garage door and opener (2021) and newer dishwasher. Meticulously cared for and thoughtfully updated, this is a home that offers both character and peace of mind in one of Chesapeake's most desirable communities. Come see it for yourself—you won't want to miss this one!

424 Pines Of Warrick Drive, South Chesapeake

229 Fresno Drive, South Chesapeake
$500,000
4 Beds ⋅ 3 Baths ⋅ 10656410 MLS
This is one of those rare homes that truly supports multi gen or other uses. TRUE DETACHED in law suite with kitchenette full LARGE bath, living and bedroom, private access. The roof, paint, carpet dishwasher ALL NEW to get ready to SELL ! Just a little personalization and this could be your dream home. Its just waiting for you. Full brick, masonry fireplace, oversized deck, extra driveway and a covered parking area. City and Zillow records not reflective of the current dwelling. Three generous bedrooms plus room over the garage AND the suite make this home a winner for you! DONT DRIVE? NO PROBLEM! VERY NEAR ALL ANCILLARY SERVICES Extra nice YMCA with indoor and outdoor pool just a few short blocks. Physicians, groceries, dining and the highway system.

229 Fresno Drive, South Chesapeake

145 Hurdle Drive, South Chesapeake
$459,900
4 Beds ⋅ 2 Baths ⋅ 10656377 MLS
Welcome to this spacious 4-bed, 2-bath home situated on a beautiful half-acre lot in the heart of Great Bridge! Offering a flexible floor plan, this home features 2 oversized living areas, 2 spacious primary bedrooms, & 2 additional bedrooms—ideal for multigenerational living, a home office, playroom, or the potential for a 5th bedroom. Updates include fresh interior paint, new flooring, restored hardwood floors, & renovated bathrooms. The updated kitchen offers new countertops, ample cabinet space, & a cozy breakfast nook. Step outside to the covered deck overlooking the expansive backyard, providing plenty of room for entertainment, gardening, pets, or future outdoor additions. With no HOA, you’ll also enjoy plenty of space to park your RV or boat on the property. Located in the highly desirable Great Bridge school district, you’ll enjoy the convenience of being just minutes from shopping, restaurants, & everyday amenities. Don’t miss this rare opportunity to own a move-in-ready home with space, flexibility, & an unbeatable location. Schedule your showing today!

145 Hurdle Drive, South Chesapeake

109 Causeway Drive, South Chesapeake
$419,900
3 Beds ⋅ 2 Baths ⋅ 10655782 MLS
Welcome to 109 Causeway Dr, a charming home nestled on a quiet street in the highly desirable Great Bridge area of Chesapeake! Enjoy major peace of mind with recent big-ticket upgrades, including a newly updated HVAC system, new water heaters, flooring throughout, and the electrical panel in the garage updated within the last 2 years. One of the standout features of this property is the HUGE backyard—providing an abundance of open space for entertaining, gardening, or play. Plus, there is ample parking and side access with more than enough space to park your large RV, boat, trailer, or multiple vehicles. Location is everything! Situated just off Battlefield Blvd, you are minutes away from top-rated Chesapeake public schools, local parks, waterways, and the Intracoastal Waterway. You'll love the convenience of quick access to everyday shopping, dining, medical facilities, and major highways for an easy commute throughout Hampton Roads.

109 Causeway Drive, South Chesapeake

1103 Madison Lynn Way, South Chesapeake
$640,000
5 Beds ⋅ 2.1 Baths ⋅ 10655665 MLS
Buyer may receive a lender credit of up to 1.25% of the loan amount toward eligible closing costs with the use of the preferred lender. Great Bridge schools, no HOA, and a floor plan that gives you room to make it your own, 1103 Madison Lynn Way checks some hard-to-find boxes in Chesapeake. Located in Hanbury Manor, this spacious home offers approximately 2,557 square feet with four bedrooms upstairs plus a versatile fifth room on the first floor that can serve as a bedroom, home office, playroom, or flex space. The main level features an open layout with spacious living and dining areas and an updated kitchen with quartz countertops, stainless steel appliances, plenty of cabinetry, and LVP flooring. Upstairs, all four bedrooms are conveniently located together, including a spacious primary suite with cathedral ceilings, a walk-in closet, soaking tub, and separate shower. A dedicated upstairs laundry room with a utility sink adds even more convenience. Outside, enjoy a fully fenced backyard with a patio and storage shed, plus an attached two-car garage. Hanbury Manor offers an established neighborhood setting without the restrictions of an HOA, with quick access to Great Bridge schools, restaurants, shopping, interstates, and an easy commute to military bases throughout Hampton Roads. Space, flexibility, no HOA, and a Great Bridge location, this is one you’ll want to see.

1103 Madison Lynn Way, South Chesapeake

245 Old Drive, South Chesapeake
$410,000
3 Beds ⋅ 1.1 Baths ⋅ 10655362 MLS
THE OPPORTUNITY YOU'VE BEEN WAITING FOR! If you've been searching for a well-maintained home with space, character and room to make it your own, this is definitely the one. Situated on an oversized corner lot, this 3 bd, 1.5 bth home offers approx 1629 sqft, beautiful hardwood floors, generous living spaces and a layout with plenty of possibilities. Large room off of living room with a closet that can easily be a 4th bedroom, home office, gym, in-law suite with it's own separate side entrance. Large screened in patio leads to a HUGE backyard that can be transformed into an oasis offering room to entertain, garden or just relax. Workshop-like attached shed and a detached shed. It's move in ready and can be customized over time. No trendy renovations. No inflated renovation price tag. Just a solid home in a great location with great bones and the opportunity to add your own style. Located within blocks to shopping centers, dining, hospitals and interstates. Come see today!

245 Old Drive, South Chesapeake

101 Stadium Drive, South Chesapeake
$649,900
4 Beds ⋅ 3.1 Baths ⋅ 10655286 MLS
Welcome to your very own homesteader’s haven in the heart of Chesapeake! Tucked away on over an acre, this one-of-a-kind brick ranch offers a blend of modern comfort and timeless, back-to-the-land charm. Outside, you'll be greeted by a flourishing orchard with established fruit trees that provide a bounty through every season, blueberries, figs and plums for jam-making, crisp apples, cherries, peaches, pomegranates, and pecans for baking. Designed for self-sufficiency with two outbuildings, a 40’x45’ parking area ideal for your boat or RV, solar panels and a new roof provide energy savings. The fully finished converted garage for an in-law suite, playroom, fifth bedroom, business front, the choice is yours. If you’re dreaming of tending gardens and evenings under the trees enjoying the fruits of your own land, this property has it all. A true little piece of paradise, right in the city yet worlds away. This home also has an assumable VA mortgage at 4.9% interest for a VA eligible buyer! Perfect opportunity for owning a home in Chesapeake that meets all of your space needs, enjoying self sufficiency and all the convenience that Chesepeake has to offer.

101 Stadium Drive, South Chesapeake

237 Castleberry Drive, South Chesapeake
$758,900
6 Beds ⋅ 3 Baths ⋅ 10653849 MLS
Set on more than half an acre in a quiet Great Bridge cul-de-sac, this all-brick 6-bedroom, 3-bath home offers space, flexibility, and thoughtful upgrades throughout. The spacious layout features a two-story foyer, formal dining room, private office/study, and an open living area leading to a well-appointed kitchen with granite countertops, center island, gas cooking, double ovens, stainless appliances, beverage fridge, and wine storage. A first-floor bedroom and full bath are ideal for guests or multigenerational living. Upstairs, the primary suite offers three walk-in closets, plus additional bedrooms, laundry, and a media room. Enjoy the expansive fenced backyard with a 10x16 shed, sprinkler system, and plenty of room to entertain. Additional features include a built-in generator, tankless gas water heater, surround sound, and two-car garage.

237 Castleberry Drive, South Chesapeake

224 Northview Drive, South Chesapeake
$475,000
3 Beds ⋅ 2.1 Baths ⋅ 10653649 MLS
Priced $10,000 below a recent independent appraisal! Renovated brick ranch in the Great Bridge school district, in established Chesapeake Colony. Less than half a mile to Great Bridge Middle, about a mile to Great Bridge Primary and under 2 miles to Great Bridge High. This single-level 3-bedroom, 2.5-bath home offers 1,854 sq ft with hardwood floors, two wood-burning fireplaces and a renovated kitchen with Corian countertops, stainless steel appliances and LVP flooring. Both full bathrooms have been fully renovated with natural stone flooring, custom tile and updated vanities. System updates include roof (2010) HVAC (2010) and tankless water heater (2025). Natural gas, a generator hookup and an oversized attached garage add everyday convenience. The 0.34-acre lot is set among mature trees, Japanese maples and azaleas. Out back: a privacy-fenced yard with a two-level composite deck and low-voltage lighting, a Wellis hot tub, a gazebo with swing, a pea gravel patio, a separate gated dog run and a powered 10x14 shed with loft and workbench. Irrigation and a double-wide driveway with parking for five complete the package. Minutes to Great Bridge shopping, dining and Chesapeake Regional Medical Center.

224 Northview Drive, 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.

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