South Chesapeake Homes for Sale

South Chesapeake Homes for Sale

Welcome to South Chesapeake, Virginia—a vibrant community that seamlessly blends suburban charm with the conveniences of urban living. Nestled within the heart of Chesapeake County, South Chesapeake is known for its picturesque landscapes, friendly neighborhoods, and a strong sense of community. This thriving area offers residents an array of amenities, including beautiful parks, top-rated schools, and a variety of shopping and dining options, making it an ideal place for families, young professionals, and retirees alike.

One of the standout features of South Chesapeake is its commitment to preserving green spaces and providing recreational opportunities. Residents can enjoy leisurely strolls along scenic trails, family picnics in well-maintained parks, or engaging in outdoor sports at local facilities. The area's proximity to major highways also ensures easy access to nearby cities, including Norfolk and Virginia Beach, enriching the lifestyle options for those who call South Chesapeake home.

If you're considering making South Chesapeake your next home, you're in luck! The real estate market here boasts a diverse range of homes for sale, catering to various tastes and budgets. From charming single-family homes with spacious yards to modern townhouses and luxurious waterfront properties, there’s something for everyone. With a strong sense of community and a welcoming atmosphere, South Chesapeake is not just a place to live—it's a place to thrive. Explore the homes for sale in this delightful area and discover the perfect setting for your next chapter!

Newest South Chesapeake Homes for Sale

801 Keeling Drive, South Chesapeake
$695,000
4 Beds ⋅ 3.1 Baths ⋅ 10661449 MLS
Looking for room to grow, space to gather, and a backyard made for memories? Welcome to Cheshire Forest in the heart of Great Bridge! This beautifully maintained 4-bedroom, 3.5-bath home offers over 3,100 sq ft, gorgeous oak hardwood floors, and NO CARPET throughout. The updated open-concept kitchen is the heart of the home, complemented by formal dining, a flexible living room or study, a family room with fireplace, and a spacious primary suite with its own fireplace. Picture it: summer cookouts, pool days, and evenings on the expansive deck overlooking a fully fenced backyard with a heated in-ground pool. Big-ticket updates include a new pool liner (2025), upstairs A/C (2024), refinished hardwoods, and updates to the roof, gutters, garage door, and HVAC. A two-car garage and neighborhood clubhouse, pool, playground, and tennis courts complete the picture. Your next chapter starts here!

801 Keeling Drive, South Chesapeake
2065 Shipyard Road, South Chesapeake
$599,900
4 Beds ⋅ 3.1 Baths ⋅ 10661453 MLS
Rare Dual Primary Suites in the top-rated Grassfield High zone! Built in 2021, this pristine craftsman single family detached condo welcomes you into a light-filled main level tailored for modern living. Here, a gourmet kitchen with quartz countertops, a massive central island, and premium cabinetry flows into the main family room and a fully finished, heated sunroom—use for a home office. From there, step out to a huge back patio and private yard. The main floor is rounded out by a stunning first-floor primary suite with a spa-like bath. Upstairs, a fantastic loft-type second living space can be for for movie nights or gaming. This level features three bedrooms, including the second massive primary studio suite over the garage. This expansive retreat easily fits a bed and full couch setup, boasting its own private bath and custom bar cabinets with a sink and refrigerator area. Two additional bedrooms and a third full bath finish this rare find—schedule your tour today!

2065 Shipyard Road, South Chesapeake
3609 Parr Lane, South Chesapeake
$189,000
3 Beds ⋅ 1 Baths ⋅ 10661448 MLS
Fixer Upper On 1/2 Acre Lot. Clear Reports From Priority. Needs Second Bath Added To Reach $405K - $425K ARV But Square Footage Is There. Comp Is 3 Houses Down. AS-IS.

3609 Parr Lane, South Chesapeake
no property photo
$245,000
3 Beds ⋅ 1 Baths ⋅ 10661437 MLS
Fresh updates and easy single-level living welcome you to 205 Gale Ave! Enjoy a freshly painted interior, new carpet in the living room and bedrooms, tile flooring in the foyer and hallway, and new luxury vinyl tile in the kitchen. The refreshed kitchen features touched-up cabinetry and a ceramic-top range with a convection oven. The home also includes a refrigerator, microwave, washer, and dryer. The backyard invites you to relax or gather around the fire pit with surrounding swings, enclosed by a six-foot privacy fence. A large storage shed provides extra space for tools, hobbies, and outdoor gear. Additional highlights include convenient tilt-in windows, a roof less than three years old, and gutter screens. Located in Flood Zone X. With inviting spaces inside and room to unwind outdoors, this home is ready for its next chapter!

205 Gale Avenue, South Chesapeake
905 Willow Brook Court, South Chesapeake
$575,000
4 Beds ⋅ 3.1 Baths ⋅ 10661342 MLS
Offering approximately 3,100 square feet on the largest lot in the neighborhood, this home features two primary suites, including one on the first floor. Fresh paint and new flooring complement the spacious layout, while a large butler's pantry with a dedicated appliance cubby adds everyday convenience. A portion of the garage is temperature controlled for added versatility. Additional updates include a dual HVAC system conversion and tankless water heater, both completed in 2024 per seller.

905 Willow Brook Court, South Chesapeake
MM Colfax, South Chesapeake
$799,990
4 Beds ⋅ 3.1 Baths ⋅ 10661316 MLS
To be built. Now preselling. The Colfax is a spacious, two-story, four-bedroom, three-and-a-half-bath home with a formal dining room, an office with French doors, a spacious family room, a kitchen with an island and walk-in pantry, and a large storage area in the garage. The second floor features all bedrooms, including the primary bedroom with two closets, a loft, and a laundry room. Bedroom four features its own bath, perfect for a guest suite. Options include a covered rear porch, screened porch, sunroom, first-floor guest suite with full bath, enclosed bonus room in lieu of the upstairs loft area and more. Upcoming community amenities include a pickleball court, playground and trails. Photos are of similar home and may show upgrades.

MM Colfax, South Chesapeake
2052 Charwood Drive, South Chesapeake
$721,700
4 Beds ⋅ 3.1 Baths ⋅ 10661209 MLS
Beautiful lot backing to mature tree line. Experience the perfect blend of comfort and functionality in this versatile ranch home. The heart of the residence features an expansive open-concept living area, overlooking the kitchen with oversized island. Retreat to the spacious owner’s suite, a private sanctuary complete with a generous walk-in closet & a spa-like ensuite featuring a soaking tub & separate walk-in shower. Two additional bedrooms offer flexibility for guests or a home office. A large finished room over garage adds a 4th bedroom & full bath, included in list price, plus attic storage. Seller to pay up to $10,000 in closing cost assistance when using preferred lender, see agent for details. Buyer must register agent on or before first visit or first communication w/ listing agent & Agent must accompany Buyer on 1st visit, see Listing agent for details. Photos & Video are of previously built homes, finishes vary.

2052 Charwood Drive, South Chesapeake
2037 Charwood Drive, South Chesapeake
$703,705
4 Beds ⋅ 3.1 Baths ⋅ 10661210 MLS
Experience the perfect blend of comfort and functionality in this versatile ranch home. The heart of the residence features an expansive open-concept living area, overlooking the kitchen with oversized island. Retreat to the spacious owner’s suite, a private sanctuary complete with a generous walk-in closet & a spa-like ensuite featuring a soaking tub & separate walk-in shower. Two additional bedrooms offer flexibility for guests or a home office. A large finished room over garage adds a 4th bedroom & full bath, included in list price, plus attic storage. Seller to pay up to $10,000 in closing cost assistance when using preferred lender, see agent for details. Estimated March 2027 closing. Buyer must register agent on or before first visit or first communication w/ listing agent & Agent must accompany Buyer on 1st visit, see Listing agent for details. Photos & Video are of previously built homes, finishes vary.

2037 Charwood Drive, South Chesapeake
3132 Benefit Road, South Chesapeake
$975,000
6 Beds ⋅ 3 Baths ⋅ 10661286 MLS
Modern Farmhouse Charm Meets Turnkey Living in Desirable Chesapeake! Discover the modern farmhouse you’ve been dreaming of, where peaceful country living meets thoughtful, top-to-bottom renovation. Set on 3 Serene acres with panoramic wooded views. It embraces the natural surroundings. This beautifully refreshed home is ideal for extended family/multi generational living. Natural light fills the home, showcasing new flooring, fresh interior paint, updated lighting, and beautifully renovated bathrooms. The completely redesigned custom kitchen is the heart of the home, featuring quartz countertops, ceramic backsplash, abundant prep space, an inviting eat-in area and a KitchenAid appliance suite, ideal for everyday living and entertaining. The expansive living area offers plenty of room to gather, while the renovated wood-burning fireplace creates a cozy focal point with a new firebox, flue, chimney cap, and Buck Stove-style insert. Step onto the Trex deck with PVC railing and enjoy peaceful wooded views from the living space, primary suite or deck. The primary suite is a true retreat, featuring a custom-tiled shower with built-in bench and generous niche, deep soaking tub, double vanity and ceramic tile flooring. The expansive custom closet with built ins provides all the space you have been longing for. Additional improvements include an encapsulated crawlspace with dehumidifier, new septic system designed for 10 occupants, finished room over the garage with generous storage, updated downstairs ductwork, new interior and exterior doors and hardware, new lighting throughout, and a freshly graded crushed-aggregate driveway. The painted brick exterior adds a fresh, modern look while preserving brick’s timeless durability and character. Best of all, the home features a highly energy-efficient geothermal HVAC system. From the crawlspace to the exterior, virtually nothing has been overlooked. Renovated by New Again Houses VB. It offers the feel of quality new construction without sacrificing character, space or setting. See it today!

3132 Benefit Road, South Chesapeake
2624 Ballahack Road, South Chesapeake
$1,089,000
5 Beds ⋅ 3.1 Baths ⋅ 10660464 MLS
NEW CONSTRUCTION HOME SITUATED ON 3 ACRE PRIVATE LOT. TRANSITIONAL STYLE HOME OFFERS AN OPEN FLOOR PLAN, 5 BEDROOMS, 3.5 BATHS & LOFT. KITCHEN WITH LARGE ISLAND, SPACE FOR SEATING AND OPENS TO THE GREAT ROOM AND FEATURES GRANITE COUNTERS, TILE BACKSPLASH, PANTRY AND GE CAFE STAINLESS APPLIANCES TO INCLUDE A REFRIGERATOR, GAS COOKTOP. FIRST FLOOR PRIMARY SUITE FEATURES A LARGE WALK IN CLOSET, WOOD SHELVING, FULL BATH, SHOWER, TILE SURROUND, SOAKING TUB, TILE FLOORING, DOUBLE VANITY, GRANITE COUNTERS, SEPARATE WATER CLOSET. UPSTAIRS JACK & JILL BATH, AND A HALL BATH. LOFT CAN BE A TV ROOM/OFFICE/PLAYROOM. COVERED SCREENED PORCH OFFERS A RETREAT-LIKE SETTING FOR HOMEOWNERS TO ENJOY. 3 CAR ATTACHED GARAGE, TANKLESS GAS WATER HEATER, LVP FLOORING ON 1ST FLOOR, CARPETING IN UPSTAIRS BEDROOMS, WOOD SHELVING FOR ALL BEDROOM CLOSETS, GRANITE COUTNERS IN BATHS, ARCHITECTURAL SHINGLE/METAL ROOF. AREAS NEAR EDINBURGH AND GRASSFIELD SHOPPING CENTERS. CALL FOR ADDITIONAL INFO ON 1% CCA INCENTIVE!

2624 Ballahack Road, South Chesapeake
MM Caymus Multi Gen, South Chesapeake
$779,000
5 Beds ⋅ 3.1 Baths ⋅ 10661180 MLS
Are you looking for a home with a multi gen suite? We have it! Welcome to Parkside Manor, an enclave of just 20 exclusive homesites located within desirable Rollingwood Estates. The exceptional Caymus model offers a luxurious 1st floor multi gen suite complete w/ living room, bedroom, full bath & 2 walk in closets w/ separate entry from foyer. The expansive open concept floor plan creates effortless flow from the great room to the dining room & beautifully appointed gourmet kitchen. Upstairs, the impressive primary ensuite offers a serene sanctuary for relaxation & privacy. A media room,large laundry room, 3 additional bedrooms & full bathroom complete the second floor. Adding to Parkside Manor's exceptional appeal, most homesites offer picturesque views of either Cheshire Forest Lake or a tranquil pond with a water feature & walking trail, creating a peaceful setting surrounded by natural beauty. Parkside Manor is located at corner of Flax Mill Drive & Flax Mill Way. Ask for details

MM Caymus Multi Gen, South Chesapeake
MM Sonoma, South Chesapeake
$740,000
4 Beds ⋅ 3.1 Baths ⋅ 10661198 MLS
Welcome to Parkside Manor, an enclave of just 20 exclusive homesites located within desirable Rollingwood Estates. With clean contemporary lines, the Sonoma offers a thoughtfuly designed floor plan which features an open concept great room with fireplace, light filled sunroom & gourmet kitchen w/ large kitchen island. A versatile first floor guest suite or private office w/ full bathroom provides flexibility for today's lifestyles. Upstairs, enjoy a luxurious primary retreat with spa inspired bath, 2 large walk in closets, spacious secondary bedrooms, loft, large laundry room & hall bathroom. Adding to Parkside Manor's exceptional appeal, most homesites offer picturesque views of either Cheshire Forest Lake or a tranquil pond with a water feature & walking trail. Ask about current incentives!

MM Sonoma, South Chesapeake
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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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