South Chesapeake Homes for Sale

Welcome to South Chesapeake, Virginia, a vibrant and charming community nestled in the heart of Chesapeake County. Known for its picturesque landscapes and friendly neighborhoods, South Chesapeake offers a unique blend of suburban tranquility and urban convenience. With its lush parks, serene waterways, and a variety of recreational activities, this area is perfect for families, young professionals, and retirees alike.

One of the standout features of South Chesapeake is its close-knit community atmosphere, where neighbors become friends and local events bring everyone together. Enjoy weekend strolls along the scenic Elizabeth River, or take advantage of the many parks and playgrounds that dot the area, perfect for picnics or weekend sports. The city also boasts a rich history, with charming architecture and historic sites that tell the story of its growth and development.

When it comes to real estate, South Chesapeake has a diverse array of homes for sale that cater to various tastes and budgets. Whether you’re seeking a cozy single-family home, a modern townhouse, or a spacious estate, you’ll find plenty of options to choose from. Many properties feature beautiful yards, updated interiors, and easy access to local amenities, making it an ideal place to call home.

With a strong sense of community, excellent schools, and a convenient location near major highways and shopping centers, South Chesapeake is not just a place to live; it’s a place to thrive. Explore the homes for sale today and discover your dream home in this delightful Virginia city!

Newest South Chesapeake Homes for Sale

$995,000

6 Beds ⋅ 4 Baths ⋅ 10645935 MLS

An exceptional opportunity to own a Stephen Alexander custom home in Greystone, one of Chesapeake's premier luxury communities where homes are rarely available. This expansive executive residence blends timeless craftsmanship with the space, flexibility, and resort-style amenities today's luxury buyers seek. A first-floor bedroom with an adjacent full bath offers versatility for guests, a home office, or multi-generational living. The primary suite is a true retreat with a fireplace, sitting area, and four closets. Enjoy a private backyard oasis featuring an in-ground pool, hot tub, screened porch, gazebo, fire pit, privacy fence, irrigation well, and expanded parking for a boat or RV. Scenic walking paths enhance this sought- after community. Significant recent investments include a new roof (2026), three HVAC systems, an encapsulated crawl space, new hardwood flooring, updated bath vanities, freshly painted kitchen cabinetry, and a new oven. Schedule your private showing today!

821 Redleafe Circle, South Chesapeake

$425,000

3 Beds ⋅ 2.1 Baths ⋅ 10646473 MLS

Welcome to this beautifully maintained 3 bedroom, 2.5 bath home. Step inside to a bright, open floor plan featuring rich dark wood floors that flow throughout the main living areas. The stunning kitchen is designed to impress with custom cabinetry, upgraded appliances, and plenty of space for cooking and entertaining. The inviting great room is the heart of the home, complete with gas fireplace and custom built-in shelving, creating the perfect space to relax or gather with family and friends. Upstairs, you'll find spacious bedrooms, including a comfortable primary suite, offering room for everyone to spread out. Outside, enjoy your own private patio, ideal for morning coffee or simply unwinding after a long day. Residents enjoy fantastic community amenities, including a pool, clubhouse, and exterior grounds maintenance, allowing you to spend more time enjoying your home and less time on upkeep. BRAND NEW ROOF (July 2026). Don’t miss your opportunity to make this your next home!

515 Sweet Leaf Place, South Chesapeake

$750,000

5 Beds ⋅ 3 Baths ⋅ 10646148 MLS

Welcome home to this stunning Stephen Alexander "Caramel Cottage" in the highly sought-after Hanbury Woods — one of Great Bridge's most desirable communities. This 5-bedroom, 3-bath home checks every box: a first-floor bedroom and full bath perfect for guests or multigenerational living, 10' ceilings, rich hardwood floors, and an open-concept living area anchored by custom built-ins and a cozy gas fireplace. The chef's kitchen is the heart of the home — 42" white cabinetry, an oversized island, stainless appliances, and a walk-in pantry give you space to cook, entertain, and gather. Step out to the three-season Eze-Breeze porch and take in a private backyard with a large paver patio — your own retreat for morning coffee or evening wine. Upstairs, the primary suite is a true escape: spa-like bath, tiled shower, soaking tub, dual vanities, and a huge walk-in closet. Two more bedrooms and a spacious media/flex room round out the second floor, giving everyone room to spread out. This is a premium, highly requested model loaded with upgrades throughout — a rare find at this price point. Located in the heart of Great Bridge with top-rated schools and easy access across all of Hampton Roads, this home offers the space, quality, and location today's buyers are looking for. Homes like this in Hanbury Woods don't last — schedule your showing today

1153 Edinburg Parkway, South Chesapeake

$520,000

4 Beds ⋅ 3.1 Baths ⋅ 10646463 MLS

If you’ve been searching for true peace and privacy without sacrificing convenience, this Grassfield gem is an absolute must-see. Set back from the street on a private driveway, the property opens up to nearly an acre of total solitude, completely enveloped by woods and lush mature greenery. Inside, fresh paint brings a bright, inviting energy to a floor plan built for real life. The layout is a rare find for multi-generational living, featuring two distinct main-level suites. The in-law wing includes its own living room, making it easy to use as a private apartment, a 5th bedroom, or a home office. The primary suite feels like a custom getaway with live-edge wood countertops, dual shower heads, and a custom walk-in closet system. Out back, the property turns into a full outdoor retreat featuring a storage shed, a chicken coop, separate hookups ready for a pool and hot tub, and a massive detached two-car workshop/garage complete with a carport and RV hookup. Welcome home!

891 Bells Mill Road, South Chesapeake

$739,900

5 Beds ⋅ 3.1 Baths ⋅ 10646366 MLS

See features sheet & survey attached — you’ll be amazed by this NEW custom home by Overholt Contracting (40+ yrs)! Must see now: modern floorplan with 2 spacious primary suites (or use one as a game room), 4 large bedrooms, first-floor home office, high-end kitchen & baths with quartz, freestanding tub + tiled shower, smart-home Wi-Fi, and full landscaping with sod. Sited on almost 1/2 acre in Hickory (Chesapeake) on city/county septic & water — NO HOA, additional buildings allowed, room for pool, boat or RV. James Hardie siding, carriage garage door with glass, brushed concrete patio. Closing cost assistance available with preferred lender Wes Flowers, Southern Trust. Also see something you would love to have but it’s not here. Contact me and my builder will have his design team work on it. He is easy going and ready to make your new home all about you!!! You wont find another build of this quality at this amazing price.

343 Ewell Lane, South Chesapeake

$649,900

4 Beds ⋅ 3.1 Baths ⋅ 10646358 MLS

STUNNING EXECUTIVE SMART HOME IN PREMIER RIVERFRONT COMMUNITY W/ NATURE PRESERVE! DESIGNED FOR BOTH COMFORT & EFFICIENCY, THE CRAFTSMAN STYLE HOME W/ FF PRIMARY BEDROOM & UPGRADES GALORE! Coastal themed Craftsman Style Luxury home w/ a charming wrap around front porch. Elegant Home w/ an open concept & comfortable open living spaces w/ 8 ft doors, high ceilings + Beautifully appointed WOOD FLOORING. Culinary Kitchen features extended island, Granite Counter tops, Bar Seating. Sprinkler system &well. (see add list of upgrades). Includes PREMIUM ION SOLAR PANELS (2023) to be paid in FULL by the seller @ closing! Approx. $33/month in income generated through SREC (Solar Panel Renewable Energy Certifications). Owners monthly electric bills are approx. $33/month. Carefree amenities; Waterfront Gazebo on deep water, Kayak Launch, Clubhouse w/ pool.... Green Spaces & winding trails throughout. WELCOME HOME!

224 Wildlife Trace, South Chesapeake

$609,700

4 Beds ⋅ 2 Baths ⋅ 10646302 MLS

Beautifully maintained all-brick transitional corner lot in Great Bridge. 4 bedroom/2 bath. 1st floor MB with en suite. Open floor plan with huge kitchen and stainless steel appliances, breakfast area. Wood-burning fireplace for cozy evenings. Walk out of family room door onto a TREX deck and large backyard. Award winning Cheshire Forest community. Amenities include clubhouse, pool, tennis/pickleball court, parks and playground. Shed sold as-is.

746 Yorkshire Trail, South Chesapeake

$631,500

3 Beds ⋅ 3.1 Baths ⋅ 10646239 MLS

Inquire for 5.75 rate, low down and no PMI! Elegant finishes and HOME for HOLIDAYS! See Mood Board for Champagne finishes! Tour model home - 10’ ceilings, extensive hardwood floor - bright 2-story foyer - Chef’s kitchen stuns w/ Matte White GE Cafe appl., culinary bar, custom hood w/white oak, upgraded quartz, designer backsplash, under-cab lighting & statement pendants. White oak shelving at culinary bar, mantle & stair rail bring warmth and elegance to the open-concept design. Dual French doors lead to private patio for effortless indoor/outdoor living. Spacious 1st-floor BR w/ensuite tile bath offers flexible living. Up hall & loft w/ hardwood flooring. Sunlit BR3 w/large walk-in closet w/dual-entry bath & private water closet. Luxurious Primary retreat showcases Champagne fixtures, 9’ quartz dual vanity, oversized tiled shower w/heavy glass enclosure and garden tub. COME TOUR MODEL HOME 200 Traditions Way Chesapeake in 3D also available!

908 Koonce Ln, South Chesapeake

$700,000

5 Beds ⋅ 2.1 Baths ⋅ 10645293 MLS

Tucked away on a quiet cul-de-sac, this beautifully maintained custom home offers the perfect combination of quality construction, thoughtful upgrades, and everyday comfort. Built in 2004 and offering approximately 3,300 square feet, this all-brick home features 5 bedrooms, with 4 conveniently located on the first floor, providing exceptional flexibility for families, guests, or multi-generational living. From the moment you step inside, you'll appreciate the soaring cathedral ceilings, spacious living areas, and inviting gas fireplace that create a warm and welcoming atmosphere. The private primary suite offers a relaxing retreat with a jetted soaking tub and generous walk-in closets. One of this home's standout features is the incredible backyard privacy. Whether you're enjoying your morning coffee, hosting family and friends on the large deck, or simply unwinding after a long day, you'll love the peaceful setting and the feeling of having your own private oasis. This home also offers valuable upgrades that provide peace of mind for years to come. A whole-house generator ensures you're prepared and comfortable during unexpected power outages, while the encapsulated crawl space reflects the care and attention given to maintaining the home, helping protect the structure and enhance energy efficiency. An irrigation system keeps the lawn looking its best with minimal effort. Located in the highly sought-after Hickory school district, this home delivers the rare combination of timeless all-brick construction, flexible living space, exceptional privacy, and important long-term investments that today's buyers appreciate. If you've been searching for a home that is as practical as it is beautiful, this one is not to be missed.

1104 Arabian Arch, South Chesapeake

$615,000

4 Beds ⋅ 2.1 Baths ⋅ 10646261 MLS

Step into this beautifully renovated home featuring all-new flooring, fresh paint, and a completely new open-concept kitchen perfect for entertaining. With 2.5 fully renovated bathrooms and a new deck, this home combines modern elegance with functional living. Every detail has been upgraded to offer comfort and style, making it move-in ready. Don’t miss your chance to own this turnkey gem in a desirable neighborhood! The large backyard is great for outdoor entertaining, pets, or simply relaxing in your private oasis. Located in an established neighborhood with mature trees, you're minutes from Greenbrier business center, parks, shopping, and dining.

1032 Copper Stone Cir Circle, South Chesapeake

$410,000

4 Beds ⋅ 2 Baths ⋅ 10646242 MLS

2604 Elkhart Street, South Chesapeake

$350,000

4 Beds ⋅ 2.1 Baths ⋅ 10646230 MLS

Priced 50k below market, this home features an open and bright floor plan and sits on an amazing lot with a huge fenced backyard. HVAC only a couple years old. Newer Pella windows upstairs. If you are ready to provide a little TLC, this is an amazing opportunity. Located in the beautiful and quiet Spinners Creek section of Deep Creek. Close to shopping, highways, and all bases.

2725 Spinners Way, 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.