South Chesapeake Homes for Sale

Welcome to South Chesapeake, a charming city located in the heart of Virginia. Known for its picturesque landscapes, friendly community, and rich history, South Chesapeake offers a perfect blend of urban amenities and suburban tranquility.

Situated in Chesapeake County, Virginia, South Chesapeake is a sought-after destination for homebuyers looking for a peaceful yet vibrant place to call home. With a variety of housing options available, including single-family homes, townhouses, and condos, there is something for everyone in South Chesapeake.

If you are in the market for a new home, South Chesapeake has an array of homes for sale to suit your needs. Whether you are a first-time homebuyer, looking to upgrade, or searching for your dream home, you will find a range of options in South Chesapeake. From cozy starter homes to luxurious estates, the real estate market in South Chesapeake has something for every budget and preference.

Imagine waking up to the serene beauty of South Chesapeake, where you can enjoy peaceful walks in the neighborhood, explore local parks and trails, and immerse yourself in the vibrant community spirit. With top-rated schools, convenient shopping centers, and easy access to major highways, South Chesapeake is the perfect place to live, work, and play.

Don't miss the opportunity to make South Chesapeake your home. Explore the homes for sale in this charming city and start the next chapter of your life in this wonderful community.

Newest South Chesapeake Homes for Sale

$256,900

2 Beds ⋅ 1 Baths ⋅ 10646087 MLS

WELCOME TO THIS BEAUTIFUL HOME, WHETHER YOUR LOOKING FOR YOUR FIRST HOME OR DOWNSIZING THIS PROPERTY SITUATED IN THE WELL KEPT NEIGHBORHOOD OF DEEP CREEK. SET ON A HUGE LOT WITH DETACHED PRIVATECY FENCED PATIO FOR RELAXING AND AN OVERSIZED GARAAGE/WORK SHOP WITH GARAGE DOOR OPENER. THE HOME ALSO OFFERS SPACIOUS LIVING ROOM AND A BEAUTIFUL KITCHEN THAT HAS BEEN RECENTLY RENOVATED. FRIG, RANGE, NEWER WASHER AND DRYER MATCHING SET CONVEY. REPLACEMENT WINDOWS, 3 YEAR OLD ROOF AND TERMTE LETTER PPROVIDED. TAKE A LOOK AND END YOUR SEARCH!

2312 Ferndale Road, South Chesapeake

$470,000

4 Beds ⋅ 2.1 Baths ⋅ 10646065 MLS

3404 Winterhawk Court, South Chesapeake

$575,000

5 Beds ⋅ 2 Baths ⋅ 10646017 MLS

FRESH EGGS, BIG FREEDOM, ENDLESS POTENTIAL in Chesapeake's desirable Blackwater area! Welcome to your private sanctuary—the ultimate lifestyle upgrade. Picture sipping morning coffee while collecting farm-fresh eggs from your backyard chickens, surrounded by peaceful green space. Enjoy pure, independent water from your premium 600+ ft Certified Artesian well, complete with a double tank water softener and an energy-efficient tankless electric water heater. Dream big with future-proof infrastructure: an oversized septic system is already in place to support an ADU, multi-generational living, or rental income. Built for comfort and efficiency, this ultimate hobbyist setup includes a premium dual-fuel HVAC and a sub-panel wired for a generator. Whether you envision a luxury guest cottage, a workshop, or an expanded country compound, the foundation is completely set. Schedule your tour today!

1336 Blackwater Road, South Chesapeake

$365,000

3 Beds ⋅ 1 Baths ⋅ 10645994 MLS

944 Bells Rd Road, South Chesapeake

$550,000

3 Beds ⋅ 2.1 Baths ⋅ 10645963 MLS

Wonderful opportunity to get 4+ acres in high rated schools. HUGE outbuilding with 3 bays garage bays, powered, multi-level, for storage and recreational activities. Home sold as is. Part of an estate. Seller to do no repairs.

2323 Herring Ditch Road, South Chesapeake

$445,000

4 Beds ⋅ 2 Baths ⋅ 10645914 MLS

Situated on a .61-acre lot, this home is move-in ready with many recent updates. Major updates include a brand new HVAC system, new crawlspace dehumidifier, and freshly painted interior. Other recent updates include (2024) water heater, (2022) refrigerator & dishwasher, French drain, and LeafFilter gutter guards. Outside is where this property really stands apart. A 3,000-lb capacity stainless steel bridge with Trex planks spans the 36-foot creek and connects to additional yard space on the other side. Imagine the possibilities for this unique extension of the property! A double driveway with turnaround area, attached garage and patio add even more functionality.

925 Johnstown Road, South Chesapeake

$510,000

4 Beds ⋅ 2.1 Baths ⋅ 10645829 MLS

WELCOME HOME! Tucked away on a quiet cul de sac and set on nearly an acre backing to peaceful woods, this beautifully maintained home offers the perfect blend of privacy, outdoor living, and everyday convenience. Whether you’re enjoying your morning coffee in the screened gazebo or entertaining family and friends, you’ll appreciate the peaceful setting this property provides. Inside, you’ll find stainless steel appliances, a spacious walk in pantry, a cozy gas fireplace, and thoughtful updates throughout, including a new roof installed in 2024. A transferable 2-10 Home Warranty provides added peace of mind for the next owner. Conveniently located near Interstate 64, Route 17, shopping, dining, and major military installations throughout Hampton Roads, this home offers the ideal balance of tranquility and accessibility. Don’t miss your opportunity to make this exceptional property your next home. Schedule your private showing today!

104 Bishops Court, South Chesapeake

$210,000

3 Beds ⋅ 2 Baths ⋅ 10645865 MLS

Opportunity awaits at this Chesapeake property! With a little TLC and updating, this home has the potential to truly shine. Offering a functional floor plan, spacious living areas, and a desirable location, it's an excellent option for buyers looking to build equity or customize a home to their own style. Whether you're an investor or a homebuyer with a vision, this property is full of possibilities. Conveniently located near shopping, dining, schools, and major commuter routes. Being sold as-is.

1012 Sir Gawaine Drive, South Chesapeake

$375,000

3 Beds ⋅ 2 Baths ⋅ 10645876 MLS

Beautifully updated home featuring a renovated kitchen and bathrooms. Major improvements include a roof, hvac, garage door, exterior paint and water heater all done in the last 5 years. Enjoy the benefits of the community which include access to park, walking trail and pond. This home is move in ready with big ticket items already done for you!

1113 Turtle Rock Trace, South Chesapeake

$619,900

4 Beds ⋅ 3.1 Baths ⋅ 10645833 MLS

Come see this beautiful, move-in ready Stephen Alexander home, tucked away on a large private cul-de-sac in the sought-after Grassfield school district. The home’s downstairs features 10 foot ceilings, a family room with crown molding, custom built-ins, and a gas fireplace, and an updated kitchen with a pantry, granite counters, tile backsplash, newer SS appliances (2025), a bar, and a reclaimed barn wood island in the breakfast nook. The large upstairs primary bedroom has His and Hers walk-in closets and a spacious en-suite bathroom with a jetted tub and a separate tiled shower with double showerheads. The FROG serves as the 4th bedroom with its own full bathroom. Additional highlights include a beautiful front porch, a fully fenced-in backyard, a mud room off of the oversized side loading garage with opener, and dual zone HVAC with Nest thermostats. Located in desirable Great Bridge, this home offers easy access to interstates and is just minutes to schools, dining, shopping & more!

901 Hathaway Court, South Chesapeake

$620,000

4 Beds ⋅ 3 Baths ⋅ 10645463 MLS

If you've been looking for a home in Cheshire Forest, this is one you won't want to miss! Nestled in one of Great Bridge's most sought-after communities, this beautifully updated and meticulously maintained 4-bedroom, 3-bath home offers approximately 2,673 square feet of thoughtfully designed living space. The bright, functional floor plan is great for everyday living and entertaining, featuring a well-appointed kitchen with a gas range, center island, breakfast area, abundant cabinetry, and seamless flow into the inviting family room with a gas fireplace and formal dining room. The main level also includes a full bathroom with a walk-in shower, a convenient laundry room, and access to the attached two-car garage. Upstairs, the spacious primary suite offers a large walk-in closet and a relaxing ensuite with a soaking tub and separate shower, while two additional generously sized bedrooms share a full hall bathroom. The finished room over the garage provides incredible flexibility as a fourth bedroom, home office, playroom, media room, or guest space. Step outside to a beautifully landscaped, oversized backyard featuring a large deck great for entertaining, outdoor dining, or simply unwinding. Residents enjoy access to community amenities including a clubhouse, pool, playgrounds, and tennis courts, all conveniently located near shopping, dining, parks, and Great Bridge schools. VA assumable loan at 2.25%

819 Keeling Drive, South Chesapeake

$699,900

4 Beds ⋅ 3.1 Baths ⋅ 10645155 MLS

Welcome to this beautiful and spacious, well-maintained home that boasts 3261 sq.ft., four 2nd floor Bedrooms, 3.5 Baths + 1st floor Office, Dining Room, Sunroom, Family Room with cozy gas log fireplace, Living Room with handsome built-in bookcases, 12x10 shed, over 1/3rd acre corner lot, 1000 sq.ft. paver patio, 2nd floor Bedroom with ensuite bath & adjacent Loft is perfect for an In-Law Suite. 3 car garage provides ample parking and storage. Come see your dream home today!

2300 Burgess Court, 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.