South Chesapeake Homes for Sale

Welcome to South Chesapeake, Virginia – a hidden gem nestled within the vibrant city of Chesapeake. This charming area boasts a perfect blend of suburban tranquility and urban convenience, making it an ideal place for families, professionals, and retirees alike. With its picturesque landscapes, friendly neighborhoods, and a strong sense of community, South Chesapeake offers a welcoming atmosphere that feels like home from the moment you arrive.

The city of Chesapeake is known for its rich history and diverse culture, with South Chesapeake standing out for its beautiful parks, excellent schools, and a variety of recreational opportunities. Residents can enjoy outdoor activities at nearby parks, such as the expansive Chesapeake City Park or the serene Great Dismal Swamp National Wildlife Refuge, perfect for hiking, biking, or simply unwinding in nature. Additionally, the area is conveniently located near shopping centers, restaurants, and entertainment options, ensuring that you’ll never be far from the action.

For those looking to make South Chesapeake their home, the real estate market is thriving with a wide range of homes for sale. From charming single-family residences to modern townhomes, there’s something to suit every taste and budget. Many properties feature spacious yards, contemporary designs, and convenient amenities, providing the perfect backdrop for creating lasting memories.

Whether you’re a first-time homebuyer or seeking a new place to settle down, South Chesapeake is an enchanting destination that promises a fulfilling lifestyle. Explore the homes for sale today and discover the perfect place to call your own in this delightful corner of Virginia!

Newest South Chesapeake Homes for Sale

$825,000

4 Beds ⋅ 3.1 Baths ⋅ 10648270 MLS

Beautiful custom home on 3 Acres that backs up to woods! Two Primary Suites, one downstairs and one upstairs each with their own full bath! Amazing custom Kitchen with loads of storage, Pantry, plenty of counter space, center island, brand new cabinets, granite and Stainless Steel Appliances! Dual zoned central Heat/AC. Move in ready! Located in the Grassfield School district! Completely remodeled and waiting for you, be sure to come check this one out first!No HOA, bring your horses, chickens and goats!

2239 Benefit Road, South Chesapeake

$269,900

3 Beds ⋅ 1 Baths ⋅ 10648228 MLS

Ready for you to move right in! This fully refreshed 3 bed, 1 bath home has all the big-ticket updates already done for you. Brand-new flooring throughout (July 2026), fresh interior paint (2025), and new siding (2025) give it a clean, updated feel from the moment you walk in, while the roof on both the home and the detached garage was replaced just 4 years ago. Out back is where this property really stands out: a 16x24 detached garage with electric and attic storage makes an ideal workshop, hobby space, or overflow storage, and TWO additional carports mean covered parking for multiple vehicles, a boat, or a trailer. If you've been looking for a truly move-in-ready home with serious garage and parking space, 809 Clay Avenue delivers. Call to schedule your showing today!

809 Clay Avenue, South Chesapeake

$500,000

4 Beds ⋅ 2.1 Baths ⋅ 10648263 MLS

Stunning waterfront views! Spacious Brick front ranch with a new kitchen, quartz countertops, new stainless appliances, slow close cabinets, large island and 42" upper cabinets. Eat in kitchen with bay windows overlooking the lake! Large family room, LVP flooring and an oversized deck with an awning. Sits on over 1/4-acre with a 2-car garage and a recent solar panel installation. There is structural termite and moisture damage in the crawl space and the home. Only CASH offers will be considered. Buyer must assume the solar panel loan, approx. $35,000. 19 years @ $150.00 a month. Electric bills as low as $10.00 a month.

1121 Copper Stone Circle, South Chesapeake

$950,000

5 Beds ⋅ 3 Baths ⋅ 10648261 MLS

Welcome to your private 3.25-acre country oasis, where luxury finishes, heavy-duty infrastructure, and absolute peace of mind converge. This beautifully updated single-story home offers an open-concept layout and highly functional spaces, making it a rare market find. INTERIOR HIGHLIGHTS Step inside to a bright, airy open floor plan where the living and dining areas flow seamlessly into the chef-inspired kitchen. The kitchen is outfitted with premium Cambria countertops for unmatched durability and sleek modern style. The primary suite serves as a spa-like retreat, boasting natural quartzite surfaces, a deep jetted soaking tub, and a massive 4x4 walk-in shower. Upstairs, a versatile finished room over the garage (FROG) and a charming attic dormer offer excellent bonus spaces for a home office, media room, gym, or guest quarters. OUTDOOR LIVING & ENTERTAINING Embrace the scenic acreage from your choice of outdoor living areas. Relax on the welcoming covered front porch, or host unforgettable gatherings on the expansive rear covered patio. The outdoor living experience is anchored by a fully equipped outdoor kitchen, great for weekend barbecues and dining al fresco while overlooking your sprawling, private acreage. THE ULTIMATE DETACHED WORKSHOP A true standout feature is the massive 2,200 sq. ft. detached workshop. This incredible building is fully powered and completely climate-controlled with heating and cooling, making it an ideal setup for a home business, car enthusiast, hobbyist, or extensive machinery storage. PREMIUM SYSTEMS & INFRASTRUCTURE No expense was spared on the home's mechanics and structural integrity: * Power Security: Whole-home generator supported by a recently added 500-gallon propane tank. * Efficiency: All-new energy-efficient windows and updated insulation throughout. * Roof & Plumbing: Roof is approx. 4 years young. All plumbing has been fully updated with zero cast iron. * Utilities: Tankless water heater for endless hot water; septic system recently serviced. Welcome Home.

1908 Benefit Road, South Chesapeake

$625,000

4 Beds ⋅ 3 Baths ⋅ 10648242 MLS

Welcome to this stunning beautiful home nestled on a quiet cul-de-sac! From the moment you enter, you’ll appreciate the grand condition of this home, featuring 4 bedrooms, 3 full bathrooms and thoughtful updates throughout. Gorgeous hardwood floors running through the main living area and in the expansive room over the garage. At the heart of the home is a fully renovated gourmet kitchen featuring sleek white quartz countertops, premium stainless steel appliances, and ample cabinet space—flawless setting for everyday living and entertaining. Upstairs, the luxurious primary suite serves as a private retreat, complete with a spa-inspired ensuite bath featuring dual vanities and a custom dual shower. Roof is approx. 7 years old, brand-new replacement windows, dual-zone HVAC system and encapsulated crawl space, for year-round comfort. Step outside to take in serene lake views and enjoy the peaceful backyard setting. Truly turn-key and move-in ready—schedule your tour today!

811 Twin Peak Ct Court, South Chesapeake

$315,000

2 Beds ⋅ 1 Baths ⋅ 10648165 MLS

Rare 1.54-acre homesite in a highly desirable Chesapeake location! The property includes an existing home and out buildings that convey as-is. Suitable for renovation. R-15S zoning and an outstanding location near Greenbrier, major highways, shopping, dining, and schools, this property offers endless possibilities for investment.

304 Centerville Turnpike N, South Chesapeake

$300,000

2 Beds ⋅ 1 Baths ⋅ 10647978 MLS

Investors! 2 Parcels totalling 22.25 +/- acres currently zoned M1 for large tract (17.5acres) and residential small tract (4.75 acres) This piece of land must be purchased with 1828 Mount Pleasant Road which is right nextdoor and runs parallel to property and has a small house with power, septic and well. Subject to zoning, interested parties should contact the City of Chesapeake Zoning and Planning for allowable uses.

1832 Mount Pleasant Road, South Chesapeake

$544,900

5 Beds ⋅ 3.1 Baths ⋅ 10648220 MLS

Welcome to this spacious well-maintained 5-bedroom, 3.5-bath home right on the lake! This home spans approximately 2,800 sq ft. with fresh new carpet and interior paint. The layout includes dual primary bedrooms on both levels. The backyard offers a large deck, hot tub, and pool on nearly a half-acre lot. Energy-efficient features include solar panels to be paid off at settlement and a Rinnai tankless water heater. Convenient combination of space, updates, and outdoor features.

813 Stardale Drive, South Chesapeake

$499,900

4 Beds ⋅ 2 Baths ⋅ 10648141 MLS

Welcome to this charming brick-front ranch offering 3 bedrooms plus a spacious room over the garage that can serve as a fourth bedroom, home office, hobby room, or flexible living space. Situated on .93 acre lot, this property provides an expansive backyard with plenty of room to enjoy outdoor activities, gardening, or simple relaxing. Unwind on the inviting fromt porch or entertainonthe large composite back deck overlooking the generous outdoor space. Inside, the open-concept kitchen and family room create a comfortabler gathering area, while the formal living and dining rooms provide additional space for entertaining or everyday living,. The attached garage is equipped with a mini-split system, offering year-round comfort and added versatility for a workshop, home gym, studio, or other uses. Extended driveway allows for extra parking, with its spacious layout, flexible living areas, and expansive lot, this home offers a wonderful blend of comfort, functionality, and outdoor enjoyment.

940 Saddlerbrook Trail Road, South Chesapeake

$794,900

6 Beds ⋅ 3 Baths ⋅ 10647933 MLS

Welcome to your home! Like new construction maticulously well maintained home sits on a quiet culdesac in the highly desired sought-after Great Bridge High School - Johnstown Estates. Featuring 6 bedrooms, 3 bathrooms with one bedroom downstairs. Magnificent well equipped gourmet kitchen with quartz counter tops, stainless steel appliances and large island that overlooks to spacious family room with gas fireplace. The upstairs primary suite offers a luxirious bathroom with double vanity and lard walk in closet. This home includes a 2 zone HVAC system and a tankless water heater for added effeciency. Gutters system and vinyl privacy fence. Conveniently located near shopping, restaurants, and highways.

1024 Loutro Court, South Chesapeake

$649,900

4 Beds ⋅ 2.1 Baths ⋅ 10647918 MLS

Discover elevated living in this exquisitely renovated 4-bedroom, 2.5-bath residence, perfectly situated in the highly coveted Hickory School District. Every detail has been thoughtfully reimagined, showcasing sophisticated designer finishes, fresh interior paint, gorgeous new flooring, a stunning chef-inspired kitchen, and beautifully renovated bathrooms, creating a truly turnkey home that effortlessly blends style and comfort. A dramatic two-story family room welcomes you with soaring ceilings and an abundance of natural light, creating an impressive yet inviting gathering space. The first-floor primary suite offers a luxurious private retreat with a vaulted ceiling and an elegant ensuite designed for relaxation. Spacious secondary bedrooms provide flexibility for family, guests, or a home office. Designed with entertaining in mind, the brand-new deck overlooks a generous backyard surrounded by mature trees that provide exceptional beauty, privacy, and shade. Whether hosting lively gatherings or enjoying a peaceful evening outdoors, this setting is sure to impress. Additional features include a spacious two-car garage and a unique opportunity for the buyer to personalize the finishing touch by selecting either a gas or electric range/oven to perfectly complement the beautifully appointed kitchen.

509 Fair Oak Drive, South Chesapeake

$649,900

5 Beds ⋅ 3.1 Baths ⋅ 10648086 MLS

Welcome to this stunning 5 bedroom, 3.5 bath home nestled in the back of a wonderful neighborhood. Situated on a beautiful lot backing up to open farm land. This dream home features an open floor plan with a gorgeous chef’s kitchen and spacious breakfast area, which flows seamlessly into your beautiful family room with an inviting gas fireplace - perfect for family gatherings. A first floor bedroom with en-suite is ready for your guests or in-laws. Also included on first floor is an office/flex room, and a large dining room for a growing family and entertaining. Upstairs is your luxurious primary suite featuring a spa-like en-suite bath and dual walk-in closets. Also included are three additional bedrooms, hall bath, and a large loft area with endless possibilities. You will love the energy savings with your paid in full solar panels! Enjoy your beautiful back yard with patio and gazebo. Perfect for relaxing and entertaining. Don’t wait, make this awesome home your own!

3204 Hector Lane, South Chesapeake

Start Your Search

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.