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

$650,000

3 Beds ⋅ 2 Baths ⋅ 10661086 MLS

Do not miss this one! Completely updated home has an open floor plan with a beautiful kitchen and large island. Both bathrooms have new fixtures and tile. The room over the garage has been finished and can be used as a flex room. The large pool is only a few years old and has an expansive concrete patio and a gazebo for entertaining. Besides the 2 car garage there is a 15' x 20' shed with power for storage or workshop and a chicken coop for homesteading. The side yard is completely cleared with enough room for a soccer field or could be fenced in for animals. The backyard is wooded for privacy and wildlife. The neighborhood is sought after due to the lot sizes and located in the desirable Hickory school zone. You will have the feeling of living in the country while still centrally located between Great Bridge (Chesapeake) and Landstown (Virginia Beach) shopping. The square footage is approximate as the tax records do not include the FROG. Agent is related to seller.

601 Margaret Drive, South Chesapeake

903 Willow Brook Court, South Chesapeake

$539,900

4 Beds ⋅ 2.1 Baths ⋅ 10660566 MLS

Nestled in the heart of Chesapeake, this brick home features spacious living areas, classic curb appeal, and a warm inviting atmosphere on a quiet court. Primary bedroom has Extremely large closet/office. It's large enough to use as an additional bedroom. The interior of this home has been completely professionally painted, and all new flooring has been installed on both levels. Back yard deck has been restored and freshly painted. The backyard is the perfect size and very private.

903 Willow Brook Court, South Chesapeake

$475,000

4 Beds ⋅ 2.1 Baths ⋅ 10660943 MLS

Welcome home to this desirable Driftwood Meadows property! Enjoy a welcoming front porch and a private setting tucked toward the back of the neighborhood. Generous living spaces include a formal dining room and separate den, offering plenty of flexibility for everyday living and entertaining. The updated kitchen features granite countertops, stainless steel appliances, and a custom tile backsplash. The spacious primary bedroom offers a private ensuite bath, creating a comfortable retreat. Fresh interior paint, luxury vinyl plank flooring, new carpeting, and updated fixtures create a fresh, inviting feel throughout. Outside, enjoy a large fenced backyard with an expansive deck, perfect for relaxing or entertaining, along with a spacious two-car driveway. Conveniently located near shopping, dining, entertainment, and easy access to Interstate 64. Don't miss your opportunity to make this home yours!

211 Driftwood Drive, South Chesapeake

$1,499,000

6 Beds ⋅ 4.1 Baths ⋅ 10660835 MLS

Discover exceptional space, privacy, & luxury in this all brick estate situated on 3 private acres in Great Bridge with no HOA. 6 bedrooms, 4.5 baths in the main house + a 1,200 sq ft apartment above the detached garage for an impressive total 6,848 sq ft. This home has been thoughtfully updated throughout featuring a newer roof, windows, pool liner, kitchen with top of the line appliances, & bathrooms, fresh paint, & new flooring. The expansive primary suite is a true retreat, featuring its own fireplace, a beautifully renovated luxury bathroom, & an oversized walk-in closet with custom cabinetry. The outdoor living space is equally impressive, complete with an outdoor kitchen & pool + a 4 season room with hot tub. Car enthusiasts & those longing for extra space will appreciate the attached 2 car garage & detached 4 car garage with a separate apartment above featuring a full bathroom and kitchenette ideal for guests, multigenerational living, or additional flexibility. All of this in highly desirable school districts, offering the perfect combination of space, privacy, convenience, and upscale living!

641 Ravenwoods Drive, South Chesapeake

$749,999

5 Beds ⋅ 3.1 Baths ⋅ 10661046 MLS

Welcome home to this bright and airy five-bedroom, three-and-a-half-bath residence, ideally situated on a quiet cul-de-sac in sought-after Greenbrier. Set on a generous lot with room for a future pool, this inviting home offers abundant space for comfortable everyday living and memorable gatherings. A grand foyer sets a welcoming tone and opens to elegant formal living and dining rooms. The expansive kitchen and adjoining breakfast nook create a warm, practical heart of the home, while hardwood flooring in the kitchen and living room adds timeless appeal. A first-floor laundry room brings everyday convenience. The second-floor primary suite is a private retreat with a generous walk-in closet and a spacious en-suite bathroom. A versatile loft provides extra room for a home office, play area, or media space, and every secondary bedroom is comfortably sized. A first-floor en-suite offers privacy and flexibility for guests, extended family, or multigenerational living.

916 Grover Court, South Chesapeake

$625,000

4 Beds ⋅ 2.1 Baths ⋅ 10660844 MLS

Seller concession for a rate buy down may be discussed with an acceptable offer! Experience the perfect blend of quality, comfort, and outdoor living at 1928 Rockwood Drive in the highly sought-after Grassfield School District. Originally built by Stephen Alexander Homes, this beautifully maintained home is tucked away in a quiet neighborhood and features a dedicated office/study, second-floor laundry, and a spacious primary suite with soaring cathedral ceilings. The inviting living room showcases a gas fireplace flanked by custom built-ins. Outside, enjoy a private backyard oasis with an inground pool and TREX decking, installed in 2021. Complete with a two-car garage and driveway parking for four vehicles, this home truly has it all!

1928 Rockwood Drive, South Chesapeake

$829,990

5 Beds ⋅ 4 Baths ⋅ 10661034 MLS

To be built- Now pre-selling. The Roanoke offers 5 bedrooms, 4 baths and thoughtfully designed two-story living,. Enjoy a formal dining room, office with French doors, spacious family room, kitchen with island and pantry, and first-floor guest suite with full bath. Upstairs, the primary suite features dual closets, while three secondary bedrooms offer walk-in closets. A hall bath, Jack and Jull bath shared by bedrooms 2 and 3, and loft complete the second floor. Personalize with a sunroom, screened or covered porch, drop zone built-ins, first-floor powder room and/or butler's pantry, primary bath options, or an enclosed game room n place of the loft. Upcoming community amenities include a pickleball court, playground and trails. Photos are of a similar home and may show upgrades.

MM Roanoke, South Chesapeake

$660,000

4 Beds ⋅ 2.1 Baths ⋅ 10660902 MLS

Don’t miss this beautiful 4-bedroom home in sought-after Viridian Reserve at Hickory! The kitchen features a large island, granite countertops, stainless steel appliances, gas cooktop, double ovens & a butler’s station with custom barn doors. Hardwood floors run throughout the downstairs, alongside a formal dining room & eat-in kitchen area. Upstairs, the primary suite offers 2 walk-in closets & a remodeled bathroom (2026). The backyard features a covered patio (2024) that blends seamlessly with the home and offers the potential to be screened in. Other outdoor features include a water feature, privacy fencing, 2 sheds & a dedicated dog run! Major updates include upstairs carpet (2023), a 50-gallon water heater (2023), full-house generator (2025) & upstairs HVAC system (2026). Located near shopping, dining & outdoor recreation, with neighborhood ponds, trails & park areas. Thoughtfully maintained, this home is ready for its next owner! Solar panels will be paid off by seller at closing.

153 Bella Drive, South Chesapeake

$791,890

5 Beds ⋅ 3.1 Baths ⋅ 10660971 MLS

Welcome to the Tillman in Riverview Landing, where generous spaces and thoughtful design come together in a beautiful 5-bedroom, 3.5-bath home with a 2-car garage. The open main level is made for gathering, with a spacious dining room leading into an impressive kitchen featuring a large center island, quartz countertops, gas cooking, and Shaker-style cabinetry with soft-close hinges. Just beyond, the family room with a cozy gas fireplace provides the perfect place to relax or entertain. The first-floor primary suite is tucked away for added privacy and features a spacious walk-in closet, double vanity, and private water closet. Upstairs, four additional bedrooms, two full baths, and a large versatile loft provide plenty of room for guests, hobbies, work, or play. Quality features include Hardie siding, 42-inch upper kitchen cabinets, a tankless water heater, and home warranty. Located in Chesapeake, you'll enjoy a wonderful blend of coastal recreation, community events, nearby beaches, and convenient access to all that southeastern Virginia has to offer. Photos are from the builder’s library and are for illustrative purposes only, not of the actual home. Features and finishes shown may vary; some may be optional at an additional cost or may not be available.

325 Riverview Road, South Chesapeake

$695,000

5 Beds ⋅ 3.1 Baths ⋅ 10660822 MLS

Welcome to 1904 Eldon Court, This 5 bedroom 3.5 bath home features 2763 sq feet of a beautifully upgraded living space nestled in the highly desirable, resort-style community of Westfield at Hickory Manor! Situated on a quiet court, this exceptional property offers a peaceful setting with a beautifully maintained grassy common area directly in front. This sought-after Ashburne model features an open-concept floor plan, dual primary suites, and over $50,000 in premium upgrades! The main level showcases gorgeous LVP flooring, extensive crown molding, craftsman-style window trim, and custom paint throughout. The stunning kitchen features premium quartz countertops, upgraded cabinetry, a spacious two-tone center island, stainless appliances, and a separate pantry. Upgraded ceramic tile enhances the bathrooms and laundry room. The highly desirable dual primary suite layout offers incredible flexibility for multigenerational living or guests. Enjoy a convenient first-floor primary suite with a private bath and walk-in closet, plus a spacious second-floor primary retreat accompanied by three additional bedrooms. Situated on one of the community's largest premium perimeter lots, this home offers exceptional backyard privacy with no immediate rear neighbors and a mature wooded natural buffer. The expanded concrete patio leads to an impressive 18x20 heavy-duty metal gazebo, perfect for outdoor entertaining and relaxation. Additional highlights include a custom-built 12x10 storage shed designed to complement the home and an attached two-car garage featuring professionally installed industrial epoxy flooring. Community amenities include a center with a kitchen and great room, a resort-style pool with an outdoor kitchen and cabana, 24/7 fitness center, a playground, walking trails, and 5 community lakes. An exceptional combination of luxury, location, privacy, and upgrades in the highly sought-after Hickory School District. Don't miss this incredible opportunity!

1904 Eldon Court, South Chesapeake

$589,000

4 Beds ⋅ 4 Baths ⋅ 10660936 MLS

SELLER TO CONTRIBUTE TO BUYER RATE BUY DOWN AND CC ON ACCEPTABLE OFFER. This beautifully updated 4-bedroom, 4-bath home features a bright, open layout with stylish modern finishes throughout. The renovated kitchen showcases white cabinetry, quartz countertops, a stunning tile backsplash, stainless steel appliances, and a spacious island with decorative wood detailing. A wonderful combination of modern style, comfort, and functionality! Survey available upon request.

1225 Bells Mill Road, South Chesapeake

$508,500

4 Beds ⋅ 2 Baths ⋅ 10660500 MLS

Welcome to this beautifully maintained Stonegate home featuring 4 bedrooms, 2 full baths and 1,811 sq. ft. of inviting living space! A special highlight is the additional 260 sq. ft. glass-enclosed sunroom filled with natural light, complete with its own Trane mini-split heating and cooling system and access from both the living room and primary bedroom. Inside, vaulted ceilings, fresh paint, rich wood-tone flooring in the living room, dining area and hallway, and updated kitchen/bathroom lighting create a warm feel. The kitchen features granite countertops and new stainless steel appliances. Enjoy the backyard with an inground saltwater pool, privacy fence and spacious deck for relaxing or entertaining. Fresh carpet on the stairs and finished room over the garage. Additional features include a whole-house Generac generator, well with inground sprinkler system and 2-car garage. Sunroom furniture conveys. So much to enjoy both inside and out. Come see for yourself what makes this Stonegate home amazing!

1336 Hillside Avenue, 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.

South Chesapeake Homes for Sale

Newest South Chesapeake Homes for Sale

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