South Chesapeake Real Estate

Welcome to South Chesapeake, Virginia – a hidden gem nestled in the heart of Chesapeake County. This vibrant community seamlessly blends suburban charm with easy access to urban amenities, making it an ideal place for families, professionals, and retirees alike.

South Chesapeake is known for its picturesque landscapes and friendly neighborhoods. The area boasts a rich tapestry of parks, recreational facilities, and scenic waterways, providing ample opportunities for outdoor enthusiasts. Whether you enjoy hiking, biking, or a leisurely stroll along the Elizabeth River, South Chesapeake offers a variety of natural spaces to explore and unwind.

The community is well-connected, with convenient access to major highways and interstates, allowing residents to commute effortlessly to nearby cities like Norfolk and Virginia Beach. This accessibility means you can enjoy the tranquility of suburban life while still being close to the bustling energy of urban living.

Education is a cornerstone of South Chesapeake, with highly-rated public and private schools that prioritize student success. Families will appreciate the commitment to nurturing young minds and fostering a sense of community.

Culturally rich, South Chesapeake also offers a delightful array of dining, shopping, and entertainment options. From cozy cafes and family-owned restaurants to vibrant shopping centers, there’s something for everyone to enjoy.

In South Chesapeake, you’ll find a welcoming atmosphere, a strong sense of community, and a quality of life that’s hard to beat. Discover your dream home in this charming city and experience the perfect blend of comfort and convenience in one of Virginia’s most beloved locales.

Newest Listings in South Chesapeake

2008 Pocaty Creek Lane, South Chesapeake

$889,500

4 Beds ⋅ 3.3 Baths ⋅ 10657656 MLS

Enjoy a slower pace of life as you relax on the front porch w/ morning coffee or watch loved ones play in the expansive yard. This beautifully remodeled farmhouse-style home sits on approx. 5.207 acres, extensively updated in 2021.Step inside to a dramatic 2-story foyer that opens to a spacious living area kitchen, dining, & family room, ideal for everyday living & entertaining. The 1st-floor primary suite offers comfort & convenience. Upstairs, you'll find a generous flex space perfect for a 2nd living area, home office, playroom, or gym. The 2nd level also features a second bedroom suite w/ private bath, plus 2 more bedrooms connected by a Jack/Jill bath. Abundant storage can be found throughout the home. The outdoor lifestyle is just as inviting. Spend your days fishing in your private pond, harvesting produce from the garden, or enjoying peaceful views of the neighboring horse farm from your kitchen window, at the end of the day, unwind by the pool.

2008 Pocaty Creek Lane, South Chesapeake

$260,000

3 Beds ⋅ 1.1 Baths ⋅ 10657685 MLS

Welcome to 1021 Roundtable Court! This beautifully renovated, move-in-ready Chesapeake home offers modern upgrades, stylish finishes and exceptional convenience! Enjoy fresh interior paint, updated flooring, new lighting, updated trim and new blinds throughout. The refreshed kitchen features brand-new stainless steel appliances, including a refrigerator, electric range, microwave, and garbage disposal. Both bathrooms feature updated vanities, faucets, and fixtures. Additional improvements include new interior and exterior doors, storm doors, updated vinyl siding, exterior trim, and a replacement window. Enjoy modern technology with a smart ceiling fan that operates by remote or through a Wi-Fi-connected app. The washer and dryer also convey, making your move even easier! The roof and HVAC system were replaced approximately 10 years ago. With extensive interior and exterior improvements, this home offers the comfort, style, and convenience today’s buyers appreciate. This one is a gem - you don't want to miss out! Schedule your showing today!

1021 Roundtable Court, South Chesapeake

$349,000

2 Beds ⋅ 1 Baths ⋅ 10657263 MLS

This 3 acre lot is great for your dream home! It can not be subdivided. Lot is established and has privacy for you and your animals. It has a huge 2 story, detached, approx. 4 car garage that has its own well and electricity. It has over 530 feet of road frontage, facing a pristine, stunning horse farm. The home that is on the property is fully gutted and can be torn down or remodeled and added on, to make your perfect home. The property is being sold as-is, as well as the septic and well is as-is. Call today for your private showing, this one will not last long!

3365 Benefit Road, South Chesapeake

$720,000

5 Beds ⋅ 2.1 Baths ⋅ 10657643 MLS

The Bellhaven at Riverview Landing by Wetherington Homes offers a flexible 4-5 bedroom floor plan with an open-concept layout designed for everyday living and entertaining. The kitchen flows seamlessly through the butler's pantry into the dining area, creating a functional and connected space. A thoughtfully curated list of standard features is included, along with optional upgrades to personalize the home. Choose your lot and design options. Enjoy a convenient, centrally located community with easy access to shopping, medical facilities, dining, major interstates, and area beaches. The property is situated in the Hickory school district, an ideal setting for those seeking accessibility and everyday convenience. Ask about our current incentives! Directions: Mt. Pleasant Rd. to Back Road to Intracoastal Way. Follow the Wetherington Homes signs.

MM Bellhaven, South Chesapeake

$424,900

3 Beds ⋅ 2.1 Baths ⋅ 10657142 MLS

Come See this Beautiful Townhome in Desirable Bryan's Cove. 3 Bedrooms and 2 1/2 Bathrooms with Attached 2 Car Garage. Open Concept Eat in Kitchen with Granite Countertops, Large Island, Stainless Steel Appliances and Pantry. Balcony off Kitchen to Enjoy your Morning Coffee. Large Family Room off Kitchen, Flex Room on 1st Level to Outdoor Patio. Primary Suite has Double Vanity and Walk In Closet. This Community Offers Resort Style Amenities with Pool, Private Beach, Dock, Clubhouse, Fitness Center, Dog Park, and Playground. Call Today for a Tour. Welcome Home!

939 Gabion Way, South Chesapeake

$545,900

3 Beds ⋅ 3.1 Baths ⋅ 10657409 MLS

Be Home for Holidays! $12,500 to spend as you wish*! MODEL 910 Bernard Ln. Built by award-winning builder. End home with Mid-Century Coastal finishes! Stunning home with curated features uniquely designed in this home. Extensive Mohawk flooring mid-level with Gourmet Kitchen with Custom hood, 10’ island, Quartz counters, GE Cafe 6 Burner Gas range, GE Cafe Dishwasher, and GE Cafe Microwave Drawer. 10' ceilings main, 9' First &Third Floors, Nat. Gas Tankless water heater, 2-zone HVAC. Primary bedroom with 2 custom closets and Spa ensuite bath. Second Petite Suite with ensuite bath and large walk-in closet. Large laundry room w/linen closet. First floor bedroom and bath! Extend your living on oversized Screened covered porch with composite decking. 2-car garage! LOW $95 condo fee- Cabana, Fire pits, Bocce ball and Professional landscape and lawn maintenance for easy living! Legacy is waiting for you!

916 Jennings Ln, South Chesapeake

$270,000

10657414 MLS

Seclusion starts with the land. Approximately 22.42 acres offer a wooded setting for those who value privacy and the opportunity to create something exceptional. A straight, 60 foot wide, flag-lot approach from Johnson Lane leads toward the larger acreage, where thoughtful planning and selective clearing could shape a custom homesite while preserving the surrounding trees. Imagine a home designed around your priorities, outdoor living framed by nature and the quiet distinction of a setting that feels entirely your own. The wide, cleared path along the south side extends to the rear, giving you a closer look at the landscape and its possibilities. With approximately 22.07 acres in Chesapeake, VA, and 0.35 acre in Moyock, NC, this lot brings together substantial acreage, wooded character and an inspiring canvas for your vision.

22 AC Johnson Lane, South Chesapeake

$613,900

3 Beds ⋅ 2.1 Baths ⋅ 10657357 MLS

To Be Built - MODEL 369 Scotland Ln. nestled in Greenbrier, Joseph’s Meadow built by renowned builder. The Lily Cottage welcomes you w/ full front porch, airy 10-foot ceilings, & beautiful hardwood floors throughout first floor. Designed for everyday living & entertaining, the open-concept layout seamlessly connects living room, dining area, & stunning chef’s kitchen w/ Cotton White 42" cabinets, 9-foot quartz island, custom hood, and oversized walk-in pantry. Mudroom and powder room conveniently tucked by 2-car garage. Upstairs, a sun-filled loft, bath dual sinks and separate tub/shower room, 3 spacious bedrooms and a large laundry room provide exceptional functionality. Private primary suite offers a custom walk-in closet and tiled spa bath w/ quartz countertops, dual vanities, freestanding tub, tiled shower, and private water closet. Easy living with professionally managed grounds ensures low-maintenance living, making your dream truly a haven.

381 Scotland Lane, South Chesapeake

$612,500

4 Beds ⋅ 2.1 Baths ⋅ 10657358 MLS

To Be Built - LOW Rate and NO PMI! Joseph’s Meadow MODEL GPS 369 Scotland Ln. Chesapeake. Nestled in Greenbrier come visit the newest community by renowned local builder. Lily Cottage welcomes you w/ a full front porch, airy 10-foot ceilings and hardwood floors entire first floor. Designed for entertaining, the open-concept layout seamlessly connects the living room, dining area, and stunning chef’s kitchen featuring a 9-foot quartz island, custom hood, and HUGE walk-in pantry. Mudroom and powder room are conveniently tucked away by 2-car garage. Custom stair detail takes you to FOUR bedrooms with hall bath w/dual sinks, private tub/shower and water closet. BIG laundry room. LUSH Primary suite entry w/custom walk-in closet and SPA retreat w/ quartz countertops, dual vanities, freestanding tub, tiled shower & private water closet. Easy living w/ professionally managed grounds ensures low-maintenance living, making your dream truly peaceful haven.

377 Scotland Lane, South Chesapeake

$537,900

3 Beds ⋅ 3.1 Baths ⋅ 10657359 MLS

STOP RENTING - move in January - Closing costs, Low Loan Rate, NO PMI*! Minutes to Greenbrier - Joseph’s Meadow Site: 369 Scotland Lane or TOUR MODEL HOME: 910 Bernard Ln. Open Sat/Sun 12-4 - Award-winning builder - Sophisticated Row homes with Modern finishes and bougie building package - Airy 10’ ceilings with 9’ lower and upper floors - Oversized windows - Extensive hardwood - First-floor bedroom w/ensuite bath - 10x20 Covered porch and front porch - Chef’s kitchen: 10’ island, quartz counters, Custom hood, GE Cafe appliance package - Luxurious primary retreat w/two custom closets - Spa bath oversized tiled shower, dual heads, large niche and Dual vanities - Large laundry room - Secondary petite suite w/huge closet and ensuite bath - Nat. Gas Tankless water heater - Finished insulated 2-car garage - Professional ground maintenance.

130 Lenas Way, South Chesapeake

$1,199,000

5 Beds ⋅ 3.1 Baths ⋅ 10657504 MLS

Welcome home!! 28.18 private acres, 3,714 sq ft, 5 bedrooms, 3.5 updated baths, TWO primary suites, a detached 4-car garage & 20x30 workshop—all in Chesapeake’s sought-after Hickory area?! Yes! Here at 509 Ballahack Rd. Extensively improved inside and out, this one-of-a-kind property delivers the space, flexibility and freedom of country living with modern comfort. Abundant natural light fills the spacious living areas, while warm finishes and thoughtful updates create an inviting feel throughout. The kitchen is complemented by a butler pantry with granite countertop, cabinetry and additional storage, adding function for everyday living and entertaining. The rare dual-primary layout offers one suite on each level, both with private ensuite baths—ideal for multigenerational living, extended guests or added privacy. The main-level primary has been refreshed with new flooring, paint, lighting and hardware. Upstairs, the second primary features a showstopping spa-inspired ensuite with an oversized wet room, rainfall shower, body jets, two-person soaking tub, porcelain tile and polished marble mosaic. All 3.5 bathrooms have been updated with fresh flooring, lighting, paint, mirrors and hardware. Outside, enjoy a nearly wraparound front porch, expansive 20x40 composite deck, outdoor kitchen setup, custom fire pit, fruit trees, grape vines and 28+ acres to explore. Proven deer and turkey hunting is literally steps from your back door, with private shooting and archery areas already in place. The detached 4-car garage provides exceptional storage, while the 20x30 workshop features concrete flooring, lighting and its own electrical panel. Additional improvements include 33 solar panels, Level 2 EV charger, major electrical upgrades, crawlspace encapsulation, updated HVAC and a private well with NO monthly water bill. A rare combination of acreage, recreation, extensive improvements and flexible living in Southern Chesapeake. See attached Feature & Upgrade Sheet for even more! Some listing photographs have been staged by Artificial Intelligence.

509 Ballahack Road, South Chesapeake

$345,000

4 Beds ⋅ 2.1 Baths ⋅ 10657384 MLS

Welcome to this spacious two-story home offering a fantastic layout and incredible potential! The first floor features a formal living room, separate dining room, a cozy den, and a convenient half bath. Upstairs, you will find three comfortably sized bedrooms alongside a primary suite complete with its own private en suite bath. Excellent storage and parking are provided by the attached two-car garage. Situated in a prime location just minutes from shopping, local dining, entertainment, major interstates, and area bases. This property is a wonderful opportunity to bring a little elbow grease, add your personal touches, and truly make it your own. Call today to schedule your private showing! Some virtual staging utilized in pictures.

844 Parapet Road, 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.