South Chesapeake Homes for Sale

Welcome to South Chesapeake, Virginia, a hidden gem nestled in the heart of Chesapeake County. This vibrant community offers a harmonious blend of suburban charm and urban convenience, making it an ideal place to call home. With its picturesque landscapes, friendly neighborhoods, and a strong sense of community, South Chesapeake is perfect for families, young professionals, and retirees alike.

South Chesapeake boasts a rich tapestry of recreational opportunities, from serene parks and nature trails to bustling shopping centers and dining options. Residents can enjoy outdoor activities at the nearby Chesapeake City Park or take advantage of the numerous sports facilities and playgrounds that dot the area. The local school system is highly regarded, providing quality education and a nurturing environment for children.

For those looking to invest in South Chesapeake, there’s an exciting array of homes for sale that cater to diverse tastes and budgets. Whether you’re searching for a cozy single-family residence, a modern townhouse, or a spacious estate, South Chesapeake has something for everyone. Many homes feature contemporary designs, well-manicured yards, and easy access to local amenities.

With its strategic location, South Chesapeake offers easy commuting options to nearby cities, while still providing a tranquil suburban lifestyle. The community is well-connected via major highways, making it easy to explore the vibrant culture and attractions of the greater Hampton Roads area.

Discover the charm of South Chesapeake, where your dream home awaits! Explore our listings today and take the first step towards making this welcoming community your own.

Newest South Chesapeake Homes for Sale

3616 Riverwood Crescent, South Chesapeake

$750,000

4 Beds ⋅ 3 Baths ⋅ 10657714 MLS

COUNTRY LIVING AT ITS BEST!Imagine sipping your morning coffee while deer graze in your backyard! This incredible 3-acre property in desirable Hickory/Grassfield offers privacy, space, and endless possibilities!2,200 sq ft home with 4 bedrooms and 3 fully renovated bathrooms, a cozy wood-burning fireplace, new waterproof laminate flooring throughout, and a 2-car attached garage.The 1,500 sq ft workshop features a vehicle lift — perfect for car enthusiasts, hobbies, or business needs!Enjoy one of the largest above-ground pools available, extensive decking, and a recently repaired and painted shed.Additional features include newer HVAC and appliances, an excellent water softener, and a sealed crawlspace with dehumidifier and warranty.Not in a designated flood zone!Three acres, a spacious workshop, and your own private backyard oasis in the sought-after Hickory/Grassfield school district!Country charm, modern comforts, and room to live your way!

3616 Riverwood Crescent, 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

$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

$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

$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

$450,000

4 Beds ⋅ 2 Baths ⋅ 10657381 MLS

Welcome to this charming all-brick ranch home nestled on just over 5 acres. This 4 bedroom, 2 bath home offers the perfect blend of comfort, space and privacy. Featuring a spacious eat-in kitchen, welcoming living room with a cozy wood-burning fireplace, and a finished room over the garage that provides versatile living space--perfect for that 4th bedroom, office, playroom or recreation area. Enjoy the peaceful setting and ample acreage while still having a home designed for easy one-level living. A wonderful opportunity to enjoy country living!

1025 Taft Road, South Chesapeake

$670,000

4 Beds ⋅ 3 Baths ⋅ 10657170 MLS

Welcome to Las Gaviotas, where golf course living meets your own backyard oasis! This sprawling 4-bedroom brick ranch offers beautiful golf course and water views, impressive vaulted ceilings, exposed beams, and a stunning two sided fireplace connecting the great room and sunroom. The beautifully renovated kitchen features a large center island and gas cooktop, while the spacious primary suite offers peaceful views and a luxurious bath. Step outside to your private retreat featuring an inground pool with updated liner, hot tub, gorgeous new paver patio, and outdoor gas kitchen for entertaining! Additional highlights include updated bathrooms, kitchen, expansive laundry room, new fixtures, Updated Flooring and Paint, HVAC (2024), roof (2019), and new water heater. Seller to provide a clear termite and moisture letter. A rare opportunity to enjoy single level living, incredible outdoor entertaining, and scenic surroundings!

530 San Pedro Drive, South Chesapeake

$490,000

4 Beds ⋅ 2.1 Baths ⋅ 10657351 MLS

THIS HOME HAS BEEN COMPLETELY RENOVATED TO INCLUDE ALL NEW STAINLESS STEEL APPLIANCES, WINDOWS, GRANITE COUNTERTOPS, SIDING, AND LAMINATE FLOORING THROUGHOUT THE HOME. COME AND ENJOY YOUR NEW HOME.THIS WONT LAST, CALL 1800 SHOWINGTIME AND GO SHOW TODAY!!!!

753 Helmsdale Way Way, South Chesapeake

1004 Poquoson Crossing, South Chesapeake

$699,000

4 Beds ⋅ 2.1 Baths ⋅ 10657331 MLS

Excellent opportunity to own a wonderful home in most sought after Warrington Hall. Great floor plan with a first floor primary bedroom and custom bath with jetted tub and separate shower. Formal living room and dining area. Great room with fireplace. Kitchen with breakfast bar, granite countertops and stainless appliances. Laundry room. Oversized two car garage. Three additional bedrooms upstairs. Spacious closets. Very flexible floor plan. Spacious private fenced yard.

1004 Poquoson Crossing, 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.