South Chesapeake Homes with Well Exterior features

Welcome to South Chesapeake, Virginia, a hidden gem nestled in the heart of Chesapeake County. With its picturesque landscapes and a vibrant community spirit, South Chesapeake offers a perfect blend of suburban tranquility and urban convenience. This charming area is characterized by lush green parks, scenic waterways, and a family-friendly atmosphere, making it an ideal place to call home.

South Chesapeake boasts a diverse selection of homes, each with unique exterior features that enhance the area’s aesthetic appeal. Many properties in this delightful region showcase well-maintained exteriors, often featuring beautiful brick facades, inviting porches, and manicured lawns. The homes here are designed not only for comfort but also to harmonize with the natural beauty surrounding them. Whether you’re looking for a cozy single-family home or a spacious contemporary residence, South Chesapeake has something to suit every taste and lifestyle.

Beyond the homes, residents enjoy easy access to a variety of amenities, including shopping centers, dining options, and recreational facilities. The area is also known for its excellent schools and community services, making it a fantastic choice for families. With its rich history and strong sense of community, South Chesapeake stands out as a wonderful place to live, work, and play.

If you’re considering making a move, explore the charming homes in South Chesapeake and discover the perfect blend of comfort, style, and community. Your dream home awaits in this delightful Virginia enclave!

Newest South Chesapeake Homes with Well Exterior features

$550,000

4 Beds ⋅ 2.1 Baths ⋅ 10649225 MLS

Welcome to 913 Montebello Circle, a one-of-a-kind custom all-brick home designed for buyers who appreciate true craftsmanship, architectural character, and timeless traditional design. Located in the desirable Great Bridge area of Chesapeake, this home offers distinctive features including a stunning wood spiral staircase, custom millwork, rich hardwood flooring, and three fireplaces. Outside, enjoy your own private backyard retreat featuring a saltwater inground pool, perfect for relaxing or entertaining. Ideally located near local military bases, shopping, dining, and major interstates, this is a rare opportunity to own a home filled with character, quality craftsmanship, and lasting value.

913 Montebello Circle, South Chesapeake

$899,999

4 Beds ⋅ 3.1 Baths ⋅ 10648971 MLS

Picture yourself on this idyllic front porch with your favorite rocking chairs! This gorgeous Cape Cod home sits on a peaceful 3.12-acre lot with picturesque curb appeal. At 3,381 square feet, this turnkey home is clean with fresh updates! The backyard is a total dream with a sparkling inground pool, fenced backyard + barn/workshop with a lean-to. Striking open concept features vaulted ceilings, crown molding, French doors, neutral hues & wood floors! Gourmet kitchen offers stainless steel appliances, kitchen island, breakfast bar & pantry! Head outside from the kitchen into the screened back porch to relax in the gorgeous green views. The thoughtful floor plan offers 4 bedrooms + an office with unique room selections: mother-in-law suite + a FROG + a sitting room in the Primary bedroom! Updates: 2024 Saltwater pool with heater, decking & child-safe fencing, 2026 Roof replacement w/warranty, 2023 Water Heater, 2021/2016 HVAC, Primary BR carpet, gas fireplace & freshly painted spaces!

2917 Buskey Road, South Chesapeake

$435,000

3 Beds ⋅ 2 Baths ⋅ 10648528 MLS

Welcome to this charming Chesapeake ranch nestled on a full acre! This 3-bedroom, 2-bath home offers 1,620 sq. ft. of comfortable living space with beautiful hardwood floors and an impressive recreation room complete with pool table—perfect for entertaining family and friends. Head outside to the large deck with a covered sitting area and outdoor sink, creating an ideal setting for gatherings and relaxing. The detached 600 sq. ft. in-law suite adds exceptional flexibility for guests, extended family, a home office, or additional living space. With room to spread out, entertain, and enjoy the outdoors, this unique property offers the space and versatility you've been looking for in Chesapeake!

2405 Johnstown Road, South Chesapeake

$815,000

5 Beds ⋅ 3 Baths ⋅ 10648928 MLS

This exceptional, meticulously maintained home offers the feel of new construction with over $75,000 in upgrades and thoughtful owner enhancements. The customized gourmet kitchen features double ovens, a built-in microwave drawer, designer finishes, and a dry bar with beverage refrigerator—perfect for everyday living and entertaining. Upgrades continue throughout with custom window treatments, upgraded lighting, smart-home features, a reverse osmosis water system and more. A first-floor bedroom and full bath make it a perfect property for multi-generational living. Enjoy multiple outdoor spaces, including a welcoming front porch, screened-in porch and expansive patio. A wooded backdrop and full fencing create a private backyard retreat. Located on a quiet street yet just minutes from shopping, dining, and everyday conveniences, this beautifully custom home offers comfort, privacy, and elevated country living. Truly move-in ready and designed for both relaxed living and effortless entertaining.

633 Ambrose Street, South Chesapeake

$925,000

4 Beds ⋅ 2.1 Baths ⋅ 10649002 MLS

Welcome to 412 Woodards Ford Road, an incredible property tucked away in the peaceful Woodards Mill community. Set back along a long driveway and surrounded by mature trees, this home offers exceptional privacy, beautiful landscaping, and plenty of room to enjoy the outdoors. A charming front porch welcomes you inside, where spacious rooms, abundant windows, and natural light create a warm and inviting atmosphere. The open living area is highlighted by a stunning stone fireplace with a mantel, while multiple first-floor bedrooms offer flexibility for a variety of needs. The unique kitchen is full of character with beautiful wood ceilings, distressed white cabinetry, and plenty of natural light. Multiple access points lead to the back porch, patio, and four-season room featuring brick flooring and walls of windows. Step outside and enjoy a true backyard retreat surrounded by mature trees. The expansive porch offers plenty of space for entertaining, relaxing, and enjoying the peaceful setting, complete with a built-in hot tub. Upstairs, additional rooms provide even more flexible living space. A full detached garage adds incredible functionality with a working bathroom and a huge finished area above, great for storage, a hobby space, workshop, or additional flex space. With privacy, character, generous indoor and outdoor spaces, and a serene wooded setting, this Woodards Mill property is truly one of a kind!

413 Woodards Ford Road, South Chesapeake

$310,000

2 Beds ⋅ 2.1 Baths ⋅ 10648551 MLS

Rare opportunity to own a well-maintained brick end unit townhome nestled on a quiet cul-de-sac with nearly an acre of land, no HOA fees, private dock and water access rights. This home features new carpet, fresh paint, new furnace, new gas logs, and countertops. This newly fenced back yard has a small shed and larger detached workshop with power! This private yard and large deck are great for relaxing and entertaining. Inside, you'll find 2 spacious bedrooms with ensuite bathrooms making it perfect for comfort and privacy. Large walk-in attic and utility closet with storage. With no HOA fees and a rare setting that allows for waterfront enjoyment and lots of outdoor space, you won't want to miss this one-of-a-kind opportunity! Inground sprinkler and well-As is! Schedule your showing today! Can close quickly.

314 Sussex Court, South Chesapeake

$712,000

4 Beds ⋅ 2.1 Baths ⋅ 10648396 MLS

Welcome to sought-after Cheshire Forest! This beautifully maintained 4-bedroom, 2 and half bath home offers an open floor plan with a spacious family room flowing into a gourmet kitchen with breakfast nook. Rich acacia hardwood floors grace the first floor, complemented by ceramic tile in the kitchen and an elegant marble-tiled foyer. Escape to your private backyard oasis featuring an in-ground pool with a 2-year-old liner, Dolphin robotic cleaner, extensive decking, a fire pit, and rock landscaping around the pool for low-maintenance living—no mowing! A 135-ft. well adds convenience for irrigation. Enjoy outstanding HOA amenities, including an Olympic-size pool, clubhouse, two parks, pond for fishing, and home of the Flying Fish Swim Team. A rare opportunity in one of Chesapeake's premier neighborhoods!

608 Archer Court, South Chesapeake

$1,299,000

5 Beds ⋅ 3.1 Baths ⋅ 10648292 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 and 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 (to be paid off with acceptable offer), 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! Make this an easy day and stop here first!

509 Ballahack 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, separate laundry room 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 lease @$145.00 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

$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

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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.