South Chesapeake Homes with Cul-De-Sac Exterior features

Welcome to South Chesapeake, Virginia—a hidden gem that beautifully combines the charm of suburban living with the vibrancy of city amenities. Nestled within Chesapeake County, this delightful community is known for its friendly atmosphere, lush parks, and excellent schools, making it an ideal destination for families and professionals alike.

One of the standout features of South Chesapeake is its picturesque neighborhoods, many of which boast inviting cul-de-sac streets. Homes situated in cul-de-sacs offer a unique blend of privacy and community, creating a serene environment where children can play safely and neighbors can connect. These charming streets often feature beautifully landscaped yards, providing a perfect backdrop for family gatherings and outdoor activities.

The architectural diversity in South Chesapeake is another highlight, with homes ranging from quaint single-story residences to more expansive two-story designs. Many properties showcase modern amenities and thoughtful layouts, ensuring comfort and convenience for every resident. The cul-de-sac exteriors often feature spacious driveways, ample parking, and private backyards—ideal for hosting summer barbecues or simply enjoying a quiet evening under the stars.

Beyond the homes, South Chesapeake offers a wealth of recreational opportunities. With nearby parks, walking trails, and community centers, residents can easily embrace an active lifestyle. Plus, the city is well-connected, providing easy access to shopping, dining, and entertainment options that cater to every taste.

Experience the warmth and charm of South Chesapeake, where community spirit thrives, and your dream home awaits in a peaceful cul-de-sac setting. Come explore this inviting neighborhood and discover why so many are proud to call South Chesapeake home!

Newest South Chesapeake Homes with Cul-De-Sac Exterior features

$300,000

3 Beds ⋅ 1.1 Baths ⋅ 10646018 MLS

Ideally located in the heart of Greenbrier, this move-in-ready three-bedroom townhouse is the perfect find! Recently refreshed with updated flooring and renovated bathrooms, this home is ready for its new owners. Features include a spacious kitchen with plenty of counter space, a convenient laundry area, and roomy, comfortable bedrooms. Complete with a private, fenced-in backyard and patio, this home offers everything you need. Schedule your showing today!

1204 Cedar Mill Square, South Chesapeake

$510,000

4 Beds ⋅ 2.1 Baths ⋅ 10645829 MLS

WELCOME HOME! Tucked away on a quiet cul de sac and set on nearly an acre backing to peaceful woods, this beautifully maintained home offers the perfect blend of privacy, outdoor living, and everyday convenience. Whether you’re enjoying your morning coffee in the screened gazebo or entertaining family and friends, you’ll appreciate the peaceful setting this property provides. Inside, you’ll find stainless steel appliances, a spacious walk in pantry, a cozy gas fireplace, and thoughtful updates throughout, including a new roof installed in 2024. A transferable 2-10 Home Warranty provides added peace of mind for the next owner. Conveniently located near Interstate 64, Route 17, shopping, dining, and major military installations throughout Hampton Roads, this home offers the ideal balance of tranquility and accessibility. Don’t miss your opportunity to make this exceptional property your next home. Schedule your private showing today!

104 Bishops Court, South Chesapeake

$619,900

4 Beds ⋅ 3.1 Baths ⋅ 10645833 MLS

Come see this beautiful, move-in ready Stephen Alexander home, tucked away on a large private cul-de-sac in the sought-after Grassfield school district. The home’s downstairs features 10 foot ceilings, a family room with crown molding, custom built-ins, and a gas fireplace, and an updated kitchen with a pantry, granite counters, tile backsplash, newer SS appliances (2025), a bar, and a reclaimed barn wood island in the breakfast nook. The large upstairs primary bedroom has His and Hers walk-in closets and a spacious en-suite bathroom with a jetted tub and a separate tiled shower with double showerheads. The FROG serves as the 4th bedroom with its own full bathroom. Additional highlights include a beautiful front porch, a fully fenced-in backyard, a mud room off of the oversized side loading garage with opener, and dual zone HVAC with Nest thermostats. Located in desirable Great Bridge, this home offers easy access to interstates and is just minutes to schools, dining, shopping & more!

901 Hathaway Court, South Chesapeake

$580,000

4 Beds ⋅ 2.1 Baths ⋅ 10645079 MLS

Welcome to this practically brand-new 4BR/2.5BA home in Chesapeake that still has that new home smell! Immaculate and move-in ready, this home shines with crisp finishes and thoughtful design throughout. The chef friendly kitchen features a large island, soft-close cabinetry, beautiful countertops, a stylish backsplash, and plenty of space for cooking, gathering, and entertaining. Upstairs, the spacious primary suite offers both a walk-in closet and an additional oversized closet, while the generously sized secondary bedrooms all feature large closets. A versatile flex space provides room for a home office, playroom, or cozy sitting area. The 2-car garage includes an EV charger, and the manageable backyard offers just the right amount of outdoor space to enjoy without the upkeep. Conveniently located near restaurants, breweries, coffee shops, shopping, and interstate access, this home combines modern comfort with everyday convenience. This is one you won't want to miss. Welcome HOME!

933 Brenner Road, South Chesapeake

$315,000

2 Beds ⋅ 2.1 Baths ⋅ 10645835 MLS

Meticulously maintained 2-bedroom, 2.5-bath condo with newer HVAC and LVP flooring on the main level. Spacious floor plan with tons of natural light, bonus room/office and 2 Primaries with en-suite baths. Enjoy an olympic sized pool, dog park, playgrounds, community center, and lake, all just minutes from shopping, dining, and interstate access. Don't miss this opportunity to live in a well-maintained home in a vibrant community!

502 Hermit Thrush Way Unit 115, South Chesapeake

$245,000

2 Beds ⋅ 2 Baths ⋅ 10645622 MLS

Welcome home to this beautifully updated 2 bedroom, 2 bath condo in the desirable Riverwalk community! Featuring fresh paint throughout, newer luxury vinyl plank flooring, stylish new cabinetry, and updated countertops, this home is move-in ready. The kitchen is complete with stainless steel appliances, offering both modern style and functionality. Enjoy low-maintenance living with condo fees that include water, sewer, and access to fantastic community amenities, including a clubhouse, swimming pool, and playgrounds. Conveniently located near shopping, dining, and entertainment, this is an excellent opportunity for first-time buyers, downsizers, or anyone looking for easy, affordable living. Schedule your private showing today!

701 Rapidan River Court Unit A, South Chesapeake

$635,000

5 Beds ⋅ 3.1 Baths ⋅ 10645747 MLS

Beautiful 5-bedroom, 3-bath home built in 2017 and thoughtfully upgraded, located on a private cul-de-sac with a large, vinyl privacy-fenced yard. Inside, the open floor plan features LVP flooring, a gas fireplace, and a seamless flow into the remodeled kitchen, complete with quartz countertops, custom cabinetry, under-cabinet lighting, and updated appliances (2024). The kitchen complimented with a built-in breakfast nook and custom pantry, while additional custom cabinetry enhances select bedrooms. The primary suite offers a stylishly renovated bath for a true retreat feel. Come outside to enjoy the spacious, private backyard, ideal for relaxing or entertaining with gazebo patio, playground, trampoline and kids pool. The home also includes a finished 3+ car garage with epoxy floors, overhead storage, and a 240V outlet for EV/RV/generator use. Additional features include pre-wired surround sound, Cat5/TV connections in all bedrooms, an irrigation well, attic fan.

3500 Kathys Way, South Chesapeake

$430,000

4 Beds ⋅ 2 Baths ⋅ 10645625 MLS

Make this your first stop! This well-maintained split-level home in Strawberry Acres offers the perfect blend of space, functionality, and outdoor living—and best of all, NO HOA! Fresh paint throughout and a beautifully updated kitchen featuring all-new cabinets and countertops make this home feel bright and inviting from the moment you walk in. The flexible floor plan includes a versatile front room that can serve as a home office, playroom, guest space, or additional living area. Outside, you'll find an above-ground pool, a large storage shed with electricity, and an oversized fully insulated detached garage that's perfect for a workshop, hobbies, storage, or parking. Situated on a spacious lot in a quiet neighborhood, this home offers plenty of room to relax, entertain, and make it your own. Conveniently located near schools, shopping, dining, and major commuter routes, you'll love the combination of space, updates, and freedom that this property provides!

3217 Pryor Court, South Chesapeake

$289,000

3 Beds ⋅ 2 Baths ⋅ 10645401 MLS

Welcome to this inviting open concept home tucked away at the end of a quiet cul-de-sac. The spacious layout features a gourmet kitchen with granite countertops, an island range hood, and luxury vinyl plank flooring. The primary bedroom includes a custom closet with built-in shelving and drawers for added organization. Enjoy the large backyard with a covered patio, perfect for relaxing or entertaining. Conveniently located just minutes from shopping, dining, and major roadways, this home offers comfort, style, and an ideal location. Inspections for information purposes only, no out of pocket expenses to seller.

2709 Whitestone Avenue, South Chesapeake

$440,000

4 Beds ⋅ 2 Baths ⋅ 10645311 MLS

Beautiful 4-bedroom, 2-bath ranch offering comfortable one-level living with a spacious FROG and attic storage. Inviting family room features a cozy wood-burning stove, while the eat-in kitchen is equipped with stainless steel appliances and a pantry. The generous primary suite boasts a walk-in closet, double vanity, separate shower, and relaxing garden tub. Spacious secondary bedrooms provide plenty of room for family or guests. Recent updates include new LVP flooring, new carpet, and a new roof, making this home truly move-in ready. Enjoy a large, fully fenced backyard with a brand-new deck perfect for entertaining, grilling, or relaxing. Don't miss this one!

317 Spurlane Circle, South Chesapeake

$625,000

4 Beds ⋅ 2.1 Baths ⋅ 10645160 MLS

Stunning 4 bed 2 and a half bath custom-built home. Spacious bedrooms, upgraded kitchen with dual ovens and all newer appliances. Surround sound in the large family room. Newer flooring throughout. Custom built screened in back porch with a beautiful large yard. Relax on the front porch swing while overlooking the quiet cul de sac. Sought after neighborhood with the benefit of accessing major highways, bases & stores in minutes. Seller also providing a one year home warranty. Look at this one first!

1237 Spruce Lane, South Chesapeake

$689,900

5 Beds ⋅ 3 Baths ⋅ 10644830 MLS

SPACIOUS 5 BEDRM, 3 BATH ALL BRICK HOME NESTLED IN 1 OF GREAT BRIDGE'S MOST DESIRABLE COMMUNITIES. OVER 3,000 SQ FT OF SPACE. FEATURES VERSATILE FLOOR PLAN W/ GENEROUS ROOMS, HIGH CEILINGS, HARWOOD FLOORS & OVERSIZED GARAGES W/BUILT IN STORAGE & WORKSPACE. REAR DECK PROVIDES PRIVATE & RELAXING OUTDOOR AREA. EXCELLENT OPPORTUNITY FOR NEW OWNER TO PERSONALIZE THE INTERIOR & CREATE THEIR DREAM HOME WHILE BUILDING INSTANT EQUITY. CONVENIENTLY LOCATED NEAR TOP RATED SCHOOLS, INTERSTATE MUNICIPAL CTR

806 Falls Creek Drive, 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.