South Chesapeake Homes with Cul-De-Sac Exterior features

Welcome to South Chesapeake, Virginia, a hidden gem nestled in the heart of Chesapeake County. Known for its charming neighborhoods, lush green spaces, and a strong sense of community, South Chesapeake offers an inviting atmosphere that appeals to families, professionals, and retirees alike. With its proximity to major highways, shopping centers, and recreational facilities, residents enjoy the perfect blend of suburban tranquility and urban convenience.

One of the standout features of South Chesapeake is its array of homes situated in peaceful cul-de-sacs. These charming streets provide a safe and serene environment, ideal for children to play and neighbors to connect. Homes in these cul-de-sac locations often boast spacious yards, beautifully landscaped gardens, and a sense of privacy that is hard to find in more bustling areas. The layout of these homes encourages community interaction, making it easy to forge lasting friendships with those who live nearby.

In South Chesapeake, you’ll find a variety of architectural styles, from modern designs to classic brick facades, ensuring there’s something to suit every taste. The cul-de-sac homes often feature open floor plans, ample natural light, and outdoor spaces perfect for entertaining or simply enjoying a quiet evening under the stars.

Whether you’re looking to raise a family, downsize, or find that perfect starter home, South Chesapeake’s cul-de-sac properties offer a unique opportunity to experience the best of Virginia living. Come explore this vibrant community and discover the perfect place to call home!

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

$726,960

4 Beds ⋅ 4 Baths ⋅ 10649866 MLS

Under Construction Feb 2027 Delivery - 4 BR each with generous ensuite. Honoring the natural setting with waterfront living surrounded by egrets, wildlife and protected land. The oversized windows will immerse you in light at every turn. Open and Elegant modern home. Entertainers' kitchen - Quartz counters, custom backsplash, Matte-finish GE Cafe appliance package, and custom range hood. Extensive upgraded HW flooring & 10' ceilings midlevel, HUGE 2nd floor Screened Porch with composite decking overlooks estuary rear yard. True entertainers' home! Stunning primary bedroom with gorgeous views, egrets, and serene trees swaying in the breeze. The spa-like primary suite boasts a freestanding tub, zero-entry tiled shower, and 12' Quartz vanity. Exterior black windows and black gutters. Custom Paver driveway and extensive landscaping. Breathe in the fresh air and NO HOA!

1906 Mccoy Rd, South Chesapeake

$425,000

3 Beds ⋅ 1.1 Baths ⋅ 10649793 MLS

Welcome to this charming 3-bedroom, 2-bath Colonial style home tucked away on a quiet cul-de-sac in Etheridge Manor! Full of character and warmth, this inviting home features exposed wood beams in the living room, a cozy fireplace, a sunny breakfast area, and new carpet throughout. Step outside onto the new deck, for morning coffee, weekend gatherings, or relaxing evenings. With its classic charm, peaceful setting, and welcoming neighborhood, this home is ready for new memories. Come see why this one is easy to love!

604 Winscott Court, South Chesapeake

$230,000

2 Beds ⋅ 2 Baths ⋅ 10649847 MLS

Welcome to this beautifully updated, move-in ready 2-bedroom, 2-bath condo! Freshly painted throughout, this home features new carpet, vinyl flooring, and all-new kitchen appliances. HVAC was replaced in 2021 and the hot water heater in 2023. The bright, open layout offers a spacious living area great for relaxing or entertaining. The primary suite includes a private bath and ample closet space. The second bedroom and full bath are great for guests, family, or a home office. Enjoy low-maintenance living with several stores and restaurants nearby. Conveniently located near Chesapeake Regional Medical Center, the Municipal Center, Greenbrier, and Downtown Norfolk. Don't miss this move-in ready home!

315 Gainsborough Square, South Chesapeake

$849,900

5 Beds ⋅ 4.1 Baths ⋅ 10649639 MLS

Discover luxury, space, and versatility all in one remarkable Chesapeake address. 3504 Riverwood Crescent delivers an extraordinary living experience, offering a total of 5 bedrooms and 5 bathrooms thoughtfully tailored for comfort and style. Every detail has been considered to provide an elevated lifestyle for you and your family.Designed with ultimate flexibility in mind, the layout includes a completely private 1-bedroom, 1-bathroom in-law suite—complete with its own dedicated amenities—making it ideal for multi-generational living, extended family, or visiting guests while ensuring complete privacy for everyone under your roof.Nestled in a peaceful neighborhood while remaining close to top-tier dining, shopping, and major commuter routes, this home truly has it all. Don't miss the opportunity to make this incredible property your own!

3504 Riverwood Crescent, South Chesapeake

$625,000

4 Beds ⋅ 2.1 Baths ⋅ 10649294 MLS

Tucked away on a cul-de-sac in desirable Elbow Estates, this beautifully maintained home offers the perfect combination of modern style, exceptional space and a floor plan made for everyday living and entertaining. Built in 2017, the home features a bright, open-concept main living area with fresh neutral paint, sleek contemporary fixtures and an effortless flow between the kitchen, dining and living spaces. Upstairs, generously sized bedrooms offer plenty of room, but the true showstopper is the oversized primary suite. A striking tray ceiling adds architectural interest, while two closets provide exceptional storage. The expansive primary bath feels like a private retreat with a large tiled jetted tub and separate tiled shower. Outside, the spacious backyard offers plenty of room for entertaining, play or relaxing, all surrounded by a high-quality vinyl privacy fence added in 2022. A two-car garage provides additional parking and storage. With modern finishes, oversized rooms and a fantastic cul-de-sac setting, this Elbow Estates home is one you don’t want to miss.

609 Howelsen Court, South Chesapeake

$439,000

4 Beds ⋅ 2.1 Baths ⋅ 10649389 MLS

Comfortable living, generous spaces, and an inviting backyard come together in this 4-bedroom, 2.5-bath Chesapeake home tucked away on a cul-de-sac. A covered front porch welcomes you before heading inside to the spacious living room, where a gas fireplace creates a cozy focal point. The first floor continues into the eat-in kitchen with plenty of cabinetry, stainless steel appliances, a pantry, newer flooring, and a dining area overlooking the backyard. Upstairs, you’ll find all four bedrooms, including a generously sized primary suite with a walk-in closet and private bath featuring a double vanity, jetted tub, and separate shower. Three additional bedrooms and a second full bath complete the upper level. Out back, a large covered patio extends the living space outdoors and overlooks the fully fenced backyard, creating a great setting for dining, entertaining, or simply relaxing around the fire pit at the end of the day. Recent updates include kitchen flooring, dishwasher, newer fence and so much more. Conveniently located close to highways, shopping and dining.

1217 Destiny Way, South Chesapeake

$500,000

4 Beds ⋅ 2.1 Baths ⋅ 10649217 MLS

Beautifully updated 4 bedroom/2.5 bath home in the heart of Greenbrier on a quiet culdesac. All new windows, flooring, kitchen cabinets, quartz countertops, stainless steel appliances, light fixtures and paint. Freshly stained large deck overlooks private backyard. 2025 vapor barrier, 2019 gas water heater, 2018 HVAC.

1136 Norcova Court, South Chesapeake

$452,000

4 Beds ⋅ 2.1 Baths ⋅ 10649115 MLS

Beautifully updated 4 bedroom, 2.5 bath colonial on a quiet cul-de-sac in desirable Elmwood Landing! Features LVP flooring, fresh carpet and paint, updated lighting, remodeled kitchen with granite counters and stainless appliances, plus updated baths. Spacious primary suite with walk in closet and renovated bath with step in shower. Flexible front room for dining, office, or sitting area. Additional improvements include replacement windows, sliding glass door, wood burning fireplace, two zone HVAC, and low maintenance exterior trim. Relax on the new deck overlooking a private wooded backyard with no rear neighbors. Situated on a one third acre lot with a two car garage and separate utility room. Convenient to I 64 and I 664.

3407 Wisecamp Court, South Chesapeake

$585,000

5 Beds ⋅ 2.1 Baths ⋅ 10648409 MLS

Welcome to 3410 Marla Court, tucked away on a quiet cul-de-sac in the sought-after Millers Run community of Chesapeake. Built in 2004, this beautifully maintained 5-bedroom, 2.5-bath home offers over 3,156 square feet of thoughtfully designed living space, combining generous room sizes with modern updates and a fantastic private setting. Fresh paint with newer luxury vinyl plank flooring, the home features an inviting open floor plan that's for both everyday living and entertaining. The spacious family room flows seamlessly into the updated eat-in kitchen, offering abundant cabinetry, ample counter space, high-end stainless-steel appliances and plenty of room for family gatherings. A first-floor bedroom provides excellent flexibility as a guest room, home office, or playroom. Upstairs, the spacious primary suite features a walk-in closet and a private ensuite bath with dual vanities, while the updated hall bathroom has a new walk-in shower which adds a stylish touch for family and guests alike. A two-zone HVAC system helps keep the home comfortable year-round. Step outside to enjoy the screened-in porch overlooking a huge, fully fenced backyard that backs to peaceful woods, creating a private retreat for relaxing, entertaining, or letting children and pets play. Offering space, privacy, modern updates, and a desirable cul-de-sac location, this exceptional Millers Run home is ready to welcome its next owners.

3410 Marla Court, South Chesapeake

$524,900

4 Beds ⋅ 2.1 Baths ⋅ 10649243 MLS

Welcome to this beautifully maintained 4 bedroom, 2 and a half bath, all-brick ranch in the Grassfield School District of Chesapeake. This home features updated eat-in kitchen to include granite counter tops, stainless steel appliances (KitchenAid Refrigerator), gas range, shaker cabinets, and fresh paint. Enjoy an open layout with a very spacious great room, vaulted ceilings and a gas fireplace. French doors offer privacy to the formal dining, living room/office. Stunning bamboo floors throughout the kitchen and living areas. The large finished bedroom over the garage offers new LVP flooring, lighting, shelving, built in reading nook or can be used as a bed. Major system upgrades include TRANE HVAC system installed in 2021 with duct work replaced and system zoned in 2025. RainSoft reverse osmosis, enclosed crawl space with dehumidifier, insulated garage doors, updated vents and a newer gas water heater. Half bath located next to the mudroom/laundry room, washer & dryer to convey. New carpet in all main floor bedrooms. Enjoy outdoor living on your covered front porch or in your private fenced in backyard and deck. Expansive attic space for storage and extended driveway for additional parking. A truly move-in-ready Chesapeake home, minutes to shopping, dining, and interstate access. Please ask for the detailed upgrade list of extensive repairs and improvements. The home has been meticulously maintained with major system updates throughout.

817 Doe Run Drive, South Chesapeake

$479,900

4 Beds ⋅ 2.1 Baths ⋅ 10648837 MLS

Welcome to this beautifully maintained 4-bedroom, 2.5-bath home on a desirable corner lot in a sought-after, sold-out Chesapeake neighborhood. Tucked away on a quiet cul-de-sac, this home offers a spacious contemporary floor plan perfect for everyday living & entertaining. The main level features a formal living room, dining room, den, & open kitchen with stainless steel appliances and a bright sunroom. The spacious primary suite offers beautiful skylights, abundant natural light, & a private en-suite bath with a relaxing soaking tub. Enjoy outdoor living on the large deck overlooking the expansive backyard, perfect for gatherings, grilling, or relaxing. With generous living spaces, a functional layout, & a prime location, this home is a wonderful opportunity to own in an established neighborhood with No POA & minutes from everything!

2808 Willows Arch, South Chesapeake

$449,900

4 Beds ⋅ 2 Baths ⋅ 10648875 MLS

Located in the Wynngate community, this distinguished one-story brick home has been newly renovated with LVP flooring, carpet, fresh paint, and an updated kitchen. The open foyer leads to elegant LVP flooring throughout the living room, dining room, and den, all complemented by abundant natural light. The formal dining room flows into a well-appointed eat-in kitchen with LVP flooring and quartz countertops. A versatile bonus room over the finished garage provides flexible additional living space. Outside, enjoy a spacious fenced backyard with a storage shed. This one is not to be missed!

805 Fordson Way, South Chesapeake

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