Chesapeake VA Homes with Cul-De-Sac Exterior features

Welcome to Chesapeake, Virginia – a vibrant city that beautifully blends suburban charm with urban convenience. Nestled in the heart of Hampton Roads, Chesapeake is renowned for its rich history, lush parks, and a strong sense of community. With an abundance of outdoor recreational opportunities, residents can enjoy everything from serene nature trails to thrilling water sports along the Elizabeth River and the Great Dismal Swamp.

Chesapeake is not just a place to live; it’s a place to thrive. The city boasts top-rated schools, a diverse array of shopping and dining options, and a variety of cultural attractions, making it an ideal location for families and professionals alike. Whether you’re exploring the local farmers’ markets or attending community events, there's always something happening in this welcoming city.

One of the most sought-after features in Chesapeake homes is the presence of cul-de-sac exterior designs. These charming homes provide not only a sense of privacy but also a safe and quiet environment for families and children to play. Living on a cul-de-sac often means less traffic and a close-knit community feel, where neighbors become friends. Many of these properties boast spacious yards, perfect for outdoor gatherings, gardening, or simply enjoying the tranquility of your surroundings.

If you’re considering making Chesapeake your home, you’ll find a range of beautiful cul-de-sac properties that cater to various lifestyles and budgets. With the perfect blend of comfort, safety, and community spirit, these homes are truly a gem in the heart of Virginia. Come discover your dream home in Chesapeake today!

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

$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

$425,000

4 Beds ⋅ 2.1 Baths ⋅ 10649222 MLS

Located in a wonderful and desired community, this home boasts great curb appeal that you see immediately with exterior vinyl siding and triple-pane windows for lower heating and cooling costs. The curb appeal continues with a new glass front door, new roof (2022), replaced shutters and gutters with downspout to match the color scheme. New Composite Fence in rear (2026). Enter and immediately get drawn into the black stained stairway with wrought iron spindles capped off with a black railing/bannister. Waterproof luxury vinyl flooring throughout completes the updated look. The kitchen features white cabinets, granite countertops and stainless steel appliances that conveys to include a commercial-sized refrigerator.

1215 Brookside Landing, 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

2% ($10,500) Closing Cost Assistance Being Offered. 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

$585,000

5 Beds ⋅ 3.1 Baths ⋅ 10648854 MLS

Welcome to 2004 Acentala Quay, a spacious 5-bedroom, 3.5-bath home offering 3,076 square feet in Chesapeake’s sought-after Waterstone community. Step inside to an inviting foyer, soaring cathedral ceilings and an open floor plan with flexible living spaces. The main living area features a cozy gas fireplace, while the beautifully updated kitchen showcases freshly painted white cabinetry, dark gray quartz countertops, a tile backsplash, high-end black finishes and newer appliances. Stylish LVP flooring and newer carpet flow throughout the home, and updated windows add to its move-in-ready appeal. The spacious room over the two-car garage features LVP flooring and cathedral ceilings, making it ideal as a fifth bedroom, playroom, home office or additional living area. Additional improvements include a fully encapsulated crawlspace with a high-quality dehumidifier, a fenced backyard and a washer and dryer installed in 2023. Outside, relax on the back porch overlooking the large yard with lush green grass. The two-car garage and generous driveway provide plenty of parking. Located in the desirable Chittum school district of Western Branch, Waterstone is known for its tree-lined streets, welcoming atmosphere and community pond, where residents can kayak, canoe, paddle board or fish right in their own neighborhood. The established community also hosts a variety of fun social events throughout the year. Scenic neighborhood walking trails—and a convenient entrance shortcut—connect residents directly to Western Branch Park and Western Branch Community Center. Enjoy easy access to playgrounds, basketball and tennis courts, pickleball courts, a multi-use gymnasium, disc golf, softball and soccer fields, nature trails and abundant recreational opportunities just minutes from your doorstep. With convenient access to shopping, dining, military bases and major commuter routes, this beautifully updated home offers an exceptional blend of space, comfort, functionality and outdoor enjoyment.

2004 Acentala Quay, West Chesapeake

$530,000

4 Beds ⋅ 2.1 Baths ⋅ 10648404 MLS

Welcome home to this beautifully maintained 2018-built residence tucked away in the desirable Homestead subdivision! Offering 4 spacious bedrooms, 2.5 baths, and custom upgraded finishes throughout, this home combines modern style with everyday functionality. The thoughtfully designed floor plan features generously sized bedrooms, an upstairs laundry room for added convenience, and a spacious primary suite complete with a large walk-in closet. Whether you?re entertaining or simply enjoying a quiet evening at home, you?ll love relaxing on the expansive custom patio overlooking the backyard. Conveniently located just minutes from schools, shopping, dining, and major highways, this home offers the perfect blend of comfort, convenience, and quality. Don?t miss your opportunity to make this one yours!

508 Schaefer Avenue, West Chesapeake

$825,000

3 Beds ⋅ 2.1 Baths ⋅ 10648198 MLS

Welcome to 2515 Bellechase Ct, where refined living meets an exceptional waterfront lifestyle! This beautifully appointed home offers 3 bedrooms, 2.5 baths, 3,939 SF, and a spacious FROG offering incredible versatility as a potential 4th bedroom, home office, media room, or guest space. The first-floor primary suite features a private ensuite bath and the convenience of main-level living. The kitchen and baths have been updated within the last five years, bringing a fresh, stylish feel throughout. Step outside and discover waterfront living at its best! Enjoy beautiful water views and your own private pier with boat lift, putting days on the water just steps from your back door. Whether boating, entertaining outdoors, or simply relaxing by the water, this home offers an exceptional combination of space, style, flexibility, and outdoor living. With its versatile FROG, first-floor primary suite, recently updated kitchen and baths, 3,939 square feet of living space, private pier, boat lift, and picturesque waterfront setting, 2515 Bellechase Ct offers an exceptional combination of space, style, and outdoor living in Chesapeake. Come experience all this waterfront home has to offer!

2515 Bellechase Court, West Chesapeake

$459,900

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

$537,900

3 Beds ⋅ 3.1 Baths ⋅ 10648704 MLS

To Be Built - Financing 5.75 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 upgraded 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 - Be home for the holidays!

130 Lenas Way, South Chesapeake

$390,000

4 Beds ⋅ 2 Baths ⋅ 10648631 MLS

Tucked away on a peaceful cul-de-sac, this charming Chesapeake property welcomes you with exceptional features and inviting style. Inside, the home boasts premium, eco-friendly bamboo flooring across most of the living areas, creating a clean, modern ambiance. A standout highlight is the unique two-section screened porch, carefully crafted for year-round enjoyment, morning coffees, or evening gatherings. The private backyard extends your living space with endless opportunities to relax, garden, or host loved ones. Situated moments from premier shopping, dining, and major commuter routes, this flexible home is ready for its next chapter.

700 Saxon Court, 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

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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.