Chesapeake VA Homes with Cul-De-Sac Exterior features

Welcome to Chesapeake, Virginia, a vibrant city that beautifully blends urban conveniences with the charm of suburban living. Nestled in the heart of Hampton Roads, Chesapeake boasts a rich history, diverse culture, and abundant recreational opportunities. With its picturesque landscapes and extensive parks, this city offers residents a peaceful retreat just minutes from the bustling energy of nearby Norfolk and Virginia Beach.

One of the most sought-after features in Chesapeake's real estate market is homes located on cul-de-sacs. These serene streets are perfect for families and individuals seeking a sense of community and safety. Cul-de-sacs typically see less traffic, making them ideal for children to play outside and for neighbors to connect. Imagine stepping out of your front door to a quiet street, where children can ride their bikes and neighbors can gather to share a friendly chat.

Many of these homes come equipped with spacious yards, allowing for outdoor gatherings, gardening, or simply enjoying the natural beauty of the area. The well-designed layouts of cul-de-sac homes often provide ample space for entertaining, whether it’s hosting barbecues in the backyard or cozying up in a warm living room.

Chesapeake is not just a place to live; it’s a community where you can create lasting memories. With its excellent schools, diverse dining options, and proximity to the scenic waterways of the Chesapeake Bay, there's no better place to call home. Explore the inviting cul-de-sac neighborhoods of Chesapeake and discover the perfect blend of comfort and convenience. Your dream home awaits!

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

$195,000

2 Beds ⋅ 2 Baths ⋅ 10649902 MLS

$3000 Carpet Allowance! This well-maintained 2-bedroom, 2-bath first-floor condo in desirable Miars Farm offers comfortable single-level living in the heart of Western Branch. Move-in ready with a new HVAC system and hot water heater, plus newer stainless steel appliances. The spacious layout features two full baths and easy access to the rear patio with additional outdoor storage. Community amenities include a pool and clubhouse, with trash service and grounds maintenance included for added convenience. Ideally located near shopping, dining, schools, and interstate access, this condo makes everyday living simple and convenient.

3520 Sugar Run Run, West Chesapeake

$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

$236,950

2 Beds ⋅ 1.1 Baths ⋅ 10649707 MLS

Opportunity to love this affordable updated 2-bedroom, 1.5 bath townhome in desirable Western Branch! Features an updated kitchen, updated baths, luxury vinyl plank flooring (LVP), HVAC and water heater all replaced within the last 5 years. Improvements also include energy efficient vinyl windows, 30-year architectural shingles, custom brick backyard with privacy fence and shed. Located at end of cul-de-sac with plenty of parking available. Seller to offer paint allowance.

3202 Clover Road E, West Chesapeake

$595,000

4 Beds ⋅ 3 Baths ⋅ 10649657 MLS

Beautiful, solid, all brick 2 story home sitting on a quiet cul-de-sac lot with almost half an acre. This well maintained home offers 3,444 sq. feet with 4 bedrooms and 3 full baths. Enter a large foyer that flows into a dining room, family room and gorgeous living room with built in bookshelves, pocket doors, fireplace & cathedral ceilings looking into an upstairs loft area. Circle into a large kitchen with breakfast area that leads to a 4 seasons sunroom where you can listen to baseball games over the summer. Massive primary bedroom and second spacious bedroom with hallway full bath on the first floor. Windows galore allowing natural light throughout the home. Downstairs laundry room. Upstairs, a spacious 3rd bedroom with full bath, walk-in closet and loft area. 4th oversized bedroom over the garage feels a separate, private oasis. Enjoy a newer fully fenced backyard with above ground salt water pool. 2 car garage, whole house backup generator, tankless water heater and storage shed. Well irrigation system conveys "as is". Fresh paint within the last few years. Minutes from all Western Branch Schools, baseball field, interstate and military bases.

3120 Deans Court, West 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

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