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

2008 Pocaty Creek Lane, South Chesapeake

$889,500

4 Beds ⋅ 3.3 Baths ⋅ 10657656 MLS

Enjoy a slower pace of life as you relax on the front porch w/ morning coffee or watch loved ones play in the expansive yard. This beautifully remodeled farmhouse-style home sits on approx. 5.207 acres, extensively updated in 2021.Step inside to a dramatic 2-story foyer that opens to a spacious living area kitchen, dining, & family room, ideal for everyday living & entertaining. The 1st-floor primary suite offers comfort & convenience. Upstairs, you'll find a generous flex space perfect for a 2nd living area, home office, playroom, or gym. The 2nd level also features a second bedroom suite w/ private bath, plus 2 more bedrooms connected by a Jack/Jill bath. Abundant storage can be found throughout the home. The outdoor lifestyle is just as inviting. Spend your days fishing in your private pond, harvesting produce from the garden, or enjoying peaceful views of the neighboring horse farm from your kitchen window, at the end of the day, unwind by the pool.

2008 Pocaty Creek Lane, South Chesapeake

$260,000

3 Beds ⋅ 1.1 Baths ⋅ 10657685 MLS

Welcome to 1021 Roundtable Court! This beautifully renovated, move-in-ready Chesapeake home offers modern upgrades, stylish finishes and exceptional convenience! Enjoy fresh interior paint, updated flooring, new lighting, updated trim and new blinds throughout. The refreshed kitchen features brand-new stainless steel appliances, including a refrigerator, electric range, microwave, and garbage disposal. Both bathrooms feature updated vanities, faucets, and fixtures. Additional improvements include new interior and exterior doors, storm doors, updated vinyl siding, exterior trim, and a replacement window. Enjoy modern technology with a smart ceiling fan that operates by remote or through a Wi-Fi-connected app. The washer and dryer also convey, making your move even easier! The roof and HVAC system were replaced approximately 10 years ago. With extensive interior and exterior improvements, this home offers the comfort, style, and convenience today’s buyers appreciate. This one is a gem - you don't want to miss out! Schedule your showing today!

1021 Roundtable Court, South Chesapeake

$537,900

3 Beds ⋅ 3.1 Baths ⋅ 10657359 MLS

STOP RENTING - move in January - Closing costs, Low Loan 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 Modern finishes and bougie 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.

130 Lenas Way, South Chesapeake

$255,000

2 Beds ⋅ 1 Baths ⋅ 10657509 MLS

2BD, 1 BA ONE STORY TOWNHOME. ALL KITCHEN APPLIANCES, LARGE LIVING ROOM OPENS TO KITCHEN, FENCED IN YARD LOCATED IN A CULDESAC. EXCELLENT HOME FOR FIRST TIME HOME BUYER OR INVESTOR.

1054 Wickford Court, South Chesapeake

$465,000

3 Beds ⋅ 2 Baths ⋅ 10657060 MLS

Welcome home to this beautiful ranch tucked away on a quiet cul-de-sac in a desirable Chesapeake location! This well-maintained home offers comfortable one level living, a spacious lot, and a long list of recent updates. Inside, the home features updated bathrooms, new carpet in the living room, and a welcoming living space with a fireplace and large sliding glass doors overlooking the backyard. Major updates include a new AC unit (2021), new roof, soffit and gutters (2023), new siding (2025), front door (2026) and new crawlspace insulation (2026). The two-car garage provides ample storage. Ideally located near Greenbrier’s shopping, dining, entertainment and recreational amenities, with easy access to I-64, beaches and Naval bases. A peaceful cul-de-sac setting combined with a private backyard and convenient location makes this a home you won’t want to miss!

1508 Bayberry N Court, South Chesapeake

$390,000

4 Beds ⋅ 3 Baths ⋅ 10656783 MLS

Dazzling one story home Nestled in the back of the neighborhood on a no outlet road with exquisite updates throughout. New Flooring (all Ceramic and LVP), Paint, Lighting, and Roof. Luxurious primary bedroom with ensuite featuring double vanity Sinks, walk in Shower with a Rain Shower Head, and Walk-in Closet. Lots of Storage throughout the home. Serene Fenced Backyard Patio for relaxing, grilling, outdoor entertaining with a Gazebo ready for your patio furniture. The Inground salt water Pool is calling you to Relax. Minutes to Indian River Park South Side & Indian River trail. Schedule a tour today of the captivating home.

2121 Speedy Avenue, Central Chesapeake

$525,000

4 Beds ⋅ 2 Baths ⋅ 10657061 MLS

Welcome home! Nestled in the established Waterford neighborhood in Chesapeake's highly sought-after Great Bridge area! Situated on a spacious cul-de-sac lot, this charming 4-bedroom, 2-bath home offers the perfect combination of comfort, functionality, and location. Enjoy the convenience of single-level living with an inviting floor plan designed for both everyday living and entertaining. The spacious living areas feature a cozy fireplace, creating a warm and welcoming atmosphere. Enjoy a beautifully renovated primary bathroom, offering updated finishes and a refreshed, modern feel. Additional improvements include a recently encapsulated crawlspace equipped with two dehumidifiers, providing added moisture protection and peace of mind. Outside, the generous backyard offers plenty of space for outdoor gatherings, gardening, or simply relaxing. Located in the desirable Great Bridge School District and just minutes from shopping, dining, parks, and major commuting routes.

904 Barrington Court, South Chesapeake

$499,900

4 Beds ⋅ 2.1 Baths ⋅ 10657041 MLS

Nestled on a quiet cul-de-sac, this gorgeous home offers plenty of curb appeal and inviting living spaces. Inside, you’ll find a spacious dining room, living room, and cozy family room with a fireplace. The kitchen features a breakfast area, center island, stainless steel appliances, and generous cabinet and counter space. Four spacious bedrooms include a primary suite with a walk-in closet and thoughtfully updated en-suite bathroom. The expansive backyard is fully grassed and features a large deck, offering plenty of room to enjoy the outdoors. Schedule your private tour today!

828 Woodrow Court, South Chesapeake

$625,000

5 Beds ⋅ 2.1 Baths ⋅ 10655447 MLS

Welcome to this beautifully updated 4-bedroom, 2.5-bath home with TWO additional flex rooms, offering 2,731 square feet of living space in the sought-after Brooks Run community! Featuring a timeless combination of brick and vinyl siding, this meticulously maintained home delivers exceptional curb appeal with professionally landscaped grounds and a host of impressive upgrades. Come tour the inside and discover fresh paint, new carpeting, and luxury vinyl plank flooring throughout the first floor. The spacious kitchen features a gas cooktop, upgraded appliances, tile backsplash, and abundant natural light. An extensive trim package adds architectural character throughout the home. Upstairs, the oversized primary suite offers a custom tile shower and luxurious soaking tub. Two versatile flex rooms provide endless possibilities for a home office, media room, playroom, or additional living space. Outside, enjoy beautifully maintained landscaping, added concrete, and a spacious backyard complete with a hot tub. The attractive brick-front exterior and attached 3-car garage complete this exceptional property. Outdoor enthusiasts will appreciate the remarkable location through your backyard gate and access the Great Dismal Swamp trail system, including the Portsmouth Trailhead and Black Bear Trail! Enjoy nature hiking, wildlife viewing, and seasonal hunting where permitted and subject to applicable regulations. A rare opportunity to enjoy a beautifully upgraded home with the natural beauty of the Great Dismal Swamp practically in your backyard. Appliance package conveys!

3629 Kathys Way, South Chesapeake

$560,000

4 Beds ⋅ 2.1 Baths ⋅ 10656875 MLS

Now This Is a Place You Can Call Home! This beautiful 4-bedroom, 2.5 bath home is nestled on a quiet cul de sac, offering space, comfort, and charm. Featuring a grand two-story foyer, hardwood flooring throughout the first floor, formal living and dining rooms, and a spacious gathering room with a cozy gas fireplace. The eat in kitchen boasts 42-inch cabinets, generous counter space, and a custom backsplash. Enjoy the large sunroom with vaulted ceilings, perfect for relaxing or entertaining. The spacious primary suite features a sitting area, walk in closet, double sink vanity, jetted tub, and separate shower. A huge backyard offers plenty of room for outdoor fun and gatherings, plus a storage shed. This home has it all! Schedule your showing today and make it yours!

3204 Eight Star Court, South Chesapeake

$185,000

2 Beds ⋅ 1.1 Baths ⋅ 10656762 MLS

Calling all investors, renovators, and DIYers! Opportunity awaits at 3212 Clover Road East in Chesapeake! This 2-bedroom, 1 full bath, 1 half bath property offers plenty of potential for an investor, renovator, or buyer ready to make it their own. The home features a functional floor plan, an eat-in kitchen with ample cabinetry and countertop space, and two bedrooms upstairs. Conveniently located in the Western Branch area of Chesapeake with access to nearby shopping, dining, and major roadways. Property is being sold strictly AS-IS. Seller will make no repairs. Bring your vision and explore the possibilities this property has to offer.

3212 Clover Road E, West Chesapeake

$650,000

4 Beds ⋅ 3.1 Baths ⋅ 10656618 MLS

440 Ivy Crescent, Central 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.