Isle of Wight County Homes with Cul-De-Sac Exterior features

Welcome to Isle of Wight County, Virginia, a charming gem nestled between the James and Nansemond Rivers. Known for its picturesque landscapes and rich history, this county offers a serene escape while still being conveniently close to the bustling cities of Norfolk and Suffolk. With its rolling hills, lush woodlands, and scenic waterfronts, Isle of Wight County is a haven for nature lovers and families alike.

One of the standout features of homes in this area is their inviting cul-de-sac locations. These peaceful enclaves provide a sense of community and safety, making them ideal for families with children or those seeking a tranquil lifestyle. The exterior features of these homes often include beautifully landscaped yards, spacious driveways, and charming architectural details, creating a warm and welcoming atmosphere. The cul-de-sac design not only enhances privacy but also fosters a friendly neighborhood vibe, where children can play freely and neighbors can connect.

Isle of Wight County is home to a variety of recreational opportunities, including parks, trails, and waterways perfect for kayaking or fishing. The county also boasts a rich cultural heritage, with historic sites and charming small towns that invite exploration. Whether you’re looking for a cozy single-family home or a spacious property with room to grow, the cul-de-sac homes in Isle of Wight County offer the perfect blend of comfort, community, and convenience. Discover the beauty and charm of this delightful area and find your dream home today!

Newest Isle of Wight County Homes with Cul-De-Sac Exterior features

$559,900

4 Beds ⋅ 3.1 Baths ⋅ 10648234 MLS

Discover the Kestrel Ranch in the welcoming town of Windsor, where small-town charm, local events, and a relaxed pace of life blend with convenient access to Suffolk, Smithfield, and the greater Hampton Roads area. This beautifully crafted home features shaker-style cabinetry with soft-close doors and drawers, granite countertops, tile backsplash, double wall ovens, luxury vinyl plank flooring, a cozy fireplace with built-ins, and a tiled walk-in shower in the spacious primary suite. The thoughtfully designed layout offers the primary suite plus two additional bedrooms on the first floor, with a private fourth bedroom and full bath upstairs. Situated on a generous 18,449 SF cul-de-sac homesite, enjoy a covered rear porch and patio perfect for entertaining. Ask about the $20,000 Flex Cash available with the preferred lender and settlement attorney!

11563 Savannah Street, Isle of Wight - South

$905,000

4 Beds ⋅ 2.2 Baths ⋅ 10647596 MLS

Welcome to your own private oasis! Situated on 15 acres, this 4-bedroom home offers the perfect blend of comfort, space, and incredible entertainment potential. Equipped with a furnished home theatre, outdoor kitchen, custom-built wood-fire pizza oven, and 2-car detached garage / workshop. Enjoy the 9-foot ceilings throughout the main floor, 8-foot ceilings in the basement. Two-zoned Geothermal system for the main floor with a central heat pump in the basement. Custom Pella geometric windows and sliding glass doors. Thoughtful design is evident throughout, with every detail carefully considered to create a home that is both beautiful and functional.2019 hot water heater2025 Crawl vapor barrier2026 interior and deck painting, flooring, driveway

18152 Private Stock Lane, Isle of Wight - North

$499,000

2 Beds ⋅ 2 Baths ⋅ 10646047 MLS

Rare opportunity to own one of the final single family homes (SFH) in the sought-after South Harbor. No more SFHs are being built! Only 6 months old, this beautifully upgraded home is available due to the seller relocating. Situated on a premium cul-de-sac lot backing to woods, it features an open floor plan with a flex room, recessed lighting, & a stunning kitchen w/ quartz countertops, upgraded black fixtures, & a large center island. The primary suite offers tray ceilings, a custom walk-in closet with built-ins, shoe storage, motion-sensor lighting, & an ensuite with dual vanities & a walk-in shower. Custom window treatments & epoxy garage floors. South Harbor achieved a double victory at the 2026 HBAV Housing Excellence Awards, earning Virginia's Best Community & Best Community Amenity. Enjoy a heated pool, hot tub, pickleball, bocce, clubhouse, putting green, shuffleboard, fire pits, walking trails, dog park, grandkid park, & FT event coordinator for a full calendar of fun!

2213 Mainsail Drive, Isle of Wight - North

$1,195,000

5 Beds ⋅ 3.1 Baths ⋅ 10646045 MLS

Extraordinary waterfront estate by renowned builder Russ Hohmann on 4.69 acres with riparian rights extending to the center of the water. Build your private pier for deep-water access just minutes to the James River and directly across from Jones Creek Boat Landing. This stunning all-brick home offers 5 bedrooms, 3.5 baths, a 3-car garage, elevator, whole-house generator, new roof, fresh paint, and $16K professional landscaping. Rich architectural details include extensive crown, dentil, fluted trim, entablature, picture rail, transoms, hardwood floors, plantation shutters, and custom lighting. The gourmet kitchen features Exodus granite, Thermador hood, updated appliances, custom cabinetry, tiled backsplash, and pantry. Luxurious first-floor primary suite, covered porch, Trex deck, bulkheaded shoreline, and breathtaking water views. Located in desirable Gatling Pointe South near the Yacht Club and 68-slip marina.

20576 Southport Landing Place, Smithfield

$510,000

4 Beds ⋅ 2.1 Baths ⋅ 10645800 MLS

Welcome to this spacious, move-in ready home nestled on a quiet cul-de-sac in a highly sought-after community. This beautifully maintained property features newer stainless steel appliances, updated cabinetry, and fresh paint throughout, creating a bright and inviting atmosphere. The home offers four generously sized bedrooms, including an expansive primary suite with soaring vaulted ceilings. The family room is equipped with a TV and soundbar that convey with the home, along with the refrigerator and freezer located in the utility room. Thoughtful upgrades throughout include Nest learning thermostats on both levels, digital carbon monoxide and smoke detectors that sync with the Nest system, an irrigation system with a new B-hyve Wi-Fi-enabled control panel, and new independent garage door motors and tracks. For added peace of mind, a transferable home warranty is included. This exceptional home combines comfort, modern convenience, and valuable upgrades—making it truly move-in ready.

13176 Windward Place, Isle of Wight - North

$539,900

3 Beds ⋅ 2.1 Baths ⋅ 10645207 MLS

Ask about the assumable VA loan with a 2.37% interest rate! Welcome home to this beautifully updated 3 bedroom, 2.5 bathroom home offering 2,657 square feet in the desirable Smithfield Forrest community! Tucked away in the middle of a quiet cul-de-sac, this home has it all. The first floor features a spacious layout with a den, living room, dining room, kitchen, laundry room, and convenient half bath, providing plenty of room for everyday living and entertaining. Upstairs you'll find a versatile loft along with three generously sized bedrooms, including an oversized primary suite with enough space for a home office, workout area, or relaxing sitting room. Major updates provide peace of mind, including a new roof (2023), high-efficiency HVAC system (2024), fresh interior paint (2025), and all new flooring throughout the home (2024). Step outside to enjoy the large fenced backyard complete with a patio, covered overhang for shade, and storage shed. Convenient to all things Hampton Roads!

325 Calvary Way, Smithfield

$725,000

5 Beds ⋅ 3.1 Baths ⋅ 10644690 MLS

Experience refined coastal living in the highly sought-after Founders Pointe community! This custom-built home on .47 acre lot offers 5 spacious bedrooms and thoughtfully designed living spaces that blend comfort with timeless style. The heart of the home features a beautifully appointed kitchen with custom built-in cabinetry and shelving, granite countertops, and a large center island for meal preparation, entertaining, or gathering with family and friends. Retreat to the luxurious primary bath, where a beautifully tiled walk-in shower creates a spa-like escape. Beyond the home, enjoy the exceptional Founders Pointe lifestyle. Residents have access to a lakefront clubhouse and swimming pool overlooking Batten Bay and the James River, along with miles of scenic walking and biking trails, sidewalks throughout the neighborhood, a playground, and sand volleyball court.

116 Colonial Way, Isle of Wight - North

$600,000

4 Beds ⋅ 2 Baths ⋅ 10644022 MLS

Gorgeous Million Dollar View! Enjoy beautiful sunsets on the Pagan River from your huge covered deck. This lovely brick ranch is situated on a gentle slope overlooking the river and the Smithfield Station. No flood insurance required, no HOA! Three spacious bedrooms on the main level including a well appointed Primary Suite with double closets. The floor plan is open, but cozy and welcoming with warm hardwood floors and a gas fireplace in the family room. Kitchen offers lots of functional storage including a pantry. This home features a walk out basement with a fourth bedroom and separate living space, great for a multi-generation use, guest space or private office. Easy to access storage abounds with a huge walk up attic.

103 Beale Avenue, Smithfield

$729,999

4 Beds ⋅ 2.1 Baths ⋅ 10643974 MLS

Perfectly positioned on a picturesque, tree-lined cul-de-sac in the highly sought-after Founders Pointe community, this exceptional custom residence by Sasser Construction, offered by its original owners, embodies timeless craftsmanship, refined luxury, and resort-style living. A meandering path through impeccably manicured landscaping welcomes you to a charming covered porch overlooking protected woodlands and breathtaking views. The heart of the home features an open-concept gourmet kitchen with custom-designed cabinetry and stainless steel appliances, creating an elegant space for both everyday living and effortless entertaining. The main-level primary suite provides a private retreat with a spa-inspired ensuite bath, while the upper level offers a dedicated office with custom built-ins and three spacious bedrooms designed for comfort and versatility. The professionally landscaped backyard oasis is an entertainer's dream, featuring a new deck, fire pit, grilling area, bocce court, and horseshoe pit. Additional highlights include a whole-house generator, tankless water heater, dual HVAC with mini-split, and encapsulated crawl space with dehumidifier for exceptional comfort and peace of mind.

101 Adams Court, Isle of Wight - North

$285,000

3 Beds ⋅ 1 Baths ⋅ 10642569 MLS

Welcome home to this beautifully renovated 3-bedroom, 1-bathroom residence nestled in the heart of Smithfield. Thoughtfully updated from top to bottom, this home features fresh paint, brand-new flooring, plush carpeting, modern cabinetry, stylish vanities, updated appliances, and a new HVAC system—offering the perfect blend of comfort, style, and peace of mind. Every detail has been carefully considered, creating a bright, inviting space that's ready for you to move right in. Whether you're relaxing indoors or entertaining family and friends, this home is designed to meet your everyday needs. Opportunities like this don't come along often. Schedule your private showing today and see all that this exceptional home has to offer before it's gone!

13408 Martha Circle, Isle of Wight - North

$1,150,000

4 Beds ⋅ 3.1 Baths ⋅ 10642497 MLS

Luxury waterfront living awaits on nearly 3.5 acres in Carrollton, Virginia. Blending Southern Charleston-inspired charm with modern luxury, this 4 bed, 3.5 bath home features extensive updates and high-end finishes throughout. The chefs kitchen remodeled 2024 offering matte quartz countertops, a Kenmore five-burner gas range, Frigidaire Professional refrigerator, Bosch dishwasher, and wine cooler. The primary suite includes a soaking tub, separate shower, and double vanity. 3rd floor flex space with loft. Outdoor amenities include a saltwater pool with expanded surround, gazebo, and slate patio. The expansive dock features electricity, water, a jet ski lift, 15,000-pound boat lift, 10,000-pound boat lift, and floating dock. Additional highlights include a detached shed, Roof 2020, Windows 2021, Hardy Plank siding 2021, Gas line 2024 and Water Heater 2021, Whole house generator 2025, NO HOA -- First Right of Refusal in place.

23217 Oyster Court, Isle of Wight - North

$750,000

3 Beds ⋅ 2.1 Baths ⋅ 10641533 MLS

Welcome to this exceptional home situated on a premier 1.3-acre cul-de-sac lot in the sought-after Cypress Creek Golf Community. Enjoy breathtaking water views overlooking the 7th green from the spacious rear deck and living areas. A long driveway and side-load garage enhance the home's curb appeal. Inside, cathedral ceilings, wood floors, and abundant natural light create an open and inviting atmosphere. The kitchen opens to the living area, making it ideal for entertaining. Bedrooms feature new carpet. The unfinished basement is studded, electrically wired, and ready for future expansion, with a new dehumidifier already installed. Cypress Creek amenities include two pools (family and adult), clubhouse, tennis courts, fitness center, basketball courts, and playgrounds. Golf course community living with spectacular views and room to grow awaits!

408 Royal Dornoch, Smithfield

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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.