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

Welcome to Isle of Wight County, Virginia—a hidden gem that beautifully marries small-town charm with modern conveniences. Nestled between the James River and the picturesque shores of the Chesapeake Bay, this county offers a unique blend of natural beauty and vibrant community life. With its rich history, stunning landscapes, and friendly neighborhoods, Isle of Wight is the perfect place to call home.

One of the standout features of homes in this area is their captivating cul-de-sac locations. Imagine living in a serene, family-friendly environment where children can play safely, and neighbors become lifelong friends. Homes situated in cul-de-sacs often provide a sense of privacy and tranquility, making them ideal for those seeking a peaceful retreat from the hustle and bustle of daily life.

The architectural styles in Isle of Wight are as diverse as its residents, with many properties boasting spacious yards, modern amenities, and charming outdoor spaces perfect for entertaining or simply enjoying the natural surroundings. Whether you’re looking for a cozy cottage or a sprawling family home, the cul-de-sac communities in Isle of Wight offer a variety of options that cater to different lifestyles and budgets.

In addition to its beautiful homes, Isle of Wight County is rich in recreational opportunities, with parks, hiking trails, and waterways just waiting to be explored. From local festivals to farmers’ markets, the vibrant community spirit is palpable, making it an ideal place for families, retirees, and everyone in between.

Discover the charm of Isle of Wight County today and find your perfect home in one of its delightful cul-de-sac neighborhoods!

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

$890,000

4 Beds ⋅ 3.1 Baths ⋅ 10652784 MLS

Where everyday living meets coastal calm, this custom Craftsman-style home offers a stone entry, 3 car garage and serene Batten Bay views. The spacious kitchen features quartz countertops, soft close cabinetry, gas cooking, ample storage and a large island flowing into the 2-story family room with built ins and gas fireplace. A sunroom, dedicated office, laundry room and direct garage access enhance main level convenience with seamless flow. The first-floor primary suite provides a well-appointed bath and expansive walk-in closet. Upstairs includes an additional bedroom with en-suite bath, 2 more bedrooms with a hall bath and an oversized bonus room with bar ideal for media, leisure or entertaining. Step outside to a beautifully crafted outdoor retreat with screened porch and new paver-patio featuring a custom outdoor kitchen, fireplace and TV mount-perfect for gameday! An exceptional home in a premier community. A must see!

113 Commanders Cove, Isle of Wight - North

$525,000

4 Beds ⋅ 2.1 Baths ⋅ 10652780 MLS

Gorgeous brick contemporary in Gatling Point on a quarter acre lot offers a beautifully updated open floor plan offering modern comfort and timeless style. The spacious family room with gas fireplace flows seamlessly into a stunning eat in kitchen featuring a center island, granite counter tops, abundant cabinetry and 2 big pantries. A large office down and a formal dining room offers additional living space. Upstairs, the tremendous primary suite impresses with a walk-in closet, soaking tube and generous layout. Enjoy outdoor living on the large deck, with a deck swing and lots of seating for your friends and family and a hook up for your gas grill. Additional features include a dehumidifier in the crawl space and a full irrigation system.

20218 Olde Towne Court, Smithfield

$899,900

4 Beds ⋅ 3 Baths ⋅ 10652935 MLS

Welcome to Marsh View Ct in Carrollton, where 1.55 acres, waterfront living, and deep-water access come together with a beautiful new construction home by Suffolk & Isle of Wight's premier rural custom builder. The Capron model offers nearly 3,000 square feet of thoughtfully designed living space with 4 bedrooms and 3 full bathrooms, providing plenty of room to spread out, entertain, and enjoy everyday living. Set on a spacious waterfront lot, this home offers the opportunity to enjoy the privacy and peaceful surroundings of country living while having direct access to the water right from your own property. Imagine mornings overlooking the water, evenings relaxing outdoors, and weekends spent enjoying everything waterfront living has to offer—all while coming home to the comfort and style of a brand-new home. Don't miss the opportunity to own a brand-new, nearly 3,000-square-foot waterfront home on 1.55 acres with deep-water access in Carrollton. Contact the Listing Agent for additional information.

1.55AC Marsh View Court, Isle of Wight - North

$285,000

3 Beds ⋅ 1 Baths ⋅ 10652877 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

$585,000

5 Beds ⋅ 3.1 Baths ⋅ 10652068 MLS

Welcome to 437 Evergreen Way—a beautiful Smithfield home offering the space, privacy, and lifestyle buyers have been looking for! Tucked away on a quiet cul-de-sac and situated on approximately 0.82 acres, this 5-bedroom, 3.5-bath home offers nearly 2,900 sq. ft. with room to spread out both inside and out. The inviting floor plan features a dramatic two-story foyer, formal living and dining spaces, an expansive family room with gas fireplace, and a spacious kitchen with breakfast area. The first-floor primary suite provides exceptional convenience with a tray ceiling, walk-in closet, soaking tub, and separate tiled shower, while four additional bedrooms and two full baths are located upstairs. Enjoy the convenience of a first-floor laundry room, two-car garage, extended driveway, and a large two-level deck overlooking the private lot. Located in the heart of Smithfield with convenient access to Route 17 and the James River Bridge, making the commute to major employment centers—including Newport News Shipbuilding, Sentara, Riverside and Bons Secours and Smithfield foods convenient. Enjoy the best of the best of Smithfield living with local restaurants, shopping, waterfront recreation, historic charm, and close proximity to attractions including Cedar Point Golf Club, The Mariners’ Museum, Virginia Living Museum, and Noland Trail. A rare combination of space, privacy, and accessibility—come see why 437 Evergreen Way could be the one you’ve been waiting for!

437 Evergreen Way, Smithfield

$399,900

3 Beds ⋅ 2 Baths ⋅ 10652102 MLS

Welcome to 1610 Colonial Ave, located right in the heart of Smithfield! This home has a great open layout with plenty of character, including a custom wood beam, LVP flooring, updated trim and molding, and a built-in electric fireplace in the living room. The kitchen is open to the main living space and features freshly painted cabinets, new backsplash, updated hardware and shiplap details. The dining area offers additional charm with board and batten trim. Outside, you'll find a large fenced backyard, new paver patio and a spacious detached garage/building offering tons of possibilities for parking, storage, a workshop or hobbies. The roof is approximately 2 years old, and numerous additional updates have been made throughout the home. Conveniently located near to downtown Smithfield, shopping, restaurants, parks and everything Smithfield has to offer!

1610 Colonial Avenue, Smithfield

$425,000

3 Beds ⋅ 2.1 Baths ⋅ 10652136 MLS

Welcome to Holloway Estate. This well maintained two story Colonial is a single-owner home situated on a 1.61-acre lot, set back off the street that ends on a cul-de-sac. The front porch leaves a charming first impression leading into the 2145-square-foot home. This home highlights an abundance of natural light and wood finishes throughout. The open kitchen includes stainless steel appliances and an eat-in bay window area, alongside the living room complete with a fireplace, a formal dining room, a primary bedroom en suite, and a versatile finished room over the attached two-car garage. Complete with 3 bedrooms, 2.5 baths. Outside, the property offers endless possibilities for entertaining, gardening, and enjoying your private outdoor space. Complete with two spacious sheds for additional storage, this property is ready to fit all your needs. New roof installed in August 2026.

131 Holloway Dr Drive, Isle of Wight - North

$780,000

6 Beds ⋅ 4 Baths ⋅ 10651896 MLS

Welcome home to the elevated luxury in prestigious Founders Pointe. This stunning residence offers refined coastal living with soaring ceilings, elegant finished, and an open concept design perfect for entertaining. The gourmet kitchen flows seamlessly into spacious living areas, while the private primary suite creates a true retreat. Enjoy resort style amenities, scenic trails, clubhouse, pool and pier just minutes away. A rare opportunity to own in Smithfield's most sought-after waterfront community.

148 Liberty Way, Isle of Wight - North

$425,000

4 Beds ⋅ 2 Baths ⋅ 10651468 MLS

Sold as-is. Fixer upper with tons of potential. Located at the end of a culdesac in beautiful Holland Meadows backyard facing woods. Utilities are off. Buyers responsibility to turn utilities on/off if interested for inspection. Mechanics in the home may or may not work, seller is unsure as it was tenant occupied. Will not qualify for VA/FHA. Cash or renovation loans only.

24408 John Henry Street, Isle of Wight - South

$589,900

4 Beds ⋅ 3.1 Baths ⋅ 10651093 MLS

WELCOME HOME TO THE KESTREL RANCH IN WINDSOR! Discover the perfect blend of small town charm, modern comfort and beautiful new construction, all with convenient access to Suffolk, Smithfield and the greater Hampton Roads area. This thoughtfully designed home features shaker style cabinetry with soft close doors and drawers, granite countertops, tile backsplash, double wall ovens, luxury vinyl plank flooring and a cozy fireplace with built ins. The spacious primary suite offers a beautifully tiled walk in shower, while two additional bedrooms are conveniently located on the first floor. Upstairs, a private second living room area and the fourth bedroom with full bath creates the perfect space for guests, family or a home office. Situated on a oversized homesite, enjoy outdoor living from the covered rear porch and patio.

12185 Ava Lane, Isle of Wight - South

$1,039,000

4 Beds ⋅ 4.1 Baths ⋅ 10651084 MLS

WOW!! This is a once in a lifetime opportunity for you to own this VERY LUXURIOUS & popular waterfront home known as " The Pointe " in Gatling Pointe. This home gives you the WOW factor from the time you walk through the front door! Sitting on its own 2.8-acre peninsula! This breathtaking home has a water view from every window in the house! Recently renovated with modern new upgrades & furnishes! Dream Designer kitchen, open floor plan, 1st floor master bedroom, HIS & HER Bathrooms!! New windows!! New luxury floors, New interior doors, renovated bathrooms, very high in trim, coffered ceilings, whole house generator, HUGE custom master steam shower with body jets, soaking tub, new garage doors with Wi-Fi and video surveillance cameras, intercom system, built in surround sound, 5 zone central air system, in ground pool, pool cabana, hot tub with waterfall, Roof only 7 years old, and much more! There is nothing around like this home and property! Neighborhood features a yacht club with boat slips, pool and restaurant. Come get this before its gone!

208 Mariners Circle, Smithfield

$799,000

4 Beds ⋅ 4.1 Baths ⋅ 10650465 MLS

This full brick, custom home has been extensively updated and is ready for its next chapter. Inside, you'll find cherry cabinets, granite countertops, custom trim work, and gorgeous hardwood flooring. Dual primary suites, one up, one down, with the downstairs primary featuring a fully renovated bath, custom tile work, and a professionally designed closet. Every bedroom has its own en-suite bath. The partially covered deck and spacious backyard are perfect for entertaining, and the large attic offers serious storage or potential finished living space. Cypress Creek amenities include a zero-entry pool, splash pad, clubhouse, fitness center, and golf course. An active, welcoming community awaits.

409 Muirfield, 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.