Isle of Wight County Homes with Wooded Exterior features

Welcome to Isle of Wight County, Virginia—a picturesque blend of history, natural beauty, and a tight-knit community that invites you to call it home. Nestled between the James and Pagan rivers, this enchanting county boasts a rich tapestry of landscapes, from serene waterways to lush woodlands, making it a haven for outdoor enthusiasts and nature lovers alike.

Isle of Wight County is known for its charming small towns, vibrant local culture, and a strong sense of community. With a history that dates back to the 1600s, the area is dotted with historic sites, including the beautiful Isle of Wight Courthouse and the charming town of Smithfield, famous for its delicious ham and delightful shops. The county also offers ample recreational opportunities, including parks, trails, and waterways perfect for fishing, kayaking, and hiking.

When it comes to real estate, Isle of Wight County features stunning homes that beautifully integrate with the natural surroundings. Many properties boast wooded exterior features, providing a serene backdrop for your daily life. Imagine waking up to the gentle rustle of leaves and the song of birds, with your home nestled among towering trees and vibrant flora. These wooded homes not only offer privacy and tranquility but also create a picturesque setting for family gatherings, evening bonfires, and peaceful retreats.

Whether you’re seeking a cozy cottage or a spacious family home, Isle of Wight County offers a diverse range of real estate options that cater to every lifestyle. Come explore this charming county and discover your perfect wooded haven today!

Newest Isle of Wight County Homes with Wooded Exterior features

$969,900

4 Beds ⋅ 2.1 Baths ⋅ 10645874 MLS

Welcome to Founders Pointe in Carrollton, this beautifully custom-built luxury home offers exceptional design, quality craftsmanship, and refined finishes throughout. Located in a premier resort-style community with pool, waterside gathering spaces, playground, and observation pier over the water, this 4-bedroom, 2.5-bath home was thoughtfully designed to stand apart from the ordinary. From the quartz countertops and soft-close shaker cabinetry to the custom wood shelving, decorative trim work, detailed ceilings, and designer kitchen details, every space reflects intentional style and elevated comfort. The vaulted great room with gas fireplace creates a warm yet impressive focal point, while the spa-inspired primary bath features a freestanding soaking tub, oversized tiled shower, and dual sinks. With exposed aggregate hardscaping, irrigation, and custom touches throughout, this home delivers luxury living with the character and detail of a true custom build. Photo is of like property. Abundant storage throughout the home and garage. The garage also features a sink.

1221 Founders Pointe Trail, Isle of Wight - North

$445,000

3 Beds ⋅ 2 Baths ⋅ 10645796 MLS

Welcome home to your own private retreat, where peaceful surroundings & timeless charm come together on nearly an acre of land. Start the morning with coffee on the wraparound porch or enjoy the view from your private dock overlooking the tranquil pond. Inside, the updated kitchen shines with brand-new high-end appliances, luxury vinyl plank flooring, and a layout designed for everyday living. The first-floor primary bedroom offers added convenience, while two additional bedrooms and a full bath upstairs provide flexible space for family, guests, or a home office. The detached garage offers endless possibilities, whether you need extra storage, a workshop, or a barn for your animals. Surrounded by nature yet just minutes from shopping, dining, and everyday conveniences, with easy access to the James River Bridge for commuting, this one-of-a-kind property delivers the perfect balance of privacy, character & accessibility. Opportunities like don't come along often, schedule your showing!

12482 Titus Cove Landing, Isle of Wight - North

$740,000

5 Beds ⋅ 5.1 Baths ⋅ 10645682 MLS

Tucked away on nearly half an acre in the heart of Carrollton, this custom-built home offers the space and flexibility you've been searching for. Built in 2022, this thoughtfully designed home features over 4,300 square feet with five bedrooms, 5.5 baths, and a layout that easily adapts to your needs. With two primary suites—including one on the first floor—and three finished bonus rooms on the third level, there's plenty of room for guests, a home office, gym, playroom, or media room. The open-concept living area centers around a beautiful kitchen featuring white cabinetry, a large wood island, marble-inspired finishes, and gas cooking, making it the perfect place to gather with family and friends. Upstairs, you'll find a second kitchen with cabinets, countertops, a full sink, and hookups for a range, creating even more possibilities for extended family, guests, or a separate living space. Rich wood flooring, spa-like bathrooms, walk-in closets, an electric fireplace, and a peaceful wooded backdrop add to the home's appeal. Enjoy the privacy of no HOA while still being conveniently located near everything Carrollton has to offer. If you've been looking for a newer home with room to grow, this one checks all the boxes. Incentives may be available through preferred partners. Contact listing agent for details and eligibility.

14106 Carrollton Blvd Boulevard, Isle of Wight - North

$499,000

4 Beds ⋅ 2.1 Baths ⋅ 10644108 MLS

Welcome to 22490 Britt Way, where pride of ownership is evident throughout this immaculate 4-bedroom, 2.5-bath home offered by its original owner. Designed with both comfort and functionality in mind, the thoughtfully designed floor plan welcomes you with a lovely foyer featuring beautiful cherry hardwood floors, a designated dining room, and two additional flex spaces on the main level perfect for a home office, playroom, sitting room, or whatever best suits your needs. The updated eat-in kitchen serves as the heart of the home and features granite countertops, newer appliances, and a center island. Upstairs, the spacious primary suite offers a double vanity, stand-up shower, soaking tub, and plenty of room to unwind, while three additional generously sized bedrooms provide ample space. Enjoy the freedom of no HOA and the peace of mind that comes with a home that has been exceptionally cared for and meticulously maintained.

22490 Britt Way, Isle of Wight - North

$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

$690,000

4 Beds ⋅ 3 Baths ⋅ 10643952 MLS

Experience farmhouse living at its best in this beautifully maintained 4BR, 3BA home offering over 3000 SF of comfortable living space. Surrounded by mature trees & the tranquility of nature, this property provides a peaceful retreat while remaining convenient to major cities, shopping, dining and entertainment. At high tide, the rear of the property offers access to a navigable inlet leading to picturesque Chuckatuck Creek and onward to the James River-perfect for kayaking, canoeing or paddleboarding right from your backyard. Inside you'll find spacious living areas designed for both everyday comfort and entertaining. The 2nd floor features a huge bonus room that offers endless possibilities as a guest suite, 5 BR, Rec Room, home office or multigenerational living space. Blending charm, space, waterfront enjoyment & convenience, this exceptional home is the perfect oasis for those seeking comfort, style and natural beauty.

23080 Quail Covey Court, Isle of Wight - North

$639,990

6 Beds ⋅ 3.1 Baths ⋅ 10643947 MLS

Welcome to The McDowell by Eastwood Homes at Windsor Station, a stunning two-story home designed for comfort, space, and modern living. This four-bedroom, 3.5-bath layout features a sought-after first-floor primary suite, elegant formal dining room, and a dramatic two-story family room that flows into a chef-inspired kitchen with island, pantry, and bright breakfast area perfect for everyday living and entertaining. Upstairs offers three spacious bedrooms, two full baths including a convenient Jack-and-Jill layout and an expansive loft ideal for relaxing, working, or gathering. Personalize your dream home with options like a designer kitchen with butlers pantry, guest suite or private office, sunroom or covered porch, media room, or even a second primary suite. Enjoy small-town charm in Windsor with easy access to Route 460, shopping, and dining crafted for the way you live today.

12242 Ava Lane, Isle of Wight - South

$730,000

5 Beds ⋅ 4.1 Baths ⋅ 10642860 MLS

Not every home can offer over 4 acres of privacy, more than 5,000 square feet of living space, a detached carriage house, and a floor plan designed for flexibility, but this one does. This exceptional property features 5 bedrooms, 4.5 bathrooms, oversized closets, a large attic, and a dedicated office with custom built ins. One of the home's most unique features is a bedroom complete with its own fireplace and kitchenette, offering additional versatility and charm. Outside, the detached carriage house includes a full bathroom and kitchenette, creating endless possibilities for a studio, hobby space, or guest accommodations. The large fenced backyard and expansive acreage provide the perfect setting for entertaining, or simply enjoying the peaceful surroundings. High speed Starlink internet keeps you connected while enjoying the privacy of country living. Rarely does a property combine this much space, character, and opportunity in one remarkable package.

2234 Creekway Drive, Isle of Wight - North

$1,800,000

5 Beds ⋅ 3.3 Baths ⋅ 10643111 MLS

Outdoor LoverParadise Estate on 27.4 Waterfront Acres  with 180° deep water views!!!  Deep water access to the James River & the Chesapeake Bay, miles of riding trails, fishing, abundant wildlife for hunting turkey & deer. All within one mile to the Town of Historic Smithfield for dining and shopping!!!  Unmatched privacy & an extraordinary outdoor lifestyle. Ideal for equestrians & outdoor enthusiasts, seeking nature at its finest!!!  Property offers both pasture & woods, stocked pond, floating dock, riding/walking trails, fruit trees, abundant wildlife, horse fencing, run-ins, tack room/workshop, EV charger, RV storage. The 4,736 sq ft custom home features heart of pine floors, stone gas fireplace, wood beams, gourmet granite kitchen, 2021 Energy Star appliances, screened porch, rear decking with Hot tub, lots of large windows all with long views of the water.2 primary suites (one up, one down) with oversized walk-in showers & closets. Spacious upstairs family room with window seating, large windows overlooking deep water. Flex room with half bath currently used as a gym, can serve as a 5th br. Detached 3car garage with partially finished upper level with electricity, heating & AC with rear deck overlooking long view of deep water. Located outside town limits, offering space, freedom, & a unique waterfront lifestyle.

12155 Fenwood Court, Smithfield

$635,072

5 Beds ⋅ 3 Baths ⋅ 10642494 MLS

Step into The Davidson by Eastwood Homes at Windsor Station, a beautifully designed two-story home where space, comfort, and connection come together. With five bedrooms and three full baths, this inviting layout features elegant formal living and dining rooms, a bright, open kitchen with island, pantry, and breakfast area, and a spacious family room perfect for gathering and making memories. A first-floor guest suite with full bath offers a warm welcome for visitors or multi-generational living. Upstairs, retreat to a private primary suite alongside three additional bedrooms, a versatile loft, and a generous laundry room designed to simplify everyday life. Make it truly yours with customizable options like a private home office, designer kitchen with butler's pantry, luxury bath upgrades, outdoor living spaces, or an optional third floor, creating the perfect place to live, relax, and grow.

12330 Ava Lane, Isle of Wight - South

$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

$350,000

4 Beds ⋅ 2 Baths ⋅ 10642446 MLS

Tucked away among the trees with views of the Pagan River and its wetlands you’ll find this charming Cape Cod Cottage. Enjoy both front porch and back deck views that welcome you home. The huge fenced yard with detached garage offers endless possibilities. Open light filled home with updated SS appliances. 1st floor primary suite and 2nd bedroom. 2 other bedrooms on the 2nd floor. Make your move now! Ai staging used for marketing purposes. New roof to be installed. Not in flood zone.

10270 Center Street, Isle of Wight - North

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