Isle of Wight County Homes with Wooded View

Welcome to Isle of Wight County, Virginia, a picturesque retreat where nature meets community charm. Nestled between the James and Nansemond Rivers, this enchanting county offers a blend of serene landscapes, rich history, and a welcoming atmosphere. With its lush greenery and rolling hills, Isle of Wight County is a haven for those seeking a peaceful lifestyle while still being within easy reach of urban conveniences.

One of the most captivating features of this region is the abundance of homes with wooded views. Imagine waking up to the gentle rustle of leaves and the soothing sounds of nature right outside your window. These properties offer not just a home, but a lifestyle immersed in tranquility. Whether you prefer a cozy cottage or an expansive family home, the wooded landscape provides a stunning backdrop that changes with the seasons, enhancing your living experience year-round.

Isle of Wight County is also rich in recreational activities, with numerous parks, trails, and waterways to explore. Residents can enjoy hiking, fishing, and biking, all while surrounded by the natural beauty that defines this area. The community is known for its friendly atmosphere, making it easy to connect with neighbors and participate in local events.

In addition to its scenic beauty, Isle of Wight County boasts excellent schools, vibrant local businesses, and a commitment to preserving its historical heritage. If you're looking for a place where you can enjoy both the comforts of home and the wonders of nature, consider making Isle of Wight County your next destination. Here, your dream of living amidst the trees can become a reality!

Newest Isle of Wight County Homes with Wooded View

$569,000

5 Beds ⋅ 4 Baths ⋅ 10653111 MLS

Welcome to Wellington Estates in charming Smithfield, Virginia. This established neighborhood offers trails, gazebos, and a true sense of community. This beautiful Sunrise model features 5 spacious bedrooms, including a first floor bedroom with a full bath, great for guests or multigenerational living. The oversized primary suite includes a separate sitting area and a spa inspired bathroom measuring approximately 354 square feet. The home is professionally landscaped with an irrigation control system, backyard patio, and separate screened porch superb for relaxing or entertaining. A clear termite and moisture letter is available for closing. Conveniently located near Hampton Roads, the Pagan River, shopping, dining, and the no-cost Jamestown Scotland Ferry, this home blends comfort, space, and Southern charm. Call today for your VIP showing.

304 Wellington Circle, Smithfield

$575,000

4 Beds ⋅ 2.1 Baths ⋅ 10652113 MLS

One of the largest lots (2.01 AC) in highly sought after Ashby! Nestled on Sundown Drive is a meticulous home completed with newer LVP floors, office/living room; dining room; open eat-in kitchen, family room w/gas fireplace. A separate pantry/coffee station provides lots of storage and extra counter space to accommodate the kitchen. Upstairs continues with LVP flooring to all bedrooms – 4th bedroom is FROG…a teenagers dream! 18’x26’ salt water pool, plenty of space to garden and shed for storage. Bonus-4-car garage has a drive though feature! Perfect location to all of Southside and the Peninsula!

22437 Sundown Drive, Isle of Wight - North

$535,000

4 Beds ⋅ 2.1 Baths ⋅ 10652294 MLS

Some homes check the boxes, this one genuinely feels like home. Built in 2023, this spacious 4-bedroom, 2.5-bath home offers an open kitchen & living area, electric fireplace, formal dining room & a butler’s pantry for added storage & serving space. The kitchen features quartz countertops, soft-close cabinetry, under-cabinet lighting & stainless steel appliances. Upstairs, you’ll find generously sized bedrooms, walk-in closet space throughout & conveniently located second-floor laundry. The primary suite includes two walk-in closets & a spacious bath with a soaking tub, double vanity & separate shower. Outside, the large privacy-fenced backyard offers plenty of room to relax, entertain & enjoy. Only three years old with incredible space & storage, 16213 Muddy Cove Circle is ready to feel like home!

16213 Muddy Cove Circle, Isle of Wight - North

$485,000

4 Beds ⋅ 2.1 Baths ⋅ 10652253 MLS

Under construction and expected to be completed within 30 days! This thoughtfully designed 4-bedroom, 2.5-bath home offers over 2,000 sq. ft. of modern living space with an open-concept layout, durable SPC flooring, and a spacious kitchen perfect for everyday living and entertaining. The primary suite features a walk-in closet, while the additional bedrooms provide flexibility for family, guests, or a home office. Enjoy a 1-car attached garage, ample driveway parking, an oversized backyard offering plenty of space for outdoor entertaining, recreation, or relaxation, and no HOA restrictions.PHOTOS SHOWN ARE ARCHITECTURAL RENDERINGS AND ARE FOR ILLUSTRATIVE PURPOSES ONLY. Renderings are intended to provide a representation of the proposed completed home.

1621 Colonial Avenue, Smithfield

$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

$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

$365,000

2 Beds ⋅ 1 Baths ⋅ 10651991 MLS

Rare 3-acre opportunity in Smithfield, VA with 361' of road frontage - ideal for investors and builders eyeing subdivision potential. This 2-bedroom, 1-bath country bungalow is fully livable as-is, offering a living room, dining area, family den, enclosed front porch, and a backyard deck overlooking peaceful, wooded grounds. Newer roof plus several outbuildings add extra value and storage. SOLD STRICTLY AS-IS — all offers must be submitted as-is, no exceptions. Conveniently located just 7 miles to Main St Smithfield and 15 miles to Newport News in the Hampton Roads/Isle of Wight County area. Move In/ Renovate/ Hold as a rental, or explore subdividing the 3 acres for future development. The possibilities are wide open with this rare combination of acreage, road frontage, and location. Don't miss this Smithfield VA investment opportunity — schedule your showing today!

17011 Longview 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

$370,000

3 Beds ⋅ 2.1 Baths ⋅ 10651401 MLS

Welcome to South Harbor! This spacious 3-bedroom, 2.5-bath townhouse offers 1,975 sq. ft. of comfortable living space with a first-floor primary suite, additional bedrooms upstairs, and a finished room over the garage. The open layout features a great room, kitchen with pantry, dining area, walk-in closet, and walk-in attic storage. Enjoy a 2-car attached garage, driveway parking, patio, and partial privacy fencing. South Harbor offers community amenities including a clubhouse, pool, playgrounds, and ground maintenance. Conveniently situated minutes from historic Smithfield, shopping, dining, military installations, the James River Bridge, and I-664. Schedule your showing today!

23030 Retreat Lane, 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

$439,900

4 Beds ⋅ 2.1 Baths ⋅ 10651476 MLS

Come out to the country! You will enjoy country living in this beautiful home with 4 bedrooms, 2 1/2 baths, private primary bedroom and bathroom downstairs. Tankless water heater, new HVAC installed in 2025, oak hardwood flooring, granite counter tops in kitchen, solid wood kitchen cabinets, open floor plan, vaulted ceilings in family room and large screened porch. Barn in back of home will be sold "As Is condition.

19428 Tomlin Hill Drive, Isle of Wight - South

$430,000

4 Beds ⋅ 2.1 Baths ⋅ 10651385 MLS

You are going to love this log cabin on a secluded 4 acre parcel in the country. Bring your chickens, goats, bee hives, and build your garden to start your homestead. Two bedrooms on the first level and two on the second with a loft that overlooks the vaulted family room. An unfinished walkout basement can expand your living area or remain as awesome storage. Primary bedroom with bath on the main level with his and hers closets. Detached two car garage and exterior storage shed provide ample storage. Rustic charm with exposed wood beams. Plenty of deer, fax and turkey for neighbors.

15252 Carroll Bridge Road, Isle of Wight - North

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