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

$309,000

3 Beds ⋅ 2.1 Baths ⋅ 10653148 MLS

Experience Resort-Style Living at Eagle Harbor’s Lighthouse Commons! This beautiful condo offers 3 bedrooms, 2.5 baths, and approximately 1,830 sq. ft. of spacious, comfortable living.The inviting first floor features an open-concept design with soaring cathedral ceilings, a spacious first-floor primary suite for added convenience. Upstairs, you’ll find two bedrooms and a full bath, providing plenty of space for family, guests, or a home office. Freshly painted, NEW HVAC, Carpet & painted garage floor, this home is move-in ready! Enjoy an impressive array of Eagle Harbor amenities, including a large community pool, putt-putt golf, volleyball & tennis courts, playgrounds, walking & biking paths, clubhouse, a scenic lake with a pedestrian bridge & boat dock. Best of all, enjoy the convenience of low-maintenance condo living, with the association handling exterior maintenance, including the roof & siding, along with lawn care. All minutes from JRB, Suffolk & Smithfield.

200 Cove Terrace Terrace, Isle of Wight - North

$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

$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

$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

$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

$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

$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

$1,099,000

6 Beds ⋅ 4 Baths ⋅ 10651119 MLS

Stunning horse farm w/ 9 stall barn, workshop, tack shop, 6 acres of fenced pastures, 28 acres of land w/ an assumable 2.25% assumable loan & 3,600 sq ft home! A total of 1,500 logger acres behind this property w/ capability of horse trails and ATV access as well as hunting if hunt club is joined. Nearly 3,600 sq ft victorian-style home built in 1998 by custom home builder that is now 3 separate properties in one connected residence. Rental income of nearly $3,300/month for 2 of the properties, and handicap accessibility. Lots of amenities; spring fed stream, artesian well, tack shop, chicken coop, greenhouse, orchard of fruit trees, roof replaced in 2018 w/ high end shingles, encapsulated crawlspace w/ dehumidifier, french drains, newer HVAC 3 zones, pella windows, & new hardy plank on barn. Less than 10 minutes from downtown Smithfield!

14015 Bethany Church Road, Smithfield

$575,000

5 Beds ⋅ 4 Baths ⋅ 10650834 MLS

Bright & Spacious Home on Corner Lot with a Flexible Open Floorplan! Front Room for Entertaining/Office or Study, Dining Room, all Open to Huge Cathedral Beamed Ceiling Great Room with Lots of Windows and Cozy Gas Fireplace. The Updated Gourmet Kitchen has tons of storage, Pantry, Stone Countertops, Tiled Backsplash, Center Island and a Casual Dining Area. There is a Downstairs Bedroom & Full Bath. Just off the Kitchen is the Huge Rec Room offering plenty of Entertaining Space! Upstairs is the Large Primary Bedroom with a Sitting Area and Dual Sided Fireplace, Walk in Closet and attached Bath w/ Tub, Separate Shower & 2 Sinks. There is a 3rd Bedroom w/Walk in Closet & Attached Bath and 2 Additional Bedrooms with Jack & Jill Bath. Enjoy evenings on the Patio overlooking the Wooded view.

272 Grandville Arch, Smithfield

$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

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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.