Isle of Wight County Homes with Well Exterior features

Welcome to Isle of Wight County, Virginia – a picturesque slice of paradise nestled between the James River and the serene waters of the Chesapeake Bay. Known for its rich history, charming small towns, and breathtaking natural beauty, Isle of Wight County offers an idyllic lifestyle that perfectly blends rural tranquility with modern conveniences. Whether you’re drawn to the lush landscapes, vibrant community, or the friendly atmosphere, this county is a wonderful place to call home.

One of the unique features of many homes in this area is their well-maintained exteriors, which reflect the timeless character of the region. Picture yourself in a beautiful home surrounded by manicured lawns, colorful gardens, and welcoming porches that invite you to relax and enjoy the stunning views. Many properties boast traditional architectural styles, from classic Colonial to charming Craftsman designs, each offering a warm and inviting ambiance.

Residents of Isle of Wight County enjoy a variety of outdoor activities, from hiking and biking on scenic trails to fishing and boating along the waterways. The county is also home to numerous parks and recreational areas, perfect for family picnics or weekend getaways. With a strong sense of community and a commitment to preserving the area’s natural beauty, Isle of Wight County is an ideal place for those seeking a peaceful yet vibrant lifestyle.

Explore the homes available in this enchanting region, and discover the perfect blend of comfort, character, and charm that Isle of Wight County has to offer. Your dream home awaits!

Newest Isle of Wight County Homes with Well Exterior features

$589,900

3 Beds ⋅ 2.1 Baths ⋅ 10647436 MLS

Beautifully updated cape cod in desirable neighborhood on over 1 acre. 3 bedrooms with primary on 1st floor, 2.5 baths, huge closets and a large bonus room over the garage could be 4th bdrm, office or hang out room. A bonus sunroom for enjoying morning coffee. Kitchen completely redone in 2022, bathrooms updated in 2025. Back deck expanded to include a 112x112 gazebo and a 15x30 pool. The massive detached powered garage is great for any hobby or car lover. This home is an entertainers dream and fun for all ages!

202 Appaloosa Way, Isle of Wight - North

$419,500

3 Beds ⋅ 2 Baths ⋅ 10647284 MLS

This 3bed/2 full bath brick ranch sits on over .6 acres, set back from road w/ huge front yard and welcoming porch. Step inside to meticulously preserved craftsmanship, including a sunken formal living room, formal dining room w/ a vintage chandelier, brick double-sided wood burning fireplace, original custom built-in/kitchen cabinetry, and recessed lights. Ample storage rarely found in today's homes. Eat-in kitchen with S/S appliances, double wall oven, and large walk-in pantry. Updated primary ensuite w/ new double vanity, lighting, and custom tiled shower. Attached 2 car garage w/ driveway extending to backyard detached garage/workshop, and covered carport. Enclosed climate-controlled sunroom/florida room overlooks a beautifully landscaped backyard w/ both gazebo and pergola, 3 storage sheds, and new private well installed apprx '25. HVAC apprx '17. Septic serviced Aug '26. Contact Agent for list of bonus items. $500 credit towards home warranty!

13315 Courthouse Highway, Isle of Wight - North

$549,990

4 Beds ⋅ 3.1 Baths ⋅ 10646589 MLS

Multi-generational living, huge home, huge yard, no HOA, and no monthly water or sewer bill! This spacious Carrollton ranch sits on a peaceful half-acre lot and offers rare one-level living with room for everyone. Inside, vaulted ceilings, hardwood flooring, and an open-concept design create a bright, comfortable feel with plenty of space to spread out. With 4 bedrooms, 3.5 baths, a large flex room, and two private primary suites with ensuite baths and deck access, this home is ideal for guests, working from home, extended living, or simply having extra space. Step outside to a multi-level deck overlooking a huge fenced backyard with playground equipment to convey—perfect for entertaining, pets, play, and quiet evenings outdoors. Major updates include roof, septic, rear HVAC, crawlspace encapsulation, front HVAC, and a Culligan water filtration system. Peaceful setting, smart updates, and incredible space inside and out! Ai staging used for marketing purposes.

22265 Deep Bottom Drive, 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

$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

$1,750,000

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

$380,000

3 Beds ⋅ 2 Baths ⋅ 10641944 MLS

Hunter's paradise on 5.93 private acres! Zoned Rural Residential, this peaceful property offers the perfect blend of privacy, comfort, and country living. Surrounded by abundant wildlife, it's an ideal retreat for hunters, nature lovers, or anyone looking to escape the hustle and bustle. Enjoy your morning coffee on the full-length front porch while watching deer, birds, and other wildlife. The approximately 1-acre fenced yard is perfect for pets, gardening, or outdoor activities. A detached garage/workshop with upper-level storage provides plenty of room for projects, equipment, or recreational gear. Chickens and horses are welcome, making this property well-suited for a rural lifestyle. The nearly 1,500-square-foot ranch features an open-concept living and dining area with vaulted ceilings and a centrally located wood stove, creating a warm and inviting gathering space. Ceiling fans throughout add year-round comfort. The spacious kitchen includes granite countertops, a pantry, and ample cabinet and counter space. Down the hall are three bedrooms, including a first-floor primary suite with a private bath featuring a relaxing jetted tub. Additional features include a 27.5 kW automatic whole-house generator, providing dependable backup power for added peace of mind. If you've been searching for acreage, privacy, abundant wildlife, and the comforts of country living, this exceptional property is ready to welcome you home.

9269 Whispering Pines Trail, Isle of Wight - South

$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

$475,000

3 Beds ⋅ 2 Baths ⋅ 10641278 MLS

Welcome to Whispering Pines Trail, a rare opportunity to own a beautifully updated home on 4.46 private acres in Windsor. This 3-bedroom, 2-bath home offers 2,208 square feet of move-in ready living space with a fully updated kitchen, renovated primary bath, new flooring, paint, and trim throughout. The spacious upstairs family room is wired for surround sound and projector, with the screen conveying. Outdoors, you'll find exceptional workshop and storage space including a 30'x86' main shop, a 26'x37' secondary shop and cinder block pump house with room for additional storage. Enjoy the peace and privacy of country living while having room for hobbies, equipment, recreation, or a home-based business. A truly unique property offering space, versatility, and endless possibilities in desirable Windsor.

8368 Whispering Pines Trail, Isle of Wight - North

$980,000

5 Beds ⋅ 4.1 Baths ⋅ 10640073 MLS

This stunning property radiates the owner's pride of ownership from the tasteful interior finishes to the immaculate landscaping and private grounds. This home truly offers a multi-generational style of living with 2 downstairs primary suites, 2 upstairs bedrooms and a detached artist studio with an upstairs apartment complete with full kitchen and bathroom. In every direction, you are greeted with lush botanical views and picturesque backdrops. Upon entering the home, gorgeous wood floors lead you from foyer past the bourbon closet and into a chef's dream. The expansive kitchen island anchors the space as thoughtfully designed cabinetry offers a command center for countertop appliances and baking supplies. Flanking the kitchen are picturesque sitting and dining areas that lead to the 2 separate primary suites. The detached artist studio features a fully outfitted apartment above with kitchen and full bath. The grounds of the unique residence are truly something to behold.

13370 Col Hogan Lane, Isle of Wight - North

$725,000

3 Beds ⋅ 2.1 Baths ⋅ 10640295 MLS

Escape to the peace and privacy of country living with this completely renovated 3-bedroom, 2-bath home situated on 2.82 secluded wooded acres. Offering 1,717 sq ft of living space, this move-in ready home features all new updates throughout. Enjoy the privacy of a wooded setting while still having plenty of room to spread out. The huge basement provides abundant storage and endless possibilities for a workshop, recreation area, or future expansion. A standout feature is the 1,600 sq ft detached garage with a full apartment including 2 bedrooms, 1.5 baths, living room, dining area, kitchen, utility closet, and chair lift. Perfect for guests, extended family, or potential rental income. If you're looking for a turnkey property with acreage, privacy, and flexible living space, this one is a must-see!

6824 Mill Creek Drive, Isle of Wight - South

$564,000

4 Beds ⋅ 2.1 Baths ⋅ 10639574 MLS

If you’ve been craving privacy, space, and a home that feels like a retreat, this one delivers. Set on 1.19 wooded acres, this 2,366 sq ft ranch gives you room to breathe, watch the deer wander through, and enjoy the quiet of country living with all the modern comforts. Inside, the open concept layout with vaulted ceilings flows into a gorgeous kitchen with quartz counters, quiet-close cabinets, stainless appliances, and a pantry that actually holds things. The primary suite is a true escape with a free-standing soaking tub, a separate walk-in shower, giant walk-in closet, and dual vanities. LVP in main living areas, carpet in bedrooms, electric fireplace, 4 bedrooms, 2.5 baths, and a screened-in porch that keeps the skeeters outside where they belong. No HOA, tons of parking, and a 2-car garage. Estimated delivery August 2026. Early buyers may be able to still choose some finishes. Preferred lender offering 1% CCA.

15661 Scotts Factory Road, Isle of Wight - North

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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.