Isle of Wight - South Homes under $750,000

Welcome to the picturesque Isle of Wight, Virginia—a hidden gem nestled in the heart of Isle of Wight County. This charming city offers a delightful blend of small-town charm and natural beauty, making it an ideal place to call home. With its lush landscapes, serene waterways, and rich history, Isle of Wight is perfect for families, retirees, and anyone looking to enjoy a slower pace of life.

One of the most appealing aspects of Isle of Wight is its diverse real estate market, particularly for those seeking homes under $750,000. Whether you're looking for a cozy cottage, a spacious family home, or a modern new build, you'll find a variety of options that cater to different lifestyles and budgets. Many properties boast stunning views of the surrounding countryside and waterways, providing a tranquil backdrop to your everyday life.

The community is known for its friendly atmosphere and strong sense of belonging, with residents often gathering for local events, farmers' markets, and outdoor festivals. The area is rich in history, with charming historic sites and beautiful parks that invite exploration. Plus, with easy access to nearby cities like Suffolk and Newport News, you can enjoy the best of both worlds—peaceful living with urban amenities just a short drive away.

If you’re dreaming of a place where nature meets community spirit, look no further than Isle of Wight, VA. Discover your perfect home today and embrace the serene lifestyle that awaits you in this enchanting city!

Newest Isle of Wight - South Homes under $750,000

$369,900

3 Beds ⋅ 2.1 Baths ⋅ 10656070 MLS

Welcome home! Light, bright and airy, this lovely home sits at the end of a cul de sac and is just waiting for it's new owners! Extensive renovation done in 2022- stainless appliances, quartz countertops, updated bathrooms, light fixtures, fresh paint and flooring. Wonderful bonus space in the converted garage area include laundry and a separate space for an office/ craft room/ small guest space. Oversized driveway leads back to a large detached 2 car garage, and a shed with a carport. Screened in porch extends the living area and opens to a patio. Truly must see this one!

46 Holland Lane, Isle of Wight - South

329 Washington Avenue, Isle of Wight - South

$269,900

3 Beds ⋅ 2 Baths ⋅ 10654616 MLS

Discover this beautifully update home in the heart of Franklin! This charming ranch boasts 3 beds and 2 baths, the interior welcomes you with an open floor plan, abundant natural light, tasteful fixtures, and a neutral color scheme. The new spacious kitchen, complete with granite countertops and stainless steel appliances, offers a delightful setting for those who love to entertain. Huge utility room with endless possibilities for storage and organization. The marble and modern vanities in the bathrooms are absolutely gorgeous. The backyard has a big new patio, great for a barbecue and gathering with family. Take advantage of the attached garage and oversized driveway, offering ample parking space for multiple vehicles. All new, roof, windows, HVAC with a 10-year warranty, water heater, vinyl flooring, bathrooms, and much more. Perfectly located near schools and shopping, with easy access to Suffolk and the surrounding area. Don’t miss this incredible opportunity!

329 Washington Avenue, Isle of Wight - South

$519,900

4 Beds ⋅ 3.1 Baths ⋅ 10654595 MLS

TO BE BUILT, Goldfinch MODEL AT WINDSOR SATION! Starting at $519900. Build your dream home and personalize it to fit your lifestyle. The Goldfinch offers 3 to 4 bedrooms, 2.5 to 3.5 baths, approximately 2411 to 2735 square feet, and a 2 car garage and the option to add a multi Gen Suite with spacious living and dining areas, kitchen with pantry, and laundry room. Optional second floor configurations provide additional living space, a loft, that can be turned into a fourth bedroom, and full bath. Standard features include 9 foot ceilings, electric fireplace, LVP flooring in main living areas, shaker style soft close kitchen cabinetry, quartz countertops, under cabinet lighting, stainless steel appliances, primary bath tile shower, and a 2 car garage. Energy efficient construction and builder warranty included. Choose your homesite, select your finishes, and make the Kestrel your own at Windsor Station. Pricing reflects base home and is subject to change. Options and upgrades may be additional. Please call today for your private tour.

MM Goldfinch, Isle of Wight - South

$499,900

4 Beds ⋅ 3.1 Baths ⋅ 10654591 MLS

TO BE BUILT, KESTREL MODEL AT WINDSOR STATION! Starting at $499,900. Build your dream home and personalize it to fit your lifestyle. The Kestrel offers 3 to 4 bedrooms, 2.5 to 3.5 baths, approximately 1,979 to 2,619 square feet, and a 2 car garage. The thoughtfully designed first floor features the primary suite plus two additional bedrooms, spacious living and dining areas, kitchen with pantry, and laundry room. Optional second floor configurations provide additional living space, a loft, fourth bedroom, and full bath.Standard features include 9 foot ceilings, electric fireplace, LVP flooring in main living areas, shaker style soft close kitchen cabinetry, quartz countertops, under cabinet lighting, stainless steel appliances, primary bath tile shower, and a 2 car garage. Energy efficient construction and builder warranty included. Choose your homesite, select your finishes, and make the Kestrel your own at Windsor Station. Pricing reflects base home and is subject to change. Options and upgrades may be additional. Please call today for your private tour.

MM Kestrel, Isle of Wight - South

$589,900

4 Beds ⋅ 3.1 Baths ⋅ 10654581 MLS

TO BE BUILT, Wrenfield MODEL AT WINDSOR SATION! Starting at $589900. Build your dream home and personalize it to fit your lifestyle. The Wrenfield offers 4 to 6 bedrooms, 2.5 to 3.5 baths, approximately 2844 to 2997 square feet, and a 2 car garage and the option to add a 1 fl bedroom /w bath and spacious living and dining areas, kitchen with pantry, and laundry room. Optional second floor configurations provide additional bedroom and full bath that can be added. Standard features include 9 foot ceilings, electric fireplace, LVP flooring in main living areas, shaker style soft close kitchen cabinetry, quartz countertops, under cabinet lighting, stainless steel appliances, primary bath tile shower, and a 2 car garage. Energy efficient construction and builder warranty included. Choose your homesite, select your finishes, and make the Wrenfiled Model your own at Windsor Station. Pricing reflects base home and is subject to change. Options and upgrades may be additional. Please call today for your private tour.

MM Wrenfield, Isle of Wight - South

$594,900

5 Beds ⋅ 3.1 Baths ⋅ 10654570 MLS

TO BE BUILT, Meadowlark MODEL AT WINDSOR SATION! Starting at $$594.900. Build your dream home and personalize it to fit your lifestyle. The Meadowlark offers 4 to 5 bedrooms, 2.5 to 3.5 baths, approximately 2881 to 3205 square feet, and a 2 car garage and the option to add a multi Gen Suite with spacious living and dining areas, kitchen with pantry, and laundry room. Optional second floor configurations provide additional living space, a loft, fourth bedroom, and full bath. Standard features include 9 foot ceilings, electric fireplace, LVP flooring in main living areas, shaker style soft close kitchen cabinetry, quartz countertops, under cabinet lighting, stainless steel appliances, primary bath tile shower, and a 2 car garage. Energy efficient construction and builder warranty included. Choose your homesite, select your finishes, and make the Meadowlark your own at Windsor Station. Pricing reflects base home and is subject to change. Options and upgrades may be additional. Please call today for your private tour.

MM Meadowlark, Isle of Wight - South

24370 John Henry Street, Isle of Wight - South

$420,000

4 Beds ⋅ 2.1 Baths ⋅ 10654550 MLS

Welcome to 24370 John Henry Street in Windsor! Built in 2016, this well-maintained 4-bedroom home offers approximately 2,018 square feet of living space with a layout designed for everyday living and entertaining. The spacious kitchen provides room for gathering and flows into the main living areas, while generously sized bedrooms offer flexibility for a variety of needs. Situated on approximately one-third of an acre, the back yard is bordered with a beautiful tree line for a little privacy on one side as well as a flagpole centered in the front yard! Along with an attached garage for parking and additional storage the current owners have upgraded that space with a mini split system to allow for convenient flexibility of use. This beautiful home is ready for it's next chapter, come see all it has to offer.

24370 John Henry Street, Isle of Wight - South

8529 Cut Thru Road, Isle of Wight - South

$599,000

4 Beds ⋅ 2 Baths ⋅ 10653753 MLS

Welcome to your own private retreat! This charming 4-bedroom, 2-bath home sits on approximately 2 acres and offers the perfect blend of comfortable living, privacy, and outdoor enjoyment. The inviting home features a welcoming front porch and spacious yard surrounded by mature trees. A detached garage includes a full apartment above with its own deck overlooking the backyard, offering great flexibility for guests, extended family, or additional living space. The backyard is made for entertaining with an above-ground pool, large surrounding deck, pool house, gazebo, and small fish pond. Plenty of room to relax, gather, garden, or enjoy the peaceful setting. With multiple outbuildings and versatile spaces throughout the property, this unique home offers something for everyone. Come see all this special property has to offer!

8529 Cut Thru Road, Isle of Wight - South

6295 Carrsville Highway, Isle of Wight - South

$375,000

3 Beds ⋅ 2.1 Baths ⋅ 10652037 MLS

Sitting on over half an acre, this upcoming new construction home offers a lot size that's hard to come by and plenty of room to grow into. Featuring granite countertops throughout, tray ceilings that add an elegant touch, and stainless steel appliances in the open kitchen. With 3 bedrooms, 2.5 bathrooms, a 1-car attached garage, and 1,616 sq ft of living space, it's the perfect blend of modern convenience and style. Purchase without the worry of repairs. Don't miss out on the opportunity to make this your dream home! *Pictures of like model. House is currently being built.

6295 Carrsville Highway, Isle of Wight - South

12015 Lena Rose Street, Isle of Wight - South

$426,900

4 Beds ⋅ 2.1 Baths ⋅ 10652786 MLS

Welcome to Holland Meadows! This beautifully maintained 4-bedroom, 2.5-bath home with a 2-car garage offers the perfect blend of space, comfort, and style. The open-concept floor plan is ideal for both everyday living and entertaining, featuring granite countertops, stainless steel appliances, and abundant living space. The spacious primary suite boasts a large walk-in closet and a private bath with double vanities and an oversized walk-in shower. Generously sized secondary bedrooms complete the upstairs space. Step outside and enjoy peaceful wooded views from the private fully fenced backyard, creating the perfect retreat at the end of the day. Just minutes from downtown Windsor. Don't miss your opportunity to make this beautiful home yours!

12015 Lena Rose Street, Isle of Wight - South

24408 John Henry Street, Isle of Wight - South

$400,000

4 Beds ⋅ 2 Baths ⋅ 10651468 MLS

Sold as Is - Where Is, Seller to make no repairs. 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

19428 Tomlin Hill Drive, 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

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