Isle of Wight - South Real Estate

Welcome to the enchanting Isle of Wight, Virginia, a hidden gem nestled in the heart of Isle of Wight County. This picturesque locale is known for its rich history, stunning landscapes, and a warm, welcoming community that makes it an ideal place to call home.

Isle of Wight boasts a unique blend of rural charm and modern conveniences. With its rolling hills, lush woodlands, and serene waterways, the area offers an abundance of outdoor activities for nature enthusiasts. Explore the scenic beauty of the James River, where fishing, boating, and kayaking opportunities abound, or take a leisurely stroll along the numerous trails that meander through the county’s parks.

History buffs will appreciate the rich heritage of Isle of Wight, which dates back to the early 1600s. The county is home to several historical landmarks, including the Isle of Wight Courthouse and the beautifully preserved homes from the Colonial era. The annual events and festivals celebrated here, such as the Isle of Wight County Fair, reflect the vibrant culture and community spirit that residents cherish.

Families will find a nurturing environment with excellent schools, recreational facilities, and a variety of community programs. The friendly neighborhoods are perfect for those seeking a close-knit community feel, while still being conveniently located near larger cities like Norfolk and Suffolk for additional amenities and entertainment.

Whether you’re looking to settle down, retire, or invest, the Isle of Wight offers a unique lifestyle filled with charm, history, and natural beauty. Discover your dream home in this captivating corner of Virginia today!

Newest Listings in Isle of Wight - South

$559,900

4 Beds ⋅ 3.1 Baths ⋅ 10648234 MLS

Discover the Kestrel Ranch in the welcoming town of Windsor, where small-town charm, local events, and a relaxed pace of life blend with convenient access to Suffolk, Smithfield, and the greater Hampton Roads area. This beautifully crafted home features shaker-style cabinetry with soft-close doors and drawers, granite countertops, tile backsplash, double wall ovens, luxury vinyl plank flooring, a cozy fireplace with built-ins, and a tiled walk-in shower in the spacious primary suite. The thoughtfully designed layout offers the primary suite plus two additional bedrooms on the first floor, with a private fourth bedroom and full bath upstairs. Situated on a generous 18,449 SF cul-de-sac homesite, enjoy a covered rear porch and patio perfect for entertaining. Ask about the $20,000 Flex Cash available with the preferred lender and settlement attorney!

11563 Savannah Street, Isle of Wight - South

$419,900

3 Beds ⋅ 2.1 Baths ⋅ 10648093 MLS

"Brand New COMPLETE! Beautiful custom 3 bedroom, 2.5 bath by Daniels Construction. This lovely home features a primary ensuite and walk-in closet, cozy wall-to-wall carpet, gorgeous tile flooring and QUARTZ counter-tops. Open & spacious floor plan features kitchen with 42-inch upper cabinets with easy close drawers/ doors, stainless steel appliances; Ceiling fans featured throughout. 9-foot ceilings downstairs. Heated LED mirrors with lights; 2-car attached garage. Double hung windows, tons of upgrades on 5+ acres!

5041 Pruden Road, Isle of Wight - South

$572,000

4 Beds ⋅ 3.1 Baths ⋅ 10647835 MLS

Welcome to Windsor Station! This stunning Helena model is now move-in ready and showcases beautiful Craftsman-style details from the exterior through every inch of the home. Inside, you’ll find durable LVP flooring throughout the main living areas and a thoughtfully designed layout featuring 4 bedrooms, including a spacious primary suite with a tile shower and walk-in closets. The open-concept kitchen is perfect for entertaining, complete with granite countertops, stainless steel appliances, and a seamless flow into the family and dining areas. The first floor also includes a convenient half bath and a versatile flex room—ideal for a home office or additional living space—while a full bath adds extra functionality. Take advantage of closing cost assistance when using the preferred lender and settlement company. Call today and be settled into your new home just in time to enjoy summer! **MOVE IN READY** NEW CONSTRUCTION!

12236 Ava Lane, Isle of Wight - South

$465,000

5 Beds ⋅ 3 Baths ⋅ 10647506 MLS

Welcome home to this beautiful new construction offering country living but minutes from shopping, dining, schools and daily commuting. Situated on a .25-acre lot, this beautifully designed home offers 5 bedrooms, 3 full baths, and an open concept layout for everyday living and entertaining. A 2 car garage provides plenty of space for parking, storage or hobbies. Don't miss your opportunity to own a beautiful new home with modern finishes in a quiet convenient location. Everything is brand new, giving you piece of mind and low maintenance. The only thing missing is you! Schedule your personal showing today!

14160 Booker T Drive, Isle of Wight - South

$285,000

3 Beds ⋅ 1 Baths ⋅ 10647162 MLS

Well-maintained, move-in ready, brick ranch situated on a spacious country lot with an additional parcel included! Recent updates include beautiful, refinished hardwood floors, fresh paint in & out, new metal roof, new windows, new well, and new kitchen appliances. The large kitchen provides plenty of cabinet and counter space, while the in-unit laundry adds everyday convenience. Outside, you'll find both an attached carport and a detached garage, offering ample parking, storage, or workshop space. Enjoy the privacy of country living while remaining just a short drive from shopping, dining, major highways and other amenities. A great opportunity for anyone looking for a starter or downsizer home with valuable updates and plenty of outdoor space!!

32229 Walters Highway, Isle of Wight - South

$539,000

4 Beds ⋅ 3 Baths ⋅ 10647159 MLS

Move Into Your Brand-New Home Before the End of the Year! Introducing the stunning Paloma Ranch model, thoughtfully designed with timeless Craftsman-style architecture and modern finishes throughout. Scheduled for completion before the end of the year, this beautiful new construction home offers the perfect combination of style, comfort, and functionality. Inside, you'll find durable LVP flooring throughout the main living areas and a spacious open-concept layout ideal for everyday living and entertaining. This home features the optional 4th bedroom, including a luxurious first-floor primary suite with a beautifully tiled walk-in shower and generous walk-in closets. The kitchen offers granite countertops, stainless steel appliances, and flows seamlessly into the dining and family rooms, creating the perfect gathering space for family and friends. Take advantage of closing cost assistance when using the builder's preferred lender and settlement company. *Pics are images of the proposed finished project and some items are subject to change.

12343 Ava Lane, Isle of Wight - South

$280,000

3 Beds ⋅ 2 Baths ⋅ 10645563 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

$265,000

2 Beds ⋅ 1 Baths ⋅ 10645204 MLS

Welcome to Windsor! This move-in ready home has had all the work done—just bring your paintbrush. Features include a new roof from 2017, an HVAC system less than a year old and under warranty, brand new kitchen cabinets with butcher block counters, new appliances including a water heater, fresh carpet, and stunning tongue-and-groove oak floors. The bathroom is completely updated, and the spacious attic offers potential for additional bedrooms. Conveniently located on a dead-end street, close to shopping, dining, and hwy for an easy commute.

14 B Avenue, Isle of Wight - South

$599,000

5 Beds ⋅ 3.1 Baths ⋅ 10644107 MLS

Welcome to Windsor Station! This stunning Rutherford model will be move-in ready this December/January and showcases beautiful Craftsman-style details from the exterior through every inch of the home. Inside, you’ll find durable LVP flooring throughout the main living areas and a thoughtfully designed layout featuring 5 bedrooms, including a spacious primary suite on the 1st floor with a tile shower and walk-in closets. The open-concept kitchen is perfect for entertaining, complete with granite countertops, stainless steel appliances, and a seamless flow into the family and dining areas. Take advantage of closing cost assistance when using the preferred lender and settlement company. Call today and be settled into your new home just in time to enjoy the New Year!

12162 Ava Lane, Isle of Wight - South

$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

$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

$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

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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.