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$434,900
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
$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
$609,000
3 Beds ⋅ 2.1 Baths ⋅ 10650991 MLS
Country living at its finest! Beautiful home located on 1 acre; conveniently located near Hwy 460 for an easy commute to anywhere in Hampton Roads. This home is ready for entertaining with a salt water inground pool, fire pits, gazebo, and composite deck off of the back of the home. Inside the home you'll find an open floor plan downstairs with a lovely family room, open to a spacious kitchen with stainless steel appliances, separate dining room, large bedrooms w/ 1st floor large primary en-suite. Upstairs is a large finished room with endless opportunities for more entertainment with a pool table, area for watching your favorite sports, perfect for a home school family to have a library and plenty of space for learning and activities, or perfect space for your favorite hobbies. This is a home you do not want to miss seeing. Schedule your appointment TODAY!!!

13134 Shiloh Drive, Isle of Wight - South
$589,900
4 Beds ⋅ 3.1 Baths ⋅ 10651093 MLS
WELCOME HOME TO THE KESTREL RANCH IN WINDSOR! Discover the perfect blend of small town charm, modern comfort and beautiful new construction, all with convenient access to Suffolk, Smithfield and the greater Hampton Roads area. This thoughtfully designed home features shaker style cabinetry with soft close doors and drawers, granite countertops, tile backsplash, double wall ovens, luxury vinyl plank flooring and a cozy fireplace with built ins. The spacious primary suite offers a beautifully tiled walk in shower, while two additional bedrooms are conveniently located on the first floor. Upstairs, a private second living room area and the fourth bedroom with full bath creates the perfect space for guests, family or a home office. Situated on a oversized homesite, enjoy outdoor living from the covered rear porch and patio.

12185 Ava Lane, Isle of Wight - South
$524,990
4 Beds ⋅ 3 Baths ⋅ 10649300 MLS
Looking for a new home and MOVE-IN READY! This is the one! Welcome to The Cypress at Windsor Station where modern sophistication meets timeless charm. This thoughtfully designed 4-bedroom, 3-bathroom home offers incredible flexibility, featuring a desirable first-floor guest suite and an open gourmet kitchen equipped with a central island, upgraded quartz surfaces, and gas range. Upstairs, a massive loft creates the perfect space for a media room or play area. The second floor also hosts a private primary retreat to include upgraded luxury shower with glass doors en suite, two additional bedrooms, guest bath with double bowl sinks and a dedicated laundry room. Warm wood tones, elegant stone counters, and classic cabinetry bring a refined, cohesive feel to every room. Enjoy Windsor's small-town charm with rapid access to Route 460, local dining, and shopping. Receive up to $15,000 in closing costs when using the seller's approved lender. Schedule your tour today!

12169 Ava Lane, Isle of Wight - South
$605,000
4 Beds ⋅ 2.1 Baths ⋅ 10648830 MLS
The one you've been waiting for! Your very own country oasis situated on 3.62 acres of land just 15 minutes from Downtown Smithfield/Mainstreet. Home features a formal dining room, beautifully updated kitchen with eat in area, as well as a huge living room with built-in bookshelves. Enjoy quiet evenings on the large back deck, or morning coffee on the wrap around front porch. In addition to the 2 car attached garage the property also features a large detached 5 car covered storage shed, and 2 car enclosed metal storage building with 9k pound auto lift and additional electric panel. New deep water well installed late 2023. This updated home is ready for a new family!

17479 Courthouse Highway, 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 for entertaining.

11563 Savannah Street, Isle of Wight - South
$572,000
4 Beds ⋅ 3.1 Baths ⋅ 10647835 MLS
Welcome to Windsor Station! Built by Taylor Construction, 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. $$$ Builder offering $15,000 in CCA, plus an additional $10,000 in flex dollars, to be used for upgrades or interest rate buy down on your mortgage. $$$ Call today and be settled into your new home just in time to enjoy summer! **MOVE IN READY** NEW CONSTRUCTION! ** Some photos are of staged model.

12236 Ava Lane, Isle of Wight - South
$539,000
4 Beds ⋅ 3 Baths ⋅ 10647159 MLS
Welcome to Windsor Station. Built by Taylor Construction. 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. $$$ Builder offering $15,000 in CCA, plus an additional $10,000 in flex dollars, to be used for upgrades or interest rate buy down on your mortgage. $$$ *Pics are images of the proposed finished project and some items are subject to change.

12343 Ava Lane, Isle of Wight - South
$599,000
5 Beds ⋅ 3.1 Baths ⋅ 10644107 MLS
Welcome to Windsor Station! Built by Taylor Construction, 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. $$$ Builder offering $15,000 in CCA, plus an additional $10,000 in flex dollars, to be used for upgrades or interest rate buy down on your mortgage. $$$ 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
$400,000
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. Owner Financing available.

8368 Whispering Pines Trail, Isle of Wight - North
$588,900
4 Beds ⋅ 2.1 Baths ⋅ 10637842 MLS
WELCOME TO THE MAYFIELD, ANOTHER FABULOUS HOME FROM SUFFOLK & ISLE OF WIGHTS PREMIER CUSTOM BUILDER. THIS 4 BEDROOM, 2 1/2 BATH HOME IS LOADED WITH THE BUILDERS STANDARD FEATURES, WHICH MOST BUILDERS WOULD CONSIDER UPGRADES. FROM THE INVITING FRONT PORCH TO THE LARGE GREAT ROOM WITH VAULTED CEILINGS, THIS HOME IS MAGNIFICENT. IF YOU ARE LOOKING FOR AN OPEN CONCEPT PLAN WITH LARGE SPACES THAT MAKE IT GREAT FOR ENTERTAINING OR FAMILY GATHERINGS, THIS IS THE HOME YOU HAVE BEEN LOOKING FOR. CALL TODAY FOR ADDITIONAL INFORMATION.

.47AC Holland Drive, Isle of Wight - South
$514,990
4 Beds ⋅ 3 Baths ⋅ 10637146 MLS
Discover The Cypress by Eastwood Homes at Windsor Station, where modern elegance meets timeless charm. This beautifully designed four-bedroom, three-bath home features a flexible first-floor guest suite and a well-appointed kitchen with a large island and walk-in pantry perfect for entertaining and everyday living. Upstairs, enjoy an expansive loft for a media room or play space, along with a private primary retreat, two additional bedrooms, and convenient second-floor laundry. Personalize your dream home with options like a sunroom, luxury primary suite, or third-floor bonus room. Located in charming Windsor, enjoy small-town living with quick access to Route 460, shopping, and dining--crafted for style, comfort, and today's lifestyle.

MM Cypress (Windsor Station), Isle of Wight - South
$509,990
4 Beds ⋅ 2.1 Baths ⋅ 10636588 MLS
Discover luxury living in The Raleigh by Eastwood Homes at Windsor Station, a stunning two-story home designed for comfort and style. This spacious plan features four bedrooms and a sought-after first-floor primary suite for added convenience. The main level is ideal for entertaining, with a formal dining room and dramatic two-story family room flowing into a chef-inspired kitchen. Upstairs, a versatile loft overlooks the living space and connects to three additional bedrooms, perfect for family or guests. Customize your dream home with options like a sunroom, screened porch, second primary suite, or private bonus room blending flexibility, elegance, and modern living.

MM Raleigh, Isle of Wight - South
$519,990
4 Beds ⋅ 2.1 Baths ⋅ 10636481 MLS
The Drexel is a two-story, four-bedroom, two-and-a-half-bath home with a formal living room, formal dining room, kitchen with island and a pantry, and a spacious great room. The second floor features four bedrooms, including the primary suite with a large closet, an upstairs laundry, an additional full bath, and a loft area. Options to personalize this home include a home office, bay window in the dining room, a covered porch, screen porch, or sunroom, several primary bath options, and an optional third-floor bonus room or bedroom and additional bath.

MM Drexel, Isle of Wight - South
$574,990
4 Beds ⋅ 3.1 Baths ⋅ 10636517 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 butler's 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.

MM Mcdowell, Isle of Wight - South
$499,990
3 Beds ⋅ 2 Baths ⋅ 10636508 MLS
Experience effortless living in The Caldwell by Eastwood Homes at Windsor Station, a beautifully designed ranch-style home offering comfort, flexibility, and modern convenience. This thoughtfully crafted floor plan features three spacious bedrooms, two full baths, and a first-floor primary suite with dual closets for added storage. Enjoy a bright, open layout with a formal dining room, expansive family room, and a chef-inspired kitchen complete with an island and pantry perfect for everyday living and entertaining. A dedicated pocket office provides the ideal work-from-home space. Personalize your home with flexible options, including additional office space, expanded storage, outdoor living features like a covered or screened porch, or an optional second floor with extra bedrooms and loft designed to fit your lifestyle.

MM Caldwell, Isle of Wight - South
$544,990
5 Beds ⋅ 3 Baths ⋅ 10636499 MLS
Enter 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.

MM Davidson, Isle of Wight - South
$583,800
4 Beds ⋅ 3.1 Baths ⋅ 10632212 MLS
Welcome to Windsor Station! Built by Taylor Construction,this stunning Oakville model will be move-in ready this August 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. $$$ Builder offering $15,000 in CCA, plus an additional $10,000 in flex dollars, to be used for upgrades or interest rate buy down on your mortgage. $$$ Call today and be settled into your new home just in time to enjoy summer!

12177 Ava Lane, Isle of Wight - South
$549,500
3 Beds ⋅ 2.1 Baths ⋅ 10632433 MLS
Make this your home with your personal touches! $25,000 credit paid at closing to be used at buyers discretion for property upgrades/flooring/paint/closing costs (subject to lender approval) etc. One year home warranty of buyers choice up to $700. Instant equity potential! Appraised 2026 $600K. 4.71 acres & no HOA in Windsor VA. 1994 brick home offering classic durability & modern efficiency. Features an eco-friendly geothermal HVAC system (unit replaced just last year) ensuring astonishingly low utility bills year-round. 3 bedrooms, 2.5 baths, study & a bright sunroom. Large, new deck. Mudroom for ideal transition zone from outdoors. 2 car attached garage with large room & wet bar area above offer endless possibilities! Massive detached 2 story garage/workshop. 2nd floor is a blank canvas for potential to build private in-law suite, guest house or art studio. Priced to let you customize & build immediate equity!

25092 Tyler Drive, Isle of Wight - South

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.