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Windsor, VA Homes for Sale with Acreage

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  • 8368 Whispering Pines Trail, Windsor, VA 23487
    8368 Whispering Pines Trail, Windsor, VA 23487
    8368 Whispering Pines Trail, Windsor, VA 23487
    /48

    $475,000

    • 3 Beds
    • 2 Baths
    • 2,208 Sq Ft

    8368 Whispering Pines Trail, Windsor, VA 23487

    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

    Agent Photo

    Leslie Brennan

    Aweigh Real Estate

    8368 Whispering Pines Trail, Windsor, VA 23487
  • 25092 Tyler Dr, Windsor, VA 23487
    25092 Tyler Dr, Windsor, VA 23487
    25092 Tyler Dr, Windsor, VA 23487
    /47

    $549,900

    $75K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,567 Sq Ft

    25092 Tyler Dr, Windsor, VA 23487

    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

    Tracy Pudder World Class Realty

    25092 Tyler Dr, Windsor, VA 23487
  • 15+AC Courthouse Hwy, Windsor, VA 23487
    15+AC Courthouse Hwy, Windsor, VA 23487
    15+AC Courthouse Hwy, Windsor, VA 23487
    /3

    $200,000

    • Land
    • 17.69 Acres
    • $11,306 per Acre

    15+AC Courthouse Hwy, Windsor, VA 23487

    Great opportunity to purchase almost 20 acres of land in the town of Windsor VA. There is an easement that gives 50' of road frontage the land is zoned Residential.

    JR Doughty 1st Class Real Estate Norfolk

    15+AC Courthouse Hwy, Windsor, VA 23487
  • 21AC Murphy Mill Rd, Windsor, VA 23487
    21AC Murphy Mill Rd, Windsor, VA 23487
    21AC Murphy Mill Rd, Windsor, VA 23487
    /4

    $160,000

    • Land
    • 21.71 Acres
    • $7,370 per Acre

    21AC Murphy Mill Rd, Windsor, VA 23487

    OFFER ACCEPTED. Welcome to the parcel of endless possibilities. This parcel offers 21 acres of flat land, with approximately 1/3 cleared and the other 2/3 wooded with mature trees. Build your homestead on the cleared portion and use the rest for recreational use, or clear the rest to allow room for your horses. It is conveniently located less than 15 minutes from the town of Windsor or the city

    Nicole Hardy Fathom Realty

    21AC Murphy Mill Rd, Windsor, VA 23487
  • 25452 Walters Hwy, Windsor, VA 23487
    25452 Walters Hwy, Windsor, VA 23487
    25452 Walters Hwy, Windsor, VA 23487
    /34

    $435,000

    $15K PRICE DROP
    • 5 Beds
    • 2 Baths
    • 2,500 Sq Ft

    25452 Walters Hwy, Windsor, VA 23487

    Looking for space and privacy? Look no further! This 5-bed, 2-bath, 2,500-square-foot rancher with both a 2-car attached garage and a large, oversized detached barn is the perfect combination. Sitting on exactly an acre, this home offers peace and quiet while being conveniently located near town.

    Jordan Cowles EXP Realty LLC

    25452 Walters Hwy, Windsor, VA 23487
Virginia Isle Of Wight County

Homes for Sale with Acreage in Windsor, VA

Home Prices in Windsor, VA

The median home sale price in Windsor, VA is $384,999, up 69% year-over-year. Homes in Windsor sell in 35 days on average, compared to the national average of 56 days.

Home Price Trends

Median Sale Price
$384,999
Median Single Family Sale Price
$440,000
Median 2 Bedroom Sale Price
$270,000
Average Price Per Sq Ft
$210
Number of Homes for Sale
23
Last 12 months Home Sales
58
Months of Supply
4.80
Median List Price
$435,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
69%
How to Buy a Home How to Finance a Home How to Sell a Home

In Windsor, there are currently 5 homes for sale with acreage, providing ample space for homeowners to customize their living environment, whether for expansive gardens, outdoor entertaining, or enhanced privacy. Whether you're in search of a spacious family home with plenty of room to roam, a property ripe for development, or simply seeking space and tranquility, homes for sale with acreage in Windsor, VA offer the flexibility to tailor your living experience to your preferences. Browse the selection of homes for sale with land in Windsor and discover the potential and freedom that comes with owning your own piece of property.

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