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Windsor, VT Homes for Sale with Acreage

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  • 860 Yale Heights Rd, Windsor, VT 05089
    860 Yale Heights Rd, Windsor, VT 05089
    860 Yale Heights Rd, Windsor, VT 05089
    /43

    $875,000

    • 2 Beds
    • 2 Baths
    • 1,820 Sq Ft

    860 Yale Heights Rd, Windsor, VT 05089

    This impeccably orchestrated cottage style contemporary home was crafted by Ennis Builders in 2006 with an eye to meticulous detail. The sweeping cherry spiral staircase, beautiful stonework and superior fit and finish imbue a quality of workmanship that reflects throughout the home. The main level features an open-concept kitchen with maple butcher block counters, and quality stainless steel

    Danny Kogut Williamson Group Sothebys Intl. Realty

    860 Yale Heights Rd, Windsor, VT 05089
  • 273 Route 5 N, Windsor, VT 05089
    273 Route 5 N, Windsor, VT 05089
    273 Route 5 N, Windsor, VT 05089
    /38

    $413,900

    • 4 Beds
    • 2.5 Baths
    • 2,888 Sq Ft

    273 Route 5 N, Windsor, VT 05089

    Motivated seller! Price drop! A rare piece of Vermont history, thoughtfully preserved for modern living. Dating to 1790, this distinguished brick and frame Colonial stands as a testament to early New England craftsmanship — and it's ready for its next chapter. Meticulously maintained over the centuries and updated where it counts, this two-story home offers the warmth of wide-plank hardwood and

    Allison Griep BHHS Verani Upper Valley

    273 Route 5 N, Windsor, VT 05089
Vermont Windsor County Windsor

Homes for Sale with Acreage in Windsor, VT

Home Trends in Windsor, VT

On average, homes in Windsor, VT sell after 76 days on the market compared to the national average of 57 days. The median sale price for homes in Windsor, VT over the last 12 months is $274,000, down 7% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$274,000
Median Single Family Sale Price
$259,000
Median Townhouse Sale Price
$399,500
Average Price Per Sq Ft
$193
Number of Homes for Sale
6
Last 12 months Home Sales
39
Months of Supply
1.80
Median List Price
$289,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
-7%
How to Buy a Home How to Finance a Home How to Sell a Home

In Windsor, there are currently 2 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, VT 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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Copyright 2026 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

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