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West Windsor, VT Homes for Sale with Acreage

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  • 789 Hammond Hill Rd, West Windsor, VT 05089
    789 Hammond Hill Rd, West Windsor, VT 05089
    789 Hammond Hill Rd, West Windsor, VT 05089
    /48

    $500,000

    • 3 Beds
    • 3 Baths
    • 1,826 Sq Ft

    789 Hammond Hill Rd, West Windsor, VT 05089

    "The Hideaway House - A Private Sanctuary”: This light-filled contemporary retreat located high on a hill in fashionable West Windsor is the quintessential "Goldilocks" Vermont property. It offers a private woodland sanctuary where quiet tranquility and architectural highlights meet. Tucked into a secluded 5.52-acre wooded bowl and set back over 200 ft. from the road, this tasteful 3BR/3BA home

    Agent Photo

    Ross Doody

    Century 21 Highview Realty

    (802) 523-2984

    789 Hammond Hill Rd, West Windsor, VT 05089
  • 117 Horseshoe Dr, Brownsville, VT 05037
    117 Horseshoe Dr, Brownsville, VT 05037
    117 Horseshoe Dr, Brownsville, VT 05037
    /44

    $849,900

    • 3 Beds
    • 3 Baths
    • 3,392 Sq Ft

    117 Horseshoe Dr, Brownsville, VT 05037

    Experience Vermont living at its finest in this custom-built home, thoughtfully designed by the builder for exceptional energy efficiency and year-round comfort. Perfect as a relaxing getaway, this property offers expansive sleeping spaces ideal for hosting family and friends. Spend your days exploring the nearby VAST Trail system or Ascutney Mountain, and your evenings unwinding by the

    Katie Ladue Gilbert BHHS Verani Upper Valley

    117 Horseshoe Dr, Brownsville, VT 05037
  • 83 Coaching Ln, West Windsor, VT 05037
    83 Coaching Ln, West Windsor, VT 05037
    83 Coaching Ln, West Windsor, VT 05037
    /11

    $150,000

    • Land
    • 1.79 Acres
    • $83,799 per Acre

    83 Coaching Ln, West Windsor, VT 05037

    Shovel ready project in Brownsville Vt.Fully permitted and ready to go for a timber-frame plan up to 5 bedrooms. 1.79 acre vacant lot only for asking price, or built to suit option. Proven aquifer for high production well. Gorgeous views of Mt. Ascutney, minutes to the ski mountain and outdoor recreation center. The area is known for kind welcoming people and local farms. The Ascutney outdoor

    Jason Saphire www.HomeZu.com

    83 Coaching Ln, West Windsor, VT 05037
  • 298 Jenneville Rd, Windsor, VT 05089
    298 Jenneville Rd, Windsor, VT 05089
    298 Jenneville Rd, Windsor, VT 05089
    /57

    $595,000

    • 4 Beds
    • 2 Baths
    • 2,212 Sq Ft

    298 Jenneville Rd, Windsor, VT 05089

    PRICE REDUCED! Welcome to "Valley Brook Farm", an historic cape in the middle of horse country on 12.92 acres with barns, rolling & level pasture, a swimming pond, and brook. Located in the heart of the nationally renowned Green Mountain Horse Association trail network. Nestled on scenic & bucolic Jenneville Road, this c. 1820 cape offers the warmth of wide pine floors, post-and-beam character,

    John Bassette Bassette Real Estate Group

    298 Jenneville Rd, Windsor, VT 05089
Vermont Windsor County West Windsor

Homes for Sale with Acreage in West Windsor, VT

Home Trends in West Windsor, VT

On average, homes in West Windsor, VT sell after 45 days on the market compared to the national average of 55 days. The median sale price for homes in West Windsor, VT over the last 12 months is $525,000, up 25% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$525,000
Median Single Family Sale Price
$525,000
Median Townhouse Sale Price
$457,500
Median 2 Bedroom Sale Price
$189,945
Median 1 Bedroom Sale Price
$140,500
Average Price Per Sq Ft
$347
Number of Homes for Sale
2
Last 12 months Home Sales
14
Months of Supply
1.70
Median List Price
$507,500
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
25%
How to Buy a Home How to Finance a Home How to Sell a Home

In West Windsor, there are currently 4 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 West Windsor, VT offer the flexibility to tailor your living experience to your preferences. Browse the selection of homes for sale with land in West Windsor and discover the potential and freedom that comes with owning your own piece of property.

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

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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