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West Windsor, VT Homes for Sale

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  • /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
  • /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
  • /19

    $110,000

    • 2 Beds
    • 1 Bath
    • 720 Sq Ft

    1500 Brownsville-Hartland Rd, West Windsor, VT 05089

    Here's a chance to own your own property in West Windsor. This 3/4 +/- acre of land abuts one side up to Beaver Brook and you get views of Mt. Ascutney on the other side. This older mobile home with basement, offers the perfect opportunity for an investor. Restore the homes vintage charm or you could modernize the site with a new mobile unit. This was constructed as a 2-bedroom 1 bath home. One

    Ann Jacques Century 21 Highview Realty

    1500 Brownsville-Hartland Rd, West 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

Why Live in West Windsor

West Windsor, Vermont, is a rural township located approximately 9 miles from the New Hampshire border and the Connecticut River. The area is characterized by its wooded landscapes and farmland surrounding Mount Ascutney, the tallest mountain in Windsor County. The community spirit is evident in local establishments like the Brownsville Butcher & Pantry and the volunteer-run ski area on the mountain. Nearby towns such as Woodstock and Windsor provide essential shopping and dining options, with larger stores available in West Lebanon and Claremont, New Hampshire. Housing in West Windsor includes ranch-style homes and secluded estates, with properties often featuring expansive yards and outbuildings. The median price for a single-family home is about $610,000, and the area has a low crime risk compared to the national average. Mount Ascutney offers recreational activities including hiking trails and a state park, with trails like the Summit Loop and Bicentennial Trail accessible to residents. Annual events such as the Vermont 100 race, Flow State Mountain Bike Festival, and West Windsor Music Festival highlight the town's outdoorsy culture. The local Albert Bridge School serves younger students, while older students attend Windsor School. Dining options include Brownsville Butcher & Pantry's café and the Maple Kitchen at the Holiday Inn Mount Ascutney Resort. Main roads like Vermont Route 44 and Vermont Route 106 connect West Windsor to nearby towns, with additional amenities and healthcare available in Windsor, about 6 miles away. Amtrak services Windsor, and Burlington International Airport is roughly 105 miles from West Windsor.

Frequently Asked Questions

What is the average home price in West Windsor, VT?
Homes for sale in West Windsor, VT have an average home price of $743,000.
How many homes have sold over the last 12 months in West Windsor, VT?
14 homes have sold in West Windsor, VT over the last 12 months.
What are the most popular zip codes in West Windsor, VT?
The most popular zip codes in West Windsor, VT include 05089, 05048, 05151, 05153 and 05142.
How much do you need to make to afford a house in West Windsor?
The median home price in West Windsor is $507,500. If you put a 20% down payment of $101,500 and had a 30-year fixed mortgage with an interest rate of 6.11%, your estimated principal and interest payment would be $2,460 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $105K a year to afford the median home price in West Windsor. Learn how much home you can afford with our Home Affordability Calculator.
How are the schools in West Windsor, VT?
West Windsor, VT has highly rated public and private schools. Some of the best schools in West Windsor based on Niche Grades are Cavendish Town Elementary School, Albert Bridge School and Hartland Elementary School. Browse all the schools in West Windsor, VT to learn more.

Home Trends in West Windsor, VT

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%
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