You are viewing West Windsor VT Homes between $0 and $30000000 dollars.
$849,900 $251 per sq.ft. West Windsor VT Home »
3 Beds | 3 Baths | Total Sq. Ft. 3392 | Acres: 3.03Listed on Thursday Oct 9, 2025
Description: 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 fireplace, taking in sweeping views of the surrounding landscape. With its blend of modern craftsmanship, outdoor adventure, and serene retreat-like atmosphere, this home is an inviting escape in every season. A 2 car garage adds convenience and extra storage. Situated in a sought-after Vermont community known for its natural beauty and year-round recreation, this home is ready to be your full-time residence or relaxing getaway. See Listing Details & 41 images. Includes a Virtual Tour
$500,000 $274 per sq.ft. West Windsor VT Home »
3 Beds | 3 Baths | Total Sq. Ft. 1826 | Acres: 5.52Listed on Sunday Feb 8, 2026
Description: "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 with attached 2-car garage is a personal refuge with ultimate forest immersion situated just minutes from Mt. Ascutney's world-class trails. Boasting high-end architectural features--including original wood finishes, fir/oak flooring, and three fireplaces, this home's sun-drenched interiors possess soaring cathedral ceilings and a plethora of windows that pull the forest scenery into every room. Each bedroom is a private suite with an en-suite bath. The property is ideal for an idyllic remote work lifestyle powered by high-speed fiber optic Internet. The topography is primed for a lifestyle transformation. The gently sloping lot is perfectly graded for a future multi-tiered deck or cascading entertainment area flowing seamlessly from the living room or kitchen. Imagine your private woodland backdrop as the focal point for picturesque summer hosting. Located on a scenic "private carriage road," this Vermont gem is secluded enough for total serenity, but also conveniently near the culture of Hanover and Woodstock. High-speed, high-altitude, and high-end privacy... at a moderate price. See Listing Details & 48 images.
Under Contract
$390,000 $241 per sq.ft. West Windsor VT Home »
3 Beds | 1 Baths | Total Sq. Ft. 1620 | Acres: 10.2Listed on Thursday Mar 20, 2025
Description: Over 10 acres of beautiful fields and pasture with long range views and stone walls lining the property. Mature trees dot the perimeter and a lovely stream runs along the roadside. There is a multilevel functioning barn with water and electricity and a small gated paddock off to the side. Located in the heart of Horse Country, this would be and ideal equestrian property or a great place to raise animals of your choice. Being close to Mount Ascutney, you have outdoor adventures at your fingertips and the VAST snow mobile trails are near by. Delicious food awaits at the Brownsville Butcher & Pantry which is a few miles down the road. The existing three bedroom house is uninhabitable and the property is being sold "as is". See Listing Details & 16 images.
$207,000 $129 per sq.ft. West Windsor VT Home »
3 Beds | 3 Baths | Total Sq. Ft. 1604 | Acres: 0Listed on Thursday Jun 12, 2025
Description: BACK ON THE MARKET!!! (due to no fault of the seller) This spacious walk-up condominium features 3 bedrooms and 3 full baths, with an inviting open-concept living and dining area anchored by a cozy fireplace. Step out onto your private deck overlooking the property. This vibrant community offers an unbeatable lifestyle with access to approximately 1,300 acres of outdoor fun, including mountain biking, hiking, cross-country skiing, snowshoeing, and affordable alpine skiing on natural snow. Fees include utilities!! 1726.00 quarterly for association fee and a variable 1163.00 quarterly fee for electric, heat, sewer, trash, water Perfectly situated, you're about 30 minutes from Woodstock, Ludlow, and Okemo, with Killington, Bromley, and Magic Mountain just a bit farther. The Green Mountain Horse Association is only 20 minutes away, and both Boston and Hartford are reachable in about 2.5 hours. Enjoy delicious dining just a short stroll away at the Hotel's restaurant or the beloved Brownsville Butcher & Pantry. Subject to Covenants and Right of First Refusal. Experience mountain living with a thriving volunteer-driven community at Ascutney Outdoors and a hub for year-round adventure! See Listing Details & 25 images.
$110,000 $153 per sq.ft. West Windsor VT Home »
Price Change! Reduced by $18,200 down 17% on February 2nd 2026
2 Beds | 1 Baths | Total Sq. Ft. 720 | Acres: 0.84
Listed on Monday Sep 22, 2025
Description: 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 bedroom is now the laundry room. Bring your ideas and possibly build a new home. Just about 4 minutes away from Mt. Ascutney. Property is being sold in as is condition. Seller has not occupied home in 5 years. Currently a tenant resides here. 24-to-48-hour notice requested for showings. See Listing Details & 19 images.
