W Windsor Brownsville Area VT
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$115,000 | $160 per sq.ft.
Price Change! reduced by $13,200 down 11% on October 22nd 2025
1500 Brownsville Hartland Road
Waterfront Owned 2 Beds | 1 Baths | Total Sq. Ft. 720 | Acres: 0.84
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
MLS Property & Listing Details & 19 images.
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$207,000 | $129 per sq.ft.
295 Hotel Road
3 Beds | 3 Baths | Total Sq. Ft. 1604 | Acres: 0
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
MLS Property & Listing Details & 25 images.
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$299,999
Price Change! reduced by $1 down 0% on October 17th 2025
320 W Rowe Hill Road
0 Beds | 0 Baths | Total Sq. Ft. 0 | Acres: 9.4
Wonderful unfinished 24'x34' pole building, a rare opportunity to shape a home or getaway that fits your lifestyle perfectly on 9.4 tranquil acres on W Rowe Hill Rd. On VAST trail, great trail location for year round recreation. Close to GMHA & Ascutney Outdoors, ride right from your door! A short drive to Okemo or Killington. Easy access to I91 and the Upper Valley. Check out the views at the height of the land or sit by the babbling brook as you plan the completion of this project. The sellers have used all quality materials in the building, road upgrades and culverts to the property are done, state WW permit allows 3 BR septic system, costs available for installation of septic, electric or solar power. See
MLS Property & Listing Details & 19 images.
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Under Contract
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$375,000 | $270 per sq.ft.
337 Seems Road
2 Beds | 2 Baths | Total Sq. Ft. 1390 | Acres: 1
Escape to the charm of Brownsville, Vermont, where this 2-bedroom, 1.5-bath home sits at the base of majestic Ascutney Mountain. A welcoming living room highlights floor-to-ceiling windows that frame sweeping mountain views, creating a serene backdrop year-round. The updated kitchen features stainless steel appliances, a tile backsplash, ample counter space, and a convenient pantry, while the adjoining dining area offers continued vistas and access to a spacious rear deck, perfect for outdoor dining and entertaining. Upstairs you'll find two tranquil bedrooms and a full bath. The attic adds a flexible bonus space, ideal for a reading nook, office, or playroom. A partially finished basement expands the living options with a half bath, laundry, and versatile family room, guest, or recreation area. From here, enjoy direct access to the attached two-car garage, providing easy winter parking and plenty of storage for outdoor gear. Set in a desirable location, this property offers the perfect blend of comfort, convenience, and natural beauty, an ideal retreat in the heart of Vermont. See
MLS Property & Listing Details & 39 images.
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$390,000 | $241 per sq.ft.
Price Change! reduced by $45,000 down 12% on August 5th 2025
181 Banister Road
3 Beds | 1 Baths | Total Sq. Ft. 1620 | Acres: 10.2
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
MLS Property & Listing Details & 16 images.
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Under Contract
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$499,900 | $273 per sq.ft.
3738 Brownsville Hartland Road
3 Beds | 1 Baths | Total Sq. Ft. 1832 | Acres: 21.72
Welcome to this 3-bedroom, 1-bath farmhouse in the heart of West Windsor, VT! Inside, you'll find a warm and inviting open-concept layout featuring a main floor bedroom, and mudroom. Perfect for gatherings or quiet evenings. Beyond the farmhouse, the property includes a wonderful collection of outbuildings--a classic barn, a 2-car garage, a workshop with a woodstove, and even a sugarhouse--making it ideal for hobbies, homesteading, or simply enjoying the Vermont lifestyle. There is over 18 acres of wide open field, ready for your animals, and you can even have ample hay for feed. With plenty of space indoors and out, this property offers both charm and practicality in a beautiful rural setting. Open House Saturday August 23rd 10-12noon See
MLS Property & Listing Details & 36 images.
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Under Contract
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$520,000 | $218 per sq.ft.
77 Winding Road
4 Beds | 2 Baths | Total Sq. Ft. 2380 | Acres: 12.2
Light and thoughtful architect designed home on a lovely 12 acre hilltop. Set in a magical landscape of exposed ledge, old stone walls & established perennial gardens. Stunning views of both Mt Ascutney and Little Ascutney. Spacious and airy, large windows and south-facing skylights provide passive solar warmth throughout the 4 bedroom home. Open layout is clean and efficient with cathedral ceilings & custom touches. Drilled well. The kitchen has smart, functional design. Dining/Family room and sunken living room. Large primary bedroom with ensuite bath, laundry, and deck. A perfect spot for anyone who enjoys the outdoors. Direct access to recreational trails. Close to Ascutney Outdoors, WW Town Forest & the Brownsville Butcher & Pantry. A peaceful homestead in a truly special corner of Vermont. Listing price adjusted to reflect older roof, decks & skylights. All still serviceable. See
MLS Property & Listing Details & 41 images.
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Under Contract
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$605,000 | $226 per sq.ft.
Price Change! reduced by $20,000 down 3% on September 30th 2025
1643 Hammond Hill Road
3 Beds | 3 Baths | Total Sq. Ft. 2680 | Acres: 8.1
Welcome to your private 8-acre retreat in West Windsor, where craftsmanship, comfort, and self-sufficiency meet everyday adventure. Explore wooded trails, swim in the peaceful pond, or sip coffee on the sunny porch. Evenings glow around the fire pit, while a sturdy treehouse sparks play and gardens of flowers bloom through the seasons. Stone stairways, wooden benches, and camping spots complete the charm. Grow your own food with fenced gardens, high-yield blueberries, peach trees, and a chicken coop, plus room for goats, sheep, or horses. A reliable artesian well ensures year-round sustainability. Large sheds provide storage, and a finished two-story barn offers endless possibilities - a guesthouse, studio, or workspace. The classic farmhouse, built by a master woodworker, showcases hardwood floors, solid wood doors, built-ins, a sunny kitchen, bright living room with fireplace insert, three bedrooms, two bathrooms (one with jetted tub), new windows, two decks, and metal roofing. A wood-burning furnace integrates with oil for efficient heating, and the attached two-car garage includes a 1-bedroom apartment and large office ideal for working from home.. Just minutes from Mt. Ascutney and 30 minutes to shopping, hospitals, and Upper Valley amenities, this established homestead offers beauty, charm, and possibility, a perfect place to grow, create, or simply find peace in a lovely country retreat. See
MLS Property & Listing Details & 60 images.
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$849,900 | $251 per sq.ft.
Price Change! reduced by $75,000 down 9% on November 5th 2025
117 Horseshoe Drive
3 Beds | 3 Baths | Total Sq. Ft. 3392 | Acres: 3.03
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
MLS Property & Listing Details & 41 images. Includes a Virtual Tour
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Under Contract
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$1,150,000 | $474 per sq.ft.
2077 Sheddsville Road
3 Beds | 4 Baths | Total Sq. Ft. 2424 | Acres: 13.15
GAMBOL HILL FARM - Located in the heart of West Windsor's horse country, Gambol Hill Farm greets you with stone walls, mature trees, open fields and paddocks throughout the property. The beautiful post and beam home, set back off the road, stands tall among the mountain views in the background. The stone patio, complete with a vine covered arbor and edible grapes, looks out over beautiful gardens and horse filled fields. A six stall barn is attached to one end of the house, allowing for easy access to the horses as well as to the outside. Inside the house, wide pine floors run throughout and lovely wood beams crisscross between the walls and ceilings. The first floor is open with a nice flow between the living room with stone fireplace to the dining area and kitchen. Beyond the kitchen is an office and a tack room/mudroom connected to the stalls. At the opposite end of the house is a primary bedroom with en suite bath and walk-in closet and there's a small den across the hall. Up the double railed stairway are two large bedrooms, both with en suite baths, connected by an open balcony that looks down below. This property is part of the GMHA trail network and close by is the VAST Snowmobile trail. The Brownsville Butcher & Pantry and Mt. Ascutney are just a few miles away, while GMHA and Woodstock are about 10 & 15 mins respectively. A must see for the horse enthusiast or anyone looking for country living. Furnished photos are virtually staged. See
MLS Property & Listing Details & 54 images. Includes a Virtual Tour
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