W Windsor Brownsville Area VT
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$128,200 | $178 per sq.ft.
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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Under Contract
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$289,500 | $291 per sq.ft.
1084 Rush Meadow Road
2 Beds | 1 Baths | Total Sq. Ft. 996 | Acres: 1.08
Attractive two bedroom, 1 bath ranch style home on a serene 1.08-acre parcel nestled along scenic Rush Meadow Road in West Windsor. Right in the heart of Horse Country! The kitchen has upgraded cabinetry and there is overflow third bedroom space in the lower level that can be turned into home office or den usage. Bathroom was upgraded as well. Nothing to do! This gently sloping lot offers a harmonious blend of open lawn and pleasant woodland, providing both privacy and picturesque views. Attractive hardwood floors grace the Living Room and the exterior deck will give good western sunsets. The lower level walkout could be heated with wood or pellets if you want to provide a woodstove. Home comes with some practical equipment in the shed! - newer lawn tractor, push mower, snow blower, etc. Situated just minutes from the charming village of Brownsville, the property enjoys a tranquil setting with convenient access to local amenities. Outdoor enthusiasts will appreciate the proximity to Mount Ascutney, a prominent peak rising to 3,144 feet, offering a variety of recreational activities including hiking, mountain biking, and backcountry skiing. The nearby Ascutney Trails network provides extensive routes for all skill levels. Whether you're envisioning a private retreat or a year-round residence, 1084 Rush Meadow Road offers the perfect opportunity to own a slice of Vermont paradise. See
MLS Property & Listing Details & 59 images.
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$320,000
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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$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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$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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$515,000 | $216 per sq.ft.
New Listing!
968 Ski Tow Road
4 Beds | 3 Baths | Total Sq. Ft. 2380 | Acres: 0.5
This pristine, updated contemporary home is conveniently located on Mt Ascutney. Beautifully maintained and move in ready. The open concept main level is anchored by a fieldstone wood burning fireplace. The kitchen has plenty of counter space, quality appliances, and classic knotty pine floors running throughout. Two bedrooms, laundry/mudroom, and full bath complete the main level. Moving upstairs there is a spacious primary bedroom and a second BR with a shared 3/4 Bath, and lots of closets and storage. On the lower level the current owners have created an amazing family fun space complete with a media room, and a full on bar area complete with undercounter refrigeration, a glass washer and a very cool wall fireplace. There is also a new half bath. All new, highly efficient mechanicals Easy access to Woodstock, Hanover, I-91, and all regional recreation. All properties on Mt Ascutney are subject to a standard ROFR. See
MLS Property & Listing Details & 41 images.
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$520,000 | $218 per sq.ft.
New Listing!
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. The galley-style 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 & 37 images.
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$529,000 | $290 per sq.ft.
Price Change! reduced by $71,000 down 13% on September 23rd 2025
789 Hammond Hill Road
3 Beds | 3 Baths | Total Sq. Ft. 1826 | Acres: 5.52
"The Hideaway House". . . An Oasis of Tranquility. Nestled away in a bowl of woods & set back over 200 feet from the road, this 3-bedroom, 3-full-bath home with attached 2-car garage & extremely high-speed fiber optic Internet offers sanctuary-like privacy situated on 5.52 hillside acres in fashionable West Windsor, VT. This welcoming residence is secluded serenity at its best & is located in such an ultra-quiet setting that you'll feel you're living on your own private carriage road. Ceramic-tiled floor kitchen & adjoining dining area has a handsome raised-hearth fireplace that adds warmth & ambiance to your meals. The tasteful living room has an inviting fireplace & fir flooring. The 1st-floor primary bedroom can be used as a sunny den & has a French door to the back lawn. Upstairs is a large alternative primary bedroom with cathedral ceilings, a cozy fireplace, & oak flooring. The 3rd bedroom has a cathedral ceiling & 18' x 5' storage loft. Each of the 3 bedrooms has a full-sized en-suite bathroom & double closet. "The Hideaway House" is a serene wooded retreat that combines peaceful privacy with proximity to multiple conveniences. Located in a quintessential Vermont community, this property is just minutes from I-91, horse country, & Mt. Ascutney's hiking, mountain biking, & skiing. Enjoy nearby Hanover, NH's restaurants, shops, & Dartmouth College events; easy access to Dartmouth Medical Center; the charming village of Woodstock; & famed Killington & Okemo ski mountains. See
MLS Property & Listing Details & 28 images.
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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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