- W Windsor Brownsville Area VT Homes $0 to $30000000
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- Under Contract
$548,000 | $229 per sq.ft. | 3 Beds | 4 Baths | Total Sq. Ft. 2391 | Acres: 1.49 VILLAGE OF BROWNSVILLE IN TOWN OF WEST WINDSOR VT
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Description:Views of Mt. Ascutney from this well cared for contemporary home that has only been used as a second home for the original owners. The house takes advantage of the southwest exposure to be able to bring the outside in with the use of large palladium windows and multiple French doors. Some of the interior features include 3 woodburning fireplaces ,wide pine floors ,vaulted ceilings ,and skylights. The floor plan has an easy flow. The charming kitchen leads into a spacious dining room with fireplace. The living room with stunning fireplace leads out to a large deck for outdoor dining. Off of the living room the cozy family room features a wall of built-in bookcases. The downstairs bedroom complete with private bath opens onto the spacious screened in porch. The primary bedroom is upstairs. It features a built in king sized bed with drawers for extra storage, walk in closets ,and full bath. also on the second floor is another bedroom and bath with walk in shower. The grounds of mature gardens, antique apple trees , blueberry, raspberry bushes ,and original stone walls that border the north and east boundaries create a magical setting. There is ample land to add a garage. Easy access to the Upper Valley with all of the amenities including shopping , Dartmouth College , and world class Dartmouth Medical Center. Woodstock, named by many magazines one of the prettiest small towns in America is less than 25 minutes away.5 hrs to NYC 2 hrs to Boston.
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$599,000 | $187 per sq.ft. | 4 Beds | 3 Baths | Total Sq. Ft. 3200 | Acres: 3.2 WEST WINDSOR VT
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Description:This is a MUST SEE to appreciate! Breathtaking Views of Mt. Ascutney & the Valley Beyond! Welcome to this stunning custom-built 4-bedroom, 3-bath home where every window frames a masterpiece. Sweeping, panoramic views of majestic Mt. Ascutney and the rolling hillsides create an awe-inspiring backdrop you'll never tire of — whether sipping morning coffee or watching the sunset paint the peaks gold on a 900 square foot deck. The thoughtfully designed layout offers the ease of first-floor primary suite living, complete with privacy and convenience. Upstairs, three additional bedrooms provide ample space for family, guests, or a dedicated home office. The finished walk-out basement adds exceptional versatility with a bonus bedroom and a spacious recreation room — perfect for entertaining, a home gym, or separate entrance in-law suite. Step outside and enjoy the large, open yard — ideal for outdoor entertaining, gardening, or simply soaking in the surrounding natural beauty with wildlife in abundance. Charming, well-built chicken coop adds both function and farmhouse character to your yard. Passive solar greenhouse roof system allows a heat sink to offset your fuel costs. A rare opportunity to own a truly custom home where quality craftsmanship meets one-of-a-kind scenery. Properties with views like this don't come along often — don't miss your chance to make it yours!
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Price Change! reduced by $25,000 down 3% on May 22nd 2026
$824,900 | $243 per sq.ft. | 3 Beds | 3 Baths | Total Sq. Ft. 3392 | Acres: 3.03 WEST WINDSOR VT
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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.
- Under Contract
$875,000 | $481 per sq.ft. | 2 Beds | 2 Baths | Total Sq. Ft. 1820 | Acres: 10.26 WEST WINDSOR VT
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Description:This impeccably orchestrated cottage style contemporary home was crafted by Ennis Builders in 2006 with an eye to meticulous detail. The sweeping cherry spiral staircase, beautiful stonework and superior fit and finish imbue a quality of workmanship that reflects throughout the home. The main level features an open-concept kitchen with maple butcher block counters, and quality stainless steel appliances, a dining area with a bank of Pella windows providing plenty of natural light throughout the day. The living room is anchored by a fieldstone fireplace designed and built by master stonemason, Hector Santos flanked by custom cabinetry. There is a guest bedroom/office, and ¾ bathroom. Moving upstairs, the generous primary suite has a walk in closet and luxury spa bathroom. Watch sunsets from the west facing Juliet balcony. The basement level has laundry/utility room with excellent quality Veissmann boiler, and heated two car garage. Central vacuum, radiant and baseboard heat. Mini split to cool those hot summer days. Bamboo floors run throughout main floor, and cherry on second level. Tranquil, private end of road location with sweeping westerly views over an expansive open field. Close proximity to State Forest for hiking, 35 miles of biking trails on Mt Ascutney. Easy access to Interstate, Woodstock, and Hanover NH, and all recreation.
- Under Contract
$930,000 | $395 per sq.ft. | 4 Beds | 3 Baths | Total Sq. Ft. 2352 | Acres: 80 VILLAGE OF BROWNSVILLE IN TOWN OF WEST WINDSOR VT
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Description:Discover a truly rare opportunity to own an extraordinary piece of Vermont countryside. This 4-bedroom, 3-bath home is set on 80 acres of pristine woodland with nearly a full mile of road frontage for exceptional accessibility and future potential. Lovingly held by the same family for over 60 years, the property is rich in history, with classic stone wall boundary lines that echo its past. This charming raised ranch blends comfort and space, perfectly positioned to take in breathtaking views of Mount Ascutney. Surrounded by natural beauty and abundant wildlife, outdoor enthusiasts will appreciate the close proximity to the VAST Trail System and Mount Ascutney Ski Area, offering year-round recreation right at your doorstep. Ideally situated less than 15 minutes from the Green Mountain Horse Association, under 2 hours from Manchester–Boston Regional Airport, and just under 2.5 hours from Boston, Massachusetts. Whether envisioned as a private retreat, a legacy estate, or an investment with room to grow, this remarkable property seamlessly blends heritage, scenery, and endless possibility.
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$1,325,000 | $519 per sq.ft. | 4 Beds | 2 Baths | Total Sq. Ft. 2554 | Acres: 26.72 WEST WINDSOR VT
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Description:Farm at Gaelic Crossing is an equestrian property set on 26.72± acres, has dramatic views of Mount Ascutney and, after summer showers, the frequent and magical appearance of rainbows—often even double rainbows—across the wide, open sky. This updated c.1842 New England Cape offers 2,554 square feet of finished living space, including four bedrooms—two conveniently located on the first floor. Wide pine and maple floors run throughout, adding classic farmhouse character. The equestrian amenities are outstanding: a 3,024-square-foot stable with seven spacious stalls, a heated tack room, wash stall, bathroom, and laundry area. The 100' x 200' riding arena features a state-of-the-art, eco-friendly footing made from recycled sneakers, offering outstanding drainage, low dust, and excellent footing. Outdoor facilities also included are a round pen, four grass paddocks, and one dirt paddock. Quiet gravel roads invite walking and riding, with access to the Green Mountain Horse Association trail system. A stream winds along the property's West border, while apple and pear trees provide seasonal bounty. High-speed internet ensures fast connectivity. Ascutney Outdoors, with 40 miles of trails for horseback riding, mountain biking, skiing, and hiking, is nearby, and the popular Brownsville Butcher and Pantry is less than two miles away. (Horses not included)
- New Listing!
$1,325,000 | $729 per sq.ft. | 2 Beds | 2 Baths | Total Sq. Ft. 1817 | Acres: 5.4 WEST WINDSOR VT
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Description:Constructed in 2025, and located in the desirable Rush Meadow region of West Windsor, this impeccably orchestrated Yankee Barn Post and Beam home features superb materials, old world craftsmanship and detailed fit and finish. Custom milled cabinetry and built-ins throughout. The rooms are filled with natural light with stunning bucolic views from every window. The home is centered by a dramatic floating staircase leading to the loft area. Red oak flooring runs throughout. The open concept kitchen is suited with top quality appliances, and a center island with a rich walnut edged yellow birch countertop. The first level Primary ensuite has a dressing room with laundry, and bathroom with a walk in shower and soaking tub. Up the stairs, there's a spacious area for TV Room, or office and a guest bedroom. The walk-out lower basement level is spacious with high ceilings- perfect opportunity for future expansion. The home connects seamlessly to exterior spaces with a stone terrace and a screened porch, both situated to highlight the lovely pastoral views to Mt Ascutney, and beyond. State of the art mechanicals with central AC. Convenient to trail network, all recreation, Woodstock, Hanover NH and Interstate.
- New Listing!
$1,345,000 | $233 per sq.ft. | 7 Beds | 6 Baths | Total Sq. Ft. 5774 | Acres: 5.51 VILLAGE OF BROWNSVILLE IN TOWN OF WEST WINDSOR VT
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Description:Set against sweeping views of Mount Ascutney, this distinctive property offers the kind of Vermont escape buyers rarely find—private, spacious, and designed for gathering. Thoughtfully expanded over time, the home seamlessly blends two living spaces, creating an ideal setting for hosting extended family and friends while still offering comfort and privacy for all. The newer portion of the home is centered around light and connection, with an open-concept living, dining, and kitchen area anchored by a custom stone fireplace and framed by floor-to-ceiling windows that capture the mountain views. Step out onto the sun-drenched deck—perfect for morning coffee, après-ski evenings, or summer entertaining. The primary suite offers a peaceful retreat with its own private deck, ensuite bath, walk-in closet, and dedicated office space. The original wing of the home provides additional room for guests, featuring four bedrooms, kitchen and its own living area, as well as direct access to a second deck overlooking the surrounding landscape—creating a natural separation that makes hosting effortless. Whether used as a single expansive home or configured to offer private guest accommodations, the layout supports a range of lifestyles—from weekend retreats to extended stays. Located in the heart of Brownsville, just moments from the trails and outdoor recreation of Mount Ascutney, this property offers four-season appeal. Enjoy easy access to the charm of nearby Woodstock, as well as skiing at Okemo and Killington, and the cultural and dining destinations of the Upper Valley. A rare opportunity to create a true Vermont getaway—designed for connection, relaxation, and year-round enjoyment.
- Under Contract
$2,150,000 | $416 per sq.ft. | 4 Beds | 4 Baths | Total Sq. Ft. 5173 | Acres: 10.07 WEST WINDSOR VT
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Description:Prominently and privately sited overlooking the desirable Bible Hill region of West Windsor, this exceptional, meticulous Davis Timber Frame contemporary home has a panoramic view of Mt Ascutney, and sweeping views of the New Hampshire hillside and down the CT River Valley. Masterfully crafted with superior fit and finish, the home is anchored by a 36’ cathedral ceiling with floor to ceiling windows, and a commanding fieldstone fireplace. Gourmet chef’s kitchen with excellent quality appliances, custom Alder Wood cabinetry, soapstone counters and hammered copper farm sink. Luxury primary suite on main level with renovated bathroom, and walk in closet. Three additional bedrooms on the second level. The finished walk out lower level featuring a billiards room, media room with pellet stove, a wet bar, steps out to a stone terrace with hot tub, tea room, outdoor shower. Entertain and wow your guests in your very own heated, covered pizza pavilion. The well-appointed post and beam barn has two stalls with direct turn-out and a 3 bay utility garage. Saddle up, or hop on your bike, and ride into the extensive dirt road and trail systems of West Windsor. Easy access to Interstate, Woodstock and Hanover NH. Extensive list of details and features under documents tab. By appointment only-no drive-ups please.
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$3,350,000 | $1,043 per sq.ft. | 5 Beds | 5 Baths | Total Sq. Ft. 3212 | Acres: 98 WEST WINDSOR VT
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Description:Stately hilltop home built by Silas Banister c.1800, recently undergone a complete restoration. Quality materials & craftsmanship throughout. It has gorgeous views of nearby Ascutney Mountain & long-range views of NH. The property consists of 98 acres made up of fields, hard & softwoods, trails, a large sugarbush (potential for a future boiling operation). Conserved by Upper Valley Land Trust, enrolled in Current Use. The main floor offers a new kitchen which boasts a beautiful 11' quartzite island & counters. Dining & Family Room with soapstone woodstove, Living Room with a new Rumford Fireplace with rod iron & glass doors for efficiency. A large Sunroom with slate floor, more than an entry it's a nice transitional space to enjoy, 3 BR/3 BA and a Sitting area on the 2nd floor with a tranquil view of the back fields. 2 additional BRs and a half bath on the 3rd floor. All new wiring, plumbing, new Bosch propane furnace supplies radiant heat, triple pane, Anderson low-E4 windows, sheetrock, DaVinci slate-like rubber roof & cherry floors. Fully insulated, extremely efficient. Custom built trim, wide baseboards, wainscoting & cabinets. 200+ year old pine boards from the house were used to craft bathroom vanities, 3rd floor stairs & beautiful doors. Outdoor amenities include in ground pool, gardens & lovely stone patio. A large-3600 sq ft former dairy barn with new wiring & FHA furnace & oil tank. Now used as a garage, workshop & abundant storage space offers ENDLESS possibilities!
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Data last updated June 9th, 2026
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