West Windsor Vermont MLS Listings Homes For Sale

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WEST WINDSOR VT Lake House for sale $$95,000 | $132 per sq.ft.

$95,000 | $132 per sq.ft. WEST WINDSOR VT LAKE HOUSE FOR SALE
Price Change! reduced by $33,200 down 35% on April 6th 2026

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.


WEST WINDSOR VT Home for sale $$279,900

$279,900 WEST WINDSOR VT HOME FOR SALE

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 your horse, bike or sled 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 & 20 images.


WEST WINDSOR VT Home for sale $$309,000 | $194 per sq.ft.

$309,000 | $194 per sq.ft. WEST WINDSOR VT HOME FOR SALE

70 Mountains Edge Road 3 Beds | 3 Baths |   Total Sq. Ft. 1594  |  Acres: 17

Tucked away from the other buildings, this unique three-bedroom, three-bath condominium offers a peaceful setting with wooded views from all three private balconies. Thoughtfully remodeled, the home features newer hardwood flooring, updated carpeting, and tastefully renovated bathrooms. The open-concept main level includes a comfortable kitchen with a breakfast bar, a dedicated dining area, and an inviting living room with a wood-burning fireplace and access to a balcony, perfect for relaxing or entertaining. This level also offers a full bath, in-unit laundry, and a bright, airy bedroom with its own private balcony. Upstairs, you'll find two spacious bedrooms, each with en-suite baths, along with an additional balcony that enhances the home's connection to its natural surroundings. Whether you're looking for a year-round residence or a weekend retreat, this property offers the perfect opportunity to enjoy nearby amenities in every season. See MLS Property & Listing Details & 26 images.


Under Contract WEST WINDSOR VT Home for sale $$325,000 | $203 per sq.ft.

$325,000 | $203 per sq.ft. WEST WINDSOR VT HOME FOR SALE

290 Village Lane 2 Beds | 2 Baths |   Total Sq. Ft. 1604  |  Acres: 1

Privately sited at the end of a quiet dead end road on beautiful Mt. Ascutney, this cozy 2 BR, 2 BA Chalet style home is an ideal-low maintenance vacation home, or an efficient starter. LR/DR with cathedral ceiling anchored by a sweeping fieldstone fireplace, with woodstove insert; and a spiral staircase leading to a loft-perfect for your home office. Kitchen with built ins, and updated appliances. A 3/4 BA further completes the main level. Two bedrooms, full bath and laundry on walk out lower level. Miles of trails for hiking and biking just outside your door, and a short stroll to the year round recreation and festivities at Ascutney Outdoors. This sweet Chalet is a great opportunity! Most furnishings available, with a few exceptions. Off peak electric radiators provide heat. Subject to standard ROFR. See MLS Property & Listing Details & 15 images.


VILLAGE OF BROWNSVILLE IN TOWN OF WEST WINDSOR VT Home for sale $$474,800 | $321 per sq.ft.

$474,800 | $321 per sq.ft. VILLAGE OF BROWNSVILLE IN TOWN OF WEST WINDSOR VT HOME FOR SALE

586 Ski Tow Road 3 Beds | 2 Baths |   Total Sq. Ft. 1480  |  Acres: 1.53

Adorable partially furnished 3 bedroom, 2 bath home on landscaped 1.53 acres corner lot in the heart of Ascutney Mt Resort! Many upgrades including Bosch High Efficiency Propane Boiler, Mitsubishi heat pump/AC, Rinnai on demand hot water heater, new well tank & centrifuge filtration system, new fireplace & chimney with Woodstock soapstone woodstove flanked by custom cabinets on each side. Decks, extensive perennial gardens, pond, vegetable garden area & fruit trees. Outbuildings for various storage needs. Automatic/timed lighting on granite posts line the driveway. Be part of the action at Ascutney Outdoors; walk to hiking & mountain biking, skiing & tubing just outside your door! Ascutney Mountain has protective covenants including rights of 1st refusal. See MLS Property & Listing Details & 24 images.


WEST WINDSOR VT Home for sale $$499,000 | $160 per sq.ft.

$499,000 | $160 per sq.ft. WEST WINDSOR VT HOME FOR SALE New Listing!

115 Horseshoe Drive 5 Beds | 3 Baths |   Total Sq. Ft. 3120  |  Acres: 2.2

Tucked away at the end of a quiet dirt road, this well-maintained and inviting home offers the perfect blend of privacy and comfort. Set on a secluded lot, the property provides ample space to relax and unwind, featuring two bright and versatile four-season porches ideal for enjoying the surrounding natural beauty year-round. Inside, a spacious living room serves as the heart of the home, highlighted by a stunning stone fireplace and expansive windows that frame picturesque views of a serene, spring-fed pond. The layout is designed for both everyday living and entertaining, with plenty of room to spread out. A standout feature is the bonus basement in-law apartment, complete with its own private entrance--perfect for extended family, guests, or potential rental income. The property directly abuts conservation land, ensuring lasting privacy and access to unspoiled nature, while nearby recreational trails offer endless opportunities for outdoor adventure. This is a rare opportunity to own a peaceful retreat without sacrificing convenience. Close to the Vast Trail. New 5 bedroom septic in 2018. Live upstairs and allow the tenants to pay your taxes. See MLS Property & Listing Details & 42 images.


WEST WINDSOR VT Home for sale $$599,000 | $187 per sq.ft.

$599,000 | $187 per sq.ft. WEST WINDSOR VT HOME FOR SALE New Listing!

84 Old Barn Lane 4 Beds | 3 Baths |   Total Sq. Ft. 3200  |  Acres: 3.2

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. 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! See MLS Property & Listing Details & 35 images.


WEST WINDSOR VT Home for sale $$849,900 | $251 per sq.ft.

$849,900 | $251 per sq.ft. WEST WINDSOR VT HOME FOR SALE

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 & 44 images. Includes a Virtual Tour


WEST WINDSOR VT Home for sale $$875,000 | $481 per sq.ft.

$875,000 | $481 per sq.ft. WEST WINDSOR VT HOME FOR SALE New Listing!

860 Yale Heights Road 2 Beds | 2 Baths |   Total Sq. Ft. 1820  |  Acres: 10.26

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. See MLS Property & Listing Details & 42 images. Includes a Virtual Tour


VILLAGE OF BROWNSVILLE IN TOWN OF WEST WINDSOR VT Home for sale $$930,000 | $395 per sq.ft.

$930,000 | $395 per sq.ft. VILLAGE OF BROWNSVILLE IN TOWN OF WEST WINDSOR VT HOME FOR SALE

567 Churchill Road 4 Beds | 3 Baths |   Total Sq. Ft. 2352  |  Acres: 80

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. See MLS Property & Listing Details & 59 images. Includes a Virtual Tour


WEST WINDSOR VT Home for sale $$1,325,000 | $519 per sq.ft.

$1,325,000 | $519 per sq.ft. WEST WINDSOR VT HOME FOR SALE New Listing!

325 Cemetery Road 4 Beds | 2 Baths |   Total Sq. Ft. 2554  |  Acres: 26.72

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) See MLS Property & Listing Details & 46 images. Includes a Virtual Tour


WEST WINDSOR VT Home for sale $$2,150,000 | $416 per sq.ft.

$2,150,000 | $416 per sq.ft. WEST WINDSOR VT HOME FOR SALE New Listing!

1779 Bible Hill Road 4 Beds | 4 Baths |   Total Sq. Ft. 5173  |  Acres: 10.07

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. See MLS Property & Listing Details & 60 images. Includes a Virtual Tour


WEST WINDSOR VT Home for sale $$3,350,000 | $1,043 per sq.ft.

$3,350,000 | $1,043 per sq.ft. WEST WINDSOR VT HOME FOR SALE

166 Jewett Road 5 Beds | 5 Baths |   Total Sq. Ft. 3212  |  Acres: 98

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! See MLS Property & Listing Details & 60 images.


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