West Windsor Vermont Real Estate

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.

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!

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.

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.

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.

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".

“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.

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

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.

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.

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.

Located in the desirable Bible Hill neighborhood of West Windsor, this lovely cape style home is has everything you'll need to accommodate full or part time living. Privately nestled back from the road directly abutting conservation land, and a wonderful hiking/ snowmobiling trail system. The home has a generous living room anchored by a woodburning fireplace, which connects to the dining room with bay window, and well appointed eat-in kitchen with plenty of counterspace. Four-season sunroom to relax and observe the wildlife and nature just outside your door. First floor bedroom with bathroom. Access the attached two car garage through the mud/laundry room. Two additional bedrooms and bath upstairs, plus a huge bonus space over the garage for additional guest accommodation, bunk room, or office/studio. The partially finished walk out basement has a billiards/rec room perfect for a den or media room. Easy access to all recreation, I-91, Woodstock, Hanover, DHMC.

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.

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.

This hidden gem is one of the best kept secrets in West Windsor. Sited at the end of a private road with rolling green lawns, and a tree top view of Mount Ascutney, this lovingly stewarded home was impeccably constructed and orchestrated with flowing wide open, bright spaces. The perfect home for full or part time living, and entertaining. The living room is anchored by a painted brick Rumford fireplace, and a bank of windows overlooking gardens and lawns. The open concept dining/kitchen area with a woodstove steps out to a spacious deck. There is an attached two car garage entering a mudroom with a sunroom looking across perennial beds to the swimming pond and cabana. There is a study off the foyer which could easily transition into a first floor accommodation for guests. Primary ensuite and three more bedrooms on the second floor, along with a spacious studio/playroom over the garage. The partially finished basement is perfect for a billiards room, play room or bunkroom. The possibilities are endless with a spacious free standing, heated studio building ready to accommodate your hobby, or a great bunk house. There is a separate barn/garden shed for tools and equipment. Easy access to hiking, cycling trails, skiing and all recreation.

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) Showings begin May 9

Nestled in the tranquil hills of West Windsor, Vermont, Rock Haven Estate is a remarkable 33.49-acre country sanctuary offering three separate luxury homes, set along a private drive & surrounded by nature’s beauty. Whether you're looking for a full-time residence with income-generating opportunities or a private family compound, Rock Haven Estate is a rare find! The Rock House - Hilltop Elegance with Breathtaking Views perched atop a gentle rise, is a quarter mile from the stone-walled entrance. The main residence boasts sweeping views of Mt. Ascutney and the surrounding countryside. Inside, the dramatic cathedral-ceilinged great room features a floor-to-ceiling stone fireplace and a wall of south-facing windows, filling the space with natural light and opening onto a serene patio. The Carriage House - A High-End Hideaway with Unique Amenities, from the Gourmet kitchen to the extraordinary climate-controlled dog sanctuary. Meticulously rebuilt with upscale finishes and thoughtful details throughout. The Sugar House - A Cozy Cottage Retreat Tucked away in its own private setting off the main drive. A charming one-bedroom cottage with an open-concept layout, high ceilings, and sliding barn doors. Scenic Ponds, an extensive trail system through forested and landscaped terrain, Stone walls, fire pit seating areas and three luxurious homes all centrally located in Central VT near DHMC, the most desired ski areas and just 15 mins to Woodstock. Contact agent for additional info.

Unique Two-Home Property with Stunning Mountain Views. Discover this exceptional property featuring two connected homes, seamlessly blending contemporary design with functionality. Originally built in 1975 and expanded in 2000, this unique residence offers a total of 7 bedrooms, perfect for multi-generational living or as a rental opportunity. The newer side of the home showcases beautiful hardwood floors, an expansive open floor plan, and a large primary suite complete with an ensuite bath, walk-in closet, office and a private deck. The spacious kitchen, dining, and living area boasts a custom stone fireplace, floor-to-ceiling windows, and sliders that lead to a renovated sun drenched deck with breathtaking views of Ascutney Mountain. The original section of the home includes 4 bedrooms, another open living space, and access to an additional deck with serene views. Both sections can function independently, offering the flexibility of a secondary guest house, in-law living or rental possibilities. Located in the heart of Brownsville, this home is just a short distance from Ascutney Mountain, the popular Brownsville Butcher and Pantry and a short drive from I-91 and the Upper Valley, with convenient access to top Vermont attractions, including the historic and charming town of Woodstock only 30 minutes away, Okemo Mtn, Hanover, Lebanon NH 30 minutes away. 45 minutes to Killington and Lake Sunapee.. This property is nicely situated for a year round retreat.

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' quartz 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!