Properties Near 789 Hammond Hill Road West Windsor, VT

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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.
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.
Enjoy privacy and lovely views from this well executed contemporary home overlooking copious gardens and mature plantings to a spectacular pond with an arched footbridge (spotlights highlight the bridge after dark) to access your own little island. Beautiful updates throughout the home include new maintenance-free manufactured cedar-tone shingles on the entire house and workshop shed. The kitchen features custom oak cabinetry, granite counters and updated appliances. The living room has sweeping cathedral ceilings, hardwood walls, oversized windows, and a wood burning fireplace. There is a primary Bedroom ensuite, and a guest powder room off of the foyer mudroom complete with slate floors. Step out to a private iron balcony with Trex decking and spiral stairway accessing a stone terrace below complete with fire pit, water feature and screened gazebo. Upper level has a spacious loft area, and a second bedroom. The walk out lower level includes a third bedroom, studio/rec room (could accommodate overflow guests) and laundry, plus a wine or root cellar. Oversized two car garage with plenty of storage above. Located just minutes from I 91. Easy access to Upper Valley, DHMC, Woodstock, skiing and all recreation.
“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
Adorable & Turn-key 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! All appliances except portable a/c units & 2 freezers, will convey with sale.
c.1835 Village Cape in Historic Felchville. This charming 3-bedroom, 2-bath homestead blends timeless character with modern updates on 3.37 acres of beautifully landscaped, fenced yard. Wide pine floors, original plaster walls, and abundant natural light highlight the home’s warmth. The sunroom with Vermont slate floors opens to a cozy great room with radiant-heated pine floors, perfect for relaxing after a day outdoors. A custom mudroom with built-ins and heated tile floors adds function and style. Upstairs offers three bedrooms plus an office or walk-in closet. The level yard features mature fruit trees, raised beds, and plenty of space for children, pets, and gardens. A detached heated garage/workshop and an additional shed, once a two-stall horse barn, offer potential for equestrian use, hobby farming, or creative projects. There is even a whole-house generator for occasional power outages. Close to the Green Mountain Horse Association in South Woodstock for year-round equestrian events and trails, and walkable to village gatherings. Just a short drive to skiing, hiking, and the arts and dining of Woodstock and Ludlow. A quintessential Vermont property for a serene second home, family retreat, or working homestead.

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