Properties Near 77 Winding Road West Windsor, VT

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.

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.

In need of the perfect ski cabin just 15 minutes from Okemo Mountain? Set on over ten private acres, this home offers the perfect mix of comfort and country charm. The main living room features cathedral ceilings, a propane stove, and access to the deck with a hot tub—ideal for relaxing after a day on the slopes. The kitchen, finished with Vermont soapstone counters and updated appliances, opens to the dining and gathering spaces so everyone can stay connected. With three separate living areas, there’s space for quiet reading, movie nights, or lively après-ski evenings around the woodstove. Upstairs, you’ll find three bedrooms, including a private primary suite. Thoughtful details—live-edge accents, built-ins, and warm wood throughout—give the home character without feeling overdone. Close to VAST trails for snowmobiling and Knapp Pond Recreation Area, great for fishing and kayaking, making this a great spot for every season. Offered furnished, so you can arrive with your gear and start enjoying life in Vermont before the snow falls. Visit the Okemo real estate community today. Taxes are based on the town assessment.

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.

Tucked away on a quiet dirt road, this classic Vermont log cabin offers charm, privacy with 10 beautiful acres to call your own. The home radiates warmth with pine floors and wood fire place in an open kitchen/diner into the living area. Plenty of room for gardens, trails or just a peaceful retreat, this property blends the simple joys of country living with comfort for year-round residence or a seasonal getaway for winter skiing or summer lakes. Natural,Serene and full of possibility. Recent price reduction! MOTIVATED SELLER !!!