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19 Homes For Sale in Stockbridge, VT

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$298,000Est. Payment
4 Beds | 3 Baths | 1,712 Sqft

125 One Way Road, Stockbridge, VT 05772

House For Sale

Located in the Timber Hawk community in Stockbridge, Vermont, this striking and distinctive home was designed by renowned Vermont Architect Robert Carl Williams as a natural, organic extension of its stunning Green Mountain environment. Surrounded by wooded hillsides, the property is the perfect place to enjoy Vermonts four seasons of natural wonder. Ideal central Vermont location for skiing, only 20 minutes from Killington and 45 minutes from Sugarbush. Inside, a bright and spacious open floor plan offers plenty of space for relaxing or entertaining. With four bedrooms and two-and-a-half baths, theres ample room for friends and family to enjoy this relaxing spot. Floor to ceiling windows throughout the home bring natural light and Vermonts beauty inside. A bonus private loft space could be used for a remote office as the house has high speed fiber internet. Convenient amenities include a laundry room and a large mudroom/entryway for storing skis, snowboards and other outdoor gear. Outside, youll find a hot tub on the back deck and a wood shed to keep firewood dry and a fire stoked in the cozy living room wood stove. The White River is within walking distance so can enjoy Timber Hawk's private recreation area, with 2 tennis courts and a swimming area. The house also has demonstrated strong rental income.

$399,000Est. Payment
3 Beds | 3 Baths | 2,756 Sqft

853 South Hill Road, Pittsfield, VT 05772

House For Sale

If a log cabin in the heart of the Green Mountains is your idea of the good life, you can start living it now. This classic log cabin on 11 wooded acres, located just a few miles north of Killington, has all the features you'd expect, including soaring cathedral ceilings with exposed log posts and beams, a handsome fieldstone fireplace to enhance the apres-ski ambiance, an inviting open floor plan and kitchen with center island - ideal for entertaining, a private master bedroom suite with loft overlooking the great room, three bedrooms, three bathrooms, a full basement with an expansive family room, a cozy woodstove to cut the chill on those cold Vermont winter evenings, a covered porch and a sunny south-facing deck. This magnificent home has been lovingly cared for by the original owner for over 30 years and is offered fully furnished and equipped, ready for ski season. An ideal vacation getaway, but with high speed fiber optic internet onsite, you can stay connected to the rest of the world in real time and stake your claim in the new work-from-home economy. Please call today for more details about this unique and special property.

$49,000Est. Payment
4 Beds | 1 Bath | 1,200 Sqft

4149 Vt Route 107 Route, Stockbridge, VT 05772

House For Sale

Four bedroom antique farmhouse overlooking the White River. This old house has nice lines and several classic Greek revival features like cornice returns and turned porch posts. Some rooms have new sheetrock, but this home needs extensive rehabilitation to bring it back to life. No kitchen appliances, no bathroom fixtures; electric not in service; condition of water supply and septic unknown; old oil boiler with steam radiators, condition unknown. Traditional and vintage interior features include Shaker style doors, wide trim, and painted wide pine floors. If you're looking for a project and like the idea of bringing new life to an old vintage home, this is a great opportunity. Short walk to a fabulous swimming hole.

$589,900Est. Payment
4 Beds | 5 Baths | 4,875 Sqft

639 Tweed River Drive, Stockbridge, VT 05772

House For Sale

Snowmobile, hike or bike out your door from this fabulous custom built post and beam mountain chalet! Located in the Highwood community which is minutes to Killington! This absolute gem features a large wrap around covered porch, gorgeous exposed beams from old New England barns, hand-scraped style floors, wonderful open concept floor plan on main living level, a superb chef's kitchen with Vermont Verde granite counters/slate floor/stainless appliances, beautiful living room with stone fireplace and handsome log mantel, luxurious master suite with large walk-in rain shower, and awesome third level tree house loft bedroom the kids will just love! The lower walk out level makes this sweet retreat complete with large recreation room with fieldstone fireplace, second kitchen, and bathroom with sauna and jetted tub! You must see this home today to fully appreciate all it offers! Perfect investment for a short term Airbnb rental!

$229,000Est. Payment
2 Beds | 2 Baths | 1,123 Sqft

2243 Gilke Road, Stockbridge, VT 05772

House For Sale

This adorable cottage on 10 acres offers the ultimate in privacy and seclusion, but is located close to Killington and Pico ski resorts, historic Woodstock, VT and just a few hours drive from Montreal, Boston or NYC, making it a perfect vacation getaway or primary residence for the new work-from-home economy. From the moment you enter the tiled mudroom with beadboard wainscoting and split Dutch door, you experience the charm of this enchanting property. The open living area features exposed hand-hewn beams, wide pine plank flooring, custom woodwork and a handsome soapstone woodstove for an authentic cabin experience. The updated kitchen features Shaker cabinets, elegant Vermont Verde granite countertops, newer appliances and modern lighting. Just off the main living area, the cozy media room offers cathedral ceilings with exposed beams and multiple windows for an abundance of natural light. The upper level boasts a fabulous open master bedroom suite, complete with cathedral ceilings, exposed beams, creative fenestration, and a newly renovated bathroom with an eclectic blend of traditional and contemporary components that add to the charm of this wonderful home. Outside, there is plenty of open, sunny space for gardening and other outdoor activities, but the signature feature is the rooftop deck with stunning long range mountain views. If you're looking for a home where you can get away from it all, yet remain connected to the real world, call us today!

$475,000Est. Payment
4 Beds | 2 Baths | 2,663 Sqft

1036 Blackmer Boulevard, Stockbridge, VT 05772

House For Sale

Blackmer Farm dates back before the Civil War. Four generations of Blackmers resided in the home before selling to the Batten family. The house was renovated, reconfigured and expanded to accommodate the new owners. On the main level is the kitchen, dining, bathroom, bedroom and living room. The living room has a large fieldstone fireplace which was erected from the stone walls found on the property. Upstairs are 3 additional bedrooms plus a sitting room with a brick fireplace and full bathroom. The front of the house offers a screen porch with views of the pond and the back deck is great for viewing wildlife. A large storage room and pantry is located off the kitchen. This rustic farmhouse has charm and character throughout. Across the road is a dairy barn from years past overlooking rolling fields, tennis court and a 3 acre swimming pond. The barn is in rough condition and not sure if it's salvageable. There is an old logging trail which meanders down to the White River for fishing or tubing. Over the years, the property has transformed into a family retreat for enjoyment of all the outdoor activities Vermont has to offer. This property offers plenty of opportunities for everyone. If skiing or golfing is more your style, there's ample to choose from within 30-45 minutes.

$219,000Est. Payment
2 Beds | 3 Baths | 2,241 Sqft

810 Blackmer Boulevard, Stockbridge, VT 05772

House For Sale

This traditional ranch style home built in 1958 by the namesake for Blackmer Boulevard, has undergone several renovations over the years, adding a generous master bedroom suite, a spacious dining and family room, a mudroom entry and a two-car attached garage with a sunny studio/office and 3/4 bathroom above. The full basement below the main house could be finished for additional living space. Sited on a sunny, south-facing lot on a quiet country road, this home is close to Killington, Pico and Rutland and just a short drive to I-89 for easy access to the Upper Valley for shopping or commuting to work. While it could benefit from some updates, this is a solid little house with good bones and would make a great place to call home.

$29,000Est. Payment
2.2 Acres

Lot 10088 Old Log Road, Stockbridge, VT 05772

Lots Land For Sale

Gently sloping land with nice sunny, southern exposure - an ideal setting for off-grid living or supplemental solar power; adjacent properties have electric. This 2.2-acre lot is benefited by a State of Vermont WW permit allowing for four bedrooms, so you can build anything from a small camp to a stately mountain home. Located in the Heart of the Green Mountains, close to world-class skiiing at Killington and Pico and just a short drive to scenic Woodstock, VT. Whatever your outdoor passion, skiing, snowmobiling, mountain biking, hiking, snowshoeing, cross-country skiing, fishing or hunting, it's all at your dooryard.

$295,000Est. Payment
3 Beds | 2 Baths | 1,024 Sqft

596 Timber Hawk Road, Stockbridge, VT 05772

House For Sale

This modern wood 3 bedroom home sits nestled in the trees and steps down the mountain. The huge stone fireplace is the focal point of the open floor plan. With its comfy seating arrangement, this is the perfect place for relaxing by the fire. Sliding glass doors off the living area lead to the deck and the view of the surrounding mountains. The main bedroom has sliding doors to a covered deck. There are two bathrooms, one with a tub/shower combo. The hot tub is just the thing for soothing those sore muscles after the days adventures in the mountains, and the deck is perfect for sipping that morning coffee while looking out over the mountains. In the summer, you can head to the private river frontage at the bottom of the road, along with the tennis courts. Fish, kayak, swim, bike, or sunbathe - spend the entire day at the river or at the nearby Killington Resort. House is fully furnished with good rental history and ready to continue rentals.

$35,000Est. Payment
10.2 Acres

Lot 2 New Boston Road, Stockbridge, VT 05772

Lots Land For Sale

This 10-acre parcel of wooded land is ideal for a seasonal camp or an off-grid mountain home. A feasibility study was recently conducted by Hogg Hill Design, indicating the soils could support a 3BR on-site septic system. A lovely year-round stream, Cold Brook, runs through the property and feeds a community pond for which this property has a deeded 1/7 interest. The property is just minutes away from the historic Rochester village, a short drive to Middlebury College for cultural events and midway between Killington and Sugarbush ski resorts for world class skiing and riding.

$190,000
$998,000Est. Payment
151 Acres

2076 South Hill Road, Stockbridge, VT 05772

Lots Land For Sale

Just 1.3 miles from the Killington town line, is South Hill, a 151-acre estate in the heart of the Green Mountains, close to historic Woodstock, Middlebury and Dartmouth Colleges and just a few hours drive from Montreal, Boston & NYC. This extraordinary property provides astonishing views from the proposed homesite - Mount Washington to the east, Camel's Hump to the north, Killington and Pico to the south and Sable Mountain to the west. A four-bedroom septic system is in place and the property features several existing structures, including a 30 x 60 garage and workshop with generous living quarters above, which could be enjoyed while building the main residence, then serve as a guest cottage or as caretaker's housing. The executive studio features vaulted ceilings, beautiful wide pine plank flooring, an open living area where you can relax by the woodstove, take in a movie or work from your mobile office. The gourmet kitchen offers granite countertops, stainless appliances, JennAire gas range and a wonderful deck to enjoy morning coffee or outdoor dining. Power is provided through a 24-panel solar array with battery storage and back-up generator; an insulated slab and R-50 walls and ceilings keep heating costs to a minimum. The land features numerous trails, direct VAST trail access and a complete forestry plan. There are few opportunities to own a legacy property of this caliber where you can design and build an estate that will endure for generations. Appointments only.

$445,000Est. Payment
1 Bed | 1 Bath | 1,656 Sqft

25 Fletcher Brook Road, Stockbridge, VT 05772

House For Sale

Private Mountain setting on 178+ acres includes a 36x24 barn, fields, woods, trails, and a spring fed pond. The main floor of the barn is currently being used as a work shop but can be converted for additional living space. Upstairs is a 720 sq. ft. apartment for easy living and a good home base to enjoy the property, or live in the apt while building your dream home. The barn is set up with a propane generator, and solar panels for power and the septic and well are in place. Plenty of trails throughout with long range views at the height of the property. Perfect for a private retreat, family compound, hunting, timber, or recreation. Plenty for everyone, come and bring you imagination. The property is located on a class 4 road.

$17,500Est. Payment
2.4 Acres

Lot J6 & J10 Westwind Road, Stockbridge, VT 05772

Lots Land For Sale

2.4 acre double lot with frontage on both sides of the road. 3-bedroom state septic permit with in-ground septic design. Power is located along the road. A babbling brook and wooded hillside make this an ideal spot for a peaceful residence. Parcel is located within Timberhawk development. Close to skiing and convenient to the interstate makes an ideal second home location. Buy a piece of Vermont now and build later. Lots of year round recreation including tubing along the river, mountain biking, hunting, snowmobiling, fishing, hiking, skiing, snowshoeing, golf, and more.

$599,000Est. Payment
74.4 Acres

2156 Blackmer Boulevard, Stockbridge, VT 05772

Lots Land For Sale

This 74 acre parcel has everything! The extensive open land component benefits from a southern exposure and excellent access off a quiet paved road. Established trails climbing through acre after acre of woodlands present the opportunity for hunting, recreation, or forest management. A landmark hilltop is within the property! Uniquely complementing the open pasture and extensive woodlands is 1500 feet of frontage on the White River! This private water frontage has a history of providing excellent fishing and the sandy shore invites welcome cooling off, in the water, on a hot summer day. With Town of Stockbridge 1 acre zoning, the development potential is readily apparent!

$24,900Est. Payment
2.6 Acres

Lot 3 Mount Hunger Road, Stockbridge, VT 05032

Lots Land For Sale

2.6 acres with scenic views of Vulture Mountain. This land is benefited by a 4BR State of Vermont septic permit and is located near the end of a town-maintained road, amidst very attractive neighboring properties. Centrally located, a short drive to I-89 and just minutes from Killington and Pico ski resorts. This is an exceptional value - price is firm.

$30,000Est. Payment
1.58 Acres

Lot 126 Madison Brook Lane Lot 126, Stockbridge, VT 05772

Lots Land For Sale

Attractive building lot in the desirable Highwood community. This lot offers long range views and includes sewer rights in the Our World/Highwood community sewer system, sufficient for a three-bedroom residence. Architectural review and protective covenants ensure that the quality of life in this small community is always preserved. Adjacent to the Green Mountain Trail network for mountain biking, snowshoeing, hiking and more. Just one mile to the VAST trails for snowmobiling and a short drive to Killington and Pico ski resorts, for world class skiing and riding.

$30,000Est. Payment
1.87 Acres

Lot 125 Madison Brook Lane Lot 125, Stockbridge, VT 05772

Lots Land For Sale

Build your dream home on this elevated building lot in the desirable Highwood community. This lot offers pleasant views and includes sewer rights in the Our World/Highwood community sewer system, sufficient for a three-bedroom residence. Architectural review and covenants apply. A well-priced, attractive lot, adjacent to the Green Mountain Trail network for mountain biking, snowshoeing, hiking and more. Just one mile to the VAST trails for snowmobiling and a short drive to Killington and Pico ski resorts, for world class skiing and riding.

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