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Stockbridge VT Real Estate

Stockbridge, Vermont is a rural community located in the foothills of the Green Mountains in the northwestern portion of Windsor County. Stockbridge is bordered by six towns including Barnard to the east and Shelburne to the south. 

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Browse Stockbridge real estate listings below. Contact Williamson Group Sotheby’s International Realty if you have any questions or if you would like to schedule a showing of a particular property.

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2076 South Hill Road Stockbridge VT 05772

Stockbridge, VT2076 South Hill Road

Price$998,000

Est. Mortgage: $/month

MLS Number 4643341

  • Residential Single Family
  • Construction Existing
  • Bedrooms 1
  • Bathroom 1
  • Square Feet 1,536

151 acres in the heart of the Green Mountains, close to world class ski resorts, historic Woodstock, VT, Middlebury and Dartmouth Colleges and just a few hours drive from Montreal, Boston & NYC, making it a perfect mountain getaway. 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.

Listed by Kyle Kershner of Killington Pico Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.88% last updated on Sep 9, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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2076 South Hill Road Stockbridge VT 05772

Stockbridge, VT2076 South Hill Road

Price$998,000

Est. Mortgage: $/month

MLS Number 4643243

  • Land
  • Acreage 151
  • Area Mountain, Rural
  • Zoning Rural Residential

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.

Listed by Kyle Kershner of Killington Pico Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.88% last updated on Sep 9, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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2156 Blackmer Boulevard Stockbridge VT 05772

MLS Number 4761729

  • Land
  • Acreage 74.4
  • Utilities None
  • Water View
  • Zoning 1 acre residential

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!

Listed by John Wetmore of William Raveis Woodstock

$
$
%
$/month over payments
Federal 30-year interest rate: 2.88% last updated on Sep 9, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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677 Tweed River Drive Stockbridge VT 05772
Active With Contract

MLS Number 4880026

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 1,408

Located in the desirable Highwood community of Stockbridge and Pittsfield, this fantastic contemporary home offers a slate tiled mudroom entry, three bedrooms, two bathrooms an attractively updated kitchen with cherry cabinets, center island with breakfast bar, stainless appliances and soapstone counter surfaces, and an elegant open living area with beautiful hardwood floors, pine vaulted ceilings and a stunning, two-story hand-crafted granite fireplace. You'll love the open feeling and well-designed floor plan that flows easily from room to room. The main level bedroom features an updated attached bathroom with soapstone vanity, mosaic tile flooring and a glass enclosed shower and is also accessible from the common living space, while the two upper level bedrooms share a central Jack and Jill bathroom, complete with a double-width, jetted tub. The walkout basement is fully insulated, pre-plumbed for another bathroom, pre-fitted for a woodstove and essentially ready to be finished as a generous family room and potentially, a separate office and laundry room. With the Pittsfield mountain bike trails just one minute away, you can find all types of outdoor adventure right from your doorstep. You won't want to miss this solid, well-maintained home with outstanding expansion potential, so please call today and schedule a showing.

Listed by Kyle Kershner of Killington Pico Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.88% last updated on Sep 9, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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12 Lilliesville Road Stockbridge VT 05772

Stockbridge, VT12 Lilliesville Road

Price$269,900

Est. Mortgage: $/month

Active With Contract

MLS Number 4878806

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 1,548

This three bedroom two bath country Cape home features a fully insulated spacious mudroom entrance with a cozy woodstove directly adjacent to the dining/kitchen area featuring a new built-in dinette and a kitchen island. New flooring throughout the main level, convenient main floor bedroom, and a full bath. There are two spacious bedrooms upstairs with a large walk-in closet, a full basement with another opportunity for wood or pellet stove hook up, and a lovely private patio off the back flowing into the yard. Walk down the driveway to gain access to Vermont State Lands along the White River and take a swim. Midway between Killington, I-89, with excellent access to the Upper Valley and Woodstock and the Route 100 Green Mountain Corridor.

Listed by Eric Johnston of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.88% last updated on Sep 9, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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226 One Way Road Stockbridge VT 05772

Stockbridge, VT226 One Way Road

Price$269,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4879268

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 1,216

This classic Hawk contemporary, designed by Robert Carl Williams, incorporates many of the signature design features that define his aesthetic, including an open living room with a striking fieldstone fireplace, wide pine floors, natural woodwork, solid six-panel interior doors, rugged pine exterior doors and an abundance of windows and sliders that bring the outdoors in, so you feel like you're living in the forest canopy. In the tradition of the European chalet, the kitchen and main living area are on the upper level, along with a combination bathroom/laundry room, while the lower level is comprised of three bedrooms, including a signature Hawk bunk room with built-in beds and another full bathroom. The handsome fieldstone fireplace hosts a rustic glass-faced woodstove, offering wonderful ambiance and providing enough heat to warm the whole living space on frosty winter evenings. A fabulous, full-width private deck off the back of the home is the perfect place to relax with a cup of coffee in the morning or to dine outdoors in summer. This lovely mountain home is one of the few properties in Timberhawk that is walking distance to the White River, where you can fly fish, swim or gently float along on a river tube, making it as desirable in summer as in winter. Not many homes in this price range check all these boxes, so please call today so you don't miss this opportunity.

Listed by Kyle Kershner of Killington Pico Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.88% last updated on Sep 9, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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6123 VT Route 107 Stockbridge VT 05772

MLS Number 4881027

  • Condo
  • New Contruction Existing
  • Complex Snowgoose
  • Year Built 1976
  • Construction Wood Frame

SNOWGOOSE #2 is located a short drive to Killington and minutes from I-89. Situated on the White River, this 6 unit Condex has it all; volleyball court, basketball court, firepit and easy river access. Come relax after a day of work , skiing, hiking, mountain biking or exploring all that the region has to offer. The condo has an open middle level floorplan complete with a woodstove and plenty of natural light. Upstairs is a spacious loft and downstairs there are 2 bedrooms and 2 bathrooms with an additional entrance. There is also a spacious deck to barbeque or watch the sunset. A rare find!

Listed by Michelle Lord of Ski Country Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.88% last updated on Sep 9, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

469 South Hill Road Stockbridge VT 05772

Stockbridge, VT469 South Hill Road

Price$189,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4862520

  • Residential Single Family
  • Construction Existing
  • Bedrooms 2
  • Bathroom 2
  • Square Feet 1,080

If you've been searching for a move-in ready home that won't break the bank, you'll want to see this adorable two-bedroom residence near the Tweed River and VAST snowmobile trails. Situated on a one-acre wooded lot on a quiet rural road, this lovely home features one-level living and an easy floor plan, including a spacious living room with vaulted ceilings and a stone-faced fireplace with wood pellet stove insert to take off the chill in winter, a well-designed kitchen with breakfast bar, adjacent dining area, a master bedroom suite with 3/4 bathroom, a guest bedroom and a full guest bathroom. The covered front porch is the perfect place to relax any time of year. The property is permitted for three bedrooms, should you wish to expand in the future and also features a detached one-car garage, and an outdoor "walk-in closet" storage shed to keep your seasonal belongings safe and dry. This turn-key property is offered fully furnished and equipped, including appliances, furniture and electronics. It doesn't get more convenient than this, so call today and schedule a showing.

Listed by Kyle Kershner of Killington Pico Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.88% last updated on Sep 9, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

68 Timber Hawk Road Stockbridge VT 05772

MLS Number 4860233

  • Land
  • Acreage 1.6
  • Utilities Telephone Available
  • Zoning Residential

Fabulous secluded parcel of land with terrific winter mountain views. The gradual sloping driveway makes this an even better find! Plan to build your escape home just minutes away from Killington Ski Resort. Easy access to I-89 and Route 100N.

Listed by Michelle Lord of Ski Country Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.88% last updated on Sep 9, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

22 Timber Hawk Road Stockbridge VT 05772

MLS Number 4793107

  • Land
  • Acreage 1.2
  • Utilities Other
  • Zoning None

Beautiful Location at Timberhawk. Build your dream home or second home here. Minutes to river access, minutes to Killington and/ or Pico World Class Resorts.

Listed by Tucker Adirondack Lange of KW Vermont-Killington

$
$
%
$/month over payments
Federal 30-year interest rate: 2.88% last updated on Sep 9, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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4149 VT Route 107 Stockbridge VT 05772

Stockbridge, VT4149 VT Route 107

Price$44,000

Est. Mortgage: $/month

MLS Number 4824297

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 1
  • Square Feet 1,200

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.

Listed by Jessica Posch of Killington Pico Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.88% last updated on Sep 9, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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Lot 1-25 Madison Brook Lane Stockbridge VT 05772

MLS Number 4855533

  • Land
  • Acreage 1.87
  • Zoning Residential

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.

Listed by Kyle Kershner of Killington Pico Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.88% last updated on Sep 9, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

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Copyright 2021 New England Real Estate Network, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate for sale on this web site comes in part from the IDX Program of NEREN. The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated September 16, 2021.