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Stockbridge VT Real Estate

In the rolling hills of the “Woodstock-Quechee” region of Windsor County, the quiet town of Stockbridge is located in Vermont. The rural town that includes the village of Gaysville is known for its lush farmland, serving as an oasis for those who settled there to cultivate crops. Today, the quaint town has a peaceful atmosphere and offers scenic beauty throughout all of Vermont’s wonderful seasons. 

Search the latest real estate in Stockbridge, Vermont with Maple Sweet Real Estate. Find the right property for you from a variety of listings. ‚ÄčRegister to save your favorite listings and you can get email notifications when similar properties are posted. Have an account? Log in here.

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2076 South Hill Road Stockbridge VT 05772

Stockbridge, VT2076 South Hill Road

Price$998,000The price has recently decreased

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

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4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.09% last updated on 2021-10-21

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

2076 South Hill Road Stockbridge VT 05772

Stockbridge, VT2076 South Hill Road

Price$998,000The price has recently decreased

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

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4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.09% last updated on 2021-10-21

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

2156 Blackmer Boulevard Stockbridge VT 05772

Stockbridge, VT2156 Blackmer Boulevard

Price$599,000The price has recently decreased

Est. Mortgage: $/month

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

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4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.09% last updated on 2021-10-21

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

303 One Way Road Stockbridge VT 05772

Stockbridge, VT303 One Way Road

Price$519,500The price has recently decreased

Est. Mortgage: $/month

MLS Number 4887961

  • Multifamily
  • Units 2
  • Square Feet 3,464
  • Acreage 1

RARE 2 UNIT SHORT TERM RENTAL INVESTMENT OPPORTUNITY! Hard to find Multi-Family in Stockbridge. Earn while you take your turns! This thoroughly updated 2 unit multifamily residence was custom built in 1979 by Carl Williams and has a HUGE list of upgrades since its sale in 2017 such as; Metal roof with 60 year warranty in 2018, Fully repainted in 2018, All new energy saving light fixtures, All new GE Stainless Kitchen appliances (Range, Fridge, Dishwasher, Microwave) in 2018, All new High capacity/efficiency Washer and Dryer in 2019, All new toilet fixtures in 2019, $15K+ worth of new retaining wall in 2020 and new stair railings in 2020. Some other notable upgraded features include; Smart Home with August Electronic Lock, Google Nest Thermostats (individual on each floor) and Google Security Cameras, a RARE 100Mbps ethernet connection so everyone can work from home and it was Fully furnished (all bedrooms have memory foam mattresses installed in 2018-2019) Already Setup for Airbnb/VRBO, with a full calibrated inventory of linens and supplies, house guides, directions etc.

Listed by Tucker Adirondack Lange of KW Vermont-Killington

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4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.09% last updated on 2021-10-21

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

303 One Way Road Stockbridge VT 05772

Stockbridge, VT303 One Way Road

Price$519,500The price has recently decreased

Est. Mortgage: $/month

MLS Number 4888077

  • Residential Single Family
  • Construction Existing
  • Bedrooms 5
  • Bathroom 3
  • Square Feet 3,464

RARE SHORT TERM RENTAL INVESTMENT OPPORTUNITY! Earn while you take your turns! This thoroughly updated residence was custom built in 1979 by Carl Williams and has a HUGE list of upgrades since its sale in 2017 such as; Metal roof with 60 year warranty in 2018, Fully repainted in 2018, All new energy saving light fixtures, All new GE Stainless Kitchen appliances (Range, Fridge, Dishwasher, Microwave) in 2018, All new High capacity/efficiency Washer and Dryer in 2019, All new toilet fixtures in 2019, $15K+ worth of new retaining wall in 2020 and new stair railings in 2020. Some other notable upgraded features include; Smart Home with August Electronic Lock, Google Nest Thermostats (individual on each floor) and Google Security Cameras, a RARE 100Mbps ethernet connection so everyone can work from home and it was Fully furnished (all bedrooms have memory foam mattresses installed in 2018-2019) Already Setup for Airbnb/VRBO, with a full calibrated inventory of linens and supplies, house guides, directions etc.

Listed by Tucker Adirondack Lange of KW Vermont-Killington

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4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.09% last updated on 2021-10-21

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

677 Tweed River Drive Stockbridge VT 05772

Stockbridge, VT677 Tweed River Drive

Price$389,000The price has recently decreased

Est. Mortgage: $/month

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

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4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.09% last updated on 2021-10-21

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

876 Blackmer Boulevard Stockbridge VT 05772

Stockbridge, VT876 Blackmer Boulevard

Price$299,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4883808

  • Residential Single Family
  • Bathroom 3
  • Construction Existing
  • Bedrooms 4
  • Square Feet 2,112

Quaint farmhouse with mountain views, apple trees, extensive garden area and 21 wooded acres with interesting features. Paved town road, near multiple ski areas. Antique pine floors. Single car garage and lots of storage space. Recently updated septic system.

Listed by Jason Saphire of www.EntryOnly.com

{$office->Name}


4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.09% last updated on 2021-10-21

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

6219 VT Route 107 Stockbridge VT 05722

Stockbridge, VT6219 VT Route 107

Price$239,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4886007

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 1,377

MINUTES TO KILLINGTON! Private 3 bedroom/ 1.5 bath year round retreat with 200 feet of prime river frontage on the beautiful White River to enjoy. Open concept floor plan easy for entertaining. Kitchen with breakfast bar and newer appliances. Spacious living room with wall of windows for loads of light, handsome stone floor to ceiling hearth with efficient gas stove, and door to stone patio direct from the living area. Mudroom with washer and dryer. First floor bedroom and full bath. Upstairs are two more bedrooms and a 1/2 bath. Relax in the summer months to the tranquil sounds of the river throughout the entire property. Great outdoor deck space and stone patio to chill with a drink or a cup of coffee. Large outdoor shed to store all your toys. World class skiing, golf, hiking/ mountain biking trails, and VAST snowmobile trails are minutes away. Get your float or fishing pole ready to come enjoy the private river access from this wonderful retreat. Close access to 1-89 and 30 minutes to Dartmouth/Hanover. Highspeed EC Fiberoptic internet. Never rented but has strong short term rental potential. Ideal vacation investment property or primary residence. Come enjoy the Green Mountains in Vermont!

Listed by Will Spanos of KW Vermont-Killington

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4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.09% last updated on 2021-10-21

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

6123 VT Route 107 Stockbridge VT 05772

Stockbridge, VT6123 VT Route 107, Unit 2

Price$219,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4881027

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

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

{$office->Name}


4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.09% last updated on 2021-10-21

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

68 Timber Hawk Road Stockbridge VT 05772

Stockbridge, VT68 Timber Hawk Road

Price$50,000The price has recently decreased

Est. Mortgage: $/month

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

{$office->Name}


4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.09% last updated on 2021-10-21

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

22 Timber Hawk Road Stockbridge VT 05772

Stockbridge, VT22 Timber Hawk Road

Price$44,900The price has recently decreased

Est. Mortgage: $/month

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

{$office->Name}


4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.09% last updated on 2021-10-21

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

4149 VT Route 107 Stockbridge VT 05772

Stockbridge, VT4149 VT Route 107

Price$44,000The price has recently decreased

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

{$office->Name}


4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.09% last updated on 2021-10-21

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Broker Reciprocity

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 October 28, 2021.

 

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Gorgeous Home, Huge Acreage $1,800,000 Details

 

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