Stockbridge

Explore the latest real estate for sale in Stockbridge, Vermont. If you have any questions or if you'd like to see any of these properties in person, call 802-793-2002 or contact us online.

Create a free account to save your favorite Vermont real estate listings and get notified when similar properties become available.

2067 Music Mountain Road Stockbridge VT 05772

MLS Number 5029499

  • Residential Single Family
  • County Windsor
  • Property Type Single Family
  • Bedrooms 2
  • Bathroom 2

Nestled on 15.75 acres of serene Vermont countryside, this home offers a harmonious blend of rustic charm and modern comfort. Its begins inside with a comfortable interior and expanse of windows where you will enjoy the panoramic view of the countryside. This Arts and Crafts house by design, encompasses over 1,900 square feet and features 2 bedrooms and 2 bathrooms. The spacious interior boasts a cozy living area with a fireplace, perfect for unwinding after a day of outdoor adventures. The well-designed kitchen is equipped with a Viking range, butcher block island, marble countertops, and new fridge. The dining area features a stained-glass window and built in display shelves and opens up to a wraparound deck. The focal point of the living room is a stunning raised hearth stone fireplace, complimented by pine flooring and built-in cupboards. A hand-crafted chandelier completes the perfect setting. A spacious primary bedroom has a walk-in closet, master bath, deck and outside shower. The home also includes a partially finished basement, providing additional space for storage or recreation. Outside, the expansive lot offers ample opportunities for gardening, hiking, or simply enjoying the natural beauty of the area. The property includes a barn with two box stalls, making it ideal for equestrian enthusiasts or hobby farmers. Additionally, a studio with electrical service, water, and heat is attached to a garden shed/workshop, providing versatile space for various projects.

Listed by The Hammond Team of KW Vermont

$
$
%
$/month over payments
Federal 30-year interest rate: 6.65% last updated on Mar 13, 2025
* 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

192 Stockbridge Common Stockbridge VT 05772
Active With Contract

MLS Number 5031294

  • Residential Single Family
  • County Windsor
  • Property Type Single Family
  • Bedrooms 3
  • Bathroom 2

Located on the scenic Stockbridge Common, this expanded ranch-style home offers modern updates and timeless charm. Features include a renovated kitchen and bathrooms, an expansive great room with vaulted ceilings and a cozy woodstove for apres-ski relaxation, a gas fireplace for dining ambiance, a heated mudroom, full basement, and two-car garage. The main home retains beautiful refinished original hardwood floors, while the kitchen and great room offer practical and attractive modern upgrades. In spring and summer, enjoy the covered front porch, private back deck, a vegetable garden, greenhouse - even your own basketball hoop! Recent infrastructure improvements include a roof-mounted solar array with net metering, a standing seam roof, new Bosch furnace with heat pump for efficient heating and cooling, and high-speed fiber optic internet. Just steps from your door, explore the historic Stockbridge Common with a charming schoolhouse, equestrian farm, and the iconic Stockbridge Town Meeting House. Centrally located in the Green Mountains, it's minutes from Rochester village, world-class ski resorts (Killington & Pico), Woodstock, Middlebury College, and only a few hours' drive from Montreal, Boston, and NYC. Don't miss this opportunity! Showings by appointment only - call today!

Listed by Kyle Kershner of Killington Pico Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.65% last updated on Mar 13, 2025
* 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

4189 Stony Brook Road Stockbridge VT 05772

MLS Number 5029014

  • Residential Single Family
  • County Windsor
  • Property Type Single Family
  • Bedrooms 2
  • Bathroom 2

Private Vermont Retreat for Outdoor Enthusiasts! Escape to your own wonderful haven nestled against the Vermont Wildlife Management Area to ensure lasting privacy and unspoiled natural beauty. Step off your porch and onto a VAST network of snowmobiling, VASA for ATV's, and mountain biking trails, offering year-round recreation right from your doorstep. Just a short walk to the A-T trails. Whether you're carving through fresh powder in the winter or exploring in the summer, this property is a paradise for those that love the outdoors. This 2 bedroom, 2 bathroom plus the bonus loft contemporary home has loads of light throughout with an open concept floor plan ideal for entertaining with family and friends. Nice kitchen with breakfast bar with new fridge and dishwasher. The cozy living room has cathedral ceilings and a fireplace. A recently added mudroom provides extra space for all your outdoor gear, while radiant heat keeps you warm and cozy after a day of exploring. Don't miss this opportunity to own a Vermont getaway with direct trail access, and minutes to world class skiing at Killington Mountain Resort. Great short term rental investment potential! Schedule your property tour today!

Listed by Will Spanos of KW Vermont-Killington

$
$
%
$/month over payments
Federal 30-year interest rate: 6.65% last updated on Mar 13, 2025
* 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

247 Vulture Mountain Road Stockbridge VT 05772

MLS Number 5018485

  • Residential Single Family
  • County Windsor
  • Property Type Single Family
  • Bedrooms 4
  • Bathroom 2

This delightful mountain chalet in a private wooded setting offers a perfect blend of comfort and convenience. A gently sloping stone walkway, framed by terraced stone walls, leads to a welcoming entry porch. The garden-level entry opens to a cozy family room with a woodstove, three guest bedrooms, a full bathroom, and a laundry area with a utility sink. Upstairs, the living room shines with knotty pine walls and ceilings, anchored by a striking river stone fireplace. The generous eat-in galley kitchen connects to a private back deck, perfect for grilling and outdoor dining. The primary bedroom and a 3/4 bathroom complete the upper level, while a covered front porch offers peaceful views of the wooded surroundings, especially enchanting in winter. A circular driveway leads to a spacious, barn-style 3-bay garage with overhead storage. The standing seam roof promises years of low maintenance, and a backup generator ensures seamless living during Vermont's occasional power outages. Located just a quarter mile from the pristine White River - renowned for its fly fishing and swimming holes - you'll also have access to year-round recreation at nearby Killington and Pico resorts. Don't miss this rare opportunity to own your private mountain retreat without breaking the bank! Call today for a personal tour of this charming home.

Listed by Kyle Kershner of Killington Pico Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.65% last updated on Mar 13, 2025
* 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

27 Kelly Road Stockbridge VT 05772

Stockbridge, VT27 Kelly Road

Price$335,000

Est. Mortgage: $/month

Pending

MLS Number 5018587

  • Residential Single Family
  • County Windsor
  • Property Type Single Family
  • Bedrooms 5
  • Bathroom 2

Look no further, this newly renovated home brings classic architecture into the 21st Century, offering both comfort and functionality. Upon entering the home, you are greeted by an open-concept that seamlessly connects the dining area and kitchen. The floorplan encourages interaction and flow, making it perfect for family gatherings and entertaining guests. This ideal home, perched above the White River, boasts a simple floor plan that maximizes space while providing a warm and welcoming atmosphere. With five bedrooms upstairs, a newly renovated kitchen, two stylish updated bathrooms, and a convenient laundry room, this home is a perfect blend of modern and practicality. The fenced-in yard along with a charming fire pit invites outdoor gatherings, while breathtaking mountain views create a serene backdrop for everyday life. You deserve this remarkable home!

Listed by Christopher Atencio of Atencio Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.65% last updated on Mar 13, 2025
* 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

6230 Vt Route 107 Stockbridge VT 05772

Stockbridge, VT6230 Vt Route 107

Price$320,000

Est. Mortgage: $/month

Pending

MLS Number 5018505

  • Mobile
  • County Windsor
  • Bedrooms 3
  • Square Feet 3136
  • Acreage 1.1

Impeccably maintained home in prime location! Welcome to this beautifully cared-for residence, where spaciousness and quality abound. Step into a home featuring stunning Brazilian hardwood floors in the dining and living rooms, adding a touch of elegance to every gathering. The three generously sized bedrooms are comfortably carpeted, while the remaining areas boast durable vinyl plank and tile flooring. Unlike typical double-wide's, this home has been fully sheet rocked, providing a more refined finish throughout. The expansive lower level offers two bonus rooms and a huge living area, complete with a cozy gas stove. Double sliding doors lead to a lovely patio, perfect for enjoying the private backyard. With easy access to I-89 and a move-in-ready condition, this home is truly a must-see! Don't miss the opportunity to appreciate its warmth, charm, and exceptional value.

Listed by Linda Winter of KW Vermont - Barre

$
$
%
$/month over payments
Federal 30-year interest rate: 6.65% last updated on Mar 13, 2025
* 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

3052 Vt Route 107 Stockbridge VT 05772

Stockbridge, VT3052 Vt Route 107

Price$169,000

Est. Mortgage: $/month

MLS Number 4985368

  • Residential Single Family
  • County Windsor
  • Property Type Single Family
  • Bedrooms 2
  • Bathroom 1

Small home in need of rehab. House has been vacant for several years and is in need of an interior floor system. Located on Rt 107 for easy access to ski areas and I89 exit 3. Commercially zones area. Property goes up the hillside for further development and views. Should be purchased with cash or construction loan and should be verified with town as an approved homestead. Comes with a former Sugarhouse building for storage.

Listed by Patricia Harvey of Xsell Realty LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 6.65% last updated on Mar 13, 2025
* 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

2195 Music Mountain Road Stockbridge VT 05772
Active With Contract

MLS Number 5003573

  • Residential Single Family
  • County Windsor
  • Property Type Single Family
  • Bedrooms 3
  • Bathroom 1

Located in the picturesque town of Stockbridge on beautiful Music Mountain Rd, this property is ideal for a vacation home or a starter home. Three bedrooms, open concept living room, kitchen with a very large deck the abundance of nature surrounding it. Minutes to Killington and all the local recreation found in that valley.

Listed by Hurley Cavacas of New England Lakeside Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.65% last updated on Mar 13, 2025
* 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

00 Blackmer Boulevard Stockbridge VT 05772

MLS Number 5029672

  • Land
  • County Windsor
  • Square Feet 2,178,000
  • Acreage 50

An affordable 50 acres of desirable woodland! Pathways heading towards elevated destinations meander up through this tranquil hillside of trees. While some marketable timber has been identified, for many people these classic Vermont woods could be the setting for the construction of a rustic cabin. At the dramatic height of the land the property abuts extensive acreage of conserved land owned by the State of Vermont. This parcel being offered for sale is a portion of land owned by the Town of Stockbridge. When a planned subdivision of town land is completed this parcel will be accessed by a right of way leading from a year round town maintained paved road. The Town of Stockbridge is well located for its proximity to skiing at Killington. The Vermont Scenic Byway Route 100 courses through Stockbridge and is just a few minutes drive from this property. A large parcel of wooded land, in a good location, at an affordable price!

Listed by John Wetmore of Wetmore Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.65% last updated on Mar 13, 2025
* 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

0 Blackmer Boulevard Stockbridge VT 05772

Stockbridge, VT0 Blackmer Boulevard

Price$120,000

Est. Mortgage: $/month

Active With Contract

MLS Number 5027198

  • Land
  • County Windsor
  • Square Feet 217,800
  • Acreage 5

1500 feet of frontage on the beautiful White River! This private water frontage along a level shoreline affords easy access to the river, for casual wading in the mesmerizing water! The property has a history of providing anglers with excellent fishing! There is an elevated area on the property that could provide the opportunity of a building site, in an area of minimal flood hazard. Access is directly off a paved town maintained year round road. The Town of Stockbridge is home to numerous vacation homes oriented towards skiing at Killington. Riverfront parcels with the appeal and amenities of this property are rarely offered for sale!

Listed by John Wetmore of Wetmore Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.65% last updated on Mar 13, 2025
* 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

Lot 1-25 Madison Brook Lane Stockbridge VT 05772

MLS Number 5004936

  • Land
  • County Windsor
  • Square Feet 81,457
  • Acreage 1.87

Build your dream home and enjoy amazing views and spectacular sunsets on this elevated building lot in the desirable Highwood community. This cleared home site with roughed-in driveway and sewer rights in the Our World/Highwood community sewer system is approved 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, and hiking, one mile to the VAST trails for snowmobiling and a short drive to Killington and Pico ski resorts for world class skiing and riding. Don't miss your opportunity to build the house of your dreams in one of the nicest upscale communities in the Killington region. Call today for details!

Listed by Kyle Kershner of Killington Pico Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.65% last updated on Mar 13, 2025
* 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

Lot 1-26 Madison Brook Lane Stockbridge VT 05772

MLS Number 5004638

  • Land
  • County Windsor
  • Square Feet 68,825
  • Acreage 1.58

Attractive building lot in the desirable Highwood community. This lot offers potential 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. Don't miss thiss opportunity to build your dream vacation home on one of the few affordable building lots on the market!

Listed by Kyle Kershner of Killington Pico Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.65% last updated on Mar 13, 2025
* 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

0 Route 107 Stockbridge VT 05772

Stockbridge, VT0 Route 107

Price$16,000

Est. Mortgage: $/month

MLS Number 5032274

  • Land
  • County Windsor
  • Square Feet 91,476
  • Acreage 2.1

An affordable 2 acre parcel of land with 248 foot frontage on a paved State of Vermont maintained year round road. The topography of the parcel makes it best suited for recreational use or for camping. The Town of Stockbridge is home to numerous vacation homes oriented towards skiing at well known Killington. Shopping, casual dining, recreation opportunities and scenic Vermont Route 100 are all within a short drive away!

Listed by John Wetmore of Wetmore Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.65% last updated on Mar 13, 2025
* 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

Broker Reciprocity 

Copyright 2025 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. 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 March 19, 2025 12:13 PM EDT