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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. ​Register 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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639 Tweed River Drive Stockbridge VT 05772

Stockbridge, VT639 Tweed River Drive

Price$899,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 5001818

  • Residential Single Family
  • Full Bath 2
  • Construction Existing
  • Bedrooms 4
  • Bathroom 5

Located in the desirable Highwood community of Stockbridge and Pittsfield, you can snowmobile, hike or bike out your door and can access world class skiing and golf just minutes away! This custom-built post and beam house is being offered fully furnished and equipped, featuring a large wrap around covered porch with exquisite exposed beams from old New England barns. The large entryway leads into an open concept floor plan on the main living level with a complete kitchen including Vermont Verde granite counters, farmhouse sink and stainless-steel appliances. The beautiful living room with stone fireplace, log mantel and sitting nook open to the eating area which lead out to the porch and well-kept backyard. Also, on the first level there is a bedroom with bunk beds, a half bath and garage. Walk up to the second level where there is another bedroom and bathroom and down the hallway is the primary suite with cathedral ceiling and bathroom with walk-in rain shower. Continuing to third level, there is a unique tree house loft bedroom and half bath for many to enjoy! The lower walkout level with second kitchen, large family/game room with additional fieldstone fireplace has another bathroom with sauna and jetted tub. Live here year-round, invite your guests or use this house as an investment property!

Listed by Bret Williamson and Laura Derderian of Killington Valley Real Estate

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

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.12% last updated on 2024-10-03

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

2067 Music Mountain Road Stockbridge VT 05772

Stockbridge, VT2067 Music Mountain Road

Price$785,000The price has recently decreased

Est. Mortgage: $/month

Active With Contract

MLS Number 5012157

  • Residential Single Family
  • Full Bath 1
  • Construction Existing
  • Bedrooms 3
  • Bathroom 2

Locally called "The Home With A View," its charm begins inside with a comfortable, partially furnished interior and expanse of windows. Outside you will enjoy the panoramic view of the countryside, ever blooming flowers, meadows, mountains and sky. An Arts and Crafts House by design, it entertains a well-designed kitchen with Viking Range, butcher block island, marble countertops, and new fridge. Dining area features a stained glass window and built in display shelves. Kitchen and Dining area open to a wrap around deck. The focal point of the living room is the stunning raised hearth stone fireplace, complimented by pine flooring, built-in cupboards and A&C windows on three sides. A hand crafted chandelier completes the perfect setting for hosting your guests. A spacious master bedroom has a walk in closet, master bath, and wall of windows. The finished area of the basement could be a recreation room or a place for additional guests. The unfinished area has new washer and dryer and room for exercise equipment or storage. The garage can house your car or serve as a work shop. The studio has electrical service, water and heat. Attached to it is a garden shed/workshop. The barn has two box stalls, a run-in area for sheep, goats, etc. and a large work room plus hayloft on the second floor. For horseback riders, the property is surrounded by gravel roads and miles of trails.

Listed by Jason Saphire of www.HomeZu.com

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

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Save FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.12% last updated on 2024-10-03

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

188 Route 100 Stockbridge VT 05772

Stockbridge, VT188 Route 100

Price$729,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 5010026

  • Residential Single Family
  • Full Bath 1
  • Construction Existing
  • Bedrooms 4
  • Bathroom 4

Nestled along one of Vermont's most scenic byways, this beautifully updated post and beam home sits majestically on 3.4 acres of pastoral land with frontage on the picturesque Tweed River. The property features mature landscaping, perennial beds bursting with seasonal color, a charming greenhouse for gardening endeavors, and a burgeoning Christmas tree farm that adds a festive touch year round. Inside, vaulted ceilings and exposed beams highlight the home's contemporary design, while natural log posts and wide plank floors add a touch of rustic charm. Spectacular open floating stairs lead to a cozy loft and generous primary bedroom suite, complete with a spacious walk-in closet and luxurious bathroom. The custom kitchen features stainless appliances, ample counter space, plentiful cabinets and a breakfast bar for casual dining, morning coffee or a quick meal. Originally a two-family, 8BR residence, the home has been transformed into a single-family masterpiece. The walkout level, once a separate living unit, has been converted into a craftsman's dream workshop, while an office and half bath offer additional flexibility. The four-bay, heated garage is as functional as it is handsome, with warm knotty pine walls and 10-foot ceilings, providing the perfect space for car collectors, hobbyists, or DIY enthusiasts. From its serene riverfront location to its meticulously designed interiors, this property provides a truly unique living experience. Schedule your showing today!

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: 6.12% last updated on 2024-10-03

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

Active With Contract

MLS Number 4761729

  • Land
  • Acreage 74.4
  • Utilities None
  • PricePerSqFt 8051.08
  • Water View

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 Wetmore Real Estate

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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: 6.12% last updated on 2024-10-03

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

71 Mount Hunger Road Stockbridge VT 05772

Stockbridge, VT71 Mount Hunger Road

Price$589,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4980146

  • Residential Single Family
  • Full Bath 2
  • Construction Existing
  • Bedrooms 4
  • Bathroom 2

Located in the quaint village of Gaysville, this lovely cape strikes the perfect balance between rural living and modern comfort. Step inside to find a warm and inviting living space adorned with natural light, striking hardwood floors, and an elegant gas fireplace to gather round on fall and winter evenings. The open floor plan seamlessly connects the living area to the contemporary kitchen which features a breakfast bar, stainless steel appliances, granite counters and a dazzling tiled backsplash. Glass sliders lead to the private back deck, ideal for entertaining, outdoor dining or simply enjoying the peace and solitude. The main level also features a pantry, two bedrooms (one currently configured as an office) and a full bathroom. The upper level comprises two expansive bedrooms, each with its own sitting area and another full bathroom, complete with glass enclosed shower and striking tile work. Luxurious radiant floor heating graces the entire home, including the full basement, which could be finished for additional living space. Outside, a picturesque setting awaits with wonderful winter views and stunning scenic surroundings. The classic covered front porch is the perfect place to enjoy your morning coffee or wave to friendly neighbors passing by. On balmy summer days, the best swimming holes in Vermont are just five minutes from your door. Conveniently located 20 minutes from Killington and Pico resorts and 10 minutes from I-89, this is an ideal property to call home.

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: 6.12% last updated on 2024-10-03

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

455 Cedar Wood Road Stockbridge VT 05772

Stockbridge, VT455 Cedar Wood Road

Price$359,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4983360

  • Residential Single Family
  • Full Bath 1
  • Construction Existing
  • Bedrooms 3
  • Bathroom 2

Timber Hawk homes are one with nature year-round. This home is tucked away from the beaten path to provide quiet and natural surroundings that change as the seasons do. Three bedrooms with a loft room as extra space. Signature Hawk fireplace makes evenings cozy and heat pumps provide cooling in the summer. This home has undergone a basement makeover with spray foam insulation and the roof is only a few years old. Interesting views of Stockbridge Common from living, dining and decks. Selling fully furnished.

Listed by Patricia Harvey of Xsell Realty LLC

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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: 6.12% last updated on 2024-10-03

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

429 Route 100 Stockbridge VT 05772

Stockbridge, VT429 Route 100

Price$349,900The price has recently decreased

Est. Mortgage: $/month

MLS Number 5017553

  • Residential Single Family
  • Full Bath 1
  • Construction Existing
  • Bedrooms 3
  • Bathroom 3

Just off scenic Route 100 on a sunny, level lot, this meticulously maintained home offers one-level living with an easy flowing floor plan, three bedrooms, including an expansive primary suite with walk-in shower and laundry, a sunny dining area overlooking the landscaped patio, and a well-designed kitchen with convenient center island, second prep sink, hardwood cabinets, updated countertops and abundant cabinet space. A full bathroom in the bedroom wing and a half bathroom in the front quarter ensure comfort for all your guests. The spacious family room with vaulted ceilings and rustic pine paneling, is an ideal place for entertaining and doubles as a mudroom, connecting the two-car garage to the main house. New luxury vinyl plank flooring graces the main living areas, gently vaulted ceilings create a vibrant and airy atmosphere and central air conditioning keeps this charming home comfortable all year long, while the backup generator ensures you'll never be without power. A multitude of additional spaces expand the living area and add functionality, including a heated workshop, storage room, attached garden shed, enclosed porch, sunny front deck and patio, private back deck and two storage sheds. For fun and relaxation, stroll out to the wooded camping grove where you can sing around the campfire, toast marshmallows, share stories and create lasting memories. Don't miss your opportunity to make this move-in ready home yours, call today.

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: 6.12% last updated on 2024-10-03

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

244 Kelly Road Stockbridge VT 05772

Stockbridge, VT244 Kelly Road

Price$189,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 5004835

  • Residential Single Family
  • Construction Existing
  • Bedrooms 2
  • Bathroom 1
  • Square Feet 1,376

Welcome to The Lost Village Lodge! This Adirondack style log cabin, located in the village of Gaysville, oozes rustic mountain charm. Oversized windows and tall ceilings let plenty of natural light into the living area, where you can cozy up in front of the woodstove and large stone hearth. Enjoy the privacy the forest provides while relaxing on the porch, with potential for mountain views. The additional building is waiting for your creativity to use for whatever your needs may be, studio, workshop, bunk house, lot's of potential for this space. While being tucked away in the woods, this cabin provides all of the comforts of home, and only 15 minutes to I-89 and 30 minutes to Killington. Being sold AS IS. Floor joists in need of replacement, mold remediation may be required. No Drive-bys.

Listed by Danae Lyn Rakotz of Vermont Heritage Real Estate

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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: 6.12% last updated on 2024-10-03

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

3052 Vt Route 107 Stockbridge VT 05772

Stockbridge, VT3052 Vt Route 107

Price$169,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4975500

  • Land
  • Acreage 38.2
  • Utilities Telephone Available
  • PricePerSqFt 4424.08
  • Zoning res com

This hillside parcel has old logging roads to help map out your homesite if you choose to go uphill for a mountain view. There is a former home at roadside with old sugarhouse that could possibly be renovated if town zoning and septic could be approved. This property has yet to be subdivided which could bring the buyer into the acreage/zoning decisions. Located on State Hwy 107 for easy access to I89 and Killington Ski area.

Listed by Patricia Harvey of Xsell Realty LLC

{$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: 6.12% last updated on 2024-10-03

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

2195 Music Mountain Road Stockbridge VT 05772

Stockbridge, VT2195 Music Mountain Road

Price$159,900The price has recently decreased

Est. Mortgage: $/month

MLS Number 5003573

  • Residential Single Family
  • Full Bath 1
  • Construction Existing
  • 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

{$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: 6.12% last updated on 2024-10-03

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

Lot 1-25 Madison Brook Lane Stockbridge VT 05772

Stockbridge, VTLot 1-25 Madison Brook Lane

Price$99,900The price has recently decreased

Est. Mortgage: $/month

MLS Number 5004936

  • Land
  • Acreage 1.87
  • Utilities Telephone Available
  • PricePerSqFt 53422.46
  • Zoning Residential

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

{$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: 6.12% last updated on 2024-10-03

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

Lot 1-26 Madison Brook Lane Stockbridge VT 05772

Stockbridge, VTLot 1-26 Madison Brook Lane

Price$39,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 5004638

  • Land
  • Acreage 1.58
  • Utilities Telephone Available
  • PricePerSqFt 24683.54
  • Zoning Residential

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

{$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: 6.12% last updated on 2024-10-03

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

Broker Reciprocity 

Copyright 2024 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 October 8, 2024 5:24 PM EDT

 

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