Stockbridge, VT Homes

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  /2

  $149,999

  • Land
  • 56 Acres
  • $2,655 per Acre

  00 Blackmer Blvd, Stockbridge, VT 05772

  An affordable 56.5 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

  John Wetmore Wetmore Real Estate

  00 Blackmer Blvd, Stockbridge, VT 05772
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  /41

  $432,523 Sold Apr 14, 2025

  • 2,116 Sq Ft
  • $204/SF
  • 38 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1956

  192 Stockbridge Common, Stockbridge, VT 05772

  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

  Kyle Kershner Killington Pico Realty

  192 Stockbridge Common, Stockbridge, VT 05772
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  /40

  Est $251,065 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,600 Sq Ft

  4149 Vt Route 107, Stockbridge, VT 05772

  4149 Vt Route 107, Stockbridge, VT 05772
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  /15

  $99,900

  • Land
  • 1.87 Acres
  • $53,422 per Acre

  Lot 1-25 Madison Brook Ln, Stockbridge, VT 05772

  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

  Kyle Kershner Killington Pico Realty

  Lot 1-25 Madison Brook Ln, Stockbridge, VT 05772
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  /40

  $315,000 Sold Mar 26, 2025

  • 2,448 Sq Ft
  • $129/SF
  • 75 Days On Market

  • 5 Beds
  • 2 Baths
  • Built 1930

  27 Kelly Rd, Stockbridge, VT 05772

  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

  Christopher Atencio Atencio Real Estate

  27 Kelly Rd, Stockbridge, VT 05772
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  /15

  Not Listed For Sale

  Lot 3 Mount Hunger Rd, Stockbridge, VT 05772

  Lot 3 Mount Hunger Rd, Stockbridge, VT 05772
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  /12

  $39,000

  • Land
  • 1.58 Acres
  • $24,684 per Acre

  Lot 1-26 Madison Brook Ln Unit Lot 1-26, Stockbridge, VT 05772

  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

  Kyle Kershner Killington Pico Realty

  Lot 1-26 Madison Brook Ln Unit Lot 1-26, Stockbridge, VT 05772
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  /16

  $60,000 Sold Mar 14, 2025

  • Land
  • 4.24 Acres
  • $14,151 per Acre

  • 7 Days On Market

  TBD Lilliesville Brook Rd, Stockbridge, VT 05746

  This 4.24 acre lot with a barn and river frontage on a quiet rural public maintained road is ready for you to make your own!

  Leslie Drown Leslie Drown Real Estate LLC

  TBD Lilliesville Brook Rd, Stockbridge, VT 05746
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  /37

  Est $231,576 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 768 Sq Ft

  2074 Stony Brook Rd, Stockbridge, VT 05772

  2074 Stony Brook Rd, Stockbridge, VT 05772
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  /8

  $169,000

  • 2 Beds
  • 1 Bath
  • 900 Sq Ft

  3052 Vermont 107, Stockbridge, VT 05772

  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

  Patricia Harvey Xsell Realty LLC

  3052 Vermont 107, Stockbridge, VT 05772
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  /2

  $20,000 Sold Mar 10, 2025

  • Land
  • 1.00 Acre
  • $20,000 per Acre

  • 0 Days On Market

  0 Whitcomb Hill Rd, Stockbridge, VT 05772

  An affordable one acre parcel of open land with good level access, on a year round town maintained road. Perhaps a good site for a camper trailer or a tiny home! A peaceful stream meanders along one edge of the property. Whitcomb Hill Road is a quiet country road with extensive wooded parcels on either side. The scenic White River is just a short distance away. The Town of Stockbridge currently

  John Wetmore Wetmore Real Estate

  0 Whitcomb Hill Rd, Stockbridge, VT 05772
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  /3

  Est $249,187 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,410 Sq Ft

  5612 Vt Route 107, Stockbridge, VT 05772

  5612 Vt Route 107, Stockbridge, VT 05772
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  /10

  $16,000 Pending

  • Land
  • 2.10 Acres
  • $7,619 per Acre

  0 Route 107 Unit 5032274, Stockbridge, VT 05772

  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

  John Wetmore Wetmore Real Estate

  0 Route 107 Unit 5032274, Stockbridge, VT 05772
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  /3

  $11,000 Sold Mar 10, 2025

  • Land
  • 2.10 Acres
  • $5,238 per Acre

  • 23 Days On Market

  0 Route 107 Unit 5027257, Stockbridge, VT 05772

  An affordable 2 acre parcel of land with 248 foot frontage on a paved State of Vermont maintained year round road. 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!

  John Wetmore Wetmore Real Estate

  0 Route 107 Unit 5027257, Stockbridge, VT 05772
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  /3

  Est $616,850 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 1,536 Sq Ft

  2076 S Hill Rd, Stockbridge, VT 05772

  2076 S Hill Rd, Stockbridge, VT 05772
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  /7

  $159,900 Pending

  • 3 Beds
  • 1 Bath
  • 768 Sq Ft

  2195 Music Mountain Rd, Stockbridge, VT 05772

  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.

  Hurley Cavacas New England Lakeside Realty

  2195 Music Mountain Rd, Stockbridge, VT 05772
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  /40

  $672,000 Sold Feb 13, 2025

  • 2,433 Sq Ft
  • $276/SF
  • 139 Days On Market

  • 4 Beds
  • 4 Baths
  • Built 1979

  188 Vermont Route 100, Stockbridge, VT 05772

  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.

  Kyle Kershner Killington Pico Realty

  188 Vermont Route 100, Stockbridge, VT 05772
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  /15

  Not Listed For Sale

  Lot 10 S Hill Rd, Stockbridge, VT 05772

  Lot 10 S Hill Rd, Stockbridge, VT 05772
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  /55

  $525,000 Under Contract

  • 3 Beds
  • 3 Baths
  • 2,088 Sq Ft

  166 Tweed River Dr, Stockbridge, VT 05772

  Nicely maintained home with strong rental history. Open floor plan on first floor. Upstairs there are 2 bedrooms with an additional permitted sleeping loft that an owner could turn into a fully enclosed bedroom. This house has 3 bathrooms, a walkout basement, large deck, hot tub, and a custom, double sided fireplace. Near the VAST trail network and a short drive to Killington and Pico. Multi-zone

  Laura Derderian Killington Valley Real Estate

  166 Tweed River Dr, Stockbridge, VT 05772
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  /33

  $125,000 Sold Feb 07, 2025

  • Land
  • 38 Acres
  • $3,264 per Acre

  • 5 Days On Market

  0 Labadie Rd, Stockbridge, VT 05772

  Beautiful drive in along Fletcher Brook and Taggart Brook to this end of road secluded 38.3 acre parcel. Cleared lot with existing septic design. Selective cutting has provided many trails and clearings. Numerous alternative house sites further into this sloping wooded parcel. Great winter mountain views that could be opened up for year round enjoyment! An unmaintained portion of Labadie Rd

  Mark Roden KW Coastal and Lakes & Mountains Realty/Hanover

  0 Labadie Rd, Stockbridge, VT 05772
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  /39

  Est $598,488 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,770 Sq Ft

  59 Cedarwood Rd, Stockbridge, VT 05772

  59 Cedarwood Rd, Stockbridge, VT 05772
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  /45

  $420,000 Under Contract

  • 2 Beds
  • 2 Baths
  • 1,248 Sq Ft

  4189 Stony Brook Rd, Stockbridge, VT 05772

  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

  Will Spanos KW Vermont-Killington

  4189 Stony Brook Rd, Stockbridge, VT 05772
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  /53

  $660,000 Sold Jan 31, 2025

  • 2,756 Sq Ft
  • $239/SF
  • 56 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1987

  853 S Hill Rd, Pittsfield, VT 05762

  Discover your perfect mountain retreat in this stunning log cabin nestled on 11 private acres, minutes from Killington, Vermont. As you enter the home, the soaring cathedral ceilings will take your breath away, while the wood and timber surfaces evoke a uniquely rustic, yet sophisticated ambiance. With an open floor plan, knotty pine ceilings, hand-scraped natural log posts, gleaming hardwood

  Kyle Kershner Killington Pico Realty

  853 S Hill Rd, Pittsfield, VT 05762
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  /5

  Not Listed For Sale

  1-26 Madison Brook Ln Unit 1-26, Stockbridge, VT 05772

  1-26 Madison Brook Ln Unit 1-26, Stockbridge, VT 05772
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  /37

  $260,000 Sold Jan 14, 2025

  • 1,600 Sq Ft
  • $162/SF
  • 66 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1990

  91 Arnold Mountain Rd, Stockbridge, VT 05772

  Nestled in a serene setting, this charming three-bedroom home offers a perfect blend of comfort and privacy. The first-floor primary bedroom provides easy accessibility, while wide pine floors throughout add timeless warmth. The spacious eat-in kitchen is ideal for family meals, and the open dining/living room invites easy entertaining. A stunning great room features vaulted ceilings and an

  Kyle Kershner Killington Pico Realty

  91 Arnold Mountain Rd, Stockbridge, VT 05772
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  /40

  Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,740 Sq Ft

  3628 Vermont Route 100, Stockbridge, VT 05772

  3628 Vermont Route 100, Stockbridge, VT 05772
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  /36

  $549,864 Sold Dec 20, 2024

  • 1,846 Sq Ft
  • $298/SF
  • 315 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 2005

  71 Mount Hunger Rd, Stockbridge, VT 05772

  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

  Kyle Kershner Killington Pico Realty

  71 Mount Hunger Rd, Stockbridge, VT 05772
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  /13

  Not Listed For Sale

  0 New Boston Rd, Stockbridge, VT 05772

  0 New Boston Rd, Stockbridge, VT 05772
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  /21

  $325,000 Sold Dec 17, 2024

  • 1,276 Sq Ft
  • $255/SF
  • 267 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1978

  455 Cedarwood Rd, Stockbridge, VT 05772

  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

  Patricia Harvey Xsell Realty LLC

  455 Cedarwood Rd, Stockbridge, VT 05772
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  /24

  Not Listed For Sale

  0 Timber Hawk Rd Unit 68, Stockbridge, VT 05772

  0 Timber Hawk Rd Unit 68, Stockbridge, VT 05772
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  /18

  $300,000 Sold Dec 12, 2024

  • Land
  • 74 Acres
  • $4,032 per Acre

  • 1925 Days On Market

  2156 Blackmer Blvd, Stockbridge, VT 05772

  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

  John Wetmore Wetmore Real Estate

  2156 Blackmer Blvd, Stockbridge, VT 05772
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  /14

  Not Listed For Sale

  • 6 Beds
  • 6 Baths
  • 4,548 Sq Ft

  220 Spring St, Stockbridge, VT 05772

  220 Spring St, Stockbridge, VT 05772
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  /43

  $320,000 Sold Dec 06, 2024

  • 1,792 Sq Ft
  • $179/SF
  • 14 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2003

  66 Cedar Acres, Stockbridge, VT 05772

  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

  Kyle Kershner Killington Pico Realty

  66 Cedar Acres, Stockbridge, VT 05772
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  /40

  Not Listed For Sale

  Unlisted Address

  Unlisted Address
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  /35

  $405,000 Sold Aug 14, 2024

  • 3,039 Sq Ft
  • $133/SF
  • 29 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1850

  200 Mount Hunger Rd, Gaysville, VT 05772

  1850 Cape style post and beam home with an addition added in 2002. Old world charm with many modern convinces. A large barn/ garage/workshop is onsite for you to use any way that suits you. End of the road location with over 10 acres of orchards, woods, fields, a pond and wonderful views. Location is perfect, sited close to Killington Ski area and minutes to the interstates. The property is

  Linda Benoit Highland Realty

  200 Mount Hunger Rd, Gaysville, VT 05772
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  /32

  Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 856 Sq Ft

  441 Lilliesville Brook Rd, Bethel, VT 05032

  441 Lilliesville Brook Rd, Bethel, VT 05032
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  /40

  $447,500 Sold Aug 08, 2024

  • 1,689 Sq Ft
  • $265/SF
  • 3 Days On Market

  • 4 Beds
  • 1.5 Baths
  • Built 1943

  3863 Vermont Route 100, Stockbridge, VT 05772

  Step back in time in this enchanting antique home nestled in the picturesque village of Pittsfield, Vermont. This charming four-bedroom residence offers a glimpse into the past with its traditional architecture and timeless appeal. Meticulously maintained and recently updated, this home is a testament to the classic New England vernacular. As you step inside, you are greeted by elegant crown

  Kyle Kershner Killington Pico Realty

  3863 Vermont Route 100, Stockbridge, VT 05772
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  /32

  Est $305,054 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,552 Sq Ft

  77 Music Mountain Rd, Stockbridge, VT 05772

  77 Music Mountain Rd, Stockbridge, VT 05772
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  /35

  $352,000 Sold Jul 23, 2024

  • 1,820 Sq Ft
  • $193/SF
  • 7 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1999

  3771 Vt Route 107, Stockbridge, VT 05772

  This well-built home on over 3+ acres of open land including frontage on the White River!  You can enter the home from either the 10 x 11 mudroom with storage for shoes, boots and coats, or from one of the many decks and porches that surround the home, all which provide views of the river and beyond. The home has a smaller first floor bedroom, currently being used as an office, and an open

  Eric Kenyon Rural Vermont Real Estate

  3771 Vt Route 107, Stockbridge, VT 05772
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  /27

  Est $314,365 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,060 Sq Ft

  175 Music Mountain Rd, Stockbridge, VT 05772

  175 Music Mountain Rd, Stockbridge, VT 05772

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