Winhall, VT Homes

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  $115,000

  • Land
  • 2.9 Acres
  • $39,655 per Acre

  Lot 3 Route 11 30, Winhall, VT 05340

  Spectacular West and Southerly Views over Manchester Valley and boasts a bird's eye view across to the Equinox Mountain!Located on the Manchester side of Winhall, this property is at the end of a private lane offering privacy... engineered and offering VT Waste Water and Potable Water Supply Permit: WW-2-3614, design for 3 BR single family residence. Bordered by the Green Mountain Nat'l

  

  Laura Beckwith

  Josiah Allen Real Estate, Inc.

  (802) 808-6197

  Lot 3 Route 11 30, Winhall, VT 05340
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  $4,000 Per Month

  • 4 Beds
  • 3 Baths
  • 2,500 Sq Ft
  • 13 Deer

  13 Deer St, Winhall, VT 05340

  The Burrow is a generously appointed four-bedroom, three-bathroom sanctuary that serves as the ultimate year-round base camp for Vermont living. This home offers a rare balance of privacy and convenience, situated just 10 to 15 minutes from the slopes of Stratton and Bromley, the Manchester outlets, and local schools. The interior provides ample space for everyone while the exterior is designed

  13 Deer St, Winhall, VT 05340
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  /39

  $735,000 Sold May 01, 2026

  5 Wall St, Bondville, VT 05340

  • 4 Beds
  • 3 Baths
  • 2,091 Sq Ft
  • Built 1972

  Last Sold Summary

  • $352/SF
  • 20 Days On Market

  Current Estimated Value $724,089

  Last Listing Agent Cheyanne Pugliese

  5 Wall St, Bondville, VT 05340
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  Est $1,965,476 Not Listed For Sale

  18 Rocky Dell Rd, Winhall, VT 05340

  • 7 Beds
  • 5.5 Baths
  • 6,195 Sq Ft
  • Built 2007

  18 Rocky Dell Rd, Winhall, VT 05340

  Last Sold Summary

  • 6% Below List Price
  • $339/SF
  • 246 Days On Market

  • Last Sold Price $2,100,000
  • May 02, 2025

  Last Listing Agent Kim Morgan-Wohler Wohler Realty Group
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  $1,775,000 Under Contract

  • 4 Beds
  • 4 Baths
  • 2,401 Sq Ft

  43 Middle Ridge Rd Unit 416, Winhall, VT 05155

  Experience the pinnacle of alpine sophistication in this completely renovated turn-key residence. Located in Rising Bear, this 4-bedroom, 4-bath condo blends modern design with an unbeatable location that defines luxury mountain lifestyle. Park your car in one of two designated spots in the heated underground garage and leave it, there's no need drive anywhere during your stay! Whether you prefer

  

  Lauren Behm

  Berkshire Hathaway HomeServices Stratton Home

  (802) 802-9370

  43 Middle Ridge Rd Unit 416, Winhall, VT 05155
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  $45,000 Per Month

  • 4 Beds
  • 4 Baths
  • 5,624 Sq Ft
  • House for Rent

  37 Burnt Hill Rd, Winhall, VT 05340

  Now available for the 26-27 ski season! This spacious, luxurious post-and-beam mountain home has been owner-occupied for past winter weekends, and is now available as the ultimate ski rental just a 7-minute drive to Stratton's base lodge. Beginning with the property's 2-car garage-barn, enviable curb appeal extends throughout. An expansive, well-equipped chef's kitchen offers duel ranges and

  Jamie Luke TPW Real Estate

  37 Burnt Hill Rd, Winhall, VT 05340
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  $410,000 Sold Apr 29, 2026

  8 Silver Birch Rd Unit 8, Winhall, VT 05340

  • 3 Beds
  • 2 Baths
  • 1,215 Sq Ft
  • Built 1968

  Last Sold Summary

  • 5% Below List Price
  • $337/SF
  • 101 Days On Market

  Last Listing Agent Lauren Behm Berkshire Hathaway HomeServices Stratton Home

  8 Silver Birch Rd Unit 8, Winhall, VT 05340
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  /28

  Not Listed For Sale

  27 Mountain View Rd, Winhall, VT 05360

  • 6 Beds
  • 6.5 Baths
  • 5,896 Sq Ft
  • Built 2000

  27 Mountain View Rd, Winhall, VT 05360

  Last Sold Summary

  • $195/SF
  • 22 Days On Market

  • Last Sold Price $1,150,000
  • Jun 01, 2024

  Last Listing Agent Andrew King Stratton Real Estate
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  /28

  $1,495,000

  • 4 Beds
  • 3.5 Baths
  • 2,363 Sq Ft

  43 Middle Ridge Rd Unit 415, Winhall, VT 05155

  Perfect for the large family! Four bedrooms, Three and a Half Baths, plus a Loft! In highly desirable Rising Bear Lodge, Top Floor, Corner location! Easy walking distance to the Slopes, (Shuttle also available), the Commons' Skating Pond, and the Village Shops and Restaurants. Other amenities include a year round heated Pool, outdoor hot tubs, and a cedar sauna---all comfortably accessible by the

  Edwin Kevil Stratton Real Estate

  43 Middle Ridge Rd Unit 415, Winhall, VT 05155
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  /23

  $32,000 Per Month

  • 3 Beds
  • 2 Baths
  • 1,540 Sq Ft
  • House for Rent

  65 Cranberry Hill Rd, Bondville, VT 05340

  Never before offered: This Strattonwald contemporary ski house is a well cared-for home base for all who love the mountain lifestyle, in a private woodland setting just 9 minutes to Stratton's Main Base. The expansive living room is the ultimate gathering spot from morning to night, with soaring cathedral ceilings, a super-cozy wood stove, and extraordinary windows looking out at the private

  Jamie Luke TPW Real Estate

  65 Cranberry Hill Rd, Bondville, VT 05340
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  /21

  $375,000 Sold May 05, 2025

  61 Birch Hill Rd Unit 6, Winhall, VT 05340

  • 3 Beds
  • 2 Baths
  • 1,215 Sq Ft
  • Built 1968

  Last Sold Summary

  • $309/SF
  • 42 Days On Market

  Last Listing Agent Christiane Carroccio TPW Real Estate

  61 Birch Hill Rd Unit 6, Winhall, VT 05340
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  Not Listed For Sale

  6 Black Birch Rd, Winhall, VT 05340

  • 3 Beds
  • 2 Baths
  • 1,215 Sq Ft
  • Built 1968

  6 Black Birch Rd, Winhall, VT 05340

  Last Sold Summary

  • $278/SF
  • 8 Days On Market

  • Last Sold Price $338,000
  • Nov 10, 2023

  Last Listing Agent Kim Morgan-Wohler Wohler Realty Group
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  $1,399,999

  • 6 Beds
  • 4 Baths
  • 3,800 Sq Ft

  121 High Meadow Rd, Winhall, VT 05340

  Bring the whole household to this great place with lots of room for fun. A 6-bedroom, 4-bathroom Adirondack-style Ski Chalet located in a neighborhood just minutes from the Stratton Mountain Ski Resort, with free door-to-mountain shuttle service on select days. Amenities include four (4) fireplaces, best hot-tub on the market, an in home gym, electric sauna, pool table, SuperChexx Bubble Hockey

  Ralph Harvey Listwithfreedom.com

  121 High Meadow Rd, Winhall, VT 05340
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  /23

  $34,000 Per Month

  • 4 Beds
  • 3 Baths
  • 2,406 Sq Ft
  • House for Rent

  35 Strattonwald Rd, Winhall, VT 05340

  $28,000 Winter Rental Rate | Spend the winter in Vermont at this inviting 4-bedroom, 3-bath Strattonwald chalet, available mid-November through mid-April. Nestled among the woods yet just minutes from Stratton Mountain, this home offers a welcoming retreat and the perfect base for the ski season. The main living area features soaring vaulted ceilings and a pellet stove, creating a bright and cozy

  Cheyanne Pugliese

  35 Strattonwald Rd, Winhall, VT 05340
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  /31

  $895,000 Sold Dec 12, 2025

  73 Cranberry Hill Rd, Winhall, VT 05340

  • 4 Beds
  • 4.5 Baths
  • 2,658 Sq Ft
  • Built 1984

  Last Sold Summary

  • 8% Below List Price
  • $337/SF
  • 222 Days On Market

  Current Estimated Value $907,480

  Last Listing Agent Carrie Mathews Winhall Real Estate

  73 Cranberry Hill Rd, Winhall, VT 05340
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  /25

  Est $752,750 Not Listed For Sale

  110 Upper Taylor Hill Rd, Jamaica, VT 05343

  • 5 Beds
  • 3 Baths
  • 1,600 Sq Ft
  • Built 1968

  110 Upper Taylor Hill Rd, Jamaica, VT 05343

  Last Sold Summary

  • 6% Above List Price
  • $445/SF
  • 15 Days On Market

  • Last Sold Price $711,500
  • Apr 15, 2024

  Last Listing Agent Helen Nault
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  /43

  $1,399,000 Under Contract

  • 4 Beds
  • 3.5 Baths
  • 5,397 Sq Ft

  12 Sunny Hill Rd, Manchester Center, VT 05255

  One-of-a-kind, craftsman-built Vermont log home set on over 26 private acres with breathtaking, long-range mountain views. Tucked away at the dead end of the road, this exceptional property offers rare privacy while remaining close to premier ski mountains and all the dining, shopping, and cultural attractions of Manchester, VT. The land features two picturesque waterfalls and a serene natural

  Carrie Mathews Winhall Real Estate

  12 Sunny Hill Rd, Manchester Center, VT 05255
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  $30,000 Per Month

  • 3 Beds
  • 3 Baths
  • 1,650 Sq Ft
  • Townhouse for Rent

  90 Turkey Run Rd, Winhall, VT 05340

  Intervale Rental. Available for the 26-27 winter season. Also available for summer or fall monthly rental. Entry mud room for boot storage. Main floor has wood burning fire place, and the deck off the living room is a overlooks the pond. Main floor has primary suite. Two bedrooms plus a sleeping loft on the upper floor. One bedroom has an en suite bathroom, and a hallway full bathroom serves the

  Christiane Carroccio TPW Real Estate

  90 Turkey Run Rd, Winhall, VT 05340
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  $434,000 Sold Feb 27, 2026

  12 Stratton West Rd Unit 12, Winhall, VT 05340

  • 5 Beds
  • 2 Baths
  • 1,888 Sq Ft
  • Built 1968

  Last Sold Summary

  • 1% Below List Price
  • $230/SF
  • 6 Days On Market

  Last Listing Agent Robert Sabol Wohler Realty Group

  12 Stratton West Rd Unit 12, Winhall, VT 05340
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  /35

  Not Listed For Sale

  15 Stratton View Rd, Bondville, VT 05340

  • 4 Beds
  • 2 Baths
  • 1,680 Sq Ft
  • Built 1964

  15 Stratton View Rd, Bondville, VT 05340

  Last Sold Summary

  • 5% Below List Price
  • $250/SF
  • 1 Day On Market

  • Last Sold Price $420,000
  • Jun 16, 2023

  Last Listing Agent Rachel Febbie EXP Realty
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  /29

  $1,200,000

  • 1 Bath
  • 950 Sq Ft

  109 Winhall Hollow Rd, Winhall, VT 05340

  Experience the pinnacle of Green Mountain living on this extraordinary 23.5-acre property. Perfectly positioned to capture a stunning, direct-line-of-sight view of Stratton Mountain, this property is more than just a home—it is a private outdoor sanctuary meticulously designed by The Wadsworth Company for the modern adventurer. The centerpiece of the property is a striking, contemporary dwelling

  Margaret Mcmahon Four Seasons Sotheby's Int'l Realty

  109 Winhall Hollow Rd, Winhall, VT 05340
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  $1,025,000 Sold Oct 10, 2025

  10 Middle Ridge Rd, Winhall, VT 05155

  • 4 Beds
  • 3.5 Baths
  • 2,160 Sq Ft
  • Built 1988

  Last Sold Summary

  • 6% Above List Price
  • $475/SF
  • 5 Days On Market

  Last Listing Agent Christiane Carroccio TPW Real Estate

  10 Middle Ridge Rd, Winhall, VT 05155
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  /13

  Not Listed For Sale

  234 Mountain Rd, Stratton, VT 05155

  234 Mountain Rd, Stratton, VT 05155

  Last Sold Summary

  • 501 Days On Market

  • Last Sold Price $620,000
  • Jun 10, 2024

  Last Listing Agent Jamie Wylie Stratton Real Estate
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  $1,100,000 Under Contract

  • 3 Beds
  • 4.5 Baths
  • 4,279 Sq Ft

  3 Linscott Rd, Winhall, VT 05340

  Welcome home! This property is MOVE IN READY ! This exceptional contemporary is just minutes from the Stratton base lodge. Meticulously maintained and thoughtfully updated, this home is ideal for you and your guests! Designed for both relaxation and entertaining, the open-concept floor plan ensures everyone can gather with ease. Two spacious living areas provide wonderful flexibility for

  Sandy Laserte Berkshire Hathaway HomeServices Stratton Home

  3 Linscott Rd, Winhall, VT 05340
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  $2,600,000 Sold May 01, 2026

  25 Mountain Haunts Rd, Winhall, VT 05340

  • 6 Beds
  • 6.5 Baths
  • 6,650 Sq Ft
  • Built 1960

  Last Sold Summary

  • 13% Below List Price
  • $391/SF
  • 366 Days On Market

  Current Estimated Value $2,668,412

  Last Listing Agent Kim Morgan-Wohler Wohler Realty Group

  25 Mountain Haunts Rd, Winhall, VT 05340
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  /27

  Not Listed For Sale

  22 Snowflake Ln, Winhall, VT 05340

  • 3 Beds
  • 2 Baths
  • 1,268 Sq Ft
  • Built 1979

  22 Snowflake Ln, Winhall, VT 05340

  Last Sold Summary

  • $347/SF
  • 8 Days On Market

  • Last Sold Price $440,000
  • May 10, 2023

  Last Listing Agent Jessica Citera Cummings & Co
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  $1,325,000 Under Contract

  • 4 Beds
  • 3.5 Baths
  • 3,400 Sq Ft

  11 Roundtree Rd, Bondville, VT 05340

  A landmark on Round Tree Road, this house has inviting curb appeal with its stone façade and archway. On the resort shuttle bus route. With 1.83 acres the house has a very private setting in back for the patio, fire pit and hot tub. Unique U-shaped driveway has plenty of room for friends and family. Downstairs family room with kitchenette. Great living space and bedrooms throughout. Quality metal

  Andrew King Stratton Real Estate

  11 Roundtree Rd, Bondville, VT 05340
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  /40

  $595,000 Sold Nov 10, 2025

  4A Ridge, Winhall, VT 05340

  • 3 Beds
  • 3 Baths
  • 1,886 Sq Ft
  • Built 1985

  Last Sold Summary

  • 3% Below List Price
  • $315/SF
  • 31 Days On Market

  Last Listing Agent Christiane Carroccio TPW Real Estate

  4A Ridge, Winhall, VT 05340
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  /28

  Not Listed For Sale

  43 Middle Ridge Rd Unit 312, Winhall, VT 05155

  • 2 Beds
  • 2 Baths
  • 1,014 Sq Ft
  • Built 2004

  43 Middle Ridge Rd Unit 312, Winhall, VT 05155

  Last Sold Summary

  • $626/SF
  • 46 Days On Market

  • Last Sold Price $635,000
  • Jul 31, 2024

  Last Listing Agent Mike England Michael England Real Estate
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  /28

  $729,000

  • 4 Beds
  • 2 Baths
  • 2,055 Sq Ft

  21 Burnt Hill Rd, Winhall, VT 05341

  Welcome to Gone Ski Inn, your cozy, all-season mountain retreat in the heart of Vermont! This charming home features four inviting bedrooms and two well-appointed bathrooms, offering plenty of space to unwind after a day of adventure. In the winter, cozy up by the crackling wood-burning fireplace , toasty wood stove or relax in the soothing hot tub under the stars. With ski trails just minutes

  Margaret Mcmahon Four Seasons Sotheby's Int'l Realty

  21 Burnt Hill Rd, Winhall, VT 05341
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  /4

  $225,000 Sold Dec 19, 2025

  00 Margeaux Ln, Stratton, VT 05155

  • Land
  • 1.99 Acres
  • $113,065 per Acre

  Last Sold Summary

  • 189 Days On Market

  Last Listing Agent Margaret Mcmahon Four Seasons Sotheby's Int'l Realty

  00 Margeaux Ln, Stratton, VT 05155
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  /40

  Est $2,349,437 Not Listed For Sale

  95 Winhall Hollow Rd, Bondville, VT 05340

  • 7 Beds
  • 9.5 Baths
  • 5,641 Sq Ft
  • Built 2001

  95 Winhall Hollow Rd, Bondville, VT 05340

  Last Sold Summary

  • 4% Above List Price
  • $399/SF
  • 18 Days On Market

  • Last Sold Price $2,250,000
  • Nov 03, 2023

  Last Listing Agent Kevin Moran Four Seasons Sotheby's Int'l Realty
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  /59

  $2,800,000

  • 3 Beds
  • 3.5 Baths
  • 3,938 Sq Ft

  23 Valley View Rd, Winhall, VT 05340

  Set at the end of a long, private driveway, this remarkable property unveils dramatic panoramic vistas that stretch nearly 40 miles. Offering a rare sense of seclusion & grandeur, the home is an ideal retreat where nature, privacy, and beauty converge.Designed w/a modern aesthetic,an expansive open-concept layout, the main floor features a stunning stone fireplace , enhanced by soaring ceilings

  Kim Morgan-Wohler Wohler Realty Group

  23 Valley View Rd, Winhall, VT 05340
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  /19

  $426,000 Sold Jan 16, 2026

  46-48 Lower Taylor Hill Rd, Winhall, VT 05340

  • 2 Beds
  • 2 Baths
  • 1,798 Sq Ft
  • Built 1963

  Last Sold Summary

  • 1% Above List Price
  • $237/SF
  • 1 Day On Market

  Last Listing Agent Margaret Mcmahon Four Seasons Sotheby's Int'l Realty

  46-48 Lower Taylor Hill Rd, Winhall, VT 05340
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  Not Listed For Sale

  13 Stratton Rd W Unit 13, Winhall, VT 05340

  • 5 Beds
  • 3 Baths
  • 1,785 Sq Ft
  • Built 1970

  13 Stratton Rd W Unit 13, Winhall, VT 05340

  Last Sold Summary

  • $202/SF
  • 4 Days On Market

  • Last Sold Price $360,000
  • Oct 03, 2023

  Last Listing Agent Elyn Bischof Berkshire Hathaway HomeServices Stratton Home
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  $2,950,000 New Construction

  • 4 Beds
  • 4.5 Baths
  • 3,762 Sq Ft

  59 Garden Loop Rd, Winhall, VT 05340

  Move into this brand new stunning custom contemporary set on over 3 acres in coveted Stratton ski country. This exceptional modern design offers elevated living with superior craftsmanship and sweeping endless views. Featuring four well appointed ensuites with polished baths boasting radiant heated floors, half bath, family room and dual laundry areas. The well designed kitchen with Italian

  Terry Hill Berkshire Hathaway HomeServices Stratton Home

  59 Garden Loop Rd, Winhall, VT 05340
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  /25

  $360,000 Sold Feb 25, 2026

  00 Ross Rd, Winhall, VT 05340

  • Land
  • 41.1 Acres
  • $8,759 per Acre

  Last Sold Summary

  • 6% Below List Price
  • 82 Days On Market

  Last Listing Agent David Shehadi Josiah Allen Real Estate, Inc.

  00 Ross Rd, Winhall, VT 05340
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  Est $700,579 Not Listed For Sale

  32 Beaver St, Bondville, VT 05340

  • 4 Beds
  • 2.5 Baths
  • 2,179 Sq Ft
  • Built 2008

  32 Beaver St, Bondville, VT 05340

  Last Sold Summary

  • 5% Above List Price
  • $307/SF
  • 7 Days On Market

  • Last Sold Price $668,000
  • Oct 04, 2024

  Last Listing Agent Jamie Wylie Stratton Real Estate
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  $815,000

  • 4 Beds
  • 4.5 Baths
  • 2,980 Sq Ft

  74 Pond View Rd, Winhall, VT 05340

  This spacious and well-maintained 4-bedroom, 4.5-bathroom condo in Stratton’s desirable Intervale community offers nearly 3,000 square feet of comfortable mountain living, just minutes from the Base Lodge with winter shuttle service. Nestled among the trees for added privacy, the home features an open-concept main level with cathedral ceilings, abundant natural light, a wood-burning fireplace,

  Christine Chovan

  74 Pond View Rd, Winhall, VT 05340
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  /30

  $1,550,000 Sold Apr 10, 2026

  147 High Meadow Rd, Winhall, VT 05340

  • 5 Beds
  • 5 Baths
  • 4,000 Sq Ft
  • Built 1984

  Last Sold Summary

  • 4% Above List Price
  • $388/SF
  • 9 Days On Market

  Current Estimated Value $1,149,442

  Last Listing Agent Timothy Mich Doddridge Stratton Real Estate

  147 High Meadow Rd, Winhall, VT 05340

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