Winhall, VT Homes

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  /39

  $615,000 Sold Mar 12, 2025

  81 Pond View Rd Unit 81, Winhall, VT 05340

  • 3 Beds
  • 3 Baths
  • 1,650 Sq Ft
  • Built 1998

  Last Sold Summary

  • 2% Below List Price
  • $373/SF
  • 32 Days On Market

  Current Estimated Value $617,341

  Last Listing Agent Lauren Behm Berkshire Hathaway HomeServices Stratton Home

  81 Pond View Rd Unit 81, Winhall, VT 05340
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  /38

  Not Listed For Sale

  14 Middle Ridge Rd Unit 19A, Winhall, VT 05155

  • 4 Beds
  • 3.5 Baths
  • 2,160 Sq Ft
  • Built 1986

  14 Middle Ridge Rd Unit 19A, Winhall, VT 05155

  Last Sold Summary

  • $463/SF
  • 9 Days On Market

  Last Sold Price $1,000,000

  Last Listing Agent MaryKate Grey Stratton Real Estate
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  /50

  $750,000

  • 3 Beds
  • 2 Baths
  • 2,000 Sq Ft

  57 Pearl Buck Dr Unit 33, Bondville, VT 05340

  WAKE UP TO UNPRECEDENTED MOUNTAIN VIEWS once called Terra Bella with ownership over four decades and now this can be the Winhall/Stratton residence you have been searching for. From the moment you drive in you are captivated with incredible scenery off prestigious Pearl Buck Drive. Offered on 3.5 acres.The main level boasts newly refinished oak floors, two bedrooms, a den or living area with

  Terry Hill Berkshire Hathaway HomeServices Stratton Home

  57 Pearl Buck Dr Unit 33, Bondville, VT 05340
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  /2

  $205,000 Sold Sep 15, 2025

  24 Stratton Rd W, Winhall, VT 05340

  • 2 Beds
  • 1 Bath
  • 665 Sq Ft
  • Built 1970

  Last Sold Summary

  • $308/SF
  • 0 Days On Market

  Current Estimated Value $207,165

  Last Listing Agent Cheyanne Pugliese

  24 Stratton Rd W, Winhall, VT 05340
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  /21

  Not Listed For Sale

  38 Quarter Mile Rd, Winhall, VT 05360

  • 4 Beds
  • 4 Baths
  • 1,940 Sq Ft
  • Built 1970

  38 Quarter Mile Rd, Winhall, VT 05360

  Last Sold Summary

  • $389/SF
  • 9 Days On Market

  Last Sold Price $755,000

  Last Listing Agent Timothy Apps Four Seasons Sotheby's Int'l Realty
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  /2

  $450,000 Pending

  • Land
  • 1.18 Acres
  • $381,356 per Acre

  97 N Branch Rd, Winhall, VT 05155

  The only undeveloped parcel of land on Stratton Lake. Underground utilities stubbed out to the road at entrance to lot. Stratton shuttle service, community water and sewer. Eastern exposure with views over the Stratton Lake. Adjacent to the Stratton Country Club golf course.

  John Sikes Stratton Real Estate

  97 N Branch Rd, Winhall, VT 05155
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  /53

  $775,000 Sold Aug 13, 2025

  E12 Rock Ridge Rd, Winhall, VT 05155

  • 3 Beds
  • 3 Baths
  • 1,842 Sq Ft
  • Built 1986

  Last Sold Summary

  • 3% Below List Price
  • $421/SF
  • 7 Days On Market

  Last Listing Agent Cheyanne Pugliese

  E12 Rock Ridge Rd, Winhall, VT 05155
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  /40

  Est $1,597,974 Not Listed For Sale

  82 High Meadow Rd, Winhall, VT 05340

  • 6 Beds
  • 5.5 Baths
  • 4,551 Sq Ft
  • Built 2002

  82 High Meadow Rd, Winhall, VT 05340

  Last Sold Summary

  • 1% Below List Price
  • $355/SF
  • 126 Days On Market

  Last Sold Price $1,615,000

  Last Listing Agent Kim Morgan-Wohler Wohler Realty Group
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  /32

  $450,000 Under Contract

  • 5 Beds
  • 3 Baths
  • 2,303 Sq Ft

  44 Lake Rd, Bondville, VT 05340

  Nestled in the woods on a generous private lot, 44 Lake Road is a contemporary Vermont retreat offering peaceful seclusion with big-sky views of Stratton Mountain. Designed to blend with its natural surroundings, this home features warm wood accents, soaring ceilings, and walls of glass that bring the outdoors in. The open main living area is ideal for apres-ski gatherings, with a spacious great

  Timothy Apps Four Seasons Sotheby's Int'l Realty

  44 Lake Rd, Bondville, VT 05340
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  /22

  $265,500 Sold Jul 15, 2025

  18 Stratton Ridge Rd, Winhall, VT 05340

  • 3 Beds
  • 2 Baths
  • 1,332 Sq Ft
  • Built 1970

  Last Sold Summary

  • 16% Below List Price
  • $199/SF
  • 72 Days On Market

  Last Listing Agent Derek Greene Derek Greene

  18 Stratton Ridge Rd, Winhall, VT 05340
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  /40

  Not Listed For Sale

  13 Old Ridge Rd, Winhall, VT 05155

  • 4 Beds
  • 4.5 Baths
  • 2,327 Sq Ft
  • Built 1996

  13 Old Ridge Rd, Winhall, VT 05155

  Last Sold Summary

  • $367/SF
  • 29 Days On Market

  Last Sold Price $855,000

  Last Listing Agent Carrie Mathews Winhall Real Estate
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  /38

  $860,000

  • 4 Beds
  • 3.5 Baths
  • 4,104 Sq Ft

  25 Benson Fuller Dr, Jamaica, VT 05343

  Mountain paradise awaits in this magnificent 5,000 sq ft Winhall retreat! Perched on a private acre with breathtaking, panoramic mountain views, this 4-bedroom, 3.5-bath home is an entertainer's dream and a serene escape.Step inside to discover a grand living room, a cozy family room, and a luxurious primary ensuite bedroom, each featuring a crackling wood-burning fireplace, perfect for

  Robin Apps Four Seasons Sotheby's Int'l Realty

  25 Benson Fuller Dr, Jamaica, VT 05343
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  /26

  $795,000 Sold Aug 21, 2025

  5 Founders Hill Rd, Winhall, VT 05360

  • 3 Beds
  • 3 Baths
  • 1,624 Sq Ft
  • Built 1970

  Last Sold Summary

  • $490/SF
  • 0 Days On Market

  Last Listing Agent Jamie Wylie Stratton Real Estate

  5 Founders Hill Rd, Winhall, VT 05360
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  /31

  Not Listed For Sale

  71 Todd Hill Rd, Jamaica, VT 05343

  • 5 Beds
  • 5.5 Baths
  • 3,624 Sq Ft
  • Built 2006

  71 Todd Hill Rd, Jamaica, VT 05343

  Last Sold Summary

  • $635/SF
  • 4 Days On Market

  Last Sold Price $2,300,000

  Last Listing Agent Kevin Moran Four Seasons Sotheby's Int'l Realty
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  /29

  $699,000

  • 3 Beds
  • 3 Baths
  • 2,317 Sq Ft

  9 F Cobble Ridge Rd, Winhall, VT 05340

  Step into a lifestyle of luxury and convenience at Piper Ridge D9! This stunning community offers the perfect blend of comfort and excitement, with fantastic amenities like a sparkling swimming pool, tennis courts, a clubhouse for social gatherings, and even a weekend shuttle service in the winter—ideal for enjoying the nearby slopes! Inside the impeccably maintained townhouse, you'll find a cozy

  Carrie Mathews Winhall Real Estate

  9 F Cobble Ridge Rd, Winhall, VT 05340
• 

  

  /22

  $389,000 Sold Feb 23, 2026

  2 Lower Stratton Valley Rd, Winhall, VT 05340

  • 4 Beds
  • 1.5 Baths
  • 1,344 Sq Ft
  • Built 1978

  Last Sold Summary

  • $289/SF
  • 26 Days On Market

  Current Estimated Value $388,549

  Last Listing Agent Mike Masters Four Seasons Sotheby's Int'l Realty

  2 Lower Stratton Valley Rd, Winhall, VT 05340
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  Not Listed For Sale

  E11 Rock Ridge Rd, Winhall, VT 05155

  • 3 Beds
  • 3 Baths
  • 2,300 Sq Ft
  • Built 1986

  E11 Rock Ridge Rd, Winhall, VT 05155

  Last Sold Summary

  • $348/SF
  • 47 Days On Market

  Last Sold Price $800,000

  Last Listing Agent Terry Hill Berkshire Hathaway HomeServices Stratton Home
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  /39

  $895,000

  • 4 Beds
  • 4 Baths
  • 2,673 Sq Ft

  F2 Cobble Ridge Rd Unit F2, Winhall, VT 05340

  Own your piece of Piper Ridge, a prestigious condo complex, in Stratton, Vermont. This 4-bedroom, 4-bathroom townhome received significant improvements over the past two years, making it move-in ready for maximum relaxation in the mountains. This spacious open floor plan has been upgraded with new hardwood flooring on the first and second floors and kitchen renovations with new countertops and

  Mike England Michael England Real Estate

  F2 Cobble Ridge Rd Unit F2, Winhall, VT 05340
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  /49

  $705,000 Sold Jan 06, 2026

  A6 Ridge Unit A6, Winhall, VT 05340

  • 4 Beds
  • 3 Baths
  • 2,118 Sq Ft
  • Built 1982

  Last Sold Summary

  • 12% Below List Price
  • $333/SF
  • 225 Days On Market

  Last Listing Agent Karin Hardy Berkshire Hathaway HomeServices Stratton Home

  A6 Ridge Unit A6, Winhall, VT 05340
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  /55

  Est $939,104 Not Listed For Sale

  45 Hilltop Rd, Winhall, VT 05340

  • 5 Beds
  • 4 Baths
  • 2,900 Sq Ft
  • Built 1996

  45 Hilltop Rd, Winhall, VT 05340

  Last Sold Summary

  • 4% Above List Price
  • $310/SF
  • 7 Days On Market

  Last Sold Price $899,000

  Last Listing Agent Terry Hill Berkshire Hathaway HomeServices Stratton Home
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  /8

  $175,000

  • Land
  • 2.26 Acres
  • $77,434 per Acre

  0 Stratton Gardens Rd Unit 5072896, Winhall, VT 05340

  Welcome to the Stratton Gardens Community. Build your Vermont home on this 2+ acre parcel in Stratton Gardens. Ease of access right off the Stratton Mountain Access Road, and all the amenities of Stratton Gardens Association- highlights include-Shuttle service to the Mountain, Road Maintenance, Plowing, Landscaping, and Trash removal.State Waste Water permit in place for a 4 bedroom home.

  Tara van de Velde Four Seasons Sotheby's Int'l Realty

  0 Stratton Gardens Rd Unit 5072896, Winhall, VT 05340
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  /30

  $330,000 Sold May 09, 2025

  21 Stratton Ridge Rd, Winhall, VT 05340

  • 3 Beds
  • 1.5 Baths
  • 1,088 Sq Ft
  • Built 1970

  Last Sold Summary

  • 13% Below List Price
  • $303/SF
  • 115 Days On Market

  Last Listing Agent Andie Fusco Four Seasons Sotheby's Int'l Realty

  21 Stratton Ridge Rd, Winhall, VT 05340
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  /35

  Est $588,841 Not Listed For Sale

  20 Deep Woods Cir, Winhall, VT 05255

  • 3 Beds
  • 2 Baths
  • 1,592 Sq Ft
  • Built 2005

  20 Deep Woods Cir, Winhall, VT 05255

  Last Sold Summary

  • 2% Above List Price
  • $364/SF
  • 8 Days On Market

  Last Sold Price $580,000

  Last Listing Agent Sara Buckley Josiah Allen Real Estate, Inc.
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  /41

  $950,000

  • 4 Beds
  • 3.5 Baths
  • 3,031 Sq Ft

  7 Roundtree Rd, Winhall, VT 05340

  Discover the perfect mountain retreat at 7 Roundtree Road, a contemporary and beautifully designed 4-bedroom home set on 1.37 private acres in one of Stratton’s most sought-after neighborhoods. Ideally located just a quick drive to the Base Lodge—or simply hop on the convenient shuttle for effortless access to the slopes—this property offers the best of Stratton living in every season.Step

  Bob Maisey Berkshire Hathaway HomeServices Stratton Home

  7 Roundtree Rd, Winhall, VT 05340
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  /38

  $779,000 Sold Oct 31, 2025

  44 Hilltop Rd, Winhall, VT 05340

  • 4 Beds
  • 4 Baths
  • 2,997 Sq Ft
  • Built 1996

  Last Sold Summary

  • 1% Below List Price
  • $260/SF
  • 22 Days On Market

  Current Estimated Value $773,901

  Last Listing Agent Christiane Carroccio TPW Real Estate

  44 Hilltop Rd, Winhall, VT 05340
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  /30

  Not Listed For Sale

  20 Maple Beech Rd Unit 20, Winhall, VT 05340

  • 3 Beds
  • 3 Baths
  • 1,650 Sq Ft
  • Built 1984

  20 Maple Beech Rd Unit 20, Winhall, VT 05340

  Last Sold Summary

  • $333/SF
  • 4 Days On Market

  Last Sold Price $550,000

  Last Listing Agent Christiane Carroccio TPW Real Estate
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  /39

  $599,000 Under Contract

  • 5 Beds
  • 3.5 Baths
  • 2,468 Sq Ft

  17 Signal Hill Rd, Winhall, VT 05340

  17 Signal Hill Road offers Vermont charm in a secluded mountain setting. With over 2,400 square feet of living space, this five-bedroom, three-and-a-half-bath home has been thoughtfully maintained and move-in ready. The main level features a spacious living room with a dramatic fieldstone fireplace, vaulted ceilings, and skylights that fill the home with natural light. A loft overlooking the

  Christiane Carroccio TPW Real Estate

  17 Signal Hill Rd, Winhall, VT 05340
• 

  

  /35

  $339,000 Sold Oct 20, 2025

  33 Aspen Ln, Bondville, VT 05340

  • 3 Beds
  • 2 Baths
  • 1,120 Sq Ft
  • Built 1970

  Last Sold Summary

  • 6% Below List Price
  • $303/SF
  • 37 Days On Market

  Current Estimated Value $338,385

  Last Listing Agent Alison Cummings Cummings & Co

  33 Aspen Ln, Bondville, VT 05340
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  /30

  Est $642,846 Not Listed For Sale

  6 Golden Triangle Rd, Winhall, VT 05340

  • 3 Beds
  • 3 Baths
  • 1,680 Sq Ft
  • Built 2004

  6 Golden Triangle Rd, Winhall, VT 05340

  Last Sold Summary

  • 6% Above List Price
  • $360/SF
  • 10 Days On Market

  Last Sold Price $605,000

  Last Listing Agent TG Glazer Winhall Real Estate
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  /13

  $135,000 Under Contract

  • Land
  • 1.36 Acres
  • $99,265 per Acre

  0 Stratton View Rd Unit 14, Winhall, VT 05340

  Stratton View Road lives up to its name. Big Views of Stratton, just 3 minutes to Stratton access road. Minutes to the snow making pond, great for walking and a dip in. the summer. There are 3 ski resorts with in 15 minutes as well as Manchester for shopping and dining. Own your piece of Vermont.

  Mike England Michael England Real Estate

  0 Stratton View Rd Unit 14, Winhall, VT 05340
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  /60

  $625,000 Sold Nov 26, 2025

  3 Short Rd, Bondville, VT 05340

  • 3 Beds
  • 2.5 Baths
  • 2,034 Sq Ft
  • Built 1885

  Last Sold Summary

  • 12% Below List Price
  • $307/SF
  • 56 Days On Market

  Current Estimated Value $641,172

  Last Listing Agent Mike England Michael England Real Estate

  3 Short Rd, Bondville, VT 05340
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  /32

  Not Listed For Sale

  1 Silver Birch Rd, Winhall, VT 05340

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

  1 Silver Birch Rd, Winhall, VT 05340

  Last Sold Summary

  • $309/SF
  • 61 Days On Market

  Last Sold Price $375,000

  Last Listing Agent Robin Apps Four Seasons Sotheby's Int'l Realty
• 

  

  /15

  $500,000

  • Land
  • 21.2 Acres
  • $23,585 per Acre

  56 Lower Taylor Hill Rd, Winhall, VT 05340

  A rare opportunity to create a private Vermont retreat on 21.2 +/- acres along Lower Taylor Hill Road in Winhall. The property is supported by a State-approved wastewater permit for a six (6) bedroom single-family residence, offering flexibility to design a substantial home within permitted limits. Rolling terrain, natural clearings, and mature woodland provide multiple potential building sites,

  Kevin Moran Four Seasons Sotheby's Int'l Realty

  56 Lower Taylor Hill Rd, Winhall, VT 05340
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  /45

  $849,000 Sold Dec 04, 2025

  7 N Brookwood Rd, Winhall, VT 05340

  • 4 Beds
  • 3.5 Baths
  • 2,028 Sq Ft
  • Built 1968

  Last Sold Summary

  • $419/SF
  • 12 Days On Market

  Current Estimated Value $848,363

  Last Listing Agent Lauren Behm Berkshire Hathaway HomeServices Stratton Home

  7 N Brookwood Rd, Winhall, VT 05340
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  /60

  Est $855,736 Not Listed For Sale

  53 Stratton View Rd, Bondville, VT 05340

  • 4 Beds
  • 3.5 Baths
  • 3,772 Sq Ft
  • Built 1989

  53 Stratton View Rd, Bondville, VT 05340

  Last Sold Summary

  • 5% Above List Price
  • $217/SF
  • 30 Days On Market

  Last Sold Price $817,500

  Last Listing Agent Kim Morgan-Wohler Wohler Realty Group
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  /6

  $99,000

  • Land
  • 1 Acre
  • $99,000 per Acre

  88A Sylvan Ridge Rd, Winhall, VT 05340

  Wooded lot with hardwoods, evergreens and birch trees. Potential views of Bromley Mountain and beyond. Town maintained road. Close to VAST snowmobile trails. Build your dream home in the Golden Triangle of ski areas, Stratton, Bromley, and Magic Mountains. Only 10 minuets to Manchester. Available on request:Wastewater System and Potable Water Supply PermitSeptic Site PlanCovenants

  Andrew King Stratton Real Estate

  88A Sylvan Ridge Rd, Winhall, VT 05340
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  /31

  $555,000 Sold Feb 12, 2026

  22 Bromley Forest Rd, Bondville, VT 05340

  • 4 Beds
  • 2.5 Baths
  • 2,408 Sq Ft
  • Built 1988

  Last Sold Summary

  • 18% Below List Price
  • $230/SF
  • 185 Days On Market

  Current Estimated Value $592,437

  Last Listing Agent Carrie Mathews Winhall Real Estate

  22 Bromley Forest Rd, Bondville, VT 05340
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  /14

  Not Listed For Sale

  00 Kendall Farm To Black Cherry Ridge Rd, Winhall, VT 05340

  00 Kendall Farm To Black Cherry Ridge Rd, Winhall, VT 05340

  Last Sold Summary

  • 120 Days On Market

  Last Sold Price $210,000

  Last Listing Agent Kim Morgan-Wohler Wohler Realty Group
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  /27

  $359,000 Under Contract

  • 3 Beds
  • 1.5 Baths
  • 1,144 Sq Ft

  8 Winhall Woods Rd, Winhall, VT 05340

  Discover this quintessential Vermont ski chalet, perfectly set on a quiet dead-end road with views of Bromley Mountain from the property. Warm and inviting, the home is filled with natural wood throughout, creating the classic mountain-home atmosphere buyers love. Offering both charm and convenience, the location is ideal—just 2.5 miles to Bromley Mountain, 10 miles to Stratton, and only 8 miles

  Carrie Mathews Winhall Real Estate

  8 Winhall Woods Rd, Winhall, VT 05340
• 

  

  /10

  $385,000 Sold Sep 10, 2025

  0 River Rd, Winhall, VT 05340

  • Land
  • 24.54 Acres
  • $15,689 per Acre

  Last Sold Summary

  • 11% Below List Price
  • 28 Days On Market

  Last Listing Agent Cheyanne Pugliese

  0 River Rd, Winhall, VT 05340

Showing Results 81 - 120, Page 3 of 18