2,288

Winhall, VT Homes

Section Image
    • /40

      Est $1,668,415 Not Listed For Sale

      69 W Ridge Rd Unit 365, Winhall, VT 05340

      • 5 Beds
      • 5 Baths
      • 4,609 Sq Ft
      • Built 1971
      69 W Ridge Rd Unit 365, Winhall, VT 05340

      Last Sold Summary

      • 6% Above List Price
      • $342/SF
      • 5 Days On Market
      • Last Sold Price $1,575,000
      • May 01, 2024

      Last Listing Agent Diana Stugger Four Seasons Sotheby's Int'l Realty

  • /13

    $875,000

    • 3 Beds
    • 2 Baths
    • 1,400 Sq Ft

    43 Middle Ridge Rd Unit 209, Winhall, VT 05155

    Beautiful corner three bedroom, two bath condominium in one Stratton Mountain's most desirable neighborhoods. Heated parking garage, with two assigned spaces. Locker room for ski storage. Heated year round pool, hot tubs, sauna for Rising Bear and Hearthstone. Private shuttle to skier drop off area, or walk directly across street. Excellent potential as a rental property. Sold fully furnished.

    John Sikes Stratton Real Estate

    43 Middle Ridge Rd Unit 209, Winhall, VT 05155
  • /51

    $1,300,000 Sold Aug 25, 2025

    33 Jamie Ln, Bondville, VT 05340

    • 4 Beds
    • 4.5 Baths
    • 4,541 Sq Ft
    • Built 2004

    Last Sold Summary

    • 19% Below List Price
    • $286/SF
    • 7 Days On Market

    Current Estimated Value $1,395,758

    Last Listing Agent Cynthia Mitrani Berkshire Hathaway HomeServices Stratton Home

    33 Jamie Ln, Bondville, VT 05340
    • /14

      Est $530,007 Not Listed For Sale

      68 Sugarbush Dr, Winhall, VT 05340

      • 3 Beds
      • 2 Baths
      • 1,560 Sq Ft
      • Built 1978
      68 Sugarbush Dr, Winhall, VT 05340

      Last Sold Summary

      • 18% Above List Price
      • $288/SF
      • 0 Days On Market
      • Last Sold Price $450,000
      • Mar 15, 2024

      Last Listing Agent Carrie Mathews Winhall Real Estate

  • /12

    $95,000

    • Land
    • 1 Acre
    • $95,000 per Acre

    41 Moose Hollow Rd, Winhall, VT 05340

    Build your dream home on this ready-to-go 1-acre lot in the Green Mountains. Located on a private gravel road in Winhall, this mostly cleared parcel offers a gentle slope, power at the road, a nearby stream, and a state-issued 4-bedroom septic permit already in place. The setting provides a peaceful, natural feel while keeping you close to the best of Southern Vermont. Bromley Mountain is about

    Keith Nowak Four Seasons Sotheby's Int'l Realty

    41 Moose Hollow Rd, Winhall, VT 05340
  • /58

    $600,000 Sold Feb 17, 2026

    11 Pond View Rd, Winhall, VT 05340

    • 3 Beds
    • 3 Baths
    • 1,650 Sq Ft
    • Built 1985

    Last Sold Summary

    • 5% Below List Price
    • $364/SF
    • 270 Days On Market

    Current Estimated Value $608,965

    Last Listing Agent Terry Hill Berkshire Hathaway HomeServices Stratton Home

    11 Pond View Rd, Winhall, VT 05340
    • /31

      Not Listed For Sale

      56 Sugarbush Rd Unit B-8, Winhall, VT 05155

      • 4 Beds
      • 3 Baths
      • 3,584 Sq Ft
      • Built 1982
      56 Sugarbush Rd Unit B-8, Winhall, VT 05155

      Last Sold Summary

      • $176/SF
      • 6 Days On Market
      • Last Sold Price $630,888
      • Feb 23, 2024

      Last Listing Agent Wilkie Bushby TPW Real Estate

  • /40

    $475,000 Under Contract

    • 4 Beds
    • 3 Baths
    • 1,680 Sq Ft

    7 Stratton West Rd Unit 7, Winhall, VT 05340

    This recently renovated 4/5 bedroom Stratton West home is located minutes to Stratton Resort for skiing, golf, and all your recreation activities. The new, custom-built kitchen offers an open layout with beautiful granite countertops. Front and back decks provides places to grill and relax on warm summer nights, or you can cozy up with the Harman pellet stove in the winter months. The first level

    Mike England Michael England Real Estate

    7 Stratton West Rd Unit 7, Winhall, VT 05340
  • /27

    $340,000 Sold Mar 11, 2026

    8 Winhall Woods Rd, Winhall, VT 05340

    • 3 Beds
    • 1.5 Baths
    • 1,144 Sq Ft
    • Built 1963

    Last Sold Summary

    • 5% Below List Price
    • $297/SF
    • 63 Days On Market

    Current Estimated Value $365,731

    Last Listing Agent Carrie Mathews Winhall Real Estate

    8 Winhall Woods Rd, Winhall, VT 05340
    • /28

      Est $1,054,222 Not Listed For Sale

      27 Old Ridge Rd, Winhall, VT 05340

      • 4 Beds
      • 4.5 Baths
      • 3,806 Sq Ft
      • Built 1989
      27 Old Ridge Rd, Winhall, VT 05340

      Last Sold Summary

      • 17% Above List Price
      • $236/SF
      • 26 Days On Market
      • Last Sold Price $900,000
      • Mar 28, 2024

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

  • /34

    $675,000 Sold Apr 14, 2026

    43 Beaver St, Bondville, VT 05340

    • 3 Beds
    • 3 Baths
    • 2,392 Sq Ft
    • Built 1991

    Last Sold Summary

    • 4% Above List Price
    • $282/SF
    • 4 Days On Market

    Current Estimated Value $529,804

    Last Listing Agent Carrie Mathews Winhall Real Estate

    43 Beaver St, Bondville, VT 05340
    • /25

      Est $643,560 Not Listed For Sale

      24 Stoney Hill Rd, Winhall, VT 05340

      • 3 Beds
      • 3 Baths
      • 1,751 Sq Ft
      • Built 1973
      24 Stoney Hill Rd, Winhall, VT 05340

      Last Sold Summary

      • 10% Above List Price
      • $334/SF
      • 8 Days On Market
      • Last Sold Price $584,500
      • Feb 16, 2024

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

  • /55

    $2,150,000 Sold Feb 12, 2026

    16 Hunter Ridge Rd, Bondville, VT 05340

    • 4 Beds
    • 4.5 Baths
    • 5,000 Sq Ft
    • Built 2011

    Last Sold Summary

    • 3% Below List Price
    • $430/SF
    • 165 Days On Market

    Current Estimated Value $1,930,091

    Last Listing Agent Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

    16 Hunter Ridge Rd, Bondville, VT 05340
    • /35

      Not Listed For Sale

      15 Stark Farm Rd Unit Lot 9, Winhall, VT 05340

      • 4 Beds
      • 4.5 Baths
      • 3,324 Sq Ft
      • Built 1996
      15 Stark Farm Rd Unit Lot 9, Winhall, VT 05340

      Last Sold Summary

      • $301/SF
      • 38 Days On Market
      • Last Sold Price $999,900
      • Apr 19, 2024

      Last Listing Agent Carrie Mathews Winhall Real Estate

  • /33

    $951,014 Sold Oct 24, 2025

    14 Mountain Haunts, Winhall, VT 05340

    • 5 Beds
    • 3 Baths
    • 3,238 Sq Ft
    • Built 1987

    Last Sold Summary

    • 9% Above List Price
    • $294/SF
    • 4 Days On Market

    Current Estimated Value $951,466

    Last Listing Agent Carrie Mathews Winhall Real Estate

    14 Mountain Haunts, Winhall, VT 05340
    • /38

      Est $850,837 Not Listed For Sale

      21 Smith Meadow Rd, Winhall, VT 05340

      • 4 Beds
      • 3 Baths
      • 3,043 Sq Ft
      • Built 1984
      21 Smith Meadow Rd, Winhall, VT 05340

      Last Sold Summary

      • 7% Above List Price
      • $261/SF
      • 127 Days On Market
      • Last Sold Price $795,000
      • Nov 29, 2023

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

  • /43

    $1,603,000 Sold Jan 28, 2026

    143 Stratton Mountain Access Rd, Winhall, VT 05340

    • 5 Beds
    • 4.5 Baths
    • 3,688 Sq Ft
    • Built 2025

    Last Sold Summary

    • 5% Below List Price
    • $435/SF
    • 103 Days On Market

    Current Estimated Value $1,373,536

    Last Listing Agent Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

    143 Stratton Mountain Access Rd, Winhall, VT 05340
    • /40

      Est $865,335 Not Listed For Sale

      11 Jamie Ln, Winhall, VT 05340

      • 4 Beds
      • 3.5 Baths
      • 2,251 Sq Ft
      • Built 2005
      11 Jamie Ln, Winhall, VT 05340

      Last Sold Summary

      • 1% Below List Price
      • $389/SF
      • 40 Days On Market
      • Last Sold Price $875,000
      • Dec 27, 2023

      Last Listing Agent Christina Dryden Berkshire Hathaway HomeServices Stratton Home

  • /31

    $475,000 Sold Mar 20, 2026

    5 Byington Ln, Winhall, VT 05340

    • 3 Beds
    • 2 Baths
    • 1,570 Sq Ft
    • Built 1977

    Last Sold Summary

    • $303/SF
    • 7 Days On Market

    Current Estimated Value $473,720

    Last Listing Agent Jamie Luke TPW Real Estate

    5 Byington Ln, Winhall, VT 05340
    • /30

      Not Listed For Sale

      30 Birch Hill Rd Unit 7 Rock Maple, Winhall, VT 05340

      • 3 Beds
      • 2 Baths
      • 1,200 Sq Ft
      • Built 1968
      30 Birch Hill Rd Unit 7 Rock Maple, Winhall, VT 05340

      Last Sold Summary

      • $204/SF
      • 25 Days On Market
      • Last Sold Price $245,000
      • Dec 22, 2023

      Last Listing Agent Stephen Coombs Stratton Real Estate

  • /40

    $1,665,000 Sold Mar 09, 2026

    14 Old Ridge Rd, Winhall, VT 05155

    • 4 Beds
    • 4 Baths
    • 4,270 Sq Ft
    • Built 1986

    Last Sold Summary

    • 16% Below List Price
    • $390/SF
    • 315 Days On Market

    Last Listing Agent Christiane Carroccio TPW Real Estate

    14 Old Ridge Rd, Winhall, VT 05155
    • /7

      Not Listed For Sale

      A4R Summit View Rd Unit A4R, Winhall, VT 05340

      A4R Summit View Rd Unit A4R, Winhall, VT 05340

      Last Sold Summary

      • 77 Days On Market
      • Last Sold Price $245,000
      • May 21, 2024

      Last Listing Agent Jamie Wylie Stratton Real Estate

  • /47

    $822,500 Sold Sep 12, 2025

    C1 Meadow Ridge Rd, Winhall, VT 05340

    • 4 Beds
    • 4 Baths
    • 2,598 Sq Ft
    • Built 1983

    Last Sold Summary

    • 7% Below List Price
    • $317/SF
    • 18 Days On Market

    Last Listing Agent Sunny Breen Josiah Allen Real Estate, Inc.

    C1 Meadow Ridge Rd, Winhall, VT 05340
    • /27

      Not Listed For Sale

      19 Winhall Condo Rd, Winhall, VT 05340

      • 2 Beds
      • 2 Baths
      • 960 Sq Ft
      • Built 1978
      19 Winhall Condo Rd, Winhall, VT 05340

      Last Sold Summary

      • $297/SF
      • 24 Days On Market
      • Last Sold Price $285,000
      • Sep 16, 2024

      Last Listing Agent Cheyanne Pugliese

  • /26

    $575,000 Sold Aug 15, 2025

    2 Spruce High Rd, Winhall, VT 05340

    • 4 Beds
    • 2.5 Baths
    • 2,448 Sq Ft
    • Built 1981

    Last Sold Summary

    • 2% Below List Price
    • $235/SF
    • 17 Days On Market

    Current Estimated Value $628,776

    Last Listing Agent Carrie Mathews Winhall Real Estate

    2 Spruce High Rd, Winhall, VT 05340
    • /22

      Est $448,503 Not Listed For Sale

      25 Snowflake Ln, Winhall, VT 05255

      • 3 Beds
      • 2 Baths
      • 1,119 Sq Ft
      • Built 1967
      25 Snowflake Ln, Winhall, VT 05255

      Last Sold Summary

      • 12% Above List Price
      • $357/SF
      • 2 Days On Market
      • Last Sold Price $400,000
      • Dec 13, 2023

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

  • /50

    $975,000 Sold Nov 14, 2025

    83 Benson Fuller Dr, Bondville, VT 05340

    • 5 Beds
    • 5.5 Baths
    • 4,729 Sq Ft
    • Built 2005

    Last Sold Summary

    • 7% Below List Price
    • $206/SF
    • 24 Days On Market

    Current Estimated Value $1,048,919

    Last Listing Agent Christiane Carroccio TPW Real Estate

    83 Benson Fuller Dr, Bondville, VT 05340
    • /40

      Est $793,202 Not Listed For Sale

      29 Cranberry Hill Rd, Winhall, VT 05340

      • 4 Beds
      • 3 Baths
      • 2,688 Sq Ft
      • Built 1971
      29 Cranberry Hill Rd, Winhall, VT 05340

      Last Sold Summary

      • 10% Above List Price
      • $268/SF
      • 5 Days On Market
      • Last Sold Price $720,250
      • Jan 04, 2024

      Last Listing Agent MaryKate Grey Stratton Real Estate

  • /39

    $2,250,000 Sold Sep 25, 2025

    69 Upper Taylor Hill Rd Unit D, Winhall, VT 05155

    • 8 Beds
    • 8.5 Baths
    • 6,471 Sq Ft
    • Built 2009

    Last Sold Summary

    • 24% Below List Price
    • $348/SF
    • 88 Days On Market

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

    69 Upper Taylor Hill Rd Unit D, Winhall, VT 05155
    • /20

      Not Listed For Sale

      16 Middle Ridge Rd Unit 7, Winhall, VT 05155

      • 3 Beds
      • 3 Baths
      • 2,000 Sq Ft
      • Built 1965
      16 Middle Ridge Rd Unit 7, Winhall, VT 05155

      Last Sold Summary

      • $310/SF
      • 4 Days On Market
      • Last Sold Price $620,000
      • Apr 26, 2024

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

  • /3

    $26,000 Sold Sep 19, 2025

    0 Deepwoods Rd Unit 4976604, Winhall, VT 05340

    • Land
    • 1.1 Acres
    • $23,636 per Acre

    Last Sold Summary

    • 69% Below List Price
    • 656 Days On Market

    Last Listing Agent Andrea Kaplan Four Seasons Sotheby's Int'l Realty

    0 Deepwoods Rd Unit 4976604, Winhall, VT 05340
    • /17

      Not Listed For Sale

      61 Birch Hill Rd Unit 4 Shagbark Hickory, Winhall, VT 05340

      • 3 Beds
      • 2 Baths
      • 1,215 Sq Ft
      • Built 1968
      61 Birch Hill Rd Unit 4 Shagbark Hickory, Winhall, VT 05340

      Last Sold Summary

      • $255/SF
      • 188 Days On Market
      • Last Sold Price $310,000
      • May 31, 2024

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

  • /35

    $630,000 Sold May 01, 2026

    5 Linscott Rd, Jamaica, VT 05343

    • 3 Beds
    • 2.5 Baths
    • 2,370 Sq Ft
    • Built 1990

    Last Sold Summary

    • 14% Below List Price
    • $266/SF
    • 75 Days On Market

    Last Listing Agent Diana Stugger Four Seasons Sotheby's Int'l Realty

    5 Linscott Rd, Jamaica, VT 05343
    • /4

      Est $72,090 Not Listed For Sale

      43 Moose Hollow Rd Unit 43, Winhall, VT 05340

      43 Moose Hollow Rd Unit 43, Winhall, VT 05340

      Last Sold Summary

      • 3% Above List Price
      • 142 Days On Market
      • Last Sold Price $70,000
      • Mar 25, 2024

      Last Listing Agent Patti Trudel RE/MAX

  • /2

    $575,000 Sold Sep 12, 2025

    14 Nearing Rd, Jamaica, VT 05343

    • 3 Beds
    • 3 Baths
    • 2,064 Sq Ft
    • Built 1990

    Last Sold Summary

    • 12% Below List Price
    • $279/SF
    • 0 Days On Market

    Last Listing Agent Mike England Michael England Real Estate

    14 Nearing Rd, Jamaica, VT 05343
    • /4

      Not Listed For Sale

      41 Moose Hollow Rd Unit 41, Winhall, VT 05340

      41 Moose Hollow Rd Unit 41, Winhall, VT 05340

      Last Sold Summary

      • 227 Days On Market
      • Last Sold Price $79,000
      • Jul 25, 2024

      Last Listing Agent Patti Trudel RE/MAX

  • /9

    $50,000 Sold Apr 15, 2026

    0 Stratton View Rd Unit 25, Winhall, VT 05340

    • Land
    • 32,234 Sq Ft
    • $67,568 per Acre

    Last Sold Summary

    • 23% Below List Price
    • 218 Days On Market

    Last Listing Agent Mike England Michael England Real Estate

    0 Stratton View Rd Unit 25, Winhall, VT 05340
    • /22

      Not Listed For Sale

      65 Lower Taylor Hill Rd, Winhall, VT 05340

      • 3 Beds
      • 2 Baths
      • 1,800 Sq Ft
      • Built 1990
      65 Lower Taylor Hill Rd, Winhall, VT 05340

      Last Sold Summary

      • $117/SF
      • 28 Days On Market
      • Last Sold Price $210,000
      • Jan 26, 2024

      Last Listing Agent Bob Maisey Berkshire Hathaway HomeServices Stratton Home

  • /27

    $440,000 Sold Oct 03, 2025

    6 Moose Maple Rd, Winhall, VT 05340

    • 3 Beds
    • 2 Baths
    • 1,400 Sq Ft
    • Built 1965

    Last Sold Summary

    • $314/SF
    • 2 Days On Market

    Last Listing Agent Andy Reed Four Seasons Sotheby's Int'l Realty

    6 Moose Maple Rd, Winhall, VT 05340
    • /40

      Not Listed For Sale

      776 Stratton Access Rd Unit 1307, Stratton, VT 05155

      • 3 Beds
      • 3 Baths
      • 1,665 Sq Ft
      • Built 1986
      776 Stratton Access Rd Unit 1307, Stratton, VT 05155

      Last Sold Summary

      • $588/SF
      • 5 Days On Market
      • Last Sold Price $979,000
      • Aug 01, 2023

      Last Listing Agent Terry Hill Berkshire Hathaway HomeServices Stratton Home

Showing Results 161 - 200, Page 5 of 18

How to Buy a Home How to Finance a Home How to Sell a Home