2,208

Winhall, VT Homes

Section Image
  • /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 $832,083

    Last Listing Agent Lauren Behm Berkshire Hathaway HomeServices Stratton Home

    7 N Brookwood Rd, Winhall, VT 05340
    • /28

      Not Listed For Sale

      61 Birch Hill Rd Unit 2 Shagbark HIckory, Winhall, VT 05340

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

      Last Sold Summary

      • 10 Days On Market

      Last Listing Agent Helen Nault

  • /54

    $1,990,000

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

    27 Mountain View Rd, Winhall, VT 05360

    Direct views of Stratton Mountain set the stage for this exceptional post-and-beam residence, offering a rare combination of luxury living, entertaining space, and rental flexibility. Handcrafted timber framing creates warmth and character throughout, while four fireplaces including a gas fireplace in the primary suite enhance the home's mountain atmosphere. Designed for gathering, the lower

    Jamie Wylie Stratton Real Estate

    27 Mountain View Rd, Winhall, VT 05360
  • /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
    • /15

      Est $446,080

      Not Listed For Sale

      300 Vt Route 30, Bondville, VT 05340

      • 2 Beds
      • Built 1952
      300 Vt Route 30, Bondville, VT 05340

      Last Sold Summary

      • 13 Days On Market

      Last Listing Agent Christine Chovan

  • /47

    $1,225,000

    • 4 Beds
    • 3 Baths
    • 3,357 Sq Ft

    153 High Meadow Rd, Winhall, VT 05340

    Located in Stratton Resort’s sought-after High Meadow community, this beautifully maintained and turnkey home offers the perfect blend of comfort, convenience, and mountain charm. Filled with natural light, the home features four bedrooms and three recently updated full baths, along with hardwood floors, cathedral ceilings, skylights, and a stunning floor-to-ceiling brick fireplace.Recent

    Britt Wohler

    153 High Meadow Rd, Winhall, VT 05340
  • /39

    $875,000

    Sold May 21, 2026

    F2 Cobble Ridge Rd Unit F2, Winhall, VT 05340

    • 4 Beds
    • 4 Baths
    • 2,673 Sq Ft
    • Built 1988

    Last Sold Summary

    • 2% Below List Price
    • $327/SF
    • 51 Days On Market

    Last Listing Agent Mike England Michael England Real Estate

    F2 Cobble Ridge Rd Unit F2, Winhall, VT 05340
    • /31

      Not Listed For Sale

      43 Middle Ridge Rd Unit 410, Winhall, VT 05155

      • 3 Beds
      • 3.5 Baths
      • 2,140 Sq Ft
      • Built 2004
      43 Middle Ridge Rd Unit 410, Winhall, VT 05155

      Last Sold Summary

      • 73 Days On Market

      Last Listing Agent Stephen Coombs Stratton Real Estate

  • /54

    $1,299,000

    Under Contract
    • 4 Beds
    • 4 Baths
    • 3,644 Sq Ft

    279 French Hollow Rd, Bondville, VT 05340

    Built and thoughtfully expanded by its original owners, this substantial Winhall residence offers the scale and comfort of a true year-round home in a location made for four-season Vermont living. Set on 5.02 acres, the property stands apart for its broad, level, cleared grounds, an uncommon and highly usable setting just minutes from the Stratton Access Road. Inside, 3,644 square feet, four

    Trent Stephens Wohler Realty Group

    279 French Hollow Rd, Bondville, VT 05340
  • /58

    $1,600,000

    Sold Dec 19, 2025

    14 Stone House Rd, Winhall, VT 05155

    • 3 Beds
    • 4.5 Baths
    • 4,312 Sq Ft
    • Built 2000

    Last Sold Summary

    • 7% Below List Price
    • $371/SF
    • 8 Days On Market

    Last Listing Agent Jamie Wylie Stratton Real Estate

    14 Stone House Rd, Winhall, VT 05155
    • /38

      Est $709,774

      Not Listed For Sale

      28 Redbrook Rd, Winhall, VT 05340

      • 3 Beds
      • 3 Baths
      • 1,220 Sq Ft
      • Built 1979
      28 Redbrook Rd, Winhall, VT 05340

      Last Sold Summary

      • 6 Days On Market

      Last Listing Agent Jamie Luke TPW Real Estate

  • /44

    $2,200,000

    Sold Oct 14, 2025

    19 Old Town Rd, Bondville, VT 05340

    • 5 Beds
    • 7 Baths
    • 7,625 Sq Ft
    • Built 2000

    Last Sold Summary

    • 21% Below List Price
    • $289/SF
    • 190 Days On Market

    Current Estimated Value $2,219,906

    Last Listing Agent Christiane Carroccio TPW Real Estate

    19 Old Town Rd, Bondville, VT 05340
    • /40

      Est $848,471

      Not Listed For Sale

      17 Cranberry Hill Rd, Winhall, VT 05340

      • 4 Beds
      • 3.5 Baths
      • 2,017 Sq Ft
      • Built 1967
      17 Cranberry Hill Rd, Winhall, VT 05340

      Last Sold Summary

      • 8 Days On Market

      Last Listing Agent Kim Morgan-Wohler Wohler Realty Group

  • /21

    $416,000

    Sold Dec 12, 2025

    21 Deep Woods Cir Unit Lot 27, Winhall, VT 05255

    • 2 Beds
    • 1 Bath
    • 974 Sq Ft
    • Built 1976

    Last Sold Summary

    • 2% Below List Price
    • $427/SF
    • 17 Days On Market

    Last Listing Agent Patti Trudel RE/MAX Four Seasons

    21 Deep Woods Cir Unit Lot 27, Winhall, VT 05255
    • /38

      Not Listed For Sale

      233 Vermont 30, Winhall, VT 05340

      • 3 Beds
      • 3 Baths
      • 1,344 Sq Ft
      • Built 1989
      233 Vermont 30, Winhall, VT 05340

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent Carrie Mathews Winhall Real Estate

  • /28

    $815,000

    Sold Oct 28, 2025

    6 Roundtree Rd, Winhall, VT 05340

    • 4 Beds
    • 2 Baths
    • 1,908 Sq Ft
    • Built 1971

    Last Sold Summary

    • 4% Below List Price
    • $427/SF
    • 93 Days On Market

    Current Estimated Value $820,041

    Last Listing Agent Christina Dryden Berkshire Hathaway HomeServices Stratton Home

    6 Roundtree Rd, Winhall, VT 05340
    • /40

      Est $1,622,240

      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

      • 5 Days On Market

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

  • /34

    $565,000

    Sold Jun 18, 2026

    4 Pearl Buck Dr, Winhall, VT 05340

    • 3 Beds
    • 2 Baths
    • 1,455 Sq Ft
    • Built 1968

    Last Sold Summary

    • 2% Below List Price
    • $388/SF
    • 29 Days On Market

    Current Estimated Value $583,595

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

    4 Pearl Buck Dr, Winhall, VT 05340
    • /14

      Est $524,642

      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

      • 0 Days On Market

      Last Listing Agent Carrie Mathews Winhall Real Estate

  • /43

    $1,050,000

    Sold Feb 27, 2026

    6 Chad Cir, Winhall, VT 05340

    • 5 Beds
    • 4 Baths
    • 4,788 Sq Ft
    • Built 1983

    Last Sold Summary

    • 5% Below List Price
    • $219/SF
    • 61 Days On Market

    Current Estimated Value $1,059,590

    Last Listing Agent Carrie Mathews Winhall Real Estate

    6 Chad Cir, 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

      • 6 Days On Market

      Last Listing Agent Wilkie Bushby TPW Real Estate

  • /30

    $325,000

    Sold Dec 19, 2025

    19 Winhall Condo Rd Unit 5, Winhall, VT 05340

    • 2 Beds
    • 2 Baths
    • 960 Sq Ft
    • Built 1978

    Last Sold Summary

    • $339/SF
    • 12 Days On Market

    Current Estimated Value $324,972

    Last Listing Agent Cheyanne Pugliese

    19 Winhall Condo Rd Unit 5, Winhall, VT 05340
    • /28

      Est $1,047,273

      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

      • 26 Days On Market

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

  • /32

    $675,000

    Sold May 15, 2026

    22 Sylvan Ridge Rd, Winhall, VT 05340

    • 5 Beds
    • 3.5 Baths
    • 2,888 Sq Ft
    • Built 1991

    Last Sold Summary

    • 3% Below List Price
    • $234/SF
    • 22 Days On Market

    Current Estimated Value $692,944

    Last Listing Agent Jason Saphire www.HomeZu.com

    22 Sylvan Ridge Rd, Winhall, VT 05340
    • /25

      Est $671,893

      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

      • 8 Days On Market

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

  • /39

    $590,000

    Sold Mar 05, 2026

    17 Signal Hill Rd, Winhall, VT 05340

    • 5 Beds
    • 3.5 Baths
    • 2,468 Sq Ft
    • Built 1989

    Last Sold Summary

    • 9% Below List Price
    • $239/SF
    • 104 Days On Market

    Current Estimated Value $623,287

    Last Listing Agent Christiane Carroccio TPW Real Estate

    17 Signal Hill Rd, Winhall, 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

      • 38 Days On Market

      Last Listing Agent Carrie Mathews Winhall Real Estate

  • /36

    $720,000

    Sold Oct 21, 2025

    58 Todd Hill Rd, Bondville, VT 05340

    • 4 Beds
    • 4 Baths
    • 2,389 Sq Ft
    • Built 1989

    Last Sold Summary

    • $301/SF
    • 5 Days On Market

    Current Estimated Value $726,127

    Last Listing Agent Jamie Wylie Stratton Real Estate

    58 Todd Hill Rd, Bondville, VT 05340
    • /38

      Est $900,375

      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

      • 127 Days On Market

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

  • /13

    $125,000

    Sold May 06, 2026

    0 Stratton View Rd Unit 14, Winhall, VT 05340

    • Land
    • 1.36 Acres
    • $91,912 per Acre

    Last Sold Summary

    • 7% Below List Price
    • 294 Days On Market

    Last Listing Agent Mike England Michael England Real Estate

    0 Stratton View Rd Unit 14, Winhall, VT 05340
    • /40

      Est $911,108

      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

      • 40 Days On Market

      Last Listing Agent Christina Dryden Berkshire Hathaway HomeServices Stratton Home

  • /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 $1,245,918

    Last Listing Agent Cynthia Mitrani Berkshire Hathaway HomeServices Stratton Home

    33 Jamie Ln, Bondville, 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

      • 25 Days On Market

      Last Listing Agent Stephen Coombs Stratton Real Estate

  • /2

    $1,600,113

    Sold May 22, 2026

    264 French Hollow Rd, Bondville, VT 05340

    • 4 Beds
    • 3.5 Baths
    • 2,813 Sq Ft
    • Built 2022

    Last Sold Summary

    • 3% Below List Price
    • $569/SF
    • 19 Days On Market

    Current Estimated Value $1,594,673

    Last Listing Agent Kristin Pirie

    264 French Hollow Rd, Bondville, VT 05340
    • /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 Listing Agent Jamie Wylie Stratton Real Estate

  • /55

    $950,000

    Sold Jul 06, 2026

    24 N Branch Rd, Winhall, VT 05340

    • 5 Beds
    • 4.5 Baths
    • 2,321 Sq Ft
    • Built 1969

    Last Sold Summary

    • 5% Below List Price
    • $409/SF
    • 172 Days On Market

    Current Estimated Value $959,876

    Last Listing Agent Kim Morgan-Wohler Wohler Realty Group

    24 N Branch 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

      • 24 Days On Market

      Last Listing Agent Cheyanne Pugliese

  • /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 $599,668

    Last Listing Agent Terry Hill Berkshire Hathaway HomeServices Stratton Home

    11 Pond View Rd, Winhall, VT 05340
    • /22

      Est $471,696

      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

      • 2 Days On Market

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

  • /39

    $495,000

    Sold Aug 07, 2026

    140 Vermont 30, Winhall, VT 05340

    • 4 Beds
    • 2 Baths
    • 1,824 Sq Ft
    • Built 1900

    Last Sold Summary

    • $271/SF
    • 10 Days On Market

    Last Listing Agent Carrie Mathews Winhall Real Estate

    140 Vermont 30, Winhall, VT 05340

Showing Results 161 - 200, Page 5 of 18

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