1,719

Windsor, VT Homes

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    • /40

      Est $501,279 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 3,024 Sq Ft

      29 Main St, Windsor, VT 05089

      29 Main St, Windsor, VT 05089
  • /2

    $340,000 Sold Sep 05, 2025

    672 County Rd, Windsor, VT 05089

    • 3 Beds
    • 2 Baths
    • 1,500 Sq Ft
    • Built 1988

    Last Sold Summary

    • $227/SF
    • 0 Days On Market

    Current Estimated Value $341,210

    Last Listing Agent Katie Ladue Gilbert KW Vermont Woodstock

    672 County Rd, Windsor, VT 05089
    • /36

      Est $866,576 Not Listed For Sale

      • 9 Beds
      • 8.5 Baths
      • 6,232 Sq Ft

      26 Main St, Windsor, VT 05089

      26 Main St, Windsor, VT 05089
  • /41

    $90,000 Sold Oct 30, 2025

    00 Snow Ln, Windsor, VT 05089

    • Land
    • 1.23 Acres
    • $73,171 per Acre

    Last Sold Summary

    • 8% Below List Price
    • 149 Days On Market

    Last Listing Agent John Bassette Bassette Real Estate Group

    00 Snow Ln, Windsor, VT 05089
    • /40

      Est $439,968 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 3,146 Sq Ft

      25 Main St, Windsor, VT 05089

      25 Main St, Windsor, VT 05089
  • /36

    $426,000 Sold Jan 23, 2026

    473 Taylor Dr, Windsor, VT 05089

    • 4 Beds
    • 2.5 Baths
    • 1,832 Sq Ft
    • Built 2003

    Last Sold Summary

    • $233/SF
    • 2 Days On Market

    Last Listing Agent Leila Tarantelli KW Coastal and Lakes & Mountains Realty/Hanover

    473 Taylor Dr, Windsor, VT 05089
    • /20

      Est $253,229 Not Listed For Sale

      • 4 Beds
      • 1.5 Baths
      • 1,400 Sq Ft

      4 Kiniry St, Windsor, VT 05089

      4 Kiniry St, Windsor, VT 05089
  • /22

    $292,500 Sold Aug 28, 2025

    32 Clough Ave, Windsor, VT 05089

    • 3 Beds
    • 1.5 Baths
    • 1,606 Sq Ft
    • Built 1920

    Last Sold Summary

    • $182/SF
    • 2 Days On Market

    Current Estimated Value $281,672

    Last Listing Agent Susan Bellville Bellville Realty

    32 Clough Ave, Windsor, VT 05089
    • /19

      Est $256,751 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,110 Sq Ft

      242 Huntington Dr, Windsor, VT 05089

      242 Huntington Dr, Windsor, VT 05089
  • /29

    $200,001 Sold Aug 28, 2025

    9 Main St, Windsor, VT 05089

    • 4 Beds
    • 1.5 Baths
    • 2,310 Sq Ft
    • Built 1890

    Last Sold Summary

    • $87/SF
    • 17 Days On Market

    Current Estimated Value $240,948

    Last Listing Agent Linda Benoit Highland Realty

    9 Main St, Windsor, VT 05089
    • /39

      Est $368,179 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,080 Sq Ft

      39 Huntington Dr, Windsor, VT 05089

      39 Huntington Dr, Windsor, VT 05089
  • /36

    $215,000 Sold Oct 06, 2025

    31 Maple St, Windsor, VT 05089

    • 3 Beds
    • 1.5 Baths
    • 1,900 Sq Ft
    • Built 1900

    Last Sold Summary

    • 22% Below List Price
    • $113/SF
    • 56 Days On Market

    Current Estimated Value $217,333

    Last Listing Agent Tara Reeves Vermont Real Estate Company

    31 Maple St, Windsor, VT 05089
    • /39

      Est $307,789 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,242 Sq Ft

      69 Morningside Dr, Windsor, VT 05089

      69 Morningside Dr, Windsor, VT 05089
  • /18

    $229,000 Sold Jun 25, 2025

    3 Fitch Ct, Windsor, VT 05089

    • 2 Beds
    • 2 Baths
    • 1,665 Sq Ft
    • Built 1940

    Last Sold Summary

    • $138/SF
    • 20 Days On Market

    Current Estimated Value $232,641

    Last Listing Agent Katie Ladue Gilbert KW Vermont Woodstock

    3 Fitch Ct, Windsor, VT 05089
    • /34

      Est $408,682 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,638 Sq Ft

      37 Morningside Dr, Windsor, VT 05089

      37 Morningside Dr, Windsor, VT 05089
  • /28

    $245,000 Sold Jun 02, 2025

    2125 U S 5, Windsor, VT 05089

    • 3 Beds
    • 1 Bath
    • 1,654 Sq Ft
    • Built 1940

    Last Sold Summary

    • 2% Above List Price
    • $148/SF
    • 39 Days On Market

    Last Listing Agent Katie Ladue Gilbert KW Vermont Woodstock

    2125 U S 5, Windsor, VT 05089
    • /32

      Est $1,238,642 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,736 Sq Ft

      2768 Hunt Rd, Windsor, VT 05089

      2768 Hunt Rd, Windsor, VT 05089
  • /56

    $119,000 Sold Mar 17, 2025

    17 Dewey Ave, Windsor, VT 05089

    • 3 Beds
    • 1 Bath
    • 1,523 Sq Ft
    • Built 1935

    Last Sold Summary

    • 34% Below List Price
    • $78/SF
    • 139 Days On Market

    Current Estimated Value $184,817

    Last Listing Agent Dorothy Griswold The Clerkin Agency, P.C.

    17 Dewey Ave, Windsor, VT 05089
    • /21

      Est $246,000 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,000 Sq Ft

      54 Hillside Dr, Windsor, VT 05089

      54 Hillside Dr, Windsor, VT 05089
  • /17

    $275,000 Sold Jun 09, 2025

    42 Elm St, Windsor, VT 05089

    • 3 Beds
    • 2 Baths
    • 1,264 Sq Ft
    • Built 1934

    Last Sold Summary

    • $218/SF
    • 6 Days On Market

    Current Estimated Value $270,433

    Last Listing Agent Katie Ladue Gilbert KW Vermont Woodstock

    42 Elm St, Windsor, VT 05089
    • /37

      Est $420,960 Not Listed For Sale

      • 2 Beds
      • 2.5 Baths
      • 1,500 Sq Ft

      148 Hewett Rd, Windsor, VT 05089

      148 Hewett Rd, Windsor, VT 05089
  • /21

    $310,000 Sold Sep 05, 2025

    205 Channing Dr, Windsor, VT 05089

    • 2 Beds
    • 1.5 Baths
    • 1,391 Sq Ft
    • Built 1964

    Last Sold Summary

    • 11% Below List Price
    • $223/SF
    • 43 Days On Market

    Current Estimated Value $303,885

    Last Listing Agent Katie Ladue Gilbert KW Vermont Woodstock

    205 Channing Dr, Windsor, VT 05089
    • /26

      Est $302,745 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 2,289 Sq Ft

      2446 Us Route 5 N, Windsor, VT 05089

      2446 Us Route 5 N, Windsor, VT 05089
  • /27

    $327,000 Sold Sep 26, 2025

    2085 Us Route 5 S, Windsor, VT 05089

    • 3 Beds
    • 1 Bath
    • 1,560 Sq Ft
    • Built 1933

    Last Sold Summary

    • 12% Above List Price
    • $210/SF
    • 4 Days On Market

    Current Estimated Value $298,504

    Last Listing Agent Josh Gray Real Broker LLC

    2085 Us Route 5 S, Windsor, VT 05089
    • /27

      Est $219,000 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,154 Sq Ft

      159 Estey Ln, Windsor, VT 05089

      159 Estey Ln, Windsor, VT 05089
  • /41

    $165,000 Sold Jan 23, 2026

    68 Jarvis St Unit 70, Windsor, VT 05089

    • 3 Beds
    • 1 Bath
    • 1,602 Sq Ft
    • Built 1917

    Last Sold Summary

    • $103/SF
    • 48 Days On Market

    Last Listing Agent Karolina Burtt EXP Realty

    68 Jarvis St Unit 70, Windsor, VT 05089
    • /29

      Est $253,098 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,080 Sq Ft

      28 Enright Ave, Windsor, VT 05089

      28 Enright Ave, Windsor, VT 05089
  • /15

    $210,000 Sold Aug 06, 2025

    14 Central St, Windsor, VT 05089

    • 1 Bed
    • 1.5 Baths
    • 1,056 Sq Ft
    • Built 1920

    Last Sold Summary

    • $199/SF
    • 7 Days On Market

    Current Estimated Value $202,971

    Last Listing Agent David White OwnerEntry.com

    14 Central St, Windsor, VT 05089
    • /28

      Est $214,079 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,000 Sq Ft

      9 Dewey Ave, Windsor, VT 05089

      9 Dewey Ave, Windsor, VT 05089
  • /39

    $500,000 Sold Dec 19, 2025

    3361 County Rd, Windsor, VT 05089

    • 3 Beds
    • 2.5 Baths
    • 1,452 Sq Ft
    • Built 1971

    Last Sold Summary

    • 21% Below List Price
    • $344/SF
    • 137 Days On Market

    Last Listing Agent Danny Kogut Williamson Group Sothebys Intl. Realty

    3361 County Rd, Windsor, VT 05089
    • /40

      Est $324,972 Not Listed For Sale

      • 2 Beds
      • 1.5 Baths
      • 936 Sq Ft

      39 Dairy Ln, Windsor, VT 05089

      39 Dairy Ln, Windsor, VT 05089
  • /20

    $230,000 Sold Nov 24, 2025

    2545 County Rd, Windsor, VT 05089

    • 3 Beds
    • 2 Baths
    • 2,289 Sq Ft
    • Built 2001

    Last Sold Summary

    • 20% Below List Price
    • $100/SF
    • 0 Days On Market

    Last Listing Agent Chelsea Bevis KW Vermont Woodstock

    2545 County Rd, Windsor, VT 05089
    • /37

      Est $369,715 Not Listed For Sale

      • 6 Beds
      • 5 Baths
      • 3,176 Sq Ft

      40 Village Green, Windsor, VT 05089

      40 Village Green, Windsor, VT 05089
  • /60

    $579,000 Sold Jun 19, 2025

    2 Walker Cemetery Trail, Windsor, VT 05089

    • 3 Beds
    • 4 Baths
    • 3,006 Sq Ft
    • Built 1800

    Last Sold Summary

    • 2% Below List Price
    • $193/SF
    • 39 Days On Market

    Current Estimated Value $584,157

    Last Listing Agent John Bassette Bassette Real Estate Group

    2 Walker Cemetery Trail, Windsor, VT 05089
    • /39

      Est $764,515 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 2,238 Sq Ft

      3223 County Rd, Windsor, VT 05089

      3223 County Rd, Windsor, VT 05089
  • /20

    $350,000 Sold Aug 29, 2025

    255 Channing Dr, Windsor, VT 05089

    • 3 Beds
    • 2 Baths
    • 1,196 Sq Ft
    • Built 1996

    Last Sold Summary

    • $293/SF
    • 1 Day On Market

    Current Estimated Value $339,287

    Last Listing Agent Lisa Baldwin Coldwell Banker LIFESTYLES - Hanover

    255 Channing Dr, Windsor, VT 05089
    • /15

      Est $150,266 Not Listed For Sale

      • 1 Bed
      • 1 Bath
      • 384 Sq Ft

      807 County Rd, Windsor, VT 05089

      807 County Rd, Windsor, VT 05089
  • /30

    $299,000 Sold Sep 30, 2025

    2505 County Rd, Windsor, VT 05089

    • 2 Beds
    • 1 Bath
    • 1,332 Sq Ft
    • Built 1974

    Last Sold Summary

    • $224/SF
    • 11 Days On Market

    Current Estimated Value $292,561

    Last Listing Agent Leila Tarantelli KW Coastal and Lakes & Mountains Realty/Hanover

    2505 County Rd, Windsor, VT 05089
    • /13

      Est $247,868 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 924 Sq Ft

      96 Cole Hill Rd, Windsor, VT 05089

      96 Cole Hill Rd, Windsor, VT 05089
  • /25

    $290,000 Sold Aug 25, 2025

    1471 County Rd, Windsor, VT 05089

    • 4 Beds
    • 2.5 Baths
    • 2,196 Sq Ft
    • Built 1975

    Last Sold Summary

    • $132/SF
    • 14 Days On Market

    Current Estimated Value $291,765

    Last Listing Agent Jenn Boyer Coldwell Banker Homes Unlimited

    1471 County Rd, Windsor, VT 05089

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