1,718

Windsor, VT Homes

Section Image
  • 7 Stardust Cir, Windsor, VT 05089
    7 Stardust Cir, Windsor, VT 05089
    7 Stardust Cir, Windsor, VT 05089
    /25

    $145,000 Sold Jul 18, 2025

    7 Stardust Cir, Windsor, VT 05089

    • 3 Beds
    • 2 Baths
    • 1,742 Sq Ft
    • Built 2004

    Last Sold Summary

    • 2% Below List Price
    • $83/SF
    • 5 Days On Market

    Last Listing Agent Katie Ladue Gilbert BHHS Verani Upper Valley

    7 Stardust Cir, Windsor, VT 05089
    • 6 Buena Vista Ct, Windsor, VT 05089
      6 Buena Vista Ct, Windsor, VT 05089
      6 Buena Vista Ct, Windsor, VT 05089
      /33

      Est $299,097 Not Listed For Sale

      6 Buena Vista Ct, Windsor, VT 05089

      • 4 Beds
      • 1.5 Baths
      • 1,800 Sq Ft
      • Built 1852
      6 Buena Vista Ct, Windsor, VT 05089

      Last Sold Summary

      • 2% Below List Price
      • $169/SF
      • 9 Days On Market

      Last Sold Price $305,000

      Last Listing Agent Deb Roberts RE/MAX

  • 4 Old Mill Pond Rd, Windsor, VT 05089
    4 Old Mill Pond Rd, Windsor, VT 05089
    4 Old Mill Pond Rd, Windsor, VT 05089
    /36

    $270,000 Sold May 12, 2025

    4 Old Mill Pond Rd, Windsor, VT 05089

    • 3 Beds
    • 4 Baths
    • 2,052 Sq Ft
    • Built 1989

    Last Sold Summary

    • 40% Below List Price
    • $132/SF
    • 294 Days On Market

    Current Estimated Value $301,049

    Last Listing Agent Julie Davis KW Vermont Woodstock

    4 Old Mill Pond Rd, Windsor, VT 05089
    • 333 Brook Rd, Windsor, VT 05089
      333 Brook Rd, Windsor, VT 05089
      333 Brook Rd, Windsor, VT 05089
      /30

      Est $314,882 Not Listed For Sale

      333 Brook Rd, Windsor, VT 05089

      • 4 Beds
      • 1.5 Baths
      • 1,008 Sq Ft
      • Built 1966
      333 Brook Rd, Windsor, VT 05089

      Last Sold Summary

      • 11% Above List Price
      • $281/SF
      • 8 Days On Market

      Last Sold Price $283,000

      Last Listing Agent Katie Ladue Gilbert BHHS Verani Upper Valley

  • 102-104 State St, Windsor, VT 05089
    102-104 State St, Windsor, VT 05089
    /2

    $250,000 Sold Oct 02, 2025

    102-104 State St, Windsor, VT 05089

    • 7 Beds
    • 4 Baths
    • 3,894 Sq Ft
    • Built 1890

    Last Sold Summary

    • 36% Below List Price
    • $64/SF
    • 188 Days On Market

    Last Listing Agent Don Chabot Town and Country Realty

    102-104 State St, Windsor, VT 05089
    • 49 Valley View Trace, Windsor, VT 05089
      49 Valley View Trace, Windsor, VT 05089
      49 Valley View Trace, Windsor, VT 05089
      /40

      Est $326,680 Not Listed For Sale

      49 Valley View Trace, Windsor, VT 05089

      • 3 Beds
      • 2.5 Baths
      • 2,161 Sq Ft
      • Built 1954
      49 Valley View Trace, Windsor, VT 05089

      Last Sold Summary

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

      Last Sold Price $320,000

      Last Listing Agent Ben Durant The Durant Agency

  • 44 Route 44, Windsor, VT 05089
    44 Route 44, Windsor, VT 05089
    44 Route 44, Windsor, VT 05089
    /19

    $175,000 Sold Nov 21, 2025

    44 Route 44, Windsor, VT 05089

    • 3 Beds
    • 2 Baths
    • 1,344 Sq Ft
    • Built 1979

    Last Sold Summary

    • 6% Above List Price
    • $130/SF
    • 5 Days On Market

    Current Estimated Value $189,222

    Last Listing Agent Katie Ladue Gilbert BHHS Verani Upper Valley

    44 Route 44, Windsor, VT 05089
    • 146 Ascutney St, Windsor, VT 05089
      146 Ascutney St, Windsor, VT 05089
      146 Ascutney St, Windsor, VT 05089
      /20

      Est $212,118 Not Listed For Sale

      146 Ascutney St, Windsor, VT 05089

      • 2 Beds
      • 2 Baths
      • 1,439 Sq Ft
      • Built 1941
      146 Ascutney St, Windsor, VT 05089

      Last Sold Summary

      • 31% Above List Price
      • $112/SF
      • 9 Days On Market

      Last Sold Price $161,710

      Last Listing Agent Jenn Boyer Coldwell Banker Homes Unlimited

  • 70-74 State St, Windsor, VT 05089
    70-74 State St, Windsor, VT 05089
    70-74 State St, Windsor, VT 05089
    /4

    $115,000 Sold Dec 10, 2025

    70-74 State St, Windsor, VT 05089

    • 5 Beds
    • 3.5 Baths
    • 4,011 Sq Ft
    • Built 1784

    Last Sold Summary

    • 41% Below List Price
    • $29/SF
    • 910 Days On Market

    Last Listing Agent Wade Treadway Wade I Treadway Real Estate

    70-74 State St, Windsor, VT 05089
    • 141 Ascutney St, Windsor, VT 05089
      141 Ascutney St, Windsor, VT 05089
      141 Ascutney St, Windsor, VT 05089
      /13

      Est $214,034 Not Listed For Sale

      141 Ascutney St, Windsor, VT 05089

      • 2 Beds
      • 1 Bath
      • 696 Sq Ft
      • Built 1941
      141 Ascutney St, Windsor, VT 05089

      Last Sold Summary

      • 5% Below List Price
      • $323/SF
      • 8 Days On Market

      Last Sold Price $224,900

      Last Listing Agent Don Chabot Town and Country Realty

  • 36 River St, Windsor, VT 05089
    36 River St, Windsor, VT 05089
    /2

    $240,000 Sold Apr 21, 2025

    36 River St, Windsor, VT 05089

    • 2,662 Sq Ft
    • Built 1917

    Last Sold Summary

    • $90/SF
    • 0 Days On Market

    Current Estimated Value $246,052

    Last Listing Agent Allison Griep BHHS Verani Upper Valley

    36 River St, Windsor, VT 05089
    • 119 Ascutney St, Windsor, VT 05089
      119 Ascutney St, Windsor, VT 05089
      119 Ascutney St, Windsor, VT 05089
      /21

      Est $284,553 Not Listed For Sale

      119 Ascutney St, Windsor, VT 05089

      • 4 Beds
      • 1.5 Baths
      • 2,044 Sq Ft
      • Built 1950
      119 Ascutney St, Windsor, VT 05089

      Last Sold Summary

      • 3% Above List Price
      • $136/SF
      • 8 Days On Market

      Last Sold Price $277,000

      Last Listing Agent Tyler Hall BHHS Verani Upper Valley

  • 1807 Route 44, Windsor, VT 05089
    1807 Route 44, Windsor, VT 05089
    1807 Route 44, Windsor, VT 05089
    /20

    $180,000 Sold Jun 13, 2025

    1807 Route 44, Windsor, VT 05089

    • 3 Beds
    • 1.5 Baths
    • 1,182 Sq Ft
    • Built 1958

    Last Sold Summary

    • 9% Above List Price
    • $152/SF
    • 204 Days On Market

    Current Estimated Value $198,184

    Last Listing Agent Don Chabot Town and Country Realty

    1807 Route 44, Windsor, VT 05089
    • 38 Ascutney St, Windsor, VT 05089
      38 Ascutney St, Windsor, VT 05089
      38 Ascutney St, Windsor, VT 05089
      /36

      Est $467,951 Not Listed For Sale

      38 Ascutney St, Windsor, VT 05089

      • 5 Beds
      • 2.5 Baths
      • 3,048 Sq Ft
      • Built 1885
      38 Ascutney St, Windsor, VT 05089

      Last Sold Summary

      • 4% Below List Price
      • $159/SF
      • 5 Days On Market

      Last Sold Price $485,000

      Last Listing Agent Melissa Robinson Coldwell Banker LIFESTYLES - Hanover

  • 28 Bishops Loop, Windsor, VT 05089
    28 Bishops Loop, Windsor, VT 05089
    28 Bishops Loop, Windsor, VT 05089
    /23

    $210,000 Sold May 30, 2025

    28 Bishops Loop, Windsor, VT 05089

    • 3 Beds
    • 1.5 Baths
    • 1,352 Sq Ft
    • Built 1938

    Last Sold Summary

    • 6% Above List Price
    • $155/SF
    • 44 Days On Market

    Current Estimated Value $226,599

    Last Listing Agent Katie Ladue Gilbert BHHS Verani Upper Valley

    28 Bishops Loop, Windsor, VT 05089
    • 2 Ascutney St, Windsor, VT 05089
      2 Ascutney St, Windsor, VT 05089
      2 Ascutney St, Windsor, VT 05089
      /31

      Est $276,082 Not Listed For Sale

      2 Ascutney St, Windsor, VT 05089

      • 3 Beds
      • 1.5 Baths
      • 1,364 Sq Ft
      • Built 1905
      2 Ascutney St, Windsor, VT 05089

      Last Sold Summary

      • 2% Above List Price
      • $198/SF
      • 2 Days On Market

      Last Sold Price $270,000

      Last Listing Agent Jennifer Snyder Fogg Black House Real Estate

  • 6 Bavier Ave, Windsor, VT 05089
    6 Bavier Ave, Windsor, VT 05089
    /2

    $200,000 Sold Aug 27, 2025

    6 Bavier Ave, Windsor, VT 05089

    • 2 Beds
    • 1 Bath
    • 786 Sq Ft
    • Built 1941

    Last Sold Summary

    • $254/SF
    • 0 Days On Market

    Current Estimated Value $205,209

    Last Listing Agent Katie Ladue Gilbert BHHS Verani Upper Valley

    6 Bavier Ave, Windsor, VT 05089
    • 142 Old Bridge Rd, Windsor, VT 05089
      142 Old Bridge Rd, Windsor, VT 05089
      142 Old Bridge Rd, Windsor, VT 05089
      /17

      Est $439,501 Not Listed For Sale

      142 Old Bridge Rd, Windsor, VT 05089

      • 3 Beds
      • 2.5 Baths
      • 2,212 Sq Ft
      • Built 1940
      142 Old Bridge Rd, Windsor, VT 05089

      Last Sold Summary

      • $199/SF
      • 11 Days On Market

      Last Sold Price $440,000

      Last Listing Agent Kevin Holmes Blue Slate Realty

  • 43 River St, Windsor, VT 05089
    43 River St, Windsor, VT 05089
    43 River St, Windsor, VT 05089
    /30

    $274,000 Sold May 09, 2025

    43 River St, Windsor, VT 05089

    • 4 Beds
    • 1.5 Baths
    • 2,116 Sq Ft
    • Built 1850

    Last Sold Summary

    • 3% Above List Price
    • $129/SF
    • 34 Days On Market

    Current Estimated Value $289,722

    Last Listing Agent Katie Ladue Gilbert BHHS Verani Upper Valley

    43 River St, Windsor, VT 05089
    • 126 Thrasher Rd, Windsor, VT 05089
      126 Thrasher Rd, Windsor, VT 05089
      126 Thrasher Rd, Windsor, VT 05089
      /37

      Est $313,343 Not Listed For Sale

      126 Thrasher Rd, Windsor, VT 05089

      • 4 Beds
      • 1 Bath
      • 1,813 Sq Ft
      • Built 1950
      126 Thrasher Rd, Windsor, VT 05089

      Last Sold Summary

      • 14% Above List Price
      • $152/SF
      • 1 Day On Market

      Last Sold Price $275,000

      Last Listing Agent Livian Vermont KW Vermont

  • 10 Mckenzie Dr, Windsor, VT 05089
    10 Mckenzie Dr, Windsor, VT 05089
    10 Mckenzie Dr, Windsor, VT 05089
    /33

    $271,000 Sold Nov 13, 2025

    10 Mckenzie Dr, Windsor, VT 05089

    • 3 Beds
    • 1.5 Baths
    • 1,320 Sq Ft
    • Built 1920

    Last Sold Summary

    • 1% Above List Price
    • $205/SF
    • 2 Days On Market

    Current Estimated Value $263,309

    Last Listing Agent Chelsea Bevis KW Vermont Woodstock

    10 Mckenzie Dr, Windsor, VT 05089
    • 1520 Thrasher Rd, Windsor, VT 05089
      1520 Thrasher Rd, Windsor, VT 05089
      1520 Thrasher Rd, Windsor, VT 05089
      /40

      Est $418,824 Not Listed For Sale

      1520 Thrasher Rd, Windsor, VT 05089

      • 3 Beds
      • 1.5 Baths
      • 1,668 Sq Ft
      • Built 1970
      1520 Thrasher Rd, Windsor, VT 05089

      Last Sold Summary

      • 9% Above List Price
      • $231/SF
      • 2 Days On Market

      Last Sold Price $386,000

      Last Listing Agent Karolina Burtt EXP Realty

  • 3 Foster Ave, Windsor, VT 05089
    3 Foster Ave, Windsor, VT 05089
    3 Foster Ave, Windsor, VT 05089
    /16

    $235,000 Sold Jul 11, 2025

    3 Foster Ave, Windsor, VT 05089

    • 2,662 Sq Ft
    • Built 1917

    Last Sold Summary

    • 9% Above List Price
    • $88/SF
    • 5 Days On Market

    Current Estimated Value $244,470

    Last Listing Agent Raelene Robinson-Garrow Real Broker LLC

    3 Foster Ave, Windsor, VT 05089
    • 20 Rice Rd, Windsor, VT 05089
      20 Rice Rd, Windsor, VT 05089
      20 Rice Rd, Windsor, VT 05089
      /40

      Est $382,240 Not Listed For Sale

      20 Rice Rd, Windsor, VT 05089

      • 4 Beds
      • 1 Bath
      • 1,932 Sq Ft
      • Built 1956
      20 Rice Rd, Windsor, VT 05089

      Last Sold Summary

      • 27% Above List Price
      • $155/SF
      • 9 Days On Market

      Last Sold Price $300,000

      Last Listing Agent John Bassette Bassette Real Estate Group

    • 5 42nd St, Windsor, VT 05089
      5 42nd St, Windsor, VT 05089
      5 42nd St, Windsor, VT 05089
      /31

      Est $604,211 Not Listed For Sale

      5 42nd St, Windsor, VT 05089

      • 5 Beds
      • 2.5 Baths
      • 3,632 Sq Ft
      • Built 1919
      5 42nd St, Windsor, VT 05089

      Last Sold Summary

      • 73% Above List Price
      • $96/SF
      • 58 Days On Market

      Last Sold Price $350,000

      Last Listing Agent Katie Ladue Gilbert BHHS Verani Upper Valley

    • 9 Durkee St, Windsor, VT 05089
      9 Durkee St, Windsor, VT 05089
      9 Durkee St, Windsor, VT 05089
      /3

      Est $182,173 Not Listed For Sale

      9 Durkee St, Windsor, VT 05089

      • Studio
      • 3,500 Sq Ft
      • Built 1900
      9 Durkee St, Windsor, VT 05089

      Last Sold Summary

      • 4% Above List Price
      • $50/SF
      • 55 Days On Market

      Last Sold Price $175,000

      Last Listing Agent Katie Ladue Gilbert BHHS Verani Upper Valley

    • 81 Paradise Dr, Windsor, VT 05089
      81 Paradise Dr, Windsor, VT 05089
      81 Paradise Dr, Windsor, VT 05089
      /3

      Est $70,383 Not Listed For Sale

      81 Paradise Dr, Windsor, VT 05089

      81 Paradise Dr, Windsor, VT 05089

      Last Sold Summary

      • 28% Above List Price
      • 18 Days On Market

      Last Sold Price $55,000

      Last Listing Agent Livian Vermont KW Vermont

    • 157 Brownsville Rd, Windsor, VT 05089
      157 Brownsville Rd, Windsor, VT 05089
      157 Brownsville Rd, Windsor, VT 05089
      /30

      Not Listed For Sale

      157 Brownsville Rd, Windsor, VT 05089

      • 3 Beds
      • 2 Baths
      • 1,640 Sq Ft
      • Built 2001
      157 Brownsville Rd, Windsor, VT 05089

      Last Sold Summary

      • $194/SF
      • 57 Days On Market

      Last Sold Price $318,000

      Last Listing Agent John Chapin Williamson Group Sothebys Intl. Realty

    • 73 Cemetery Rd, Windsor, VT 05089
      73 Cemetery Rd, Windsor, VT 05089
      73 Cemetery Rd, Windsor, VT 05089
      /17

      Est $236,991 Not Listed For Sale

      73 Cemetery Rd, Windsor, VT 05089

      • 4 Beds
      • 1 Bath
      • 1,288 Sq Ft
      • Built 1802
      73 Cemetery Rd, Windsor, VT 05089

      Last Sold Summary

      • 37% Above List Price
      • $134/SF
      • 56 Days On Market

      Last Sold Price $173,000

      Last Listing Agent Don Chabot Town and Country Realty

    • 2305 County Rd, Windsor, VT 05089
      2305 County Rd, Windsor, VT 05089
      2305 County Rd, Windsor, VT 05089
      /39

      Est $351,528 Not Listed For Sale

      2305 County Rd, Windsor, VT 05089

      • 2 Beds
      • 2 Baths
      • 938 Sq Ft
      • Built 1849
      2305 County Rd, Windsor, VT 05089

      Last Sold Summary

      • $375/SF
      • 4 Days On Market

      Last Sold Price $352,000

      Last Listing Agent Franchesca Collins Hall Collins Real Estate Group

    • 152 Rice Rd, Windsor, VT 05089
      152 Rice Rd, Windsor, VT 05089
      152 Rice Rd, Windsor, VT 05089
      /27

      Not Listed For Sale

      152 Rice Rd, Windsor, VT 05089

      • 4 Beds
      • 2 Baths
      • 2,044 Sq Ft
      • Built 1965
      152 Rice Rd, Windsor, VT 05089

      Last Sold Summary

      • $225/SF
      • 6 Days On Market

      Last Sold Price $460,000

      Last Listing Agent Susan Zak Four Seasons Sotheby's Int'l Realty

    • 1240 Juniper Hill Rd, Windsor, VT 05089
      1240 Juniper Hill Rd, Windsor, VT 05089
      1240 Juniper Hill Rd, Windsor, VT 05089
      /14

      Est $221,703 Not Listed For Sale

      1240 Juniper Hill Rd, Windsor, VT 05089

      • 3 Beds
      • 1.5 Baths
      • 825 Sq Ft
      • Built 1920
      1240 Juniper Hill Rd, Windsor, VT 05089

      Last Sold Summary

      • 27% Above List Price
      • $212/SF
      • 7 Days On Market

      Last Sold Price $175,000

      Last Listing Agent Shawna Fox BHHS Verani Upper Valley

    • 207 Garden Way, Windsor, VT 05089
      207 Garden Way, Windsor, VT 05089
      207 Garden Way, Windsor, VT 05089
      /37

      Est $540,938 Not Listed For Sale

      207 Garden Way, Windsor, VT 05089

      • 4 Beds
      • 2.5 Baths
      • 2,024 Sq Ft
      • Built 2005
      207 Garden Way, Windsor, VT 05089

      Last Sold Summary

      • $267/SF
      • 53 Days On Market

      Last Sold Price $540,000

      Last Listing Agent Jeffrey Brown American Dream Real Estate Associates, L

    • 25 Hemlock Dr, Windsor, VT 05089
      25 Hemlock Dr, Windsor, VT 05089
      25 Hemlock Dr, Windsor, VT 05089
      /39

      Est $317,540 Not Listed For Sale

      25 Hemlock Dr, Windsor, VT 05089

      • 3 Beds
      • 1.5 Baths
      • 1,700 Sq Ft
      • Built 1870
      25 Hemlock Dr, Windsor, VT 05089

      Last Sold Summary

      • 9% Above List Price
      • $171/SF
      • 6 Days On Market

      Last Sold Price $290,000

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

    • 918 Us Route 5 N, Windsor, VT 05089
      918 Us Route 5 N, Windsor, VT 05089
      918 Us Route 5 N, Windsor, VT 05089
      /30

      Est $358,766 Not Listed For Sale

      918 Us Route 5 N, Windsor, VT 05089

      • 3 Beds
      • 2 Baths
      • 1,300 Sq Ft
      • Built 1973
      918 Us Route 5 N, Windsor, VT 05089

      Last Sold Summary

      • 10% Above List Price
      • $250/SF
      • 5 Days On Market

      Last Sold Price $325,000

      Last Listing Agent Livian Vermont KW Vermont

    • 2156 U S 5, Windsor, VT 05089
      2156 U S 5, Windsor, VT 05089
      2156 U S 5, Windsor, VT 05089
      /23

      Not Listed For Sale

      2156 U S 5, Windsor, VT 05089

      • 3 Beds
      • 1 Bath
      • 1,196 Sq Ft
      • Built 1932
      2156 U S 5, Windsor, VT 05089

      Last Sold Summary

      • $205/SF
      • 11 Days On Market

      Last Sold Price $244,900

      Last Listing Agent Katie Ladue Gilbert BHHS Verani Upper Valley

    • 2742 Route 44, Windsor, VT 05089
      2742 Route 44, Windsor, VT 05089
      2742 Route 44, Windsor, VT 05089
      /17

      Est $261,952 Not Listed For Sale

      2742 Route 44, Windsor, VT 05089

      • 1 Bed
      • 1 Bath
      • 624 Sq Ft
      • Built 1965
      2742 Route 44, Windsor, VT 05089

      Last Sold Summary

      • 16% Above List Price
      • $361/SF
      • 8 Days On Market

      Last Sold Price $225,000

      Last Listing Agent Livian Vermont KW Vermont

    • 493 County Rd Unit 190000.493, Windsor, VT 05089
      493 County Rd Unit 190000.493, Windsor, VT 05089
      493 County Rd Unit 190000.493, Windsor, VT 05089
      /39

      Est $274,330 Not Listed For Sale

      493 County Rd Unit 190000.493, Windsor, VT 05089

      • 2 Beds
      • 1.5 Baths
      • 975 Sq Ft
      • Built 1989
      493 County Rd Unit 190000.493, Windsor, VT 05089

      Last Sold Summary

      • 15% Above List Price
      • $245/SF
      • 9 Days On Market

      Last Sold Price $239,000

      Last Listing Agent Deb Roberts RE/MAX

    • 174 Brownsville Rd, Windsor, VT 05089
      174 Brownsville Rd, Windsor, VT 05089
      174 Brownsville Rd, Windsor, VT 05089
      /20

      Not Listed For Sale

      174 Brownsville Rd, Windsor, VT 05089

      • 2 Beds
      • 1 Bath
      • 924 Sq Ft
      • Built 1980
      174 Brownsville Rd, Windsor, VT 05089

      Last Sold Summary

      • $195/SF
      • 7 Days On Market

      Last Sold Price $180,000

      Last Listing Agent Katie Ladue Gilbert BHHS Verani Upper Valley

    • 5317 U S 5, Windsor, VT 05089
      5317 U S 5, Windsor, VT 05089
      5317 U S 5, Windsor, VT 05089
      /28

      Est $333,704 Not Listed For Sale

      5317 U S 5, Windsor, VT 05089

      • 3 Beds
      • 2.5 Baths
      • 1,915 Sq Ft
      • Built 1840
      5317 U S 5, Windsor, VT 05089

      Last Sold Summary

      • 21% Above List Price
      • $144/SF
      • 226 Days On Market

      Last Sold Price $275,000

      Last Listing Agent Katie Ladue Gilbert BHHS Verani Upper Valley

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