Windsor, VT Homes

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  /39

  $325,000 Sold Feb 12, 2025

  18 County Rd, Windsor, VT 05089

  • 3 Beds
  • 2 Baths
  • 1,400 Sq Ft
  • Built 1890

  Last Sold Summary

  • 11% Below List Price
  • $232/SF
  • 36 Days On Market

  Current Estimated Value $316,228

  Last Listing Agent Danny Kogut Williamson Group Sothebys Intl. Realty

  18 County Rd, Windsor, VT 05089
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  /39

  Est $244,213 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,354 Sq Ft

  21 Cherry St, Windsor, VT 05089

  21 Cherry St, Windsor, VT 05089
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  /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 $281,541

  Last Listing Agent Julie Davis KW Vermont Woodstock

  4 Old Mill Pond Rd, Windsor, VT 05089
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  /17

  Est $300,832 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,550 Sq Ft

  109 Morningside Dr, Windsor, VT 05089

  109 Morningside Dr, Windsor, VT 05089
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  /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
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  /33

  Est $278,506 Not Listed For Sale

  • 4 Beds
  • 1.5 Baths
  • 1,800 Sq Ft

  6 Buena Vista Ct, Windsor, VT 05089

  6 Buena Vista Ct, Windsor, VT 05089
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  /2

  $490,000 Sold Mar 14, 2025

  71 Brian Jones Rd, Windsor, VT 05089

  • 4 Beds
  • 2.5 Baths
  • 2,340 Sq Ft
  • Built 1936

  Last Sold Summary

  • 24% Below List Price
  • $209/SF
  • 203 Days On Market

  Current Estimated Value $415,125

  Last Listing Agent Chelsea Richardson Barrett and Valley Associates Inc.

  71 Brian Jones Rd, Windsor, VT 05089
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  /30

  Est $292,228 Not Listed For Sale

  • 4 Beds
  • 1.5 Baths
  • 1,008 Sq Ft

  333 Brook Rd, Windsor, VT 05089

  333 Brook Rd, Windsor, VT 05089
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  /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

  Last Listing Agent Katie Ladue Gilbert KW Vermont Woodstock

  44 Route 44, Windsor, VT 05089
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  /40

  Est $355,238 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,161 Sq Ft

  49 Valley View Trace, Windsor, VT 05089

  49 Valley View Trace, Windsor, VT 05089
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  /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
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  /20

  Est $191,986 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,439 Sq Ft

  146 Ascutney St, Windsor, VT 05089

  146 Ascutney St, Windsor, VT 05089
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  /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 $239,639

  Last Listing Agent Allison Griep KW Vermont Woodstock

  36 River St, Windsor, VT 05089
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  /13

  Est $207,073 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 696 Sq Ft

  141 Ascutney St, Windsor, VT 05089

  141 Ascutney St, Windsor, VT 05089
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  /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 $192,482

  Last Listing Agent Don Chabot Town and Country Realty

  1807 Route 44, Windsor, VT 05089
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  /21

  Est $264,870 Not Listed For Sale

  • 4 Beds
  • 1.5 Baths
  • 2,044 Sq Ft

  119 Ascutney St, Windsor, VT 05089

  119 Ascutney St, Windsor, VT 05089
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  /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 $211,860

  Last Listing Agent Katie Ladue Gilbert KW Vermont Woodstock

  28 Bishops Loop, Windsor, VT 05089
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  /36

  Est $473,453 Not Listed For Sale

  • 5 Beds
  • 2.5 Baths
  • 3,048 Sq Ft

  38 Ascutney St, Windsor, VT 05089

  38 Ascutney St, Windsor, VT 05089
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  /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 $200,901

  Last Listing Agent Katie Ladue Gilbert KW Vermont Woodstock

  6 Bavier Ave, Windsor, VT 05089
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  /31

  Est $266,681 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,364 Sq Ft

  2 Ascutney St, Windsor, VT 05089

  2 Ascutney St, Windsor, VT 05089
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  /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 $273,640

  Last Listing Agent Katie Ladue Gilbert KW Vermont Woodstock

  43 River St, Windsor, VT 05089
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  /17

  Est $416,573 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,212 Sq Ft

  142 Old Bridge Rd, Windsor, VT 05089

  142 Old Bridge Rd, Windsor, VT 05089
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  /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

  Last Listing Agent Chelsea Bevis KW Vermont Woodstock

  10 Mckenzie Dr, Windsor, VT 05089
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  /37

  Est $286,441 Not Listed For Sale

  • 4 Beds
  • 1 Bath
  • 1,813 Sq Ft

  126 Thrasher Rd, Windsor, VT 05089

  126 Thrasher Rd, Windsor, VT 05089
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  /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 $222,182

  Last Listing Agent Raelene Robinson-Garrow Real Broker LLC

  3 Foster Ave, Windsor, VT 05089
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  /40

  Est $391,982 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,668 Sq Ft

  1520 Thrasher Rd, Windsor, VT 05089

  1520 Thrasher Rd, Windsor, VT 05089
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  /40

  Est $320,780 Not Listed For Sale

  • 4 Beds
  • 1 Bath
  • 1,932 Sq Ft

  20 Rice Rd, Windsor, VT 05089

  20 Rice Rd, Windsor, VT 05089
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  /31

  Est $459,198 Not Listed For Sale

  • 5 Beds
  • 2.5 Baths
  • 3,632 Sq Ft

  5 42nd St, Windsor, VT 05089

  5 42nd St, Windsor, VT 05089
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  /3

  Est $183,199 Not Listed For Sale

  • Studio
  • 3,500 Sq Ft

  9 Durkee St, Windsor, VT 05089

  9 Durkee St, Windsor, VT 05089
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  /3

  Est $76,517 Not Listed For Sale

  81 Paradise Dr, Windsor, VT 05089

  81 Paradise Dr, Windsor, VT 05089
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  /30

  Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,640 Sq Ft

  157 Brownsville Rd, Windsor, VT 05089

  157 Brownsville Rd, Windsor, VT 05089
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  /17

  Est $243,156 Not Listed For Sale

  • 4 Beds
  • 1 Bath
  • 1,288 Sq Ft

  73 Cemetery Rd, Windsor, VT 05089

  73 Cemetery Rd, Windsor, VT 05089
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  /39

  Est $317,719 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 938 Sq Ft

  2305 County Rd, Windsor, VT 05089

  2305 County Rd, Windsor, VT 05089
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  /27

  Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,044 Sq Ft

  152 Rice Rd, Windsor, VT 05089

  152 Rice Rd, Windsor, VT 05089
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  /14

  Est $217,133 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 825 Sq Ft

  1240 Juniper Hill Rd, Windsor, VT 05089

  1240 Juniper Hill Rd, Windsor, VT 05089
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  /37

  Est $490,244 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,024 Sq Ft

  207 Garden Way, Windsor, VT 05089

  207 Garden Way, Windsor, VT 05089
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  /39

  Est $313,925 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,700 Sq Ft

  25 Hemlock Dr, Windsor, VT 05089

  25 Hemlock Dr, Windsor, VT 05089
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  /30

  Est $324,995 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,300 Sq Ft

  918 Us Route 5 N, Windsor, VT 05089

  918 Us Route 5 N, Windsor, VT 05089
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  /23

  Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,196 Sq Ft

  2156 U S 5, Windsor, VT 05089

  2156 U S 5, Windsor, VT 05089
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  /17

  Est $238,999 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 624 Sq Ft

  2742 Route 44, Windsor, VT 05089

  2742 Route 44, Windsor, VT 05089

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