Windsor, VT Homes

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  /27

  Est $486,766 Not Listed For Sale

  • 5 Beds
  • 3.5 Baths
  • 3,212 Sq Ft

  267 Taylor Dr Unit DRL, Windsor, VT 05089

  267 Taylor Dr Unit DRL, Windsor, VT 05089
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  /17

  $225,000 Sold May 16, 2024

  • 1,248 Sq Ft
  • $180/SF
  • 8 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1965

  2742 Route 44, Windsor, VT 05089

  Nestled within the charming town of Windsor, Vermont, lies this diamond in the rough—a property ripe for transformation. Situated on a generous 3-acre parcel of land, this blank canvas presents an enticing opportunity for those seeking to establish roots in the sought-after Windsor area. The existing one-bedroom structure offers a foundation upon which to build, inviting you to infuse your

  2742 Route 44, Windsor, VT 05089
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  /34

  Est $545,504 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,468 Sq Ft

  223 Taylor Dr, Windsor, VT 05089

  223 Taylor Dr, Windsor, VT 05089
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  /32

  $370,000 Sold May 08, 2024

  • 2,273 Sq Ft
  • $163/SF
  • 4 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1868

  18 Pine St, Windsor, VT 05089

  Charming Victorian in a quiet neighborhood in historic Windsor, VT. Enjoy the trails in abutting Paradise Park or sip your coffee in your backyard overlooking beautiful Lake Runnemede. Built in 1868 this house welcomes you with a wonderful wrap around porch, a grand foyer, lovely original woodwork, tall ceilings and craftsmanship throughout. Also on the main floor, a Living room, Dining room,

  Dana Waters Dark Horse Realty

  18 Pine St, Windsor, VT 05089
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  /24

  Est $249,537 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,608 Sq Ft

  6 Hall St, Windsor, VT 05089

  6 Hall St, Windsor, VT 05089
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  /2

  $240,000 Sold Apr 21, 2025

  • 2,662 Sq Ft
  • $90/SF
  • 0 Days On Market

  • Built 1917

  36 River St, Windsor, VT 05089

  Allison Griep KW Vermont Woodstock

  36 River St, Windsor, VT 05089
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  /29

  Est $253,890 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,080 Sq Ft

  28 Enright Ave, Windsor, VT 05089

  28 Enright Ave, Windsor, VT 05089
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  /2

  $350,000 Sold Jun 17, 2024

  • 1,493 Sq Ft
  • $234/SF
  • 0 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1940

  3 Bavier Ave, Windsor, VT 05089

  Katie Ladue Gilbert KW Vermont Woodstock

  3 Bavier Ave, Windsor, VT 05089
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  /26

  Est $288,199 Not Listed For Sale

  • 4 Beds
  • 1.5 Baths
  • 2,121 Sq Ft

  12 Durkee St, Windsor, VT 05089

  12 Durkee St, Windsor, VT 05089
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  /2

  $212,600 Sold May 14, 2024

  • 991 Sq Ft
  • $215/SF
  • 0 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1956

  2485 County Rd, Windsor, VT 05089

  Katie Ladue Gilbert KW Vermont Woodstock

  2485 County Rd, Windsor, VT 05089
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  /28

  Est $214,048 Not Listed For Sale

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

  9 Dewey Ave, Windsor, VT 05089

  9 Dewey Ave, Windsor, VT 05089
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  /40

  Est $376,678 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,296 Sq Ft

  39 Dairy Ln, Windsor, VT 05089

  39 Dairy Ln, Windsor, VT 05089
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  /37

  Est $358,597 Not Listed For Sale

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

  40 Village Green, Windsor, VT 05089

  40 Village Green, Windsor, VT 05089
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  /15

  Est $155,308 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 384 Sq Ft

  807 County Rd, Windsor, VT 05089

  807 County Rd, Windsor, VT 05089
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  /19

  Est $248,601 Not Listed For Sale

  • 6 Beds
  • 4 Baths
  • 2,336 Sq Ft

  28 Coolidge Ct, Windsor, VT 05089

  28 Coolidge Ct, Windsor, VT 05089
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  /13

  Est $258,514 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
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  /20

  Est $280,515 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 3,266 Sq Ft

  17 Clough Ave, Windsor, VT 05089

  17 Clough Ave, Windsor, VT 05089
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  /39

  Est $241,176 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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  /17

  Est $319,310 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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  /40

  Est $200,715 Not Listed For Sale

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

  14 Central St, Windsor, VT 05089

  14 Central St, Windsor, VT 05089
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  /21

  Est $297,137 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,734 Sq Ft

  72 Harris Rd, Windsor, VT 05089

  72 Harris Rd, Windsor, VT 05089
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  /30

  Est $306,778 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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  /40

  Est $392,428 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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  /24

  Est $273,825 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,040 Sq Ft

  161 Birch Heights, Windsor, VT 05089

  161 Birch Heights, Windsor, VT 05089
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  /11

  Est $186,023 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,196 Sq Ft

  2 Bavier Ave, Windsor, VT 05089

  2 Bavier Ave, Windsor, VT 05089
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  /14

  Not Listed For Sale

  • 8 Beds
  • 6 Baths
  • 3,560 Sq Ft

  54 Ascutney St, Windsor, VT 05089

  54 Ascutney St, Windsor, VT 05089
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  /36

  Est $497,562 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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  /17

  Est $447,476 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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  /37

  Est $327,234 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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  /40

  Est $317,804 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

  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 $67,612 Not Listed For Sale

  81 Paradise Dr, Windsor, VT 05089

  81 Paradise Dr, Windsor, VT 05089
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  /26

  Est $268,299 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,546 Sq Ft

  69 Belknap Ln, Windsor, VT 05089

  69 Belknap Ln, 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 $244,663 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 $352,006 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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  /22

  Est $306,525 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,984 Sq Ft

  7 Fairview Ave, Windsor, VT 05089

  7 Fairview Ave, Windsor, VT 05089
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  /14

  Est $210,659 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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  /39

  Est $335,820 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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  /31

  Est $381,500 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 2,145 Sq Ft

  5 Old Mill Pond Rd Unit 5, Windsor, VT 05089

  5 Old Mill Pond Rd Unit 5, Windsor, VT 05089

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