Windsor, VT Homes

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  /40

  Not Listed For Sale

  • 5 Beds
  • 3.5 Baths
  • 3,400 Sq Ft

  1016 Heald Rd, Cavendish, VT 05153

  1016 Heald Rd, Cavendish, VT 05153
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  /40

  $1,600,000

  • 3 Beds
  • 2 Baths
  • 3,291 Sq Ft

  265 Depot St, Proctorsville, VT 05153

  Welcome to your new home and business headquarters in Cavendish, Vermont. This expansive property near Okemo Mountain Resort blends residential comfort and commercial opportunity. Imagine a chef’s dream kitchen with double ovens, refrigerators, and cooktops, perfect for culinary creativity. The home features three large bedrooms, spacious living areas, and a large deck for relaxation and

  Daire Gibney Barrett and Valley Associates Inc.

  265 Depot St, Proctorsville, VT 05153
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  /40

  Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 1,445 Sq Ft

  110 Spaulding Rd Unit G1, Cavendish, VT 05153

  110 Spaulding Rd Unit G1, Cavendish, VT 05153
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  /43

  $200,000 Pending

  • 5 Beds
  • 2 Baths
  • 2,107 Sq Ft

  20 Twenty Mile Stream Rd, Proctorsville, VT 05153

  This is your chance to be the next stewards of this home. This has been in the Bidgood family for 95 years! This lovely, old home is straight and sound and is waiting to be updated. There is some great detail here...trim, built-ins, doors with divided lights, porcelain knobs, wide pine floors, and more. You will want to make it yours by painting or re-papering the walls, redo the bathrooms,

  Betty McEnaney Diamond Realty

  20 Twenty Mile Stream Rd, Proctorsville, VT 05153
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  /40

  Est $214,209 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,776 Sq Ft

  128 Depot St, Cavendish, VT 05153

  128 Depot St, Cavendish, VT 05153
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  /15

  $55,000 Under Contract

  • Land
  • 0.35 Acre
  • $157,143 per Acre

  150 Parker Ave, Proctorsville, VT 05153

  Tucked among mature maples and just a short drive from Ludlow and Chester,this classic New England barn offers a rare opportunity to own a piece of Vermont history. With its weathered wood siding, original beams, and classic gable roofline, the structure stands as a testament to traditional craftsmanship. Inside, exposed timber framing and a partial stone foundation highlight its old-world

  Frank Provance Diamond Realty

  150 Parker Ave, Proctorsville, VT 05153
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  /40

  Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 1,980 Sq Ft

  24 Freeman Rd Unit A1, Cavendish, VT 05153

  24 Freeman Rd Unit A1, Cavendish, VT 05153
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  /24

  $234,000 Under Contract

  • 3 Beds
  • 1 Bath
  • 1,288 Sq Ft

  126 Parker Ave, Proctorsville, VT 05153

  Looking for a comfortable, affordable home with one-level living? This 3-bedroom, 1-bath raised ranch is a great option for first-time buyers, downsizers, or anyone seeking a more manageable space. The layout is practical and inviting, a spacious eat-in kitchen, and a bright living room featuring large windows welcoming warm sunshine for added comfort. Hardwood floors through out most of the

  Frank Provance Diamond Realty

  126 Parker Ave, Proctorsville, VT 05153
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  /33

  Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,680 Sq Ft

  70 Maple St, Cavendish, VT 05153

  70 Maple St, Cavendish, VT 05153
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  /52

  $419,000 Under Contract

  • 5,984 Sq Ft

  643 Main St, Cavendish, VT 05153

  After owning this property for more than 50 years, the Seller is ready to relocate and pass along this classic brick home with lots of square footage and potential. Once having 4 apartments in the main house and an attached barn, the Seller made the upper level of the barn into her own unit. The kitchen was removed from one of the house units and made into a laundry room, so there are currently

  Tyleen Murray Kelley Real Estate, Inc.

  643 Main St, Cavendish, VT 05153
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  /30

  Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 1,445 Sq Ft

  0 Carriage Ln Unit E1 4925460, Cavendish, VT 05153

  0 Carriage Ln Unit E1 4925460, Cavendish, VT 05153
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  /40

  Est $282,855 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,507 Sq Ft

  165 Greven Road Extension, Proctorsville, VT 05153

  165 Greven Road Extension, Proctorsville, VT 05153
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  /34

  Est $478,558 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 1,420 Sq Ft

  32 Proctor Cir Unit N3, Cavendish, VT 05142

  32 Proctor Cir Unit N3, Cavendish, VT 05142
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  /39

  Est $383,716 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,776 Sq Ft

  48 Black River Common Unit 2, Cavendish, VT 05142

  48 Black River Common Unit 2, Cavendish, VT 05142
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  /22

  Est $204,404 Not Listed For Sale

  • 4 Beds
  • 1 Bath
  • 1,561 Sq Ft

  101 Twenty Mile Stream Rd, Proctorsville, VT 05153

  101 Twenty Mile Stream Rd, Proctorsville, VT 05153
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  /30

  Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,200 Sq Ft

  55 Depot St Unit 6, Cavendish, VT 05153

  55 Depot St Unit 6, Cavendish, VT 05153
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  /40

  Not Listed For Sale

  • 12 Beds
  • 9.5 Baths
  • 6,250 Sq Ft

  329 Main St, Cavendish, VT 05153

  329 Main St, Cavendish, VT 05153
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  /37

  Not Listed For Sale

  • Studio
  • 5,568 Sq Ft

  73 Depot St, Proctorsville, VT 05153

  73 Depot St, Proctorsville, VT 05153
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  /37

  Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 1,445 Sq Ft

  35 Carriage Ln Unit C-1, Cavendish, VT 05153

  35 Carriage Ln Unit C-1, Cavendish, VT 05153
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  /29

  Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,795 Sq Ft

  912 Twenty Mile Stream Rd, Cavendish, VT 05142

  912 Twenty Mile Stream Rd, Cavendish, VT 05142
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  /21

  Est $369,264 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 838 Sq Ft

  3550 Tyson Rd, Proctorsville, VT 05153

  3550 Tyson Rd, Proctorsville, VT 05153
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  /40

  Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,800 Sq Ft

  145 S Puckerbrush Rd, Proctorsville, VT 05153

  145 S Puckerbrush Rd, Proctorsville, VT 05153
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  /32

  Est $566,971 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 2,022 Sq Ft

  718 Tattle St, Proctorsville, VT 05153

  718 Tattle St, Proctorsville, VT 05153
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  /32

  Est $307,379 Not Listed For Sale

  • Studio
  • 3 Baths
  • 3,823 Sq Ft

  393 Main St, Proctorsville, VT 05153

  393 Main St, Proctorsville, VT 05153
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  /34

  Est $416,757 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,248 Sq Ft

  352 Chapman Rd, Proctorsville, VT 05153

  352 Chapman Rd, Proctorsville, VT 05153
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  /23

  Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 1,882 Sq Ft

  741 Main St, Cavendish, VT 05142

  741 Main St, Cavendish, VT 05142
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  /29

  Est $422,328 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,980 Sq Ft

  315 Depot St, Proctorsville, VT 05153

  315 Depot St, Proctorsville, VT 05153
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  /33

  Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 730 Sq Ft

  493 Main St Unit 2, Proctorsville, VT 05153

  493 Main St Unit 2, Proctorsville, VT 05153
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  /31

  Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,992 Sq Ft

  1810 Vermont 103, Cavendish, VT 05149

  1810 Vermont 103, Cavendish, VT 05149
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  /23

  Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 1,445 Sq Ft

  35 Carriage Ln Unit C3, Cavendish, VT 05153

  35 Carriage Ln Unit C3, Cavendish, VT 05153
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  /21

  Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 675 Sq Ft

  2940 Route 103 Unit 162, Cavendish, VT 05142

  2940 Route 103 Unit 162, Cavendish, VT 05142
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  /32

  Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 1,445 Sq Ft

  116 Spaulding Rd Unit F3, Cavendish, VT 05153

  116 Spaulding Rd Unit F3, Cavendish, VT 05153
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  /32

  Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 1,445 Sq Ft

  98 Spaulding Rd Unit H3, Cavendish, VT 05153

  98 Spaulding Rd Unit H3, Cavendish, VT 05153
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  /40

  Est $494,322 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,940 Sq Ft

  417 Bailey Hill Rd, Proctorsville, VT 05153

  417 Bailey Hill Rd, Proctorsville, VT 05153
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  /40

  Est $728,416 Not Listed For Sale

  • 5 Beds
  • 2.5 Baths
  • 3,100 Sq Ft

  447 Center Rd, Cavendish, VT 05142

  447 Center Rd, Cavendish, VT 05142
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  /19

  Est $218,372 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 675 Sq Ft

  2940 Route 103 Unit 153, Cavendish, VT 05142

  2940 Route 103 Unit 153, Cavendish, VT 05142
• 

  

  /40

  Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,159 Sq Ft

  972 Main St, Proctorsville, VT 05153

  972 Main St, Proctorsville, VT 05153
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  /25

  Est $305,157 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,232 Sq Ft

  74 Pratt Hill Rd, Proctorsville, VT 05153

  74 Pratt Hill Rd, Proctorsville, VT 05153
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  /24

  Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,620 Sq Ft

  275 Heald Rd, Cavendish, VT 05153

  275 Heald Rd, Cavendish, VT 05153
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  /39

  Est $471,732 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 1,445 Sq Ft

  32 Proctor Cir Unit N1, Cavendish, VT 05142

  32 Proctor Cir Unit N1, Cavendish, VT 05142

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