Windsor, VT

Windsor VT Homes for Sale

12Results

Explore Windsor, VT real estate in a Connecticut River town known for its historic downtown and Mount Ascutney scenery. Housing options include traditional New England homes near village amenities and properties in quieter country settings. Downtown shops and restaurants, trails at Paradise Park, and nearby mountain recreation bring variety to everyday life. Browse homes for sale in Windsor to discover the space, character, and location that fit your plans.

Newest
New Listing
155 State Street Windsor VT 05089

$140,000

Windsor, VT

155 State Street

  • 2 Beds
  • 1 Bath
  • 0.08 Acres
  • 926 SqFt
  • 13 Days on Market
Listed by Don Chabot of Town and Country Realty
MLS#: 5113821
New Listing

$349,000

Windsor, VT

128 Weston Heights

  • 3 Beds
  • 2 Baths
  • 0.28 Acres
  • 1,346 SqFt
  • 16 Days on Market
Listed by Sandy Reavill of Willow Brook Realty
MLS#: 5113217
New Listing

$335,000

Windsor, VT

6 Mckenzie Drive

  • 2 Beds
  • 2 Baths
  • 0.07 Acres
  • 1,248 SqFt
  • 23 Days on Market
Listed by Brian Whipple of Coldwell Banker Homes Unlimited
MLS#: 5112163
New Listing

$349,000

Windsor, VT

61 Channing Drive

  • 3 Beds
  • 1 Bath
  • 0.37 Acres
  • 1,298 SqFt
  • 26 Days on Market
Listed by Allison Griep of BHHS Verani Upper Valley
MLS#: 5111715

$475,000

Windsor, VT

1268 County Road

  • 3 Beds
  • 2 Baths
  • 16.35 Acres
  • 1,320 SqFt
  • 49 Days on Market
Listed by Vin Morris of BHHS Verani Upper Valley
MLS#: 5108310

$109,000

Windsor, VT

52 Jarvis Street

  • 1 Bed
  • 1 Bath
  • 0.04 Acres
  • 504 SqFt
  • 86 Days on Market
Listed by Allison Griep of BHHS Verani Upper Valley
MLS#: 5102391

$95,000

Windsor, VT

000 Marton Road

  • Land
  • 5.05 Acres
  • 93 Days on Market
Listed by John MacGovern of Dark Horse Realty
MLS#: 5101039

$299,000

Windsor, VT

466 Estey Lane

  • 2 Beds
  • 1 Bath
  • 6.8 Acres
  • 1,152 SqFt
  • 123 Days on Market
Listed by Francis Duffy of Regents New England Real Estate
MLS#: 5096070

$1,399,000

Windsor, VT

145 The Plateau

  • 4 Beds
  • 4 Baths
  • 4.96 Acres
  • 4,000 SqFt
  • 129 Days on Market
Listed by Dan Noble of Snyder Donegan Real Estate Group
MLS#: 5095057

$465,000

Windsor, VT

2 Pine Street

  • 6 Beds
  • 4 Baths
  • 0.48 Acres
  • 4,933 SqFt
  • 160 Days on Market
Listed by A.j. Bellville of Bellville Realty
MLS#: 5089288

$89,900

Windsor, VT

505 Back Mountain Road, Unit 14

  • 1 Bed
  • 1 Bath
  • 240 SqFt
  • 221 Days on Market
Listed by Jenna Luce of RE/MAX Upper Valley
MLS#: 5079488

$86,826

Windsor, VT

23 Cubb Court

    Listed by Kate Barry of EXP Realty
    MLS#: 5050702

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    Copyright 2026 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated October 23, 2026 8:25 AM EDT