Windsor, VT

Windsor, VT Real Estate & Homes for Sale

10Results

Windsor, Vermont offers a range of properties, including village homes, lakeside locations, and rural parcels surrounded by scenic Upper Valley landscapes. The town provides convenient access to local shops, recreational areas, and well-traveled routes connecting to nearby regional destinations. Buyers explore Windsor for its balance of historic character, natural scenery, and everyday accessibility. Review the latest listings below to see what’s currently available in the Windsor market. Contact CENTURY 21 Highview Realty for local real estate expertise, or create an account to save searches and receive listing alerts.

Newest
New Listing
466 Estey Lane Windsor VT 05089

$299,000

Windsor, VT

466 Estey Lane

  • 2 Beds
  • 1 Bath
  • 6.8 Acres
  • 1,152 SqFt
  • 6 Days on Market
MLS#: 5096070
New Listing

$1,399,000

Windsor, VT

145 The Plateau

  • 4 Beds
  • 4 Baths
  • 4.96 Acres
  • 4,000 SqFt
  • 12 Days on Market
MLS#: 5095057

$515,000

Windsor, VT

2 Pine Street

  • 6 Beds
  • 4 Baths
  • 0.48 Acres
  • 4,933 SqFt
  • 43 Days on Market
MLS#: 5089288

$229,000

Windsor, VT

29 National Street

  • 2 Beds
  • 1 Bath
  • 0.08 Acres
  • 1,008 SqFt
  • 64 Days on Market
MLS#: 5085358

$413,900

Windsor, VT

273 Route 5 North

  • 4 Beds
  • 3 Baths
  • 1.22 Acre
  • 2,888 SqFt
  • 95 Days on Market
MLS#: 5080622

$12

Windsor, VT

105 Main Street

    MLS#: 5079847

    $110,000

    Windsor, VT

    505 Back Mountain Road, Unit 14

    • 1 Bed
    • 1 Bath
    • 240 SqFt
    • 104 Days on Market
    MLS#: 5079488

    $96,232

    Windsor, VT

    11 Cubb Court

      MLS#: 5050703

      $87,826

      Windsor, VT

      23 Cubb Court

        MLS#: 5050702

        $96,232

        Windsor, VT

        108 Cubb Court

          MLS#: 5050701
          Broker Reciprocity 

          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 June 28, 2026 4:23 PM EDT