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Windsor, VT Homes for Sale | Realty.com
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16 listings
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Homes for Sale in Windsor, VT

Homes for Sale in Windsor, VT

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16 Listings
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Homes for Sale in Windsor, VT

16 Listings

Your local brokerage

JW

John White

Realty.com

Lic. #81.0094848

Call John
  1. 35 River Street — photo16Active

    $149,000

    3 bd · 1 ba · 1,180 sqft

    35 River Street, Windsor, VT

    Allison Griep · BHHS Verani Upper Valley

  2. 128 Weston Heights — photo41Active

    $349,000

    3 bd · 2 ba · 1,346 sqft

    128 Weston Heights, Windsor, VT

    Sandy Reavill · Willow Brook Realty

  3. 6 McKenzie Drive — photoPrice Reduced36Active

    $335,000

    2 bd · 2 ba · 1,248 sqft

    6 McKenzie Drive, Windsor, VT

    Brian Whipple · Coldwell Banker Homes Unlimited

  4. 61 Channing Drive — photo33Active

    $349,000

    3 bd · 1 ba · 1,298 sqft

    61 Channing Drive, Windsor, VT

    Allison Griep · BHHS Verani Upper Valley

  5. 466 Estey Lane — photo60Active

    $299,000

    2 bd · 1 ba · 1,152 sqft

    466 Estey Lane, Windsor, VT

    Francis Duffy · Regents New England Real Estate

  6. 145 The Plateau — photo50Active

    $1,399,000

    4 bd · 4 ba · 4,000 sqft

    145 The Plateau, Windsor, VT

    Dan Noble · Snyder Donegan Real Estate Group

  7. 93 Belaski Road — photo41Active

    $560,000

    3 bd · 3 ba · 2,368 sqft

    93 Belaski Road, Windsor, VT

    Katie Ladue Gilbert · BHHS Verani Upper Valley

  8. 2 Pine Street — photo36Active

    $535,000

    6 bd · 4 ba · 4,933 sqft

    2 Pine Street, Windsor, VT

    Susan Bellville · Bellville Realty

  9. 15 National Street — photo12Active

    $229,000

    2 bd · 1 ba · 1,008 sqft

    15 National Street, Windsor, VT

    Chelsea D Bevis · KW Vermont Woodstock

  10. 29 National Street — photo10Active

    $229,000

    2 bd · 1 ba · 1,008 sqft

    29 National Street, Windsor, VT

    Chelsea D Bevis · KW Vermont Woodstock

  11. 273 Route 5 North — photoPrice Reduced38Active

    $413,900

    4 bd · 3 ba · 2,888 sqft

    273 Route 5 North, Windsor, VT

    Allison Griep · BHHS Verani Upper Valley

  12. 505 Back Mountain Road 14 — photoPrice Reduced26Active

    $115,000

    1 bd · 1 ba · 240 sqft

    505 Back Mountain Road 14, Windsor, VT

    Jenna Luce · RE/MAX Upper Valley

  13. 517 Back Mountain Road — photo16Active

    $96,232

    2 bd · 2 ba · 777 sqft

    517 Back Mountain Road, Windsor, VT

    Kate Barry · EXP Realty

  14. 23 Cubb Court — photoPrice Reduced11Active

    $86,826

    1 bd · 1 ba · 643 sqft

    23 Cubb Court, Windsor, VT

    Kate Barry · EXP Realty

  15. 11 Cubb Court — photo16Active

    $96,232

    2 bd · 2 ba · 777 sqft

    11 Cubb Court, Windsor, VT

    Kate Barry · EXP Realty

  16. 108 Cubb Court — photo15Active

    $96,232

    2 bd · 2 ba · 777 sqft

    108 Cubb Court, Windsor, VT

    Kate Barry · EXP Realty

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Listing data & MLS disclosures

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Copyright 2026 PrimeMLS. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this web site 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.
PrimeMLS
Copyright 2026 PrimeMLS. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this web site 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.
  • Your local brokerage

    JW

    John White

    Realty.com

    Lic. #81.0094848

    Call John

    Windsor, VT community profile

    Area
    46.9 sq. mi.

    Source: HJN community data

    Windsor housing market

    October 2026

    Windsor 12-month median sale price trend

    Homes that sold · County records, as of Oct 23, 2026

    Median sale price
    $331,875$285,500–$399,750 typical range
    Price per sq. ft.
    $124
    Sales
    26
    Paid in cash
    100.0%

    Homes on the market · MLS, as of Oct 18, 2026

    Median list price
    $413,900
    Homes for sale
    25

    Price trend · Assessor repeat sales, as of Oct 31, 2026

    Year-over-year
    -9.1%

    Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Sep 30, 2026

    Median home size
    1,532 sq. ft.