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Homes Under $500K in Windsor, VT
18 listings

Homes Under $500K in Windsor, VT

Homes Under $500K in Windsor, VT

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18 Listings
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Homes Under $500K in Windsor, VT

18 Listings

  1. 128 Weston Heights — photoNew41Active

Your local brokerage

JW

John White

Realty.com

Lic. #81.0094848

Call John

$349,000

3 bd · 2 ba · 1,346 sqft

128 Weston Heights, Windsor, VT

  • 19 Weston Heights — photoNew43Active

    $315,000

    3 bd · 1 ba · 1,532 sqft

    19 Weston Heights, Windsor, VT

  • 459 Route 5 South — photoNew36Active

    $289,000

    2 bd · 1 ba · 1,236 sqft

    459 Route 5 South, Windsor, VT

  • 6 McKenzie Drive — photo36Active

    $339,000

    2 bd · 2 ba · 1,248 sqft

    6 McKenzie Drive, Windsor, VT

  • 61 Channing Drive — photo30Active

    $349,000

    3 bd · 1 ba · 1,298 sqft

    61 Channing Drive, Windsor, VT

  • 1268 County Road — photo60Active

    $475,000

    3 bd · 2 ba · 1,320 sqft

    1268 County Road, Windsor, VT

    Vin Morris · BHHS Verani Upper Valley

  • 52 Jarvis Street — photo10Active

    $109,000

    1 bd · 1 ba · 504 sqft

    52 Jarvis Street, Windsor, VT

    Allison Griep · BHHS Verani Upper Valley

  • 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

  • 2 Pine Street — photoPrice Reduced36Active

    $490,000

    6 bd · 4 ba · 4,933 sqft

    2 Pine Street, Windsor, VT

    Susan Bellville · Bellville Realty

  • 15 National Street — photo12Active

    $229,000

    2 bd · 1 ba · 1,008 sqft

    15 National Street, Windsor, VT

    Chelsea D Bevis · KW Vermont Woodstock

  • 29 National Street — photo10Active

    $229,000

    2 bd · 1 ba · 1,008 sqft

    29 National Street, Windsor, VT

    Chelsea D Bevis · KW Vermont Woodstock

  • 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

  • 505 Back Mountain Road — photoPrice Reduced26Active

    $89,900

    1 bd · 1 ba · 240 sqft

    505 Back Mountain Road, Windsor, VT

    Jenna Luce · RE/MAX Upper Valley

  • 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

  • 517 Back Mountain Road — photo16Active

    $96,232

    2 bd · 2 ba · 777 sqft

    517 Back Mountain Road, Windsor, VT

    Kate Barry · EXP Realty

  • 23 Cubb Court — photo11Active

    $87,826

    1 bd · 1 ba · 643 sqft

    23 Cubb Court, Windsor, VT

    Kate Barry · EXP Realty

  • 108 Cubb Court — photo15Active

    $96,232

    2 bd · 2 ba · 777 sqft

    108 Cubb Court, Windsor, VT

    Kate Barry · EXP Realty

  • 11 Cubb Court — photo16Active

    $96,232

    2 bd · 2 ba · 777 sqft

    11 Cubb Court, Windsor, VT

    Kate Barry · EXP Realty

  • Realty.com

    L. Custen Realty, Inc. d/b/a Realty.com/L. Custen Realty CT, LLC d/b/a Realty.com (Tom O’Leary-Broker)(CT properties only), 8323 Southwest Freeway, Suite 900, Houston, Texas 77074

    Equal Housing OpportunityEqual Housing Lender

    The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Listing data is derived from various Multiple Listing Services; each source MLS and its required disclaimer are shown with the listings on the applicable page. Realty.com is an independently owned and operated brokerage.

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    Your local brokerage

    JW

    John White

    Realty.com

    Lic. #81.0094848

    Call John

    Listing data & MLS disclosures

    NEREN
    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.

    Windsor, VT community profile

    Area
    46.9 sq. mi.

    Source: HJN community data

    Windsor housing market

    September 2026 · This period is still settling

    Homes on the market · MLS, as of Sep 27, 2026

    Median list price
    $482,500
    Homes for sale
    20

    Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Sep 1, 2026

    Median home size
    1,532 sq. ft.