35

Recently Sold Windsor, VT Homes

Section Image
  • /2

    $273,000

    Sold Aug 07, 2026

    61 Kennedy Dr, Windsor, VT 05089

    • 3 Beds
    • 1 Bath
    • 1,008 Sq Ft
    • Built 1943

    Last Sold Summary

    • $271/SF
    • 0 Days On Market

    Current Estimated Value $240,082

    Last Listing Agent Allison Griep BHHS Verani Upper Valley

    61 Kennedy Dr, Windsor, VT 05089
  • /41

    $315,000

    Sold Nov 21, 2025

    1 Dorrance St, Windsor, VT 05089

    • 2 Beds
    • 1.5 Baths
    • 1,649 Sq Ft
    • Built 1945

    Last Sold Summary

    • 4% Below List Price
    • $191/SF
    • 7 Days On Market

    Current Estimated Value $326,127

    Last Listing Agent Evan Russell Real Broker LLC

    1 Dorrance St, Windsor, VT 05089
  • /24

    $60,000

    Sold Dec 18, 2025

    5 Clough Ave, West Windsor, VT 05089

    • 3 Beds
    • 1 Bath
    • 1,392 Sq Ft
    • Built 1920

    Last Sold Summary

    • 25% Below List Price
    • $43/SF
    • 13 Days On Market

    Current Estimated Value $182,916

    Last Listing Agent Derek Greene Derek Greene

    5 Clough Ave, West Windsor, VT 05089
  • /17

    $40,000

    Sold Oct 06, 2025

    138 Ascutney St, Windsor, VT 05089

    • 2 Beds
    • 1 Bath
    • 434 Sq Ft
    • Built 1952

    Last Sold Summary

    • 4% Above List Price
    • $92/SF
    • 6 Days On Market

    Last Listing Agent DJ Chabot Town and Country Realty

    138 Ascutney St, Windsor, VT 05089
  • /16

    $96,232

    Sold Aug 05, 2026

    517 Back Mountain Rd, Windsor, VT 05089

    • 2 Beds
    • 2 Baths
    • 777 Sq Ft
    • Built 2025

    Last Sold Summary

    • 1% Above List Price
    • $124/SF
    • 322 Days On Market

    Last Listing Agent Kate Barry EXP Realty

    517 Back Mountain Rd, Windsor, VT 05089
  • /26

    $94,900

    Sold Dec 04, 2025

    16 Day St, Windsor, VT 05089

    • 2 Beds
    • 1 Bath
    • 660 Sq Ft
    • Built 1930

    Last Sold Summary

    • $144/SF
    • 4 Days On Market

    Current Estimated Value $141,905

    Last Listing Agent Robert Balewicz Evergreen Realty of Vermont

    16 Day St, Windsor, VT 05089
  • /38

    $400,000

    Sold Dec 19, 2025

    96 Dairy Ln, Windsor, VT 05089

    • 4 Beds
    • 2.5 Baths
    • 2,272 Sq Ft
    • Built 1992

    Last Sold Summary

    • 13% Below List Price
    • $176/SF
    • 85 Days On Market

    Current Estimated Value $402,121

    Last Listing Agent Katie Ladue Gilbert BHHS Verani Upper Valley

    96 Dairy Ln, Windsor, VT 05089
  • /28

    $395,900

    Sold Nov 13, 2025

    58 Morningside Dr, Windsor, VT 05089

    • 3 Beds
    • 1.5 Baths
    • 1,680 Sq Ft
    • Built 1957

    Last Sold Summary

    • 1% Below List Price
    • $236/SF
    • 17 Days On Market

    Current Estimated Value $383,702

    Last Listing Agent Katie Ladue Gilbert BHHS Verani Upper Valley

    58 Morningside Dr, Windsor, VT 05089
  • /16

    $347,000

    Sold Apr 30, 2026

    181 Banister Rd, Windsor, VT 05089

    • 3 Beds
    • 1 Bath
    • 1,620 Sq Ft
    • Built 1987

    Last Sold Summary

    • 20% Below List Price
    • $214/SF
    • 315 Days On Market

    Current Estimated Value $354,145

    Last Listing Agent Dan Noble Snyder Donegan Real Estate Group

    181 Banister Rd, Windsor, VT 05089
  • /41

    $90,000

    Sold Oct 30, 2025

    00 Snow Ln, Windsor, VT 05089

    • Land
    • 1.23 Acres
    • $73,171 per Acre

    Last Sold Summary

    • 8% Below List Price
    • 149 Days On Market

    Last Listing Agent John Bassette Bassette Real Estate Group

    00 Snow Ln, Windsor, VT 05089
  • /43

    $750,000

    Sold Jul 17, 2026

    860 Yale Heights Rd, Windsor, VT 05089

    • 2 Beds
    • 2 Baths
    • 1,820 Sq Ft
    • Built 2007

    Last Sold Summary

    • 14% Below List Price
    • $412/SF
    • 26 Days On Market

    Current Estimated Value $804,122

    Last Listing Agent Danny Kogut Williamson Group Sothebys Intl. Realty

    860 Yale Heights Rd, Windsor, VT 05089
  • /36

    $426,000

    Sold Jan 23, 2026

    473 Taylor Dr, Windsor, VT 05089

    • 4 Beds
    • 2.5 Baths
    • 1,832 Sq Ft
    • Built 2003

    Last Sold Summary

    • $233/SF
    • 2 Days On Market

    Current Estimated Value $429,792

    Last Listing Agent Leila Tarantelli KW Coastal and Lakes & Mountains Realty/Hanover

    473 Taylor Dr, Windsor, VT 05089
  • /41

    $565,000

    Sold Aug 17, 2026

    93 Belaski Rd, Windsor, VT 05089

    • 3 Beds
    • 3 Baths
    • 2,368 Sq Ft
    • Built 1998

    Last Sold Summary

    • 1% Above List Price
    • $239/SF
    • 2 Days On Market

    Current Estimated Value $549,530

    Last Listing Agent Katie Ladue Gilbert BHHS Verani Upper Valley

    93 Belaski Rd, Windsor, VT 05089
  • /36

    $215,000

    Sold Oct 06, 2025

    31 Maple St, Windsor, VT 05089

    • 3 Beds
    • 1.5 Baths
    • 1,900 Sq Ft
    • Built 1900

    Last Sold Summary

    • 22% Below List Price
    • $113/SF
    • 56 Days On Market

    Current Estimated Value $229,930

    Last Listing Agent Tara Reeves Vermont Real Estate Company

    31 Maple St, Windsor, VT 05089
  • /18

    $139,000

    Sold Jun 10, 2026

    38 Jarvis St, Windsor, VT 05089

    • 1 Bed
    • 1 Bath
    • 768 Sq Ft
    • Built 2018

    Last Sold Summary

    • $181/SF
    • 6 Days On Market

    Current Estimated Value $136,928

    Last Listing Agent Chelsea Bevis KW Vermont Woodstock

    38 Jarvis St, Windsor, VT 05089
  • /38

    $975,000

    Sold Jul 31, 2026

    5 Maple Heights, Windsor, VT 05089

    • 2 Beds
    • 2 Baths
    • 1,282 Sq Ft
    • Built 2020

    Last Sold Summary

    • $761/SF
    • 12 Days On Market

    Current Estimated Value $891,078

    Last Listing Agent David Donegan Snyder Donegan Real Estate Group

    5 Maple Heights, Windsor, VT 05089
  • /11

    $98,995

    Sold May 14, 2026

    84 Cubb Ct, Windsor, VT 05089

    • 3 Beds
    • 2 Baths
    • 880 Sq Ft
    • Built 2025

    Last Sold Summary

    • 1% Above List Price
    • $112/SF
    • 305 Days On Market

    Last Listing Agent Kate Barry EXP Realty

    84 Cubb Ct, Windsor, VT 05089
  • /27

    $327,000

    Sold Sep 26, 2025

    2085 Us Route 5 S, Windsor, VT 05089

    • 3 Beds
    • 1 Bath
    • 1,560 Sq Ft
    • Built 1933

    Last Sold Summary

    • 12% Above List Price
    • $210/SF
    • 4 Days On Market

    Current Estimated Value $330,120

    Last Listing Agent Josh Gray Real Broker LLC

    2085 Us Route 5 S, Windsor, VT 05089
  • /41

    $165,000

    Sold Jan 23, 2026

    68 Jarvis St Unit 70, Windsor, VT 05089

    • 3 Beds
    • 1 Bath
    • 1,602 Sq Ft
    • Built 1917

    Last Sold Summary

    • $103/SF
    • 48 Days On Market

    Current Estimated Value $178,544

    Last Listing Agent Karolina Burtt EXP Realty

    68 Jarvis St Unit 70, Windsor, VT 05089
  • /39

    $500,000

    Sold Dec 19, 2025

    3361 County Rd, Windsor, VT 05089

    • 3 Beds
    • 2.5 Baths
    • 1,452 Sq Ft
    • Built 1971

    Last Sold Summary

    • 21% Below List Price
    • $344/SF
    • 137 Days On Market

    Current Estimated Value $525,984

    Last Listing Agent Danny Kogut Williamson Group Sothebys Intl. Realty

    3361 County Rd, Windsor, VT 05089
  • /57

    $475,000

    Sold Aug 31, 2026

    298 Jenneville Rd, Windsor, VT 05089

    • 4 Beds
    • 2 Baths
    • 2,212 Sq Ft
    • Built 1820

    Last Sold Summary

    • 25% Below List Price
    • $215/SF
    • 160 Days On Market

    Current Estimated Value $688,514

    Last Listing Agent John Bassette Bassette Real Estate Group

    298 Jenneville Rd, Windsor, VT 05089
  • /25

    $319,000

    Sold Jul 23, 2026

    74 Union St, Windsor, VT 05089

    • 4 Beds
    • 2 Baths
    • 2,142 Sq Ft
    • Built 1890

    Last Sold Summary

    • 6% Below List Price
    • $149/SF
    • 48 Days On Market

    Current Estimated Value $322,573

    Last Listing Agent Chelsea Bevis KW Vermont Woodstock

    74 Union St, Windsor, VT 05089
  • /20

    $230,000

    Sold Nov 24, 2025

    2545 County Rd, Windsor, VT 05089

    • 3 Beds
    • 2 Baths
    • 2,289 Sq Ft
    • Built 2001

    Last Sold Summary

    • 20% Below List Price
    • $100/SF
    • 0 Days On Market

    Current Estimated Value $246,527

    Last Listing Agent Chelsea Bevis KW Vermont Woodstock

    2545 County Rd, Windsor, VT 05089
  • /2

    $226,000

    Sold Aug 07, 2026

    4 Bavier Ave, Windsor, VT 05089

    • 3 Beds
    • 1 Bath
    • 2,088 Sq Ft
    • Built 1940

    Last Sold Summary

    • $108/SF
    • 0 Days On Market

    Current Estimated Value $210,757

    Last Listing Agent Allison Griep BHHS Verani Upper Valley

    4 Bavier Ave, Windsor, VT 05089
  • /30

    $299,000

    Sold Sep 30, 2025

    2505 County Rd, Windsor, VT 05089

    • 2 Beds
    • 1 Bath
    • 1,332 Sq Ft
    • Built 1974

    Last Sold Summary

    • $224/SF
    • 11 Days On Market

    Current Estimated Value $308,917

    Last Listing Agent Leila Tarantelli KW Coastal and Lakes & Mountains Realty/Hanover

    2505 County Rd, Windsor, VT 05089
  • /41

    $425,000

    Sold May 05, 2026

    64 State St, Windsor, VT 05089

    • 3,700 Sq Ft
    • Built 1880

    Last Sold Summary

    • 6% Below List Price
    • $115/SF
    • 1 Day On Market

    Last Listing Agent Katie Ladue Gilbert BHHS Verani Upper Valley

    64 State St, Windsor, VT 05089
  • /26

    $256,500

    Sold Nov 14, 2025

    21 Bavier Ave, Windsor, VT 05089

    • 3 Beds
    • 1 Bath
    • 1,232 Sq Ft
    • Built 1920

    Last Sold Summary

    • $208/SF
    • 16 Days On Market

    Current Estimated Value $244,450

    Last Listing Agent Susan Bellville Bellville Realty

    21 Bavier Ave, Windsor, VT 05089
  • /20

    $259,000

    Sold May 01, 2026

    3 Cherry St, Windsor, VT 05089

    • 3 Beds
    • 1 Bath
    • 1,176 Sq Ft
    • Built 1934

    Last Sold Summary

    • $220/SF
    • 3 Days On Market

    Current Estimated Value $255,783

    Last Listing Agent Katie Ladue Gilbert BHHS Verani Upper Valley

    3 Cherry St, Windsor, VT 05089
  • /2

    $250,000

    Sold Oct 02, 2025

    102-104 State St, Windsor, VT 05089

    • 7 Beds
    • 4 Baths
    • 3,894 Sq Ft
    • Built 1890

    Last Sold Summary

    • 36% Below List Price
    • $64/SF
    • 188 Days On Market

    Last Listing Agent Don Chabot Town and Country Realty

    102-104 State St, Windsor, VT 05089
  • /19

    $175,000

    Sold Nov 21, 2025

    44 Route 44, Windsor, VT 05089

    • 3 Beds
    • 2 Baths
    • 1,344 Sq Ft
    • Built 1979

    Last Sold Summary

    • 6% Above List Price
    • $130/SF
    • 5 Days On Market

    Current Estimated Value $222,557

    Last Listing Agent Katie Ladue Gilbert BHHS Verani Upper Valley

    44 Route 44, Windsor, VT 05089
  • /4

    $115,000

    Sold Dec 10, 2025

    70-74 State St, Windsor, VT 05089

    • 5 Beds
    • 3.5 Baths
    • 4,011 Sq Ft
    • Built 1784

    Last Sold Summary

    • 41% Below List Price
    • $29/SF
    • 910 Days On Market

    Last Listing Agent Wade Treadway Wade I Treadway Real Estate

    70-74 State St, Windsor, VT 05089
  • /55

    $548,000

    Sold Aug 27, 2026

    3440 Route 44, West Windsor, VT 05037

    • 3 Beds
    • 3.5 Baths
    • 2,391 Sq Ft
    • Built 1988

    Last Sold Summary

    • $229/SF
    • 5 Days On Market

    Last Listing Agent Carol Wood Williamson Group Sothebys Intl. Realty

    3440 Route 44, West Windsor, VT 05037
  • /39

    $530,000

    Sold Apr 03, 2026

    223 Taylor Dr, Windsor, VT 05089

    • 4 Beds
    • 2.5 Baths
    • 2,468 Sq Ft
    • Built 2000

    Last Sold Summary

    • 14% Below List Price
    • $215/SF
    • 42 Days On Market

    Current Estimated Value $554,694

    Last Listing Agent Ara Cardew BHG Masiello Keene

    223 Taylor Dr, Windsor, VT 05089
  • /33

    $271,000

    Sold Nov 13, 2025

    10 Mckenzie Dr, Windsor, VT 05089

    • 3 Beds
    • 1.5 Baths
    • 1,320 Sq Ft
    • Built 1920

    Last Sold Summary

    • 1% Above List Price
    • $205/SF
    • 2 Days On Market

    Current Estimated Value $282,177

    Last Listing Agent Chelsea Bevis KW Vermont Woodstock

    10 Mckenzie Dr, Windsor, VT 05089
  • /30

    $142,500

    Sold Apr 30, 2026

    66 Country Skyline Blvd, Windsor, VT 05089

    • 3 Beds
    • 2 Baths
    • 1,549 Sq Ft
    • Built 2005

    Last Sold Summary

    • 3% Above List Price
    • $92/SF
    • 7 Days On Market

    Last Listing Agent Mike Hickey KW Vermont Woodstock

    66 Country Skyline Blvd, Windsor, VT 05089

Frequently Asked Questions

What is the average home price in Windsor, VT?
Homes for sale in Windsor, VT have an average home price of $448,306.
What is the average time to sell a house in Windsor, VT?
The houses for sale in Windsor, VT spend an average of 103 days on the market.
What is the number of active homes for sale in Windsor, VT?
There are 7 active homes for sale in Windsor, VT.
How many homes have sold over the last 12 months in Windsor, VT?
25 homes have sold in Windsor, VT over the last 12 months.

Home Price Trends

Median Sale Price
$315,000
Median Single Family Sale Price
$272,000
Median Townhouse Sale Price
$487,500
Median 2 Bedroom Sale Price
$299,000
Median 1 Bedroom Sale Price
$119,000
Average Price Per Sq Ft
$244
Number of Homes for Sale
7
Last 12 months Home Sales
25
Months of Supply
3.40
Median List Price
$314,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
13%
How to Buy a Home How to Finance a Home How to Sell a Home