1,500

Recently Sold Windham County CT Homes

Section Image
  • 64 May Brook, Woodstock, CT 06281

    $715,000 Sold Oct 21, 2025

    64 May Brook, Woodstock, CT 06281

    • 4 Beds
    • 5 Baths
    • 3,795 Sq Ft
    • Built 2003

    Last Sold Summary

    • 1% Below List Price
    • $188/SF
    • 35 Days On Market

    Last Listing Agent Jared Meehan RE/MAX Bell Park Realty

    64 May Brook, Woodstock, CT 06281
  • 31 Deer Meadow Ln, Woodstock, CT 06281

    $500,000 Sold Oct 31, 2025

    31 Deer Meadow Ln, Woodstock, CT 06281

    • 3 Beds
    • 2.5 Baths
    • 2,344 Sq Ft
    • Built 2002

    Last Sold Summary

    • 5% Below List Price
    • $213/SF
    • 11 Days On Market

    Last Listing Agent Mary Collins Berkshire Hathaway NE Prop.

    31 Deer Meadow Ln, Woodstock, CT 06281
  • 2 Buckley Hill Rd, Thompson, CT 06255

    $350,000 Sold Feb 28, 2025

    2 Buckley Hill Rd, Thompson, CT 06255

    • 3 Beds
    • 2.5 Baths
    • 1,600 Sq Ft
    • Built 2024

    Last Sold Summary

    • $219/SF
    • 135 Days On Market

    Last Listing Agent Cary Marcoux RE/MAX Bell Park Realty

    2 Buckley Hill Rd, Thompson, CT 06255
  • 40 Beacon Rd, Windham, CT 06280

    $290,000 Sold Jan 09, 2025

    40 Beacon Rd, Windham, CT 06280

    • 3 Beds
    • 2 Baths
    • 1,536 Sq Ft
    • Built 1965

    Last Sold Summary

    • 3% Below List Price
    • $189/SF
    • 20 Days On Market

    Current Estimated Value $298,329

    Last Listing Agent Kristen Merrill Countryside Realty

    40 Beacon Rd, Windham, CT 06280
  • 990 Bailey Hill Rd, Dayville, CT 06241

    $220,000 Sold Mar 17, 2025

    990 Bailey Hill Rd, Dayville, CT 06241

    • 7 Beds
    • 2 Baths
    • 2,520 Sq Ft
    • Built 1850

    Last Sold Summary

    • 24% Below List Price
    • $87/SF
    • 83 Days On Market

    Current Estimated Value $239,756

    Last Listing Agent Laurie Hayes-Hagstrom On The Move Realty, LLC

    990 Bailey Hill Rd, Dayville, CT 06241
  • 9 Sunshine Terrace, North Grosvenordale, CT 06255

    $107,000 Sold Oct 09, 2025

    9 Sunshine Terrace, North Grosvenordale, CT 06255

    • 2 Beds
    • 1 Bath
    • 784 Sq Ft
    • Built 1981

    Last Sold Summary

    • 1% Above List Price
    • $136/SF
    • 26 Days On Market

    Last Listing Agent Pamela Therrien The Neighborhood Realty Group

    9 Sunshine Terrace, North Grosvenordale, CT 06255
  • 223 Walnut St, Putnam, CT 06260

    $250,000 Sold Jun 27, 2025

    223 Walnut St, Putnam, CT 06260

    • 1 Bed
    • 1 Bath
    • 672 Sq Ft
    • Built 1953

    Last Sold Summary

    • $372/SF
    • 3 Days On Market

    Current Estimated Value $242,627

    Last Listing Agent Jodie Lynn Smith RE/MAX Preferred

    223 Walnut St, Putnam, CT 06260
  • 209 Cemetery Rd, Canterbury, CT 06331

    $465,000 Sold Jul 30, 2025

    209 Cemetery Rd, Canterbury, CT 06331

    • 3 Beds
    • 2.5 Baths
    • 2,142 Sq Ft
    • Built 2005

    Last Sold Summary

    • 3% Above List Price
    • $217/SF
    • 34 Days On Market

    Current Estimated Value $462,136

    Last Listing Agent stephanie howard Berkshire Hathaway NE Prop.

    209 Cemetery Rd, Canterbury, CT 06331
  • 61 Perry St Unit 101, Putnam, CT 06260

    $220,000 Sold Sep 19, 2025

    61 Perry St Unit 101, Putnam, CT 06260

    • 2 Beds
    • 1.5 Baths
    • 1,200 Sq Ft
    • Built 1989

    Last Sold Summary

    • 2% Below List Price
    • $183/SF
    • 5 Days On Market

    Current Estimated Value $224,276

    Last Listing Agent Ryan LaJoie Johnston & Associates Real Estate, LLC

    61 Perry St Unit 101, Putnam, CT 06260
  • 15 Kent St, Danielson, CT 06239

    $400,000 Sold Jan 17, 2025

    15 Kent St, Danielson, CT 06239

    • 4 Beds
    • 2 Baths
    • 2,008 Sq Ft
    • Built 2003

    Last Sold Summary

    • 5% Above List Price
    • $199/SF
    • 7 Days On Market

    Current Estimated Value $415,935

    Last Listing Agent Nicole Garbutt RE/MAX Bell Park Realty

    15 Kent St, Danielson, CT 06239
  • 6 & 8 Stone Bridge Rd, Woodstock, CT 06281

    $1,450,000 Sold Aug 26, 2025

    6 & 8 Stone Bridge Rd, Woodstock, CT 06281

    • 6 Beds
    • 6 Baths
    • 4,517 Sq Ft
    • Built 1769

    Last Sold Summary

    • 9% Below List Price
    • $321/SF
    • 133 Days On Market

    Last Listing Agent John Downs Berkshire Hathaway NE Prop.

    6 & 8 Stone Bridge Rd, Woodstock, CT 06281
  • 54 Rawson Rd, Woodstock, CT 06281

    $331,500 Sold Apr 25, 2025

    54 Rawson Rd, Woodstock, CT 06281

    • 3 Beds
    • 1.5 Baths
    • 1,583 Sq Ft
    • Built 1895

    Last Sold Summary

    • 1% Above List Price
    • $209/SF
    • 94 Days On Market

    Current Estimated Value $350,659

    Last Listing Agent Margaret Young CR Premier Properties

    54 Rawson Rd, Woodstock, CT 06281
  • 239 Green Hollow Rd, Killingly, CT 06239

    $430,000 Sold Jan 16, 2025

    239 Green Hollow Rd, Killingly, CT 06239

    • 4 Beds
    • 1.5 Baths
    • 2,048 Sq Ft
    • Built 1973

    Last Sold Summary

    • 1% Above List Price
    • $210/SF
    • 9 Days On Market

    Current Estimated Value $418,587

    Last Listing Agent Lisa Gervais Team Bassett Realty LLC

    239 Green Hollow Rd, Killingly, CT 06239
  • 170 Lake St, Moosup, CT 06354

    $383,800 Sold Oct 15, 2025

    170 Lake St, Moosup, CT 06354

    • 3 Beds
    • 1 Bath
    • 1,182 Sq Ft
    • Built 1959

    Last Sold Summary

    • 1% Above List Price
    • $325/SF
    • 26 Days On Market

    Last Listing Agent Cary Marcoux RE/MAX Bell Park Realty

    170 Lake St, Moosup, CT 06354
  • 145 River St, Moosup, CT 06354

    $300,000 Sold Nov 07, 2025

    145 River St, Moosup, CT 06354

    • 2 Beds
    • 1 Bath
    • 1,261 Sq Ft
    • Built 1957

    Last Sold Summary

    • $238/SF
    • 7 Days On Market

    Last Listing Agent Gia Parmentier J. Christopher Real Estate Group

    145 River St, Moosup, CT 06354
  • 174 Kemp Rd, Hampton, CT 06247

    $325,000 Sold May 15, 2025

    174 Kemp Rd, Hampton, CT 06247

    • 3 Beds
    • 1.5 Baths
    • 1,304 Sq Ft
    • Built 1958

    Last Sold Summary

    • 8% Above List Price
    • $249/SF
    • 6 Days On Market

    Current Estimated Value $323,983

    Last Listing Agent Armando Ruiz eXp Realty

    174 Kemp Rd, Hampton, CT 06247
  • 5 Kies Rd, Killingly, CT 06239

    $799,000 Sold Sep 16, 2025

    5 Kies Rd, Killingly, CT 06239

    • 3 Beds
    • 3.5 Baths
    • 2,209 Sq Ft
    • Built 2015

    Last Sold Summary

    • 5% Below List Price
    • $362/SF
    • 15 Days On Market

    Current Estimated Value $792,752

    Last Listing Agent Rene Barbeau RE/MAX Bell Park Realty

    5 Kies Rd, Killingly, CT 06239
  • 70 Joy Rd, Woodstock, CT 06281

    $926,000 Sold Dec 30, 2024

    70 Joy Rd, Woodstock, CT 06281

    • 4 Beds
    • 2.5 Baths
    • 4,015 Sq Ft
    • Built 2002

    Last Sold Summary

    • $231/SF
    • 10 Days On Market

    Current Estimated Value $966,017

    Last Listing Agent Brenda Chubbuck CR Premier Properties

    70 Joy Rd, Woodstock, CT 06281
  • 25 Logans Way, Sterling, CT 06377

    $390,000 Sold Jul 01, 2025

    25 Logans Way, Sterling, CT 06377

    • 3 Beds
    • 1.5 Baths
    • 1,184 Sq Ft
    • Built 2020

    Last Sold Summary

    • 4% Above List Price
    • $329/SF
    • 9 Days On Market

    Current Estimated Value $413,044

    Last Listing Agent Pasquale Corso RI Real Estate Services

    25 Logans Way, Sterling, CT 06377
  • 24 Haley Ln, North Windham, CT 06256

    $115,000 Sold Feb 24, 2025

    24 Haley Ln, North Windham, CT 06256

    • 3 Beds
    • 2 Baths
    • 1,620 Sq Ft
    • Built 2003

    Last Sold Summary

    • 18% Below List Price
    • $71/SF
    • 107 Days On Market

    Last Listing Agent Robert Ferrigno Ferrigno-Willimantic REALTORS

    24 Haley Ln, North Windham, CT 06256
  • 208 Water St, Canterbury, CT 06331

    $435,000 Sold Sep 12, 2025

    208 Water St, Canterbury, CT 06331

    • 3 Beds
    • 2.5 Baths
    • 2,210 Sq Ft
    • Built 2002

    Last Sold Summary

    • 9% Above List Price
    • $197/SF
    • 0 Days On Market

    Current Estimated Value $424,514

    Last Listing Agent Christine Johnson RE/MAX One

    208 Water St, Canterbury, CT 06331
  • 311 Barstow Rd, Canterbury, CT 06331

    $150,000 Sold Jan 31, 2025

    311 Barstow Rd, Canterbury, CT 06331

    • Land
    • 3.83 Acres
    • $39,164 per Acre

    Last Sold Summary

    • 94 Days On Market

    Current Estimated Value $99,815

    Last Listing Agent Cathy Duprey Duprey Real Estate, LLC

    311 Barstow Rd, Canterbury, CT 06331
  • 9 Isabellas Place, Danielson, CT 06239

    $350,000 Sold Sep 30, 2025

    9 Isabellas Place, Danielson, CT 06239

    • 2 Beds
    • 2.5 Baths
    • 1,268 Sq Ft
    • Built 2005

    Last Sold Summary

    • $276/SF
    • 2 Days On Market

    Last Listing Agent Kara Mazzola First Choice Realty

    9 Isabellas Place, Danielson, CT 06239
  • 122 David Cir, Putnam, CT 06260

    $350,000 Sold Jan 17, 2025

    122 David Cir, Putnam, CT 06260

    • 3 Beds
    • 1.5 Baths
    • 1,679 Sq Ft
    • Built 1974

    Last Sold Summary

    • 3% Above List Price
    • $208/SF
    • 4 Days On Market

    Current Estimated Value $365,988

    Last Listing Agent Jennifer Jones Premeer Real Estate Inc.

    122 David Cir, Putnam, CT 06260
  • 6 James St E, Putnam, CT 06260

    $285,000 Sold Oct 06, 2025

    6 James St E, Putnam, CT 06260

    • 3 Beds
    • 1.5 Baths
    • 1,056 Sq Ft
    • Built 1989

    Last Sold Summary

    • 2% Above List Price
    • $270/SF
    • 10 Days On Market

    Last Listing Agent Thomas Mele Dorrance Realty

    6 James St E, Putnam, CT 06260
  • 379 Tripp Hollow Rd, Brooklyn, CT 06234

    $540,000 Sold Aug 18, 2025

    379 Tripp Hollow Rd, Brooklyn, CT 06234

    • 3 Beds
    • 2.5 Baths
    • 2,160 Sq Ft
    • Built 2023

    Last Sold Summary

    • 2% Below List Price
    • $250/SF
    • 65 Days On Market

    Current Estimated Value $545,851

    Last Listing Agent Kim Synott Castinetti Realty Group

    379 Tripp Hollow Rd, Brooklyn, CT 06234
  • 50 Richmond Rd Unit 2, Putnam, CT 06260

    $350,000 Sold Apr 25, 2025

    50 Richmond Rd Unit 2, Putnam, CT 06260

    • 2 Beds
    • 2 Baths
    • 2,612 Sq Ft
    • Built 2004

    Last Sold Summary

    • 3% Above List Price
    • $134/SF
    • 6 Days On Market

    Current Estimated Value $363,648

    Last Listing Agent Lynn Converse RE/MAX Bell Park Realty

    50 Richmond Rd Unit 2, Putnam, CT 06260
  • 178 Starkweather Rd, Plainfield, CT 06374

    $399,000 Sold Aug 18, 2025

    178 Starkweather Rd, Plainfield, CT 06374

    • 3 Beds
    • 2.5 Baths
    • 1,561 Sq Ft
    • Built 1986

    Last Sold Summary

    • $256/SF
    • 34 Days On Market

    Current Estimated Value $413,212

    Last Listing Agent Joel Grispino Drawbridge Realty

    178 Starkweather Rd, Plainfield, CT 06374
  • 223 Barlow Cemetery Rd, Woodstock, CT 06281

    $799,000 Sold Sep 17, 2025

    223 Barlow Cemetery Rd, Woodstock, CT 06281

    • 3 Beds
    • 4 Baths
    • 2,323 Sq Ft
    • Built 2011

    Last Sold Summary

    • 6% Below List Price
    • $344/SF
    • 40 Days On Market

    Current Estimated Value $785,017

    Last Listing Agent John Downs Berkshire Hathaway NE Prop.

    223 Barlow Cemetery Rd, Woodstock, CT 06281
  • 42 Woodstock Meadows Unit 42, Woodstock, CT 06281

    $342,000 Sold Dec 03, 2025

    42 Woodstock Meadows Unit 42, Woodstock, CT 06281

    • 2 Beds
    • 2 Baths
    • 1,541 Sq Ft
    • Built 1985

    Last Sold Summary

    • 1% Above List Price
    • $222/SF
    • 7 Days On Market

    Last Listing Agent Derek Greene Derek Greene

    42 Woodstock Meadows Unit 42, Woodstock, CT 06281
  • 1015 Route 198, Woodstock, CT 06281

    $445,000 Sold Jun 10, 2025

    1015 Route 198, Woodstock, CT 06281

    • 3 Beds
    • 1.5 Baths
    • 1,708 Sq Ft
    • Built 1960

    Last Sold Summary

    • 7% Below List Price
    • $261/SF
    • 92 Days On Market

    Current Estimated Value $444,517

    Last Listing Agent Amy Vinal Pine Knoll Real Estate

    1015 Route 198, Woodstock, CT 06281
  • 167 Ash St, Willimantic, CT 06226

    $243,500 Sold Mar 28, 2025

    167 Ash St, Willimantic, CT 06226

    • 3 Beds
    • 1.5 Baths
    • 1,260 Sq Ft
    • Built 1910

    Last Sold Summary

    • 2% Above List Price
    • $193/SF
    • 8 Days On Market

    Current Estimated Value $254,258

    Last Listing Agent Gabriella Navick Navick Properties LLC

    167 Ash St, Willimantic, CT 06226
  • 379 Snake Meadow Rd, Danielson, CT 06239

    $315,000 Sold Dec 01, 2025

    379 Snake Meadow Rd, Danielson, CT 06239

    • 3 Beds
    • 1 Bath
    • 837 Sq Ft
    • Built 1978

    Last Sold Summary

    • $376/SF
    • 0 Days On Market

    Last Listing Agent Kelsey Adams Kelley eXp Realty

    379 Snake Meadow Rd, Danielson, CT 06239
  • 12 Waterman St, Danielson, CT 06239

    $469,900 Sold Oct 28, 2025

    12 Waterman St, Danielson, CT 06239

    • 4 Beds
    • 3 Baths
    • 3,229 Sq Ft
    • Built 1980

    Last Sold Summary

    • $146/SF
    • 44 Days On Market

    Last Listing Agent Rachel Mcnally Real Broker CT, LLC

    12 Waterman St, Danielson, CT 06239
  • 9 Mountain View, Danielson, CT 06239

    $340,000 Sold May 22, 2025

    9 Mountain View, Danielson, CT 06239

    • 2 Beds
    • 2 Baths
    • 1,498 Sq Ft
    • Built 2005

    Last Sold Summary

    • 9% Below List Price
    • $227/SF
    • 27 Days On Market

    Current Estimated Value $350,904

    Last Listing Agent Elizabeth Scranton Kazantzis Real Estate, LLC

    9 Mountain View, Danielson, CT 06239
  • 1668 North Rd, Dayville, CT 06241

    $515,000 Sold Aug 07, 2025

    1668 North Rd, Dayville, CT 06241

    • 3 Beds
    • 2 Baths
    • 1,998 Sq Ft
    • Built 1981

    Last Sold Summary

    • 4% Above List Price
    • $258/SF
    • 18 Days On Market

    Current Estimated Value $514,492

    Last Listing Agent Scott Pempek Berkshire Hathaway NE Prop.

    1668 North Rd, Dayville, CT 06241
  • 226 Labby Rd, North Grosvenordale, CT 06255

    $385,000 Sold Jun 24, 2025

    226 Labby Rd, North Grosvenordale, CT 06255

    • 3 Beds
    • 1 Bath
    • 1,872 Sq Ft
    • Built 1960

    Last Sold Summary

    • 3% Above List Price
    • $206/SF
    • 3 Days On Market

    Current Estimated Value $380,850

    Last Listing Agent Cheryl Eidinger-Taylor ERA Key Realty Services

    226 Labby Rd, North Grosvenordale, CT 06255
  • 42 Hyde Rd, Brooklyn, CT 06234

    $850,000 Sold Oct 02, 2025

    42 Hyde Rd, Brooklyn, CT 06234

    • 4 Beds
    • 6 Baths
    • 3,753 Sq Ft
    • Built 1870

    Last Sold Summary

    • 8% Below List Price
    • $226/SF
    • 164 Days On Market

    Last Listing Agent Andrea Kazantzis, CCIM Kazantzis Real Estate, LLC

    42 Hyde Rd, Brooklyn, CT 06234
  • 12 Spruce St, Willimantic, CT 06226

    $247,500 Sold Jan 31, 2025

    12 Spruce St, Willimantic, CT 06226

    • 7 Beds
    • 3 Baths
    • 1,976 Sq Ft
    • Built 1880

    Last Sold Summary

    • 8% Below List Price
    • $125/SF
    • 41 Days On Market

    Current Estimated Value $251,385

    Last Listing Agent Rick Ziff Agnelli Real Estate

    12 Spruce St, Willimantic, CT 06226
  • 338 Lot 1-1 Brooklyn Rd, Pomfret, CT 06259

    $140,000 Sold Apr 30, 2025

    338 Lot 1-1 Brooklyn Rd, Pomfret, CT 06259

    • Land
    • 14.79 Acres
    • $9,466 per Acre

    Last Sold Summary

    • 7% Below List Price
    • 7 Days On Market

    Last Listing Agent Cathy Duprey Duprey Real Estate, LLC

    338 Lot 1-1 Brooklyn Rd, Pomfret, CT 06259

Showing Results 161 - 200, Page 5 of 18

Connecticut Windham County

Recently Sold Real Estate & Homes in Windham County, CT

How to Buy a Home How to Finance a Home How to Sell a Home

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Copyright © 2025 CoStar Group