1,460

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

    Current Estimated Value $733,624

    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

    Current Estimated Value $510,246

    Last Listing Agent Mary Collins Berkshire Hathaway NE Prop.

    31 Deer Meadow Ln, Woodstock, CT 06281
  • 63 Glebas Rd, Plainfield, CT 06374

    $400,000 Sold May 01, 2026

    63 Glebas Rd, Plainfield, CT 06374

    • 4 Beds
    • 2 Baths
    • 2,104 Sq Ft
    • Built 1968

    Last Sold Summary

    • $190/SF
    • 149 Days On Market

    Current Estimated Value $390,064

    Last Listing Agent Lorraine Bandoni CrossRoads Real Estate Group

    63 Glebas Rd, Plainfield, CT 06374
  • 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
  • 385 Hampton Rd, Chaplin, CT 06235

    $340,000 Sold Mar 13, 2026

    385 Hampton Rd, Chaplin, CT 06235

    • 5 Beds
    • 3.5 Baths
    • 2,496 Sq Ft
    • Built 1965

    Last Sold Summary

    • 8% Below List Price
    • $136/SF
    • 126 Days On Market

    Current Estimated Value $354,783

    Last Listing Agent Jolanta Rojek eXp Realty

    385 Hampton Rd, Chaplin, CT 06235
  • 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 $252,523

    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 $518,850

    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 $234,001

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

    61 Perry St Unit 101, Putnam, CT 06260
  • 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
  • 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

    Current Estimated Value $373,197

    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

    Current Estimated Value $307,623

    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 $334,592

    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 $799,974

    Last Listing Agent Rene Barbeau RE/MAX Bell Park Realty

    5 Kies Rd, Killingly, CT 06239
  • 8 S Bigelow Rd, Hampton, CT 06247

    $375,000 Sold Jan 07, 2026

    8 S Bigelow Rd, Hampton, CT 06247

    • 3 Beds
    • 1.5 Baths
    • 1,440 Sq Ft
    • Built 1978

    Last Sold Summary

    • 3% Below List Price
    • $260/SF
    • 14 Days On Market

    Current Estimated Value $369,912

    Last Listing Agent Alexcia Merritt RE/MAX Bell Park Realty

    8 S Bigelow Rd, Hampton, CT 06247
  • 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 $398,989

    Last Listing Agent Pasquale Corso RI Real Estate Services

    25 Logans Way, Sterling, CT 06377
  • 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 $438,622

    Last Listing Agent Christine Johnson RE/MAX One

    208 Water St, 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

    Current Estimated Value $309,233

    Last Listing Agent Kara Mazzola First Choice Realty

    9 Isabellas Place, Danielson, CT 06239
  • 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

    Current Estimated Value $297,112

    Last Listing Agent Thomas Mele Dorrance Realty

    6 James St E, Putnam, CT 06260
  • 0 Hanover Rd, Canterbury, CT 06331

    $38,000 Sold May 01, 2026

    0 Hanover Rd, Canterbury, CT 06331

    • Land
    • 1.2 Acres
    • $31,667 per Acre

    Last Sold Summary

    • 30% Below List Price
    • 148 Days On Market

    Last Listing Agent Daniel Deojay RE/MAX Bell Park Realty

    0 Hanover Rd, Canterbury, CT 06331
  • 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 $538,748

    Last Listing Agent Kim Synott eXp Realty

    379 Tripp Hollow Rd, Brooklyn, CT 06234
  • 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 $422,375

    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 $788,821

    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

    Current Estimated Value $283,599

    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 $441,571

    Last Listing Agent Amy Vinal Pine Knoll Real Estate

    1015 Route 198, Woodstock, CT 06281
  • 6 Skyline Dr, North Windham, CT 06256

    $270,000 Sold Apr 24, 2026

    6 Skyline Dr, North Windham, CT 06256

    • 3 Beds
    • 2 Baths
    • 1,158 Sq Ft
    • Built 2002

    Last Sold Summary

    • 26% Above List Price
    • $233/SF
    • 10 Days On Market

    Current Estimated Value $230,815

    Last Listing Agent Brianne Carrington William Raveis Real Estate

    6 Skyline Dr, North Windham, CT 06256
  • 29 Prospect St Unit A, Putnam, CT 06260

    $285,000 Sold Feb 26, 2026

    29 Prospect St Unit A, Putnam, CT 06260

    • 3 Beds
    • 1.5 Baths
    • 1,200 Sq Ft
    • Built 2008

    Last Sold Summary

    • 2% Below List Price
    • $238/SF
    • 52 Days On Market

    Current Estimated Value $279,286

    Last Listing Agent Kendra Bonette Coldwell Banker Realty

    29 Prospect St Unit A, Putnam, CT 06260
  • 263 Liberty Hwy, Putnam, CT 06260

    $375,000 Sold Feb 13, 2026

    263 Liberty Hwy, Putnam, CT 06260

    • 3 Beds
    • 1 Bath
    • 1,260 Sq Ft
    • Built 1974

    Last Sold Summary

    • 4% Above List Price
    • $298/SF
    • 15 Days On Market

    Current Estimated Value $369,656

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

    263 Liberty Hwy, Putnam, CT 06260
  • 18 Palmer St, Danielson, CT 06239

    $229,000 Sold Apr 29, 2026

    18 Palmer St, Danielson, CT 06239

    • 4 Beds
    • 2 Baths
    • 1,729 Sq Ft
    • Built 1928

    Last Sold Summary

    • 15% Above List Price
    • $132/SF
    • 5 Days On Market

    Current Estimated Value $281,465

    Last Listing Agent Nathan Cholewa Kazantzis Real Estate, LLC

    18 Palmer St, Danielson, CT 06239
  • 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

    Current Estimated Value $319,136

    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

    Current Estimated Value $473,903

    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 $360,329

    Last Listing Agent Elizabeth Scranton Kazantzis Real Estate, LLC

    9 Mountain View, Danielson, CT 06239
  • 164 Tower Hill Rd, Chaplin, CT 06235

    $265,000 Sold Dec 31, 2025

    164 Tower Hill Rd, Chaplin, CT 06235

    • 3 Beds
    • 2 Baths
    • 1,008 Sq Ft
    • Built 2000

    Last Sold Summary

    • $263/SF
    • 14 Days On Market

    Current Estimated Value $275,644

    Last Listing Agent Franchesca Pescatello Prue Realty LLC

    164 Tower Hill Rd, Chaplin, CT 06235
  • 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 $525,324

    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 $390,267

    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

    Current Estimated Value $845,065

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

    42 Hyde Rd, Brooklyn, CT 06234
  • 143 Goshen Rd, Plainfield, CT 06354

    $615,000 Sold Apr 16, 2026

    143 Goshen Rd, Plainfield, CT 06354

    • 3 Beds
    • 2.5 Baths
    • 2,040 Sq Ft
    • Built 2025

    Last Sold Summary

    • 5% Below List Price
    • $301/SF
    • 105 Days On Market

    Last Listing Agent Irene Adams Signature Properties of N.E.

    143 Goshen Rd, Plainfield, CT 06354
  • 91 Insalaco Dr, Windham, CT 06280

    $362,900 Sold Mar 27, 2026

    91 Insalaco Dr, Windham, CT 06280

    • 3 Beds
    • 3 Baths
    • 2,128 Sq Ft
    • Built 2005

    Last Sold Summary

    • 1% Below List Price
    • $171/SF
    • 98 Days On Market

    Current Estimated Value $359,513

    Last Listing Agent Mike Thompson Countryside Realty

    91 Insalaco Dr, Windham, CT 06280
  • /33

    $710,000 Sold Jun 30, 2025

    291 Moosup Pond Rd, Plainfield, CT 06354

    • 4 Beds
    • 2.5 Baths
    • 2,479 Sq Ft
    • Built 2024

    Last Sold Summary

    • 3% Below List Price
    • $286/SF
    • 62 Days On Market

    Last Listing Agent Doug Taber Taber Realty, Inc.

    291 Moosup Pond Rd, Plainfield, CT 06354
  • 4 Skylark Ln Unit 4, Killingly, CT 06239

    $495,000 Sold Sep 12, 2025

    4 Skylark Ln Unit 4, Killingly, CT 06239

    • 2 Beds
    • 2 Baths
    • 1,613 Sq Ft
    • Built 2017

    Last Sold Summary

    • $307/SF
    • 17 Days On Market

    Current Estimated Value $495,876

    Last Listing Agent Cary Marcoux RE/MAX Bell Park Realty

    4 Skylark Ln Unit 4, Killingly, CT 06239
  • 34 Taft St, Danielson, CT 06239

    $435,000 Sold Aug 15, 2025

    34 Taft St, Danielson, CT 06239

    • 3 Beds
    • 2 Baths
    • 1,350 Sq Ft
    • Built 1978

    Last Sold Summary

    • 10% Above List Price
    • $322/SF
    • 2 Days On Market

    Current Estimated Value $438,054

    Last Listing Agent Elizabeth Scranton Kazantzis Real Estate, LLC

    34 Taft St, Danielson, CT 06239

Showing Results 161 - 200, Page 5 of 18

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