1,462

Recently Sold Windham County CT Homes

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  • 16-20 Lake St, Moosup, CT 06354

    $440,000

    Sold Jun 03, 2026

    16-20 Lake St, Moosup, CT 06354

    • 7 Beds
    • 3 Baths
    • 2,688 Sq Ft
    • Built 1927

    Last Sold Summary

    • 5% Above List Price
    • $164/SF
    • 9 Days On Market

    Last Listing Agent Nathan Cholewa Kazantzis Real Estate, LLC

    16-20 Lake St, Moosup, CT 06354
  • 47 Insalaco Dr, Windham, CT 06280

    $379,900

    Sold Dec 09, 2025

    47 Insalaco Dr, Windham, CT 06280

    • 3 Beds
    • 2.5 Baths
    • 2,112 Sq Ft
    • Built 1970

    Last Sold Summary

    • $180/SF
    • 30 Days On Market

    Current Estimated Value $388,762

    Last Listing Agent Karan Garewal Winwin Realty

    47 Insalaco Dr, Windham, CT 06280
  • 10 Tiffany St, Brooklyn, CT 06234

    $279,900

    Sold Aug 25, 2025

    10 Tiffany St, Brooklyn, CT 06234

    • 4 Beds
    • 2.5 Baths
    • 1,520 Sq Ft
    • Built 1920

    Last Sold Summary

    • $184/SF
    • 10 Days On Market

    Current Estimated Value $265,858

    Last Listing Agent Christine Johnson RE/MAX One

    10 Tiffany St, Brooklyn, CT 06234
  • 44 Woodland Dr, Windham, CT 06280

    $310,000

    Sold Oct 08, 2025

    44 Woodland Dr, Windham, CT 06280

    • 3 Beds
    • 2 Baths
    • 1,526 Sq Ft
    • Built 1956

    Last Sold Summary

    • 7% Above List Price
    • $203/SF
    • 104 Days On Market

    Current Estimated Value $303,632

    Last Listing Agent Kelley Vanacore Century 21 AllPoints Realty

    44 Woodland Dr, Windham, CT 06280
  • 000 Green Rd, Woodstock, CT 06281

    $204,000

    Sold Aug 15, 2025

    000 Green Rd, Woodstock, CT 06281

    • Land
    • 19 Acres
    • $10,737 per Acre

    Last Sold Summary

    • 5% Below List Price
    • 350 Days On Market

    Last Listing Agent Dennis Duga Northeast Realty

    000 Green Rd, Woodstock, CT 06281
  • 193 Pickett Rd, Plainfield, CT 06374

    $485,000

    Sold Jun 30, 2025

    193 Pickett Rd, Plainfield, CT 06374

    • 3 Beds
    • 2.5 Baths
    • 1,843 Sq Ft
    • Built 1998

    Last Sold Summary

    • 1% Above List Price
    • $263/SF
    • 19 Days On Market

    Current Estimated Value $484,478

    Last Listing Agent Kayla Morin First Choice Realty

    193 Pickett Rd, Plainfield, CT 06374
  • 987 Upper Maple St, Dayville, CT 06241

    $275,000

    Sold Nov 18, 2025

    987 Upper Maple St, Dayville, CT 06241

    • 3 Beds
    • 1.5 Baths
    • 1,258 Sq Ft
    • Built 1910

    Last Sold Summary

    • 4% Below List Price
    • $219/SF
    • 53 Days On Market

    Current Estimated Value $285,655

    Last Listing Agent Kristen Moore RE/MAX Properties

    987 Upper Maple St, Dayville, CT 06241
  • 170 Smith Rd, Woodstock, CT 06281

    $327,000

    Sold Jun 09, 2026

    170 Smith Rd, Woodstock, CT 06281

    • 3 Beds
    • 2 Baths
    • 1,754 Sq Ft
    • Built 1973

    Last Sold Summary

    • 7% Below List Price
    • $186/SF
    • 8 Days On Market

    Last Listing Agent John Downs Berkshire Hathaway NE Prop.

    170 Smith Rd, Woodstock, CT 06281
  • 51 Bailey St, Brooklyn, CT 06234

    $310,000

    Sold Feb 27, 2026

    51 Bailey St, Brooklyn, CT 06234

    • 3 Beds
    • 1 Bath
    • 1,120 Sq Ft
    • Built 1945

    Last Sold Summary

    • 3% Above List Price
    • $277/SF
    • 32 Days On Market

    Current Estimated Value $306,787

    Last Listing Agent Mary Collins Berkshire Hathaway NE Prop.

    51 Bailey St, Brooklyn, CT 06234
  • 36 Water St, Plainfield, CT 06374

    $283,000

    Sold Nov 14, 2025

    36 Water St, Plainfield, CT 06374

    • 3 Beds
    • 1.5 Baths
    • 1,113 Sq Ft
    • Built 1810

    Last Sold Summary

    • 3% Above List Price
    • $254/SF
    • 62 Days On Market

    Last Listing Agent Joshua Rodriguez CENTURY 21 Shutters & Sails

    36 Water St, Plainfield, CT 06374
  • 56 Laurel Hill Dr, Woodstock Valley, CT 06282

    $385,000

    Sold Feb 26, 2026

    56 Laurel Hill Dr, Woodstock Valley, CT 06282

    • 3 Beds
    • 1.5 Baths
    • 1,008 Sq Ft
    • Built 1981

    Last Sold Summary

    • 45% Below List Price
    • $382/SF
    • 268 Days On Market

    Current Estimated Value $383,933

    Last Listing Agent Vivian Kozey CR Premier Properties

    56 Laurel Hill Dr, Woodstock Valley, CT 06282
  • 30 School St, Putnam, CT 06260

    $210,000

    Sold Aug 15, 2025

    30 School St, Putnam, CT 06260

    • 3 Beds
    • 1 Bath
    • 1,232 Sq Ft
    • Built 1849

    Last Sold Summary

    • $170/SF
    • 2 Days On Market

    Current Estimated Value $228,169

    Last Listing Agent Belinda Culp Berkshire Hathaway NE Prop.

    30 School St, Putnam, CT 06260
  • 13 Plaza St, Brooklyn, CT 06234

    $319,000

    Sold Jan 16, 2026

    13 Plaza St, Brooklyn, CT 06234

    • 3 Beds
    • 1 Bath
    • 960 Sq Ft
    • Built 1962

    Last Sold Summary

    • 2% Below List Price
    • $332/SF
    • 68 Days On Market

    Current Estimated Value $315,249

    Last Listing Agent Renee McCammon Berkshire Hathaway NE Prop.

    13 Plaza St, Brooklyn, CT 06234
  • 33 Playground Dr, Woodstock, CT 06281

    $415,000

    Sold Feb 24, 2026

    33 Playground Dr, Woodstock, CT 06281

    • 2 Beds
    • 2 Baths
    • 1,544 Sq Ft
    • Built 2005

    Last Sold Summary

    • 9% Above List Price
    • $269/SF
    • 6 Days On Market

    Current Estimated Value $402,859

    Last Listing Agent Joshua Somers P&H Property Consulting, Inc.

    33 Playground Dr, Woodstock, CT 06281
  • 108 Snake Meadow Rd, Moosup, CT 06354

    $450,000

    Sold Jun 04, 2026

    108 Snake Meadow Rd, Moosup, CT 06354

    • 3 Beds
    • 2 Baths
    • 1,346 Sq Ft
    • Built 2008

    Last Sold Summary

    • 7% Below List Price
    • $334/SF
    • 10 Days On Market

    Current Estimated Value $462,992

    Last Listing Agent Brad Favreau RE/MAX Bell Park Realty

    108 Snake Meadow Rd, Moosup, CT 06354
  • 217 Orchard Hill Rd, Pomfret, CT 06258

    $50,000

    Sold Nov 19, 2025

    217 Orchard Hill Rd, Pomfret, CT 06258

    • Land
    • 4.7 Acres
    • $10,638 per Acre

    Last Sold Summary

    • 17% Below List Price
    • 13 Days On Market

    Current Estimated Value $49,396

    Last Listing Agent Mary Collins Berkshire Hathaway NE Prop.

    217 Orchard Hill Rd, Pomfret, CT 06258
  • 331 Pond Hill Rd, Moosup, CT 06354

    $330,000

    Sold Dec 05, 2025

    331 Pond Hill Rd, Moosup, CT 06354

    • 4 Beds
    • 2 Baths
    • 1,594 Sq Ft
    • Built 1962

    Last Sold Summary

    • 6% Below List Price
    • $207/SF
    • 36 Days On Market

    Current Estimated Value $339,165

    Last Listing Agent Rob Perillo Robert A. Perillo Jr

    331 Pond Hill Rd, Moosup, CT 06354
  • 71 Rawson Rd, Woodstock, CT 06281

    $510,000

    Sold Dec 19, 2025

    71 Rawson Rd, Woodstock, CT 06281

    • 4 Beds
    • 2.5 Baths
    • 1,887 Sq Ft
    • Built 1800

    Last Sold Summary

    • 7% Below List Price
    • $270/SF
    • 81 Days On Market

    Current Estimated Value $515,350

    Last Listing Agent James Duffer RISE REC

    71 Rawson Rd, Woodstock, CT 06281
  • 26 Main St, Thompson, CT 06255

    $625,000

    Sold Jan 02, 2026

    26 Main St, Thompson, CT 06255

    • 5 Beds
    • 4 Baths
    • 24,256 Sq Ft
    • Built 1959

    Last Sold Summary

    • 4% Above List Price
    • $26/SF
    • 11 Days On Market

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

    26 Main St, Thompson, CT 06255
  • 33 MacHine Shop Hill Rd, South Windham, CT 06266

    $160,000

    Sold Dec 24, 2025

    33 MacHine Shop Hill Rd, South Windham, CT 06266

    • 5 Beds
    • 1 Bath
    • 2,548 Sq Ft
    • Built 1850

    Last Sold Summary

    • 33% Below List Price
    • $63/SF
    • 145 Days On Market

    Current Estimated Value $205,231

    Last Listing Agent Franchesca Pescatello Prue Realty LLC

    33 MacHine Shop Hill Rd, South Windham, CT 06266
  • 0 Red Bridge Rd, Thompson, CT 06255

    $70,000

    Sold Jun 30, 2025

    0 Red Bridge Rd, Thompson, CT 06255

    • Land
    • 2 Acres
    • $35,000 per Acre

    Last Sold Summary

    • 7% Below List Price
    • 26 Days On Market

    Last Listing Agent Rachael Johnston Johnston & Associates Real Estate, LLC

    0 Red Bridge Rd, Thompson, CT 06255
  • 90 Putnam Pike, Killingly, CT 06241

    $600,000

    Sold Sep 05, 2025

    90 Putnam Pike, Killingly, CT 06241

    • Land
    • 54 Acres
    • $11,111 per Acre

    Last Sold Summary

    • 316 Days On Market

    Last Listing Agent Jared Meehan RE/MAX Bell Park Realty

    90 Putnam Pike, Killingly, CT 06241
  • 0 Connecticut 169, Woodstock, CT 06281

    $130,000

    Sold Oct 28, 2025

    0 Connecticut 169, Woodstock, CT 06281

    • Land
    • 3.96 Acres
    • $32,828 per Acre

    Last Sold Summary

    • 13% Below List Price
    • 22 Days On Market

    Last Listing Agent Richard Loomis RE/MAX Bell Park Realty

    0 Connecticut 169, Woodstock, CT 06281
  • 128 Spaulding Rd, Brooklyn, CT 06234

    $650,000

    Sold Jul 23, 2025

    128 Spaulding Rd, Brooklyn, CT 06234

    • 3 Beds
    • 2.5 Baths
    • 2,176 Sq Ft
    • Built 1988

    Last Sold Summary

    • 2% Below List Price
    • $299/SF
    • 66 Days On Market

    Current Estimated Value $648,124

    Last Listing Agent Kristen Kaskela Berkshire Hathaway NE Prop.

    128 Spaulding Rd, Brooklyn, CT 06234
  • 1261 Norwich Rd, Plainfield, CT 06374

    $370,000

    Sold May 04, 2026

    1261 Norwich Rd, Plainfield, CT 06374

    • 3 Beds
    • 1 Bath
    • 1,711 Sq Ft
    • Built 1910

    Last Sold Summary

    • 7% Below List Price
    • $216/SF
    • 2 Days On Market

    Current Estimated Value $392,993

    Last Listing Agent Cynthia Cingranelli-Tagliaferri Priority Real Estate Group,LLC

    1261 Norwich Rd, Plainfield, CT 06374
  • 77 Plains Rd, Windham, CT 06280

    $259,900

    Sold Sep 12, 2025

    77 Plains Rd, Windham, CT 06280

    • 3 Beds
    • 1.5 Baths
    • 1,624 Sq Ft
    • Built 1984

    Last Sold Summary

    • $160/SF
    • 11 Days On Market

    Current Estimated Value $281,832

    Last Listing Agent Lisa Barstow Simply Sold Real Estate

    77 Plains Rd, Windham, CT 06280
  • 26 N Society Rd, Canterbury, CT 06331

    $620,000

    Sold Dec 01, 2025

    26 N Society Rd, Canterbury, CT 06331

    • 3 Beds
    • 2.5 Baths
    • 1,062 Sq Ft
    • Built 1960

    Last Sold Summary

    • 5% Above List Price
    • $584/SF
    • 4 Days On Market

    Current Estimated Value $584,903

    Last Listing Agent Heather Bassett Team Bassett Realty LLC

    26 N Society Rd, Canterbury, CT 06331
  • /41

    $495,000

    Sold Jul 17, 2025

    15 Bunny Ln, Brooklyn, CT 06234

    • 4 Beds
    • 2.5 Baths
    • 2,296 Sq Ft
    • Built 1971

    Last Sold Summary

    • 1% Below List Price
    • $216/SF
    • 23 Days On Market

    Last Listing Agent The Rachel Jones Team Rachel Jones

    15 Bunny Ln, Brooklyn, CT 06234
  • 45 Main St Unit 409, Plainfield, CT 06374

    $221,000

    Sold Jul 25, 2025

    45 Main St Unit 409, Plainfield, CT 06374

    • 2 Beds
    • 2 Baths
    • 1,807 Sq Ft
    • Built 1987

    Last Sold Summary

    • 8% Above List Price
    • $122/SF
    • 85 Days On Market

    Current Estimated Value $229,581

    Last Listing Agent Ryan Smith Tier 1 Real Estate

    45 Main St Unit 409, Plainfield, CT 06374
  • 90 Broad St, Danielson, CT 06239

    $380,000

    Sold Aug 14, 2025

    90 Broad St, Danielson, CT 06239

    • 3 Beds
    • 2 Baths
    • 1,869 Sq Ft
    • Built 1925

    Last Sold Summary

    • $203/SF
    • 15 Days On Market

    Current Estimated Value $379,678

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

    90 Broad St, Danielson, CT 06239
  • 96 Mcdermott Ave, Willimantic, CT 06226

    $335,000

    Sold Apr 13, 2026

    96 Mcdermott Ave, Willimantic, CT 06226

    • 4 Beds
    • 2 Baths
    • 1,708 Sq Ft
    • Built 1970

    Last Sold Summary

    • 12% Above List Price
    • $196/SF
    • 38 Days On Market

    Current Estimated Value $321,536

    Last Listing Agent Sue Esposito Home Selling Team

    96 Mcdermott Ave, Willimantic, CT 06226
  • 52 Singleton Rd, Chaplin, CT 06235

    $365,000

    Sold Oct 08, 2025

    52 Singleton Rd, Chaplin, CT 06235

    • 3 Beds
    • 2.5 Baths
    • 2,440 Sq Ft
    • Built 1987

    Last Sold Summary

    • 7% Above List Price
    • $150/SF
    • 67 Days On Market

    Current Estimated Value $353,830

    Last Listing Agent Alexis John RE/MAX One

    52 Singleton Rd, Chaplin, CT 06235
  • 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 $725,745

    Last Listing Agent Jared Meehan RE/MAX Bell Park Realty

    64 May Brook, Woodstock, CT 06281
  • 19 Bolles St, Putnam, CT 06260

    $297,500

    Sold May 08, 2026

    19 Bolles St, Putnam, CT 06260

    • 4 Beds
    • 2 Baths
    • 1,820 Sq Ft
    • Built 1900

    Last Sold Summary

    • 1% Below List Price
    • $163/SF
    • 19 Days On Market

    Current Estimated Value $295,218

    Last Listing Agent Casey Hardell CR Premier Properties

    19 Bolles St, Putnam, CT 06260
  • 173 Bennett Pond Rd, Canterbury, CT 06331

    $455,000

    Sold Jun 01, 2026

    173 Bennett Pond Rd, Canterbury, CT 06331

    • 3 Beds
    • 2 Baths
    • 1,528 Sq Ft
    • Built 1969

    Last Sold Summary

    • 5% Above List Price
    • $298/SF
    • 4 Days On Market

    Current Estimated Value $426,827

    Last Listing Agent Jennifer Mahr RE/MAX Bell Park Realty

    173 Bennett Pond Rd, Canterbury, CT 06331
  • 33 Meehan Rd, Woodstock, CT 06281

    $1,000,000

    Sold Jun 10, 2026

    33 Meehan Rd, Woodstock, CT 06281

    • 3 Beds
    • 4 Baths
    • 4,190 Sq Ft
    • Built 1993

    Last Sold Summary

    • $239/SF
    • 9 Days On Market

    Last Listing Agent John Downs Berkshire Hathaway NE Prop.

    33 Meehan Rd, 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 $505,748

    Last Listing Agent Mary Collins Berkshire Hathaway NE Prop.

    31 Deer Meadow Ln, Woodstock, CT 06281
  • 360 N Society Rd, Canterbury, CT 06331

    $280,000

    Sold Jun 23, 2026

    360 N Society Rd, Canterbury, CT 06331

    • 3 Beds
    • 1.5 Baths
    • 2,236 Sq Ft
    • Built 1984

    Last Sold Summary

    • $125/SF
    • 6 Days On Market

    Current Estimated Value $282,321

    Last Listing Agent Dale Bunn Riverview Realty, LLC

    360 N Society Rd, Canterbury, CT 06331
  • 420 Moosup Pond Rd, Moosup, CT 06354

    $520,000

    Sold Jun 15, 2026

    420 Moosup Pond Rd, Moosup, CT 06354

    • 3 Beds
    • 2.5 Baths
    • 1,751 Sq Ft
    • Built 2019

    Last Sold Summary

    • 6% Above List Price
    • $297/SF
    • 39 Days On Market

    Current Estimated Value $506,448

    Last Listing Agent Kelsie Griffin Wolfburg Kazantzis Real Estate, LLC

    420 Moosup Pond Rd, Moosup, CT 06354
  • 106 Riley Chase Rd, Killingly, CT 06241

    $85,000

    Sold Jun 01, 2026

    106 Riley Chase Rd, Killingly, CT 06241

    • Land
    • 10.9 Acres
    • $7,798 per Acre

    Last Sold Summary

    • 15% Below List Price
    • 29 Days On Market

    Current Estimated Value $98,000

    Last Listing Agent Anthony Chabot Chabot & Associates Real Estate

    106 Riley Chase Rd, Killingly, CT 06241

Showing Results 121 - 160, Page 4 of 18

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