Recently Sold Windham County CT Homes

• 

  $367,000 Sold Jun 02, 2025

  35-37 N Chestnut St, Plainfield, CT 06374

  • 6 Beds
  • 2 Baths
  • 2,331 Sq Ft
  • Built 1860

  Last Sold Summary

  • 2% Above List Price
  • $157/SF
  • 27 Days On Market

  Current Estimated Value $356,840

  Last Listing Agent Karly Worth Call It Closed Realty

  35-37 N Chestnut St, Plainfield, CT 06374
• 

  $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

  Last Listing Agent Karan Garewal Winwin Realty

  47 Insalaco Dr, Windham, CT 06280
• 

  $160,000 Sold May 20, 2025

  Unlisted Address

  • Land
  • 16.75 Acres
  • $9,552 per Acre

  Last Sold Summary

  • 54% Below List Price
  • 241 Days On Market

  Last Listing Agent Clarence Russ Home Selling Team

  Unlisted Address
• 

  $360,000 Sold Jan 24, 2025

  129 S Main St, Brooklyn, CT 06234

  • 4 Beds
  • 2.5 Baths
  • 2,337 Sq Ft
  • Built 1924

  Last Sold Summary

  • 15% Below List Price
  • $154/SF
  • 136 Days On Market

  Current Estimated Value $305,178

  Last Listing Agent Kerri Mullen CR Premier Properties

  129 S Main 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 $255,061

  Last Listing Agent Christine Johnson RE/MAX One

  10 Tiffany St, Brooklyn, CT 06234
• 

  $453,000 Sold Jan 22, 2025

  260 Phoenixville Rd, Chaplin, CT 06235

  • 4 Beds
  • 2.5 Baths
  • 2,650 Sq Ft
  • Built 2024

  Last Sold Summary

  • 13% Above List Price
  • $171/SF
  • 4 Days On Market

  Current Estimated Value $452,030

  Last Listing Agent Cathyann Schulte Countryside Realty

  260 Phoenixville Rd, Chaplin, CT 06235
• 

  $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

  Last Listing Agent Kelley Vanacore Century 21 AllPoints Realty

  44 Woodland Dr, Windham, CT 06280
• 

  $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
• 

  $333,000 Sold Jun 03, 2025

  86 Latici St, Putnam, CT 06260

  • 3 Beds
  • 1 Bath
  • 960 Sq Ft
  • Built 1973

  Last Sold Summary

  • 2% Above List Price
  • $347/SF
  • 51 Days On Market

  Current Estimated Value $325,457

  Last Listing Agent Kerri Mullen CR Premier Properties

  86 Latici St, Putnam, CT 06260
• 

  $332,000 Sold Dec 30, 2024

  23 Easy St, Plainfield, CT 06374

  • 4 Beds
  • 2 Baths
  • 1,190 Sq Ft
  • Built 1965

  Last Sold Summary

  • 11% Above List Price
  • $279/SF
  • 7 Days On Market

  Current Estimated Value $344,309

  Last Listing Agent Pat Malek First Choice Realty

  23 Easy St, 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 $477,742

  Last Listing Agent Kayla Morin First Choice Realty

  193 Pickett Rd, Plainfield, CT 06374
• 

  $268,000 Sold Jan 06, 2025

  32-34 Packerville Rd, Plainfield, CT 06374

  • 2 Beds
  • 1 Bath
  • 988 Sq Ft
  • Built 1937

  Last Sold Summary

  • 7% Above List Price
  • $271/SF
  • 5 Days On Market

  Last Listing Agent Thomas Mele Dorrance Realty

  32-34 Packerville Rd, Plainfield, CT 06374
• 

  $370,000 Sold Jan 10, 2025

  297 Sabin St Unit 8, Putnam, CT 06260

  • 2 Beds
  • 2.5 Baths
  • 2,156 Sq Ft
  • Built 2005

  Last Sold Summary

  • 1% Below List Price
  • $172/SF
  • 27 Days On Market

  Current Estimated Value $380,321

  Last Listing Agent Mary Collins Berkshire Hathaway NE Prop.

  297 Sabin St Unit 8, Putnam, CT 06260
• 

  $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

  Last Listing Agent Kristen Moore RE/MAX Properties

  987 Upper Maple St, Dayville, CT 06241
• 

  $241,000 Sold May 23, 2025

  56 Island Rd, Dayville, CT 06241

  • 2 Beds
  • 1 Bath
  • 480 Sq Ft
  • Built 1954

  Last Sold Summary

  • 4% Below List Price
  • $502/SF
  • 15 Days On Market

  Current Estimated Value $237,236

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

  56 Island Rd, Dayville, CT 06241
• 

  $507,000 Sold Jun 13, 2025

  233 Squaw Rock Rd, Moosup, CT 06354

  • 3 Beds
  • 2.5 Baths
  • 2,016 Sq Ft
  • Built 1998

  Last Sold Summary

  • 9% Above List Price
  • $251/SF
  • 5 Days On Market

  Current Estimated Value $495,570

  Last Listing Agent Lori Ciccarelli RE/MAX One

  233 Squaw Rock Rd, Moosup, CT 06354
• 

  $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
• 

  $605,000 Sold May 02, 2025

  11 Hickey Rd, Pomfret Center, CT 06259

  • 3 Beds
  • 2.5 Baths
  • 2,400 Sq Ft
  • Built 2000

  Last Sold Summary

  • 12% Below List Price
  • $252/SF
  • 55 Days On Market

  Current Estimated Value $618,564

  Last Listing Agent Brooke Coughlin Lamacchia Realty

  11 Hickey Rd, Pomfret Center, CT 06259
• 

  $266,000 Sold Feb 12, 2025

  6 Woodstock Meadows, Woodstock, CT 06281

  • 2 Beds
  • 2 Baths
  • 1,068 Sq Ft
  • Built 1985

  Last Sold Summary

  • $249/SF
  • 6 Days On Market

  Current Estimated Value $272,597

  Last Listing Agent Tracie Gagnon Berkshire Hathaway NE Prop.

  6 Woodstock Meadows, Woodstock, CT 06281
• 

  $374,900 Sold Jun 18, 2025

  41 Elaine St, Thompson, CT 06277

  • 3 Beds
  • 1 Bath
  • 1,304 Sq Ft
  • Built 1950

  Last Sold Summary

  • $288/SF
  • 17 Days On Market

  Current Estimated Value $368,711

  Last Listing Agent Lori Berry The Neighborhood Realty Group

  41 Elaine St, Thompson, CT 06277
• 

  $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 $210,122

  Last Listing Agent Belinda Culp Berkshire Hathaway NE Prop.

  30 School St, Putnam, CT 06260
• 

  $440,000 Sold Apr 28, 2025

  71 Vandale St, Putnam, CT 06260

  • 5 Beds
  • 2.5 Baths
  • 2,632 Sq Ft
  • Built 1959

  Last Sold Summary

  • 10% Above List Price
  • $167/SF
  • 2 Days On Market

  Current Estimated Value $442,224

  Last Listing Agent Cathy Duprey Duprey Real Estate, LLC

  71 Vandale St, Putnam, CT 06260
• 

  $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

  Last Listing Agent Mary Collins Berkshire Hathaway NE Prop.

  217 Orchard Hill Rd, Pomfret, CT 06258
• 

  $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

  Last Listing Agent Rob Perillo Robert A. Perillo Jr

  331 Pond Hill Rd, Moosup, CT 06354
• 

  $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

  Last Listing Agent James Duffer RISE REC

  71 Rawson Rd, Woodstock, CT 06281
• 

  $420,000 Sold Jun 06, 2025

  351 Brandy Hill Rd, Thompson, CT 06277

  • 4 Beds
  • 2 Baths
  • 2,136 Sq Ft
  • Built 1982

  Last Sold Summary

  • 1% Below List Price
  • $197/SF
  • 47 Days On Market

  Current Estimated Value $418,167

  Last Listing Agent Matthew Huberdault Real Broker CT, LLC

  351 Brandy Hill Rd, Thompson, CT 06277
• 

  $28,500 Sold Jun 17, 2025

  25 Connecticut 197, Woodstock, CT 06281

  • 2 Beds
  • 1 Bath
  • 920 Sq Ft
  • Built 1990

  Last Sold Summary

  • 59% Below List Price
  • $31/SF
  • 49 Days On Market

  Last Listing Agent Melanie Taylor Berkshire Hathaway NE Prop.

  25 Connecticut 197, Woodstock, CT 06281
• 

  $315,000 Sold Jan 07, 2025

  38 Hurlbut St, Putnam, CT 06260

  • 3 Beds
  • 1 Bath
  • 1,476 Sq Ft
  • Built 1942

  Last Sold Summary

  • 5% Above List Price
  • $213/SF
  • 3 Days On Market

  Current Estimated Value $324,241

  Last Listing Agent Jared Meehan RE/MAX Bell Park Realty

  38 Hurlbut St, Putnam, CT 06260
• 

  $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

  Current Estimated Value $1,365,000

  Last Listing Agent Jared Meehan RE/MAX Bell Park Realty

  90 Putnam Pike, Killingly, CT 06241
• 

  $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
• 

  $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 $646,304

  Last Listing Agent Kristen Kaskela Berkshire Hathaway NE Prop.

  128 Spaulding Rd, Brooklyn, CT 06234
• 

  $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
• 

  $109,001 Sold May 09, 2025

  00 Child Rd, Woodstock, CT 06281

  • Land
  • 2.06 Acres
  • $52,913 per Acre

  Last Sold Summary

  • 9% Above List Price
  • 12 Days On Market

  Last Listing Agent Britt Miglietta Berkshire Hathaway NE Prop.

  00 Child Rd, Woodstock, CT 06281
• 

  $360,000 Sold Apr 14, 2025

  155 Boston Turnpike, Eastford, CT 06259

  • 3 Beds
  • 2 Baths
  • 1,236 Sq Ft
  • Built 1988

  Last Sold Summary

  • 3% Below List Price
  • $291/SF
  • 80 Days On Market

  Last Listing Agent Debra Burns Real Broker CT, LLC

  155 Boston Turnpike, Eastford, CT 06259
• 

  $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 $266,577

  Last Listing Agent Lisa Barstow Simply Sold Real Estate

  77 Plains Rd, Windham, CT 06280
• 

  $620,000 Sold Dec 01, 2025

  26 N Society Rd, Canterbury, CT 06331

  • 3 Beds
  • 2.5 Baths
  • 1,880 Sq Ft
  • Built 1960

  Last Sold Summary

  • 5% Above List Price
  • $330/SF
  • 4 Days On Market

  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
• 

  $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 $376,604

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

  90 Broad St, Danielson, CT 06239
• 

  $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 $226,887

  Last Listing Agent Ryan Smith Tier 1 Real Estate

  45 Main St Unit 409, Plainfield, CT 06374
• 

  $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

  Last Listing Agent Alexis John RE/MAX One

  52 Singleton Rd, Chaplin, CT 06235

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