Windham County, CT Homes

• 

  Est $322,962 Not Listed For Sale

  29 Westfield Ave, Danielson, CT 06239

  • 2 Beds
  • 1 Bath
  • 1,778 Sq Ft
  • Built 1955

  29 Westfield Ave, Danielson, CT 06239

  Last Sold Summary

  • 1% Above List Price
  • $180/SF
  • 1 Day On Market

  Last Sold Price $320,000

  Last Listing Agent Christine Johnson RE/MAX
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  /34

  $240,000 Pending

  • 3 Beds
  • 1 Bath
  • 1,134 Sq Ft

  69 Lynwood Dr, Willimantic, CT 06226

  Nicely updated cape in a great neighborhood, Currently rented until 08/2026. 3-4 bedrooms, with 1- 2 bedrooms on first floor (one of the downstairs bedrooms was converted to a dining area) and two more upstairs. Nothing to do, turnkey investment with tenants in place.

  Timothy Morse Alliance Realty LLC

  69 Lynwood Dr, Willimantic, CT 06226
• 

  $268,000 Sold Dec 10, 2025

  17 Woodstock Meadows, Woodstock, CT 06281

  • 1 Bed
  • 1 Bath
  • 768 Sq Ft
  • Built 1985

  Last Sold Summary

  • 3% Above List Price
  • $349/SF
  • 36 Days On Market

  Current Estimated Value $267,489

  Last Listing Agent Tracie Gagnon Berkshire Hathaway NE Prop.

  17 Woodstock Meadows, Woodstock, CT 06281
• 

  Est $391,044 Not Listed For Sale

  475 Putnam Pike, Dayville, CT 06241

  • 4 Beds
  • 2 Baths
  • 2,120 Sq Ft
  • Built 1930

  475 Putnam Pike, Dayville, CT 06241

  Last Sold Summary

  • 50% Above List Price
  • $123/SF
  • 63 Days On Market

  Last Sold Price $260,000

  Last Listing Agent Kyle Wilkinson Wilkinson Real Estate
• 

  

  /2

  $39,900

  • Land
  • 0.04 Acre
  • $997,500 per Acre

  24 Center St, Killingly, CT 06239

  Prime Commercial land in the heart of Danielson! Unlock the potential of this parcel located in the center of town. Be part of the growing town.

  Mandy Gruslin Kazantzis Real Estate, LLC

  24 Center St, Killingly, CT 06239
• 

  $485,000 Sold Oct 17, 2025

  31 Cherry Hill Rd, Brooklyn, CT 06234

  • 3 Beds
  • 3 Baths
  • 2,464 Sq Ft
  • Built 2006

  Last Sold Summary

  • 2% Below List Price
  • $197/SF
  • 141 Days On Market

  Current Estimated Value $484,754

  Last Listing Agent Nathan Cholewa Kazantzis Real Estate, LLC

  31 Cherry Hill Rd, Brooklyn, CT 06234
• 

  Est $275,681 Not Listed For Sale

  105 Friendship St, Willimantic, CT 06226

  • 2 Beds
  • 1.5 Baths
  • 1,000 Sq Ft
  • Built 1958

  105 Friendship St, Willimantic, CT 06226

  Last Sold Summary

  • 13% Above List Price
  • $245/SF
  • 5 Days On Market

  Last Sold Price $245,000

  Last Listing Agent Maricela Rivera Coldwell Banker Realty
• 

  

  /10

  $219,500 Pending

  • 2 Beds
  • 1 Bath
  • 1,188 Sq Ft

  34 Pleasant St Unit 3, Plainfield, CT 06374

  You may be eligible for $25,000 in down payment/closing cost assistance, forgivable over 10 years. Looking for low-maintenance living without sacrificing space or style? Look no further than The Junction House, a beautifully updated 8-unit condo community offering a peaceful lifestyle in a convenient Plainfield location. Choose from spacious 2-bedroom or 3-bedroom units, all fully renovated with

  Benjamin Carbone Lamacchia Realty

  34 Pleasant St Unit 3, Plainfield, CT 06374
• 

  $308,000 Sold Apr 15, 2025

  153 North Rd, Windham, CT 06280

  • 2 Beds
  • 2 Baths
  • 1,260 Sq Ft
  • Built 1938

  Last Sold Summary

  • 12% Above List Price
  • $244/SF
  • 38 Days On Market

  Current Estimated Value $308,750

  Last Listing Agent Stephen Daly KW Legacy Partners

  153 North Rd, Windham, CT 06280
• 

  Est $401,474 Not Listed For Sale

  93 Babula Rd, Thompson, CT 06277

  • 3 Beds
  • 1.5 Baths
  • 1,061 Sq Ft
  • Built 1918

  93 Babula Rd, Thompson, CT 06277

  Last Sold Summary

  • 13% Above List Price
  • $335/SF
  • 7 Days On Market

  Last Sold Price $355,000

  Last Listing Agent Brenda Bourne KW Legacy Partners
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  /2

  $49,900

  • Land
  • 0.42 Acre
  • $118,810 per Acre

  43 Groveland Ave, Putnam, CT 06260

  Prime development opportunity in a convenient Putnam location at in incredible price. Public water and sewer at the street. The property offers close access to shopping, restaurants, and I-395 for easy commuting to MA, CT and RI. A driveway has already been roughed in some years ago and the land was largely cleared 15+ years ago. No other engineering has been done.

  Jared Meehan RE/MAX Bell Park Realty

  43 Groveland Ave, Putnam, CT 06260
• 

  $150,000 Sold Nov 18, 2025

  9 Sherman Rd, Woodstock, CT 06281

  • 2 Beds
  • 1 Bath
  • 888 Sq Ft
  • Built 1951

  Last Sold Summary

  • 21% Below List Price
  • $169/SF
  • 23 Days On Market

  Last Listing Agent Ryan Braunagel Keller Williams Realty Prtnrs.

  9 Sherman Rd, Woodstock, CT 06281
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  Est $389,858 Not Listed For Sale

  486 Fabyan Rd, North Grosvenordale, CT 06255

  • 3 Beds
  • 2.5 Baths
  • 2,290 Sq Ft
  • Built 1990

  486 Fabyan Rd, North Grosvenordale, CT 06255

  Last Sold Summary

  • 3% Above List Price
  • $166/SF
  • 5 Days On Market

  Last Sold Price $380,000

  Last Listing Agent Ryan LaJoie Johnston & Associates Real Estate, LLC
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  /2

  $35,000

  • Land
  • 1 Acre
  • $35,000 per Acre

  627-B Bailey Rd, Sterling, CT 06377

  Tucked away for privacy yet conveniently located near the Rhode Island line. Enjoy the peace and charm of a scenic, rural setting while still being within reach of nearby amenities. This lot of record provides a rare opportunity to find property in this price range. Whether you're looking to create a private retreat or a year-round residence, this property is full of potential.

  Cary Marcoux RE/MAX Bell Park Realty

  627-B Bailey Rd, Sterling, CT 06377
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  /32

  $475,000 Sold Feb 13, 2026

  394 Killingly Ave, Putnam, CT 06260

  • 3 Beds
  • 3 Baths
  • 2,148 Sq Ft
  • Built 1999

  Last Sold Summary

  • $221/SF
  • 3 Days On Market

  Current Estimated Value $473,823

  Last Listing Agent Audrey Martinez LAER Realty Partners

  394 Killingly Ave, Putnam, CT 06260
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  Est $409,577 Not Listed For Sale

  327 Church St, Brooklyn, CT 06234

  • 3 Beds
  • 2 Baths
  • 1,744 Sq Ft
  • Built 1966

  327 Church St, Brooklyn, CT 06234

  Last Sold Summary

  • 19% Above List Price
  • $197/SF
  • 9 Days On Market

  Last Sold Price $343,000

  Last Listing Agent Rachael Johnston Johnston & Associates Real Estate, LLC
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  /40

  $794,900

  • 3 Beds
  • 2 Baths
  • 2,282 Sq Ft

  17 Blackwells Landing, Brooklyn, CT 06234

  Welcome to 17 Blackwells Landing in the charming town of Brooklyn, Connecticut-where privacy, space, and classic New England living come together. Set on just over 12.5 picturesque acres, this beautifully maintained home offers nearly 2,300 square feet of living space with tasteful updates throughout, creating a perfect balance of comfort and modern appeal. Inside, you'll find spacious living

  Andrew Hogan Brian Buonaiuto

  17 Blackwells Landing, Brooklyn, CT 06234
• 

  $72,000 Sold Aug 25, 2025

  115 North Rd, Ashford, CT 06278

  • 2 Beds
  • 1 Bath
  • 780 Sq Ft
  • Built 1965

  Last Sold Summary

  • 15% Below List Price
  • $92/SF
  • 35 Days On Market

  Last Listing Agent Adrian Cote William Raveis Real Estate

  115 North Rd, Ashford, CT 06278
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  Est $306,476 Not Listed For Sale

  33 Jennings Ln, Windham, CT 06280

  • 3 Beds
  • 2 Baths
  • 1,040 Sq Ft
  • Built 1967

  33 Jennings Ln, Windham, CT 06280

  Last Sold Summary

  • 18% Above List Price
  • $250/SF
  • 31 Days On Market

  Last Sold Price $260,000

  Last Listing Agent Shannon Slate Coldwell Banker Realty
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  /40

  $170,000 Pending

  • 6 Beds
  • 2 Baths
  • 3,409 Sq Ft

  44-46 S Chestnut St, Brooklyn, CT 06234

  A multi-family home close to town with spacious bedrooms and living space. Plenty of storage and parking. Close to all forms of transportation, schools and shopping. Come check it out today!!

  Thomas Mele Dorrance Realty

  44-46 S Chestnut St, Brooklyn, CT 06234

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