Recently Sold Windham County CT Homes

• 

  $330,000 Sold Nov 25, 2025

  581 Sterling Rd, Sterling, CT 06377

  • 3 Beds
  • 1 Bath
  • 1,544 Sq Ft
  • Built 1922

  Last Sold Summary

  • 10% Above List Price
  • $214/SF
  • 11 Days On Market

  Last Listing Agent Jocelyn Loukas Coldwell Banker Realty

  581 Sterling Rd, Sterling, CT 06377
• 

  $850,000 Sold Jul 11, 2025

  79 Pine Knolls Dr, Killingly, CT 06241

  • 4 Beds
  • 3.5 Baths
  • 4,645 Sq Ft
  • Built 2007

  Last Sold Summary

  • 6% Above List Price
  • $183/SF
  • 0 Days On Market

  Current Estimated Value $817,670

  Last Listing Agent Christine Johnson RE/MAX One

  79 Pine Knolls Dr, Killingly, CT 06241
• 

  $260,000 Sold Feb 21, 2025

  2 Bear Hill Rd, Dayville, CT 06241

  • 2 Beds
  • 2 Baths
  • 1,293 Sq Ft
  • Built 1900

  Last Sold Summary

  • $201/SF
  • 72 Days On Market

  Current Estimated Value $128,286

  Last Listing Agent Christine Johnson RE/MAX One

  2 Bear Hill Rd, Dayville, CT 06241
• 

  $145,000 Sold Jan 31, 2025

  48-50 Woodstock Ave, Putnam, CT 06260

  • 6 Beds
  • 2 Baths
  • 3,236 Sq Ft
  • Built 1890

  Last Sold Summary

  • 32% Below List Price
  • $45/SF
  • 231 Days On Market

  Current Estimated Value $259,039

  Last Listing Agent Sherry Price Realhome Services & Solutions

  48-50 Woodstock Ave, Putnam, CT 06260
• 

  $350,000 Sold Dec 09, 2025

  176 Windham Rd, Willimantic, CT 06226

  • 8 Beds
  • 3 Baths
  • 3,073 Sq Ft
  • Built 1910

  Last Sold Summary

  • 8% Below List Price
  • $114/SF
  • 71 Days On Market

  Last Listing Agent Gregory Leone Coldwell Banker Realty

  176 Windham Rd, Willimantic, CT 06226
• 

  $29,000 Sold Mar 14, 2025

  0 Playground Dr Unit 24038308, Woodstock, CT 06281

  • Land
  • 0.3 Acre
  • $96,667 per Acre

  Last Sold Summary

  • 42% Below List Price
  • 205 Days On Market

  Last Listing Agent Ronald Swiller Berkshire Hathaway NE Prop.

  0 Playground Dr Unit 24038308, Woodstock, CT 06281
• 

  $410,000 Sold May 12, 2025

  24 Brick Top Ln, Windham, CT 06280

  • 4 Beds
  • 2.5 Baths
  • 1,930 Sq Ft
  • Built 1997

  Last Sold Summary

  • 14% Above List Price
  • $212/SF
  • 5 Days On Market

  Current Estimated Value $392,032

  Last Listing Agent Heather Yoreo Coldwell Banker Realty

  24 Brick Top Ln, Windham, CT 06280
• 

  $278,000 Sold Oct 17, 2025

  33 Soap St, Dayville, CT 06241

  • 3 Beds
  • 1 Bath
  • 1,104 Sq Ft
  • Built 1900

  Last Sold Summary

  • 3% Above List Price
  • $252/SF
  • 6 Days On Market

  Last Listing Agent Maria Marcotte RE/MAX One

  33 Soap St, Dayville, CT 06241
• 

  $410,000 Sold Oct 14, 2025

  50 Ware Rd, Dayville, CT 06241

  • 3 Beds
  • 1.5 Baths
  • 1,683 Sq Ft
  • Built 1978

  Last Sold Summary

  • 3% Above List Price
  • $244/SF
  • 5 Days On Market

  Last Listing Agent Cary Marcoux RE/MAX Bell Park Realty

  50 Ware Rd, Dayville, CT 06241
• 

  $374,500 Sold Jul 10, 2025

  43 Huntington Dr, Plainfield, CT 06374

  • 3 Beds
  • 2 Baths
  • 1,732 Sq Ft
  • Built 1996

  Last Sold Summary

  • 4% Below List Price
  • $216/SF
  • 49 Days On Market

  Current Estimated Value $384,722

  Last Listing Agent Kelsie Griffin Wolfburg Signature Properties of NewEng

  43 Huntington Dr, Plainfield, CT 06374
• 

  $230,000 Sold May 06, 2025

  131 Prospect Ave, Danielson, CT 06239

  • 3 Beds
  • 1 Bath
  • 1,152 Sq Ft
  • Built 1910

  Last Sold Summary

  • 8% Below List Price
  • $200/SF
  • 42 Days On Market

  Current Estimated Value $243,669

  Last Listing Agent Limmy Lecrenier Century 21 AllPoints Realty

  131 Prospect Ave, Danielson, CT 06239
• 

  $175,000 Sold Nov 10, 2025

  67 North Rd, Windham, CT 06280

  • 4 Beds
  • 1.5 Baths
  • 1,621 Sq Ft
  • Built 1850

  Last Sold Summary

  • 29% Below List Price
  • $108/SF
  • 133 Days On Market

  Last Listing Agent Franchesca Pescatello Prue Realty LLC

  67 North Rd, Windham, CT 06280
• 

  $55,000 Sold Sep 09, 2025

  91 Meadowside Rd, Woodstock, CT 06281

  • 2 Beds
  • 1 Bath
  • 450 Sq Ft
  • Built 1991

  Last Sold Summary

  • 27% Below List Price
  • $122/SF
  • 69 Days On Market

  Last Listing Agent Kerri Mullen CR Premier Properties

  91 Meadowside Rd, Woodstock, CT 06281
• 

  $245,000 Sold Mar 14, 2025

  3 Westside Dr Unit 14, North Grosvenordale, CT 06255

  • 2 Beds
  • 1.5 Baths
  • 1,288 Sq Ft
  • Built 1988

  Last Sold Summary

  • 2% Below List Price
  • $190/SF
  • 22 Days On Market

  Current Estimated Value $263,677

  Last Listing Agent Jared Meehan RE/MAX Bell Park Realty

  3 Westside Dr Unit 14, North Grosvenordale, CT 06255
• 

  $359,900 Sold Jan 22, 2025

  78 Perry St Unit 198, Putnam, CT 06260

  • 2 Beds
  • 2.5 Baths
  • 1,804 Sq Ft
  • Built 2004

  Last Sold Summary

  • 4% Below List Price
  • $200/SF
  • 220 Days On Market

  Last Listing Agent Rene Barbeau RE/MAX Bell Park Realty

  78 Perry St Unit 198, Putnam, CT 06260
• 

  $265,000 Sold Mar 31, 2025

  4 Moosup Pond Rd, Moosup, CT 06354

  • 3 Beds
  • 1 Bath
  • 1,259 Sq Ft
  • Built 1916

  Last Sold Summary

  • 1% Below List Price
  • $210/SF
  • 10 Days On Market

  Current Estimated Value $291,336

  Last Listing Agent Mary Beth Malin Brunet and Company Real Estate

  4 Moosup Pond Rd, Moosup, CT 06354
• 

  $337,500 Sold Sep 12, 2025

  17 Hemlock Dr, Plainfield, CT 06374

  • 3 Beds
  • 1 Bath
  • 1,075 Sq Ft
  • Built 1976

  Last Sold Summary

  • 13% Above List Price
  • $314/SF
  • 2 Days On Market

  Current Estimated Value $332,861

  Last Listing Agent Susan Hermanson William Raveis Real Estate

  17 Hemlock Dr, Plainfield, CT 06374
• 

  $130,000 Sold Jan 13, 2025

  41 Lions Way, North Windham, CT 06256

  • 3 Beds
  • 2 Baths
  • 1,620 Sq Ft
  • Built 2005

  Last Sold Summary

  • 8% Above List Price
  • $80/SF
  • 55 Days On Market

  Last Listing Agent Stacey Costanzo LPT Realty

  41 Lions Way, North Windham, CT 06256
• 

  $157,500 Sold Aug 27, 2025

  304 Bailey Hill Rd, Killingly, CT 06239

  • 2 Beds
  • 2 Baths
  • 1,076 Sq Ft
  • Built 1981

  Last Sold Summary

  • $146/SF
  • 5 Days On Market

  Last Listing Agent Pamela Therrien The Neighborhood Realty Group

  304 Bailey Hill Rd, Killingly, CT 06239
• 

  $207,000 Sold Mar 21, 2025

  174 N Sterling Rd, Moosup, CT 06354

  • 2 Beds
  • 1 Bath
  • 1,440 Sq Ft
  • Built 1958

  Last Sold Summary

  • 3% Below List Price
  • $144/SF
  • 5 Days On Market

  Current Estimated Value $316,156

  Last Listing Agent Jay Kelly William Raveis Real Estate

  174 N Sterling Rd, Moosup, CT 06354
• 

  $412,500 Sold Apr 09, 2025

  104 Underwood Rd Unit 12, Putnam, CT 06260

  • 2 Beds
  • 2 Baths
  • 1,859 Sq Ft
  • Built 2017

  Last Sold Summary

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

  Current Estimated Value $414,114

  Last Listing Agent Cynthia Sherman Berkshire Hathaway NE Prop.

  104 Underwood Rd Unit 12, Putnam, CT 06260
• 

  $176,000 Sold Dec 17, 2025

  332 Providence Rd, Brooklyn, CT 06234

  • 3 Beds
  • 1 Bath
  • 1,100 Sq Ft
  • Built 1942

  Last Sold Summary

  • 4% Above List Price
  • $160/SF
  • 4 Days On Market

  Last Listing Agent Christine Costa Kazantzis Real Estate, LLC

  332 Providence Rd, Brooklyn, CT 06234
• 

  $517,000 Sold Feb 14, 2025

  61 Kitt Rd, Canterbury, CT 06331

  • 4 Beds
  • 3 Baths
  • 2,800 Sq Ft
  • Built 2024

  Last Sold Summary

  • 8% Below List Price
  • $185/SF
  • 130 Days On Market

  Last Listing Agent Pat Malek First Choice Realty

  61 Kitt Rd, Canterbury, CT 06331
• 

  $173,250 Sold Aug 22, 2025

  00 Sarah Pearl Rd, Hampton, CT 06247

  • Land
  • 21.5 Acres
  • $8,058 per Acre

  Last Sold Summary

  • 28% Below List Price
  • 323 Days On Market

  Last Listing Agent Peter Plourde Berkshire Hathaway NE Prop.

  00 Sarah Pearl Rd, Hampton, CT 06247
• 

  $370,000 Sold May 28, 2025

  10 Common Way Dr Unit 10, Brooklyn, CT 06234

  • 2 Beds
  • 2 Baths
  • 1,474 Sq Ft
  • Built 2014

  Last Sold Summary

  • 1% Below List Price
  • $251/SF
  • 79 Days On Market

  Last Listing Agent Kyle Wilkinson Wilkinson Real Estate

  10 Common Way Dr Unit 10, Brooklyn, CT 06234
• 

  $225,000 Sold Feb 07, 2025

  74 Woodward Rd, Brooklyn, CT 06234

  • 4 Beds
  • 1 Bath
  • 1,152 Sq Ft
  • Built 1983

  Last Sold Summary

  • 21% Below List Price
  • $195/SF
  • 105 Days On Market

  Current Estimated Value $350,948

  Last Listing Agent Kathleen Chase Sposato Realty Group

  74 Woodward Rd, Brooklyn, CT 06234
• 

  $397,500 Sold Oct 31, 2025

  85 Nott Hwy, Ashford, CT 06278

  • 5 Beds
  • 3 Baths
  • 3,326 Sq Ft
  • Built 1947

  Last Sold Summary

  • $120/SF
  • 15 Days On Market

  Last Listing Agent Kevin Rockoff Rockoff Realty

  85 Nott Hwy, Ashford, CT 06278
• 

  $485,000 Sold Dec 12, 2025

  244 Jerusalem Rd, Windham, CT 06280

  • 3 Beds
  • 2.5 Baths
  • 1,622 Sq Ft
  • Built 2025

  Last Sold Summary

  • 5% Above List Price
  • $299/SF
  • 30 Days On Market

  Last Listing Agent Patricia Brown Lebanon Green Real Estate

  244 Jerusalem Rd, Windham, CT 06280
• 

  $250,000 Sold May 30, 2025

  69 Westford Dr, Ashford, CT 06278

  • 2 Beds
  • 1 Bath
  • 830 Sq Ft
  • Built 1950

  Last Sold Summary

  • 3% Below List Price
  • $301/SF
  • 85 Days On Market

  Current Estimated Value $262,103

  Last Listing Agent Taylor Gildein Re/Max Results

  69 Westford Dr, Ashford, CT 06278
• 

  $400,000 Sold Jun 30, 2025

  14 Palmer St, Danielson, CT 06239

  • 8 Beds
  • 3 Baths
  • 2,092 Sq Ft
  • Built 1932

  Last Sold Summary

  • 7% Above List Price
  • $191/SF
  • 3 Days On Market

  Current Estimated Value $375,799

  Last Listing Agent Jim Black Real Broker CT, LLC

  14 Palmer St, Danielson, CT 06239
• 

  $230,000 Sold Jul 02, 2025

  116 Paradise Dr, Brooklyn, CT 06234

  • 3 Beds
  • 2 Baths
  • 1,296 Sq Ft
  • Built 2003

  Last Sold Summary

  • 15% Above List Price
  • $177/SF
  • 6 Days On Market

  Last Listing Agent Courtney Ravenelle RE/MAX Bell Park Realty

  116 Paradise Dr, Brooklyn, CT 06234
• 

  $450,000 Sold Aug 06, 2025

  105 Reilly Rd, Hampton, CT 06247

  • 4 Beds
  • 3 Baths
  • 1,800 Sq Ft
  • Built 2025

  Last Sold Summary

  • $250/SF
  • 13 Days On Market

  Last Listing Agent Christine Johnson RE/MAX One

  105 Reilly Rd, Hampton, CT 06247
• 

  $210,000 Sold Dec 09, 2025

  37 Buckley Hill Rd, North Grosvenordale, CT 06255

  • 6 Beds
  • 2 Baths
  • 2,094 Sq Ft
  • Built 1830

  Last Sold Summary

  • 7% Below List Price
  • $100/SF
  • 69 Days On Market

  Last Listing Agent Kendra Bonette Coldwell Banker Realty

  37 Buckley Hill Rd, North Grosvenordale, CT 06255
• 

  $16,000 Sold Oct 21, 2025

  33 Long Dr, Windham, CT 06256

  • 2 Beds
  • 1 Bath
  • 672 Sq Ft
  • Built 1973

  Last Sold Summary

  • 1% Above List Price
  • $24/SF
  • 23 Days On Market

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

  33 Long Dr, Windham, CT 06256
• 

  $360,500 Sold Jan 31, 2025

  85 Robertson Ave, Danielson, CT 06239

  • 4 Beds
  • 2 Baths
  • 1,904 Sq Ft
  • Built 1925

  Last Sold Summary

  • 3% Above List Price
  • $189/SF
  • 46 Days On Market

  Current Estimated Value $374,069

  Last Listing Agent Catherine Hebert Johnston & Associates Real Estate, LLC

  85 Robertson Ave, Danielson, CT 06239
• 

  $265,000 Sold Aug 27, 2025

  29 Cheney Rd, Pomfret Center, CT 06259

  • 2 Beds
  • 1 Bath
  • 1,316 Sq Ft
  • Built 1900

  Last Sold Summary

  • 12% Below List Price
  • $201/SF
  • 18 Days On Market

  Current Estimated Value $277,353

  Last Listing Agent Kyle Seyboth Century 21 Limitless

  29 Cheney Rd, Pomfret Center, CT 06259
• 

  $282,000 Sold Jan 10, 2025

  78 Lillibridge Rd, Plainfield, CT 06374

  • 3 Beds
  • 1.5 Baths
  • 1,668 Sq Ft
  • Built 1978

  Last Sold Summary

  • 6% Below List Price
  • $169/SF
  • 48 Days On Market

  Current Estimated Value $300,947

  Last Listing Agent Nathan Cholewa Kazantzis Real Estate, LLC

  78 Lillibridge Rd, Plainfield, CT 06374
• 

  $310,000 Sold Mar 17, 2025

  4 Jordan Ln, North Windham, CT 06256

  • 4 Beds
  • 1 Bath
  • 1,412 Sq Ft
  • Built 1936

  Last Sold Summary

  • 3% Above List Price
  • $220/SF
  • 7 Days On Market

  Current Estimated Value $311,969

  Last Listing Agent Stephen Daly KW Legacy Partners

  4 Jordan Ln, North Windham, CT 06256
• 

  $315,000 Sold May 27, 2025

  141 Oak St, Willimantic, CT 06226

  • 3 Beds
  • 1.5 Baths
  • 1,560 Sq Ft
  • Built 1935

  Last Sold Summary

  • 5% Above List Price
  • $202/SF
  • 4 Days On Market

  Current Estimated Value $308,227

  Last Listing Agent Brittany Kimlingen First Choice Realty

  141 Oak St, Willimantic, CT 06226
• 

  $412,000 Sold May 23, 2025

  101 Lakeview Dr, Ashford, CT 06278

  • 2 Beds
  • 1 Bath
  • 856 Sq Ft
  • Built 1956

  Last Sold Summary

  • $481/SF
  • 170 Days On Market

  Current Estimated Value $404,581

  Last Listing Agent Sondra Reid Home Selling Team

  101 Lakeview Dr, Ashford, CT 06278

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