1,476

Recently Sold Windham County CT Homes

Section Image
  • 22 Grove St, Sterling, CT 06377

    $230,000

    Sold May 08, 2026

    22 Grove St, Sterling, CT 06377

    • 6 Beds
    • 1.5 Baths
    • 1,701 Sq Ft
    • Built 1900

    Last Sold Summary

    • 8% Below List Price
    • $135/SF
    • 90 Days On Market

    Current Estimated Value $235,704

    Last Listing Agent Tyler Amann Social & Co Realty

    22 Grove St, Sterling, CT 06377
  • 10 North Rd, Windham, CT 06280

    $249,000

    Sold Dec 30, 2025

    10 North Rd, Windham, CT 06280

    • 2 Beds
    • 1.5 Baths
    • 1,380 Sq Ft
    • Built 1780

    Last Sold Summary

    • $180/SF
    • 95 Days On Market

    Current Estimated Value $255,170

    Last Listing Agent Taylor Gildein Re/Max Results

    10 North Rd, Windham, CT 06280
  • 206 Stawicki Rd, Thompson, CT 06255

    $150,000

    Sold May 01, 2026

    206 Stawicki Rd, Thompson, CT 06255

    • Land
    • 40,075 Sq Ft
    • $163,043 per Acre

    Last Sold Summary

    • 4% Below List Price
    • 2 Days On Market

    Last Listing Agent Michael Gee Real Broker CT, LLC

    206 Stawicki Rd, Thompson, CT 06255
  • 176 Windham Rd, Willimantic, CT 06226

    $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

    Current Estimated Value $359,286

    Last Listing Agent Gregory Leone Coldwell Banker Realty

    176 Windham Rd, Willimantic, CT 06226
  • 93 Pleasant View Dr, Dayville, CT 06241

    $363,700

    Sold Mar 25, 2026

    93 Pleasant View Dr, Dayville, CT 06241

    • 2 Beds
    • 2 Baths
    • 1,350 Sq Ft
    • Built 1995

    Last Sold Summary

    • 4% Above List Price
    • $269/SF
    • 17 Days On Market

    Current Estimated Value $361,728

    Last Listing Agent Lorraine Bandoni CrossRoads Real Estate Group

    93 Pleasant View Dr, Dayville, CT 06241
  • 17 Haley Ln, North Windham, CT 06256

    $135,000

    Sold Jul 30, 2026

    17 Haley Ln, North Windham, CT 06256

    • 3 Beds
    • 2 Baths
    • 1,269 Sq Ft
    • Built 2002

    Last Sold Summary

    • $106/SF
    • 108 Days On Market

    Last Listing Agent Sheri Shvonski List N Show LLC

    17 Haley Ln, North Windham, CT 06256
  • 77 Charlotte Dr, Plainfield, CT 06374

    $400,000

    Sold Mar 26, 2026

    77 Charlotte Dr, Plainfield, CT 06374

    • 4 Beds
    • 2 Baths
    • 2,077 Sq Ft
    • Built 1988

    Last Sold Summary

    • $193/SF
    • 47 Days On Market

    Current Estimated Value $408,881

    Last Listing Agent Brittany Summers Real Broker CT, LLC

    77 Charlotte Dr, Plainfield, CT 06374
  • 15 Chapman St, Willimantic, CT 06226

    $250,000

    Sold Jan 29, 2026

    15 Chapman St, Willimantic, CT 06226

    • 3 Beds
    • 2.5 Baths
    • 1,040 Sq Ft
    • Built 1969

    Last Sold Summary

    • $240/SF
    • 6 Days On Market

    Current Estimated Value $258,084

    Last Listing Agent Madelyn Pope RE/MAX One

    15 Chapman St, Willimantic, CT 06226
  • 890 Brook Rd, Hampton, CT 06247

    $565,000

    Sold May 20, 2026

    890 Brook Rd, Hampton, CT 06247

    • 3 Beds
    • 2.5 Baths
    • 1,800 Sq Ft
    • Built 2026

    Last Sold Summary

    • 4% Below List Price
    • $314/SF
    • 112 Days On Market

    Last Listing Agent Christine Johnson RE/MAX One

    890 Brook Rd, Hampton, CT 06247
  • 436 Providence Pike, Putnam, CT 06260

    $570,000

    Sold Jul 24, 2026

    436 Providence Pike, Putnam, CT 06260

    • 3 Beds
    • 3.5 Baths
    • 2,646 Sq Ft
    • Built 1998

    Last Sold Summary

    • 3% Below List Price
    • $215/SF
    • 62 Days On Market

    Current Estimated Value $577,670

    Last Listing Agent Shiloh Therrien The Neighborhood Realty Group

    436 Providence Pike, Putnam, CT 06260
  • 1741 Route 197, Woodstock, CT 06281

    $400,000

    Sold Feb 11, 2026

    1741 Route 197, Woodstock, CT 06281

    • 3 Beds
    • 2 Baths
    • 1,596 Sq Ft
    • Built 2005

    Last Sold Summary

    • $251/SF
    • 2 Days On Market

    Current Estimated Value $413,885

    Last Listing Agent Dianne Barrett Johnston & Associates Real Estate, LLC

    1741 Route 197, Woodstock, CT 06281
  • 33 Soap St, Dayville, CT 06241

    $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

    Current Estimated Value $295,895

    Last Listing Agent Maria Marcotte RE/MAX One

    33 Soap St, Dayville, CT 06241
  • 50 Ware Rd, 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

    Current Estimated Value $443,024

    Last Listing Agent Cary Marcoux RE/MAX Bell Park Realty

    50 Ware Rd, Dayville, CT 06241
  • 243 Searles Rd, Pomfret Center, CT 06259

    $450,000

    Sold Jun 22, 2026

    243 Searles Rd, Pomfret Center, CT 06259

    • 2 Beds
    • 2.5 Baths
    • 1,536 Sq Ft
    • Built 2019

    Last Sold Summary

    • 8% Above List Price
    • $293/SF
    • 5 Days On Market

    Current Estimated Value $442,156

    Last Listing Agent Skyla Gagnon RE/MAX Bell Park Realty

    243 Searles Rd, Pomfret Center, CT 06259
  • 63 Estabrooks Rd, Hampton, CT 06247

    $320,000

    Sold Jun 26, 2026

    63 Estabrooks Rd, Hampton, CT 06247

    • 2 Beds
    • 1 Bath
    • 914 Sq Ft
    • Built 1978

    Last Sold Summary

    • $350/SF
    • 51 Days On Market

    Current Estimated Value $372,129

    Last Listing Agent Jennifer Mahr RE/MAX Bell Park Realty

    63 Estabrooks Rd, Hampton, CT 06247
  • 7 Jessie Ln, North Windham, CT 06256

    $72,000

    Sold Feb 11, 2026

    7 Jessie Ln, North Windham, CT 06256

    • 3 Beds
    • 2 Baths
    • 1,152 Sq Ft
    • Built 1999

    Last Sold Summary

    • 20% Below List Price
    • $62/SF
    • 58 Days On Market

    Last Listing Agent Victor Santana Santana Realty Group LLC

    7 Jessie Ln, North Windham, CT 06256
  • 198 Stetson Rd, Brooklyn, CT 06234

    $550,000

    Sold Aug 05, 2026

    198 Stetson Rd, Brooklyn, CT 06234

    • 4 Beds
    • 2 Baths
    • 1,752 Sq Ft
    • Built 2008

    Last Sold Summary

    • 1% Above List Price
    • $314/SF
    • 19 Days On Market

    Current Estimated Value $542,283

    Last Listing Agent Miles LaFemina Drawbridge Realty

    198 Stetson Rd, Brooklyn, CT 06234
  • 67 North Rd, Windham, CT 06280

    $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

    Current Estimated Value $174,657

    Last Listing Agent Franchesca Pescatello Prue Realty LLC

    67 North Rd, Windham, CT 06280
  • 91 Meadowside Rd, Woodstock, CT 06281

    $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
  • 17 Hemlock Dr, Plainfield, CT 06374

    $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 $338,092

    Last Listing Agent Susan Hermanson Eagle Eye Realty PLLC

    17 Hemlock Dr, Plainfield, CT 06374
  • 304 Bailey Hill Rd, Killingly, CT 06239

    $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
  • 661 Riverside Dr, North Grosvenordale, CT 06255

    $125,000

    Sold May 13, 2026

    661 Riverside Dr, North Grosvenordale, CT 06255

    • 3 Beds
    • 1 Bath
    • 1,066 Sq Ft
    • Built 1905

    Last Sold Summary

    • 29% Below List Price
    • $117/SF
    • 9 Days On Market

    Last Listing Agent Nicole Garbutt RE/MAX Bell Park Realty

    661 Riverside Dr, North Grosvenordale, CT 06255
  • 46-52 Wauregan Rd, Plainfield, CT 06387

    $625,000

    Sold Jun 05, 2026

    46-52 Wauregan Rd, Plainfield, CT 06387

    • 13 Beds
    • 7 Baths
    • 4,812 Sq Ft
    • Built 1877

    Last Sold Summary

    • $130/SF
    • 7 Days On Market

    Last Listing Agent Mandy Gruslin Kazantzis Real Estate, LLC

    46-52 Wauregan Rd, Plainfield, CT 06387
  • 332 Providence Rd, Brooklyn, CT 06234

    $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

    Current Estimated Value $186,457

    Last Listing Agent Christine Costa Kazantzis Real Estate, LLC

    332 Providence Rd, Brooklyn, CT 06234
  • 00 Sarah Pearl Rd, Hampton, CT 06247

    $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
  • 12 Walas Rd, Plainfield, CT 06354

    $486,000

    Sold Dec 19, 2025

    12 Walas Rd, Plainfield, CT 06354

    • 3 Beds
    • 2.5 Baths
    • 1,726 Sq Ft
    • Built 2024

    Last Sold Summary

    • 4% Below List Price
    • $282/SF
    • 43 Days On Market

    Last Listing Agent Amy St. Laurent Brunet and Company Real Estate

    12 Walas Rd, Plainfield, CT 06354
  • 00 Pilfershire Rd, Eastford, CT 06242

    $80,000

    Sold Jan 16, 2026

    00 Pilfershire Rd, Eastford, CT 06242

    • Land
    • 4.6 Acres
    • $17,391 per Acre

    Last Sold Summary

    • 22% Below List Price
    • 47 Days On Market

    Last Listing Agent Rob Viani Berkshire Hathaway NE Prop.

    00 Pilfershire Rd, Eastford, CT 06242
  • 291 Mansfield Ave, Willimantic, CT 06226

    $245,000

    Sold May 08, 2026

    291 Mansfield Ave, Willimantic, CT 06226

    • 4 Beds
    • 1 Bath
    • 1,180 Sq Ft
    • Built 1952

    Last Sold Summary

    • 2% Above List Price
    • $208/SF
    • 5 Days On Market

    Current Estimated Value $248,159

    Last Listing Agent Timothy Morse Alliance Realty LLC

    291 Mansfield Ave, Willimantic, CT 06226
  • 85 Nott Hwy, Ashford, CT 06278

    $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

    Current Estimated Value $419,927

    Last Listing Agent Kevin Rockoff Rockoff Realty

    85 Nott Hwy, Ashford, CT 06278
  • 244 Jerusalem Rd, Windham, CT 06280

    $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

    Current Estimated Value $479,839

    Last Listing Agent Patricia Brown Lebanon Green Real Estate

    244 Jerusalem Rd, Windham, CT 06280
  • 37 Buckley Hill Rd, North Grosvenordale, CT 06255

    $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

    Current Estimated Value $215,171

    Last Listing Agent Kendra Bonette Coldwell Banker Realty

    37 Buckley Hill Rd, North Grosvenordale, CT 06255
  • 282 Paine District Rd, Woodstock, CT 06281

    $420,000

    Sold Jan 15, 2026

    282 Paine District Rd, Woodstock, CT 06281

    • 2 Beds
    • 1.5 Baths
    • 1,092 Sq Ft
    • Built 1964

    Last Sold Summary

    • 20% Above List Price
    • $385/SF
    • 5 Days On Market

    Current Estimated Value $405,313

    Last Listing Agent Jayson Kemp Five Stars Realty

    282 Paine District Rd, Woodstock, CT 06281
  • 33 Long Dr, Windham, CT 06256

    $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
  • 318 James Rd, Ashford, CT 06278

    $380,000

    Sold Jul 28, 2026

    318 James Rd, Ashford, CT 06278

    • 3 Beds
    • 1.5 Baths
    • 1,344 Sq Ft
    • Built 1960

    Last Sold Summary

    • 6% Above List Price
    • $283/SF
    • 5 Days On Market

    Current Estimated Value $355,796

    Last Listing Agent Gloria Townsend Coldwell Banker Realty

    318 James Rd, Ashford, CT 06278
  • 43 Fox Hill Rd, Pomfret Center, CT 06259

    $725,000

    Sold May 14, 2026

    43 Fox Hill Rd, Pomfret Center, CT 06259

    • 4 Beds
    • 2 Baths
    • 2,699 Sq Ft
    • Built 1890

    Last Sold Summary

    • 2% Below List Price
    • $269/SF
    • 19 Days On Market

    Current Estimated Value $712,577

    Last Listing Agent Lynn Converse RE/MAX Bell Park Realty

    43 Fox Hill Rd, Pomfret Center, CT 06259
  • 29 Cheney Rd, Pomfret Center, CT 06259

    $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 $292,561

    Last Listing Agent Kyle Seyboth Century 21 Limitless

    29 Cheney Rd, Pomfret Center, CT 06259
  • 170 Putnam Rd, Plainfield, CT 06374

    $285,000

    Sold May 04, 2026

    170 Putnam Rd, Plainfield, CT 06374

    • 2 Beds
    • 1 Bath
    • 1,017 Sq Ft
    • Built 1927

    Last Sold Summary

    • 10% Above List Price
    • $280/SF
    • 2 Days On Market

    Current Estimated Value $285,191

    Last Listing Agent Christa Haveles Berkshire Hathaway NE Prop.

    170 Putnam Rd, Plainfield, CT 06374
  • 259 Old Hall Rd, Woodstock, CT 06281

    $200,000

    Sold Jun 25, 2026

    259 Old Hall Rd, Woodstock, CT 06281

    • 2 Beds
    • 1 Bath
    • 1,024 Sq Ft
    • Built 1950

    Last Sold Summary

    • $195/SF
    • 4 Days On Market

    Current Estimated Value $207,928

    Last Listing Agent Lynn Converse RE/MAX Bell Park Realty

    259 Old Hall Rd, Woodstock, CT 06281
  • 80 Hanover Rd, Canterbury, CT 06331

    $330,000

    Sold Feb 13, 2026

    80 Hanover Rd, Canterbury, CT 06331

    • 3 Beds
    • 1 Bath
    • 1,008 Sq Ft
    • Built 1988

    Last Sold Summary

    • 6% Below List Price
    • $327/SF
    • 12 Days On Market

    Current Estimated Value $338,120

    Last Listing Agent Kim Casey Seaport Real Estate Services

    80 Hanover Rd, Canterbury, CT 06331
  • 230 Cemetery Rd, Plainfield, CT 06374

    $390,000

    Sold Mar 31, 2026

    230 Cemetery Rd, Plainfield, CT 06374

    • 3 Beds
    • 1.5 Baths
    • 1,448 Sq Ft
    • Built 1989

    Last Sold Summary

    • 2% Below List Price
    • $269/SF
    • 79 Days On Market

    Current Estimated Value $389,012

    Last Listing Agent Tina Lajoie Signature Properties of N.E.

    230 Cemetery Rd, Plainfield, CT 06374

Showing Results 521 - 560, Page 14 of 18

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