1,500

Recently Sold Windham County CT Homes

Section Image Section Image
  • 407 Starkweather Rd, Plainfield, CT 06374

    $627,500 Sold Jul 29, 2025

    407 Starkweather Rd, Plainfield, CT 06374

    • 3 Beds
    • 2 Baths
    • 2,668 Sq Ft
    • Built 2000

    Last Sold Summary

    • 5% Above List Price
    • $235/SF
    • 7 Days On Market

    Current Estimated Value $555,321

    Last Listing Agent Nathan Cholewa Kazantzis Real Estate, LLC

    407 Starkweather Rd, Plainfield, CT 06374
  • 30 Mcdermott Ave, Willimantic, CT 06226

    $271,000 Sold Aug 15, 2025

    30 Mcdermott Ave, Willimantic, CT 06226

    • 3 Beds
    • 1 Bath
    • 1,008 Sq Ft
    • Built 1960

    Last Sold Summary

    • 8% Above List Price
    • $269/SF
    • 4 Days On Market

    Current Estimated Value $265,023

    Last Listing Agent Amber Jones KW Legacy Partners

    30 Mcdermott Ave, Willimantic, CT 06226
  • 293 Willimantic Rd, Chaplin, CT 06235

    $357,500 Sold Oct 15, 2025

    293 Willimantic Rd, Chaplin, CT 06235

    • 3 Beds
    • 1 Bath
    • 1,052 Sq Ft
    • Built 1958

    Last Sold Summary

    • 10% Above List Price
    • $340/SF
    • 4 Days On Market

    Last Listing Agent Stephen Daly KW Legacy Partners

    293 Willimantic Rd, Chaplin, CT 06235
  • 156 Ballamahack Rd, Windham, CT 06280

    $635,000 Sold Sep 15, 2025

    156 Ballamahack Rd, Windham, CT 06280

    • 4 Beds
    • 2 Baths
    • 2,190 Sq Ft
    • Built 1800

    Last Sold Summary

    • 2% Below List Price
    • $290/SF
    • 51 Days On Market

    Current Estimated Value $621,669

    Last Listing Agent Stephen Daly KW Legacy Partners

    156 Ballamahack Rd, Windham, CT 06280
  • 53 Windham Rd, Hampton, CT 06247

    $471,000 Sold Aug 21, 2025

    53 Windham Rd, Hampton, CT 06247

    • 4 Beds
    • 3 Baths
    • 2,352 Sq Ft
    • Built 1986

    Last Sold Summary

    • 11% Above List Price
    • $200/SF
    • 45 Days On Market

    Current Estimated Value $460,466

    Last Listing Agent Stephanie Rush RE/MAX Legends

    53 Windham Rd, Hampton, CT 06247
  • 8 Chappell St, Chaplin, CT 06235

    $260,000 Sold Sep 19, 2025

    8 Chappell St, Chaplin, CT 06235

    • 2 Beds
    • 1 Bath
    • 893 Sq Ft
    • Built 1935

    Last Sold Summary

    • 4% Above List Price
    • $291/SF
    • 25 Days On Market

    Current Estimated Value $244,805

    Last Listing Agent Stephen Daly KW Legacy Partners

    8 Chappell St, Chaplin, CT 06235
  • 183 Prospect St, Willimantic, CT 06226

    $350,000 Sold Jul 02, 2025

    183 Prospect St, Willimantic, CT 06226

    • 6 Beds
    • 3 Baths
    • 3,970 Sq Ft
    • Built 1890

    Last Sold Summary

    • $88/SF
    • 2 Days On Market

    Current Estimated Value $354,946

    Last Listing Agent Stephen Daly KW Legacy Partners

    183 Prospect St, Willimantic, CT 06226
  • 28 Cross Creek Rd Unit 28, Plainfield, CT 06374

    $275,000 Sold Sep 25, 2025

    28 Cross Creek Rd Unit 28, Plainfield, CT 06374

    • 2 Beds
    • 1.5 Baths
    • 1,020 Sq Ft
    • Built 2007

    Last Sold Summary

    • $270/SF
    • 7 Days On Market

    Last Listing Agent Melissa DiPiazza RE/MAX One

    28 Cross Creek Rd Unit 28, Plainfield, CT 06374
  • 201 Main St, Hampton, CT 06247

    $365,000 Sold Dec 17, 2025

    201 Main St, Hampton, CT 06247

    • 4 Beds
    • 2 Baths
    • 1,958 Sq Ft
    • Built 1949

    Last Sold Summary

    • 4% Above List Price
    • $186/SF
    • 52 Days On Market

    Last Listing Agent Stephen Daly KW Legacy Partners

    201 Main St, Hampton, CT 06247
  • 40 S Prospect St, Putnam, CT 06260

    $22,000 Sold Aug 07, 2025

    40 S Prospect St, Putnam, CT 06260

    • Land
    • 1.05 Acres
    • $20,952 per Acre

    Last Sold Summary

    • 72 Days On Market

    Current Estimated Value $185,028

    Last Listing Agent Derek Greene Derek Greene

    40 S Prospect St, Putnam, CT 06260
  • 124 Elmdale Rd, Canterbury, CT 06331

    $525,000 Sold Jul 08, 2025

    124 Elmdale Rd, Canterbury, CT 06331

    • 4 Beds
    • 4 Baths
    • 2,712 Sq Ft
    • Built 1976

    Last Sold Summary

    • 12% Below List Price
    • $194/SF
    • 94 Days On Market

    Current Estimated Value $528,824

    Last Listing Agent Christine Johnson RE/MAX One

    124 Elmdale Rd, Canterbury, CT 06331
  • 33 Quinebaug Dr, Danielson, CT 06239

    $412,000 Sold Apr 17, 2025

    33 Quinebaug Dr, Danielson, CT 06239

    • 3 Beds
    • 3 Baths
    • 1,650 Sq Ft
    • Built 2019

    Last Sold Summary

    • 3% Below List Price
    • $250/SF
    • 96 Days On Market

    Current Estimated Value $430,468

    Last Listing Agent David Leal Keller Williams Realty Gr.Worc

    33 Quinebaug Dr, Danielson, CT 06239
  • 441 Allen Hill Rd, Brooklyn, CT 06234

    $426,000 Sold May 23, 2025

    441 Allen Hill Rd, Brooklyn, CT 06234

    • 4 Beds
    • 3 Baths
    • 2,526 Sq Ft
    • Built 1970

    Last Sold Summary

    • 14% Above List Price
    • $169/SF
    • 29 Days On Market

    Current Estimated Value $431,870

    Last Listing Agent Kara Mazzola First Choice Realty

    441 Allen Hill Rd, Brooklyn, CT 06234
  • 26 Jacqueline Ln, North Windham, CT 06256

    $70,000 Sold Aug 18, 2025

    26 Jacqueline Ln, North Windham, CT 06256

    • 2 Beds
    • 2 Baths
    • 924 Sq Ft
    • Built 1987

    Last Sold Summary

    • $76/SF
    • 34 Days On Market

    Last Listing Agent Derek Greene Derek Greene

    26 Jacqueline Ln, North Windham, CT 06256
  • 3 Westside Dr Unit 15, North Grosvenordale, CT 06255
    3 Westside Dr Unit 15, North Grosvenordale, CT 06255
    3 Westside Dr Unit 15, North Grosvenordale, CT 06255
    /41

    $305,000 Sold Apr 01, 2025

    3 Westside Dr Unit 15, North Grosvenordale, CT 06255

    • 2 Beds
    • 1.5 Baths
    • 1,472 Sq Ft
    • Built 1988

    Last Sold Summary

    • 5% Above List Price
    • $207/SF
    • 1 Day On Market

    Current Estimated Value $308,270

    Last Listing Agent Jennifer Holland Andrew J. Abu Inc., REALTORS®

    3 Westside Dr Unit 15, North Grosvenordale, CT 06255
  • 249 S Canterbury Rd, Canterbury, CT 06331

    $68,500 Sold Apr 24, 2025

    249 S Canterbury Rd, Canterbury, CT 06331

    • Land
    • 1.5 Acres
    • $45,667 per Acre

    Last Sold Summary

    • 40% Above List Price
    • 17 Days On Market

    Current Estimated Value $74,000

    Last Listing Agent Ryan King Aspen Realty Group

    249 S Canterbury Rd, Canterbury, CT 06331
  • 214 Park Rd, Putnam, CT 06260

    $225,000 Sold Oct 30, 2025

    214 Park Rd, Putnam, CT 06260

    • Land
    • 5.41 Acres
    • $41,590 per Acre

    Last Sold Summary

    • 36% Below List Price
    • 790 Days On Market

    Last Listing Agent Michael Collins Berkshire Hathaway NE Prop.

    214 Park Rd, Putnam, CT 06260
  • 16 Conrad's Park, Killingly, CT 06241

    $52,000 Sold Nov 05, 2025

    16 Conrad's Park, Killingly, CT 06241

    • 1 Bed
    • 1 Bath
    • 550 Sq Ft
    • Built 1961

    Last Sold Summary

    • 26% Below List Price
    • $95/SF
    • 23 Days On Market

    Last Listing Agent Tina Luft Kazantzis Real Estate, LLC

    16 Conrad's Park, Killingly, CT 06241
  • 118 Ashford Rd Unit 6, Eastford, CT 06242

    $295,000 Sold Sep 02, 2025

    118 Ashford Rd Unit 6, Eastford, CT 06242

    • 2 Beds
    • 2 Baths
    • 1,220 Sq Ft
    • Built 2015

    Last Sold Summary

    • 4% Below List Price
    • $242/SF
    • 9 Days On Market

    Current Estimated Value $297,706

    Last Listing Agent Brittany Kimlingen First Choice Realty

    118 Ashford Rd Unit 6, Eastford, CT 06242
  • 12 John St, Danielson, CT 06239

    $359,000 Sold Sep 23, 2025

    12 John St, Danielson, CT 06239

    • 3 Beds
    • 1.5 Baths
    • 1,248 Sq Ft
    • Built 1951

    Last Sold Summary

    • $288/SF
    • 107 Days On Market

    Current Estimated Value $356,559

    Last Listing Agent Nicholas Tomanelli Coldwell Banker Realty

    12 John St, Danielson, CT 06239
  • 601 Whetstone Mills Unit 601, Dayville, CT 06241

    $285,000 Sold Aug 01, 2025

    601 Whetstone Mills Unit 601, Dayville, CT 06241

    • 2 Beds
    • 1.5 Baths
    • 1,240 Sq Ft
    • Built 1989

    Last Sold Summary

    • 5% Below List Price
    • $230/SF
    • 36 Days On Market

    Current Estimated Value $282,711

    Last Listing Agent Jarrod Lewis J. Christopher Real Estate Group

    601 Whetstone Mills Unit 601, Dayville, CT 06241
  • 118 Lewis Blvd, Danielson, CT 06239

    $181,000 Sold Jan 28, 2025

    118 Lewis Blvd, Danielson, CT 06239

    • 5 Beds
    • 2 Baths
    • 2,312 Sq Ft
    • Built 1930

    Last Sold Summary

    • 10% Above List Price
    • $78/SF
    • 22 Days On Market

    Current Estimated Value $221,918

    Last Listing Agent John Oliveri Property Works New England

    118 Lewis Blvd, Danielson, CT 06239
  • 179 Hill Rd, Thompson, CT 06277

    $650,000 Sold Oct 08, 2025

    179 Hill Rd, Thompson, CT 06277

    • 4 Beds
    • 3.5 Baths
    • 4,016 Sq Ft
    • Built 2000

    Last Sold Summary

    • 13% Below List Price
    • $162/SF
    • 38 Days On Market

    Last Listing Agent John Downs Berkshire Hathaway NE Prop.

    179 Hill Rd, Thompson, CT 06277
  • 36 Fairway Dr, Windham, CT 06256

    $50,000 Sold Jul 29, 2025

    36 Fairway Dr, Windham, CT 06256

    • 2 Beds
    • 1 Bath
    • 672 Sq Ft
    • Built 1971

    Last Sold Summary

    • 9% Below List Price
    • $74/SF
    • 81 Days On Market

    Last Listing Agent Erica Molochnick RbRE, LLC

    36 Fairway Dr, Windham, CT 06256
  • 26 Hummingbird Way Unit 26, Killingly, CT 06241

    $322,000 Sold Oct 27, 2025

    26 Hummingbird Way Unit 26, Killingly, CT 06241

    • 2 Beds
    • 1 Bath
    • 1,146 Sq Ft
    • Built 2018

    Last Sold Summary

    • 8% Below List Price
    • $281/SF
    • 15 Days On Market

    Last Listing Agent Cary Marcoux RE/MAX Bell Park Realty

    26 Hummingbird Way Unit 26, Killingly, CT 06241
  • 124 New Rd, Thompson, CT 06277

    $654,000 Sold Jun 06, 2025

    124 New Rd, Thompson, CT 06277

    • 3 Beds
    • 2.5 Baths
    • 2,120 Sq Ft
    • Built 2025

    Last Sold Summary

    • 1% Above List Price
    • $308/SF
    • 8 Days On Market

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

    124 New Rd, Thompson, CT 06277
  • 37 Pulpit Rock Rd, Woodstock, CT 06281

    $625,000 Sold Sep 22, 2025

    37 Pulpit Rock Rd, Woodstock, CT 06281

    • 4 Beds
    • 2.5 Baths
    • 2,682 Sq Ft
    • Built 1968

    Last Sold Summary

    • 7% Below List Price
    • $233/SF
    • 129 Days On Market

    Current Estimated Value $598,000

    Last Listing Agent Carol Ryniewicz CR Premier Properties

    37 Pulpit Rock Rd, Woodstock, CT 06281
  • 23 Birchwood Dr, Dayville, CT 06241

    $440,000 Sold Nov 21, 2025

    23 Birchwood Dr, Dayville, CT 06241

    • 3 Beds
    • 3.5 Baths
    • 2,646 Sq Ft
    • Built 1986

    Last Sold Summary

    • 12% Below List Price
    • $166/SF
    • 50 Days On Market

    Last Listing Agent Amy Brunet Brunet and Company Real Estate

    23 Birchwood Dr, Dayville, CT 06241
  • 1264 Hartford Pike, Dayville, CT 06241

    $297,000 Sold Jul 11, 2025

    1264 Hartford Pike, Dayville, CT 06241

    • 4 Beds
    • 2 Baths
    • 1,600 Sq Ft
    • Built 1880

    Last Sold Summary

    • 2% Above List Price
    • $186/SF
    • 5 Days On Market

    Last Listing Agent Tina Lajoie William Raveis Real Estate

    1264 Hartford Pike, Dayville, CT 06241
  • 206 Boston Post Rd, Windham, CT 06256

    $45,000 Sold Jun 23, 2025

    206 Boston Post Rd, Windham, CT 06256

    • Land
    • 0.41 Acre
    • $109,756 per Acre

    Last Sold Summary

    • 32% Below List Price
    • 12 Days On Market

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

    206 Boston Post Rd, Windham, CT 06256
  • 56 Quaddick Rd, Thompson, CT 06277

    $795,000 Sold Jan 30, 2025

    56 Quaddick Rd, Thompson, CT 06277

    • 3 Beds
    • 1.5 Baths
    • 1,952 Sq Ft
    • Built 1800

    Last Sold Summary

    • $407/SF
    • 101 Days On Market

    Current Estimated Value $725,908

    Last Listing Agent Mary Collins Berkshire Hathaway NE Prop.

    56 Quaddick Rd, Thompson, CT 06277
  • 1100 Plainfield Pike, Sterling, CT 06377

    $137,500 Sold Jul 09, 2025

    1100 Plainfield Pike, Sterling, CT 06377

    • 3 Beds
    • 1 Bath
    • 1,920 Sq Ft
    • Built 1750

    Last Sold Summary

    • 31% Below List Price
    • $72/SF
    • 7 Days On Market

    Current Estimated Value $328,492

    Last Listing Agent Paul Stone Kazantzis Real Estate, LLC

    1100 Plainfield Pike, Sterling, CT 06377
  • 24 Blumenthal Dr, Dayville, CT 06241

    $385,000 Sold Oct 02, 2025

    24 Blumenthal Dr, Dayville, CT 06241

    • 3 Beds
    • 1.5 Baths
    • 1,248 Sq Ft
    • Built 1971

    Last Sold Summary

    • 4% Below List Price
    • $308/SF
    • 8 Days On Market

    Last Listing Agent Kara Mazzola First Choice Realty

    24 Blumenthal Dr, Dayville, CT 06241
  • 232 Ballouville Rd, Dayville, CT 06241

    $410,000 Sold Apr 30, 2025

    232 Ballouville Rd, Dayville, CT 06241

    • 8 Beds
    • 2 Baths
    • 2,450 Sq Ft
    • Built 1840

    Last Sold Summary

    • 5% Above List Price
    • $167/SF
    • 8 Days On Market

    Current Estimated Value $373,769

    Last Listing Agent Amy Brunet Brunet and Company Real Estate

    232 Ballouville Rd, Dayville, CT 06241
  • 1 Circle Dr, North Windham, CT 06256

    $154,000 Sold Jul 18, 2025

    1 Circle Dr, North Windham, CT 06256

    • 3 Beds
    • 2 Baths
    • 1,436 Sq Ft
    • Built 1987

    Last Sold Summary

    • 7% Below List Price
    • $107/SF
    • 252 Days On Market

    Last Listing Agent Ryan Smithwick eRealty Advisors, Inc.

    1 Circle Dr, North Windham, CT 06256
  • 309 Quinns Hill Rd, Dayville, CT 06241

    $91,000 Sold May 14, 2025

    309 Quinns Hill Rd, Dayville, CT 06241

    • Land
    • 4.5 Acres
    • $20,222 per Acre

    Last Sold Summary

    • 9% Below List Price
    • 131 Days On Market

    Current Estimated Value $89,569

    Last Listing Agent Cheryl Mallick Carey & Guarrera Real Estate

    309 Quinns Hill Rd, Dayville, CT 06241
  • 0 Lathrop Rd, Plainfield, CT 06374

    $90,000 Sold Jan 09, 2025

    0 Lathrop Rd, Plainfield, CT 06374

    • Land
    • 5.69 Acres
    • $15,817 per Acre

    Last Sold Summary

    • 28% Below List Price
    • 62 Days On Market

    Last Listing Agent Cary Marcoux RE/MAX Bell Park Realty

    0 Lathrop Rd, Plainfield, CT 06374
  • 614 Hartford Rd, Brooklyn, CT 06234

    $400,000 Sold Sep 24, 2025

    614 Hartford Rd, Brooklyn, CT 06234

    • 3 Beds
    • 2 Baths
    • 1,131 Sq Ft
    • Built 1929

    Last Sold Summary

    • $354/SF
    • 26 Days On Market

    Last Listing Agent Gina Wentworth Lebanon Green Real Estate

    614 Hartford Rd, Brooklyn, CT 06234
  • 366 Ash St Unit 2, Willimantic, CT 06226

    $225,000 Sold Nov 11, 2025

    366 Ash St Unit 2, Willimantic, CT 06226

    • 2 Beds
    • 1.5 Baths
    • 1,210 Sq Ft
    • Built 1988

    Last Sold Summary

    • $186/SF
    • 57 Days On Market

    Last Listing Agent Deb Chabot RE/MAX One

    366 Ash St Unit 2, Willimantic, CT 06226
  • 36 Dunleavy Dr, Woodstock, CT 06281

    $524,000 Sold Oct 20, 2025

    36 Dunleavy Dr, Woodstock, CT 06281

    • 3 Beds
    • 2 Baths
    • 2,036 Sq Ft
    • Built 1960

    Last Sold Summary

    • 5% Below List Price
    • $257/SF
    • 62 Days On Market

    Last Listing Agent Diane White CR Premier Properties

    36 Dunleavy Dr, Woodstock, CT 06281

Showing Results 1 - 40, Page 1 of 18

Connecticut Windham County

Recently Sold Real Estate & Homes in Windham County, CT

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

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Copyright © 2025 CoStar Group