Recently Sold Windham, CT Homes

• 

  $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
• 

  $255,000 Sold Jan 22, 2026

  Unlisted Address

  • 3 Beds
  • 2.5 Baths
  • 2,248 Sq Ft
  • Built 1969

  Last Sold Summary

  • 18% Below List Price
  • $113/SF
  • 205 Days On Market

  Current Estimated Value $278,106

  Last Listing Agent Valerie Yankus Property Shoppe, LLC

  Unlisted Address
• 

  $331,000 Sold Mar 16, 2026

  165 Ballamahack Rd, Windham, CT 06280

  • 3 Beds
  • 1.5 Baths
  • 1,382 Sq Ft
  • Built 1953

  Last Sold Summary

  • 10% Above List Price
  • $240/SF
  • 7 Days On Market

  Current Estimated Value $254,159

  Last Listing Agent Anthony La Penna Exceptional Real Estate LLC

  165 Ballamahack Rd, Windham, CT 06280
• 

  $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
• 

  $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
• 

  $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
• 

  $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

  Current Estimated Value $227,153

  Last Listing Agent Deb Chabot RE/MAX One

  366 Ash St Unit 2, Willimantic, CT 06226
• 

  $470,000 Sold Mar 23, 2026

  97 Bass Rd, Windham, CT 06280

  • 4 Beds
  • 2.5 Baths
  • 2,464 Sq Ft
  • Built 1991

  Last Sold Summary

  • 5% Above List Price
  • $191/SF
  • 39 Days On Market

  Current Estimated Value $446,916

  Last Listing Agent Lindsey Niarhakos RE/MAX One

  97 Bass Rd, Windham, CT 06280
• 

  $280,000 Sold Jun 11, 2025

  211 Roanoak Ave, Willimantic, CT 06226

  • 4 Beds
  • 1 Bath
  • 1,312 Sq Ft
  • Built 1979

  Last Sold Summary

  • 4% Above List Price
  • $213/SF
  • 2 Days On Market

  Current Estimated Value $284,831

  Last Listing Agent Sharon Watson Stokland List N Show LLC

  211 Roanoak Ave, Willimantic, CT 06226
• 

  $281,000 Sold Mar 20, 2026

  5 Kathleen Dr, Willimantic, CT 06226

  • 2 Beds
  • 2 Baths
  • 1,080 Sq Ft
  • Built 1987

  Last Sold Summary

  • 2% Above List Price
  • $260/SF
  • 40 Days On Market

  Current Estimated Value $273,467

  Last Listing Agent Sue Esposito Home Selling Team

  5 Kathleen Dr, Willimantic, CT 06226
• 

  $370,000 Sold May 15, 2025

  16 Victory Ln, Windham, CT 06226

  • 3 Beds
  • 2 Baths
  • 1,536 Sq Ft
  • Built 2011

  Last Sold Summary

  • 5% Above List Price
  • $241/SF
  • 8 Days On Market

  Current Estimated Value $383,447

  Last Listing Agent Lisa Gookin CR Premier Properties

  16 Victory Ln, Windham, CT 06226
• 

  $270,000 Sold Aug 08, 2025

  285 Jackson St, Willimantic, CT 06226

  • 3 Beds
  • 1 Bath
  • 1,080 Sq Ft
  • Built 1951

  Last Sold Summary

  • 6% Above List Price
  • $250/SF
  • 31 Days On Market

  Current Estimated Value $265,703

  Last Listing Agent Corrinne Lomazzo Berkshire Hathaway NE Prop.

  285 Jackson St, Willimantic, CT 06226
• 

  $260,000 Sold Dec 23, 2025

  76 S Windham Rd, Willimantic, CT 06226

  • 3 Beds
  • 2 Baths
  • 1,002 Sq Ft
  • Built 1975

  Last Sold Summary

  • 4% Above List Price
  • $259/SF
  • 35 Days On Market

  Current Estimated Value $266,603

  Last Listing Agent Jayson Kemp Five Stars Realty

  76 S Windham Rd, Willimantic, CT 06226
• 

  $290,000 Sold Aug 29, 2025

  106 Oxbow Dr, Willimantic, CT 06226

  • 3 Beds
  • 1.5 Baths
  • 1,784 Sq Ft
  • Built 1978

  Last Sold Summary

  • 8% Below List Price
  • $163/SF
  • 61 Days On Market

  Current Estimated Value $304,586

  Last Listing Agent Sondra Reid Home Selling Team

  106 Oxbow Dr, Willimantic, CT 06226
• 

  $360,000 Sold Jun 03, 2025

  29 Horn Rd, Windham, CT 06280

  • 3 Beds
  • 1.5 Baths
  • 1,512 Sq Ft
  • Built 1974

  Last Sold Summary

  • 6% Above List Price
  • $238/SF
  • 3 Days On Market

  Current Estimated Value $347,788

  Last Listing Agent Douglas Murphy Weichert,REALTORS-Four Corners

  29 Horn Rd, Windham, CT 06280
• 

  $320,000 Sold Aug 13, 2025

  195 Quarry St, Willimantic, CT 06226

  • 3 Beds
  • 2 Baths
  • 2,100 Sq Ft
  • Built 1979

  Last Sold Summary

  • $152/SF
  • 6 Days On Market

  Current Estimated Value $321,000

  Last Listing Agent Jasmine Baker RE/MAX One

  195 Quarry St, Willimantic, CT 06226
• 

  $81,400 Sold Feb 20, 2026

  27 Haley Ln, North Windham, CT 06256

  • 2 Beds
  • 1 Bath
  • 924 Sq Ft
  • Built 2004

  Last Sold Summary

  • 2% Above List Price
  • $88/SF
  • 17 Days On Market

  Last Listing Agent Katherine Hernandez Lantigua KW Legacy Partners

  27 Haley Ln, North Windham, CT 06256
• 

  $300,000 Sold Sep 04, 2025

  36 Lebanon Ave, Willimantic, CT 06226

  • 6 Beds
  • 3 Baths
  • 2,594 Sq Ft
  • Built 1920

  Last Sold Summary

  • 8% Above List Price
  • $116/SF
  • 69 Days On Market

  Current Estimated Value $302,343

  Last Listing Agent Deb Chabot RE/MAX One

  36 Lebanon Ave, Willimantic, CT 06226
• 

  $50,000 Sold Sep 26, 2025

  121 Highland View Dr, Windham, CT 06266

  • Land
  • 0.92 Acre
  • $54,348 per Acre

  Last Sold Summary

  • 11% Below List Price
  • 8 Days On Market

  Last Listing Agent Jeanne Crum Home Selling Team

  121 Highland View Dr, Windham, CT 06266
• 

  $219,900 Sold Jun 02, 2025

  4 Gifford Ave, Willimantic, CT 06226

  • 3 Beds
  • 2 Baths
  • 1,036 Sq Ft
  • Built 1971

  Last Sold Summary

  • $212/SF
  • 27 Days On Market

  Current Estimated Value $228,621

  Last Listing Agent Dennis Golden Real Broker CT, LLC

  4 Gifford Ave, Willimantic, CT 06226
• 

  $290,000 Sold Oct 01, 2025

  269 Jackson St, Willimantic, CT 06226

  • 3 Beds
  • 3 Baths
  • 2,382 Sq Ft
  • Built 1910

  Last Sold Summary

  • $122/SF
  • 47 Days On Market

  Current Estimated Value $292,081

  Last Listing Agent Michael A Tarallo Giner Real Estate

  269 Jackson St, Willimantic, CT 06226
• 

  $300,000 Sold Nov 13, 2025

  100 South St, Willimantic, CT 06226

  • 6 Beds
  • 2 Baths
  • 1,932 Sq Ft
  • Built 1914

  Last Sold Summary

  • $155/SF
  • 85 Days On Market

  Current Estimated Value $305,891

  Last Listing Agent Amber Jones KW Legacy Partners

  100 South St, Willimantic, CT 06226
• 

  $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

  Current Estimated Value $380,325

  Last Listing Agent Karan Garewal Winwin Realty

  47 Insalaco Dr, Windham, CT 06280
• 

  $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

  Current Estimated Value $302,949

  Last Listing Agent Kelley Vanacore Century 21 AllPoints Realty

  44 Woodland Dr, Windham, CT 06280
• 

  $160,000 Sold Dec 24, 2025

  33 MacHine Shop Hill Rd, South Windham, CT 06266

  • 5 Beds
  • 1 Bath
  • 2,548 Sq Ft
  • Built 1850

  Last Sold Summary

  • 33% Below List Price
  • $63/SF
  • 145 Days On Market

  Current Estimated Value $184,033

  Last Listing Agent Franchesca Pescatello Prue Realty LLC

  33 MacHine Shop Hill Rd, South Windham, CT 06266
• 

  $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 $265,164

  Last Listing Agent Lisa Barstow Simply Sold Real Estate

  77 Plains Rd, Windham, CT 06280
• 

  $362,900 Sold Mar 27, 2026

  91 Insalaco Dr, Windham, CT 06280

  • 3 Beds
  • 3 Baths
  • 2,128 Sq Ft
  • Built 2005

  Last Sold Summary

  • 1% Below List Price
  • $171/SF
  • 98 Days On Market

  Current Estimated Value $359,513

  Last Listing Agent Mike Thompson Countryside Realty

  91 Insalaco Dr, Windham, CT 06280
• 

  $321,130 Sold Jul 25, 2025

  95 Lauter Ave, Willimantic, CT 06226

  • 3 Beds
  • 2.5 Baths
  • 1,824 Sq Ft
  • Built 1956

  Last Sold Summary

  • 11% Above List Price
  • $176/SF
  • 44 Days On Market

  Current Estimated Value $333,532

  Last Listing Agent Jerome Zolobkowski Real Broker CT, LLC

  95 Lauter Ave, Willimantic, CT 06226
• 

  $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
• 

  $441,750 Sold Sep 02, 2025

  1157 Windham Rd, Windham, CT 06266

  • 3 Beds
  • 2 Baths
  • 1,400 Sq Ft
  • Built 2025

  Last Sold Summary

  • 2% Below List Price
  • $316/SF
  • 229 Days On Market

  Current Estimated Value $445,070

  Last Listing Agent Timothy Morse Alliance Realty LLC

  1157 Windham Rd, Windham, CT 06266
• 

  $370,000 Sold Jun 27, 2025

  46 Boulevard Rd, North Windham, CT 06256

  • 3 Beds
  • 1 Bath
  • 1,322 Sq Ft
  • Built 1965

  Last Sold Summary

  • 3% Below List Price
  • $280/SF
  • 79 Days On Market

  Current Estimated Value $373,090

  Last Listing Agent Ashley Walker Kazantzis Real Estate, LLC

  46 Boulevard Rd, North Windham, CT 06256
• 

  $293,000 Sold Aug 11, 2025

  34 Hilltop Dr, North Windham, CT 06256

  • 3 Beds
  • 2.5 Baths
  • 1,922 Sq Ft
  • Built 1999

  Last Sold Summary

  • 7% Above List Price
  • $152/SF
  • 5 Days On Market

  Current Estimated Value $305,497

  Last Listing Agent Sean Seigel RE/MAX Coast and Country

  34 Hilltop Dr, North Windham, CT 06256
• 

  $490,000 Sold Jul 10, 2025

  9 Earl Dr, Windham, CT 06280

  • 4 Beds
  • 2 Baths
  • 2,540 Sq Ft
  • Built 1963

  Last Sold Summary

  • $193/SF
  • 23 Days On Market

  Current Estimated Value $470,282

  Last Listing Agent Rick Loranger Coldwell Banker Realty

  9 Earl Dr, Windham, CT 06280
• 

  $240,000 Sold Oct 31, 2025

  209 Church St, Willimantic, CT 06226

  • 4 Beds
  • 2 Baths
  • 2,275 Sq Ft
  • Built 1879

  Last Sold Summary

  • 14% Below List Price
  • $105/SF
  • 84 Days On Market

  Current Estimated Value $250,513

  Last Listing Agent Rick Nassiff KW Legacy Partners

  209 Church St, Willimantic, CT 06226
• 

  $85,500 Sold Dec 03, 2025

  17 Jacqueline Ln, North Windham, CT 06256

  • 3 Beds
  • 2 Baths
  • 1,248 Sq Ft
  • Built 1987

  Last Sold Summary

  • 22% Below List Price
  • $69/SF
  • 117 Days On Market

  Last Listing Agent Anne Newmyer Simply Sold Real Estate

  17 Jacqueline Ln, North Windham, CT 06256
• 

  $284,000 Sold May 13, 2025

  11 Lovers Ln, Windham, CT 06280

  • 4 Beds
  • 2 Baths
  • 1,416 Sq Ft
  • Built 1945

  Last Sold Summary

  • 11% Below List Price
  • $201/SF
  • 168 Days On Market

  Current Estimated Value $278,972

  Last Listing Agent Rolando Navarro KW Legacy Partners

  11 Lovers Ln, Windham, CT 06280
• 

  $320,000 Sold Jun 02, 2025

  294 North St, Willimantic, CT 06226

  • 2 Beds
  • 1 Bath
  • 1,200 Sq Ft
  • Built 2005

  Last Sold Summary

  • 2% Above List Price
  • $267/SF
  • 8 Days On Market

  Current Estimated Value $330,275

  Last Listing Agent Rick Loranger Coldwell Banker Realty

  294 North St, Willimantic, CT 06226
• 

  $252,000 Sold Apr 21, 2025

  498 Prospect St, Willimantic, CT 06226

  • 3 Beds
  • 2 Baths
  • 1,476 Sq Ft
  • Built 1930

  Last Sold Summary

  • 3% Below List Price
  • $171/SF
  • 35 Days On Market

  Current Estimated Value $261,367

  Last Listing Agent janet krohn ERA Blanchard & Rossetto

  498 Prospect St, Willimantic, CT 06226
• 

  $310,000 Sold Sep 12, 2025

  19 Impala Dr, Willimantic, CT 06226

  • 4 Beds
  • 3.5 Baths
  • 2,257 Sq Ft
  • Built 1966

  Last Sold Summary

  • 4% Above List Price
  • $137/SF
  • 49 Days On Market

  Current Estimated Value $318,005

  Last Listing Agent Robyn Letourneau Berkshire Hathaway NE Prop.

  19 Impala Dr, Willimantic, CT 06226
• 

  $279,000 Sold Jun 12, 2025

  2 Skyline Dr, North Windham, CT 06256

  • 3 Beds
  • 2 Baths
  • 1,311 Sq Ft
  • Built 2002

  Last Sold Summary

  • 4% Above List Price
  • $213/SF
  • 4 Days On Market

  Current Estimated Value $281,241

  Last Listing Agent Lea Borgne Coldwell Banker Realty

  2 Skyline Dr, North Windham, CT 06256

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