Windham, CT Homes

• 

  $315,000

  Sold Jan 09, 2026

  128 Natchaug St, Willimantic, CT 06226

  • 3 Beds
  • 2 Baths
  • 2,376 Sq Ft
  • Built 1750

  Last Sold Summary

  • $133/SF
  • 3 Days On Market

  Current Estimated Value $323,835

  Last Listing Agent Orlando Diaz CT River Valley Homes LLC

  128 Natchaug St, Willimantic, CT 06226
• 

  Est $325,263

  Not Listed For Sale

  11 Baker Rd, North Windham, CT 06256

  • 3 Beds
  • 2.5 Baths
  • 2,314 Sq Ft
  • Built 1930

  11 Baker Rd, North Windham, CT 06256

  Last Sold Summary

  • 83 Days On Market
• 

  $50,000

  Sold Sep 10, 2025

  31 James Dr, North Windham, CT 06256

  • 2 Beds
  • 1 Bath
  • 924 Sq Ft
  • Built 1985

  Last Sold Summary

  • 28% Below List Price
  • $54/SF
  • 101 Days On Market

  Last Listing Agent Brandon Cramer KW Legacy Partners

  31 James Dr, North Windham, CT 06256
• 

  Est $242,831

  Not Listed For Sale

  21 Lynwood Dr, Willimantic, CT 06226

  • 4 Beds
  • 1 Bath
  • 1,320 Sq Ft
  • Built 1950

  21 Lynwood Dr, Willimantic, CT 06226

  Last Sold Summary

  • 20 Days On Market
• 

  $149,000

  Sold Apr 15, 2026

  64 Circle Dr, North Windham, CT 06256

  • 3 Beds
  • 2 Baths
  • 1,620 Sq Ft
  • Built 1997

  Last Sold Summary

  • 7% Below List Price
  • $92/SF
  • 52 Days On Market

  Last Listing Agent Britany Goyen BB Realty CT

  64 Circle Dr, North Windham, CT 06256
• 

  Est $290,751

  Not Listed For Sale

  8 Skyline Dr, North Windham, CT 06256

  • 3 Beds
  • 1.5 Baths
  • 1,320 Sq Ft
  • Built 2002

  8 Skyline Dr, North Windham, CT 06256

  Last Sold Summary

  • 38 Days On Market
• 

  $345,000

  Sold Apr 09, 2026

  41 Spring St, Willimantic, CT 06226

  • 9 Beds
  • 3.5 Baths
  • 4,057 Sq Ft
  • Built 1860

  Last Sold Summary

  • 8% Below List Price
  • $85/SF
  • 163 Days On Market

  Current Estimated Value $374,749

  Last Listing Agent Stephen Galinat Home Selling Team

  41 Spring St, Willimantic, CT 06226
• 

  Est $297,713

  Not Listed For Sale

  12 Old Plains Rd, Willimantic, CT 06226

  • 3 Beds
  • 1 Bath
  • 1,440 Sq Ft
  • Built 1890

  12 Old Plains Rd, Willimantic, CT 06226

  Last Sold Summary

  • 36 Days On Market
• 

  $215,000

  Sold Jul 25, 2025

  44 Old Plains Rd, Willimantic, CT 06226

  • 2 Beds
  • 1 Bath
  • 1,148 Sq Ft
  • Built 1939

  Last Sold Summary

  • 4% Below List Price
  • $187/SF
  • 41 Days On Market

  Current Estimated Value $233,280

  Last Listing Agent Melinda Walencewicz eXp Realty

  44 Old Plains Rd, Willimantic, CT 06226
• 

  Est $332,217

  Not Listed For Sale

  14 Oakwood Dr, Windham, CT 06280

  • 3 Beds
  • 1.5 Baths
  • 1,728 Sq Ft
  • Built 1960

  14 Oakwood Dr, Windham, CT 06280

  Last Sold Summary

  • 39 Days On Market
• 

  $45,000

  Sold Jan 09, 2026

  36 Long Dr, Windham, CT 06256

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

  Last Sold Summary

  • $96/SF
  • 30 Days On Market

  Last Listing Agent Daniel Saunders Great Homes Realty, LLC

  36 Long Dr, Windham, CT 06256
• 

  Est $273,688

  Not Listed For Sale

  125 Quercus Ave, Willimantic, CT 06226

  • 3 Beds
  • 1 Bath
  • 1,160 Sq Ft
  • Built 1890

  125 Quercus Ave, Willimantic, CT 06226

  Last Sold Summary

  • 20 Days On Market
• 

  $287,000

  Sold Nov 10, 2025

  195 South St, Willimantic, CT 06226

  • 2 Beds
  • 1 Bath
  • 1,656 Sq Ft
  • Built 1941

  Last Sold Summary

  • 4% Above List Price
  • $173/SF
  • 37 Days On Market

  Current Estimated Value $292,237

  Last Listing Agent Steven Piro BHHS Realty Professionals

  195 South St, Willimantic, CT 06226
• 

  Est $257,137

  Not Listed For Sale

  28 Greystone St, Willimantic, CT 06226

  • 4 Beds
  • 1.5 Baths
  • 1,206 Sq Ft
  • Built 1920

  28 Greystone St, Willimantic, CT 06226

  Last Sold Summary

  • 10 Days On Market
• 

  $495,000

  Sold Jun 18, 2025

  102 MacHine Shop Hill Rd, South Windham, CT 06266

  • 4 Beds
  • 2.5 Baths
  • 2,966 Sq Ft
  • Built 1865

  Last Sold Summary

  • 1% Below List Price
  • $167/SF
  • 5 Days On Market

  Current Estimated Value $495,443

  Last Listing Agent Sherry Borgeson Berkshire Hathaway NE Prop.

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

  Est $318,608

  Not Listed For Sale

  235 Mansfield Ave, Willimantic, CT 06226

  • 4 Beds
  • 1.5 Baths
  • 1,520 Sq Ft
  • Built 1890

  235 Mansfield Ave, Willimantic, CT 06226

  Last Sold Summary

  • 3 Days On Market
• 

  $447,000

  Sold Apr 30, 2026

  121 Insalaco Dr, Windham, CT 06280

  • 3 Beds
  • 2.5 Baths
  • 2,388 Sq Ft
  • Built 2004

  Last Sold Summary

  • 2% Above List Price
  • $187/SF
  • 75 Days On Market

  Current Estimated Value $440,406

  Last Listing Agent Mike Thompson Countryside Realty

  121 Insalaco Dr, Windham, CT 06280
• 

  Est $254,547

  Not Listed For Sale

  163 Manners Ave, Willimantic, CT 06226

  • 3 Beds
  • 1 Bath
  • 1,008 Sq Ft
  • Built 1973

  163 Manners Ave, Willimantic, CT 06226

  Last Sold Summary

  • 7 Days On Market
• 

  $360,000

  Sold Jun 20, 2025

  23 Parish Hill Rd, North Windham, CT 06256

  • 3 Beds
  • 2 Baths
  • 2,316 Sq Ft
  • Built 1715

  Last Sold Summary

  • 1% Below List Price
  • $155/SF
  • 15 Days On Market

  Current Estimated Value $372,774

  Last Listing Agent Rich Marouski Weichert,REALTORS-Four Corners

  23 Parish Hill Rd, North Windham, CT 06256
• 

  Est $323,536

  Not Listed For Sale

  225 Oakwood Dr, Windham, CT 06280

  • 4 Beds
  • 1.5 Baths
  • 2,660 Sq Ft
  • Built 1966

  225 Oakwood Dr, Windham, CT 06280

  Last Sold Summary

  • 9 Days On Market
• 

  $266,000

  Sold Feb 13, 2026

  15 Laurel Ln, Windham, CT 06280

  • 3 Beds
  • 1 Bath
  • 1,288 Sq Ft
  • Built 1958

  Last Sold Summary

  • $207/SF
  • 0 Days On Market

  Current Estimated Value $261,534

  Last Listing Agent Taylor Gildein Re/Max Results

  15 Laurel Ln, Windham, CT 06280
• 

  Est $259,520

  Not Listed For Sale

  78 Lima St, Willimantic, CT 06226

  • 3 Beds
  • 1 Bath
  • 1,014 Sq Ft
  • Built 1955

  78 Lima St, Willimantic, CT 06226

  Last Sold Summary

  • 6 Days On Market
• 

  $250,000

  Sold Sep 24, 2025

  235 High St, Willimantic, CT 06226

  • 4 Beds
  • 2 Baths
  • 1,265 Sq Ft
  • Built 1900

  Last Sold Summary

  • $198/SF
  • 68 Days On Market

  Current Estimated Value $261,536

  Last Listing Agent Rich Marouski Weichert,REALTORS-Four Corners

  235 High St, Willimantic, CT 06226
• 

  Est $275,861

  Not Listed For Sale

  45 Hilltop Dr, North Windham, CT 06256

  • 3 Beds
  • 2 Baths
  • 1,798 Sq Ft
  • Built 2002

  45 Hilltop Dr, North Windham, CT 06256

  Last Sold Summary

  • 8 Days On Market
• 

  $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 $274,723

  Last Listing Agent Amber Jones KW Legacy Partners

  30 Mcdermott Ave, Willimantic, CT 06226
• 

  Est $268,028

  Not Listed For Sale

  167 Summit St, Willimantic, CT 06226

  • 4 Beds
  • 2 Baths
  • 1,857 Sq Ft
  • Built 1895

  167 Summit St, Willimantic, CT 06226

  Last Sold Summary

  • 99 Days On Market
• 

  $415,000

  Sold Oct 15, 2025

  129 Grove St, Willimantic, CT 06226

  • 4 Beds
  • 3 Baths
  • 2,427 Sq Ft
  • Built 1900

  Last Sold Summary

  • $171/SF
  • 60 Days On Market

  Current Estimated Value $427,530

  Last Listing Agent Nicole Tavernier Coldwell Banker Realty

  129 Grove St, Willimantic, CT 06226
• 

  Est $237,764

  Not Listed For Sale

  148 Roanoak Ave, Willimantic, CT 06226

  • 3 Beds
  • 1 Bath
  • 936 Sq Ft
  • Built 1971

  148 Roanoak Ave, Willimantic, CT 06226

  Last Sold Summary

  • 7 Days On Market
• 

  $337,000

  Sold Nov 18, 2025

  384 Prospect St, Willimantic, CT 06226

  • 6 Beds
  • 3 Baths
  • 3,274 Sq Ft
  • Built 1890

  Last Sold Summary

  • 1% Above List Price
  • $103/SF
  • 104 Days On Market

  Current Estimated Value $359,642

  Last Listing Agent Heather Meehan Meehan & Daughters Real Estate

  384 Prospect St, Willimantic, CT 06226
• 

  Est $249,471

  Not Listed For Sale

  285 Church St, Willimantic, CT 06226

  • 2 Beds
  • 1 Bath
  • 1,032 Sq Ft
  • Built 1952

  285 Church St, Willimantic, CT 06226

  Last Sold Summary

  • 29 Days On Market
• 

  $316,500

  Sold Mar 04, 2026

  925 Windham Rd, South Windham, CT 06266

  • 3 Beds
  • 1 Bath
  • 1,344 Sq Ft
  • Built 1960

  Last Sold Summary

  • 1% Below List Price
  • $235/SF
  • 39 Days On Market

  Current Estimated Value $307,648

  Last Listing Agent Clarence Russ Home Selling Team

  925 Windham Rd, South Windham, CT 06266
• 

  Est $278,024

  Not Listed For Sale

  237 Mansfield Ave, Willimantic, CT 06226

  • 3 Beds
  • 1.5 Baths
  • 1,300 Sq Ft
  • Built 1920

  237 Mansfield Ave, Willimantic, CT 06226

  Last Sold Summary

  • 35 Days On Market
• 

  $375,000

  Sold Jun 12, 2025

  64 Parish Hill Rd, North Windham, CT 06256

  • 3 Beds
  • 1 Bath
  • 1,260 Sq Ft
  • Built 1951

  Last Sold Summary

  • 7% Above List Price
  • $298/SF
  • 10 Days On Market

  Current Estimated Value $382,642

  Last Listing Agent Melinda Walencewicz eXp Realty

  64 Parish Hill Rd, North Windham, CT 06256
• 

  Est $302,800

  Not Listed For Sale

  349 Mansfield Ave, Willimantic, CT 06226

  • 3 Beds
  • 1 Bath
  • 1,336 Sq Ft
  • Built 1951

  349 Mansfield Ave, Willimantic, CT 06226

  Last Sold Summary

  • 13 Days On Market
• 

  $88,000

  Sold Mar 17, 2026

  615 Jackson St, Willimantic, CT 06226

  • 3 Beds
  • 2 Baths
  • 1,433 Sq Ft
  • Built 1877

  Last Sold Summary

  • 60% Below List Price
  • $61/SF
  • 2 Days On Market

  Current Estimated Value $232,975

  Last Listing Agent Irene Cheung BHGRE Shore & Country

  615 Jackson St, Willimantic, CT 06226
• 

  Est $241,336

  Not Listed For Sale

  287 Jackson St, Willimantic, CT 06226

  • 6 Beds
  • 2 Baths
  • 2,202 Sq Ft
  • Built 1910

  287 Jackson St, Willimantic, CT 06226

  Last Sold Summary

  • 150 Days On Market
• 

  $269,000

  Sold Nov 25, 2025

  289 Church St, Willimantic, CT 06226

  • 4 Beds
  • 1.5 Baths
  • 2,032 Sq Ft
  • Built 1937

  Last Sold Summary

  • $132/SF
  • 10 Days On Market

  Current Estimated Value $283,401

  Last Listing Agent Tommy Connors Redfin Corporation

  289 Church St, Willimantic, CT 06226
• 

  Est $268,823

  Not Listed For Sale

  264 Prospect St, Willimantic, CT 06226

  • 3 Beds
  • 2 Baths
  • 1,627 Sq Ft
  • Built 1865

  264 Prospect St, Willimantic, CT 06226

  Last Sold Summary

  • 35 Days On Market
• 

  $335,000

  Sold May 01, 2026

  174 Mansfield Ave, Willimantic, CT 06226

  • 6 Beds
  • 2 Baths
  • 1,582 Sq Ft
  • Built 1900

  Last Sold Summary

  • 4% Below List Price
  • $212/SF
  • 10 Days On Market

  Current Estimated Value $347,730

  Last Listing Agent Rich Marouski Weichert,REALTORS-Four Corners

  174 Mansfield Ave, Willimantic, CT 06226
• 

  Est $248,519

  Not Listed For Sale

  59 MacHine Shop Hill Rd, South Windham, CT 06266

  • 3 Beds
  • 1.5 Baths
  • 2,022 Sq Ft
  • Built 1872

  59 MacHine Shop Hill Rd, South Windham, CT 06266

  Last Sold Summary

  • 11 Days On Market

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