Windham, CT Homes

• 

  $139,000

  Sold Jun 24, 2026

  11 Circle Dr, North Windham, CT 06256

  • 4 Beds
  • 2 Baths
  • 1,512 Sq Ft
  • Built 2003

  Last Sold Summary

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

  Last Listing Agent Roberta Cardinal RbRE, LLC

  11 Circle Dr, North Windham, CT 06256
• 

  Est $361,496

  Not Listed For Sale

  50 S Windham Rd, Willimantic, CT 06226

  • 4 Beds
  • 2 Baths
  • 1,966 Sq Ft
  • Built 1975

  50 S Windham Rd, Willimantic, CT 06226

  Last Sold Summary

  • 33 Days On Market

  Last Listing Agent Tonya Hughes Coldwell Banker Realty
• 

  

  

  /40

  $274,900

  Open Sat 11AM - 1PM Coming Soon

  • 4 Beds
  • 2 Baths
  • 1,648 Sq Ft

  27 Gamache Ln, North Windham, CT 06256

  Offered for the first time in 24 years and loaded with high-ticket updates, this spacious 1648 ft.2 Cape Cod offers four bedrooms, two full baths, and is set on a private .61 acre lot in a small neighborhood! Over the past 12 years, the seller performed substantial updates including a new metal roof, installed a new central air system with new ductwork, converted from oil to propane, added a high

  James Burnett Eagle Eye Realty PLLC

  27 Gamache Ln, North Windham, CT 06256
• 

  $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 $256,828

  Last Listing Agent Rick Nassiff KW Legacy Partners

  209 Church St, Willimantic, CT 06226
• 

  Est $395,675

  Not Listed For Sale

  71 Lovers Ln, Windham, CT 06280

  • 3 Beds
  • 2 Baths
  • 1,938 Sq Ft
  • Built 2002

  71 Lovers Ln, Windham, CT 06280

  Last Sold Summary

  • 4 Days On Market

  Last Listing Agent Mark Tetreault, II RE/MAX Bell Park Realty
• 

  

  /39

  $374,900

  Pending

  • 3 Beds
  • 2 Baths
  • 1,718 Sq Ft

  45 Whittemore St, Willimantic, CT 06226

  Welcome home to this lovingly maintained 3-bedroom, 2-bath Ranch set on nearly half an acre in Willimantic. A welcoming slate-tiled foyer leads into a spacious living room that flows seamlessly into the dining area, creating a bright and inviting space filled with natural light. The eat-in kitchen features warm wood cabinetry, granite countertops, and ample workspace for meal preparation. Step

  Nadia Kachwaha KW Legacy Partners

  45 Whittemore 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
• 

  Est $296,719

  Not Listed For Sale

  260 Jackson St, Willimantic, CT 06226

  • 5 Beds
  • 2 Baths
  • 2,464 Sq Ft
  • Built 1900

  260 Jackson St, Willimantic, CT 06226

  Last Sold Summary

  • 8 Days On Market

  Last Listing Agent Brian McCarthy Home Selling Team
• 

  

  /38

  $265,000

  • 3 Beds
  • 1 Bath
  • 1,140 Sq Ft

  512 Pleasant St, Willimantic, CT 06226

  Welcome to 512 Pleasant Street, a move-in ready single-family home offering comfort, convenience, and modern updates. The beautifully updated kitchen serves as the heart of the home, featuring stylish finishes and a functional layout that's perfect for everyday living and entertaining. This well-maintained property is ready for its next owner to move right in and enjoy. With inviting living

  Sondra Reid Home Selling Team

  512 Pleasant St, Willimantic, CT 06226
• 

  $275,000

  Sold Jul 15, 2026

  46 Station Rd, North Windham, CT 06256

  • 4 Beds
  • 2 Baths
  • 1,272 Sq Ft
  • Built 1953

  Last Sold Summary

  • 8% Below List Price
  • $216/SF
  • 7 Days On Market

  Current Estimated Value $306,846

  Last Listing Agent Ann Marie Meres McCorrison DW Fish Real Estate

  46 Station Rd, North Windham, CT 06256
• 

  Est $302,559

  Not Listed For Sale

  410 Valley St, Willimantic, CT 06226

  • 6 Beds
  • 2 Baths
  • 2,484 Sq Ft
  • Built 1925

  410 Valley St, Willimantic, CT 06226

  Last Sold Summary

  • 6 Days On Market

  Last Listing Agent Elaine Abouakar CENTURY 21 AllPoints Realty
• 

  

  /39

  $874,000

  $125K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,808 Sq Ft

  254 Beaver Hill Rd, North Windham, CT 06256

  Hidden Acres is a rare opportunity to own 70+ secluded acres where rustic charm, craftsmanship, and modern functionality come together. Tucked away in a private setting, this extraordinary farm features a 14,400-square-foot equestrian facility with a 12-stall barn and indoor riding arena, ideal for horse enthusiasts, trainers, or those seeking a premier recreational property. A heated

  Lori Vogel William Raveis Real Estate

  254 Beaver Hill Rd, North Windham, CT 06256
• 

  $321,600

  Sold Apr 30, 2026

  170 Windham Center Rd, Windham, CT 06280

  • 3 Beds
  • 1 Bath
  • 1,423 Sq Ft
  • Built 1900

  Last Sold Summary

  • 7% Above List Price
  • $226/SF
  • 5 Days On Market

  Current Estimated Value $318,821

  Last Listing Agent Brenda Chubbuck Berkshire Hathaway NE Prop.

  170 Windham Center Rd, Windham, CT 06280
• 

  Est $221,088

  Not Listed For Sale

  366 Ash St Unit 3, Willimantic, CT 06226

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

  366 Ash St Unit 3, Willimantic, CT 06226

  Last Sold Summary

  • 4 Days On Market

  Last Listing Agent Tina Luft Kazantzis Real Estate, LLC
• 

  

  /40

  $339,000

  Under Contract

  • 4 Beds
  • 1 Bath
  • 1,100 Sq Ft

  63 Beacon Rd, Windham, CT 06280

  Welcome to your own private oasis! This beautifully maintained, sunny, move in ready home perfectly showcases true pride of ownership. Step inside to discover a bright and airy open floor plan on the main level. At the heart of the home is an updated kitchen, complete with newer granite countertops and appliances. The living space extends to the lower level, where you will find an additional

  Deb Chabot RE/MAX One

  63 Beacon Rd, Windham, CT 06280
• 

  $157,100

  Sold Jun 05, 2026

  3 Elizabeth Ln, North Windham, CT 06256

  • 3 Beds
  • 2 Baths
  • 1,152 Sq Ft
  • Built 1996

  Last Sold Summary

  • 1% Below List Price
  • $136/SF
  • 56 Days On Market

  Last Listing Agent Katherine Hernandez Lantigua KW Legacy Partners

  3 Elizabeth Ln, North Windham, CT 06256
• 

  Est $272,096

  Not Listed For Sale

  193 Brick Top Rd, Windham, CT 06280

  • 3 Beds
  • 1 Bath
  • 960 Sq Ft
  • Built 1956

  193 Brick Top Rd, Windham, CT 06280

  Last Sold Summary

  • 54 Days On Market

  Last Listing Agent Rick Nassiff KW Legacy Partners
• 

  

  /39

  $340,000

  Under Contract

  • 3 Beds
  • 1.5 Baths
  • 1,494 Sq Ft

  64 Chestnut St, Willimantic, CT 06226

  Located in the Historic Hill section of romantic Willimantic, this charming Craftsman-era bungalow offers the perfect blend of historic character and modern convenience, just minutes from downtown shops, restaurants, and local attractions. Before you even step inside, beautifully maintained gardens welcome you to the expansive front porch-an ideal spot to relax and enjoy the neighborhood's

  Stephen Galinat Home Selling Team

  64 Chestnut 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 $325,456

  Last Listing Agent Robyn Letourneau Berkshire Hathaway NE Prop.

  19 Impala Dr, Willimantic, CT 06226
• 

  Est $360,671

  Not Listed For Sale

  201 Lewiston Ave, Willimantic, CT 06226

  • 3 Beds
  • 2.5 Baths
  • 2,160 Sq Ft
  • Built 1909

  201 Lewiston Ave, Willimantic, CT 06226

  Last Sold Summary

  • 28 Days On Market

  Last Listing Agent Sue Esposito Home Selling Team
• 

  

  /28

  $425,000

  Pending

  • 5 Beds
  • 2.5 Baths
  • 2,848 Sq Ft

  272 Prospect St, Willimantic, CT 06226

  Step back in time in this majestic REMODELED 5-Bedroom Queen Anne-style Victorian home complete with wrap-around porch, gorgeous stone pathway gardens, soaring ceilings, hardwood floors, original woodwork, AND a beautifully remodeled kitchen!! The George Tiffany House circa 1890 offers plenty of rich history and architectural character and is on the National Registery of Historic Places. The

  Lori Ciccarelli RE/MAX One

  272 Prospect St, Willimantic, CT 06226
• 

  $295,000

  Sold May 21, 2026

  390 Mansfield Ave, Willimantic, CT 06226

  • 3 Beds
  • 1 Bath
  • 1,224 Sq Ft
  • Built 1962

  Last Sold Summary

  • 4% Above List Price
  • $241/SF
  • 2 Days On Market

  Current Estimated Value $293,020

  Last Listing Agent Kara Mazzola First Choice Realty

  390 Mansfield Ave, Willimantic, CT 06226
• 

  Est $281,056

  Not Listed For Sale

  25 Roanoak Ave, Willimantic, CT 06226

  • 4 Beds
  • 1.5 Baths
  • 1,306 Sq Ft
  • Built 1971

  25 Roanoak Ave, Willimantic, CT 06226

  Last Sold Summary

  • 55 Days On Market

  Last Listing Agent Amy Rio Better Homes and Gardens Real Estate Executive Real Estate
• 

  

  /11

  $118,999

  Pending

  • 2 Beds
  • 1 Bath
  • 1,012 Sq Ft

  5 Fairway Dr, Windham, CT 06256

  Double wide spaces mobile home must see. 2 full bath. Open floor plan for living room, kitchen dining and island. Updated to propane in 2024. Near shopping centers, super Wal-mart, Homedepot etc. closed by colleges: 6 minutes to Eastern University, 15 minutes to UCONN. Mobile park approval require.

  Antoine Vo A Vo Real Estate

  5 Fairway Dr, Windham, CT 06256
• 

  $326,000

  Sold Apr 10, 2026

  9 Highland View Dr, South Windham, CT 06266

  • 3 Beds
  • 1 Bath
  • 960 Sq Ft
  • Built 1962

  Last Sold Summary

  • 3% Above List Price
  • $340/SF
  • 32 Days On Market

  Current Estimated Value $325,250

  Last Listing Agent Brian Connolly Real Broker CT, LLC

  9 Highland View Dr, South Windham, CT 06266
• 

  Est $253,962

  Not Listed For Sale

  167 Ash St, Willimantic, CT 06226

  • 3 Beds
  • 1.5 Baths
  • 1,260 Sq Ft
  • Built 1910

  167 Ash St, Willimantic, CT 06226

  Last Sold Summary

  • 8 Days On Market

  Last Listing Agent Gabriella Navick Navick Properties LLC
• 

  

  /15

  $299,900

  • 4 Beds
  • 1.5 Baths
  • 2,006 Sq Ft

  232 North St, Willimantic, CT 06226

  Located in the highly desirable Upper Hills neighborhood of Willimantic, just a short distance to Eastern Connecticut State University, this charming Colonial blends timeless character with an unbeatable location. Offering over 2,000 square feet of living space, this home features four spacious bedrooms, one and a half bathrooms, soaring ceilings, original hardwood floors throughout and a classic

  Derek Eisenberg Continental Real Estate

  232 North St, Willimantic, CT 06226
• 

  $140,000

  Sold May 14, 2026

  5 Charles St, Willimantic, CT 06226

  • 3 Beds
  • 1 Bath
  • 1,310 Sq Ft
  • Built 1902

  Last Sold Summary

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

  Current Estimated Value $153,949

  Last Listing Agent Missy Willard Carl Guild & Associates

  5 Charles St, Willimantic, CT 06226
• 

  Est $292,124

  Not Listed For Sale

  126 Roanoak Ave, Willimantic, CT 06226

  • 3 Beds
  • 2 Baths
  • 1,306 Sq Ft
  • Built 1971

  126 Roanoak Ave, Willimantic, CT 06226

  Last Sold Summary

  • 2 Days On Market

  Last Listing Agent Rich Marouski Weichert,REALTORS-Four Corners
• 

  

  /40

  $365,000

  • 3 Beds
  • 2 Baths
  • 2,318 Sq Ft

  207 Summit St, Willimantic, CT 06226

  Step into a truly one-of-a-kind home where history, character, and creativity come together. Originally built circa 1892 as the historic Hilltop Hose Company No. 3 Firehouse, this remarkable property has been thoughtfully transformed into an eclectic single-family residence while honoring its architectural roots. The 1,000-square-foot first floor offers an expansive open layout with soaring

  Sue Esposito Home Selling Team

  207 Summit St, Willimantic, CT 06226
• 

  $357,000

  Sold Jul 24, 2026

  99 Bellevue St, Willimantic, CT 06226

  • 5 Beds
  • 2 Baths
  • 2,166 Sq Ft
  • Built 1932

  Last Sold Summary

  • 2% Above List Price
  • $165/SF
  • 59 Days On Market

  Current Estimated Value $345,792

  Last Listing Agent Sue Esposito Home Selling Team

  99 Bellevue St, Willimantic, CT 06226
• 

  Est $313,040

  Not Listed For Sale

  9 Ann St, Willimantic, CT 06226

  • 4 Beds
  • 2 Baths
  • 2,200 Sq Ft
  • Built 1900

  9 Ann St, Willimantic, CT 06226

  Last Sold Summary

  • 75 Days On Market

  Last Listing Agent Kara Mazzola First Choice Realty
• 

  

  /6

  $198,500

  Pending

  • 4 Beds
  • 2 Baths
  • 1,152 Sq Ft

  50 South St, Willimantic, CT 06226

  No entry into this property will be available to the public due to the inhabitable condition and all offers will be submitted sight unseen. This property is being sold as is, in an Estate, and will require Probate Court approval. The sale of this property is a short sale.

  Franchesca Pescatello Prue Realty LLC

  50 South St, Willimantic, CT 06226
• 

  $366,000

  Sold Aug 28, 2025

  244,278,286R Indian Hollow Rd, Windham, CT 06280

  • Land
  • 65.27 Acres
  • $5,607 per Acre

  Last Sold Summary

  • 8% Below List Price
  • 29 Days On Market

  Last Listing Agent Amber Alcazar Coldwell Banker Realty

  244,278,286R Indian Hollow Rd, Windham, CT 06280
• 

  Est $314,775

  Not Listed For Sale

  40 Beacon Rd, Windham, CT 06280

  • 3 Beds
  • 2 Baths
  • 1,536 Sq Ft
  • Built 1965

  40 Beacon Rd, Windham, CT 06280

  Last Sold Summary

  • 20 Days On Market

  Last Listing Agent Kristen Merrill Countryside Realty
• 

  

  /26

  $439,000

  $4K PRICE INCREASE

  • 4 Beds
  • 2 Baths
  • 1,787 Sq Ft

  7 Devotion Rd, Windham, CT 06280

  Nestled in the peaceful, rural charm of Scotland, CT, this lovingly updated 9-room, 4-bedroom, 2-bathroom home delivers the perfect blend of comfort, character, and modern convenience. From the moment you arrive, you'll feel the embrace of home - and see endless opportunities for family life here. This home is ready for your life to unfold - from quiet weekday mornings to lively gatherings. Step

  Alexia Andrade US Asset Realty

  7 Devotion Rd, Windham, CT 06280
• 

  $550,000

  Sold Jun 26, 2026

  37 Manners Ave, Willimantic, CT 06226

  • 8 Beds
  • 5 Baths
  • 4,824 Sq Ft
  • Built 1972

  Last Sold Summary

  • 16% Above List Price
  • $114/SF
  • 6 Days On Market

  Current Estimated Value $491,012

  Last Listing Agent Stephen Daly KW Legacy Partners

  37 Manners Ave, Willimantic, CT 06226
• 

  Est $255,810

  Not Listed For Sale

  33 Roanoak Ave, Willimantic, CT 06226

  • 3 Beds
  • 1.5 Baths
  • 1,306 Sq Ft
  • Built 1971

  33 Roanoak Ave, Willimantic, CT 06226

  Last Sold Summary

  • 42 Days On Market

  Last Listing Agent Jenny Adamo KW Legacy Partners
• 

  

  /18

  $165,500

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

  28 Circle Dr, Windham, CT 06256

  Completely remodeled 3-bedroom, 2-bath mobile home in North Windham! This move-in-ready home has been thoughtfully updated throughout and features a brand-new roof, new appliances, and modern finishes from top to bottom. The interior offers a bright and functional layout with updated flooring, refreshed kitchen and bathrooms, and comfortable living space. With recent upgrades throughout, this

  Arielle Ruffin Choice Realty

  28 Circle Dr, Windham, CT 06256
• 

  $59,900

  Sold Aug 14, 2025

  51 James Dr, North Windham, CT 06256

  • 2 Beds
  • 1 Bath
  • 844 Sq Ft
  • Built 1966

  Last Sold Summary

  • 13% Below List Price
  • $71/SF
  • 14 Days On Market

  Last Listing Agent Nancy Bard Bard Real Estate, LLC

  51 James Dr, North Windham, CT 06256

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