Windham, CT Homes

• 

  

  

  /37

  $74,000

  Under Contract

  • 2 Beds
  • 2 Baths
  • 924 Sq Ft

  14 Kitty Ln, Windham, CT 06256

  Welcome to Stonegate Manor! This well-maintained 2-bedroom, 2-bath home offers a bright, open floor plan with brand-new neutral carpeting throughout the living areas and bedrooms. The spacious living room features abundant light, a ceiling fan, and flows seamlessly into the eat-in kitchen and dining area. The kitchen offers oak cabinetry with decorative glass-front cabinets, ample counter space,

  Kara Mazzola First Choice Realty

  14 Kitty Ln, Windham, CT 06256
• 

  $529,000

  Sold Aug 12, 2026

  280 Gager Hill Rd, Windham, CT 06280

  • 5 Beds
  • 2.5 Baths
  • 2,808 Sq Ft
  • Built 1900

  Last Sold Summary

  • $188/SF
  • 40 Days On Market

  Current Estimated Value $533,311

  Last Listing Agent Jay Kelly William Raveis Real Estate

  280 Gager Hill Rd, Windham, CT 06280
• 

  Est $269,061

  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
• 

  

  

  /11

  $799,900

  Pending

  • Land
  • 56.4 Acres
  • $14,183 per Acre

  253 Brick Top Rd, Windham, CT 06280

  64+/- acres on Route 14, the largest parcel available in Willimantic with access to public water and sewer. Three parcels sell together, 253 Brick Top 56.40 acres, 303R Brick Top 5.75 acres, 267 Brick Top 1.64 acres. Allowed uses: schools, museums, clubs, daycare, nursing homes, camping areas, private clubs and recreational facilities, commercial kennels, boarding facilities Several existing

  David Mieczynski National Realty Advisors LLC

  253 Brick Top Rd, Windham, CT 06280
• 

  $368,000

  Sold Sep 01, 2026

  394 Jerusalem Rd, Windham, CT 06280

  • 5 Beds
  • 3.5 Baths
  • 2,836 Sq Ft
  • Built 1765

  Last Sold Summary

  • 8% Below List Price
  • $130/SF
  • 19 Days On Market

  Current Estimated Value $396,926

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

  394 Jerusalem Rd, Windham, CT 06280
• 

  Est $290,625

  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

  $362,500

  Pending

  • 6 Beds
  • 2 Baths
  • 2,181 Sq Ft

  371 Prospect St, Willimantic, CT 06226

  Whether you're looking for abundant living space, room for extended household members, or an investment opportunity, this spacious 5-bedroom, 2-bath home offers exceptional flexibility in a prime Windham location. The home features generously sized bedrooms, updated bathrooms, and a versatile floor plan that can easily adapt to a variety of needs. A possible sixth bedroom on the first floor

  Jason Boice eXp Realty

  371 Prospect St, Willimantic, CT 06226
• 

  $260,000

  Sold Jun 17, 2026

  22 Spring View Ln, Willimantic, CT 06226

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

  Last Sold Summary

  • 4% Above List Price
  • $274/SF
  • 34 Days On Market

  Current Estimated Value $259,412

  Last Listing Agent David Gamboa Bordenave The Hive Real Estate LLC

  22 Spring View Ln, Willimantic, CT 06226
• 

  Est $328,503

  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
• 

  

  /40

  $285,000

  Under Contract

  • 3 Beds
  • 1 Bath
  • 1,324 Sq Ft

  3 Bristol St, Willimantic, CT 06226

  Welcome to 3 Bristol St! Tucked away in a quiet Windham neighborhood, this well cared for home is a gardeners dream! Surrounded by established perennial gardens and fruit trees, the property offers a peaceful, tranquil setting while remaining just minutes from downtown and University areas. The flexible floor plan provides plenty of options, including an office that could easily be another

  Kathy Geryk Coldwell Banker Realty

  3 Bristol St, Willimantic, CT 06226
• 

  $142,000

  Sold Oct 08, 2025

  363 Tuckie Rd, Windham, CT 06256

  • 3 Beds
  • 2 Baths
  • 960 Sq Ft
  • Built 1998

  Last Sold Summary

  • 1% Above List Price
  • $148/SF
  • 38 Days On Market

  Last Listing Agent Michelle Garabedian Home Selling Team

  363 Tuckie Rd, Windham, CT 06256
• 

  Est $334,354

  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
• 

  

  /34

  $350,000

  $25K PRICE INCREASE

  • 3 Beds
  • 2 Baths
  • 1,228 Sq Ft

  15 Cracow Ave, Windham, CT 06280

  Move-in ready, single-level living meets your own private backyard retreat at 15 Cracow Avenue. This well-maintained 3-bedroom, 2-full-bath ranch offers the convenience buyers are searching for, with all three bedrooms and both full bathrooms located on the main living level. Inside, an open and inviting layout is highlighted by hardwood flooring, a wood-burning fireplace, and an updated kitchen

  AJ Davis Better Homes and Gardens Real Estate Executive Real Estate

  15 Cracow Ave, Windham, CT 06280
• 

  $295,000

  Sold Jul 28, 2026

  252 Roanoak Ave, Willimantic, CT 06226

  • 3 Beds
  • 1 Bath
  • 912 Sq Ft
  • Built 1980

  Last Sold Summary

  • 4% Above List Price
  • $323/SF
  • 5 Days On Market

  Current Estimated Value $284,213

  Last Listing Agent Franchesca Pescatello Prue Realty LLC

  252 Roanoak Ave, Willimantic, CT 06226
• 

  Est $273,824

  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
• 

  

  /32

  $250,000

  $125K PRICE DROP

  • 7 Beds
  • 4 Baths
  • 3,963 Sq Ft

  129 Valley St, Windham, CT 06226

  Mixed-use investment property with multiple income streams and strong value-add potential. The property is zoned B-1A and currently configured with two occupied residential units generating income, plus two additional gutted residential units with plumbing in place, ready for build-out. The property also includes a commercial storefront with a separate entrance, offering flexibility for a variety

  Kyle West eXp Realty

  129 Valley St, Windham, CT 06226
• 

  $355,000

  Sold Jun 01, 2026

  12 George St, Windham, CT 06280

  • 3 Beds
  • 1 Bath
  • 1,107 Sq Ft
  • Built 1962

  Last Sold Summary

  • 9% Above List Price
  • $321/SF
  • 2 Days On Market

  Current Estimated Value $355,873

  Last Listing Agent Bob Seele Coldwell Banker Realty

  12 George St, Windham, CT 06280
• 

  Est $332,052

  Not Listed For Sale

  4 George St, Windham, CT 06280

  • 3 Beds
  • 2 Baths
  • 1,540 Sq Ft
  • Built 1961

  4 George St, Windham, CT 06280

  Last Sold Summary

  • 28 Days On Market

  Last Listing Agent William Mandell Cameron Prestige
• 

  

  /37

  $152,000

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

  6 Circle Dr, North Windham, CT 06256

  Welcome to 6 Circle Drive, a spacious 3-bedroom, 2-full-bath mobile home located in North Windham's Stonegate Manor mobile home park. Situated on a corner lot, this home features a large kitchen, generously sized bedrooms, and decent closet space throughout. The primary bedroom includes an en-suite bath with a relaxing jacuzzi soaking tub. Enjoy approximately 340 sq. ft. of side decking, perfect

  Franchesca Pescatello Prue Realty LLC

  6 Circle Dr, North Windham, CT 06256
• 

  $385,000

  Sold May 28, 2026

  21 Lewiston Ave, Willimantic, CT 06226

  • 8 Beds
  • 3 Baths
  • 3,192 Sq Ft
  • Built 1890

  Last Sold Summary

  • 1% Below List Price
  • $121/SF
  • 11 Days On Market

  Current Estimated Value $400,116

  Last Listing Agent Gary Crawford RE/MAX RISE

  21 Lewiston Ave, Willimantic, CT 06226
• 

  Est $606,675

  Not Listed For Sale

  100 Windham Rd, Willimantic, CT 06226

  • 7 Beds
  • 4.5 Baths
  • 4,421 Sq Ft
  • Built 1870

  100 Windham Rd, Willimantic, CT 06226

  Last Sold Summary

  • 27 Days On Market

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

  

  /18

  $289,500

  $10K PRICE DROP Pending

  • 3 Beds
  • 1.5 Baths
  • 1,530 Sq Ft

  10 Potter St, Willimantic, CT 06226

  Check out this 1920s Dutch Colonial with many new upgrades! This property is on a small private lot that is easy to maintain. The front and rear porches allow plenty of opportunity to enjoy the yard and the neighborhood. The property overlooks Rotary Field and is within walking distance of Jillson Square. Property recently had a new oil tank and copper supply lines installed. Come take a look!

  Ryan King Aspen Realty Group

  10 Potter St, Willimantic, CT 06226
• 

  $300,000

  Sold Nov 18, 2025

  98 Windham St, Willimantic, CT 06226

  • 4 Beds
  • 2 Baths
  • 2,673 Sq Ft
  • Built 1890

  Last Sold Summary

  • 8% Above List Price
  • $112/SF
  • 118 Days On Market

  Current Estimated Value $304,735

  Last Listing Agent Sue Esposito Home Selling Team

  98 Windham St, Willimantic, CT 06226
• 

  Est $347,345

  Not Listed For Sale

  103 Bass Rd, Windham, CT 06280

  • 3 Beds
  • 1 Bath
  • 1,296 Sq Ft
  • Built 1960

  103 Bass Rd, Windham, CT 06280

  Last Sold Summary

  • 37 Days On Market

  Last Listing Agent Carol Webb Home Selling Team
• 

  

  /40

  $310,000

  • 5 Beds
  • 2 Baths
  • 1,488 Sq Ft

  134 Lauter Ave, Willimantic, CT 06226

  Charming One-Level Living Ranch Welcome to this delightful ranch-style home, perfectly situated on a serene, private lot adorned with beautiful fruit trees and a garden area. This residence offers the convenience of one-level living with a host of appealing updates. The main level features a modernized kitchen that flows seamlessly into a bright and airy living room, accentuated by abundant

  Jeanne Crum Home Selling Team

  134 Lauter Ave, Willimantic, CT 06226
• 

  $310,000

  Sold Apr 24, 2026

  39 S Windham Rd, Willimantic, CT 06226

  • 3 Beds
  • 1 Bath
  • 1,120 Sq Ft
  • Built 1949

  Last Sold Summary

  • 11% Above List Price
  • $277/SF
  • 4 Days On Market

  Current Estimated Value $322,074

  Last Listing Agent Susan Walsh RE/MAX One

  39 S Windham Rd, Willimantic, CT 06226
• 

  Est $304,901

  Not Listed For Sale

  26 Baker Rd, North Windham, CT 06256

  • 3 Beds
  • 1.5 Baths
  • 1,350 Sq Ft
  • Built 1970

  26 Baker Rd, North Windham, CT 06256

  Last Sold Summary

  • 72 Days On Market

  Last Listing Agent Diane Kendrick Coldwell Banker Realty
• 

  

  /40

  $399,000

  $50K PRICE DROP Pending

  • 5 Beds
  • 2.5 Baths
  • 2,816 Sq Ft

  7 Sycamore Terrace, Windham, CT 06280

  Welcome Home to this beautifully updated 5-bedroom Colonial tucked away on a dead end road on a private, wooded .78-acre lot. Step inside to a sunlit living room where the fireplace sets the tone for cozy New England evenings, flowing seamlessly into the formal dining room and updated kitchen - ideal for hosting holidays or casual weeknight meals. Just off the main level, you will find a

  John M Varrone, Terry Varrone eXp Realty

  7 Sycamore Terrace, Windham, CT 06280
• 

  $275,000

  Sold Oct 15, 2025

  96 South St, Willimantic, CT 06226

  • 6 Beds
  • 2 Baths
  • 1,736 Sq Ft
  • Built 1914

  Last Sold Summary

  • 5% Below List Price
  • $158/SF
  • 129 Days On Market

  Current Estimated Value $295,699

  Last Listing Agent Amber Jones KW Legacy Partners

  96 South St, Willimantic, CT 06226
• 

  Est $277,998

  Not Listed For Sale

  235 S Park St, Willimantic, CT 06226

  • 4 Beds
  • 2 Baths
  • 1,590 Sq Ft
  • Built 1900

  235 S Park St, Willimantic, CT 06226

  Last Sold Summary

  • 24 Days On Market

  Last Listing Agent Katie Villa Berkshire Hathaway NE Prop.
• 

  

  /3

  $40,000

  Pending

  • Land
  • 1.08 Acres
  • $37,037 per Acre

  248 Tuckie Rd, Windham, CT 06256

  Buildable 1.08 acre lot in a nice location in North Windham. Close to conveniences, yet off the beaten path. Just minutes to shopping and dining, the Mansfield Hollow Dam Walk, Joshuas Trust land, and Windham Golf Course, just to name a few nearby amenities. A wonderful spot to build your new home!

  Sue Esposito Home Selling Team

  248 Tuckie Rd, Windham, CT 06256
• 

  $245,000

  Sold Mar 12, 2026

  15 Bristol St, Willimantic, CT 06226

  • 3 Beds
  • 1 Bath
  • 1,170 Sq Ft
  • Built 1940

  Last Sold Summary

  • 6% Below List Price
  • $209/SF
  • 26 Days On Market

  Current Estimated Value $261,389

  Last Listing Agent Ted Jarrett Berkshire Hathaway NE Prop.

  15 Bristol St, Willimantic, CT 06226
• 

  Est $383,263

  Not Listed For Sale

  114 Highland View Dr, South Windham, CT 06266

  • 5 Beds
  • 2.5 Baths
  • 2,660 Sq Ft
  • Built 1973

  114 Highland View Dr, South Windham, CT 06266

  Last Sold Summary

  • 54 Days On Market

  Last Listing Agent Lawrence Ross Weichert,REALTORS-Four Corners
• 

  

  /38

  $229,000

  Under Contract

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

  366 Ash St Unit 1, Willimantic, CT 06226

  End unit condo in one of the most sought-after complexes in Nice. Features include a modern kitchen with granite countertops, tile backsplash, and ample cabinet storage. The open-concept living and dining area boasts vaulted ceilings and an abundance of natural light from large windows. Main-level half bath for convenience. Upstairs, the spacious primary bedroom offers vaulted ceilings, a

  Jeanne Crum Home Selling Team

  366 Ash St Unit 1, Willimantic, CT 06226
• 

  $275,000

  Sold Aug 04, 2026

  104 Fairview St, Willimantic, CT 06226

  • 2 Beds
  • 2 Baths
  • 1,053 Sq Ft
  • Built 1890

  Last Sold Summary

  • 2% Above List Price
  • $261/SF
  • 63 Days On Market

  Current Estimated Value $263,956

  Last Listing Agent Angela Espinoza CT Homes Real Estate

  104 Fairview St, Willimantic, CT 06226
• 

  Est $281,118

  Not Listed For Sale

  268 Roanoak Ave, Willimantic, CT 06226

  • 3 Beds
  • 1 Bath
  • 1,038 Sq Ft
  • Built 1979

  268 Roanoak Ave, Willimantic, CT 06226

  Last Sold Summary

  • 128 Days On Market

  Last Listing Agent Lyle Rotondo Berkshire Hathaway NE Prop.
• 

  

  /6

  $215,000

  Under Contract

  • 3 Beds
  • 2 Baths
  • 2,423 Sq Ft

  118 Windham Center Rd, Windham, CT 06280

  This home was built in 1740. Still has many original features yet it needs work. Should you be looking for spacious rooms, fireplace in LR and on each bedroom upstairs that work, then take a look at it. The kitchen is in the back ell. It is a huge kitchen with your open design in place. It has many crannies, closets, special nooks and really will charm you for its age. There are fireplaces in the

  Art Kostapapas Weichert,REALTORS-Four Corners

  118 Windham Center Rd, Windham, CT 06280
• 

  $100,000

  Sold Oct 17, 2025

  8 Haley Ln, North Windham, CT 06256

  • 3 Beds
  • 2 Baths
  • 1,296 Sq Ft
  • Built 2003

  Last Sold Summary

  • 20% Below List Price
  • $77/SF
  • 54 Days On Market

  Last Listing Agent Jason Boice eXp Realty

  8 Haley Ln, North Windham, CT 06256
• 

  Est $373,188

  Not Listed For Sale

  332 Brick Top Rd, Windham, CT 06280

  • 7 Beds
  • 3 Baths
  • 2,595 Sq Ft
  • Built 1900

  332 Brick Top Rd, Windham, CT 06280

  Last Sold Summary

  • 23 Days On Market

  Last Listing Agent Lexie Brunet Brunet and Company Real Estate
• 

  

  /28

  $380,000

  $20K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 2,158 Sq Ft

  187 Tuckie Rd, North Windham, CT 06256

  Welcome to your own retreat! Perfectly positioned on a gorgeous, level 1 acre lot surrounded by mature trees, this beautifully maintained Cape offers the peaceful lifestyle you've been dreaming of. From the moment you arrive, you'll picture slow mornings spent on the charming front porch w/a cup of coffee and your favorite book, soaking in the quiet beauty that surrounds you. Out back, you'll

  Meghan Wininger Real Broker CT, LLC

  187 Tuckie Rd, North Windham, CT 06256

Showing Results 161 - 200, Page 5 of 18