Windham, CT Homes

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  $999,000

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

  Unlisted Address

  Tucked away on over 70 acres of pristine, secluded land, 254 Beaver Hill in Windham offers a rare blend of craftsmanship, privacy, and versatility. The custom-built 1,808 sq ft home features three bedrooms and two full baths, hardwood floors and trimed with timber harvested directly from the property-an homage to its natural surroundings. A walk-out basement, once a woodworking haven, invites

  Lori Vogel William Raveis Real Estate

  Unlisted Address
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  /12

  $1,650 total monthly price

  • 2 Beds
  • 1 Bath
  • 1,235 Sq Ft
  • Condo for Rent

  237 Valley St Unit 30, Willimantic, CT 06226

  Unit 30 available for Rent. Beautiful 2 bedroom apartment! Tenant pays Gas & Electricity. Located within walking distance to ECSU, 10 min drive to UCONN. Close to shops and Bus line. Available 12/1/25, contact Frank for showings

  237 Valley St Unit 30, Willimantic, CT 06226
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  $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

  Last Listing Agent Amber Jones KW Legacy Partners

  100 South St, Willimantic, CT 06226
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  Est $292,838 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,870 Sq Ft

  21 Bristol St, Willimantic, CT 06226

  21 Bristol St, Willimantic, CT 06226
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  $264,900

  • 4 Beds
  • 1.5 Baths
  • 1,907 Sq Ft

  89 Spring St, Willimantic, CT 06226

  ChatGPT said: Beautifully updated and move-in ready! This nearly 2,000 sq ft colonial has been completely refreshed inside and out with new paint, stylish modern grey wood floors, soft carpet, and brand-new thermal windows. Offering 4 bedrooms and 1.5 baths, including 3 bedrooms and a full bath upstairs plus a convenient first-floor bedroom with its own half bath and laundry-washer and dryer

  Joshua Brown KW Legacy Partners

  89 Spring St, Willimantic, CT 06226
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  /10

  $1,200 total monthly price

  • Studio
  • 1 Bath
  • 750 Sq Ft
  • Condo for Rent

  223 Jackson St Unit 2, Willimantic, CT 06226

  Willimantic, CT large 1st floor studio apartment with heat and hot water included. Recently updated and ready for your occupancy!. There is ample off street parking and a large yard. This home offers quiet living with close proximity to downtown and the bus route. All utilities are electric, only 1 bill is a plus! We are full time landlords. Please message us today and we will pre-qualify you

  223 Jackson St Unit 2, Willimantic, CT 06226
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  $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

  Last Listing Agent Karan Garewal Winwin Realty

  47 Insalaco Dr, Windham, CT 06280
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  Est $246,615 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,924 Sq Ft

  97 North St, Willimantic, CT 06226

  97 North St, Willimantic, CT 06226
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  /15

  $375,000

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

  41 Spring St, Willimantic, CT 06226

  This Large 3 Family has great income potential. With 9 total bedrooms and over 4,000 square feet of living space. Located in the heart of Willimantic on over a half acre with tons of Victorian Charm. Walking distance to ECSU, downtown Willimantic and The Willimantic Food Co-op.

  Stephen Galinat Home Selling Team

  41 Spring St, Willimantic, CT 06226
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  $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

  Last Listing Agent Kelley Vanacore Century 21 AllPoints Realty

  44 Woodland Dr, Windham, CT 06280
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  Est $285,606 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,513 Sq Ft

  21 Carey St, Willimantic, CT 06226

  21 Carey St, Willimantic, CT 06226
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  $44,990 Under Contract

  • 2 Beds
  • 1 Bath
  • 470 Sq Ft

  36 Long Dr, Windham, CT 06256

  Beautifully updated and move-in ready, this refreshed 2-bedroom home offers an affordable, low-maintenance lifestyle in a quiet North Windham community. The interior has been thoughtfully renovated with brand-new appliances, luxury vinyl plank flooring throughout, and clean, modern finishes that make the home feel bright and welcoming. The updated kitchen features new appliances and efficient

  Daniel Saunders Great Homes Realty, LLC

  36 Long Dr, Windham, CT 06256
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  $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 $266,577

  Last Listing Agent Lisa Barstow Simply Sold Real Estate

  77 Plains Rd, Windham, CT 06280
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  Est $267,011 Not Listed For Sale

  • 6 Beds
  • 2 Baths
  • 3,768 Sq Ft

  159 Prospect St, Willimantic, CT 06226

  159 Prospect St, Willimantic, CT 06226
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  $415,000

  • 6 Beds
  • 3 Baths
  • 3,285 Sq Ft

  372 Pleasant St, Willimantic, CT 06226

  Exceptional opportunity to own a three-family home perfectly situated just a short walk from Eastern Connecticut State University and a 15-minute drive to UCONN. Ideal for investors or owner-occupants seeking reliable income, this property offers strong rental demand year-round. The home includes three spacious rental units all with the potential for an extra bedroom. Each unit features separate

  Jacob Essig William Pitt Sotheby's Int'l

  372 Pleasant St, Willimantic, CT 06226
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  $300,005 Sold Dec 23, 2024

  19 Larrow Dr, North Windham, CT 06256

  • 3 Beds
  • 1 Bath
  • 1,198 Sq Ft
  • Built 1960

  Last Sold Summary

  • $250/SF
  • 32 Days On Market

  Current Estimated Value $313,199

  Last Listing Agent Lisa Therecka Therecka & Associates LLC

  19 Larrow Dr, North Windham, CT 06256
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  Est $281,800 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,164 Sq Ft

  261 Back Rd, Windham, CT 06280

  261 Back Rd, Windham, CT 06280
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  $49,000

  • Land
  • 0.34 Acre
  • $144,118 per Acre

  0 Echo Dr, Windham, CT 06226

  Nestled in a quiet, rural setting, this parcel offers an excellent opportunity to build your dream home, weekend retreat, or long-term investment. The property provides a generous amount of open space surrounded by natural scenery, offering privacy and a classic country feel while still being within convenient reach of local amenities, lakes, and major routes. Whether you're seeking a fresh start

  Thomas Mele Dorrance Realty

  0 Echo Dr, Windham, CT 06226
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  $290,000 Sold Jan 09, 2025

  40 Beacon Rd, Windham, CT 06280

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

  Last Sold Summary

  • 3% Below List Price
  • $189/SF
  • 20 Days On Market

  Current Estimated Value $298,329

  Last Listing Agent Kristen Merrill Countryside Realty

  40 Beacon Rd, Windham, CT 06280
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  Est $250,465 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,006 Sq Ft

  9 Mayo St, Willimantic, CT 06226

  9 Mayo St, Willimantic, CT 06226
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  /2

  $197,500 Pending

  • 8 Beds
  • 3 Baths
  • 3,307 Sq Ft

  59 Chestnut St, Willimantic, CT 06226

  Fantastic investment opportunity in the desirable Willimantic neighborhood! This spacious 3-family home offers a total of 8 bedrooms and 3 full bathrooms, making it an excellent option for both owner-occupants and investors. Each unit is filled with natural light thanks to the abundance of windows, creating bright and welcoming living spaces. The property is well laid out, providing comfort and

  Kyle Seyboth Century 21 Limitless

  59 Chestnut St, Willimantic, CT 06226
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  $115,000 Sold Feb 24, 2025

  24 Haley Ln, North Windham, CT 06256

  • 3 Beds
  • 2 Baths
  • 1,620 Sq Ft
  • Built 2003

  Last Sold Summary

  • 18% Below List Price
  • $71/SF
  • 107 Days On Market

  Last Listing Agent Robert Ferrigno Ferrigno-Willimantic REALTORS

  24 Haley Ln, North Windham, CT 06256
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  Est $286,275 Not Listed For Sale

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

  211 North St, Willimantic, CT 06226

  211 North St, Willimantic, CT 06226
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  $269,900 Pending

  • 3 Beds
  • 1.5 Baths
  • 1,284 Sq Ft

  96 Beacon Rd, Windham, CT 06280

  First time being offered. 3 bedroom 1.5 bath ranch home. Hardwood floors on the first floor. Formal dining room, large living room, eat in kitchen. 3 bedrooms and a full bath on the main floor. The lower level has a finished office/den, family room, laundry room and a half bath. The lower level rooms are not on the field card. 2 car garage under. Neighborhood setting. .89 acres

  Mark Benard Brunet and Company Real Estate

  96 Beacon Rd, Windham, CT 06280
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  $243,500 Sold Mar 28, 2025

  167 Ash St, Willimantic, CT 06226

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

  Last Sold Summary

  • 2% Above List Price
  • $193/SF
  • 8 Days On Market

  Current Estimated Value $254,258

  Last Listing Agent Gabriella Navick Navick Properties LLC

  167 Ash St, Willimantic, CT 06226
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  Est $272,000 Not Listed For Sale

  • 9 Beds
  • 3 Baths
  • 2,340 Sq Ft

  123 Chapman St, Willimantic, CT 06226

  123 Chapman St, Willimantic, CT 06226
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  /28

  $115,000 Pending

  • 2 Beds
  • 1 Bath
  • 765 Sq Ft

  270 S Windham Rd Unit 53, Willimantic, CT 06226

  Discover affordable living in this charming 1st-floor, 2-bedroom, 1-bath ranch-style condo-own for less than renting! Nestled in a prime location, this home offers easy access to UCONN and Route 6, with Boston just under 2 hours away. The inviting eat-in kitchen features ample storage and generous counterspace, ideal for meal prep and entertaining. The spacious living room boasts modern recessed

  Michael Price KW Legacy Partners

  270 S Windham Rd Unit 53, Willimantic, CT 06226
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  $247,500 Sold Jan 31, 2025

  12 Spruce St, Willimantic, CT 06226

  • 7 Beds
  • 3 Baths
  • 1,976 Sq Ft
  • Built 1880

  Last Sold Summary

  • 8% Below List Price
  • $125/SF
  • 41 Days On Market

  Current Estimated Value $251,385

  Last Listing Agent Rick Ziff Agnelli Real Estate

  12 Spruce St, Willimantic, CT 06226
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  Est $274,154 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,312 Sq Ft

  57 Serwan Ave, Willimantic, CT 06226

  57 Serwan Ave, Willimantic, CT 06226
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  $350,000 Under Contract

  • 5 Beds
  • 3 Baths
  • 1,766 Sq Ft

  27 Aspen Place, Willimantic, CT 06226

  Welcome to 27 Aspen Place, a well maintained raised ranch built in 2005, offering comfort, space, and convenience. This home features 5 spacious bedrooms, including a Primary Bedroom with a full bath, and an additional full bath on the main level. The finished lower level offers 540 sq ft of expanded living space with 2 bedrooms and a full bath. Gleaming hardwood floors flow throughout the home,

  Sue Esposito Home Selling Team

  27 Aspen Place, Willimantic, CT 06226
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  $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 $321,195

  Last Listing Agent Jerome Zolobkowski Real Broker CT, LLC

  95 Lauter Ave, Willimantic, CT 06226
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  Est $279,466 Not Listed For Sale

  • 4 Beds
  • 1.5 Baths
  • 1,328 Sq Ft

  145 High St, Willimantic, CT 06226

  145 High St, Willimantic, CT 06226
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  $799,900

  • 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
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  $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 $304,502

  Last Listing Agent Stephen Daly KW Legacy Partners

  153 North Rd, Windham, CT 06280
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  Est $326,627 Not Listed For Sale

  • 6 Beds
  • 2 Baths
  • 2,762 Sq Ft

  14 Chestnut St, Willimantic, CT 06226

  14 Chestnut St, Willimantic, CT 06226
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  /37

  $399,900 Pending

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

  4 Jerusalem Rd, Windham, CT 06280

  Welcome to this Classic Cape styled home in Windham, CT-where timeless charm meets everyday convenience. Set on a flat ad spacious l in an HIGHLY DESIRED location, this 3-bed, 2-full-bath home offers an easy, flexible layout for today's living. The main level features a sun-filled living room with hardwood floors and a well-appointed updated kitchen with plenty of storage and prep space, perfect

  Skyla Gagnon RE/MAX Bell Park Realty

  4 Jerusalem Rd, Windham, CT 06280
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  $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 $444,880

  Last Listing Agent Timothy Morse Alliance Realty LLC

  1157 Windham Rd, Windham, CT 06266
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  Est $203,279 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,504 Sq Ft

  4 Babcock Ct, Willimantic, CT 06226

  4 Babcock Ct, Willimantic, CT 06226
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  /40

  $289,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,900 Sq Ft

  359 Plains Rd, Willimantic, CT 06226

  Welcome to this charming and spacious 3-bedroom, 2-bath Colonial nestled in a peaceful Windham neighborhood. Recently remodeled and freshly painted throughout, this home blends modern updates with classic charm.The heart of the home features a large, updated country kitchen perfect for family gatherings and culinary adventures. Enjoy gleaming hardwood floors throughout the living and dining

  Avi Ron SSG Real Estate LLC

  359 Plains Rd, Willimantic, CT 06226
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  $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 $363,687

  Last Listing Agent Ashley Walker Brunet and Company Real Estate

  46 Boulevard Rd, North Windham, CT 06256

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