Windham, CT Homes

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  $250,000

  • 4 Beds
  • 1 Bath
  • 1,425 Sq Ft

  27 Ash Ave, Willimantic, CT 06226

  Welcome to 27 Ash Ave - a charming older home offering generous space, character, a sprawling yard, and excellent potential!! The main level features large, bright living areas, beautiful kitchen, and a convenient first-floor bedroom and bath. A ramp from the back deck provides easy access to the beautiful double lot-ideal for entertaining, gardening, or simply enjoying the outdoors. With just a

  

  Amber Jones

  KW Legacy Partners

  (860) 743-1124

  27 Ash Ave, Willimantic, CT 06226
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  $1,800 total monthly price

  • 2 Beds
  • 1 Bath
  • 805 Sq Ft
  • Apartment for Rent

  1153 Main St Unit 3B, Willimantic, CT 06226

  BRAND NEW 2 bedroom, 1 bathroom apartment for rent in the heart of downtown Willimantic. This fully renovated unit features new appliances, modern finishes, and spacious off-street parking. Enjoy the convenience of a laundromat right across the street and all utilities included in the rent (except electricity). Prime location close to everyday essentials: just 0.5 miles to Stop & Shop, under 1

  

  Olivia Crable

  Berkshire Hathaway NE Prop.

  (860) 791-4104

  1153 Main St Unit 3B, Willimantic, CT 06226
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  $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 $265,023

  Last Listing Agent Amber Jones KW Legacy Partners

  30 Mcdermott Ave, Willimantic, CT 06226
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  Est $226,333 Not Listed For Sale

  • 6 Beds
  • 3 Baths
  • 2,784 Sq Ft

  406 Valley St, Willimantic, CT 06226

  406 Valley St, Willimantic, CT 06226
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  $239,925 Pre-Foreclosure

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

  76 S Windham Rd, Willimantic, CT 06226

  Nestled on a beautiful and secluded lot, this 3-bedroom, 2-bath home is a rare combination of privacy, tranquility, and potential. Tucked away from the bustle yet still convenient to local amenities, it provides the perfect backdrop for creating your dream retreat. Inside, the home features a spacious layout filled with natural light, generous living areas and flexible spaces ready for your

  

  Jason Kemp

  Five Stars Realty

  (860) 351-4298

  76 S Windham Rd, Willimantic, CT 06226
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  /13

  $1,800 total monthly price

  • 2 Beds
  • 1 Bath
  • 805 Sq Ft
  • Apartment for Rent

  1153 Main St Unit 3A, Willimantic, CT 06226

  BRAND NEW 2 bedroom, 1 bathroom apartment for rent in the heart of downtown Willimantic. This fully renovated unit features new appliances, modern finishes, and spacious off-street parking. Enjoy the convenience of a laundromat right across the street and all utilities included in the rent (except electricity). Prime location close to everyday essentials: just 0.5 miles to Stop & Shop, under 1

  

  Olivia Crable

  Berkshire Hathaway NE Prop.

  (860) 773-4545

  1153 Main St Unit 3A, Willimantic, CT 06226
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  $635,000 Sold Sep 15, 2025

  156 Ballamahack Rd, Windham, CT 06280

  • 4 Beds
  • 2 Baths
  • 2,190 Sq Ft
  • Built 1800

  Last Sold Summary

  • 2% Below List Price
  • $290/SF
  • 51 Days On Market

  Current Estimated Value $621,669

  Last Listing Agent Stephen Daly KW Legacy Partners

  156 Ballamahack Rd, Windham, CT 06280
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  Est $109,410 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 765 Sq Ft

  270 S Windham Rd Unit 67, Willimantic, CT 06226

  270 S Windham Rd Unit 67, Willimantic, CT 06226
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  $295,000 Under Contract

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

  Unlisted Address

  Raised Ranch on 1 acre lot. Three beds, three full baths, partially finished lower level basement. Home is being sold in "as is" condition. Home Inspections are for informational purposes only. Home will require work!

  Valerie Yankus Property Shoppe, LLC

  Unlisted Address
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  $1,085 - $1,830 total monthly price

  Colonial Townhouse Apartments

  Studio - 2 Beds

  29 Foster Dr, Willimantic, CT 06226

  Come experience life at Colonial Townhouse Apartments! Lots of improvements have been made to the property to make us energy efficient with a modern appearance. This includes new windows, new siding, new EV chargers, fresh signage, and upgraded apartments. You'll get the most value for your money around! Located on the WRTD bus line for easy access to all the area has to offer. **Screening Fee is

  29 Foster Dr, Willimantic, CT 06226
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  $270,000 Sold Dec 15, 2025

  261 Beaver Hill Rd, North Windham, CT 06256

  • 4 Beds
  • 2 Baths
  • 1,184 Sq Ft
  • Built 1973

  Last Sold Summary

  • 8% Above List Price
  • $228/SF
  • 5 Days On Market

  Last Listing Agent Jason Kemp Five Stars Realty

  261 Beaver Hill Rd, North Windham, CT 06256
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  Est $325,654 Not Listed For Sale

  131 Lovers Ln, Windham, CT 06280

  131 Lovers Ln, Windham, CT 06280
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  $134,900

  • 3 Beds
  • 2 Baths
  • 1,141 Sq Ft

  5 Woods Way Unit WOOD005, Windham, CT 06256

  Welcome to Stonegate Manor, an all-age active and vibrant community, where you can find yourself in your dream home. We have a stunning, brand new, beautiful, 2025 3 bed, 2 bath home for sale featuring 1141.52 sq ft of beautifully designed living space. Located in North Windham. Step inside to find an open-concept floor plan, hardwood floors, high ceilings and natural light. The kitchen boasts

  Jude Gray Stonegate Manor

  5 Woods Way Unit WOOD005, Windham, CT 06256
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  /19

  $1,675 total monthly price

  • 2 Beds
  • 1 Bath
  • 790 Sq Ft
  • House for Rent

  270 S Windham Rd Unit 63, Willimantic, CT 06226

  Two bedroom condo for rent in South Windham located at Cedar Crest. Updated kitchen, Livingroom, one bath with washer and dryer in unit. two car only parking, one storage shed available. one year lease, no pets, background responsibility of applicant. must provide income and past rental references and positive credit score. This rental includes heat, hot water, lawn, snow, trash, water and sewer.

  Kathy Dubay I.M.A. Realty LLC

  270 S Windham Rd Unit 63, Willimantic, CT 06226
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  $350,000 Sold Jul 02, 2025

  183 Prospect St, Willimantic, CT 06226

  • 6 Beds
  • 3 Baths
  • 3,970 Sq Ft
  • Built 1890

  Last Sold Summary

  • $88/SF
  • 2 Days On Market

  Current Estimated Value $354,946

  Last Listing Agent Stephen Daly KW Legacy Partners

  183 Prospect St, Willimantic, CT 06226
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  Est $427,705 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,172 Sq Ft

  37 Tuckie Rd, Windham, CT 06280

  37 Tuckie Rd, Windham, CT 06280
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  /2

  $170,000 Pending

  • 5 Beds
  • 1 Bath
  • 2,548 Sq Ft

  33 MacHine Shop Hill Rd, South Windham, CT 06266

  Welcome to a unique chance to own a spacious multi-family property in the charming South Windham area. This home presents an outstanding opportunity for investors seeking rental income and invites a creative new owner to explore the renovation potential. With a total of five bedrooms and two bathrooms spread across 2,548 square feet, this property is ideal for offering flexibility to operate as a

  Franchesca Pescatello Prue Realty LLC

  33 MacHine Shop Hill Rd, South Windham, CT 06266
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  /5

  $1,290 - $2,386 per month plus fees

  Artspace Windham

  1 - 3 Beds

  480 Main St, Willimantic, CT 06226

  480 Main St, Willimantic, CT 06226
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  $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
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  Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,218 Sq Ft

  Unlisted Address

  Unlisted Address
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  $45,000 Under Contract

  • 3 Beds
  • 2 Baths
  • 1,020 Sq Ft

  48 James Dr, Windham, CT 06256

  As little or no down, 3 fixed (3.15 APR). This three bedroom, two full bathroom home is priced to move fast. Appliances include Refrigerator, Range, Microwave, Washer and Dryer. For information on park rules, regulations and park residency application inquire at Stonegate park. Current Park land use charges $746 a month, this is not an HOA charge. Heating oil tank is 5 years old. The bathroom

  Clarence Russ Home Selling Team

  48 James Dr, Windham, CT 06256
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  $1,700 total monthly price

  • 3 Beds
  • 1 Bath
  • 688 Sq Ft
  • House for Rent

  90 Chapman St, Willimantic, CT 06226

  Charming 3-Bedroom Home on a Quiet Street now available for rent. This well-maintained home offers comfort and convenience in a peaceful neighborhood. It features three spacious bedrooms, a bright living room, a functional kitchen, and a bathroom with laundry facilities. Enjoy undercover parking, a storage shed, and a full basement for extra space. Relax on the covered front porch, perfect for

  Heather Meehan Meehan & Daughters Real Estate

  90 Chapman St, Willimantic, CT 06226
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  $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
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  Est $325,745 Not Listed For Sale

  • 7 Beds
  • 3 Baths
  • 2,976 Sq Ft

  370 Valley St, Willimantic, CT 06226

  370 Valley St, Willimantic, CT 06226
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  /31

  $299,000

  • 3 Beds
  • 2 Baths
  • 1,401 Sq Ft

  162 Scotland Rd, Windham, CT 06280

  2.5 Acres with a beautiful updated 3 bed, 2 bath. Full mechanical upgrade including new well to be made prior to closing! 1400 sqft home with a detached garage and a barn with electric hookups that also sit on the property! Discover the charm and potential of this Windham property, offering a spacious layout and a peaceful setting in a desirable location. Perfect for buyers seeking comfort,

  Dillon Cass eRealty Advisors, Inc.

  162 Scotland Rd, Windham, CT 06280
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  $1,600 - $1,750 total monthly price

  Ivy Garden Apartments

  2 Beds

  84 Ash St, Willimantic, CT 06226

  Ivy Gardens is a gorgeous Townhouse-style community located in the heart of Willimantic, close to ECSU and UConn. Our rent pricing includes heat, hot water, assigned parking and visitors parking which is through out the community. We also have laundry on-site and feature some units with private laundry centers. Ivy Gardens features on-site management and maintenance, as well as emergency

  84 Ash St, Willimantic, CT 06226
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  $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
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  Est $627,336 Not Listed For Sale

  • 15 Beds
  • 6 Baths
  • 3,900 Sq Ft

  Unlisted Address

  Unlisted Address
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  /40

  $450,000 Pending

  • 9 Beds
  • 5 Baths
  • 5,134 Sq Ft

  4 Main St, Willimantic, CT 06226

  Terrific Investment Opportunity! Don't miss this rare chance to own a well-maintained multi-unit property with strong income potential. The main house features a spacious layout with 5 bedrooms, ideal for large households or rental flexibility. Behind the main home, you'll find a separate 2-bedroom unit, perfect for extended family or additional rental income. Additionally, there's a third unit-a

  Tammy Arute Arute Realty Group LLC

  4 Main St, Willimantic, CT 06226
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  /20

  $1,975 total monthly price

  • 3 Beds
  • 1 Bath
  • 1,100 Sq Ft
  • House for Rent

  14 Turner St Unit 1, Willimantic, CT 06226

  Charming, sunlit 3 bedroom one bath located on the second floor. Freshly painted with hardwood flooring. One off-street parking space. minimum income three times the rent must have good credit 650+ employment and rental history no prior evictions a cosigner would be considered One parking space in the driveway tenants are liable to get renters insurance. Each unit is liable to Bring the garbage

  Nancy Jacques Brass Key Realty, LLC

  14 Turner St Unit 1, Willimantic, CT 06226
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  $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
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  Est $312,752 Not Listed For Sale

  • 6 Beds
  • 2 Baths
  • 2,364 Sq Ft

  7 Spring St, Willimantic, CT 06226

  7 Spring St, Willimantic, CT 06226
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  /13

  $395,000

  • 4 Beds
  • 2 Baths
  • 1,700 Sq Ft

  127 Plains Rd, Windham, CT 06280

  Amazing opportunity to own this 2-family built in 1985 with 2 acres of flat open usable land. Excellent condition and recently updated with no city water/sewer expenses or lead paint issues! 2 bedrooms, 1 bath each side. Separate driveways and parking. Both units have their own meters for electric. Just an overall great location and investment. Close to UCONN & EASTERN. Centrally located for

  Pat Malek First Choice Realty

  127 Plains Rd, Windham, CT 06280
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  /13

  $1,050 - $1,700 per month plus fees

  560 on Main

  Studio - 2 Beds

  560 Main St, Willimantic, CT 06226

  Overlooking scenic Willimantic Falls and adjacent to the famous Frog Bridge, 560 On Main features spacious apartments complete with an artistic, warehouse, loft feel and unique floor plans thoughtfully designed within the walls of the historic Willimantic thread mill. 560 on Main provides each resident with the ultimate in comfort and enjoyment by offering state of the art amenities, outstanding

  560 Main St, Willimantic, CT 06226
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  $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

  Last Listing Agent Deb Chabot RE/MAX One

  366 Ash St Unit 2, Willimantic, CT 06226
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  Est $387,022 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,957 Sq Ft

  10 Zoldak Dr, North Windham, CT 06256

  10 Zoldak Dr, North Windham, CT 06256
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  $199,900

  • 4 Beds
  • 1 Bath
  • 1,152 Sq Ft

  21 Russ Rd, Willimantic, CT 06226

  Handyman Special - Investors Take Note! 1152 SQFT cape style home in quiet neighborhood situated between vibrant downtown Williamantic and the rural village of South Windham. Lots of potential here with hardwoods under carpeting on both floors, as well as newer seeming garage, vinyl siding, roof and replacement windows. ***This is a probate sale, subject to probate court approval. Buyer to do

  Christy Lofstrom Driscoll ERA Blanchard & Rossetto

  21 Russ Rd, Willimantic, CT 06226
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  /13

  $1,300 per month plus fees

  • 2 Beds
  • 1 Bath
  • Condo for Rent

  40 Hewitt St Unit 3, Windham, CT 06226

  Property Id: 227935840 Hewitt Street sits on a nice level lot with an open back and side yard and nice front porches. With lots of off street parking. Located on a desirable street close to Eastern and up in the hills. Brand new roof and water heater. This is a 2 bedroom 1 bath unit with renovations including to the new tenant, redone hardwood floors throughout, new appliances, new

  40 Hewitt St Unit 3, Windham, CT 06226
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  $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 $276,987

  Last Listing Agent Sharon Watson Stokland List N Show LLC

  211 Roanoak Ave, Willimantic, CT 06226
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  Est $411,817 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,434 Sq Ft

  7 Jack Henry Dr, Windham, CT 06280

  7 Jack Henry Dr, Windham, CT 06280

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