Windham, CT Homes

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  /10

  $324,900

  • 3 Beds
  • 1.5 Baths
  • 1,277 Sq Ft

  11 Woodland Dr, Windham, CT 06280

  New Photos Coming Soon! Welcome to 11 Woodland Drive in Windham, Connecticut. This home has all the charm and character one would find in rural Windham County. The exterior of this property boasts a lovely manicured yard with landscaped bushes, perennial flowers and vegetables, fruit trees, and native plants. The interior of this home has three bedrooms and a large laundry room that can be

  

  Sharon Watson Stokland

  List N Show LLC

  (860) 579-1208

  11 Woodland Dr, Windham, CT 06280
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  /17

  $1,800 total monthly price

  • 2 Beds
  • 1 Bath
  • 2,652 Sq Ft
  • House for Rent

  80 North St, Willimantic, CT 06226

  Available for rent! This renovated 2-Bedroom Apartment in the heart of Willimantic. This updated 2-bedroom, 1-bathroom apartment is located on the first floor of 80 North Street and is approximately 1,020 sq. ft. It features 2 generous bedrooms, 1 full modern bathroom, and a separate dining and living room. On-street parking is available. There is quick access to local shops, dining, ECSU, and a

  

  Sharon Watson Stokland

  List N Show LLC

  (860) 364-6311

  80 North St, 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 $265,560

  Last Listing Agent Amber Jones KW Legacy Partners

  30 Mcdermott Ave, Willimantic, CT 06226
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  Est $258,681 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 960 Sq Ft

  193 Brick Top Rd, Windham, CT 06280

  193 Brick Top Rd, Windham, CT 06280
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  /30

  $199,900

  • 2 Beds
  • 1 Bath
  • 952 Sq Ft

  235 S Windham Rd, Willimantic, CT 06226

  Bring your vision for this charming 2-bedroom, 1 bath Ranch in South Windham, set on an expansive 6.2-acre lot with plenty of room to enjoy privacy and outdoor space. Built in 1948 and offering 950+ sq ft of comfortable one-level living, this home features vinyl siding, a classic gable roof with asphalt shingles, and a simple, functional layout that is easy to maintain. A full unfinished basement

  

  Anthony D'Amore

  eXp Realty

  (860) 530-6511

  235 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 except for electricity included in the rent. 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 $609,066

  Last Listing Agent Stephen Daly KW Legacy Partners

  156 Ballamahack Rd, Windham, CT 06280
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  Est $111,136 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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  /20

  $359,900 Under Contract

  • 3 Beds
  • 3 Baths
  • 2,128 Sq Ft

  91 Insalaco Dr, Windham, CT 06280

  This beautiful colonial is situated on a private lot in a wonderful cup-de-sac neighborhood setting. A unique aspect of this home is that it has 2 primary bedroom suites with one being on the first floor allowing for handicap accessibility if needed. Both bedroom suites feature full bathrooms, walk-in closets, hardwood floors and tile in the baths. You will love the spacious first floor open

  Mike Thompson Countryside Realty

  91 Insalaco Dr, Windham, CT 06280
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  /35

  $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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  $242,000 Sold Jan 28, 2026

  27 Ash Ave, Willimantic, CT 06226

  • 4 Beds
  • 1 Bath
  • 1,425 Sq Ft
  • Built 1930

  Last Sold Summary

  • 3% Below List Price
  • $170/SF
  • 9 Days On Market

  Last Listing Agent Amber Jones KW Legacy Partners

  27 Ash Ave, Willimantic, CT 06226
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  Est $309,589 Not Listed For Sale

  131 Lovers Ln, Windham, CT 06280

  131 Lovers Ln, Windham, CT 06280
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  /37

  $325,000

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

  15 Cracow Ave, Windham, CT 06280

  Welcome to this inviting 3-bedroom, 2-bath ranch featuring a 1-car garage and a fantastic layout perfect for comfortable everyday living. Placed right along side the Natchaug River used for fishing and kayaking! Step inside to find a bright, open floor plan with warm natural light and easy flow throughout. Outside, the property truly shines. Enjoy summer days in your beautiful inground pool (with

  Julienne Jaber KW Legacy Partners

  15 Cracow Ave, Windham, CT 06280
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  /16

  $2,200 total monthly price

  • 4 Beds
  • 2 Baths
  • 1,600 Sq Ft
  • House for Rent

  31 Bellevue St, Willimantic, CT 06226

  Huge 2nd floor unit with 4 bedrooms, 2 baths, 2nd floor has kitchen, dinning, living bedroom, full bath, 3rd floor has 3 more bedrooms full bath and small living area. All with gleaming hard wood floor, this unit was refurbished a few years ago with new kitchen, bathrooms etc. Owner is also the broker

  Glenn Stavens Aspen Realty Group

  31 Bellevue St, 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 $357,928

  Last Listing Agent Stephen Daly KW Legacy Partners

  183 Prospect St, Willimantic, CT 06226
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  Est $427,472 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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  /38

  $320,000 Under Contract

  • 3 Beds
  • 1 Bath
  • 1,344 Sq Ft

  925 Windham Rd, South Windham, CT 06266

  Three bedroom, 1344 Square Foot home ready to move into. Consider the possibilities. Has a walk out basement which could set up for in-law usage. This are is a commerical use zone, could be a great place to set up a business and have a great place to live in or rent. Freshly painted, new hot water heater, new furnace, new chimney liner, new gas fired space heater, new large rear facing deck large

  Clarence Russ Home Selling Team

  925 Windham 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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  /31

  $345,000 Pending

  • 2 Beds
  • 2.5 Baths
  • 2,076 Sq Ft

  320 Mansfield Ave, Willimantic, CT 06226

  Beautiful 2076sf home, Gorgeous kitchen has Granite counter and large ganite island with SS appliances included. Front to back living room with fireplace, formal dining with door to rear deck and IG pool. Extra room on 1st fl could be used as a 3rd bedroom now being used as a 2nd family room. IG Pool has a patio and large pool house (shed) for storage. 2 bedrooms and 2.5 baths, 2nd floor has the

  Roberta Cardinal RbRE, LLC

  320 Mansfield Ave, Willimantic, CT 06226
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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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  $255,000 Sold Jan 22, 2026

  Unlisted Address

  • 3 Beds
  • 2.5 Baths
  • 2,248 Sq Ft
  • Built 1969

  Last Sold Summary

  • 18% Below List Price
  • $113/SF
  • 205 Days On Market

  Last Listing Agent Valerie Yankus Property Shoppe, LLC

  Unlisted Address
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  Est $327,232 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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  /40

  $330,000 Pending

  • 4 Beds
  • 2 Baths
  • 1,294 Sq Ft

  34 N Windham Rd, Windham, CT 06280

  Charming 4-Bedroom Colonial on 1.76 Acres in Windham! Welcome to 34 N Windham Rd, a lovingly maintained 1930 colonial set on a spacious 1.76-acre parcel offering privacy, outdoor space, and classic New England character. This home features 4 bedrooms and 2 full baths across 1,294 sq ft of comfortable living space - perfect for families, first-time buyers, or anyone seeking room to grow. Step

  Marco Epifani The Hive Real Estate LLC

  34 N Windham Rd, Windham, CT 06280
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  /35

  $1,835 - $2,220 total monthly price

  Wyndham Park

  2 Beds

  140 Plains Rd, Windham, CT 06280

  Nestled in a wooded corner of Windham, CT, the two-bedroom townhome apartments at Wyndham Park offer an elevated living experience in a scenic neighborhood. Our community’s mature trees and lush landscapes provide the backdrop for a life you’ll truly love. From the moment you open your front door, an expansive layout, complete with modern conveniences, make you feel right at home. Contemporary

  140 Plains Rd, Windham, CT 06280
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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 $625,578 Not Listed For Sale

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

  Unlisted Address

  Unlisted Address
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  /8

  $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

  Nichole Boisvert Stonegate Manor

  5 Woods Way Unit WOOD005, Windham, CT 06256
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  /12

  $1,500 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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  $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 $308,783 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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  /40

  $449,000 Under Contract

  • 4 Beds
  • 2.5 Baths
  • 2,464 Sq Ft

  97 Bass Rd, Windham, CT 06280

  Welcome to this beautifully updated colonial, set on 2.5 acres in a quiet country setting. A spacious entryway introduces the open, flowing main level floor plan, creating an inviting sense of space from the moment you step inside. The elegant eat-in kitchen features granite countertops, newer appliances, stylish lighting, and stunning flooring that carries throughout the first floor. The

  Lindsey L. Niarhakos RE/MAX One

  97 Bass Rd, Windham, CT 06280
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  /24

  $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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  $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 $420,253 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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  /40

  $275,000

  • 2 Beds
  • 2 Baths
  • 1,080 Sq Ft

  5 Kathleen Dr, Willimantic, CT 06226

  Move-in ready split-level home offering comfort, space, and convenience. Located in a neighborhood setting, this well-maintained property features a bright and open main level with a spacious living room highlighted by a vaulted ceiling. The upper kitchen and dining area also offer vaulted ceilings, abundant natural light, and sliders leading to an inviting upper deck. The upper level is an open

  Sue Esposito Home Selling Team

  5 Kathleen Dr, Willimantic, CT 06226
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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 $401,418 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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