Windham, CT Homes

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  /33

  $244,900 Pending

  • 3 Beds
  • 1 Bath
  • 1,156 Sq Ft

  34 S Windham Rd, Willimantic, CT 06226

  Welcome to 34 South Windham Road! Whether you're a first-time homebuyer or looking to downsize, this charming, well-maintained home is move-in ready and full of thoughtful updates. Step inside to find new flooring in the living room and bedrooms, a fresh coat of paint throughout, a new roof and boiler, and a recently updated rug in the spacious downstairs extra room. The lower level features a

  Stephen Girouard CENTURY 21 Shutters & Sails

  34 S Windham Rd, Willimantic, CT 06226
• 

  $215,000 Sold Jul 25, 2025

  • 1,148 Sq Ft
  • $187/SF
  • 41 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1939

  44 Old Plains Rd, Willimantic, CT 06226

  This charming Cape-style home offers 2 bedrooms, 1 full bathroom, and 1,148 sq ft of comfortable living space. Set on a generous .69-acre lot, it features a spacious front and backyard - perfect for relaxing, entertaining, or enjoying outdoor activities. Inside, you'll find the convenience of main-floor laundry and a bright sunroom that opens directly to a private deck, creating an ideal space

  Melinda Walencewicz eXp Realty

  44 Old Plains Rd, Willimantic, CT 06226
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  Est $114,373 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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  /40

  $441,750 Under Contract

  • 3 Beds
  • 2 Baths
  • 1,400 Sq Ft

  1157 Windham Rd, Windham, CT 06266

  New Raised Ranch Close to completion and available to view. Nice Lay out with 3 bedrooms, including a primary suite with walk in closet, and its own full bath. Main level kitchen, dining, and living room, all flow together as one large open space. This open living area area also separates the the bedrooms, with the primary suite on one side, and the two other bedrooms, and a full bath on the

  Timothy Morse Alliance Realty LLC

  1157 Windham Rd, Windham, CT 06266
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  $340,000 Sold Jul 08, 2025

  • 2,276 Sq Ft
  • $149/SF
  • 16 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1978

  106 Highland View Dr, South Windham, CT 06266

  OFFER DEADLINE FRIDAY, MAY 30, 10:00 A.M. In a quiet, highly sought-after neighborhood, this Raised Ranch has been well taken care of. It has NEW Quartz Kitchen Countertops and brand NEW carpeting in the Primary Bedroom as well as in the Fireplaced Family Room on the lower level. The lower level walks out to your private backyard. The half bath located in the lower level also has NEW flooring

  Catherine Deschenes eXp Realty

  106 Highland View Dr, South Windham, CT 06266
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  Est $377,736 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,182 Sq Ft

  245 S Windham Rd, Willimantic, CT 06226

  245 S Windham Rd, Willimantic, CT 06226
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  /40

  $485,000

  • 8 Beds
  • 3.5 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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  $156,000 Sold Jul 01, 2025

  • 1,320 Sq Ft
  • $118/SF
  • 52 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1965

  897 Windham Rd, Windham, CT 06266

  Whether you are looking for your 1st home, multi-generational, investment, or income producing home, you have found it! The main part of the house features large kitchen and dining area, 2 bedrooms, laundry room and full bath. Studio can be accessed by separate entrance, or from within the home. Formerly an enclosed porch, this completely remodeled studio has everything you would need, from

  Michelle Garabedian Home Selling Team

  897 Windham Rd, Windham, CT 06266
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  Est $368,463 Not Listed For Sale

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

  50 S Windham Rd, Willimantic, CT 06226

  50 S Windham Rd, Willimantic, CT 06226
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  /18

  $127,500

  • 2 Beds
  • 1 Bath
  • 790 Sq Ft

  270 S Windham Rd Unit 63, Willimantic, CT 06226

  Welcome to 270 S Windham Road in Willimantic, CT! This beautifully updated first-level condo offers the perfect blend of comfort and convenience. Ideal for first-time buyers, downsizers, or investors, this well-maintained unit features modern finishes and a thoughtfully designed layout. Step inside to discover a bright, freshly painted living space with newer flooring and stylish updated

  Mary Mercer Executive Real Estate Inc.

  270 S Windham Rd Unit 63, Willimantic, CT 06226
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  $439,000 Sold Jun 27, 2025

  • 1,400 Sq Ft
  • $314/SF
  • 162 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2025

  1153 Windham Rd, Windham, CT 06266

  New Raised Ranch almost complete, BUY NOW, WILL BE COMPLETE BY CLOSE DATE! Nice Lay out with 3 bedrooms, including a primary suite with walk in closet, and its own full bath. Main level kitchen, dining, and living room, all flow together as one large open space. This open living area area also separates the the bedrooms, with the primary suite on one side, and the two other bedrooms, and a full

  Timothy Morse Alliance Realty LLC

  1153 Windham Rd, Windham, CT 06266
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  Est $315,308 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,224 Sq Ft

  190 S Windham Rd, Willimantic, CT 06226

  190 S Windham Rd, Willimantic, CT 06226
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  /2

  $237,500

  • 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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  $495,000 Sold Jun 18, 2025

  • 2,966 Sq Ft
  • $167/SF
  • 5 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1865

  102 MacHine Shop Hill Rd, South Windham, CT 06266

  Stunning 4-Bedroom Converted Farmhouse on 4+ Private Acres with Exceptional Outbuildings - Welcome to this beautiful 3,000 SF home, perfectly nestled on over 4 acres of serene, private land. With 4 spacious bedrooms and 2.5 baths, it offers generous living spaces, thoughtful details, and unmatched versatility both inside and out. The main level features a well-appointed kitchen with soapstone

  Sherry Borgeson Berkshire Hathaway NE Prop.

  102 MacHine Shop Hill Rd, South Windham, CT 06266
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  Est $290,121 Not Listed For Sale

  • 5 Beds
  • 2 Baths
  • 1,636 Sq Ft

  14 S Windham Rd, Willimantic, CT 06226

  14 S Windham Rd, Willimantic, CT 06226
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  /31

  $459,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 3,698 Sq Ft

  1145 Windham Rd, Windham, CT 06266

  Complete and ready to move in. Brand New Construction!! Wonderful Floor plan. with a large and open area, encompassing the kitchen, dining, and living area. Tons of natural light l]flowing through the windows, and Sliding door in the dining area, this main level also includes a flex room, and a convenient half bath. Upstairs you will find three Bedrooms, including a primary suite with it's own

  Timothy Morse Alliance Realty LLC

  1145 Windham Rd, Windham, CT 06266
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  $335,000 Sold May 02, 2025

  • 2,660 Sq Ft
  • $126/SF
  • 54 Days On Market

  • 5 Beds
  • 2.5 Baths
  • Built 1973

  114 Highland View Dr, South Windham, CT 06266

  Spacious home in a quiet area of town with easy access to Route 32 and points north to Willimantic and Route 6 or Norwich and Route 395. Remodeled kitchen with corian counters and newer cabinetry, nice sun room with gas stove and sliders to a deck with steps to the backyard and and space for a workshop beneath. 1st floor bath has been remodeled, and carpeting throughout is new. Solar panels are

  Lawrence Ross Weichert,REALTORS-Four Corners

  114 Highland View Dr, South Windham, CT 06266
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  Est $269,234 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,217 Sq Ft

  19 Russ Rd, Willimantic, CT 06226

  19 Russ Rd, Willimantic, CT 06226
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  /15

  $112,000 Pending

  • 2 Beds
  • 1 Bath
  • 790 Sq Ft

  270 S Windham Rd Unit 61, Willimantic, CT 06226

  Welcome to this beautifully remodeled 2-bedroom, 1-bath condo nestled in a quiet, well-maintained community in Windham, CT. This turn-key unit offers a perfect blend of modern updates and low-maintenance living-ideal for first-time buyers, downsizers, or investors. Step inside to discover a bright and airy open-concept living and dining area, freshly painted in neutral tones. The spacious primary

  Jenny Adamo KW Legacy Partners

  270 S Windham Rd Unit 61, Willimantic, CT 06226
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  $115,000 Sold Apr 30, 2025

  • 790 Sq Ft
  • $146/SF
  • 82 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1968

  270 S Windham Rd Unit 52, Willimantic, CT 06226

  This beautifully updated and well-maintained condo is located in the heart of South Windham. This second level apartment style unit is perfect for first-time buyers, downsizers, or investors, this cozy home offers modern finishes and a functional layout. Step inside to find a freshly painted, light-filled living space with newer flooring, updated fixtures and in unit laundry. The open-concept

  Jacob Essig William Pitt Sotheby's Int'l

  270 S Windham Rd Unit 52, Willimantic, CT 06226
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  Est $413,573 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,862 Sq Ft

  160 Highland View Dr, South Windham, CT 06266

  160 Highland View Dr, South Windham, CT 06266
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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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  $260,000 Sold Feb 14, 2025

  • 1,226 Sq Ft
  • $212/SF
  • 3 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1954

  6 Howard Dr, Willimantic, CT 06226

  Adorable ranch style home featuring 3 Bedroom 2 full bathrooms. This home is welcoming from the time you open the front door into the living room and cozy kitchen area with backyard access. The unfinished lower level offers plenty of room for storage. Laundry is located on the main level.Park your car in the attached garage and relax in your private leveled backyard. Perfect starter home or

  Amber Alcazar Coldwell Banker Realty

  6 Howard Dr, Willimantic, CT 06226
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  Est $260,010 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 846 Sq Ft

  52 Old Plains Rd, Willimantic, CT 06226

  52 Old Plains Rd, Willimantic, CT 06226
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  /37

  $465,000 Under Contract

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

  200 Old Bush Hill Rd, Windham, CT 06226

  To Be built. Spring 2025 occupancy. Similar to be built. Construction has begun, this is set on a nice lot with some great views. Great layout, with a large open floorplan on the main level, complete with white shaker kitchen cabinets, stone countertops, stainless appliances, and an island large enough to sit at. This main level also has a convenient half bath, and another room suitable as an

  Timothy Morse Alliance Realty LLC

  200 Old Bush Hill Rd, Windham, CT 06226
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  $330,000 Sold Jan 16, 2025

  • 1,674 Sq Ft
  • $197/SF
  • 51 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1987

  44 Pigeon Swamp Rd, South Windham, CT 06266

  Great oversized fully renovated ranch, located on a non thru street, with a nice cleared lot. This home will not disappoint, the whole house has been fully renovated and updated. Walking through the front door you will find a large eat in kitchen to your right, and straight ahead is an oversized living with sliders to a deck. Down the hall are 2 generous bedrooms, a full bath, and the primary

  Timothy Morse Alliance Realty LLC

  44 Pigeon Swamp Rd, South Windham, CT 06266
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  Est $253,549 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,092 Sq Ft

  41 Antrim Rd, Willimantic, CT 06226

  41 Antrim Rd, Willimantic, CT 06226
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  $385,000 Sold Nov 22, 2024

  • 2,936 Sq Ft
  • $131/SF
  • 106 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1986

  236 S Windham Rd, Willimantic, CT 06226

  If you are looking for more living space, you have found it! This expansive home is no ordinary Raised Ranch. Whether coming together in the dining area, or gathering around the tv for the big game, you will not lack for space when entertaining. Main floor hosts 3 bedrooms, full bath, and spacious kitchen with access to upper deck; perfect for dining al fresco. Ascend to the bonus room through

  Michelle Garabedian Home Selling Team

  236 S Windham Rd, Willimantic, CT 06226
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  Est $394,888 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,905 Sq Ft

  337 S Windham Rd, Willimantic, CT 06226

  337 S Windham Rd, Willimantic, CT 06226
• 

  $350,000 Sold Oct 04, 2024

  • 1,534 Sq Ft
  • $228/SF
  • 81 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1954

  187 S Windham Rd, Willimantic, CT 06226

  Come take a look at this charming cape in South windham.Hardwood on th main level On the main level you have a large living room with a pellet stove, dining room with a kitchen, 2 bedrooms and a full bath. The upper level has 2 bedrooms and an additional full bath Refinished Hardwood floors on the main level and many built ins . 3 car garage with a breezeway. Nice deck with a private back yard.

  Sondra Reid Home Selling Team

  187 S Windham Rd, Willimantic, CT 06226
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  Est $290,794 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 960 Sq Ft

  9 Highland View Dr, South Windham, CT 06266

  9 Highland View Dr, South Windham, CT 06266
• 

  $385,000 Sold Oct 04, 2024

  • 2,527 Sq Ft
  • $152/SF
  • 123 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1765

  101 Wadsworth Ln, Willimantic, CT 06226

  Bring your dogs! Bring your horses! Bring your livestock! Home is set on a private drive at on a dead end road. Multi Family home. 13 mins to Eastern Conn College and 25 mins to UConn. Exterior of home has recent updates including new siding, metal roofing, windows and exterior doors. Interior needs renovations. (2) 30' x 40' outbuidlings. One with dirt floor for horses and stock and one with

  Dale Bunn Riverview Realty, LLC

  101 Wadsworth Ln, Willimantic, CT 06226
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  Est $279,141 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 2,022 Sq Ft

  59 MacHine Shop Hill Rd, South Windham, CT 06266

  59 MacHine Shop Hill Rd, South Windham, CT 06266
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  $118,450 Sold Sep 13, 2024

  • 790 Sq Ft
  • $150/SF
  • 107 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1968

  270 S Windham Rd Unit 51, Willimantic, CT 06226

  Investors and owner-occupants take note! This meticulously maintained condo boasts 2 bedrooms, 1 bath and one level living convenience. With beautiful new floors and fresh paint, this property is ready for you to move in. Convenient in-unit laundry. Two designated parking spots ensure hassle-free parking, with additional guest parking available for visitors. The HOA includes heat, hot water,

  Brittany Kimlingen First Choice Realty

  270 S Windham Rd Unit 51, Willimantic, CT 06226
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  Est $242,978 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,220 Sq Ft

  988 Windham Rd, South Windham, CT 06266

  988 Windham Rd, South Windham, CT 06266
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  $305,000 Sold Sep 04, 2024

  • 1,440 Sq Ft
  • $212/SF
  • 36 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1890

  12 Old Plains Rd, Willimantic, CT 06226

  Calling all Victorian Home lovers! This circa 1890 beauty is being offered for the first time in over 20 years! Pride of ownership radiates ****HIGHEST AND BEST DUE MONDAY 10AM AUGUST 5,2024 ***** Get ready to fall in love and move right in. Wonderful enclosed porch to sit and listen to the peepers and tree frogs on these warm summer nights. Hardwood floors, beautiful period woodwork, bright and

  Sue Esposito Home Selling Team

  12 Old Plains Rd, Willimantic, CT 06226
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  Est $219,155 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,357 Sq Ft

  31 Abbe St, Willimantic, CT 06226

  31 Abbe St, Willimantic, CT 06226
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  Est $286,377 Not Listed For Sale

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

  354 S Windham Rd, Willimantic, CT 06226

  354 S Windham Rd, Willimantic, CT 06226
• 

  Est $310,187 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,510 Sq Ft

  29 Pemberton Rd, Willimantic, CT 06226

  29 Pemberton Rd, Willimantic, CT 06226
• 

  Est $216,936 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 690 Sq Ft

  28 Old Plains Rd, Willimantic, CT 06226

  28 Old Plains Rd, Willimantic, CT 06226

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