3,767

Windham, CT Homes

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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
  • 123 Union St, Willimantic, CT 06226

    $240,000 Sold May 12, 2025

    • 1,420 Sq Ft
    • $169/SF
    • 11 Days On Market
    • 4 Beds
    • 1 Bath
    • Built 1900

    123 Union St, Willimantic, CT 06226

    Welcome home to this charming 4-bed, 1-bath Colonial in the heart of Willimantic! With an open floor plan and gleaming hardwood floors throughout, this home blends classic charm with modern convenience. The sunlit living room flows seamlessly into the formal dining area-perfect for gatherings, game nights, or cozy dinners. The kitchen is ready for your culinary creations, with easy access to the

    Stephen Daly LPT Realty

    123 Union St, Willimantic, CT 06226
  • /40

    $320,000

    • 6 Beds
    • 2 Baths
    • 2,981 Sq Ft

    87 North St, Willimantic, CT 06226

    TWO HOUSES ON ONE PROPERTY! This unique investment opportunity at 87-89 North Street in Willimantic, CT, presents a compelling proposition for investors. The property comprises TWO single-family homes situated on a single lot, each with its own driveway and access to a large garage located conveniently on the front house's driveway. The rear house, a charming 1,224 square-foot dwelling,

    Toni Iandoli William Pitt Sotheby's Int'l

    87 North St, Willimantic, CT 06226
  • 251 Walnut St, Willimantic, CT 06226

    $395,000 Sold May 09, 2025

    • 1,708 Sq Ft
    • $231/SF
    • 5 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1930

    251 Walnut St, Willimantic, CT 06226

    **HIGHEST AND BEST DUE 3pm ON MONDAY MARCH 3RD AT 3PM** The Alvin W. Maxwell House, circa 1930 - featured in the Willimantic Victorian Days Victorian Home Tour in 2018. This stunning home has been lovingly maintained and updated with every detail carefully thought out. Gorgeous woodwork and wood floors throughout the home, glass door knobs, lighting, and French Doors are just some of the period

    Sue Esposito Home Selling Team

    251 Walnut St, Willimantic, CT 06226
  • /13

    $330,000

    • 5 Beds
    • 2 Baths
    • 2,200 Sq Ft

    9 Ann St, Willimantic, CT 06226

    2 family house on a quiet street. First floor is a 2 bed 1 bath with hardwood floors throughout. Direct access to their side of the basement. Front foyer, eat in kitchen, living room. Second unit is the 2nd floor & 3rd floor and open, perfect for owner occupied multifamily. 2 bedrooms on the upper level with new carpet. Kitchen, dining room, living room, bathroom and 1 bedroom on the second floor

    david breau eXp Realty

    9 Ann St, Willimantic, CT 06226
  • 73 Cherry Ln, Willimantic, CT 06226

    $289,000 Sold May 06, 2025

    • 1,229 Sq Ft
    • $235/SF
    • 40 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1976

    73 Cherry Ln, Willimantic, CT 06226

    Nice 4 bedroom 2 full bath Cape set in a quiet Cul-De-Sac. Home offers many nice features, Main level has Primary bedroom with hardwood floors, large open living room dining room all with hardwood floors, full bath with shower and tub, eat in kitchen with updated floors and stainless appliances with entry to garage. Upper level offers 3 more bedrooms and a full bath also with tub and shower.

    Jeanne Crum Home Selling Team

    73 Cherry Ln, Willimantic, CT 06226
  • /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
  • 13 Spring St, Willimantic, CT 06226

    $412,000 Sold May 05, 2025

    • 2,712 Sq Ft
    • $152/SF
    • 89 Days On Market
    • 6 Beds
    • 6 Baths
    • Built 1915

    13 Spring St, Willimantic, CT 06226

    Great investment opportunity available. This property contains six 1 bedroom/ efficiency apartments. The six units are fully rented with the tenants paying their own utilities. The heat, hot water, and stoves are natural gas. Each tenant has their own electric and gas meter. Some recent updates include newer sewer lines and gas water heaters. There is also a possibility to expand and finish off a

    Heather Meehan Meehan & Daughters Real Estate

    13 Spring St, Willimantic, CT 06226
  • /16

    $225,000

    • 4 Beds
    • 2 Baths
    • 1,500 Sq Ft

    227 Ash St, Willimantic, CT 06226

    This charming older home offers classic details and great potential. It features a welcoming front porch and a large deck off the living room, perfect for outdoor relaxation. Inside, the home includes four bedrooms and two full bathrooms, along with a cozy wood stove for added warmth.There is plenty of opportunity to make it your own. The private driveway provides off-street parking, and the

    Kim Benoit CENTURY 21 Shutters & Sails

    227 Ash St, Willimantic, CT 06226
  • 270 S Windham Rd Unit 52, Willimantic, CT 06226

    $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
  • /40

    $399,000 Pending

    • 8 Beds
    • 3 Baths
    • 3,913 Sq Ft

    85 Lewiston Ave, Willimantic, CT 06226

    Opportunity awaits with this well cared for large 3-family property offering 3,913 square feet of living space across three levels. Each unit features tall ceilings and generous room sizes, with hardwood flooring throughout most of the home. The first-floor unit offers 2 bedrooms, a spacious dining and living room with built-ins, a pantry area and a welcoming front porch. The second-floor unit

    Anne Newmyer Simply Sold Real Estate

    85 Lewiston Ave, Willimantic, CT 06226
  • 61 Mountain St, Willimantic, CT 06226

    $250,000 Sold Apr 24, 2025

    • 1,755 Sq Ft
    • $142/SF
    • 38 Days On Market
    • 6 Beds
    • 2 Baths
    • Built 1910

    61 Mountain St, Willimantic, CT 06226

    Fantastic opportunity to own this recently remodeled two family home. Both units consist of 3 bedrooms and 1 full bathroom. First-floor apartment is tenant occupied, and the second-floor apartment is available for immediate occupancy. This income-producing property has a wonderful upside potential for investors or owner occupants alike. Centrally located and just minutes away from ECSU, major

    Maya Basic William Raveis Real Estate

    61 Mountain St, Willimantic, CT 06226
  • /37

    $255,000 Pending

    • 3 Beds
    • 1 Bath
    • 1,080 Sq Ft

    285 Jackson St, Willimantic, CT 06226

    Welcome to this well-appointed 3-bedroom, 1-bath ranch style home nestled in a centrally located neighborhood of Willimantic. Boasting comfort, convenience, and tasteful updates, this home is perfect for anyone seeking single-level living with modern amenities. Step inside the front porch to a sun-filled living room that flows seamlessly into a fully refreshed eat-in kitchen featuring quartz

    Corrinne Lomazzo Berkshire Hathaway NE Prop.

    285 Jackson St, Willimantic, CT 06226
  • 498 Prospect St, Willimantic, CT 06226

    $252,000 Sold Apr 21, 2025

    • 1,476 Sq Ft
    • $171/SF
    • 35 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1930

    498 Prospect St, Willimantic, CT 06226

    Great Opportunity to own this Well Maintained 2 Family minutes away from ECSU! Instant rental income if you are looking to Invest or Owner Occupy.1st floor 2 bedroom unit has a tenant in place until Dec.2025. Both units are in really good condition, 2nd floor-1 bedroom unit has an open floor plan,updated bath,very clean, with plenty of space and storage to feel right at home. Newer Windows,Vinyl

    janet krohn ERA Blanchard & Rossetto

    498 Prospect St, Willimantic, CT 06226
  • /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
  • 33 Roanoak Ave, Willimantic, CT 06226

    $220,000 Sold Apr 18, 2025

    • 1,306 Sq Ft
    • $168/SF
    • 42 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1971

    33 Roanoak Ave, Willimantic, CT 06226

    Discover the potential in this 3-4 bedroom, 2-bathroom Cape-style home nestled in the heart of Willimantic. Featuring classic architectural charm, this property offers a spacious layout with endless possibilities. The first floor includes a primary bedroom, full bathroom, and cozy living areas, while two additional bedrooms and a second full bath are located upstairs. While the home needs some

    Jenny Adamo KW Legacy Partners

    33 Roanoak Ave, Willimantic, CT 06226
  • /40

    $290,000 Pending

    • 3 Beds
    • 3 Baths
    • 2,382 Sq Ft

    269 Jackson St, Willimantic, CT 06226

    Welcome to a rare opportunity for both savvy investors and future owner-occupants alike. This Colonial-style three-family home offers the ideal blend of character, functionality, and strong income potential. Whether you're looking to offset your mortgage with tenant income or expand your investment portfolio, this property is a smart choice. The owner's unit will be delivered vacant and features

    Michael A Tarallo Giner Real Estate

    269 Jackson St, Willimantic, CT 06226
  • 74 Windham St, Willimantic, CT 06226

    $380,000 Sold Apr 14, 2025

    • 3,640 Sq Ft
    • $104/SF
    • 24 Days On Market
    • 7 Beds
    • Built 1892

    74 Windham St, Willimantic, CT 06226

    INVESTORS TAKE NOTICE! PERFECT location for student housing! The home is located directly across the street from the Eastern Campus/Schafer Hall Auditorium AND a short commute to UCONN! This home boasts 7 LARGE bedrooms, 3 FULL updated baths, wrap around porch AND a 2-car detached garage! Many original features remain including a tile fireplace, wood floors, Anaglypta Wainscoting, Stain Glass

    Maxwell Castrogiovanni eXp Realty

    74 Windham St, Willimantic, CT 06226
  • /36

    $269,000 Pending

    • 3 Beds
    • 1 Bath
    • 1,274 Sq Ft

    59 Lynwood Dr, Willimantic, CT 06226

    Six room Cape with first floor bedroom, full bath, large eat-in kitchen and an office or family room. On the second floor are two additional bedrooms with hardwood floors under the carpet. Other property features include a new roof in 2023 and detached garage. The yard is gently slopped in front and flat and spacious in back. Great location close to ECSU, UCONN, local schools, parks, medical

    Wendy McDonald Century 21 AllPoints Realty

    59 Lynwood Dr, Willimantic, CT 06226
  • 497 Pleasant St, Willimantic, CT 06226

    $239,000 Sold Mar 31, 2025

    • 1,088 Sq Ft
    • $220/SF
    • 73 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1951

    497 Pleasant St, Willimantic, CT 06226

    So much potential! This adorable ranch is conveniently located near all of the restaurants and shopping downtown and on Main Street. The kitchen has new cabinetry and countertops. Down a wide hallway is a large open family room and three generous bedrooms with an updated bathroom. The unfinished basement is very large and open and leads into the garage. The flat and spacious backyard is fenced in

    Jessica Duhaime Pledge Property Management

    497 Pleasant St, Willimantic, CT 06226
  • /30

    $355,000 Pending

    • 3 Beds
    • 2 Baths
    • 1,241 Sq Ft

    487 North St, Willimantic, CT 06226

    MOTIVATED MOVING OUT OF STATE SELLERS!! Welcome home... Book your private tour today. This young home is a real must see!! 3 beds 2 full bath. Are you looking for a new build with nothing to do but move in?? This young meticulously maintained home has a flowing open floor plan with loads of windows for so much natural sunlight. All the updates you could ask for. Spacious kitchen offers plenty of

    KAREN MILHEM Media Realty Group, Inc.

    487 North St, Willimantic, CT 06226
  • 64 Elm St, Willimantic, CT 06226

    $130,000 Sold Mar 28, 2025

    • 1,416 Sq Ft
    • $92/SF
    • 3 Days On Market
    • 5 Beds
    • 2 Baths
    • Built 1865

    64 Elm St, Willimantic, CT 06226

    MULTIPLE OFFERS HIGHEST AND BEST BY MONDAY 3/3 AT 2 PM. Ideal opportunity for contractors, very skilled homeowners, and investors. Expect to undertake a comprehensive renovation including structural repair, new plumbing, electrical, flooring, walls, and finishes throughout, making it perfect for skilled DIYer's, contractors, and investors. Including natural gas heat and 2 Weil-McLain gas boilers

    Tammy Lucier eXp Realty

    64 Elm St, Willimantic, CT 06226
  • /40

    $599,900 Pending

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

    100 Windham Rd, Willimantic, CT 06226

    Own a Piece of Windham History Step into timeless elegance with this magnificent Victorian-era home circa 1865, originally built for a founder of the historic American Thread Company. Set against the stunning backdrop of the granite mill building across the river, this architectural gem has been lovingly and meticulously restored over the past 20 years. Every inch of this home reflects

    Rich Marouski Weichert,REALTORS-Four Corners

    100 Windham Rd, Willimantic, CT 06226
  • 167 Ash St, Willimantic, CT 06226

    $243,500 Sold Mar 28, 2025

    • 1,260 Sq Ft
    • $193/SF
    • 8 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1910

    167 Ash St, Willimantic, CT 06226

    Step into the charm of this beautiful older home, showcasing original details and classic craftsmanship. From the moment you arrive, you'll be captivated by the inviting wrap-around porch, perfect for enjoying a morning coffee or relaxing in the evening. Inside, the home features stunning oversized windows that fill the space with natural light, a built-in hutch, and high baseboards that add to

    Gabriella Navick Navick Properties LLC

    167 Ash St, Willimantic, CT 06226
  • /6

    $150,000 Pending

    • Land
    • 3.10 Acres
    • $48,387 per Acre

    335 Pleasant St, Windham, CT 06226

    This is a rare opportunity to own over 3 acres of land in the heart of Willimantic. This parcel offers a private setting, views of the Willimantic River, and has excellent proximity to town amenities. It is zoned NPR2, with access by easement from Mountain St. Buyers to do due diligence on future development potential.

    Ben Kruse Simply Sold Real Estate

    335 Pleasant St, Windham, CT 06226
  • 371 Prospect St, Willimantic, CT 06226

    $348,000 Sold Mar 25, 2025

    • 3,180 Sq Ft
    • $109/SF
    • 4 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1908

    371 Prospect St, Willimantic, CT 06226

    INVESTORS TAKE NOTICE! Fully rented and producing great cash flow in the heart of Willimantic, neighboring Eastern campus. Well taken care of by the same owner for 30 years before using as a rental. New furnace, oil tank, water heater, appliances, windows, and flooring. Plenty of off street parking.

    Sadierose Lemire Drawbridge Realty

    371 Prospect St, Willimantic, CT 06226

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