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Windham, CT Homes for Sale

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  • 156 Ballamahack Rd, Windham, CT 06280
    156 Ballamahack Rd, Windham, CT 06280
    156 Ballamahack Rd, Windham, CT 06280
    /40

    $650,000 Open Sat 12PM - 4PM

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

    156 Ballamahack Rd, Windham, CT 06280

    Who says you can't have it all? Do not miss this rare and fully equipped horse property set on over 26 private acres in rural Connecticut. This versatile estate offers everything needed for a working farm, peaceful retreat, or unbeatable event space. Your home is a 2190sqft, 4-bedroom, 2-bath home with a first-floor primary suite, a warm rustic dining room, and a flexible bonus room for an

    Agent Photo

    Stephen Daly

    LPT Realty

    (860) 750-8672

    156 Ballamahack Rd, Windham, CT 06280
  • 100 South St, Willimantic, CT 06226
    100 South St, Willimantic, CT 06226
    100 South St, Willimantic, CT 06226
    /19

    $299,000

    • 6 Beds
    • 2 Baths
    • 1,932 Sq Ft

    100 South St, Willimantic, CT 06226

    Discover 100 South Street in Willimantic-a great opportunity to own a fully occupied 2-family home with solid rental income and key updates already done. The first floor unit hasbeen remodeled, including fresh flooring and paint, and a brand-new furnace. The property also features a 2-year-old roof, offering long-term durability and reduced future expenses. With great tenants already in place,

    Agent Photo

    Amber Jones

    KW Legacy Partners

    (860) 831-4634

    100 South St, Willimantic, CT 06226
  • 96 South St, Willimantic, CT 06226
    96 South St, Willimantic, CT 06226
    96 South St, Willimantic, CT 06226
    /21

    $289,000

    • 6 Beds
    • 2 Baths
    • 1,736 Sq Ft

    96 South St, Willimantic, CT 06226

    Welcome to 96 South Street in Willimantic-a solid investment opportunity with tenants already in place through February and April 2026. This well-maintained 2-family property offers reliable rental income from day one. Recent improvements include: New windows and flooring on the first floor. Updated electrical and mechanical systems. 1-year-old roof for peace of mind and reduced maintenance

    Agent Photo

    Amber Jones

    KW Legacy Partners

    (860) 791-3791

    96 South St, Willimantic, CT 06226
  • 38 Elm St, Willimantic, CT 06226
    38 Elm St, Willimantic, CT 06226
    38 Elm St, Willimantic, CT 06226
    /9

    $99,900

    • Land
    • 1.10 Acres
    • $90,818 per Acre

    38 Elm St, Willimantic, CT 06226

    1.1 Acre Commercial Lot - B3 Zoned - Great Opportunity in Willimantic! Lot Size: 1.1 Acres Zoning: B3 - Business District Access: Deeded easement via Family Dollar and Elm Street. Don't miss this unique opportunity to own a 1.1-acre level commercial lot tucked just off Main Street in Willimantic. Located directly behind Family Dollar, this parcel offers convenient access via a recorded easement,

    Agent Photo

    Tammy Lucier

    eXp Realty

    (860) 979-5391

    38 Elm St, Willimantic, CT 06226
  • 57 Chapman St, Willimantic, CT 06226
    57 Chapman St, Willimantic, CT 06226
    57 Chapman St, Willimantic, CT 06226
    /29

    $179,925

    • 7 Beds
    • 3 Baths
    • 2,668 Sq Ft

    57 Chapman St, Willimantic, CT 06226

    Don't miss this exceptional investment opportunity at 57 Chapman Street in Willimantic, CT! This versatile 3-family property features one spacious 3-bedroom, 1-bath unit and two well-proportioned 2-bedroom, 1-bath units, making it an ideal choice for investors or owner-occupants seeking rental income. Each unit offers comfortable layouts with ample potential for updates and customization,

    Agent Photo

    Jason Kemp

    Five Stars Realty

    (860) 419-7674

    57 Chapman St, Willimantic, CT 06226
  • 1145 Windham Rd, Windham, CT 06266
    1145 Windham Rd, Windham, CT 06266
    1145 Windham Rd, Windham, CT 06266
    /24

    $459,000 New Construction

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

    1145 Windham Rd, Windham, CT 06266

    COMPLETED AND READY TO MOVE IN. Brand new construction!! Wonderful floor plan, with a large and open area encompassing the kitchen, dining and living room areas. Tons of natural light coming from windows, and sliders in dining area. Main level includes a flex room, and a half bath. Upstairs you will find the three bedrooms, including a primary with its own full bath and walk in closet, as well as

    Timothy Morse Home Selling Team

    1145 Windham Rd, Windham, CT 06266
  • 106 Oxbow Dr, Willimantic, CT 06226
    106 Oxbow Dr, Willimantic, CT 06226
    106 Oxbow Dr, Willimantic, CT 06226
    /39

    $315,000 Open Sat 2PM - 3PM

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

    106 Oxbow Dr, Willimantic, CT 06226

    Need more space..this is the house for you, over 1200 sq ft raised ranch. The main level has a 19x23 Living room with hardwood floor, built ins, a ceiling fan and sliders going out to a 19x20 deck. The dining room also has a ceiling fan and a breakfast bar accessing the Kitchen. Lots of cabinets, counter space and tile floor makes the kitchen very appealing. A full bath with Tub/shower and 2

    Sondra Reid Home Selling Team

    106 Oxbow Dr, Willimantic, CT 06226
  • 60 Impala Dr, Willimantic, CT 06226
    60 Impala Dr, Willimantic, CT 06226
    60 Impala Dr, Willimantic, CT 06226
    /17

    $299,900

    • 4 Beds
    • 2.5 Baths
    • 1,609 Sq Ft

    60 Impala Dr, Willimantic, CT 06226

    WELCOME TO 60 IMPALA DRIVE!! THIS WELL MAINTAINED HOME IN A QUIET NEIGHBORHOOD WITH CLOSENESS TO STORES, RESTAURANTS, SCHOOLS AND PLAYGROUNDS. THIS HOME HAS BEEN UPDATED IN THE LAST 8 YEARS WITH THE MUCH NEEDED FURNACE, OIL TANK, HOT WATER HEATER, ELECTRICAL PANEL, AND PLUMBING. THE HOME WAS ALSO PAINTED IN AND OUT AND ENJOYED BY THE FAMILY FOR THE LAST FEW YEARS. A FULLY APPLIANCED KITCHEN WITH

    Jackie Lovett William Raveis Real Estate

    60 Impala Dr, Willimantic, CT 06226
  • 195 Quarry St, Willimantic, CT 06226
    195 Quarry St, Willimantic, CT 06226
    195 Quarry St, Willimantic, CT 06226
    /21

    $318,965 Open Sat 12PM - 3PM

    • 3 Beds
    • 2 Baths
    • 2,100 Sq Ft

    195 Quarry St, Willimantic, CT 06226

    Check out this move-in ready 3 bed, 2 full bath Ranch! This lovingly renovated home features a finished walk-out basement with in-law potential, separate entry, and kitchen water hookups including brand new plumbing w/ toilet and vanity. Highlights include granite countertops, a brand new boiler, new and a like-new (1-year-old) pool pump and filter. The only home on Quarry with a spacious front

    Jasmine Baker RE/MAX One

    195 Quarry St, Willimantic, CT 06226
  • 65 Anna Maria Ln, Windham, CT 06280
    65 Anna Maria Ln, Windham, CT 06280
    65 Anna Maria Ln, Windham, CT 06280
    /40

    $389,900 Open Sat 9AM - 11AM

    • 3 Beds
    • 2.5 Baths
    • 1,691 Sq Ft

    65 Anna Maria Ln, Windham, CT 06280

    Welcome to this well-maintained 3-bedroom, 3-bathroom Cape nestled on a peaceful cul-de-sac in a desirable, family-friendly neighborhood. This home offers the perfect blend of comfort and functionality with an open floor plan, spacious rooms, and thoughtful updates throughout. The main level features a sunlit kitchen with granite countertops that flows seamlessly into the dining area and living

    Kristen Merrill Countryside Realty

    65 Anna Maria Ln, Windham, CT 06280
  • 42 Sycamore Terrace, Windham, CT 06280
    42 Sycamore Terrace, Windham, CT 06280
    42 Sycamore Terrace, Windham, CT 06280
    /37

    $325,000

    • 3 Beds
    • 2 Baths
    • 1,807 Sq Ft

    42 Sycamore Terrace, Windham, CT 06280

    Nestled at the end of a quiet cul-de-sac, this beautifully maintained Cape-style home offers the perfect blend of privacy, comfort, and convenience. Boasting 3 spacious bedrooms, 2 full bathrooms, and an attached two-car garage, this property is thoughtfully designed to suit a variety of lifestyles. Step inside and discover an abundance of recent upgrades, including a brand-new architectural

    Stacey Silvia Lock and Key Realty, Inc

    42 Sycamore Terrace, Windham, CT 06280
  • 105 Brick Top Rd, Windham, CT 06280
    105 Brick Top Rd, Windham, CT 06280
    105 Brick Top Rd, Windham, CT 06280
    /24

    $385,000

    • 3 Beds
    • 2 Baths
    • 2,034 Sq Ft

    105 Brick Top Rd, Windham, CT 06280

    Welcome to 105 Brick Top Rd.! Move right into this tastefully renovated home set on 1.49 acres of serene land. Step onto the beautifully updated porch, ready to be adorned with your personal touch. Inside, you'll be greeted by gorgeous, gleaming hardwood floors that flow throughout the main living spaces (excluding the bedrooms). The oversized foyer invites you into a desirable open floor plan,

    Maricela Rivera Coldwell Banker Realty

    105 Brick Top Rd, Windham, CT 06280
  • 39 Windham Center Rd, Windham, CT 06280
    39 Windham Center Rd, Windham, CT 06280
    /2

    $340,000 Coming Soon

    • 4 Beds
    • 1.5 Baths
    • 2,383 Sq Ft

    39 Windham Center Rd, Windham, CT 06280

    Welcome home! Charming colonial located in historic district in Windham County. Main floor consists of four bedrooms, one full bathroom, laundry area, and bonus room/office/den. Large living area with built in shelving. All four bedrooms located on upper level with additional full bathroom. Outside boasts patio area surrounded by young Rose of Sharon. Detached three bay garages with automatic

    Katrina Gulowsen On The Move Realty, LLC

    39 Windham Center Rd, Windham, CT 06280
  • 36 Lebanon Ave, Willimantic, CT 06226
    36 Lebanon Ave, Willimantic, CT 06226
    36 Lebanon Ave, Willimantic, CT 06226
    /21

    $278,000

    • 6 Beds
    • 3 Baths
    • 2,594 Sq Ft

    36 Lebanon Ave, Willimantic, CT 06226

    Three family home in a quiet convenient location close to downtown Willimantic and the Willimantic Footbridge. Tenants have occupied this home for over 15 years with month to month leases. Vinyl sided home with first and second floor front and rear covered porches. First floor has access to a laundry and a rear patio. Flat yard with plenty of off street parking. Basement has an additional full

    Deb Chabot RE/MAX One

    36 Lebanon Ave, Willimantic, CT 06226
  • 301 Brick Top Rd, Windham, CT 06280
    301 Brick Top Rd, Windham, CT 06280
    301 Brick Top Rd, Windham, CT 06280
    /28

    $200,000

    • 2 Beds
    • 1 Bath
    • 1,077 Sq Ft

    301 Brick Top Rd, Windham, CT 06280

    Recently remodeled and ready for its next owner! This 2-bedroom, 1-bath ranch has a lot to offer. On the list is a brand new kitchen and appliances, brand new spacious bathroom with a stand-up cabinet shower, new flooring throughout, many replacement windows and lots of fresh paint inside and out. The open-concept floor plan flows from a spacious living room into a sunny dining area off the

    Anne Newmyer Simply Sold Real Estate

    301 Brick Top Rd, Windham, CT 06280
  • 285 Jackson St, Willimantic, CT 06226
    285 Jackson St, Willimantic, CT 06226
    285 Jackson St, Willimantic, CT 06226
    /37

    $255,000

    • 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
  • 65 Hewitt St, Willimantic, CT 06226
    65 Hewitt St, Willimantic, CT 06226
    65 Hewitt St, Willimantic, CT 06226
    /31

    $263,200 Open Sat 12PM - 2PM

    • 3 Beds
    • 1.5 Baths
    • 1,170 Sq Ft

    65 Hewitt St, Willimantic, CT 06226

    Charming 3 bedroom cape in the hill section of Willimantic. This home has been lovingly maintained and is ready for you to move in. With hardwood floors throughout, a fireplace and a much sought after first floor bedroom, you will be central to many amenities. The one car garage and lovely yard complete the package.

    Ellen Mott Berkshire Hathaway NE Prop.

    65 Hewitt St, Willimantic, CT 06226
  • 44 Woodland Dr, Windham, CT 06280
    44 Woodland Dr, Windham, CT 06280
    44 Woodland Dr, Windham, CT 06280
    /34

    $290,000

    • 3 Beds
    • 2 Baths
    • 1,526 Sq Ft

    44 Woodland Dr, Windham, CT 06280

    Opportunity awaits in this spacious ranch-style home offering the ease of one-level living! Featuring 3 bedrooms and 2 full baths, including one in the partially finished basement, this home is full of potential. Bring your vision and make your custom updates to truly make it your own. Enjoy a bright layout with replacement windows throughout, a level yard perfect for outdoor living, and the

    Kelley Vanacore Century 21 AllPoints Realty

    44 Woodland Dr, Windham, CT 06280
  • 251 Jackson St, Willimantic, CT 06226
    251 Jackson St, Willimantic, CT 06226
    251 Jackson St, Willimantic, CT 06226
    /36

    $489,999

    • 12 Beds
    • 4 Baths
    • 2,750 Sq Ft

    251 Jackson St, Willimantic, CT 06226

    INVESTORS take NOTE! Turnkey 4-Unit Investment Property with room for upside. This opportunity to own a well-maintained multi-family in the LOW VACANCY market of Windham wont last long! Updated utilities, separate meters, and reliable long-term tenants. All utilities separately metered. MANY upgrades including a complete remodel making this property suitable for owner occupant or investor. On the

    Robyn Letourneau Berkshire Hathaway NE Prop.

    251 Jackson St, Willimantic, CT 06226
  • 136 Chapman St, Windham, CT 06226
    136 Chapman St, Windham, CT 06226
    136 Chapman St, Windham, CT 06226
    /35

    $599,999

    • 12 Beds
    • 5 Baths
    • 4,466 Sq Ft

    136 Chapman St, Windham, CT 06226

    INVESTORS TAKE NOTE!! LOW VACANCY in Windham county. 5-unit Investment Property with Strong Cash Flow! Located in the heart of Willimantic, this fully occupied property offers easy maintenance, off street parking, and stable tenants. GOI: $82,560 Other income: $2400 Expenses: $71,628 NOI: $71,628 12 CAP Combine with other listed willimantic properties: Elm st., Jackson St., and Pleasant St. as a

    Robyn Letourneau Berkshire Hathaway NE Prop.

    136 Chapman St, Windham, CT 06226
  • 19 Boston Post Rd, North Windham, CT 06256
    19 Boston Post Rd, North Windham, CT 06256
    19 Boston Post Rd, North Windham, CT 06256
    /28

    $269,900

    • 5 Beds
    • 2.5 Baths
    • 1,480 Sq Ft

    19 Boston Post Rd, North Windham, CT 06256

    Step into this charming 5-bedroom, 2.1-bath home that's full of character and solid bones-just waiting for your personal touch. Offering generous living space and a functional layout, this property is ideal for anyone looking for room to grow. A large storage shed out back provides plenty of space for tools, hobbies, or extra storage. Centrally located, you'll enjoy easy access to schools,

    Victor Santana Santana Realty Group LLC

    19 Boston Post Rd, North Windham, CT 06256
  • 4 Main St, Willimantic, CT 06226
    4 Main St, Willimantic, CT 06226
    4 Main St, Willimantic, CT 06226
    /40

    $515,000

    • 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
  • 8 Haley Ln, North Windham, CT 06256
    8 Haley Ln, North Windham, CT 06256
    8 Haley Ln, North Windham, CT 06256
    /32

    $125,000

    • 3 Beds
    • 2 Baths
    • 1,296 Sq Ft

    8 Haley Ln, North Windham, CT 06256

    Spacious 3-Bedroom Home in Stonegate Manor!! This well-maintained 3-bedroom, 2-bath mobile home offers 1,296 square feet of comfortable living in the desirable Stonegate Manor community. Built in 2003, it features a functional layout with generous room sizes, a solid structure, and excellent potential for customization. Conveniently located in Windham, you're just minutes from shopping, dining,

    Jason Boice eXp Realty

    8 Haley Ln, North Windham, CT 06256
  • 67 North Rd, Windham, CT 06280
    67 North Rd, Windham, CT 06280
    67 North Rd, Windham, CT 06280
    /29

    $245,000

    • 4 Beds
    • 1.5 Baths
    • 1,621 Sq Ft

    67 North Rd, Windham, CT 06280

    Discover the charm of 67 North Road, a captivating four-bedroom, one-and-a-half-bathroom home full of character. Constructed in the 1850s, this historic gem is nestled in the quaint Historic District of Windham Center. With its prime location just off of Route 203 and Route 14, your daily commute to major highways is effortless. This property presents the opportunity for those with a vision,

    Franchesca Pescatello Prue Realty LLC

    67 North Rd, Windham, CT 06280
  • 60 Lions Way, North Windham, CT 06256
    60 Lions Way, North Windham, CT 06256
    60 Lions Way, North Windham, CT 06256
    /29

    $78,000

    • 2 Beds
    • 2 Baths
    • 924 Sq Ft

    60 Lions Way, North Windham, CT 06256

    Move in ready, clean and beautiful 2 bedroom mobile home.This home boosts a Living room with a celing fan and lots of sunshine. A large eat in kitchen with new lights and lots of cabinets. Primary suite with a full bath and ceiling fan. At the other end is another bedroom with a full bath. Laundry room/mudroom with back door. Outside is a large porch, shed and garden. Very well maintained and a

    Sondra Reid Home Selling Team

    60 Lions Way, North Windham, CT 06256
  • 51 James Dr, North Windham, CT 06256
    51 James Dr, North Windham, CT 06256
    51 James Dr, North Windham, CT 06256
    /26

    $59,900

    • 2 Beds
    • 1 Bath
    • 844 Sq Ft

    51 James Dr, North Windham, CT 06256

    Charming 2 bedroom Mobile Home in peaceful Stonegate Manor Windham. Discover comfort and convenience in this well maintained 2 bedroom 1 bath mobile home nestled in the heart of Windham. Perfectly designed for easy living, this home features a cozy living space, a dedicated laundry room and a bright, functional layout. Step outside to enjoy a lovely garden area ideal for relaxing or gardening

    Nancy Bard Bard Real Estate, LLC

    51 James Dr, North Windham, CT 06256
  • 16 Gem Dr, Willimantic, CT 06226
    16 Gem Dr, Willimantic, CT 06226
    16 Gem Dr, Willimantic, CT 06226
    /29

    $259,900

    • 3 Beds
    • 1 Bath
    • 912 Sq Ft

    16 Gem Dr, Willimantic, CT 06226

    Well maintained Charming Ranch w/ Oversized-TANDEM 2 CAR GARAGE w/Additional Storage Space with short, convenient commute to both Eastern Connecticut State University and University of Connecticut, * CAIR * Refinished Hardwood Floors & Fresh Paint throughout * Sliders to Deck overlooking nice sized yard w/Shed * Quiet Neighborhood Setting * Walkout Basement can be finished easy for additional

    Kimberly Gates Gateway Real Estate

    16 Gem Dr, Willimantic, CT 06226
  • 78 Lauter Ave, Willimantic, CT 06226
    78 Lauter Ave, Willimantic, CT 06226
    78 Lauter Ave, Willimantic, CT 06226
    /14

    $220,000

    • 3 Beds
    • 1 Bath
    • 912 Sq Ft

    78 Lauter Ave, Willimantic, CT 06226

    Welcome to this inviting single-family ranch located in a quiet neighborhood just minutes from downtown Willimantic! This well-maintained 3-bedroom, 1-bath home offers comfort, convenience, and classic New England charm-perfect for first-time buyers, downsizers, or anyone seeking one-level living. Convenient to Eastern Connecticut State University (ECSU) and UConn, Close to local parks,

    Jenny Adamo KW Legacy Partners

    78 Lauter Ave, Willimantic, CT 06226
  • 26 Jacqueline Ln, North Windham, CT 06256
    26 Jacqueline Ln, North Windham, CT 06256
    26 Jacqueline Ln, North Windham, CT 06256
    /18

    $69,900

    • 2 Beds
    • 2 Baths
    • 924 Sq Ft

    26 Jacqueline Ln, North Windham, CT 06256

    Two bed, two full bath, recently remodeled home with large deck in a less traveled area of Stonegate Manor. Great affordable price point in a well maintained community. Laundry hook ups of the kitchen area and plenty of off street parking. Come and view this great unit before it's gone! Closing cost assistance available.

    Derek Greene Derek Greene

    26 Jacqueline Ln, North Windham, CT 06256
  • 270 S Windham Rd Unit 61, Willimantic, CT 06226
    270 S Windham Rd Unit 61, Willimantic, CT 06226
    270 S Windham Rd Unit 61, Willimantic, CT 06226
    /15

    $112,000

    • 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
  • 31 James Dr, North Windham, CT 06256
    31 James Dr, North Windham, CT 06256
    31 James Dr, North Windham, CT 06256
    /24

    $66,000

    • 2 Beds
    • 1 Bath
    • 924 Sq Ft

    31 James Dr, North Windham, CT 06256

    If financing, use appropriate lender, listing agent has more info. Welcome to 31 James Dr, a cute and quaint mobile home nestled in a peaceful community near the Windham Airport. This delightful residence offers 2 comfortable bedrooms and 1 beautifully updated bathroom, all within a cozy 924 sq ft of living space. Step inside to discover a home that has been thoughtfully updated in recent years.

    Brandon Cramer KW Legacy Partners

    31 James Dr, North Windham, CT 06256
  • 87 North St, Willimantic, CT 06226
    87 North St, Willimantic, CT 06226
    87 North 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
  • 36 Fairway Dr, Windham, CT 06256
    36 Fairway Dr, Windham, CT 06256
    36 Fairway Dr, Windham, CT 06256
    /20

    $55,000

    • 2 Beds
    • 1 Bath
    • 672 Sq Ft

    36 Fairway Dr, Windham, CT 06256

    2 Bed, 1 Bath Mobile home located in the Country Club Estates Mobile Home Park. Desirable community close to many recreational, shopping, and dining options. This home is waiting to be loved by its next owner. Home being sold in as is condition. All buyers are subject to park approval.

    Erica Molochnick RbRE, LLC

    36 Fairway Dr, Windham, CT 06256
  • 9 Ann St, Willimantic, CT 06226
    9 Ann St, Willimantic, CT 06226
    9 Ann 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
  • 270 S Windham Rd Unit 63, Willimantic, CT 06226
    270 S Windham Rd Unit 63, Willimantic, CT 06226
    270 S Windham Rd Unit 63, 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
  • 129 Walnut St, Willimantic, CT 06226
    129 Walnut St, Willimantic, CT 06226
    129 Walnut St, Willimantic, CT 06226
    /19

    $245,000

    • 4 Beds
    • 1 Bath
    • 1,078 Sq Ft

    129 Walnut St, Willimantic, CT 06226

    Charming antique 1915 home in down town Willimantic on a beautiful corner lot showcasing its 20th century craftsmanship. The authentic wooden white picket fence is a beautiful addition to all of the craftsmanship . A two story carriage house style garage detached from the home offering an abundance of space and access onto two roads. Conveniently just walking distance from Eastern CT State

    Lisa Therecka Therecka & Associates LLC

    129 Walnut St, Willimantic, CT 06226
  • 11 Elizabeth Ln, North Windham, CT 06256
    11 Elizabeth Ln, North Windham, CT 06256
    11 Elizabeth Ln, North Windham, CT 06256
    /21

    $79,900

    • 3 Beds
    • 1.5 Baths
    • 924 Sq Ft

    11 Elizabeth Ln, North Windham, CT 06256

    Affordable & Move-In Ready! Welcome to 11 Elizabeth Lane- A beautifully updated 3-bedroom, 1.5-bath home in the quiet Stonegate Manor community. With 924 sq. ft. of easy-living space, it's perfect for first-time buyers, downsizers, or anyone looking for low-maintenance comfort. Enjoy a bright, eat-in kitchen with a skylight, breakfast bar, and all major appliances included. The open living/dining

    Rebecca Zager The Agency

    11 Elizabeth Ln, North Windham, CT 06256
  • 227 Ash St, Willimantic, CT 06226
    227 Ash St, Willimantic, CT 06226
    227 Ash 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
  • 57 Circle Dr, Windham, CT 06256
    57 Circle Dr, Windham, CT 06256
    57 Circle Dr, Windham, CT 06256
    /33

    $89,900

    • 3 Beds
    • 2 Baths
    • 1,152 Sq Ft

    57 Circle Dr, Windham, CT 06256

    Welcome to 57 Circle Drive in North Windham! This charming 1,152 sq ft manufactured home features comfortable living with 3 spacious bedrooms and 2 full bathrooms. The property offers ample outdoor space for relaxation or play. Recent upgrades include a new roof (2024 - $4,000), a new water heater (2024 - $1,500), and repaired skirting (2024 - $500), ensuring peace of mind for the new owner.

    Jessica Boswell LPT Realty

    57 Circle Dr, Windham, CT 06256
  • 337 S Windham Rd, Willimantic, CT 06226
    337 S Windham Rd, Willimantic, CT 06226
    337 S Windham Rd, Willimantic, CT 06226
    /38

    $437,000 Open Sat 11AM - 1PM

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

    337 S Windham Rd, Willimantic, CT 06226

    Step into timeless elegance with this beautifully renovated 1850 Colonial, now featuring a brand new septic tank and central A/C system installed in April 2025-a perfect blend of historic charm and modern comfort. Nestled in the heart of Windham, this stunning 9-room home has 4 spacious bedrooms and 2.1 bathrooms, providing ample space for today's lifestyle. Inside, you'll find brand-new kitchens

    Alexia Andrade US Asset Realty

    337 S Windham Rd, Willimantic, CT 06226

Showing Results 1 - 40, Page 1 of 2

Connecticut Windham

Real Estate & Homes for Sale in Windham, CT

Why Live in Windham

The rural community of Windham draws residents to northeastern Connecticut for its quiet atmosphere and proximity to the neighboring city of Willimantic. "Windham is a really small town," says Sharon Watson-Stokland, a Realtor with List N Show LLC and long-time resident of Windham. "It’s very quiet – it’s called the ‘Quiet Corner’ for a reason – and we have so few issues, to tell the truth. It’s kind of got that Mayberry vibe, but with an edge.” Homes are spaced out in the Windham landscape, with state and local parks mixed into the surroundings. Despite the seeming remoteness, locals are a short drive from shopping, dining and local events in Willimantic. “We call Windham the town and Willimantic the city,” Watson-Stokland says. “There is a bit of a renaissance happening right now; we have multicultural restaurants popping up with really good food." Some homes here date from the early 18th century, while others were built as recently as last year. Reflecting that range, housing stock in Windham also varies greatly in terms of size and layout. But despite that diversity, there is a common thread that weaves its way through most of the homes here. The town was established in the
Learn more about living in Windham

Frequently Asked Questions

What is the average home price in Windham, CT?
Homes for sale in Windham, CT have an average home price of $281,410.
How many homes have sold over the last 12 months in Windham, CT?
82 homes have sold in Windham, CT over the last 12 months.
What are the most popular zip codes in Windham, CT?
The most popular zip codes in Windham, CT include 06360, 06040, 06424, 06415 and 06066.
How much do you need to make to afford a house in Windham?
The median home price in Windham is $270,000. If you put a 20% down payment of $54,000 and had a 30-year fixed mortgage with an interest rate of 6.77%, your estimated principal and interest payment would be $1,400 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $60K a year to afford the median home price in Windham.
How are the schools in Windham, CT?
Windham, CT has highly rated public and private schools. Some of the best schools in Windham based on Niche Grades are Coventry High School, Annie E. Vinton School and Southeast Elementary School. Browse all the schools in Windham, CT to learn more.

Home Trends in Windham, CT

On average, homes in Windham, CT sell after 48 days on the market compared to the national average of 50 days. The median sale price for homes in Windham, CT over the last 12 months is $280,000, up 8% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$280,000
Median Single Family Sale Price
$285,500
Median Townhouse Sale Price
$231,500
Median 2 Bedroom Sale Price
$112,000
Average Price Per Sq Ft
$212
Number of Homes for Sale
14
Last 12 months Home Sales
82
Months of Supply
2.00
Median List Price
$270,000
Median Change From 1st List Price
-3%
Median Home Sale Price YoY Change
8%
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