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Windham, CT Homes for Sale

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  • /26

    $289,900

    Open Sat 10:30AM - 12:30PM Coming Soon
    • 3 Beds
    • 1.5 Baths
    • 1,820 Sq Ft

    43 Hilltop Dr Unit 43, North Windham, CT 06256

    This charming 3bedroom home blends fresh updates with future possibilities. The remodeled kitchen and new flooring (main level) create a bright, modern feel from the moment you walk in. Enjoy morning coffee on the deck, easy parking with the attached garage, and the freedom to design the lower level into whatever space you've been dreaming of. A home that fits your life today-and tomorrow. There

    Agent Photo

    Joan Casey

    RE/MAX Legends

    (860) 879-3551

    43 Hilltop Dr Unit 43, North Windham, CT 06256
  • /39

    $475,000

    Open Sat 11AM - 1:30PM
    • 8 Beds
    • 5 Baths
    • 4,824 Sq Ft

    37 Manners Ave, Willimantic, CT 06226

    What if your next investment came with an year-round indoor pool and was completely furnished? 37 Manners Ave is not your average multifamily. This custom-built 3-family sits on a spacious lot in Willimantic with two units that each include attached in-law suites; a full studio unit and a finished basement suite with an extra bedroom, giving owners over 4,800 square feet to work with. Two 2-car

    Agent Photo

    Stephen Daly

    KW Legacy Partners

    (860) 846-3628

    37 Manners Ave, Willimantic, CT 06226
  • /4

    $49,000

    • Land
    • 12,632 Sq Ft
    • $168,966 per Acre

    90 Serwan Ave, Windham, CT 06226

    This nice residential lot sits on the edge of Mansfield and Windham. This property offers an opportunity to secure residential land in an established neighborhood with essential utilities accessible. Zoning: R-4 (Residential) Utilities: Public water and public sewer are available in the street; electricity and cable are also accessible at the site. Taxes are $109 (2025). Situated in a residential

    Agent Photo

    Sharon Watson Stokland

    List N Show LLC

    (860) 390-5090

    90 Serwan Ave, Windham, CT 06226
  • /25

    $250,000

    • 2 Beds
    • 2 Baths
    • 1,200 Sq Ft

    264 South St, Willimantic, CT 06226

    This charming 3 bed, 2 bath ranch offers a perfect blend of comfort and convenience. Home features newer siding, newer windows, updated electrical and updated plumbing. Energy conscious buyers will appreciate the solar panels, helping to offset the utility costs and improve efficiency. Outside, the beautifully landscaped property offers many perennial flowers and plantings. The backyard has 2

    Agent Photo

    Christine Costa

    Kazantzis Real Estate, LLC

    (860) 329-4021

    264 South St, Willimantic, CT 06226
  • /32

    $239,900

    $20K PRICE DROP
    • 4 Beds
    • 1.5 Baths
    • 2,758 Sq Ft

    26 Plains Rd, Windham, CT 06280

    *** Dutch Colonial Style Home Brimming with History and Potential *** This home is the former parsonage for St. Paul's Episcopal Church, with many antique features reminiscent of its time - gambrel style roof, colonial American style woodwork, wide plank floors, field stone foundation and walk ways, and accretive architecture. The home is sprawling with over 2700 Sqft, 4 bedrooms, 1 1/2 baths,

    Christy Lofstrom Driscoll ERA Blanchard & Rossetto

    26 Plains Rd, Windham, CT 06280
  • /29

    $250,000

    $49K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 1,160 Sq Ft

    119 Quercus Ave, Willimantic, CT 06226

    Tucked into The Oaks, one of Willimantic's most beloved neighborhoods, this 1890s Cape Cod is a home that feels instantly welcoming. Built by the Willimantic Linen Company, it reflects a simpler time, beginning with a covered front porch and a thoughtfully scaled interior that feels comfortable and inviting. The 1,160 square foot home offers three bedrooms and a cozy living room featuring the

    Kristen Kaskela Berkshire Hathaway NE Prop.

    119 Quercus Ave, Willimantic, CT 06226
  • /34

    $649,777

    • 10 Beds
    • 5 Baths
    • 3,389 Sq Ft

    120 North St, Willimantic, CT 06226

    Income producing multi family property offering a strong opportunity for investors or owner occupants alike. One unit is currently not leased, providing immediate leasing potential or flexibility for owner occupancy. Property presents the opportunity to generate rental income with additional upside potential over time. Detached garage offers added utility with potential for storage, workshop

    Michelle Mandel Carl Guild & Associates

    120 North St, Willimantic, CT 06226
  • /9

    $13,000

    $17K PRICE DROP
    • Land
    • 7,405 Sq Ft
    • $76,471 per Acre

    28 Cloran St, Windham, CT 06226

    Corner vacant lot opportunity in Windham, CT! This 0.17-acre (7,405 sq ft) parcel is located at the intersection of Cloran St and Alice St, offering dual road frontage and easy access. The property features level terrain with light wooded coverage and is situated in a residential setting near Route 32 and local amenities. Buyer to perform all due diligence regarding zoning, utilities, and

    Derek Greene Derek Greene

    28 Cloran St, Windham, CT 06226
  • /40

    $310,000

    $15K PRICE DROP
    • 5 Beds
    • 2.5 Baths
    • 2,781 Sq Ft

    125 Mountain St, Willimantic, CT 06226

    Investors take notice! This home is a money maker. Whether you decide to owner-occupy this spacious home while rental income helps with the mortgage, or rent out both units, you can't go wrong. The living areas provide warm spaces perfect for relaxing or gathering with friends and family. The kitchens offer ample cabinet and counter space, making everyday cooking convenient and enjoyable. The

    Lisa Antrum KW Legacy Partners

    125 Mountain St, Willimantic, CT 06226
  • /38

    $269,000

    • 2 Beds
    • 2 Baths
    • 1,053 Sq Ft

    104 Fairview St, Willimantic, CT 06226

    Welcome to 104 Fairview Street, Windham, CT! This beautifully maintained Cape is ready for its next owner. Filled with natural light and featuring updated windows, this inviting home offers 2 bedrooms, 2 full bathrooms, a spacious living room, dining area, and a functional kitchen designed for comfortable everyday living. Step outside and enjoy the spacious backyard, perfect for entertaining,

    Angela Espinoza CT Homes Real Estate

    104 Fairview St, Willimantic, CT 06226
  • /39

    $999,000

    • 3 Beds
    • 2 Baths
    • 1,808 Sq Ft

    254 Beaver Hill Rd, North Windham, CT 06256

    Hidden Acres is a rare opportunity to own 70+ secluded acres where rustic charm, craftsmanship, and modern functionality come together. Tucked away in a private setting, this extraordinary farm features a 14,400-square-foot equestrian facility with a 12-stall barn and indoor riding arena, ideal for horse enthusiasts, trainers, or those seeking a premier recreational property. A heated

    Lori Vogel William Raveis Real Estate

    254 Beaver Hill Rd, North Windham, CT 06256
  • /26

    $439,000

    $4K PRICE INCREASE
    • 4 Beds
    • 2 Baths
    • 1,787 Sq Ft

    7 Devotion Rd, Windham, CT 06280

    Nestled in the peaceful, rural charm of Scotland, CT, this lovingly updated 9-room, 4-bedroom, 2-bathroom home delivers the perfect blend of comfort, character, and modern convenience. From the moment you arrive, you'll feel the embrace of home - and see endless opportunities for family life here. This home is ready for your life to unfold - from quiet weekday mornings to lively gatherings. Step

    Alexia Andrade US Asset Realty

    7 Devotion Rd, Windham, CT 06280
  • /15

    $149,999

    • 3 Beds
    • 1 Bath
    • 1,204 Sq Ft

    137 Boulevard Rd, North Windham, CT 06256

    Tucked away on .63 private acres, this unique property offers endless possibilities for those seeking peace, privacy, and room to roam. The two-bedroom mobile home sits on its own land surrounded by nature. Enjoy open space conveniently located while still offering a secluded feel, this property is ideal for outdoor enthusiasts, investors, or anyone looking to escape the hustle and bustle.

    Antonio Incontro Countryside Realty

    137 Boulevard Rd, North Windham, CT 06256
  • /6

    $157,900

    • Land
    • 7,405 Sq Ft
    • $928,824 per Acre

    760 Main St, Willimantic, CT 06226

    Highly visible main street location in the middle of Willimantic's dining, retail, historic district, and municipal office area. Public water, sewer & gas, 57 ft road frontage, 12,500 traffic count with .17 of an acre in the B1 zone.

    Maxwell Lyman Lyman Real Estate

    760 Main St, Willimantic, CT 06226
  • /20

    $329,000

    Pre-Foreclosure
    • 3 Beds
    • 2 Baths
    • 1,254 Sq Ft

    17 Horizon Ave, Willimantic, CT 06226

    Very nice 3-bedroom, 2-bath home tucked at the end of a quiet cul-de-sac in Willimantic and it's ready for its next owner today. Gleaming hardwood floors flow throughout the main living areas, anchored by a cozy fireplace in the living room that makes this home feel like home the moment you walk in. The remodeled kitchen features updated appliances, and it is turnkey just unpack and start

    Jason Saphire www.HomeZu.com

    17 Horizon Ave, Willimantic, CT 06226
  • /11

    $799,900

    • Land
    • 56.4 Acres
    • $14,183 per Acre

    253 Brick Top Rd, Windham, CT 06280

    64+/- acres on Route 14, the largest parcel available in Willimantic with access to public water and sewer. Three parcels sell together, 253 Brick Top 56.40 acres, 303R Brick Top 5.75 acres, 267 Brick Top 1.64 acres. Allowed uses: schools, museums, clubs, daycare, nursing homes, camping areas, private clubs and recreational facilities, commercial kennels, boarding facilities Several existing

    David Mieczynski National Realty Advisors LLC

    253 Brick Top Rd, Windham, CT 06280
  • /20

    $59,999

    • 2 Beds
    • 1 Bath
    • 928 Sq Ft

    2 Circle Dr, North Windham, CT 06256

    Located in the desirable Stonegate Manor community, this 1987 Coventry single-wide offers 928 sq ft with 2 bedrooms and 1 full bath-priced to sell and ready for its next owner. Part of an estate, this home has been exceptionally well cared for. The interior is extremely clean and feels barely lived in. Recent updates include replacement windows, carpeting (approx. 5 years), and a water heater

    Wes Jenks Jenks Realty

    2 Circle Dr, North Windham, CT 06256
  • /28

    $269,000

    • 2 Beds
    • 1 Bath
    • 1,010 Sq Ft

    66 Gifford Ave, Willimantic, CT 06226

    There's something special about a home that instantly feels warm and welcoming, and this charming 2 bedroom ranch in Windham does exactly that. From the moment you walk inside, sunlight pours through the living room, reflecting beautifully off the hardwood floors and creating a space that simply feels like home. The open layout makes everyday living easy, with a cozy dining area that flows

    Tina Frigeri KW Legacy Partners

    66 Gifford Ave, Willimantic, CT 06226
  • /32

    $299,000

    $76K PRICE DROP
    • 7 Beds
    • 4 Baths
    • 3,963 Sq Ft

    129 Valley St, Windham, CT 06226

    Mixed-use investment property with multiple income streams and strong value-add potential. The property is zoned B-1A and currently configured with two occupied residential units generating income, plus two additional gutted residential units with plumbing in place, ready for build-out. The property also includes a commercial storefront with a separate entrance, offering flexibility for a variety

    Kyle West eXp Realty

    129 Valley St, Windham, CT 06226
  • /30

    $84,900

    • 2 Beds
    • 1.5 Baths
    • 924 Sq Ft

    6 Woods Way, North Windham, CT 06256

    Welcome home to 6 Woods Way! Well maintained and bright home in Stonegate Manor awaits! Enjoy new hot water heater, newer kerosene tank, Castle windows (2023) with transferrable warranty, built-ins, updated flooring, generously sized bathrooms, eat-in kitchen with island and new appliances, open floor plan, air conditioning, access to dog park and so much more! Sit out on your large deck to grill

    Justin Wagner Berkshire Hathaway NE Prop.

    6 Woods Way, North Windham, CT 06256
  • /31

    $289,000

    • 3 Beds
    • 2 Baths
    • 912 Sq Ft

    1 Gem Dr, Willimantic, CT 06226

    Welcome to 1 Gem Drive. This well cared for 3-bedroom, 2-bath raised ranch offers comfort, charm, and space to enjoy both inside and out. The home features additional finished space in the lower level, perfect for a family room, home office, or guest area, complete with a full bath. Step into a bright and inviting layout designed for easy living, with plenty of room for both relaxing and

    Stephen Galinat Home Selling Team

    1 Gem Dr, Willimantic, CT 06226
  • /40

    $449,000

    • 5 Beds
    • 2.5 Baths
    • 2,816 Sq Ft

    7 Sycamore Terrace, Windham, CT 06280

    Welcome Home to this beautifully updated 5-bedroom Colonial tucked away on a dead end road on a private, wooded .78-acre lot. Step inside to a sun-filled living room where the fireplace sets the tone for cozy New England evenings, flowing seamlessly into the formal dining room and updated kitchen - ideal for hosting holidays or casual weeknight meals. Just off the main level, the bright 3-season

    John M Varrone, Terry Varrone eXp Realty

    7 Sycamore Terrace, Windham, CT 06280
  • /32

    $220,000

    Coming Soon
    • 3 Beds
    • 1 Bath
    • 960 Sq Ft

    37 Spring View Ln, Willimantic, CT 06226

    Opportunity awaits at this ranch-style home tucked away on a cul-de-sac in a convenient Willimantic location. Ready for renovation and personal updates, this property offers excellent potential for investors, contractors, or buyers looking to build sweat equity. The functional floor plan features a comfortable living area, three bedrooms, one full bath, and a layout that provides flexibility for

    Sue Esposito Home Selling Team

    37 Spring View Ln, Willimantic, CT 06226
  • /40

    $450,000

    Open Sat 1PM - 3PM Coming Soon
    • 3 Beds
    • 2.5 Baths
    • 2,136 Sq Ft

    37 Tuckie Rd, Windham, CT 06280

    Welcome to your dream home! Nestled on a sprawling, flat acre lot, this beautiful home offers field views and stunning sunsets that will captivate you. Step inside to discover a bright and airy space with room for all! Hardwoods grace the first floor which offers a large kitchen perfect for cooking up a storm which flows seamlessly into the eat in kitchen and living room. The dining room offers

    Heather Morrone Coldwell Banker Coastal Homes

    37 Tuckie Rd, Windham, CT 06280
  • /27

    $137,900

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

    4 Jessie Ln, Windham, CT 06256

    Welcome to 4 Jessie Lane in Stonegate Manor - come see why this one is special! Nestled on a private, beautifully landscaped lot, this well-maintained 3-bedroom, 2-full-bath mobile home offers comfort, convenience, and a peaceful setting. Surrounded by mature plantings and attractive outdoor spaces, the property provides a welcoming atmosphere from the moment you arrive. Inside, you'll find a

    Lisa Barstow Simply Sold Real Estate

    4 Jessie Ln, Windham, CT 06256
  • /9

    $84,900

    $15K PRICE DROP
    • Land
    • 1.1 Acres
    • $77,182 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,

    Tammy Lucier eXp Realty

    38 Elm St, Willimantic, CT 06226
  • /19

    $219,000

    $19K PRICE DROP
    • 4 Beds
    • 1 Bath
    • 1,078 Sq Ft

    129 Walnut St, Willimantic, CT 06226

    Charming Antique Colonial - Prime Windham Location Step back in time and experience the warmth and character of this classic 1915 Antique Colonial, beautifully situated on a desirable corner lot in Windham. This inviting home offers four spacious bedrooms and one full bath, along with a generously sized living room perfect for relaxing or entertaining. The bright eat-in kitchen provides a

    Lisa Therecka Therecka & Associates LLC

    129 Walnut St, Willimantic, CT 06226
  • /36

    $449,900

    • 5 Beds
    • 2.5 Baths
    • 2,887 Sq Ft

    13 Bates Rd, Chaplin, CT 06235

    Spacious farmhouse living at its best! This charming 5-bedroom, 2 full bath, and 1 half bath home sits on an expansive 11 acres, offering endless possibilities for privacy, recreation, or hobby farming. Inside, you'll find hardwood flooring throughout and two cozy fireplaces that add warmth and character. The versatile layout includes two additional family rooms that could easily serve as extra

    Kristen Merrill Countryside Realty

    13 Bates Rd, Chaplin, CT 06235
  • /40

    $434,000

    $10K PRICE DROP
    • 4 Beds
    • 4 Baths
    • 3,522 Sq Ft

    7 Bates Rd, Chaplin, CT 06235

    Step back in time while enjoying modern comforts in this charming 1800s Colonial offering 10 spacious rooms filled with character and natural light. The eat-in kitchen features an original butler's pantry, while the formal dining room and inviting living room each showcase stunning stone fireplaces-both complete with rare beehive ovens. French doors lead from the living room to a beautiful

    Emily Turker Berkshire Hathaway NE Prop.

    7 Bates Rd, Chaplin, CT 06235

Why Live in Windham

Windham, Connecticut, is a tranquil rural community located just outside Willimantic, known for its quiet atmosphere and scenic landscapes. Homes in Windham range from early 18th-century structures to modern builds, with popular architectural styles including Colonial and ranch. The area features expansive recreational spaces such as the Allanach-Wolf Woodlands, Beaver Brook State Park, and the Windham Golf Course, offering trails, fishing, kayaking, and golfing opportunities. Residents can enjoy local attractions like Recreation Park, Memorial Park, and the garden project with paths lined with plants and flowers. Dining options are primarily found in nearby Willimantic, with popular spots including Willimantic Brewing Company, Grounded Coffee Company, and various international restaurants. Annual festivals in Willimantic, such as the 3rd Thursday Street Festivals and the Boom Box Parade, provide community engagement and entertainment. Windham is car-dependent, with Route 6 providing access to Hartford, 30 miles away, and Bradley International Airport, 40 miles away. The Windham School District includes North Windham School, Windham Middle School, and Windham High School, though the schools have received mixed ratings.

Frequently Asked Questions

What is the average home price in Windham, CT?
Homes for sale in Windham, CT have an average home price of $370,559.
How many homes have sold over the last 12 months in Windham, CT?
45 homes have sold in Windham, CT over the last 12 months.
What is the average household income in Windham, CT?
The average household income in Windham, CT is $63K.
What are the most popular zip codes in Windham, CT?
The most popular zip codes in Windham, CT include 06280, 06226, 06256, 06250 and 06235.
How much do you need to make to afford a house in Windham?
The median home price in Windham is $379,900. If you put a 20% down payment of $76,000 and had a 30-year fixed mortgage with an interest rate of 6.31%, your estimated principal and interest payment would be $1,880 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $81K a year to afford the median home price in Windham. Learn how much home you can afford with our Home Affordability Calculator. The average household income in Windham is $63K.
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 George Hersey Robertson School, Mansfield Elementary School and E.O. Smith High School. Browse all the schools in Windham, CT to learn more.

Home Prices in Windham, CT

Home Price Trends

Median Sale Price
$362,900
Median Single Family Sale Price
$369,900
Median 2 Bedroom Sale Price
$210,000
Average Price Per Sq Ft
$219
Number of Homes for Sale
4
Last 12 months Home Sales
45
Months of Supply
1.10
Median List Price
$379,900
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
18%
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