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Windham Homes for Sale

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  • /21

    $250,000 Coming Soon

    • 3 Beds
    • 1 Bath
    • 1,008 Sq Ft

    30 Mcdermott Ave, Willimantic, CT 06226

    Don't miss your opportunity to own this charming ranch located in a quiet neighborhood ! This well-maintained home is the perfect blend of comfort and convenience. Featuring updated flooring, GRANITE countertops, a NEW FURNACE, and a NEWER ROOF replaced within the last five years, this home offers peace of mind and move-in-ready condition. Enjoy single-level living with a functional layout, ideal

    Agent Photo

    Amber Jones

    KW Legacy Partners

    (860) 813-3487

    30 Mcdermott Ave, Willimantic, CT 06226
  • /40

    $650,000 Open Sun 1PM - 3PM

    • 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
  • /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
  • /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
  • /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
  • /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
  • /33

    $244,900

    • 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
  • /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
  • /40

    $350,000

    • 3 Beds
    • 2 Baths
    • 2,158 Sq Ft

    187 Tuckie Rd, North Windham, CT 06256

    Welcome to 187 Tuckie Rd! A meticulously maintained 3 bedroom 2 bath cape set on a beautifully private 1 acre lot surrounded by mature trees. As you enter you will love the open layout perfect for entertaining and everyday life! The kitchen features stainless appliances and island with seating which opens to the dining area and den with a brick fireplace. The first floor bedroom is spacious,

    Lauren Iraeta KW Legacy Partners

    187 Tuckie Rd, North Windham, CT 06256
  • /36

    $335,000 Open Fri 5PM - 6:30PM

    • 4 Beds
    • 2 Baths
    • 1,680 Sq Ft

    122 Lovers Ln, Windham, CT 06280

    Nestled on a just under 2 acre lot in Windham, this refreshed home offers a tranquil retreat surrounded by nature. Step inside to discover a welcoming interior, spanning 1,736 square feet, with 4 bedrooms and 2 full bathrooms. The property boasts modern comforts while retaining its charming character. Beyond the thoughtfully placed living spaces, the true highlight of this property is its

    Michael Hernandez Signature Realty LLC

    122 Lovers Ln, Windham, CT 06280
  • /39

    $349,999

    • 5 Beds
    • 2.5 Baths
    • 1,952 Sq Ft

    240 Walnut St, Willimantic, CT 06226

    Hill Section of Willimantic, this beautifully well maintained Victorian Home at top of the hill offers rest and relaxing in quiet classic neighborhood. Many original features including pocket doors, moldings and stained glass window. Hardwood and tile throughout. 5 bedrooms, 2.5 baths, finished attic and finished basement with kitchenette and bath for in-law unit for potential rental income. 2

    Kathy Dubay I.M.A. Realty LLC

    240 Walnut St, Willimantic, CT 06226
  • /40

    $449,900

    • 3 Beds
    • 3.5 Baths
    • 2,389 Sq Ft

    80 Tuckie Rd, Windham, CT 06280

    Beautiful Contemporary on 2.06 acres of professionally landscaped grounds. Home is set back off the road allowing for privacy and space. Walk thru the front door and there is a first floor bedroom and full bath for single floor living if that is what you need. As you continue on it opens up to an open floor plan with soaring vaulted ceilings, skylights and large windows which bring in amazing

    Lisa Pekala Century 21 Clemens Group

    80 Tuckie Rd, Windham, CT 06280
  • /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
  • /38

    $437,000

    • 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
  • /34

    $599,000

    • 4 Beds
    • 3.5 Baths
    • 4,476 Sq Ft

    104 Windham Center Rd, Windham, CT 06280

    Elegant, Greek Revival Colonial home in historic Windham Center completely remodeled in 2005 by New England Design. This four bedroom, 3 full and one half bath features the charm and craftsmanship of bygone days with all of the convenience of modern day living. Three fireplaces, granite and marble flooring, graceful touches such as mahogany paneling in the study, bookcases, built ins, moldings,

    Lawrence Ross Weichert,REALTORS-Four Corners

    104 Windham Center Rd, Windham, CT 06280
  • /19

    $239,500

    • 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
  • /18

    $274,900

    • 3 Beds
    • 1.5 Baths
    • 1,344 Sq Ft

    20 Greystone St, Willimantic, CT 06226

    Fully renovated 3 bedroom, 1 1/2 Bathrooms on a level lot. Updated plumbing, electrical, insulation, furnace, water heater, roof, appliances, kitchen, all new windows and framed in basement ready for completion to add additional bedrooms or space. All public utilities. Dont miss your chance to see this move in ready home !

    Frank Fonteyn Prestige Realty Group

    20 Greystone St, Willimantic, CT 06226
  • /5

    $235,000

    • 4 Beds
    • 2 Baths
    • 2,259 Sq Ft

    434 Pleasant St, Willimantic, CT 06226

    This 2 story multi-family gem offers two spacious 2-bedroom, 1-bath units (approx. 1,100 sq ft each), one upstairs and one downstairs-both currently leased by long-term tenants with separate utilities, providing hassle-free rental income. Many upgrades have already been done here. Schedule a showing for a better look of this property. Check agent remarks

    Chad Saba I.M.A. Realty LLC

    434 Pleasant St, Willimantic, CT 06226
  • /26

    $115,000

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

    49 Haley Ln, Windham, CT 06256

    Spacious 3-bedroom, 2-bath home in Stonegate Manor! This 1,296 sq ft 2004 mobile home offers a functional layout with large rooms and solid construction. Convenient Windham location, close to shopping, dining, and highways. Great potential to make it your own!

    Dillon Cass eRealty Advisors, Inc.

    49 Haley Ln, Windham, CT 06256
  • /36

    $484,999

    • 8 Beds
    • 4 Baths
    • 4,808 Sq Ft

    40 Elm St, Willimantic, CT 06226

    ATTENTION INVESTORS!!! This incredible 10 CAP investment Opportunity for 4 units across 2 2-family properties may be exactly what you're looking for!!! Discover the potential in this centrally located low overhead property. With strong rental demand from nearby ECSU, Uconn and in the general market, vacancy will not be a problem. Tenant amenities include large backyards, with privacy and gardens.

    Robyn Letourneau Berkshire Hathaway NE Prop.

    40 Elm St, Willimantic, CT 06226
  • /35

    $489,999

    • 8 Beds
    • 4 Baths
    • 3,828 Sq Ft

    389 Pleasant St, Windham, CT 06226

    Prime Investment Opportunity in Willimantic! Excellent potential in a high-demand, low vacancy location. With strong bones, proximity to ECSU, public transit and downtown this property is perfect for investors or house hackers looking to build equity fast. NEW ELECTRIC PANELS, NEW HEAT AND HOT WATER FURNACES. Combine with other listed Willimantic properties: Elm st., Jackson St., and Chapman St.

    Robyn Letourneau Berkshire Hathaway NE Prop.

    389 Pleasant 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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /2

    $295,000

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

    Unlisted Address

    Raised Ranch on 1 acre lot. Three beds, three full baths, partially finished lower level basement. Home is being sold in "as is" condition. Home Inspections are for informational purposes only. Home will require work!

    Valerie Yankus Property Shoppe, LLC

    Unlisted Address
  • /2

    $399,000 Open Sun 1PM - 3PM

    • 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

Frequently Asked Questions Why Live in Windham

Is Windham a good place to live?
Windham is a good place to live. Windham is considered very car-dependent and somewhat bikeable. Windham has 6 parks for recreational activities. It has a median age of 34. The average household income is $63,653 which is below the national average. College graduates make up 19.1% of residents. A majority of residents in Windham are renters, with 55% of residents renting and 45% of residents owning their home. A local real estate agent serving Windham can help you decide if this neighborhood is the right one for you. Learn more on our Windham neighborhood guide.
Is Windham, CT a safe neighborhood?
Windham, CT is less safe than the average neighborhood in the United States. It received a crime score of 5 out of 10.
How much do you need to make to afford a house in Windham?
The median home price in Windham is $280,000. If you put a 20% down payment of $56,000 and had a 30-year fixed mortgage with an interest rate of 6.75%, your estimated principal and interest payment would be $1,450 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $62K a year to afford the median home price in Windham. The average household income in Windham is $64K.
What are the best private schools in Windham?
The best private schools that serve Windham are:
What are the most popular zip codes in Windham, Windham, CT?
The most popular zip codes in Windham, Windham, CT include 06256, 06280, 06235, 06250 and 06226.
What are the most popular neighborhoods near Windham, Windham, CT?
The most popular neighborhoods near Windham, Windham, CT are Yantic and Occum.

Home Trends in Windham, CT

Housing Trends

Median Sale Price
$285,500
Median Single Family Sale Price
$290,100
Median Townhouse Sale Price
$231,500
Median 2 Bedroom Sale Price
$118,450
Average Price Per Sq Ft
$209
Number of Homes for Sale
15
Last 12 months Home Sales
120
Months of Supply
1.50
Median List Price
$280,000
Median Change From 1st List Price
-2%
Median Home Sale Price YoY Change
17%
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