28

Windham, CT Homes for Sale

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  • /33

    $350,000

    • 6 Beds
    • 3 Baths
    • 3,970 Sq Ft

    183 Prospect St, Willimantic, CT 06226

    MORE PHOTOS COMING SOON! A highlight of the Willimantic Victorian Home Tour, this stunning Queen Anne-style Victorian is a true piece of local history. Built by Arthur I. Bill, the editor and publisher of the Willimantic Journal, this home tells a rich story through its elegant finishes and timeless details. And with .66 acres to explore, take a stroll through the backyard meadow. This serene

    Agent Photo

    Stephen Daly

    LPT Realty

    (860) 864-5023

    183 Prospect St, Willimantic, CT 06226
  • /29

    $179,925

    • 7 Beds
    • 3 Baths
    • 2,886 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
  • /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

    $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
  • /38

    $449,000

    • 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
  • /8

    $430,000 New Construction

    • 3 Beds
    • 2.5 Baths
    • 1,792 Sq Ft

    7 Autumn Ridge, Windham, CT 06280

    Beautiful Custom Colonial To Be Built on 1.81 Acre Level Lot!

    Cathyann Schulte Countryside Realty

    7 Autumn Ridge, Windham, CT 06280
  • /12

    $439,000 New Construction

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

    1157 Windham Rd, Windham, CT 06266

    New Raised Ranch Close to completion. 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 other. Lower level has a

    Timothy Morse Home Selling Team

    1157 Windham Rd, Windham, CT 06266
  • /24

    $465,000 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
  • /29

    $259,900

    • 3 Beds
    • 1 Bath
    • 912 Sq Ft

    16 Gem Dr, Willimantic, CT 06226

    Adorable Ranch w/ Oversized-Tandem 2 Car Garage w/Additional Storage Space * 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 living space * More than ample parking for guests and RV * Solar Panels offer great savings on Utility Bill!!

    Kimberly Gates Gateway Real Estate

    16 Gem Dr, 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
  • /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
  • /38

    $289,900

    • 3 Beds
    • 2.5 Baths
    • 1,824 Sq Ft

    95 Lauter Ave, Willimantic, CT 06226

    New to market, this Colonial among ranches, is an outstanding location and a must see, in this peaceful, tree-lined neighborhood walking distance to town, Eastern Connecticut State, Windham Hospital and 15 minutes from UCONN. A 2nd level was added, in 2016, making the top of this home, and roof, only 9 years old, and making this home the largest in the neighborhood. The upstairs now has 2

    Jerome Zolobkowski Real Broker CT, LLC

    95 Lauter Ave, Willimantic, CT 06226
  • /16

    $240,000

    • 6 Beds
    • 2 Baths
    • 1,546 Sq Ft

    87 Hayden St, Willimantic, CT 06226

    How to Schedule a Tour: Download the InstaShow+ app, enter Property ID:2837 or search by address, and schedule a tour at your convenience! This special 2-family home in the heart of Willimantic is full of possibilities. With 1,546 square feet of space, it gives you room to live, grow, and earn. The first floor unit has 2 cozy bedrooms, a full bath, and comfortable living spaces that feel just

    Melinda Walencewicz eXp Realty

    87 Hayden St, Willimantic, CT 06226
  • /26

    $79,000

    • 2 Beds
    • 2 Baths
    • 924 Sq Ft

    107 Lions Way, Windham, CT 06256

    Welcome to 107 Lions Way in the desirable Stonegate Manor community! This well-maintained 2006-built manufactured home offers 2 spacious bedrooms and 2 full bathrooms, all set on a beautifully landscaped lot and private backyard. Step inside to find a bright and open living area with large windows and vaulted ceiling. The kitchen features ample cabinetry and counter space. The primary suite

    Noah King Home Selling Team

    107 Lions Way, Windham, CT 06256
  • /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
  • /24

    $69,900

    • 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
  • /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
  • /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
  • /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
  • /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
  • /40

    $290,000

    • 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
  • /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
  • /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
  • /16

    $789,000

    • 15 Beds
    • 6 Baths
    • 4,954 Sq Ft

    369 Valley St, Willimantic, CT 06226

    369 Valley, Willimantic is a totally remodeled 7 Unit asset is located within walking distance to Eastern Ct University! The in place Actual CAP is 7.6% with Gross Income: $120,600 with upside to $153,400. The Roof is new as of November of 2020, the plumbing was replaced between 2020 and 2022. 5 of the Hot Waters heaters new in 2019. The electric was upgraded in 2012 to circuit breakers with

    Lisa Cozzi Century 21 AllPoints Realty

    369 Valley St, Willimantic, CT 06226
  • /8

    $15,987

    • Land
    • 0.17 Acre
    • $94,041 per Acre

    28 Cloran St, Windham, CT 06226

    Discover an exceptional opportunity to own a piece of land in the heart of Willimantic! This 0.17-acre parcel, located at 28 Cloran Street, offers a prime location in a quiet residential neighborhood. Zoned R2, the lot is perfect for building a single-family home (subject to local zoning regulations). The property is buildable but short in size to fit a traditional septic system. However, it's

    Derek Greene Derek Greene

    28 Cloran St, Windham, CT 06226
  • /39

    $269,990

    • 3 Beds
    • 2 Baths
    • 2,423 Sq Ft

    118 Windham Center Rd, Windham, CT 06280

    Welcome to this charming Single Family Colonial Farmhouse located in the picturesque town of Windham, Connecticut. Situated on 4.52 sprawling acres, this property has endless possibilities for expansion and enjoyment. The Colonial-style farmhouse exudes timeless appeal, featuring a front porch and side porch, perfect for relaxing and soaking in the peaceful surroundings. Boasting 3 bedrooms and

    Todd Rolland LAER Realty Partners

    118 Windham Center Rd, Windham, CT 06280

Frequently Asked Questions Why Live in Windham

What is the average home price in Windham, CT?
Homes for sale in Windham, CT have an average home price of $288,280.
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, 06424, 06040, 06066 and 06415.
How much do you need to make to afford a house in Windham?
The median home price in Windham is $284,500. If you put a 20% down payment of $56,900 and had a 30-year fixed mortgage with an interest rate of 6.84%, your estimated principal and interest payment would be $1,490 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $64K 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

Housing Trends

Median Sale Price
$287,500
Median Single Family Sale Price
$289,900
Median Townhouse Sale Price
$385,000
Median 2 Bedroom Sale Price
$112,000
Average Price Per Sq Ft
$211
Number of Homes for Sale
8
Last 12 months Home Sales
82
Months of Supply
1.20
Median List Price
$284,500
Median Change From 1st List Price
-3%
Median Home Sale Price YoY Change
17%
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