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Windham, CT Homes for Sale

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  • /40

    $519,000

    $10K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,142 Sq Ft

    56 Sundale Dr, Windham, CT 06280

    Welcome home to your own private retreat! Set on 1.09 beautifully landscaped acres in a quiet neighborhood, this well built and thoughtfully maintained home offers 4 bedrooms, 2.5 bathrooms, an attached 2 car garage, an inground pool and a private tennis court. Lovingly maintained and ready for your own personal touches, this home offers an incredible opportunity to make it truly your own. The

    Agent Photo

    Melissa DiPiazza

    RE/MAX One

    56 Sundale Dr, Windham, CT 06280
  • /39

    $199,900

    Open Sat 11AM - 12:30PM
    • 2 Beds
    • 1.5 Baths
    • 1,492 Sq Ft

    29 Kathleen Dr Unit 3B, Willimantic, CT 06226

    Wake up with the sunrise and end your day with sunsets in this easy-living light-filled condo in a fantastic location! Welcome to Elm Tree Village, where this well-kept two-bedroom, 1.5-bath townhouse offers comfortable, low-maintenance living in a convenient Windham location. The main level features a bright, inviting living space with an easy-flowing layout for everyday living and entertaining.

    Agent Photo

    Stephanie Rush

    RE/MAX Legends

    29 Kathleen Dr Unit 3B, 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

    90 Serwan Ave, Windham, CT 06226
  • /10

    $249,900

    • Land
    • 25.7 Acres
    • $9,724 per Acre

    220 Plains Rd, Windham, CT 06280

    Wonderful potential development opportunity. Road frontage on 2 roads, approximately 1350' of frontage on Plains Rd., and approximately 450' of frontage on Anna Maria Ln., and existing cul-du-sac subdivision. Possible 7-8 lots subdivision to be created.

    Agent Photo

    Rick Nassiff

    KW Legacy Partners

    220 Plains Rd, Windham, CT 06280
  • /7

    $39,900

    • Land
    • 4.2 Acres
    • $9,500 per Acre

    46 North Rd, Windham, CT 06280

    Great opportunity to own a lot of record at a great price, approx. 3.9-4.2 acres. Offered as raw land. No formal survey available, all soil testing and surveying to be done by the potential owner. Great location, North Rd. is Route 14, across from the Windham Center School.

    Agent Photo

    Rick Nassiff

    KW Legacy Partners

    46 North Rd, Windham, CT 06280
  • /2

    $299,900

    • 6 Beds
    • 3 Baths
    • 2,700 Sq Ft

    14 Carey St, Willimantic, CT 06226

    Excellent opportunity to own a spacious 2-family home with great flexibility for investors or owner-occupants. The first unit offers 2 bedrooms and 1 full bath, while the second unit features a generous 4-bedroom, 2-bath layout, providing plenty of space for larger households or strong rental potential. A 2-car garage adds valuable parking and storage, making this property even more attractive.

    Agent Photo

    Amy Rio

    Better Homes and Gardens Real Estate Executive Real Estate

    14 Carey St, Willimantic, CT 06226
  • /40

    $319,900

    $15K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,379 Sq Ft

    130 Windham Rd, Willimantic, CT 06226

    If you're looking for a spacious investment property or a home where you can add your own personal touches, this could be the one! Ideally located close to Eastern Connecticut State University, this 4-bedroom Colonial offers excellent potential as a housing investment, especially with a separate in-law apartment. The home features generously sized rooms, beautiful wood floors, some updated

    Lisa Perry CR Premier Properties

    130 Windham Rd, Willimantic, CT 06226
  • /30

    $549,900

    Open Thu 5:30PM - 7PM
    • 4 Beds
    • 3.5 Baths
    • 2,548 Sq Ft

    33 MacHine Shop Hill Rd, South Windham, CT 06266

    Historic 1850 Charm with Modern Updates & In-Law Living! Step inside this beautifully remodeled 1850 home, thoughtfully updated for today's lifestyle while maintaining the character and charm that makes an older home so special. The main living portion of the home offers 3 spacious bedrooms, 2.5 baths, and a dedicated office space. The heart of the home features a bright and inviting open-concept

    Michele Geragotelis RE/MAX Bell Park Realty

    33 MacHine Shop Hill Rd, South Windham, CT 06266
  • /29

    $224,900

    Pre-Foreclosure
    • 3 Beds
    • 1 Bath
    • 960 Sq Ft

    147 Orchard Hill Ln, Willimantic, CT 06226

    Well-maintained 3-bedroom ranch located on a quiet dead-end street. This 960 sq. ft. home offers convenient one-level living with an eat-in kitchen, spacious living area, and a full unfinished basement providing ample storage and future potential. Situated on a level lot, the property features a fenced backyard, mature shade trees that enhance curb appeal, and a wooded backdrop beyond the rear

    Heather Meehan Meehan & Daughters Real Estate

    147 Orchard Hill Ln, Willimantic, CT 06226
  • /40

    $489,900

    $10K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,856 Sq Ft

    415 Jerusalem Rd, Windham, CT 06280

    Pristine property with one floor living and enough room for all! Beautiful updated kitchen with breakfast bar, granite counters and access to the back deck perfect for all your gatherings by the pool or firepit. Amazing primary bedroom suite with hardwood floors, cathedral ceiling, sitting area, walk-in closet, full bath with whirlpool tub and access to your own private office. The remaining

    Rick Loranger Coldwell Banker Realty

    415 Jerusalem Rd, Windham, CT 06280
  • /21

    $199,000

    • 2 Beds
    • 1 Bath
    • 1,000 Sq Ft

    28 Lovers Ln, Windham, CT 06280

    Welcome to 28 Lovers Ln in Windham! This inviting home offers comfortable living spaces and plenty of potential to make it your own. Enjoy a functional layout with bright rooms, generous living areas, and a setting that provides both convenience and privacy. The property offers outdoor space for relaxing, entertaining, or enjoying the changing New England seasons. Conveniently located near local

    Thomas Mele Social & Co Realty

    28 Lovers Ln, Windham, CT 06280
  • /7

    $9,400

    $21K PRICE DROP
    • Land
    • 7,405 Sq Ft
    • $55,294 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

    $274,900

    • 4 Beds
    • 2 Baths
    • 1,648 Sq Ft

    27 Gamache Ln, North Windham, CT 06256

    Offered for the first time in 24 years and loaded with high-ticket updates, this spacious 1648 ft.2 Cape Cod offers four bedrooms, two full baths, and is set on a private .61 acre lot in a small neighborhood! Over the past 12 years, the seller performed substantial updates including a new metal roof, installed a new central air system with new ductwork, converted from oil to propane, added a high

    James Burnett Eagle Eye Realty PLLC

    27 Gamache Ln, North Windham, CT 06256
  • /40

    $365,000

    • 3 Beds
    • 2 Baths
    • 2,318 Sq Ft

    207 Summit St, Willimantic, CT 06226

    Step into a truly one-of-a-kind home where history, character, and creativity come together. Originally built circa 1892 as the historic Hilltop Hose Company No. 3 Firehouse, this remarkable property has been thoughtfully transformed into an eclectic single-family residence while honoring its architectural roots. The 1,000-square-foot first floor offers an expansive open layout with soaring

    Sue Esposito Home Selling Team

    207 Summit St, Willimantic, CT 06226
  • /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
  • /21

    $145,000

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

    57 Circle Dr, Windham, CT 06256

    This Cute, Clean and Spacious, 3-bedroom, 2 bath home in the Stonegate Manor has 1152 Square Feet of Living Space. Appliances convey. There is an 8x10 Shed that conveys as well. Updates are as follows.... Roof is only 2 years old, and hot water heater only 3-4 years old. New flooring and subflooring in primary bedroom/bath. 2 pets are allowed per park regulations. Park has No age requirement!

    Ginny Dunbar RE/MAX One

    57 Circle Dr, Windham, CT 06256
  • /17

    $479,000

    $1K PRICE DROP
    • 9 Beds
    • 4 Baths
    • 2,939 Sq Ft

    260 Summit St, Windham, CT 06226

    Opportunity awaits with this multi-family property in Willimantic. Featuring multiple residential units with a mix of layouts, this property offers flexibility for both investors and owner-occupants seeking rental income. Conveniently located near Eastern Connecticut State University, shopping, restaurants, parks, public transportation, and major commuter routes. Separate living spaces provide

    Michelle Mandel Carl Guild & Associates

    260 Summit St, Windham, CT 06226
  • /14

    $324,900

    • 3 Beds
    • 1 Bath
    • 804 Sq Ft

    14 Tunxis Ln, Willimantic, CT 06226

    Welcome to 14 Tunxis Lane! This well-maintained 3-bedroom, 1-bathroom home is move-in ready and offers a wonderful opportunity for its next owner. Recent improvements include newer windows, a new front entry door, and refreshed landscaping, enhancing both curb appeal and functionality. Situated near a quiet cul-de-sac, the property offers a peaceful and private setting with a spacious back and

    Justin Marino Marino Realty LLC

    14 Tunxis Ln, Willimantic, CT 06226
  • /17

    $290,000

    • 4 Beds
    • 2 Baths
    • 1,560 Sq Ft

    86 Chestnut St, Willimantic, CT 06226

    INVESTOR OPPORTUNITY IN WILLIMANTIC! Bring your vision to 86 Chestnut Street, an approximately 1,560 SF multifamily property. Originally built in 1887, the property offers timeless architectural character and charm rarely found in newer construction. Conveniently located near downtown Willimantic, Eastern Connecticut State University, shops, restaurants, services, and major area routes. Offered

    Marcus Hamilton CENTURY 21 Shutters & Sails

    86 Chestnut St, Willimantic, CT 06226
  • /17

    $84,900

    • 2 Beds
    • 2 Baths
    • 924 Sq Ft

    29 James Dr, North Windham, CT 06256

    Welcome to this well-maintained 2-bedroom, 2-full-bath mobile home located in Stonegate Manor, offering a comfortable and functional floor plan. The primary bedroom features a private full bath and walk-in closet, while the two bedrooms are thoughtfully situated at opposite ends of the home for added privacy. The fully applianced kitchen includes a convenient snack bar, with a dedicated laundry

    Shawn Chaplin Weichert,REALTORS-Four Corners

    29 James Dr, North Windham, CT 06256
  • /34

    $634,900

    • 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
  • /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
  • /40

    $289,900

    • 4 Beds
    • 1.5 Baths
    • 1,715 Sq Ft

    41 Ashland St, Willimantic, CT 06226

    AT THE REQUEST OF THE SELLERS ALL HIGHEST AND BEST OFFERS TO BE SUBMITTED BY MONDAY SEPTEMBER 7, 2026 AT 8PM THANK YOU TO ALL WHO HAVE SHOWN THE PROPERTY AND HAVE SUBMITTED OFFERS Rare find kind of property! This property is complete with many incredible features. First Cape style home is 4 beds and 1.5 baths. Carpeted living room, first floor bedroom with a secondary bedroom that is currently

    Chris Grant Christopher F. Grant Broker

    41 Ashland St, Willimantic, CT 06226
  • /20

    $210,000

    $5K PRICE DROP
    • 2 Beds
    • 1.5 Baths
    • 998 Sq Ft

    29 Kathleen Dr Unit 5C, Willimantic, CT 06226

    Move-in ready 2-bedroom, 1.5-bath townhouse-style condo offering comfortable, low-maintenance living in a desirable community. The main level features a spacious living room, a kitchen with updated appliances, designated dining area and a convenient half bath. Upstairs are two generously sized bedrooms and a full bathroom. The full basement provides abundant storage, washer and dryer hookups, and

    Brittany Kimlingen First Choice Realty

    29 Kathleen Dr Unit 5C, Willimantic, CT 06226
  • /40

    $285,000

    Coming Soon
    • 3 Beds
    • 1 Bath
    • 1,324 Sq Ft

    3 Bristol St, Willimantic, CT 06226

    Welcome to 3 Bristol St! Tucked away in a quiet Windham neighborhood, this well cared for home is a gardeners dream! Surrounded by established perennial gardens and fruit trees, the property offers a peaceful, tranquil setting while remaining just minutes from downtown and University areas. The flexible floor plan provides plenty of options, including an office that could easily be another

    Kathy Geryk Coldwell Banker Realty

    3 Bristol St, Willimantic, CT 06226
  • /34

    $350,000

    $25K PRICE INCREASE
    • 3 Beds
    • 2 Baths
    • 1,228 Sq Ft

    15 Cracow Ave, Windham, CT 06280

    Move-in ready, single-level living meets your own private backyard retreat at 15 Cracow Avenue. This well-maintained 3-bedroom, 2-full-bath ranch offers the convenience buyers are searching for, with all three bedrooms and both full bathrooms located on the main living level. Inside, an open and inviting layout is highlighted by hardwood flooring, a wood-burning fireplace, and an updated kitchen

    AJ Davis Better Homes and Gardens Real Estate Executive Real Estate

    15 Cracow Ave, Windham, CT 06280
  • /32

    $275,000

    $100K 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
  • /37

    $152,000

    • 3 Beds
    • 2 Baths
    • 1,620 Sq Ft

    6 Circle Dr, North Windham, CT 06256

    Welcome to 6 Circle Drive, a spacious 3-bedroom, 2-full-bath mobile home located in North Windham's Stonegate Manor mobile home park. Situated on a corner lot, this home features a large kitchen, generously sized bedrooms, and decent closet space throughout. The primary bedroom includes an en-suite bath with a relaxing jacuzzi soaking tub. Enjoy approximately 340 sq. ft. of side decking, perfect

    Franchesca Pescatello Prue Realty LLC

    6 Circle Dr, North Windham, CT 06256
  • /40

    $310,000

    • 5 Beds
    • 2 Baths
    • 1,488 Sq Ft

    134 Lauter Ave, Willimantic, CT 06226

    Charming One-Level Living Ranch Welcome to this delightful ranch-style home, perfectly situated on a serene, private lot adorned with beautiful fruit trees and a garden area. This residence offers the convenience of one-level living with a host of appealing updates. The main level features a modernized kitchen that flows seamlessly into a bright and airy living room, accentuated by abundant

    Jeanne Crum Home Selling Team

    134 Lauter Ave, Willimantic, CT 06226
  • /28

    $380,000

    Open Fri 5PM - 7PM $20K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,158 Sq Ft

    187 Tuckie Rd, North Windham, CT 06256

    Welcome to your own retreat! Perfectly positioned on a gorgeous, level 1 acre lot surrounded by mature trees, this beautifully maintained Cape offers the peaceful lifestyle you've been dreaming of. From the moment you arrive, you'll picture slow mornings spent on the charming front porch w/a cup of coffee and your favorite book, soaking in the quiet beauty that surrounds you. Out back, you'll

    Meghan Wininger Real Broker CT, LLC

    187 Tuckie Rd, North Windham, CT 06256
  • /15

    $215,000

    • 2 Beds
    • 1.5 Baths
    • 998 Sq Ft

    29 Kathleen Dr Unit 7E, Willimantic, CT 06226

    Welcome to this well maintained 2 bedroom, 1.5 bathroom condo in the peaceful Elm Tree Village community. With a living room that flows into the dining area, this home features a functional layout designed for easy living. The private deck is perfect for relaxing and enjoying the weather. There is also an attached garage and a basement offering ample storage space. Come add your touches and make

    Shacara Cook KW Legacy Partners

    29 Kathleen Dr Unit 7E, 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
  • /32

    $194,000

    $5K PRICE DROP
    • 4 Beds
    • 1.5 Baths
    • 1,807 Sq Ft

    15 Bellevue St, Willimantic, CT 06226

    Bring your vision to this four-bedroom home in Willimantic's Hill Section. With approximately 1,807 square feet of living space, the property features generously sized rooms, tall windows, original woodwork, and period details throughout. With thoughtful updates, this home has the potential to showcase its original character while being tailored to its next owner. Conveniently located near

    Michelle Mandel Carl Guild & Associates

    15 Bellevue St, Willimantic, CT 06226
  • /32

    $170,000

    $5K PRICE DROP
    • 6 Beds
    • 2 Baths
    • 1,948 Sq Ft

    11 Bellevue St, Willimantic, CT 06226

    Bring your vision to this six-bedroom home in Willimantic's Hill Section. With approximately 1,948 square feet of living space, the property features generously sized rooms, hardwood flooring, tall windows, original woodwork, and period details throughout. A brand-new roof has already been installed, providing a great start for future improvements. With thoughtful updates, this home has the

    Michelle Mandel Carl Guild & Associates

    11 Bellevue St, Willimantic, CT 06226
  • /38

    $385,000

    • 4 Beds
    • 1 Bath
    • 1,478 Sq Ft

    17 Buckingham Rd, Mansfield Center, CT 06250

    Welcome to this well-maintained 4-bedroom Cape Cod-style home, peacefully situated at the end of a quiet street. Well maintained and thoughtfully upgraded, this home offers comfort, functionality, and peace of mind. The heated breezeway provides a welcoming entrance and convenient access to the attached garages. The spacious kitchen offers plenty of room for cooking and entertaining and features

    Lisa Barstow Simply Sold Real Estate

    17 Buckingham Rd, Mansfield Center, CT 06250
  • /36

    $419,900

    $30K PRICE DROP
    • 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

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 $373,065.
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, 06256, 06226, 06250 and 06249.
How much do you need to make to afford a house in Windham?
The median home price in Windham is $382,450. If you put a 20% down payment of $76,500 and had a 30-year fixed mortgage with an interest rate of 6.71%, your estimated principal and interest payment would be $1,980 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $85K 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 Middle School and Capt. Nathan Hale School. Browse all the schools in Windham, CT to learn more.

Home Price Trends

Median Sale Price
$369,900
Median Single Family Sale Price
$368,950
Median Townhouse Sale Price
$505,000
Median 2 Bedroom Sale Price
$199,000
Average Price Per Sq Ft
$219
Number of Homes for Sale
5
Last 12 months Home Sales
45
Months of Supply
1.30
Median List Price
$382,450
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
14%
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