20

Newest Homes for Sale in Windham, CT

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  • /40

    $549,900 Open Sat 2PM - 3PM

    • 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
  • /22

    $315,000

    • 3 Beds
    • 1 Bath
    • 960 Sq Ft

    9 Highland View Dr, South Windham, CT 06266

    Perfect first home, or downsize, with the big updates already done. This move-in ready property offers peace of mind for first-time buyers looking to avoid costly repairs and enjoy homeownership from day one. Three Bedrooms, open layout, pellet stove, garage with attic storage, an open breezeway, and Hard Wood Floors! Off street parking, Paved driveway. Recent improvements include a brand-new

    Brian Connolly Real Broker CT, LLC

    9 Highland View Dr, South Windham, CT 06266
  • /34

    $159,000 Open Sun 11AM - 1PM

    • 3 Beds
    • 1 Bath
    • 1,620 Sq Ft

    16 Circle Dr, North Windham, CT 06256

    Welcome to this beautifully updated and impeccably maintained double-wide home offering 1,620 square feet of modern, comfortable living. With about $35,000 in thoughtful upgrades since purchase, this home is truly move-in ready and designed for both style and convenience. Step inside to a spacious, open layout that feels airy, welcoming, and immaculate throughout. The updated kitchen features

    Danielle Fortier Coldwell Banker Realty

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

    $439,900 Open Sat 1PM - 4PM

    • 4 Beds
    • 2 Baths
    • 1,872 Sq Ft

    5 Insalaco Dr, Windham, CT 06280

    Welcome to 5 Insalaco Drive in Windham - a stunning, meticulously maintained 4-bedroom, 2-bath ranch style home located in a desirable countryside neighborhood, just minutes from Windham Center, Windham Shetucket Pickleball Park, Windham Fish & Game Club, and Mansfield Hollow State Park. This move-in ready home features hardwood floors throughout, large bedrooms with ample closet space, and an

    Joseph Snell Luxe Realty LLC

    5 Insalaco Dr, Windham, CT 06280
  • /40

    $299,900

    • 3 Beds
    • 1.5 Baths
    • 1,382 Sq Ft

    165 Ballamahack Rd, Windham, CT 06280

    **FINAL AND BEST OFFERS DUE WEDNESDAY 2/18/26 BY 5PM** Welcome to this beautiful home set on over an acre of land, offering privacy, space, and endless possibilities for outdoor enjoyment, expansion, or future improvements. This property combines modern finishes with classic charm, making it truly move-in ready. The home features a stunning kitchen complete with stainless steel appliances and

    Anthony La Penna Exceptional Real Estate LLC

    165 Ballamahack Rd, Windham, CT 06280
  • /2

    $299,000 Open Sat 11AM - 12:30PM

    • 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
  • /10

    $324,900

    • 3 Beds
    • 1.5 Baths
    • 1,277 Sq Ft

    11 Woodland Dr, Windham, CT 06280

    New Photos Coming Soon! Welcome to 11 Woodland Drive in Windham, Connecticut. This home has all the charm and character one would find in rural Windham County. The exterior of this property boasts a lovely manicured yard with landscaped bushes, perennial flowers and vegetables, fruit trees, and native plants. The interior of this home has three bedrooms and a large laundry room that can be

    Agent Photo

    Sharon Watson Stokland

    List N Show LLC

    (860) 579-1208

    11 Woodland Dr, Windham, CT 06280
  • /40

    $330,000

    • 4 Beds
    • 2 Baths
    • 1,294 Sq Ft

    34 N Windham Rd, Windham, CT 06280

    Charming 4-Bedroom Colonial on 1.76 Acres in Windham! Welcome to 34 N Windham Rd, a lovingly maintained 1930 colonial set on a spacious 1.76-acre parcel offering privacy, outdoor space, and classic New England character. This home features 4 bedrooms and 2 full baths across 1,294 sq ft of comfortable living space - perfect for families, first-time buyers, or anyone seeking room to grow. Step

    Marco Epifani The Hive Real Estate LLC

    34 N Windham Rd, Windham, CT 06280
  • /3

    $29,000

    • Land
    • 0.43 Acre
    • $67,442 per Acre

    0 Echo Dr, Windham, CT 06226

    Nestled in a quiet, rural setting, this parcel offers an excellent opportunity to build your dream home, weekend retreat, or long-term investment. The property provides a generous amount of open space surrounded by natural scenery, offering privacy and a classic country feel while still being within convenient reach of local amenities, lakes, and major routes. Whether you're seeking a fresh start

    Thomas Mele Dorrance Realty

    0 Echo Dr, Windham, CT 06226
  • /37

    $325,000

    • 3 Beds
    • 2.5 Baths
    • 1,228 Sq Ft

    15 Cracow Ave, Windham, CT 06280

    Welcome to this inviting 3-bedroom, 2-bath ranch featuring a 1-car garage and a fantastic layout perfect for comfortable everyday living. Placed right along side the Natchaug River used for fishing and kayaking! Step inside to find a bright, open floor plan with warm natural light and easy flow throughout. Outside, the property truly shines. Enjoy summer days in your beautiful inground pool (with

    Julienne Jaber KW Legacy Partners

    15 Cracow Ave, Windham, CT 06280
  • /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
  • /35

    $168,500

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

    28 Circle Dr, Windham, CT 06256

    As little or no down, 3 fixed (3.15 APR). Completely remodeled three bedroom, two full bathroom home in Stonegate Manor. Yes completely remodeled floor to ceiling home, new kitchen cabinets, new appliances gas range, dishwasher, microwave hood vent, washer and washer, garnet counter tops, everything new, walls flooring new rear steps, and full size deck. Have your agent provide list of upgrades.

    Clarence Russ Home Selling Team

    28 Circle Dr, Windham, CT 06256
  • /32

    $355,000

    • 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
  • /28

    $235,000

    • 3 Beds
    • 2 Baths
    • 2,219 Sq Ft

    363 Windham Rd, Willimantic, CT 06226

    Welcome to this charming early-20th-century residence, built in 1910 and nestled on a generous 0.66-acre lot in the heart of Willimantic. With approximately 2,216 sq ft of living space, this home features three bedrooms (4 if you include one on the first floor) and two full baths-ideal for renovation or as a creative new canvas. Step inside and find timeless elements: expansive rooms, tall

    Christine Homa Carl Guild & Associates

    363 Windham Rd, Willimantic, CT 06226
  • /19

    $219,000 Pre-Foreclosure

    • 3 Beds
    • 1 Bath
    • 994 Sq Ft

    80 Old Plains Rd, Willimantic, CT 06226

    Three Bedroom single level ranch for sale in desirable part of Windham. Home being sold as-is, where-is. See the upside potential, see the resale value and/or rental value, and make your offer. Come see the tranquil neighborhood and nearby area, and fully enjoy. Investors, and those seeking a home that is not over-priced; come make this yours.

    Justin Marino Marino Realty LLC

    80 Old Plains Rd, Willimantic, CT 06226
  • /17

    $74,900

    • 2 Beds
    • 1 Bath
    • 938 Sq Ft

    23 Pond Way, North Windham, CT 06256

    Welcome Home! Step inside this beautifully updated mobile home offering a bright and open floor plan that's both spacious and inviting. The vaulted ceilings and skylights fill the home with natural light, creating a warm and airy atmosphere throughout. Enjoy easy living with a large open kitchen and living area-ideal for relaxing or entertaining. Outside, you'll find a private backyard with a

    Krystal Delorge Countryside Realty

    23 Pond Way, North Windham, CT 06256
  • /26

    $439,000

    • 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
  • /7

    $309,000

    • 7 Beds
    • 3 Baths
    • 3,419 Sq Ft

    26 Maple Ave, Willimantic, CT 06226

    Turnkey Three-Family Investment Opportunity: This fully leased three-family property is an excellent opportunity for investors or owner-occupants seeking strong rental income and long-term potential. Currently generating $4,340 in monthly income, all tenants are responsible for their own utilities, keeping operating costs low. The property is easy to maintain and features a new roof for added

    Heather Meehan Meehan & Daughters Real Estate

    26 Maple Ave, Willimantic, CT 06226
  • /13

    $134,900

    • 3 Beds
    • 2 Baths
    • 1,141 Sq Ft

    5 Woods Way Unit WOOD005, Windham, CT 06256

    Welcome to Stonegate Manor, an all-age active and vibrant community, where you can find yourself in your dream home. We have a stunning, brand new, beautiful, 2025 3 bed, 2 bath home for sale featuring 1141.52 sq ft of beautifully designed living space. Located in North Windham. Step inside to find an open-concept floor plan, hardwood floors, high ceilings and natural light. The kitchen boasts

    Nichole Boisvert Stonegate Manor

    5 Woods Way Unit WOOD005, Windham, CT 06256
  • /9

    $84,900

    • 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

Frequently Asked Questions

What is the average home price in Windham, CT?
Homes for sale in Windham, CT have an average home price of $363,668.
How many homes have sold over the last 12 months in Windham, CT?
42 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 06226, 06280, 06256, 06250 and 06266.
How much do you need to make to afford a house in Windham?
The median home price in Windham is $346,750. If you put a 20% down payment of $69,400 and had a 30-year fixed mortgage with an interest rate of 6.01%, your estimated principal and interest payment would be $1,660 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $71K a year to afford the median home price in Windham. Learn how much home you can afford with our Home Affordability Calculator.
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 Trends in Windham, CT

Housing Trends

Median Sale Price
$365,450
Median Single Family Sale Price
$360,500
Average Price Per Sq Ft
$223
Number of Homes for Sale
6
Last 12 months Home Sales
42
Months of Supply
1.70
Median List Price
$346,750
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
27%
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