27

Windham, CT Homes for Sale

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  • /40

    $335,000

    • 6 Beds
    • 3 Baths
    • 3,274 Sq Ft

    384 Prospect St, Willimantic, CT 06226

    Charming Victorian Home in the Heart of the Hill Section - Just Steps from ECSU This beautifully crafted Victorian residence offers over 3,000 sq ft of living space and is conveniently located near the entrance of Eastern Connecticut State University. Featuring a spacious chef's kitchen, an inviting front porch, and a covered back porch perfect for relaxing or entertaining. Inside, you'll find a

    Agent Photo

    Heather Meehan

    Meehan & Daughters Real Estate

    (860) 321-1528

    384 Prospect St, Willimantic, CT 06226
  • /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,

    Agent Photo

    Tammy Lucier

    eXp Realty

    (860) 979-5391

    38 Elm St, Willimantic, CT 06226
  • /10

    $277,000 Coming Soon

    • 3 Beds
    • 1 Bath
    • 1,310 Sq Ft

    73 Holbrook Ave, Willimantic, CT 06226

    Move-in ready 1,300 sq. ft. home offering 3 bedrooms, kitchen with granite countertops, stainless steel appliances, plenty of counter space, new floors, freshly painted, brand new gutters, and a large fenced-in level yard. 2 bedrooms on the lower level and a full bath. 2nd floor offers 1 large bedroom. The open-concept living room flows into the kitchen, and the first-floor laundry adds ease to

    Agent Photo

    Marta Lisowska Realtor KW

    KW Legacy Partners

    (860) 796-3055

    73 Holbrook Ave, Willimantic, CT 06226
  • /40

    $425,000

    • 4 Beds
    • 2.5 Baths
    • 2,288 Sq Ft

    19 Oakwood Dr, Windham, CT 06280

    Introducing 19 Oakwood Drive, a charming Colonial set on a private 1.6-acre corner lot. This well-loved home has been carefully maintained and offers both comfort and space. Inside, you will find a warm brick fireplace in the living room, a bright eat-in kitchen, and a large screened-in porch overlooking the expansive backyard. The main floor features a generously sized primary bedroom with a

    Lisa Romano William Pitt Sotheby's Int'l

    19 Oakwood Dr, Windham, CT 06280
  • /13

    $549,900

    • 4 Beds
    • 3 Baths
    • 3,520 Sq Ft

    181 Bass Rd, Windham, CT 06280

    Own Your Dream Home with Zero Money Down! Unlock the door to your future with an exclusive offer: Purchase this home and receive $5,499 back in closing cost credits OR $2,601 per month at an exceptional financing rate of 5.87% APR with ZERO down payment available for those who qualify. Your Private Oasis Awaits Set on over 2 acres of complete privacy in a highly sought-after location, this

    Nathan Clark Your Home Sold Guaranteed Realty, The Nathan Clark Team

    181 Bass Rd, Windham, CT 06280
  • /38

    $399,900

    • 4 Beds
    • 3 Baths
    • 1,914 Sq Ft

    119 Brooklyn Turnpike, Windham, CT 06280

    HIGHEST & BEST BY MONDAY, SEP 22 AT 1PM. Sellers reserve the right to accept an offer at any time. Move-in ready with in-law!! Major upgrades in 2024 include: top of the line Buderus heating system, new roof, new siding, and more. The main house offers 3 bedrooms, an open, updated kitchen, central air, pellet stove for secondary source of heat and additional 500 sq feet of finished lower-level

    Brittany Kimlingen First Choice Realty

    119 Brooklyn Turnpike, Windham, CT 06280
  • /24

    $379,900

    • 3 Beds
    • 2.5 Baths
    • 2,112 Sq Ft

    47 Insalaco Dr, Windham, CT 06280

    Welcome to your beautifully renovated home at 47 Insalaco Drive! This stunning residence features modern updates throughout, including sleek quartz countertops in the kitchen and bathrooms. The spacious floor plan offers comfort and versatility, perfect for family living and entertaining. Enjoy over 2 acres of tranquil outdoor space, ideal for outdoor activities, gardening, or future expansion.

    Karan Garewal Winwin Realty

    47 Insalaco Dr, Windham, CT 06280
  • /35

    $425,000

    • 4 Beds
    • 2.5 Baths
    • 2,905 Sq Ft

    337 S Windham Rd, Willimantic, CT 06226

    This charming four-bedroom, two-and-a-half-bathroom home offers 2,905 square feet of comfortable living space that offers both style and functionality. The thoughtfully designed layout provides ample room for daily life and entertaining, with well-appointed bedrooms including a spacious primary bedroom that serves as your personal retreat. The kitchen becomes the heart of the home where morning

    Alexia Andrade US Asset Realty

    337 S Windham Rd, Willimantic, CT 06226
  • /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
  • /6

    $198,500

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

    50 South St, Willimantic, CT 06226

    No entry into this property will be available to the public due to the inhabitable condition and all offers will be submitted sight unseen. This property is being sold as is, in an Estate, and will require Probate Court approval. The sale of this property is a short sale.

    Franchesca Pescatello Prue Realty LLC

    50 South St, Willimantic, CT 06226
  • /32

    $170,000

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

    9 Circle Dr, North Windham, CT 06256

    Beautifully renovated 1620 sq.foot mobile home. Complete with three bedroom, two full bath and featuring vaulted ceilings and a light open floor plan. The home has been completely updated from top to bottom, including a modern kitchen with tons of cabinets and granite counter tops. The living room has a pellet stove and stone fireplace. Enjoy the outdoor living space on the large covered porch

    Sondra Reid Home Selling Team

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

    $229,900

    • 2 Beds
    • 1.5 Baths
    • 2,396 Sq Ft

    84 MacHine Shop Hill Rd, South Windham, CT 06266

    Take a look at this large ranch loaded with all the right features for a great price. There is a large living room, formal dining room, den, bedroom/office, sunroom with cath ceilings, fully finished walk out lower level containing a bedroom area, family room and 1/2 bath. Two car attached garage, patio and private rear yard.

    Scott Bayne Century 21 Bay-Mar Realty

    84 MacHine Shop Hill Rd, South Windham, CT 06266
  • /16

    $129,900

    • 3 Beds
    • 2 Baths
    • 1,248 Sq Ft

    34 Pond Way, Windham, CT 06256

    Nice and maintained 3 bedroom, 2 bath mobile home set up as split floor plan, recent updates, gas cooking, shed in rear, nice lot borders woods. Nice location off Route 6, for easy commute to Highways, main routes. Subject to Stonegate Manor approval.

    Robert Ferrigno Ferrigno-Willimantic REALTORS

    34 Pond Way, Windham, CT 06256
  • /22

    $225,000

    • 2 Beds
    • 1.5 Baths
    • 1,210 Sq Ft

    366 Ash St Unit 2, Willimantic, CT 06226

    Move right in to this seldom available townhouse style condo in Windham Oaks with open efficient floor plan. Kitchen overlooks the living room. Spacious second floor bedrooms and a bathroom with double sinks. Private lower level. Abundant storage space. This condo is convenient to shopping, downtown, Eastern Connecticut State University and the University of Connecticut.

    Deb Chabot RE/MAX One

    366 Ash St Unit 2, Willimantic, CT 06226
  • /28

    $379,900

    • 8 Beds
    • 3 Baths
    • 3,073 Sq Ft

    176 Windham Rd, Willimantic, CT 06226

    Located near the South Windham border of Willimantic, this beautifully maintained 3-family Victorian home is a rare find perfect for investors seeking immediate rental income or owner-occupants looking to live on-site while collecting rent. Nestled in a quiet neighborhood filled with majestic historic homes and directly across from a scenic park, the property offers the perfect combination of

    Gregory Leone Coldwell Banker Realty

    176 Windham Rd, Willimantic, CT 06226
  • /12

    $54,000

    • 2 Beds
    • 1 Bath
    • 728 Sq Ft

    6 Kitty Ln, Windham, CT 06256

    Price Improved Welcome home to this cozy and affordable 2 bedroom mobile home on a perfect level lot. Whether you're starting out or downsizing, this home is move-in ready and full of possibilities. Enjoy quiet living while still being close to shopping dining and more! This home won't last. Make an appointment to see for yourself! As Is.

    Karen Wheeler Regency Real Estate, LLC

    6 Kitty Ln, Windham, CT 06256
  • /39

    $269,900

    • 4 Beds
    • 2 Baths
    • 2,275 Sq Ft

    209 Church St, Willimantic, CT 06226

    Now at an improved price! Come tour this wonderful and iconic Victorian home, nearly all interior woodwork has been preserved in its original, natural wood state. About the build date, the town records show 1879, but per the Willimantic Victorian Neighborhood Association, this home was built in 1888. This home is spacious, has replacement windows and a newer boiler and hot water heater, On the

    Rick Nassiff KW Legacy Partners

    209 Church St, Willimantic, CT 06226
  • /35

    $95,000

    • 3 Beds
    • 2 Baths
    • 1,248 Sq Ft

    17 Jacqueline Ln, North Windham, CT 06256

    Absolutely charming three-bedroom, two full bath home on a large corner lot. The kitchen features ample storage and counter space, with lovely design details on the cabinet doors. An ice cream parlor-style window offers an additional peek-a-boo connection from the kitchen to the living area. With an open concept dining and living room, you'll have spacious everyday living anchored by a beautiful

    Anne Newmyer Simply Sold Real Estate

    17 Jacqueline Ln, North Windham, CT 06256
  • /33

    $249,000

    • 3 Beds
    • 1 Bath
    • 1,076 Sq Ft

    222 Southridge Dr, Willimantic, CT 06226

    Welcome to 222 Southridge Drive, a spacious and inviting 3-bedroom, 1-bath ranch-style home offering comfortable, easy living with thoughtful cosmetic updates throughout. Step inside to find a bright and inviting living space featuring freshly painted walls, updated flooring, and plenty of natural light. The kitchen offers ample cabinet space and a functional layout perfect for everyday living

    Taylor Gildein Re/Max Results

    222 Southridge Dr, Willimantic, CT 06226
  • /40

    $275,900

    • 2 Beds
    • 2 Baths
    • 804 Sq Ft

    188 Oxbow Dr, Willimantic, CT 06226

    This spacious Raised Ranch features a large kitchen with a center island and ample cabinetry, seamlessly connected to an open-concept living area-perfect for entertaining. The main level offers two comfortable bedrooms and a full bathroom. Downstairs, the finished lower level includes a second full bath and flexible space ideal for a home office, playroom, game room, or potential third bedroom.

    Peter Baker RE/MAX Bell Park Realty

    188 Oxbow Dr, Willimantic, CT 06226
  • /4

    $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

    Jude Gray Stonegate Manor

    5 Woods Way Unit WOOD005, Windham, CT 06256
  • /4

    $134,900

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

    22 Pond Way Unit POND022, Windham, CT 06256

    Welcome to Stonegate Manor an 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 stainless

    Jude Gray Stonegate Manor

    22 Pond Way Unit POND022, Windham, CT 06256
  • /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

    $228,500

    • 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
  • /25

    $249,900

    • 5 Beds
    • 2.5 Baths
    • 1,480 Sq Ft

    19 Boston Post Rd, North Windham, CT 06256

    Step into this charming 5-bedroom, 2.1-bath home that's full of character and solid bones-just waiting for your personal touch. Offering generous living space and a functional layout, this property is ideal for anyone looking for room to grow. A large storage shed out back provides plenty of space for tools, hobbies, or extra storage. Centrally located, you'll enjoy easy access to schools,

    Victor Santana Santana Realty Group LLC

    19 Boston Post Rd, North Windham, CT 06256
  • /40

    $299,000

    • 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

    $315,000

    • 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 with plenty of space. 2 bedrooms on the 3rd floor with new carpet. Kitchen, dining room, living room, bathroom and 1 bedroom on the

    david breau eXp Realty

    9 Ann St, Willimantic, CT 06226

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 $341,389.
How many homes have sold over the last 12 months in Windham, CT?
32 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 06280, 06226, 06256, 06250 and 06249.
How much do you need to make to afford a house in Windham?
The median home price in Windham is $325,000. If you put a 20% down payment of $65,000 and had a 30-year fixed mortgage with an interest rate of 6.26%, your estimated principal and interest payment would be $1,600 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $69K 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 George Hersey Robertson School, Annie E. Vinton School and Mansfield Elementary School. Browse all the schools in Windham, CT to learn more.

Home Trends in Windham, CT

Housing Trends

Median Sale Price
$317,500
Median Single Family Sale Price
$325,000
Average Price Per Sq Ft
$220
Number of Homes for Sale
7
Last 12 months Home Sales
32
Months of Supply
2.60
Median List Price
$325,000
Median Change From 1st List Price
-2%
Median Home Sale Price YoY Change
9%
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