6,096

Windham, CT Homes

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  • 155 Southridge Dr, Willimantic, CT 06226
    155 Southridge Dr, Willimantic, CT 06226
    155 Southridge Dr, Willimantic, CT 06226
    /19

    $289,900

    • 3 Beds
    • 1 Bath
    • 960 Sq Ft

    155 Southridge Dr, Willimantic, CT 06226

    Welcome home to this charming ranch-style property in Windham offering comfortable one-level living and endless potential. Featuring 3 bedrooms, a spacious layout, and a full unfinished basement perfect for storage, a workshop, or future expansion. Enjoy a beautiful yard with plenty of room for entertaining, gardening, or relaxing outdoors. Conveniently located near local amenities, shopping,

    Arielle Ruffin Choice Realty

    155 Southridge Dr, Willimantic, CT 06226
  • 249 Church St Unit 3, Windham, CT 06226
    249 Church St Unit 3, Windham, CT 06226
    249 Church St Unit 3, Windham, CT 06226
    /6

    $1,800

    Total Monthly Price

    • 3 Beds
    • 1 Bath
    • 1,200 Sq Ft
    • Condo for Rent

    249 Church St Unit 3, Windham, CT 06226

    Newly renovated apartment very close to ECSU 3 bedroom off street parking

    249 Church St Unit 3, Windham, CT 06226
  • 285 Jackson St, Willimantic, CT 06226

    $270,000

    Sold Aug 08, 2025

    285 Jackson St, Willimantic, CT 06226

    • 3 Beds
    • 1 Bath
    • 1,080 Sq Ft
    • Built 1951

    Last Sold Summary

    • 6% Above List Price
    • $250/SF
    • 31 Days On Market

    Current Estimated Value $270,844

    Last Listing Agent Corrinne Lomazzo Berkshire Hathaway NE Prop.

    285 Jackson St, Willimantic, CT 06226
  • 99 Quercus Ave, Willimantic, CT 06226
    99 Quercus Ave, Willimantic, CT 06226
    99 Quercus Ave, Willimantic, CT 06226
    /37

    $289,900

    Pending
    • 3 Beds
    • 2 Baths
    • 1,633 Sq Ft

    99 Quercus Ave, Willimantic, CT 06226

    HIGHEST & BEST DUE SAT. 5/9 AT 4:00 P.M. Thoughtfully updated and full of charm, this inviting home offers a flexible layout designed to fit today's lifestyle. A welcoming front foyer sets the tone, leading into sun-filled living spaces with refinished floors and a natural flow that feels both open and comfortable. The remodeled kitchen (2008) anchors the home with functionality and style, while

    Elaine Abouakar CENTURY 21 AllPoints Realty

    99 Quercus Ave, Willimantic, CT 06226
  • 223 Jackson St Unit 2, Willimantic, CT 06226
    223 Jackson St Unit 2, Willimantic, CT 06226
    223 Jackson St Unit 2, Willimantic, CT 06226
    /10

    $1,200

    Total Monthly Price

    • Studio
    • 1 Bath
    • 750 Sq Ft
    • Condo for Rent

    223 Jackson St Unit 2, Willimantic, CT 06226

    Willimantic, CT large 1st floor studio apartment with heat and hot water included. Recently updated and ready for your occupancy!. There is ample off street parking and a large yard. This home offers quiet living with close proximity to downtown and the bus route. All utilities are electric, only 1 bill is a plus! We are full time landlords. Please message us today and we will pre-qualify you

    223 Jackson St Unit 2, Willimantic, CT 06226
  • 76 S Windham Rd, Willimantic, CT 06226

    $260,000

    Sold Dec 23, 2025

    76 S Windham Rd, Willimantic, CT 06226

    • 3 Beds
    • 2 Baths
    • 1,002 Sq Ft
    • Built 1975

    Last Sold Summary

    • 4% Above List Price
    • $259/SF
    • 35 Days On Market

    Current Estimated Value $271,134

    Last Listing Agent Jayson Kemp Five Stars Realty

    76 S Windham Rd, Willimantic, CT 06226
  • 1 Gem Dr, Willimantic, CT 06226
    1 Gem Dr, Willimantic, CT 06226
    1 Gem Dr, Willimantic, CT 06226
    /31

    $289,000

    • 3 Beds
    • 2 Baths
    • 912 Sq Ft

    1 Gem Dr, Willimantic, CT 06226

    Welcome to 1 Gem Drive. This well cared for 3-bedroom, 2-bath raised ranch offers comfort, charm, and space to enjoy both inside and out. The home features additional finished space in the lower level, perfect for a family room, home office, or guest area, complete with a full bath. Step into a bright and inviting layout designed for easy living, with plenty of room for both relaxing and

    Stephen Galinat Home Selling Team

    1 Gem Dr, Willimantic, CT 06226
  • 53 Tingley St, Willimantic, CT 06226
    53 Tingley St, Willimantic, CT 06226
    53 Tingley St, Willimantic, CT 06226
    /48

    $1,600 - $2,400

    Total Monthly Price

    • 2 - 3 Beds
    • 1 Bath
    • 1,355 Sq Ft
    • Condo for Rent

    53 Tingley St, Willimantic, CT 06226

    Large 2 bedrooms apartment for rent! Close to ECSU/ UCONN. shopping malls and highway. Located on WRTD bus route. Students welcome. ALL utilities included! Tenants pay cable, Internet wifi. Unit #30 avail 6/1/2026. If you have any questions, please call Frank for more details.

    53 Tingley St, Willimantic, CT 06226
  • 106 Oxbow Dr, Willimantic, CT 06226

    $290,000

    Sold Aug 29, 2025

    106 Oxbow Dr, Willimantic, CT 06226

    • 3 Beds
    • 1.5 Baths
    • 1,784 Sq Ft
    • Built 1978

    Last Sold Summary

    • 8% Below List Price
    • $163/SF
    • 61 Days On Market

    Current Estimated Value $310,165

    Last Listing Agent Sondra Reid Home Selling Team

    106 Oxbow Dr, Willimantic, CT 06226
  • 34 N Windham Rd, Windham, CT 06280
    34 N Windham Rd, Windham, CT 06280
    34 N Windham Rd, Windham, CT 06280
    /40

    $299,999

    $30K PRICE DROP Pending
    • 4 Beds
    • 2 Baths
    • 1,294 Sq Ft

    34 N Windham Rd, Windham, CT 06280

    *** huge price drop! 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

    Marco Epifani The Hive Real Estate LLC

    34 N Windham Rd, Windham, CT 06280
  • 53 Tingley St, Willimantic, CT 06226
    53 Tingley St, Willimantic, CT 06226
    53 Tingley St, Willimantic, CT 06226
    /48

    $1,600 - $2,400

    Total Monthly Price

    • 2 - 3 Beds
    • 1 Bath
    • 1,355 Sq Ft
    • Condo for Rent

    53 Tingley St, Willimantic, CT 06226

    Large 2 bedrooms apartment for rent! Close to ECSU/ UCONN. shopping malls and highway. Located on WRTD bus route. Students welcome. ALL utilities included! Tenants pay cable, Internet wifi. Unit #30 avail 6/1/2026. If you have any questions, please call Frank for more details.

    53 Tingley St, Willimantic, CT 06226
  • 29 Horn Rd, Windham, CT 06280

    $360,000

    Sold Jun 03, 2025

    29 Horn Rd, Windham, CT 06280

    • 3 Beds
    • 1.5 Baths
    • 1,512 Sq Ft
    • Built 1974

    Last Sold Summary

    • 6% Above List Price
    • $238/SF
    • 3 Days On Market

    Current Estimated Value $364,416

    Last Listing Agent Douglas Murphy Weichert,REALTORS-Four Corners

    29 Horn Rd, Windham, CT 06280
  • 5 Woods Way Unit WOOD005, Windham, CT 06256
    5 Woods Way Unit WOOD005, Windham, CT 06256
    5 Woods Way Unit WOOD005, Windham, CT 06256
    /13

    $134,900

    Pending
    • 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
  • 324 Valley St Unit 20, Willimantic, CT 06226
    324 Valley St Unit 20, Willimantic, CT 06226
    324 Valley St Unit 20, Willimantic, CT 06226
    /37

    $3,200

    Total Monthly Price

    • 4 Beds
    • 1 Bath
    • 4,000 Sq Ft
    • Condo for Rent

    324 Valley St Unit 20, Willimantic, CT 06226

    Bright and spacious 4 bedroom apartment. Close to downtown, shopping malls, highway, the bus route and ECS/UCONN. All utilities included in the rent. Tenants pay Cable. Parking Fee $100 per spot. Please call for more details

    324 Valley St Unit 20, Willimantic, CT 06226
  • 195 Quarry St, Willimantic, CT 06226

    $320,000

    Sold Aug 13, 2025

    195 Quarry St, Willimantic, CT 06226

    • 3 Beds
    • 2 Baths
    • 2,100 Sq Ft
    • Built 1979

    Last Sold Summary

    • $152/SF
    • 6 Days On Market

    Current Estimated Value $328,743

    Last Listing Agent Jasmine Baker RE/MAX One

    195 Quarry St, Willimantic, CT 06226
  • 80 Old Plains Rd, Willimantic, CT 06226
    80 Old Plains Rd, Willimantic, CT 06226
    80 Old Plains Rd, Willimantic, CT 06226
    /21

    $255,000

    Pending
    • 3 Beds
    • 1 Bath
    • 994 Sq Ft

    80 Old Plains Rd, Willimantic, CT 06226

    Welcome to this 3-bedroom ranch, ideally situated on a quiet non-through street in a sought-after area of Windham. Enjoy the ease of one-floor living with a functional layout designed for comfort and convenience. Featuring a spacious kitchen with ample cabinetry/storage and a breezeway with laundry adding practicality and connecting seamlessly to the attached garage. Minutes from shopping and

    Rachel Uhlig Lion's Head Real Estate Group

    80 Old Plains Rd, Willimantic, CT 06226
  • 291 Mansfield Ave, Willimantic, CT 06226
    291 Mansfield Ave, Willimantic, CT 06226
    291 Mansfield Ave, Willimantic, CT 06226
    /21

    $2,600

    Total Monthly Price

    • 4 Beds
    • 1 Bath
    • 1,200 Sq Ft
    • House for Rent

    291 Mansfield Ave, Willimantic, CT 06226

    This property at 291 Mansfield Ave is located within a few minutes walk to ECSU and a 15 minute drive to UCONN Campus. It features 4 bedrooms and 1 bathroom within a total living space of 1,200 square feet. The living room offers ample space for relaxation and entertainment, while the bathroom includes a tub/shower combination. Each bedroom provides sufficient room for furniture and personal

    291 Mansfield Ave, Willimantic, CT 06226
  • 27 Haley Ln, North Windham, CT 06256

    $81,400

    Sold Feb 20, 2026

    27 Haley Ln, North Windham, CT 06256

    • 2 Beds
    • 1 Bath
    • 924 Sq Ft
    • Built 2004

    Last Sold Summary

    • 2% Above List Price
    • $88/SF
    • 17 Days On Market

    Last Listing Agent Katherine Hernandez Lantigua KW Legacy Partners

    27 Haley Ln, North Windham, CT 06256
  • 11 Circle Dr, North Windham, CT 06256
    11 Circle Dr, North Windham, CT 06256
    11 Circle Dr, North Windham, CT 06256
    /18

    $150,000

    Under Contract
    • 4 Beds
    • 2 Baths
    • 1,512 Sq Ft

    11 Circle Dr, North Windham, CT 06256

    Amazing opportunity 1512sf, 4-bedroom (yes 4), 2-full bathrooms, open living room-dining room floor plan. Fully applianced eat-in Kitchen area with convenient laundry room off kitchen with door to side deck. Primary bedroom with full bath, garden tub and walk-in shower. 2nd full bathroom in hallway has a tub-shower. Located on a level lot backs up to a wooded area. Nice yard and rear shed. 2025

    Roberta Cardinal RbRE, LLC

    11 Circle Dr, North Windham, CT 06256
  • 237 Valley St Unit 20, Willimantic, CT 06226
    237 Valley St Unit 20, Willimantic, CT 06226
    237 Valley St Unit 20, Willimantic, CT 06226
    /21

    $2,400

    Total Monthly Price

    • 3 Beds
    • 1 Bath
    • 1,235 Sq Ft
    • Condo for Rent

    237 Valley St Unit 20, Willimantic, CT 06226

    Unit 20 available for Rent. Beautiful 3 bedroom apartment! Tenant pays Cable and Wifi. Security deposit: Two (2) months Rent. Located within walking distance to ECSU, 10 min drive to UCONN. Close to shops and Bus line. Off street parking available. Parking Fee $100 each spot per year. Available 6/1/26. Please call the office for more details. Thank you.

    237 Valley St Unit 20, Willimantic, CT 06226
  • 36 Lebanon Ave, Willimantic, CT 06226

    $300,000

    Sold Sep 04, 2025

    36 Lebanon Ave, Willimantic, CT 06226

    • 6 Beds
    • 3 Baths
    • 2,594 Sq Ft
    • Built 1920

    Last Sold Summary

    • 8% Above List Price
    • $116/SF
    • 69 Days On Market

    Current Estimated Value $308,666

    Last Listing Agent Deb Chabot RE/MAX One

    36 Lebanon Ave, Willimantic, CT 06226
  • 26 Plains Rd, Windham, CT 06280
    26 Plains Rd, Windham, CT 06280
    26 Plains Rd, Windham, CT 06280
    /32

    $239,900

    $20K PRICE DROP
    • 4 Beds
    • 1.5 Baths
    • 2,758 Sq Ft

    26 Plains Rd, Windham, CT 06280

    *** Dutch Colonial Style Home Brimming with History and Potential *** This home is the former parsonage for St. Paul's Episcopal Church, with many antique features reminiscent of its time - gambrel style roof, colonial American style woodwork, wide plank floors, field stone foundation and walk ways, and accretive architecture. The home is sprawling with over 2700 Sqft, 4 bedrooms, 1 1/2 baths,

    Christy Lofstrom Driscoll ERA Blanchard & Rossetto

    26 Plains Rd, Windham, CT 06280
  • 148 Walnut St Unit 1, Windham, CT 06226
    148 Walnut St Unit 1, Windham, CT 06226
    148 Walnut St Unit 1, Windham, CT 06226
    /6

    $1,400

    Total Monthly Price

    • 2 Beds
    • 1 Bath
    • 1,200 Sq Ft
    • House for Rent

    148 Walnut St Unit 1, Windham, CT 06226

    Large 2bedroom. Covered back Porch. Tenant pays utilities. No laundry on site.

    148 Walnut St Unit 1, Windham, CT 06226
  • 121 Highland View Dr, Windham, CT 06266

    $50,000

    Sold Sep 26, 2025

    121 Highland View Dr, Windham, CT 06266

    • Land
    • 40,075 Sq Ft
    • $54,348 per Acre

    Last Sold Summary

    • 11% Below List Price
    • 8 Days On Market

    Last Listing Agent Jeanne Crum Home Selling Team

    121 Highland View Dr, Windham, CT 06266
  • 119 Quercus Ave, Willimantic, CT 06226
    119 Quercus Ave, Willimantic, CT 06226
    119 Quercus Ave, Willimantic, CT 06226
    /29

    $250,000

    $49K PRICE DROP
    • 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
  • 69 Lynwood Dr, Willimantic, CT 06226
    69 Lynwood Dr, Willimantic, CT 06226
    69 Lynwood Dr, Willimantic, CT 06226
    /23

    $2,600

    Total Monthly Price

    • 4 Beds
    • 1 Bath
    • 1,100 Sq Ft
    • House for Rent

    69 Lynwood Dr, Willimantic, CT 06226

    This property at 69 lynwood drive is located within a few minutes walk to ECSU and a 15 minute drive to UCONN Campus. It features 4 bedrooms and 1 bathroom within a total living space of 1,100 square feet. The living room offers ample space for relaxation and entertainment, while the bathroom includes a tub/shower combination. Each bedroom provides sufficient room for furniture and personal

    69 Lynwood Dr, Willimantic, CT 06226
  • 16 Pond Way, North Windham, CT 06256

    $72,000

    Sold Apr 30, 2026

    16 Pond Way, North Windham, CT 06256

    • 2 Beds
    • 2 Baths
    • 1,218 Sq Ft
    • Built 1988

    Last Sold Summary

    • 6% Above List Price
    • $59/SF
    • 5 Days On Market

    Last Listing Agent Stephen Daly KW Legacy Partners

    16 Pond Way, North Windham, CT 06256
  • 3 Elizabeth Ln, North Windham, CT 06256
    3 Elizabeth Ln, North Windham, CT 06256
    3 Elizabeth Ln, North Windham, CT 06256
    /26

    $158,900

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

    3 Elizabeth Ln, North Windham, CT 06256

    Welcome to this beautifully updated 3 bedroom, 2 bathroom home in North Windham. If you've been looking for something move-in ready with space, this is it. The home has been updated throughout and offers a bright, open layout that feels comfortable from the moment you walk in. The enclosed porch is currently used as additional living space, giving you extra room for a second living area, home

    Katherine Hernandez Lantigua KW Legacy Partners

    3 Elizabeth Ln, North Windham, CT 06256
  • 128 Birch St Unit 2 floor, Windham, CT 06226
    128 Birch St Unit 2 floor, Windham, CT 06226
    128 Birch St Unit 2 floor, Windham, CT 06226
    /4

    $1,800

    Total Monthly Price

    • 3 Beds
    • 1 Bath
    • 750 Sq Ft
    • Condo for Rent

    128 Birch St Unit 2 floor, Windham, CT 06226

    Recently renovated 3 bedroom apartment. . Tenant pays utilities

    128 Birch St Unit 2 floor, Windham, CT 06226
  • 4 Gifford Ave, Willimantic, CT 06226

    $219,900

    Sold Jun 02, 2025

    4 Gifford Ave, Willimantic, CT 06226

    • 3 Beds
    • 2 Baths
    • 1,036 Sq Ft
    • Built 1971

    Last Sold Summary

    • $212/SF
    • 27 Days On Market

    Current Estimated Value $235,229

    Last Listing Agent Dennis Golden Real Broker CT, LLC

    4 Gifford Ave, Willimantic, CT 06226

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