45,761

Windham County, CT Homes

Section Image
    • 239 Turnpike Rd, Ashford, CT 06278

      Est $650,044

      Not Listed For Sale

      239 Turnpike Rd, Ashford, CT 06278

      • 3 Beds
      • 2.5 Baths
      • 2,704 Sq Ft
      • Built 2007
      239 Turnpike Rd, Ashford, CT 06278

      Last Sold Summary

      • 30 Days On Market

      Last Listing Agent Lauren Iraeta KW Legacy Partners

  • 34 Mason Hill Rd, Dayville, CT 06241
    34 Mason Hill Rd, Dayville, CT 06241
    34 Mason Hill Rd, Dayville, CT 06241
    /21

    $310,000

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

    34 Mason Hill Rd, Dayville, CT 06241

    Welcome to this cozy 3-bedroom Cape tucked away on a full acre of land! It needs a little TLC, but it's packed with charm and space. With 3 bedrooms and a potential office or 4th bedroom, you have plenty of space to play with. With its spacious backyard is a total blank slate for your dream garden, a fire pit, or summer hangouts. The property is being sold as-is, and it's ready for a new owner to

    Jennifer Lehto Real Broker CT, LLC

    34 Mason Hill Rd, Dayville, CT 06241
  • 10 First St, North Grosvenordale, CT 06255

    $320,000

    Sold May 01, 2026

    10 First St, North Grosvenordale, CT 06255

    • 3 Beds
    • 1 Bath
    • 958 Sq Ft
    • Built 1955

    Last Sold Summary

    • 7% Above List Price
    • $334/SF
    • 11 Days On Market

    Current Estimated Value $339,990

    Last Listing Agent Sarji Properties Team Gold Door Realty

    10 First St, North Grosvenordale, CT 06255
    • 550 Westford Rd Unit 552, Ashford, CT 06278

      Est $426,720

      Not Listed For Sale

      550 Westford Rd Unit 552, Ashford, CT 06278

      • 4 Beds
      • 2 Baths
      • 1,850 Sq Ft
      • Built 2008
      550 Westford Rd Unit 552, Ashford, CT 06278

      Last Sold Summary

      • 39 Days On Market

      Last Listing Agent Linda Goff Berkshire Hathaway NE Prop.

  • 983 Riverside Dr, North Grosvenordale, CT 06255
    983 Riverside Dr, North Grosvenordale, CT 06255
    983 Riverside Dr, North Grosvenordale, CT 06255
    /21

    $325,000

    • 5 Beds
    • 2 Baths
    • 2,040 Sq Ft

    983 Riverside Dr, North Grosvenordale, CT 06255

    Fantastic 2 family with both units recently renovated. 3 bedrooms in one unit. 2 bedrooms in other with a formal dining room. Each unit has a washer and a dryer. Each unit has its own parking area.

    Alexis Devlin Coldwell Banker Realty

    983 Riverside Dr, North Grosvenordale, CT 06255
  • 22 Common Way Dr Unit 22, Brooklyn, CT 06234

    $430,000

    Sold Apr 14, 2026

    22 Common Way Dr Unit 22, Brooklyn, CT 06234

    • 2 Beds
    • 2 Baths
    • 1,594 Sq Ft
    • Built 2013

    Last Sold Summary

    • 4% Above List Price
    • $270/SF
    • 4 Days On Market

    Last Listing Agent Cary Marcoux RE/MAX Bell Park Realty

    22 Common Way Dr Unit 22, Brooklyn, CT 06234
    • 77 Plains Rd, Windham, CT 06280

      Est $300,473

      Not Listed For Sale

      77 Plains Rd, Windham, CT 06280

      • 3 Beds
      • 1.5 Baths
      • 1,624 Sq Ft
      • Built 1984
      77 Plains Rd, Windham, CT 06280

      Last Sold Summary

      • 11 Days On Market

      Last Listing Agent Lisa Barstow Simply Sold Real Estate

  • 115 Groveland Ave, Putnam, CT 06260
    115 Groveland Ave, Putnam, CT 06260
    115 Groveland Ave, Putnam, CT 06260
    /12

    $215,000

    $10K PRICE DROP
    • Land
    • 1.34 Acres
    • $160,448 per Acre

    115 Groveland Ave, Putnam, CT 06260

    Development Opportunity! Town-approved condominium project with fully engineered plans available by request, set on a private lot with views. This offering conveys development rights only for an approved condominium complex consisting of two existing townhouses and approvals for eight additional units to be built. Prior approvals are in place with the Town, underground utilities are on site, and

    Jennie Kesselman Berkshire Hathaway NE Prop.

    115 Groveland Ave, Putnam, CT 06260
  • 282 Brooklyn Turnpike, Hampton, CT 06247

    $285,000

    Sold May 29, 2026

    282 Brooklyn Turnpike, Hampton, CT 06247

    • 3 Beds
    • 1 Bath
    • 904 Sq Ft
    • Built 1962

    Last Sold Summary

    • 2% Above List Price
    • $315/SF
    • 35 Days On Market

    Current Estimated Value $290,447

    Last Listing Agent Autumn Beavan First Choice Realty

    282 Brooklyn Turnpike, Hampton, CT 06247
    • 208 Baxter Rd, Woodstock, CT 06281

      Not Listed For Sale

      208 Baxter Rd, Woodstock, CT 06281

      • 2 Beds
      • 0.5 Baths
      • 480 Sq Ft
      • Built 1947
      208 Baxter Rd, Woodstock, CT 06281

      Last Sold Summary

      • 5 Days On Market

      Last Listing Agent Kathleen Holland KW Legacy Partners

  • 3 Jason Heights, Thompson, CT 06277
    3 Jason Heights, Thompson, CT 06277
    3 Jason Heights, Thompson, CT 06277
    /39

    $599,900

    Pending
    • 3 Beds
    • 2.5 Baths
    • 1,918 Sq Ft

    3 Jason Heights, Thompson, CT 06277

    One owner, meticulously maintained Ranch style home featuring almost 2,000 sq. ft. of 1 floor living, 3 bedrooms & 2.5 bathrooms situated on a cul-de-sac of just 3 homes. Sitting on 7.79 AC, plenty of room for exploring, expanding, along with animals with an existing 2 stall horse barn/shed & paddock. This home was designed with an attractive cape style roof and brick facade, setting this apart

    Ryan LaJoie Johnston & Associates Real Estate, LLC

    3 Jason Heights, Thompson, CT 06277
  • 10 Ralph St, Moosup, CT 06354

    $335,000

    Sold Nov 21, 2025

    10 Ralph St, Moosup, CT 06354

    • 3 Beds
    • 1.5 Baths
    • 1,056 Sq Ft
    • Built 1962

    Last Sold Summary

    • 7% Below List Price
    • $317/SF
    • 17 Days On Market

    Current Estimated Value $354,112

    Last Listing Agent Ashley Walker Kazantzis Real Estate, LLC

    10 Ralph St, Moosup, CT 06354
    • 264 Brooklyn Turnpike, Hampton, CT 06247

      Est $313,075

      Not Listed For Sale

      264 Brooklyn Turnpike, Hampton, CT 06247

      • 3 Beds
      • 1 Bath
      • 1,014 Sq Ft
      • Built 1981
      264 Brooklyn Turnpike, Hampton, CT 06247

      Last Sold Summary

      • 77 Days On Market

      Last Listing Agent Glenn Stavens Aspen Realty Group

  • 233 Fire Tower Rd, Pomfret Center, CT 06259
    233 Fire Tower Rd, Pomfret Center, CT 06259
    233 Fire Tower Rd, Pomfret Center, CT 06259
    /30

    $799,900

    $100K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,982 Sq Ft

    233 Fire Tower Rd, Pomfret Center, CT 06259

    56 expansive ACRES of pristine Connecticut COUNTRYSIDE with quiet rural atmosphere. Space for HUNTING wildlife viewing and trails. Recreational Haven, Homestead with enough room for FARMING and timber. ENORMOUS 2400 square-foot GARAGE/WORKSHOP with 12 x 12 doors HEATED with two zones, office with a full bathroom and additional bathroom and its OWN Septic! DETACHED two car garage with (two NEW

    Christine Johnson RE/MAX One

    233 Fire Tower Rd, Pomfret Center, CT 06259
  • 7 Lockwood St, Brooklyn, CT 06234

    $338,000

    Sold Mar 06, 2026

    7 Lockwood St, Brooklyn, CT 06234

    • 3 Beds
    • 1.5 Baths
    • 1,400 Sq Ft
    • Built 1959

    Last Sold Summary

    • 2% Above List Price
    • $241/SF
    • 49 Days On Market

    Current Estimated Value $349,221

    Last Listing Agent Shawn Mercer CT River Valley Homes LLC

    7 Lockwood St, Brooklyn, CT 06234
    • 8 Beechwood Blvd, Plainfield, CT 06374

      Est $350,055

      Not Listed For Sale

      8 Beechwood Blvd, Plainfield, CT 06374

      • 3 Beds
      • 2 Baths
      • 1,988 Sq Ft
      • Built 1979
      8 Beechwood Blvd, Plainfield, CT 06374

      Last Sold Summary

      • 6 Days On Market

      Last Listing Agent Brenda Cuoco Cuoco & Co. Real Estate

  • 38 Sabin St, Putnam, CT 06260
    38 Sabin St, Putnam, CT 06260
    38 Sabin St, Putnam, CT 06260
    /32

    $389,000

    Open Fri 4:30PM - 5:30PM $10K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 1,599 Sq Ft

    38 Sabin St, Putnam, CT 06260

    38 Sabin Street, a spacious & versatile home offering a flexible layout with plenty of options to fit a variety of lifestyles. The home features 3+ bedrooms, including a convenient first-floor primary bedroom ,J&J full bathroom, an upgraded kitchen, appliances, full bath, and a roof in 2024. The main-floor laundry area is conveniently located near the mudroom entrance, adding everyday

    Rob Viani Berkshire Hathaway NE Prop.

    38 Sabin St, Putnam, CT 06260
  • 16-20 Lake St, Moosup, CT 06354

    $440,000

    Sold Jun 03, 2026

    16-20 Lake St, Moosup, CT 06354

    • 7 Beds
    • 3 Baths
    • 2,688 Sq Ft
    • Built 1927

    Last Sold Summary

    • 5% Above List Price
    • $164/SF
    • 9 Days On Market

    Last Listing Agent Nathan Cholewa Kazantzis Real Estate, LLC

    16-20 Lake St, Moosup, CT 06354
    • 189 Main St, Sterling, CT 06377

      Est $366,617

      Not Listed For Sale

      189 Main St, Sterling, CT 06377

      • 3 Beds
      • 1.5 Baths
      • 1,229 Sq Ft
      • Built 1983
      189 Main St, Sterling, CT 06377

      Last Sold Summary

      • 44 Days On Market

      Last Listing Agent Catherine Howard Berkshire Hathaway NE Prop.

  • 415 Jerusalem Rd, Windham, CT 06280
    415 Jerusalem Rd, Windham, CT 06280
    415 Jerusalem Rd, Windham, CT 06280
    /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
  • 47 Insalaco Dr, Windham, CT 06280

    $379,900

    Sold Dec 09, 2025

    47 Insalaco Dr, Windham, CT 06280

    • 3 Beds
    • 2.5 Baths
    • 2,112 Sq Ft
    • Built 1970

    Last Sold Summary

    • $180/SF
    • 30 Days On Market

    Current Estimated Value $416,781

    Last Listing Agent Karan Garewal Winwin Realty

    47 Insalaco Dr, Windham, CT 06280
    • 22 Buntz Rd, Canterbury, CT 06331

      Est $389,744

      Not Listed For Sale

      22 Buntz Rd, Canterbury, CT 06331

      • 3 Beds
      • 1 Bath
      • 1,080 Sq Ft
      • Built 1980
      22 Buntz Rd, Canterbury, CT 06331

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent Heather Miller RE/MAX One

  • 57 Wilkinson St, Putnam, CT 06260
    57 Wilkinson St, Putnam, CT 06260
    57 Wilkinson St, Putnam, CT 06260
    /39

    $299,000

    $31K PRICE DROP
    • 6 Beds
    • 2 Baths
    • 2,469 Sq Ft

    57 Wilkinson St, Putnam, CT 06260

    This two-family property offers solid bones and strong potential. Each unit provides a functional layout with 3 bedrooms and ample space including finished walk-up attic. Home has been used as a single family for the last 20 year's second floor kitchen needs to be reinstated. Ideal for investors, contractors, or owner occupants looking to build equity, this home needs work but delivers a great

    Kristen Anderson RE/MAX One

    57 Wilkinson St, Putnam, CT 06260
  • 44 Woodland Dr, Windham, CT 06280

    $310,000

    Sold Oct 08, 2025

    44 Woodland Dr, Windham, CT 06280

    • 3 Beds
    • 2 Baths
    • 1,526 Sq Ft
    • Built 1956

    Last Sold Summary

    • 7% Above List Price
    • $203/SF
    • 104 Days On Market

    Current Estimated Value $326,765

    Last Listing Agent Kelley Vanacore Century 21 AllPoints Realty

    44 Woodland Dr, Windham, CT 06280
    • 194 Broad St, Danielson, CT 06239

      Est $278,782

      Not Listed For Sale

      194 Broad St, Danielson, CT 06239

      • 4 Beds
      • 2 Baths
      • 1,155 Sq Ft
      • Built 1900
      194 Broad St, Danielson, CT 06239

      Last Sold Summary

      • 6 Days On Market

      Last Listing Agent Lori Ciccarelli RE/MAX One

  • 37 van Den Noort St, Putnam, CT 06260
    37 van Den Noort St, Putnam, CT 06260
    37 van Den Noort St, Putnam, CT 06260
    /29

    $399,900

    $40K PRICE DROP Pending
    • 5 Beds
    • 2.5 Baths
    • 4,063 Sq Ft

    37 van Den Noort St, Putnam, CT 06260

    NEED PLENTY OF SPACE? YOU'LL FIND IT HARD TO FILL UP THIS HOME! OVER 4000 SQUARE FEET OF WELL CARED FOR LIVING AREA ON 3 FLOORS. BEAUTIFUL HARDWOOD FLOORS IN LR, HUGE EAT-IN KITCHEN, 5 TO 6 BEDROOMS AND A BATH ON EACH LEVEL. LOWER LEVEL FAMILY/GAME ROOM WITH WET BAR, RECREATION ROOM, AND MASSIVE MEDIA ROOM WHICH HAD BEEN USED FOR A PROFESSIONAL PHOTOGRAPHY STUDIO. ALL KINDS OF SROREAGE AREAS,

    Dick Weiss RE/MAX Bell Park Realty

    37 van Den Noort St, Putnam, CT 06260
  • 37 Laperle Ave, Plainfield, CT 06374

    $351,000

    Sold Jul 30, 2026

    37 Laperle Ave, Plainfield, CT 06374

    • 3 Beds
    • 1 Bath
    • 1,000 Sq Ft
    • Built 1956

    Last Sold Summary

    • 15% Above List Price
    • $351/SF
    • 7 Days On Market

    Current Estimated Value $306,621

    Last Listing Agent Skyla Gagnon RE/MAX Bell Park Realty

    37 Laperle Ave, Plainfield, CT 06374
    • 32 High St, Danielson, CT 06239

      Est $284,122

      Not Listed For Sale

      32 High St, Danielson, CT 06239

      • 4 Beds
      • 1.5 Baths
      • 1,184 Sq Ft
      • Built 1900
      32 High St, Danielson, CT 06239

      Last Sold Summary

      • 11 Days On Market

      Last Listing Agent Jeremy Bailey SkyView Realty

  • 67 Holmes Rd, Pomfret, CT 06259
    67 Holmes Rd, Pomfret, CT 06259
    67 Holmes Rd, Pomfret, CT 06259
    /3

    $6,950,000

    • Land
    • 39 Acres
    • $178,205 per Acre

    67 Holmes Rd, Pomfret, CT 06259

    This 39 Acres of Open Space is being sold as a package, along with 433 Wrights Crossing Rd., Pomfret, MLS #24101484; and 13 Holmes Rd., 25.14 Acres of Open Space, MLS #24174011.

    Lisa Rollins Team Compass Connecticut, LLC

    67 Holmes Rd, Pomfret, CT 06259
  • 156 Brick Top Rd, Windham, CT 06280

    $308,000

    Sold Aug 12, 2026

    156 Brick Top Rd, Windham, CT 06280

    • 3 Beds
    • 2 Baths
    • 1,440 Sq Ft
    • Built 1936

    Last Sold Summary

    • 9% Below List Price
    • $214/SF
    • 60 Days On Market

    Current Estimated Value $331,630

    Last Listing Agent Patricia Scarpa Marino Realty LLC

    156 Brick Top Rd, Windham, CT 06280
    • 16 Liberty Ln, Thompson, CT 06277

      Est $353,779

      Not Listed For Sale

      16 Liberty Ln, Thompson, CT 06277

      • 3 Beds
      • 1 Bath
      • 1,448 Sq Ft
      • Built 1976
      16 Liberty Ln, Thompson, CT 06277

      Last Sold Summary

      • 3 Days On Market

      Last Listing Agent Sheena Ruggirello Real Broker CT, LLC

  • 609 Norwich Rd, Plainfield, CT 06374
    609 Norwich Rd, Plainfield, CT 06374
    609 Norwich Rd, Plainfield, CT 06374
    /40

    $285,000

    $10K PRICE DROP Pending
    • 4 Beds
    • 2.5 Baths
    • 2,820 Sq Ft

    609 Norwich Rd, Plainfield, CT 06374

    Welcome to 609 Norwich Road, Plainfield-a spacious and unique contemporary home offering approximately 2,800 square feet of living space. This property features 4 bedrooms, 2.5 bathrooms, and a stunning addition highlighted by a dramatic floor-to-ceiling fieldstone fireplace, cathedral ceilings, and walls of windows that flood the space with natural light. The flexible floor plan includes a

    Nutan Pawar DreamHomes Realty LLC

    609 Norwich Rd, Plainfield, CT 06374
  • 987 Upper Maple St, Dayville, CT 06241

    $275,000

    Sold Nov 18, 2025

    987 Upper Maple St, Dayville, CT 06241

    • 3 Beds
    • 1.5 Baths
    • 1,258 Sq Ft
    • Built 1910

    Last Sold Summary

    • 4% Below List Price
    • $219/SF
    • 53 Days On Market

    Current Estimated Value $297,109

    Last Listing Agent Kristen Moore RE/MAX Properties

    987 Upper Maple St, Dayville, CT 06241
    • 352 Mountain St, Willimantic, CT 06226

      Est $276,090

      Not Listed For Sale

      352 Mountain St, Willimantic, CT 06226

      • 3 Beds
      • 1 Bath
      • 948 Sq Ft
      • Built 1971
      352 Mountain St, Willimantic, CT 06226

      Last Sold Summary

      • 54 Days On Market

      Last Listing Agent Heather Morrone Coldwell Banker Coastal Homes

  • 349 Mansfield Ave, Willimantic, CT 06226
    349 Mansfield Ave, Willimantic, CT 06226
    349 Mansfield Ave, Willimantic, CT 06226
    /39

    $309,900

    Open Sun 12PM - 2PM
    • 3 Beds
    • 1 Bath
    • 1,336 Sq Ft

    349 Mansfield Ave, Willimantic, CT 06226

    A delightful gem of a home, this Cape is set in the heart of Willimantic. This home offers easy access to town, shopping, and commuting routes. A charming, move-in-ready opportunity is updated and ready for its next owner, with an open-air plan and unique, tasteful finishing touches throughout. Fresh, modern updates within the last 4 years include: kitchen with granite counters and new stainless

    Paul Cutler Keller Williams Realty Gr.Worc

    349 Mansfield Ave, Willimantic, CT 06226
  • 170 Smith Rd, Woodstock, CT 06281

    $327,000

    Sold Jun 09, 2026

    170 Smith Rd, Woodstock, CT 06281

    • 3 Beds
    • 2 Baths
    • 1,754 Sq Ft
    • Built 1973

    Last Sold Summary

    • 7% Below List Price
    • $186/SF
    • 8 Days On Market

    Last Listing Agent John Downs Berkshire Hathaway NE Prop.

    170 Smith Rd, Woodstock, CT 06281
    • 274 Mansfield Ave, Willimantic, CT 06226

      Est $317,787

      Not Listed For Sale

      274 Mansfield Ave, Willimantic, CT 06226

      • 4 Beds
      • 2 Baths
      • 1,972 Sq Ft
      • Built 1953
      274 Mansfield Ave, Willimantic, CT 06226

      Last Sold Summary

      • 48 Days On Market

      Last Listing Agent Rick Nassiff KW Legacy Partners

  • 28 Lovers Ln, Windham, CT 06280
    28 Lovers Ln, Windham, CT 06280
    28 Lovers Ln, 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
  • 51 Bailey St, Brooklyn, CT 06234

    $310,000

    Sold Feb 27, 2026

    51 Bailey St, Brooklyn, CT 06234

    • 3 Beds
    • 1 Bath
    • 1,120 Sq Ft
    • Built 1945

    Last Sold Summary

    • 3% Above List Price
    • $277/SF
    • 32 Days On Market

    Current Estimated Value $324,968

    Last Listing Agent Mary Collins Berkshire Hathaway NE Prop.

    51 Bailey St, Brooklyn, CT 06234
    • 195 Quarry St, Willimantic, CT 06226

      Est $342,629

      Not Listed For Sale

      195 Quarry St, Willimantic, CT 06226

      • 3 Beds
      • 2 Baths
      • 2,100 Sq Ft
      • Built 1979
      195 Quarry St, Willimantic, CT 06226

      Last Sold Summary

      • 6 Days On Market

      Last Listing Agent Jasmine Baker RE/MAX One

Showing Results 401 - 440, Page 11 of 18

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