46,345

Windham County, CT Homes

Section Image
  • 874 Brook Rd, Hampton, CT 06427
    874 Brook Rd, Hampton, CT 06427
    874 Brook Rd, Hampton, CT 06427
    /18

    $565,000

    New Construction
    • 3 Beds
    • 2.5 Baths
    • 1,800 Sq Ft

    874 Brook Rd, Hampton, CT 06427

    Be the first to live in this EXQUISITE 2026 new construction home on almost 2 ACRES. Showcasing open concept living with functional bright kitchen QUARTZ counters and island, stainless appliances, modern lighting and vaulted ceiling. CUSTOM craftsmanship throughout. 16 x 16 trex DECK ($15,000) overlooking back yard. Primary bedroom has a VAULTED ceiling, primary bathroom TILED shower, tiled

    Christine Johnson RE/MAX One

    874 Brook Rd, Hampton, CT 06427
  • 6 James St E, Putnam, CT 06260

    $285,000

    Sold Oct 06, 2025

    6 James St E, Putnam, CT 06260

    • 3 Beds
    • 1.5 Baths
    • 1,056 Sq Ft
    • Built 1989

    Last Sold Summary

    • 2% Above List Price
    • $270/SF
    • 10 Days On Market

    Current Estimated Value $297,080

    Last Listing Agent Thomas Mele Social & Co Realty

    6 James St E, Putnam, CT 06260
    • 261 Back Rd, Windham, CT 06280

      Est $292,735

      Not Listed For Sale

      261 Back Rd, Windham, CT 06280

      • 3 Beds
      • 1 Bath
      • 1,164 Sq Ft
      • Built 1962
      261 Back Rd, Windham, CT 06280

      Last Sold Summary

      • 60 Days On Market

  • 133 Fitts Rd, Ashford, CT 06278
    133 Fitts Rd, Ashford, CT 06278
    133 Fitts Rd, Ashford, CT 06278
    /34

    $499,900

    • 2 Beds
    • 2.5 Baths
    • 2,178 Sq Ft

    133 Fitts Rd, Ashford, CT 06278

    This beautifully crafted post-and-beam Saltbox home blends timeless character with modern functionality. 6.51 level acres! Designed with sustainability in mind, the home features solar power, well water, and an oil and wood burning furnace. With beautiful wide pine floors throughout, the open-concept living and dining area creates an inviting space for everyday living and entertaining, anchored

    Todd Hany Sentry Real Estate

    133 Fitts Rd, Ashford, CT 06278
  • 0 Hanover Rd, Canterbury, CT 06331

    $38,000

    Sold May 01, 2026

    0 Hanover Rd, Canterbury, CT 06331

    • Land
    • 1.2 Acres
    • $31,667 per Acre

    Last Sold Summary

    • 30% Below List Price
    • 148 Days On Market

    Last Listing Agent Daniel Deojay RE/MAX Bell Park Realty

    0 Hanover Rd, Canterbury, CT 06331
  • 745 Upper Maple St, Danielson, CT 06239
    745 Upper Maple St, Danielson, CT 06239
    745 Upper Maple St, Danielson, CT 06239
    /40

    $299,900

    • 2 Beds
    • 2 Baths
    • 1,120 Sq Ft

    745 Upper Maple St, Danielson, CT 06239

    Set back from the road, this charming two-bedroom, two-bath home offers privacy, functionality, and plenty of storage. The property features an oversized attached garage, a fenced-in backyard, a covered front porch, and a side deck that provides additional space to relax or entertain outdoors. Mature gardens and established fruit trees add beauty and character to the outdoor setting. A spacious

    Jennifer Jackson Berkshire Hathaway NE Prop.

    745 Upper Maple St, Danielson, CT 06239
  • 379 Tripp Hollow Rd, Brooklyn, CT 06234

    $540,000

    Sold Aug 18, 2025

    379 Tripp Hollow Rd, Brooklyn, CT 06234

    • 3 Beds
    • 2.5 Baths
    • 2,160 Sq Ft
    • Built 2023

    Last Sold Summary

    • 2% Below List Price
    • $250/SF
    • 65 Days On Market

    Current Estimated Value $554,984

    Last Listing Agent Kim Synott eXp Realty

    379 Tripp Hollow Rd, Brooklyn, CT 06234
  • 18 Ledge Hill Rd, Sterling, CT 06377
    18 Ledge Hill Rd, Sterling, CT 06377
    18 Ledge Hill Rd, Sterling, CT 06377
    /3

    $79,900

    • Land
    • 1.87 Acres
    • $42,727 per Acre

    18 Ledge Hill Rd, Sterling, CT 06377

    Land was approved for a 3 bedroom home in 2004 - please do your due diligence with the town. Beautiful country lot that is high and dry to build your dream home. 4.5 Miles to 395 and close to RI line. 617Ft of road frontage.

    Christine Johnson RE/MAX One

    18 Ledge Hill Rd, Sterling, CT 06377
  • 178 Starkweather Rd, Plainfield, CT 06374

    $399,000

    Sold Aug 18, 2025

    178 Starkweather Rd, Plainfield, CT 06374

    • 3 Beds
    • 2.5 Baths
    • 1,561 Sq Ft
    • Built 1986

    Last Sold Summary

    • $256/SF
    • 34 Days On Market

    Current Estimated Value $444,073

    Last Listing Agent Joel Grispino Drawbridge Realty

    178 Starkweather Rd, Plainfield, CT 06374
  • 24 Glen Rain Rd, Dayville, CT 06241
    24 Glen Rain Rd, Dayville, CT 06241
    24 Glen Rain Rd, Dayville, CT 06241
    /21

    $415,000

    Pending
    • 3 Beds
    • 2 Baths
    • 1,881 Sq Ft

    24 Glen Rain Rd, Dayville, CT 06241

    Just in time for summer! First time ever on the market! 1,818 Sq Ft of finished living space! This well-maintained raised ranch is tucked away at the end of a highly desirable cul-de-sac, offering both privacy and convenience. Featuring 3 bedrooms and 2 full bathrooms, this home boasts a bright and inviting open floor plan filled with natural light. The spacious kitchen offers ample cabinet space

    Skyla Gagnon RE/MAX Bell Park Realty

    24 Glen Rain Rd, Dayville, CT 06241
  • 44 Ballamahack Rd, Windham, CT 06280

    $430,000

    Sold Jun 05, 2026

    44 Ballamahack Rd, Windham, CT 06280

    • 3 Beds
    • 1 Bath
    • 1,988 Sq Ft
    • Built 1766

    Last Sold Summary

    • 18% Above List Price
    • $216/SF
    • 14 Days On Market

    Current Estimated Value $361,133

    Last Listing Agent Sue Esposito Home Selling Team

    44 Ballamahack Rd, Windham, CT 06280
  • 22 Oak St, Danielson, CT 06239
    22 Oak St, Danielson, CT 06239
    /2

    $179,900

    Pending
    • 3 Beds
    • 1.5 Baths
    • 1,243 Sq Ft

    22 Oak St, Danielson, CT 06239

    Exceptional investment opportunity in a convenient in-town location. This property requires a complete renovation and is being sold as-is, presenting an ideal opportunity for investors or buyers looking to restore a home to its full potential. This property features a spacious backyard that offers privacy while remaining within walking distance of local shops, restaurants, parks, and other

    Michael Gee Real Broker CT, LLC

    22 Oak St, Danielson, CT 06239
  • 223 Barlow Cemetery Rd, Woodstock, CT 06281

    $799,000

    Sold Sep 17, 2025

    223 Barlow Cemetery Rd, Woodstock, CT 06281

    • 3 Beds
    • 4 Baths
    • 2,323 Sq Ft
    • Built 2011

    Last Sold Summary

    • 6% Below List Price
    • $344/SF
    • 40 Days On Market

    Current Estimated Value $768,307

    Last Listing Agent John Downs Berkshire Hathaway NE Prop.

    223 Barlow Cemetery Rd, Woodstock, CT 06281
  • 17 Cross Creek Rd, Plainfield, CT 06374
    17 Cross Creek Rd, Plainfield, CT 06374
    17 Cross Creek Rd, Plainfield, CT 06374
    /31

    $295,000

    • 2 Beds
    • 2.5 Baths
    • 1,600 Sq Ft

    17 Cross Creek Rd, Plainfield, CT 06374

    Welcome to easy, low-maintenance living at 17 Cross Creek Road, located in one of Plainfield's desirable 55+ communities. Designed for comfort and convenience, this thoughtfully laid-out home offers the perfect blend of space, functionality, and lifestyle. The bright and inviting kitchen has been updated with granite countertops and ample cabinet space, making meal preparation and entertaining a

    Jamie Dumaine KW Legacy Partners

    17 Cross Creek Rd, Plainfield, CT 06374
  • 42 Woodstock Meadows Unit 42, Woodstock, CT 06281

    $342,000

    Sold Dec 03, 2025

    42 Woodstock Meadows Unit 42, Woodstock, CT 06281

    • 2 Beds
    • 2 Baths
    • 1,541 Sq Ft
    • Built 1985

    Last Sold Summary

    • 1% Above List Price
    • $222/SF
    • 7 Days On Market

    Current Estimated Value $311,114

    Last Listing Agent Derek Greene Derek Greene

    42 Woodstock Meadows Unit 42, Woodstock, CT 06281
  • 56 River Rd, Dayville, CT 06241
    56 River Rd, Dayville, CT 06241
    56 River Rd, Dayville, CT 06241
    /40

    $850,000

    Coming Soon
    • 5 Beds
    • 3 Baths
    • 3,982 Sq Ft

    56 River Rd, Dayville, CT 06241

    Welcome to your own retreat on more than 5 acres along 5 Mile River. Offering over 5,000 square feet of living space, this custom Colonial combines timeless craftsmanship with modern conveniences. The heart of the home is a chef's kitchen featuring granite countertops, a six-burner Viking gas range with integrated charbroiler, an eat-in dining area, and direct access to the backyard patio. The

    Ashley Singh mygoodagent

    56 River Rd, Dayville, CT 06241
  • 6 Skyline Dr, North Windham, CT 06256

    $270,000

    Sold Apr 24, 2026

    6 Skyline Dr, North Windham, CT 06256

    • 3 Beds
    • 2 Baths
    • 1,158 Sq Ft
    • Built 2002

    Last Sold Summary

    • 26% Above List Price
    • $233/SF
    • 10 Days On Market

    Current Estimated Value $271,034

    Last Listing Agent Brianne Carrington William Raveis Real Estate

    6 Skyline Dr, North Windham, CT 06256
  • 57 Brooklyn Rd, Canterbury, CT 06331
    57 Brooklyn Rd, Canterbury, CT 06331
    /2

    $90,000

    Pending
    • Land
    • 2.26 Acres
    • $39,823 per Acre

    57 Brooklyn Rd, Canterbury, CT 06331

    Approved building lot located on country Rd, slightly wooded. Don't wait come build your dream home.

    Maura Von Deck Von Deck Realty, LLC

    57 Brooklyn Rd, Canterbury, CT 06331
  • 29 Prospect St Unit A, Putnam, CT 06260

    $285,000

    Sold Feb 26, 2026

    29 Prospect St Unit A, Putnam, CT 06260

    • 3 Beds
    • 1.5 Baths
    • 1,200 Sq Ft
    • Built 2008

    Last Sold Summary

    • 2% Below List Price
    • $238/SF
    • 52 Days On Market

    Current Estimated Value $279,287

    Last Listing Agent Kendra Bonette Coldwell Banker Realty

    29 Prospect St Unit A, Putnam, CT 06260
  • 39 Selden St, Willimantic, CT 06226
    39 Selden St, Willimantic, CT 06226
    /2

    $299,000

    Coming Soon
    • 3 Beds
    • 1 Bath
    • 1,263 Sq Ft

    39 Selden St, Willimantic, CT 06226

    Ranch-style home offering the convenience of one-level living just outside the city. Features include hardwood floors, a freshly painted interior, an inviting sunroom with skylights, and a stunning stone fireplace. The level, landscaped yard is fenced in and perfect for gardening and outdoor enjoyment. Recent updates include new flooring in the foyer, kitchen, and hallway, plus additional

    Cassie Ryniewicz CR Premier Properties

    39 Selden St, Willimantic, CT 06226
  • 263 Liberty Hwy, Putnam, CT 06260

    $375,000

    Sold Feb 13, 2026

    263 Liberty Hwy, Putnam, CT 06260

    • 3 Beds
    • 1 Bath
    • 1,260 Sq Ft
    • Built 1974

    Last Sold Summary

    • 4% Above List Price
    • $298/SF
    • 15 Days On Market

    Current Estimated Value $370,864

    Last Listing Agent Ryan LaJoie Johnston & Associates Real Estate, LLC

    263 Liberty Hwy, Putnam, CT 06260
  • 279 River Rd, Putnam, CT 06260
    279 River Rd, Putnam, CT 06260
    279 River Rd, Putnam, CT 06260
    /18

    $199,000

    $130K PRICE DROP Pending
    • 3 Beds
    • 1.5 Baths
    • 1,606 Sq Ft

    279 River Rd, Putnam, CT 06260

    ***INVESTORS TAKE NOTICE***The ideal candidate for this home is someone who has the skills or knows someone with the skills to do renovation work. Opportunity and character come together in this 1840 home set on 2.03 acres in Putnam. Rich with charm, the home features wide board flooring, built-ins in both the living and dining rooms, and butcher block countertops that bring warmth to the space.

    Scott Pempek Berkshire Hathaway NE Prop.

    279 River Rd, Putnam, CT 06260
  • 18 Palmer St, Danielson, CT 06239

    $229,000

    Sold Apr 29, 2026

    18 Palmer St, Danielson, CT 06239

    • 4 Beds
    • 2 Baths
    • 1,729 Sq Ft
    • Built 1928

    Last Sold Summary

    • 15% Above List Price
    • $132/SF
    • 5 Days On Market

    Current Estimated Value $222,755

    Last Listing Agent Nathan Cholewa Kazantzis Real Estate, LLC

    18 Palmer St, Danielson, CT 06239
  • 48 Athol St Unit 48, Danielson, CT 06239
    48 Athol St Unit 48, Danielson, CT 06239
    48 Athol St Unit 48, Danielson, CT 06239
    /23

    $187,000

    $8K PRICE DROP Under Contract
    • 2 Beds
    • 1.5 Baths
    • 1,076 Sq Ft

    48 Athol St Unit 48, Danielson, CT 06239

    Welcome home to this beautiful townhouse-style condo featuring 2 bedrooms and 1.5 baths. The open-concept first floor offers a bright and inviting layout, where a modern eat-in kitchen flows seamlessly into the dining area. Step through the sliders to your private back deck and take in the expansive backyard view, perfect for morning coffee or evening relaxation. A convenient half bath for guests

    Kara Mazzola First Choice Realty

    48 Athol St Unit 48, Danielson, CT 06239
  • 379 Snake Meadow Rd, Danielson, CT 06239

    $315,000

    Sold Dec 01, 2025

    379 Snake Meadow Rd, Danielson, CT 06239

    • 3 Beds
    • 1 Bath
    • 837 Sq Ft
    • Built 1978

    Last Sold Summary

    • $376/SF
    • 0 Days On Market

    Current Estimated Value $315,569

    Last Listing Agent Kelsey Adams Kelley eXp Realty

    379 Snake Meadow Rd, Danielson, CT 06239
  • 99 Bellevue St, Willimantic, CT 06226
    99 Bellevue St, Willimantic, CT 06226
    99 Bellevue St, Willimantic, CT 06226
    /40

    $350,000

    Under Contract
    • 5 Beds
    • 2 Baths
    • 2,166 Sq Ft

    99 Bellevue St, Willimantic, CT 06226

    Wonderful opportunity to own this charming Craftsman-style home in the desirable Hill Section of Willimantic. Built circa 1932, this well-maintained home is filled with timeless character and original details including beautiful natural woodwork, lovely wood doors, glass door knobs, built-ins, and classic architectural charm throughout. The remodeled kitchen features beautiful cabinetry, granite

    Sue Esposito Home Selling Team

    99 Bellevue St, Willimantic, CT 06226
  • 12 Waterman St, Danielson, CT 06239

    $469,900

    Sold Oct 28, 2025

    12 Waterman St, Danielson, CT 06239

    • 4 Beds
    • 3 Baths
    • 3,229 Sq Ft
    • Built 1980

    Last Sold Summary

    • $146/SF
    • 44 Days On Market

    Current Estimated Value $472,232

    Last Listing Agent Rachel Mcnally Real Broker CT, LLC

    12 Waterman St, Danielson, CT 06239

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