46,233

Windham County, CT Homes

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  • /41

    $495,000

    Sold Jul 17, 2025

    15 Bunny Ln, Brooklyn, CT 06234

    • 4 Beds
    • 2.5 Baths
    • 2,296 Sq Ft
    • Built 1971

    Last Sold Summary

    • 1% Below List Price
    • $216/SF
    • 23 Days On Market

    Last Listing Agent The Rachel Jones Team Rachel Jones

    15 Bunny Ln, Brooklyn, CT 06234
  • /27

    $265,000

    $55K PRICE DROP
    • 6 Beds
    • 2 Baths
    • 1,993 Sq Ft

    21-23 George St, Putnam, CT 06260

    Built in 1890 and still earning its keep, this Putnam two-family sits on a dead-end street a short walk from downtown - the kind of location that makes tenant turnover a non-issue. Each unit has three bedrooms and one full bath across separate floors. At just under 2,000 square feet of living space on a 0.14-acre lot, the footprint is right-sized for the income it produces. Live in one unit and

    Carl Guild Carl Guild & Associates

    21-23 George St, Putnam, CT 06260
  • 90 Broad St, Danielson, CT 06239

    $380,000

    Sold Aug 14, 2025

    90 Broad St, Danielson, CT 06239

    • 3 Beds
    • 2 Baths
    • 1,869 Sq Ft
    • Built 1925

    Last Sold Summary

    • $203/SF
    • 15 Days On Market

    Current Estimated Value $379,678

    Last Listing Agent Andrea Kazantzis, CCIM Kazantzis Real Estate, LLC

    90 Broad St, Danielson, CT 06239
  • /31

    $325,000

    Pending
    • 3 Beds
    • 1 Bath
    • 1,438 Sq Ft

    24 Black Hill Rd, Plainfield, CT 06374

    Charming 3 bedroom home with loads of potential. Some updates including 2 year old roof. Includes 1 car detached garage, and small sauna building. The AG pool sitting in the park like setting. Seller not sure of condition. Being sold in as is condition, subject to probate court approval.

    Cathy Duprey Duprey Real Estate, LLC

    24 Black Hill Rd, Plainfield, CT 06374
  • 45 Main St Unit 409, Plainfield, CT 06374

    $221,000

    Sold Jul 25, 2025

    45 Main St Unit 409, Plainfield, CT 06374

    • 2 Beds
    • 2 Baths
    • 1,807 Sq Ft
    • Built 1987

    Last Sold Summary

    • 8% Above List Price
    • $122/SF
    • 85 Days On Market

    Current Estimated Value $229,581

    Last Listing Agent Ryan Smith Tier 1 Real Estate

    45 Main St Unit 409, Plainfield, CT 06374
  • /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
  • 96 Mcdermott Ave, Willimantic, CT 06226

    $335,000

    Sold Apr 13, 2026

    96 Mcdermott Ave, Willimantic, CT 06226

    • 4 Beds
    • 2 Baths
    • 1,708 Sq Ft
    • Built 1970

    Last Sold Summary

    • 12% Above List Price
    • $196/SF
    • 38 Days On Market

    Current Estimated Value $321,536

    Last Listing Agent Sue Esposito Home Selling Team

    96 Mcdermott Ave, Willimantic, CT 06226
  • /2

    $59,900

    • Land
    • 7.6 Acres
    • $7,882 per Acre

    323 Snake Meadow Rd, Moosup, CT 06354

    Rare opportunity to own 7.6 acres of land in a peaceful rural setting. This lot of record offers approximately 600 feet of road frontage. The property is unimproved with no approvals currently in place, offering a blank canvas for your vision. Whether you are looking to build your dream home, create a private retreat, or invest in land, this parcel offers endless possibilities while still being

    Cary Marcoux RE/MAX Bell Park Realty

    323 Snake Meadow Rd, Moosup, CT 06354
  • 52 Singleton Rd, Chaplin, CT 06235

    $365,000

    Sold Oct 08, 2025

    52 Singleton Rd, Chaplin, CT 06235

    • 3 Beds
    • 2.5 Baths
    • 2,440 Sq Ft
    • Built 1987

    Last Sold Summary

    • 7% Above List Price
    • $150/SF
    • 67 Days On Market

    Current Estimated Value $353,830

    Last Listing Agent Alexis John RE/MAX One

    52 Singleton Rd, Chaplin, CT 06235
    • 33 Cady St, Danielson, CT 06239

      Est $302,636

      Not Listed For Sale

      33 Cady St, Danielson, CT 06239

      • 2 Beds
      • 1 Bath
      • 1,240 Sq Ft
      • Built 1957
      33 Cady St, Danielson, CT 06239

      Last Sold Summary

      • 245 Days On Market

  • /22

    $319,900

    Pending
    • 3 Beds
    • 1 Bath
    • 1,309 Sq Ft

    43 Woodward St, Danielson, CT 06239

    Welcome to this charming new listing in Killingly! This well-maintained 3-bedroom, 1-bath ranch offers the perfect blend of comfort, convenience, and easy one-level living. Nestled in a great location, you'll love how close you are to local amenities while still enjoying a peaceful neighborhood feel. Inside, you'll find newer flooring that adds a fresh, updated touch throughout the home. You will

    Jessica Fowler RE/MAX Bell Park Realty

    43 Woodward St, Danielson, CT 06239
  • 64 May Brook, Woodstock, CT 06281

    $715,000

    Sold Oct 21, 2025

    64 May Brook, Woodstock, CT 06281

    • 4 Beds
    • 5 Baths
    • 3,795 Sq Ft
    • Built 2003

    Last Sold Summary

    • 1% Below List Price
    • $188/SF
    • 35 Days On Market

    Current Estimated Value $725,745

    Last Listing Agent Jared Meehan RE/MAX Bell Park Realty

    64 May Brook, Woodstock, CT 06281
  • /31

    $399,900

    $68K PRICE DROP Pending
    • 4 Beds
    • 3 Baths
    • 2,778 Sq Ft

    338 Main St, Hampton, CT 06247

    Located conveniently off of Route 97 in Hampton, this colonial home offers a generous 2,778 square feet of finished living space. Situated on a 3.92 acre lot, this home boasts four bedrooms, one full bathroom and two half baths. Complete with a detached two car garage, partially finished walk out basement, tiered deck with a pergola, spacious bonus room with large slanted floor to ceiling

    Franchesca Pescatello Prue Realty LLC

    338 Main St, Hampton, CT 06247
  • 19 Bolles St, Putnam, CT 06260

    $297,500

    Sold May 08, 2026

    19 Bolles St, Putnam, CT 06260

    • 4 Beds
    • 2 Baths
    • 1,820 Sq Ft
    • Built 1900

    Last Sold Summary

    • 1% Below List Price
    • $163/SF
    • 19 Days On Market

    Current Estimated Value $295,218

    Last Listing Agent Casey Hardell CR Premier Properties

    19 Bolles St, Putnam, CT 06260
  • /13

    $497,500

    Under Contract
    • Land
    • 2.32 Acres
    • $214,440 per Acre

    454 Providence Rd, Brooklyn, CT 06234

    2.32 Acres vacant land zoned (PC) Planned Commercial located directly at the 4-way traffic light to the entrance of the Brooklyn Walmart Supercenter. Easement agreement in the public record would allow for access to the parcel from the Walmart driveway entrance. Less than 2.5 miles from I-395 (NB Exit 37/SB Exit 37B). Situated in the heart of the Route 6 retail corridor. National tenants in the

    Ron Lyman Lyman Real Estate

    454 Providence Rd, Brooklyn, CT 06234
  • 31 Deer Meadow Ln, Woodstock, CT 06281

    $500,000

    Sold Oct 31, 2025

    31 Deer Meadow Ln, Woodstock, CT 06281

    • 3 Beds
    • 2.5 Baths
    • 2,344 Sq Ft
    • Built 2002

    Last Sold Summary

    • 5% Below List Price
    • $213/SF
    • 11 Days On Market

    Current Estimated Value $505,748

    Last Listing Agent Mary Collins Berkshire Hathaway NE Prop.

    31 Deer Meadow Ln, Woodstock, CT 06281
  • /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
  • 106 Riley Chase Rd, Killingly, CT 06241

    $85,000

    Sold Jun 01, 2026

    106 Riley Chase Rd, Killingly, CT 06241

    • Land
    • 10.9 Acres
    • $7,798 per Acre

    Last Sold Summary

    • 15% Below List Price
    • 29 Days On Market

    Current Estimated Value $98,000

    Last Listing Agent Anthony Chabot Chabot & Associates Real Estate

    106 Riley Chase Rd, Killingly, CT 06241
  • /17

    $379,900

    • 4 Beds
    • 2 Baths
    • 1,892 Sq Ft

    29 Florence St, Putnam, CT 06260

    This well-maintained vacant two-family home presents an excellent opportunity for both investors and owner-occupants. Each unit features two generously sized bedrooms and one full bathroom, offering spacious and comfortable living layouts. The property has been thoughtfully updated with a brand-new roof, new windows, and new siding, enhancing both its curb appeal and long-term durability. Inside,

    Jessica Deojay RE/MAX Bell Park Realty

    29 Florence St, Putnam, CT 06260
  • 63 Glebas Rd, Plainfield, CT 06374

    $400,000

    Sold May 01, 2026

    63 Glebas Rd, Plainfield, CT 06374

    • 4 Beds
    • 2 Baths
    • 2,104 Sq Ft
    • Built 1968

    Last Sold Summary

    • $190/SF
    • 149 Days On Market

    Current Estimated Value $387,828

    Last Listing Agent Lorraine Bandoni CrossRoads Real Estate Group

    63 Glebas Rd, Plainfield, CT 06374
  • /35

    $599,900

    Pending
    • 4 Beds
    • 2.5 Baths
    • 2,720 Sq Ft

    251 Wauregan Rd, Brooklyn, CT 06234

    Classic Colonial charm meets modern comfort in this beautifully maintained home in Brooklyn, CT, offering three levels of sun filled living! The main level features a warm and inviting layout, including a spacious kitchen with rich cherry cabinets, stainless steel appliances, stylish backsplash, a large island, and a dining area with sliders leading out to the deck-perfect for indoor-outdoor

    Heather Armbruster Lamacchia Realty

    251 Wauregan Rd, Brooklyn, CT 06234
  • 9 Sunshine Terrace, North Grosvenordale, CT 06255

    $107,000

    Sold Oct 09, 2025

    9 Sunshine Terrace, North Grosvenordale, CT 06255

    • 2 Beds
    • 1 Bath
    • 784 Sq Ft
    • Built 1981

    Last Sold Summary

    • 1% Above List Price
    • $136/SF
    • 26 Days On Market

    Last Listing Agent Pamela Therrien The Neighborhood Realty Group

    9 Sunshine Terrace, North Grosvenordale, CT 06255
  • /15

    $349,000

    Pending
    • 4 Beds
    • 2 Baths
    • 2,219 Sq Ft

    24 Day St, Brooklyn, CT 06234

    Desirable Brooklyn Location...Cape Style home with 2169sqft, 4 bed, 2 Full Baths on 2.78 Ac of land. NEW ROOF will be done next week. Spacious Open floor plan with NEWER GRANITE KITCHEN and Living rm completely open. Granite countertops w/ Built in sink & soft close cabinets w/ all SS appliances. HUGE GRANITE ISLAND w/built in Gas stove. Slider to your oversized porch over looking your private

    Irene Adams Signature Properties of N.E.

    24 Day St, Brooklyn, CT 06234
  • 385 Hampton Rd, Chaplin, CT 06235

    $340,000

    Sold Mar 13, 2026

    385 Hampton Rd, Chaplin, CT 06235

    • 5 Beds
    • 3.5 Baths
    • 2,496 Sq Ft
    • Built 1965

    Last Sold Summary

    • 8% Below List Price
    • $136/SF
    • 126 Days On Market

    Current Estimated Value $344,912

    Last Listing Agent Jolanta Rojek eXp Realty

    385 Hampton Rd, Chaplin, CT 06235
  • /34

    $649,777

    • 10 Beds
    • 5 Baths
    • 3,389 Sq Ft

    120 North St, Willimantic, CT 06226

    Income producing multi family property offering a strong opportunity for investors or owner occupants alike. One unit is currently not leased, providing immediate leasing potential or flexibility for owner occupancy. Property presents the opportunity to generate rental income with additional upside potential over time. Detached garage offers added utility with potential for storage, workshop

    Michelle Mandel Carl Guild & Associates

    120 North St, Willimantic, CT 06226
  • 223 Walnut St, Putnam, CT 06260

    $250,000

    Sold Jun 27, 2025

    223 Walnut St, Putnam, CT 06260

    • 1 Bed
    • 1 Bath
    • 672 Sq Ft
    • Built 1953

    Last Sold Summary

    • $372/SF
    • 3 Days On Market

    Current Estimated Value $257,169

    Last Listing Agent Jodie Lynn Smith RE/MAX Preferred

    223 Walnut St, Putnam, CT 06260
  • /40

    $750,000

    • 4 Beds
    • 3.5 Baths
    • 3,447 Sq Ft

    104 Putnam Rd, Pomfret Center, CT 06259

    Welcome to 104 Putnam Road - a standout Pomfret property offering the privacy, space, and New England lifestyle buyers are looking for. Set on a beautiful country lot with open lawn, mature landscaping, peaceful views, a classic wraparound porch, and mahogany deck, this home makes a strong first impression before you even step inside. Inside, the home is bright, warm, and inviting, with classic

    Nicholas Tella LPT Realty - IConn Team

    104 Putnam Rd, Pomfret Center, CT 06259
  • 209 Cemetery Rd, Canterbury, CT 06331

    $465,000

    Sold Jul 30, 2025

    209 Cemetery Rd, Canterbury, CT 06331

    • 3 Beds
    • 2.5 Baths
    • 2,142 Sq Ft
    • Built 2005

    Last Sold Summary

    • 3% Above List Price
    • $217/SF
    • 34 Days On Market

    Current Estimated Value $522,222

    Last Listing Agent stephanie howard Berkshire Hathaway NE Prop.

    209 Cemetery Rd, Canterbury, CT 06331

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