46,241

Windham County, CT Homes

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  • /33

    $475,000

    • 6 Beds
    • 2 Baths
    • 2,074 Sq Ft

    11-13 Putnam Rd, Plainfield, CT 06332

    Opportunity awaits with this well-located multi-family property in Plainfield, CT, offering flexibility for both investment and owneroccupancy. The home features two separate units, each with comfortable living space and practical layouts to suit a variety of needs. The property includes a private backyard space, ideal for outdoor enjoyment, along with charming covered front porches that add to

    Adam Gonzalez Century 21 Limitless

    11-13 Putnam Rd, Plainfield, CT 06332
  • 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 $337,176

    Last Listing Agent Shawn Mercer Coldwell Banker Realty

    7 Lockwood St, Brooklyn, CT 06234
  • /26

    $485,000

    Pending
    • 3 Beds
    • 2 Baths
    • 1,346 Sq Ft

    108 Snake Meadow Rd, Moosup, CT 06354

    Enjoy this move-ready 3 Bedroom/ 2 bath home on 1.6 acres that abuts the Snake Meadow Brook. Hardwood floors on main level and carpeting in upstairs bedrooms. 2 car underneath garage, with a finished room for multi-purposes. Updated mechanicals. Generac 8kw whole house generator for peace of mind. Open kitchen with multiple options for eat in or separate dining. Sun room provides multiple options

    Brad Favreau RE/MAX Bell Park Realty

    108 Snake Meadow Rd, Moosup, CT 06354
  • 35-37 N Chestnut St, Plainfield, CT 06374

    $367,000

    Sold Jun 02, 2025

    35-37 N Chestnut St, Plainfield, CT 06374

    • 6 Beds
    • 2 Baths
    • 2,331 Sq Ft
    • Built 1860

    Last Sold Summary

    • 2% Above List Price
    • $157/SF
    • 27 Days On Market

    Current Estimated Value $360,959

    Last Listing Agent Karly Worth Call It Closed Realty

    35-37 N Chestnut St, Plainfield, CT 06374
  • /6

    $249,999

    $159K PRICE DROP
    • Land
    • 45 Acres
    • $5,556 per Acre

    0 Cook Hill Rd Unit 24135933, Killingly, CT 06239

    Do not miss out on the opportunity to own 45 acres in Killingly! Nestled along rural Cook Hill Rd, this stunning lot offers privacy and convenience. This raw classic New England land offers beautiful mature trees, stone walls, and a small stream. Convenient location just minutes away from i395, Route 6, shopping plazas, restaurants, and convenience stores. Come explore the endless opportunities

    Joseph Bonneau eXp Realty

    0 Cook Hill Rd Unit 24135933, Killingly, CT 06239
  • 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 $388,762

    Last Listing Agent Karan Garewal Winwin Realty

    47 Insalaco Dr, Windham, CT 06280
  • /4

    $85,000

    • Land
    • 21,780 Sq Ft
    • $170,000 per Acre

    0 Baxter Rd Unit 24177023, Woodstock, CT 06281

    Build your dream home near the lake! This unique offering includes two adjoining parcels being sold together for a combined total of approximately 0.7 acres. The primary 0.5-acre parcel features a beautiful cleared and level homesite with open grassy space, ideal for new construction. Previous perc testing and a site development plan in 2008 outlines proposed home placement, septic system, and

    Donna Bertram Signature Properties of N.E.

    0 Baxter Rd Unit 24177023, Woodstock, CT 06281
  • 10 Tiffany St, Brooklyn, CT 06234

    $279,900

    Sold Aug 25, 2025

    10 Tiffany St, Brooklyn, CT 06234

    • 4 Beds
    • 2.5 Baths
    • 1,520 Sq Ft
    • Built 1920

    Last Sold Summary

    • $184/SF
    • 10 Days On Market

    Current Estimated Value $265,858

    Last Listing Agent Christine Johnson RE/MAX One

    10 Tiffany St, Brooklyn, CT 06234
  • /12

    $379,900

    $30K PRICE DROP Under Contract
    • 3 Beds
    • 2 Baths
    • 1,332 Sq Ft

    46 Klondike St, North Grosvenordale, CT 06255

    HIGHEST AND BEST DUE BY MAY 30 AT 8:00PM. Single-level living! Charming 3 bed/2 bath ranch close to the Massachusetts border in a neighborhood setting, conveniently located close to 395 for commuters. Spacious, but cozy feel with vaulted wood ceilings and walls. The pellet stove adds value as a second source of heat for those cooler nights. A full basement offers plenty of storage, a finished

    Keri Roy Kazantzis Real Estate, LLC

    46 Klondike St, North Grosvenordale, CT 06255
  • 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 $303,632

    Last Listing Agent Kelley Vanacore Century 21 AllPoints Realty

    44 Woodland Dr, Windham, CT 06280
  • /39

    $1,000,000

    Pending
    • 3 Beds
    • 4 Baths
    • 4,190 Sq Ft

    33 Meehan Rd, Woodstock, CT 06281

    A rare opportunity to own 13.36 beautiful hilltop acres with open pasture in scenic Woodstock, CT. This exceptional custom home features approximately 4,200 sq ft of quality living space. The impressive 74-foot-long barn/garage offers over 4,100 square feet with office area, half bath, furnace, two oversized garage doors, horse stall locations, and potential future living space on 2nd floor.

    John Downs Berkshire Hathaway NE Prop.

    33 Meehan Rd, Woodstock, CT 06281
  • 000 Green Rd, Woodstock, CT 06281

    $204,000

    Sold Aug 15, 2025

    000 Green Rd, Woodstock, CT 06281

    • Land
    • 19 Acres
    • $10,737 per Acre

    Last Sold Summary

    • 5% Below List Price
    • 350 Days On Market

    Last Listing Agent Dennis Duga Northeast Realty

    000 Green Rd, Woodstock, CT 06281
  • /39

    $340,000

    Pending
    • 4 Beds
    • 2 Baths
    • 1,600 Sq Ft

    215 Walnut St, Putnam, CT 06260

    ***OFFERS DUE MONDAY 5/18 BY 5:00 PM***Old house lovers take note! Charming 4 bed, 2 bath 1800's Cape set on almost 2 acres! This home has been lovingly maintained and thoughtfully updated throughout the years, while holding on to most of its original character. This property also offers wonderful outside space as well, including a stone patio with fireplace, a huge elevated bed garden area,

    Danielle Kiser LPT Realty

    215 Walnut St, Putnam, CT 06260
  • 86 Latici St, Putnam, CT 06260

    $333,000

    Sold Jun 03, 2025

    86 Latici St, Putnam, CT 06260

    • 3 Beds
    • 1 Bath
    • 960 Sq Ft
    • Built 1973

    Last Sold Summary

    • 2% Above List Price
    • $347/SF
    • 51 Days On Market

    Current Estimated Value $349,673

    Last Listing Agent Kerri Mullen CR Premier Properties

    86 Latici St, Putnam, CT 06260
  • /2

    $99,000

    • Land
    • 2.6 Acres
    • $38,077 per Acre

    106 Church St, Brooklyn, CT 06234

    Approved building lot on desirable street. Property is on a shared driveway.

    Andrea Kazantzis, CCIM Kazantzis Real Estate, LLC

    106 Church St, Brooklyn, CT 06234
  • 193 Pickett Rd, Plainfield, CT 06374

    $485,000

    Sold Jun 30, 2025

    193 Pickett Rd, Plainfield, CT 06374

    • 3 Beds
    • 2.5 Baths
    • 1,843 Sq Ft
    • Built 1998

    Last Sold Summary

    • 1% Above List Price
    • $263/SF
    • 19 Days On Market

    Current Estimated Value $484,478

    Last Listing Agent Kayla Morin First Choice Realty

    193 Pickett Rd, Plainfield, CT 06374
  • /38

    $280,000

    Pending
    • 3 Beds
    • 1.5 Baths
    • 2,236 Sq Ft

    360 N Society Rd, Canterbury, CT 06331

    Bring your vision and creativity to this incredible opportunity loaded with potential! This oversized Cape sits privately on over 2 picturesque acres, set back from the road with a beautiful stone boundary wall welcoming you in. The property offers outstanding upside potential! Perfect for investors, builders, or ambitious homeowners, this home has already been gutted and is ready for your

    Dale Bunn Riverview Realty, LLC

    360 N Society Rd, Canterbury, CT 06331
  • 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 $285,655

    Last Listing Agent Kristen Moore RE/MAX Properties

    987 Upper Maple St, Dayville, CT 06241
  • /23

    $489,900

    Under Contract
    • 3 Beds
    • 2.5 Baths
    • 1,751 Sq Ft

    420 Moosup Pond Rd, Moosup, CT 06354

    Built in 2019, this 3-bedroom, 2.5-bath Cape offers a bright, open layout that's ideal for both everyday living and entertaining. The custom kitchen features granite countertops, stainless steel appliances, a center island, and breakfast bar, all flowing seamlessly into the main living space with cathedral ceilings, exposed beams, and beautiful wood floors. The spacious first-floor primary suite

    Kelsie Griffin Wolfburg Kazantzis Real Estate, LLC

    420 Moosup Pond Rd, Moosup, CT 06354
  • 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 $306,787

    Last Listing Agent Mary Collins Berkshire Hathaway NE Prop.

    51 Bailey St, Brooklyn, CT 06234
  • /40

    $275,000

    $75K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 1,640 Sq Ft

    1250 Route 171, Woodstock, CT 06281

    Welcome to this charming colonial with stenciled details that add character & style! This delightful antique property is the perfect fixer upper and features 3 bedrooms, 1 and a 1/2 bathrooms, and a clapboard exterior. Situated on a 0.9 acre lot, this home boasts a garden in the side yard and a large backyard, perfect for outdoor enjoyment. Additionally, a shed provides convenient storage for

    Kara Mazzola First Choice Realty

    1250 Route 171, Woodstock, CT 06281
  • 233 Squaw Rock Rd, Moosup, CT 06354

    $507,000

    Sold Jun 13, 2025

    233 Squaw Rock Rd, Moosup, CT 06354

    • 3 Beds
    • 2.5 Baths
    • 2,016 Sq Ft
    • Built 1998

    Last Sold Summary

    • 9% Above List Price
    • $251/SF
    • 5 Days On Market

    Current Estimated Value $499,446

    Last Listing Agent Lori Ciccarelli RE/MAX One

    233 Squaw Rock Rd, Moosup, CT 06354
  • /40

    $550,000

    Pending
    • 3 Beds
    • 2.5 Baths
    • 2,573 Sq Ft

    32 Wright Rd, Danielson, CT 06239

    Experience the perfect blend of comfort and modern reliability in this meticulously maintained 2005 home! Situated on a private lot, this property offers a spacious and functional layout designed for ease of living. Enjoy a massive 23' x 23' extra room, perfect for a home theater, gym, or playroom, featuring a cozy propane space heater. A well-lit, modern kitchen with matching appliances and

    Luke Norman RE/MAX One

    32 Wright Rd, Danielson, CT 06239
  • 36 Water St, Plainfield, CT 06374

    $283,000

    Sold Nov 14, 2025

    36 Water St, Plainfield, CT 06374

    • 3 Beds
    • 1.5 Baths
    • 1,113 Sq Ft
    • Built 1810

    Last Sold Summary

    • 3% Above List Price
    • $254/SF
    • 62 Days On Market

    Last Listing Agent Joshua Rodriguez CENTURY 21 Shutters & Sails

    36 Water St, Plainfield, CT 06374
  • /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
  • 56 Laurel Hill Dr, Woodstock Valley, CT 06282

    $385,000

    Sold Feb 26, 2026

    56 Laurel Hill Dr, Woodstock Valley, CT 06282

    • 3 Beds
    • 1.5 Baths
    • 1,008 Sq Ft
    • Built 1981

    Last Sold Summary

    • 45% Below List Price
    • $382/SF
    • 268 Days On Market

    Current Estimated Value $383,933

    Last Listing Agent Vivian Kozey CR Premier Properties

    56 Laurel Hill Dr, Woodstock Valley, CT 06282
  • /40

    $2,640,000

    $200K PRICE DROP
    • 6 Beds
    • 3.5 Baths
    • 10,908 Sq Ft

    5 Brookside Ln, Woodstock, CT 06281

    Exceptional pride of ownership is evident in this rare opportunity to acquire a 14-unit multifamily asset in Woodstock, CT, with the option to combine with an additional 14 units at Pinecrest Apartments for portfolio sale. Built in 1987, the property features tenant-paid utilities with individual hot water heaters and electrical subpanels in every unit-supporting efficient operations and strong,

    Lisa Cozzi Century 21 AllPoints Realty

    5 Brookside Ln, Woodstock, CT 06281

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