45,761

Windham County, CT Homes

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  • 25 Bebbington Rd, Ashford, CT 06278
    25 Bebbington Rd, Ashford, CT 06278
    25 Bebbington Rd, Ashford, CT 06278
    /12

    $499,900

    New Construction
    • 3 Beds
    • 2.5 Baths
    • 1,604 Sq Ft

    25 Bebbington Rd, Ashford, CT 06278

    ANOTHER REFINED LIVING EXCLUSIVE New Construction home to be completed by September 30th!!! A very rare opportunity that offers 1,604 SF, attached 1 car garage, 3 large bedrooms, primary bedroom with it's own full bath and his & hers closets, 2 & 1/2 baths total, eat-in kitchen, dining room & main level laundry room. Large full basement. Well sought community. All New Homes Come with a Builder's

    Robert Letskus Platinum Associates

    25 Bebbington Rd, Ashford, CT 06278
  • 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
    • 7 Charles St, Plainfield, CT 06374

      Est $364,772

      Not Listed For Sale

      7 Charles St, Plainfield, CT 06374

      • 3 Beds
      • 2 Baths
      • 1,905 Sq Ft
      • Built 1985
      7 Charles St, Plainfield, CT 06374

      Last Sold Summary

      • 19 Days On Market

      Last Listing Agent Monique Rouillard Signature Properties of N.E.

  • 0 Drain St, Hampton, CT 06247
    0 Drain St, Hampton, CT 06247
    0 Drain St, Hampton, CT 06247
    /4

    $89,900

    • Land
    • 6.27 Acres
    • $14,338 per Acre

    0 Drain St, Hampton, CT 06247

    This lot was created in 2005. Perc tests are 20 years old and might change based on where the home is desired to be located on the property.

    Mae Lyons Stonehouse Real Estate Co., LLC

    0 Drain St, Hampton, CT 06247
  • 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 $389,263

    Last Listing Agent Vivian Kozey CR Premier Properties

    56 Laurel Hill Dr, Woodstock Valley, CT 06282
    • 6 Charles St, Plainfield, CT 06374

      Est $321,531

      Not Listed For Sale

      6 Charles St, Plainfield, CT 06374

      • 3 Beds
      • 2.5 Baths
      • 1,996 Sq Ft
      • Built 1958
      6 Charles St, Plainfield, CT 06374

      Last Sold Summary

      • 37 Days On Market

      Last Listing Agent Monique Rouillard Signature Properties of N.E.

  • 61 Beecher Rd, Brooklyn, CT 06234
    61 Beecher Rd, Brooklyn, CT 06234
    61 Beecher Rd, Brooklyn, CT 06234
    /40

    $789,000

    Pending
    • 3 Beds
    • 2.5 Baths
    • 2,226 Sq Ft

    61 Beecher Rd, Brooklyn, CT 06234

    Welcome to 61 Beecher Road, a beautifully upgradedhome that seamlessly blends luxurious comfort with modern living. This meticulously maintained property boasts a range of impressive improvements that elevate both style and functionality. Step into a culinary haven featuring a full suite of GE Cafe appliances in a sleek matte white finish. Enjoy the convenience of a built-in microwave drawer,

    Jennifer Lehto Real Broker CT, LLC

    61 Beecher Rd, Brooklyn, CT 06234
  • 13 Plaza St, Brooklyn, CT 06234

    $319,000

    Sold Jan 16, 2026

    13 Plaza St, Brooklyn, CT 06234

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

    Last Sold Summary

    • 2% Below List Price
    • $332/SF
    • 68 Days On Market

    Current Estimated Value $329,024

    Last Listing Agent Renee McCammon Berkshire Hathaway NE Prop.

    13 Plaza St, Brooklyn, CT 06234
    • 30 Jackson Rd, Plainfield, CT 06374

      Est $311,406

      Not Listed For Sale

      30 Jackson Rd, Plainfield, CT 06374

      • 2 Beds
      • 1 Bath
      • 936 Sq Ft
      • Built 1966
      30 Jackson Rd, Plainfield, CT 06374

      Last Sold Summary

      • 3 Days On Market

      Last Listing Agent Paige Hennequin Berkshire Hathaway NE Prop.

  • 24 Black Hill Rd, Plainfield, CT 06374
    24 Black Hill Rd, Plainfield, CT 06374
    24 Black Hill Rd, Plainfield, CT 06374
    /29

    $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. 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
  • 33 Playground Dr, Woodstock, CT 06281

    $415,000

    Sold Feb 24, 2026

    33 Playground Dr, Woodstock, CT 06281

    • 2 Beds
    • 2 Baths
    • 1,544 Sq Ft
    • Built 2005

    Last Sold Summary

    • 9% Above List Price
    • $269/SF
    • 6 Days On Market

    Current Estimated Value $434,764

    Last Listing Agent Joshua Somers P&H Property Consulting, Inc.

    33 Playground Dr, Woodstock, CT 06281
    • 63 Parent Hill Rd, Moosup, CT 06354

      Est $483,637

      Not Listed For Sale

      63 Parent Hill Rd, Moosup, CT 06354

      • 4 Beds
      • 3 Baths
      • 2,503 Sq Ft
      • Built 1950
      63 Parent Hill Rd, Moosup, CT 06354

      Last Sold Summary

      • 9 Days On Market

      Last Listing Agent Dave Nielson Keller Williams Realty Leading Edge

  • 137 Ference Rd, Ashford, CT 06278
    137 Ference Rd, Ashford, CT 06278
    137 Ference Rd, Ashford, CT 06278
    /40

    $549,900

    $35K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 3,004 Sq Ft

    137 Ference Rd, Ashford, CT 06278

    Discover the space and comfort you've been searching for in this sprawling 4-bedroom, 3-full-bath ranch set on a picturesque 3-acre lot. Designed for both everyday living and entertaining, this home offers a spacious layout with both formal and informal living rooms, giving everyone room to relax. The inviting kitchen flows seamlessly into the dining room, where a cozy fireplace creates the

    Kristen Merrill Countryside Realty

    137 Ference Rd, Ashford, CT 06278
  • 217 Orchard Hill Rd, Pomfret, CT 06258

    $50,000

    Sold Nov 19, 2025

    217 Orchard Hill Rd, Pomfret, CT 06258

    • Land
    • 4.7 Acres
    • $10,638 per Acre

    Last Sold Summary

    • 17% Below List Price
    • 13 Days On Market

    Current Estimated Value $46,822

    Last Listing Agent Mary Collins Berkshire Hathaway NE Prop.

    217 Orchard Hill Rd, Pomfret, CT 06258
    • 9 Golden Dr, Plainfield, CT 06374

      Est $343,385

      Not Listed For Sale

      9 Golden Dr, Plainfield, CT 06374

      • 3 Beds
      • 2 Baths
      • 2,427 Sq Ft
      • Built 1981
      9 Golden Dr, Plainfield, CT 06374

      Last Sold Summary

      • 66 Days On Market

      Last Listing Agent Lee Barr William Raveis Real Estate

  • 86 Goodwin Rd, Canterbury, CT 06331
    86 Goodwin Rd, Canterbury, CT 06331
    86 Goodwin Rd, Canterbury, CT 06331
    /40

    $449,900

    Pending
    • 3 Beds
    • 1.5 Baths
    • 1,572 Sq Ft

    86 Goodwin Rd, Canterbury, CT 06331

    PRIVATE setting sits this BEAUTIFUL PRISTINE Contemporary POST & BEAM with OVERSIZED 2 1/2 car garage 28 x 36 w/ huge storage area above built in 2000, work bench conveys. David Hecht HICKORY cabinets, GRANITE counters/ breakfast bar, appliances convey next to dining area. VAULTED living room w/ FIREPLACE and EXPOSED BEAMS w/ slider out to HUGE 12 x 36 DECK. 1/2 bath w/ washer/dryer ( conveying).

    Christine Johnson RE/MAX One

    86 Goodwin Rd, Canterbury, CT 06331
  • 108 Snake Meadow Rd, Moosup, CT 06354

    $450,000

    Sold Jun 04, 2026

    108 Snake Meadow Rd, Moosup, CT 06354

    • 3 Beds
    • 2 Baths
    • 1,346 Sq Ft
    • Built 2008

    Last Sold Summary

    • 7% Below List Price
    • $334/SF
    • 10 Days On Market

    Current Estimated Value $459,946

    Last Listing Agent Brad Favreau RE/MAX Bell Park Realty

    108 Snake Meadow Rd, Moosup, CT 06354
    • 86 Whittemore St, Willimantic, CT 06226

      Est $276,419

      Not Listed For Sale

      86 Whittemore St, Willimantic, CT 06226

      • 2 Beds
      • 1 Bath
      • 1,155 Sq Ft
      • Built 1923
      86 Whittemore St, Willimantic, CT 06226

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent Sheri Shvonski List N Show LLC

  • 338 Main St, Hampton, CT 06247
    338 Main St, Hampton, CT 06247
    338 Main St, Hampton, CT 06247
    /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
  • 331 Pond Hill Rd, Moosup, CT 06354

    $330,000

    Sold Dec 05, 2025

    331 Pond Hill Rd, Moosup, CT 06354

    • 4 Beds
    • 2 Baths
    • 1,594 Sq Ft
    • Built 1962

    Last Sold Summary

    • 6% Below List Price
    • $207/SF
    • 36 Days On Market

    Current Estimated Value $367,878

    Last Listing Agent Rob Perillo Robert A. Perillo Jr

    331 Pond Hill Rd, Moosup, CT 06354
    • 71 Gordon Ave, Willimantic, CT 06226

      Est $229,457

      Not Listed For Sale

      71 Gordon Ave, Willimantic, CT 06226

      • 2 Beds
      • 1.5 Baths
      • 728 Sq Ft
      • Built 1960
      71 Gordon Ave, Willimantic, CT 06226

      Last Sold Summary

      • 46 Days On Market

      Last Listing Agent Sue Esposito Home Selling Team

  • 187 Thompson Rd, Thompson, CT 06277
    187 Thompson Rd, Thompson, CT 06277
    187 Thompson Rd, Thompson, CT 06277
    /40

    $574,900

    New Construction
    • 3 Beds
    • 2.5 Baths
    • 2,119 Sq Ft

    187 Thompson Rd, Thompson, CT 06277

    Located in Thompson, CT, this 2,119 SF, 3-bedroom, 2.5-bath Raised Ranch offers the perfect blend of new construction, comfort, and convenience. Just about 20 minutes from Worcester and within commuting distance to Boston, Providence and Hartford, this home is an ideal opportunity for buyers looking for space, style, and accessibility. The main level features an open-concept living room, dining

    Jared Meehan RE/MAX Bell Park Realty

    187 Thompson Rd, Thompson, CT 06277
  • 71 Rawson Rd, Woodstock, CT 06281

    $510,000

    Sold Dec 19, 2025

    71 Rawson Rd, Woodstock, CT 06281

    • 4 Beds
    • 2.5 Baths
    • 1,887 Sq Ft
    • Built 1800

    Last Sold Summary

    • 7% Below List Price
    • $270/SF
    • 81 Days On Market

    Current Estimated Value $547,188

    Last Listing Agent James Duffer RISE REC

    71 Rawson Rd, Woodstock, CT 06281
    • 199 Hartford Pike, Dayville, CT 06241

      Est $354,465

      Not Listed For Sale

      199 Hartford Pike, Dayville, CT 06241

      • 3 Beds
      • 2.5 Baths
      • 1,418 Sq Ft
      • Built 1941
      199 Hartford Pike, Dayville, CT 06241

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent Matthew Noren RE/MAX Bell Park Realty

  • 454 Providence Rd, Brooklyn, CT 06234
    454 Providence Rd, Brooklyn, CT 06234
    454 Providence Rd, Brooklyn, CT 06234
    /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
  • 26 Main St, Thompson, CT 06255

    $625,000

    Sold Jan 02, 2026

    26 Main St, Thompson, CT 06255

    • 5 Beds
    • 4 Baths
    • 24,256 Sq Ft
    • Built 1959

    Last Sold Summary

    • 4% Above List Price
    • $26/SF
    • 11 Days On Market

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

    26 Main St, Thompson, CT 06255
    • 35 Jordan Ln, North Windham, CT 06256

      Est $352,710

      Not Listed For Sale

      35 Jordan Ln, North Windham, CT 06256

      • 3 Beds
      • 1.5 Baths
      • 1,618 Sq Ft
      • Built 2007
      35 Jordan Ln, North Windham, CT 06256

      Last Sold Summary

      • 97 Days On Market

      Last Listing Agent Amy Rio Better Homes and Gardens Real Estate Executive Real Estate

  • 46 Five Mile River Rd, Putnam, CT 06260
    46 Five Mile River Rd, Putnam, CT 06260
    46 Five Mile River Rd, Putnam, CT 06260
    /40

    $459,900

    Open Sun 11AM - 1PM
    • 5 Beds
    • 2 Baths
    • 2,300 Sq Ft

    46 Five Mile River Rd, Putnam, CT 06260

    Move-in ready and packed with updates, this spacious Putnam home offers over 2,200 SF of finished living area including a lower-level in-law setup with 2 bedrooms! The main level features approximately 1,260 SF with 3 bedrooms, 1 bathroom, a refreshed kitchen, extensive new paint, mudroom, mini-split cooling, and a deck overlooking the private backyard. Major improvements include roof in 2019,

    Jared Meehan RE/MAX Bell Park Realty

    46 Five Mile River Rd, Putnam, CT 06260
  • 0 Connecticut 169, Woodstock, CT 06281

    $130,000

    Sold Oct 28, 2025

    0 Connecticut 169, Woodstock, CT 06281

    • Land
    • 3.96 Acres
    • $32,828 per Acre

    Last Sold Summary

    • 13% Below List Price
    • 22 Days On Market

    Last Listing Agent Richard Loomis RE/MAX Bell Park Realty

    0 Connecticut 169, Woodstock, CT 06281
    • 10 Henry Rd, Danielson, CT 06239

      Est $404,989

      Not Listed For Sale

      10 Henry Rd, Danielson, CT 06239

      • 3 Beds
      • 2 Baths
      • 1,404 Sq Ft
      • Built 1973
      10 Henry Rd, Danielson, CT 06239

      Last Sold Summary

      • 2 Days On Market

      Last Listing Agent Joseph Rivers Larrow's Real Estate

  • 31 Palmer St, Danielson, CT 06239
    31 Palmer St, Danielson, CT 06239
    31 Palmer St, Danielson, CT 06239
    /39

    $320,000

    Pending
    • 3 Beds
    • 2 Baths
    • 1,351 Sq Ft

    31 Palmer St, Danielson, CT 06239

    Welcome home! This beautifully updated and exceptionally clean 3-bedroom, 2-bath Colonial is truly move-in ready! The spacious primary bedroom is located upstairs and features two closets, with an additional bedroom also located on the upper level. A third bedroom is conveniently situated on the main level, along with a full bath and laundry for easy one-level living. The home offers two full

    Mandy Fontanez Coldwell Banker Realty

    31 Palmer St, Danielson, CT 06239
  • 1261 Norwich Rd, Plainfield, CT 06374

    $370,000

    Sold May 04, 2026

    1261 Norwich Rd, Plainfield, CT 06374

    • 3 Beds
    • 1 Bath
    • 1,711 Sq Ft
    • Built 1910

    Last Sold Summary

    • 7% Below List Price
    • $216/SF
    • 2 Days On Market

    Current Estimated Value $436,778

    Last Listing Agent Cynthia Cingranelli-Tagliaferri Priority Real Estate Group,LLC

    1261 Norwich Rd, Plainfield, CT 06374
    • 233 Dow Rd, Plainfield, CT 06374

      Est $389,177

      Not Listed For Sale

      233 Dow Rd, Plainfield, CT 06374

      • 4 Beds
      • 2 Baths
      • 1,562 Sq Ft
      • Built 1998
      233 Dow Rd, Plainfield, CT 06374

      Last Sold Summary

      • 14 Days On Market

      Last Listing Agent Rachel Sposato Berkshire Hathaway NE Prop.

  • 83 Grand View Terrace, Brooklyn, CT 06234
    83 Grand View Terrace, Brooklyn, CT 06234
    83 Grand View Terrace, Brooklyn, CT 06234
    /15

    $679,900

    New Construction
    • 3 Beds
    • 2.5 Baths
    • 1,948 Sq Ft

    83 Grand View Terrace, Brooklyn, CT 06234

    Welcome to this new construction ranch in desirable Brooklyn, CT. This 3 bedroom 2.5 bath home offers comfortable one level living! Highlighting hardwood floors throughout, abundant natural light and a spacious open layout. The kitchen features granite countertops and a large pantry, while the living room centers around a cozy fireplace. The primary suite includes a custom tile shower and a

    Andrew Kausch Kazantzis Real Estate, LLC

    83 Grand View Terrace, Brooklyn, CT 06234
  • 46 Klondike St, North Grosvenordale, CT 06255

    $379,000

    Sold Jul 09, 2026

    46 Klondike St, North Grosvenordale, CT 06255

    • 3 Beds
    • 2 Baths
    • 1,332 Sq Ft
    • Built 2000

    Last Sold Summary

    • 8% Below List Price
    • $285/SF
    • 66 Days On Market

    Current Estimated Value $386,490

    Last Listing Agent Keri Roy Kazantzis Real Estate, LLC

    46 Klondike St, North Grosvenordale, CT 06255
    • 430 Wauregan Rd, Danielson, CT 06239

      Est $402,420

      Not Listed For Sale

      430 Wauregan Rd, Danielson, CT 06239

      • 3 Beds
      • 2.5 Baths
      • 2,200 Sq Ft
      • Built 1965
      430 Wauregan Rd, Danielson, CT 06239

      Last Sold Summary

      • 3 Days On Market

      Last Listing Agent Nicole Garbutt RE/MAX Bell Park Realty

  • XO Pole Bridge Rd, Woodstock, CT 06281
    XO Pole Bridge Rd, Woodstock, CT 06281
    XO Pole Bridge Rd, Woodstock, CT 06281
    /32

    $164,900

    • Land
    • 22 Acres
    • $7,495 per Acre

    XO Pole Bridge Rd, Woodstock, CT 06281

    Enjoy quiet and privacy out in the boonies! 22 acres on the discontinued portion of Pole Bridge Rd. Discontinued means legal access & legally buildable but access is for property owners only, no public access. Subdivisions are only allowed on town owned & maintained roads so this extremely unique area of 2,000+ acres loaded with wildlife galore will remain natural large parcels. The land is

    Dennis Duga Northeast Realty

    XO Pole Bridge Rd, Woodstock, CT 06281
  • 26 N Society Rd, Canterbury, CT 06331

    $620,000

    Sold Dec 01, 2025

    26 N Society Rd, Canterbury, CT 06331

    • 3 Beds
    • 2.5 Baths
    • 1,062 Sq Ft
    • Built 1960

    Last Sold Summary

    • 5% Above List Price
    • $584/SF
    • 4 Days On Market

    Current Estimated Value $576,501

    Last Listing Agent Heather Bassett Team Bassett Realty LLC

    26 N Society Rd, Canterbury, CT 06331
    • 3 Holmeslea Ct, Woodstock, CT 06281

      Est $659,414

      Not Listed For Sale

      3 Holmeslea Ct, Woodstock, CT 06281

      • 5 Beds
      • 2.5 Baths
      • 3,526 Sq Ft
      • Built 1850
      3 Holmeslea Ct, Woodstock, CT 06281

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent Mary Collins Berkshire Hathaway NE Prop.

  • 126 E Putnam Rd, Putnam, CT 06260
    126 E Putnam Rd, Putnam, CT 06260
    126 E Putnam Rd, Putnam, CT 06260
    /40

    $1,200,000

    • 3 Beds
    • 4 Baths
    • 3,430 Sq Ft

    126 E Putnam Rd, Putnam, CT 06260

    Enter this property with a long winding driveway to the home nestled and surrounding by woods. 10.25 Acres zoned AG-2.Three bay Garage attached with an above Covered Deck for large family gatherings! Plus a separate Garage with front and back doors. Outdoor Wood Boiler to heat your home, Patio and Heated Inground Pool, Irrigation system and underground Utilities. Primary Bedroom with his and her

    Rachel Sposato Berkshire Hathaway NE Prop.

    126 E Putnam Rd, Putnam, CT 06260

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