46,237

Windham County, CT Homes

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  • /35

    $299,900

    Under Contract
    • 4 Beds
    • 2 Baths
    • 2,540 Sq Ft

    50 Selden St, Willimantic, CT 06226

    Discover the opportunity to make this classic Colonial-style single-family home your own. Featuring 4 generously sized bedrooms and 2 full bathrooms, this property offers spacious rooms filled with natural light and a layout ready for your personal touch. Situated just minutes from Eastern Connecticut State University and the local hospital, this home is conveniently located near schools,

    Patrizia Puccia KW Legacy Partners

    50 Selden St, Willimantic, CT 06226
  • 25 Snake Meadow Rd, Moosup, CT 06354

    $349,900

    Sold Apr 03, 2026

    25 Snake Meadow Rd, Moosup, CT 06354

    • 3 Beds
    • 1 Bath
    • 1,000 Sq Ft
    • Built 1982

    Last Sold Summary

    • $350/SF
    • 34 Days On Market

    Current Estimated Value $346,141

    Last Listing Agent Rachael Gifford The Neighborhood Realty Group

    25 Snake Meadow Rd, Moosup, CT 06354
  • /34

    $350,000

    Open Sat 10AM - 12PM Coming Soon
    • 3 Beds
    • 1.5 Baths
    • 960 Sq Ft

    40 Old Sawmill Rd, Woodstock, CT 06281

    Welcome to this wonderful 3-bedroom, 1.5-bath home with lake rights in desirable Woodstock. Set well back from the road, the property features a long paved driveway, spacious front yard, and a private backyard designed for enjoyment. Relax by the pool, entertain on the deck, and take advantage of the large Kloter Farms shed for additional storage. As an added bonus, the backyard abuts undeveloped

    John Downs Berkshire Hathaway NE Prop.

    40 Old Sawmill Rd, Woodstock, CT 06281
  • 470 Fabyan Rd, North Grosvenordale, CT 06255

    $445,000

    Sold May 08, 2026

    470 Fabyan Rd, North Grosvenordale, CT 06255

    • 3 Beds
    • 2 Baths
    • 1,910 Sq Ft
    • Built 2000

    Last Sold Summary

    • 4% Above List Price
    • $233/SF
    • 9 Days On Market

    Current Estimated Value $433,806

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

    470 Fabyan Rd, North Grosvenordale, CT 06255
  • /14

    $199,900

    • 2 Beds
    • 1 Bath
    • 1,248 Sq Ft

    1226 Route 169, Wood Stock, CT 06281

    First time offered under the community District (Woodstock Zoning Regulations Aricle II, section B.2) in North Woodstock. This unique property offers an opportunity to design your living space with an office on the side, or maybe even an in-law! Lots of possibilities to make this just what you need. Vinyl siding, windows and roof in good shape. Easy access to major highway. 200 amp electric.

    Amy Vinal Pine Knoll Real Estate

    1226 Route 169, Wood Stock, CT 06281
  • 1 First St, North Grosvenordale, CT 06255

    $365,000

    Sold Dec 22, 2025

    1 First St, North Grosvenordale, CT 06255

    • 3 Beds
    • 1.5 Baths
    • 1,800 Sq Ft
    • Built 2025

    Last Sold Summary

    • 9% Below List Price
    • $203/SF
    • 233 Days On Market

    Current Estimated Value $359,767

    Last Listing Agent Amy Brunet Brunet and Company Real Estate

    1 First St, North Grosvenordale, CT 06255
  • /3

    $480,000

    New Construction
    • 2 Beds
    • 2 Baths
    • 912 Sq Ft

    10 Indian Run Dr, Thompson, CT 06277

    Brand new construction offering easy, modern living! This thoughtfully designed home features 2 bedrooms and 2 full bathrooms with a bright, open floor plan perfect for today's lifestyle. The spacious kitchen showcases a center island, ideal for entertaining, and flows seamlessly into the living and dining areas. Enjoy an abundance of natural light from the many windows throughout. The primary

    Cary Marcoux RE/MAX Bell Park Realty

    10 Indian Run Dr, Thompson, CT 06277
  • 269 Jackson St, Willimantic, CT 06226

    $290,000

    Sold Oct 01, 2025

    269 Jackson St, Willimantic, CT 06226

    • 3 Beds
    • 3 Baths
    • 2,382 Sq Ft
    • Built 1910

    Last Sold Summary

    • $122/SF
    • 47 Days On Market

    Current Estimated Value $281,275

    Last Listing Agent Michael A Tarallo Giner Real Estate

    269 Jackson St, Willimantic, CT 06226
  • /16

    $39,900

    Pending
    • Land
    • 5,227 Sq Ft
    • $332,500 per Acre

    4 Paradise Dr, Brooklyn, CT 06234

    Two adjoining lots available for sale Lot 4 & 5, being offered together as a package totaling 0.23 acres. Located near the tranquil setting of Paradise Lake, this is a great opportunity to build your dream getaway or invest in a peaceful retreat.Enjoy the natural surroundings and serene atmosphere-perfect for outdoor enthusiasts or those seeking a quiet escape.

    Amber Alcazar Coldwell Banker Realty

    4 Paradise Dr, Brooklyn, CT 06234
  • 25 Route 197 Unit Lot 40, Woodstock, CT 06281

    $26,000

    Sold Oct 08, 2025

    25 Route 197 Unit Lot 40, Woodstock, CT 06281

    • 1 Bed
    • 1 Bath
    • 300 Sq Ft
    • Built 1995

    Last Sold Summary

    • 42% Below List Price
    • $87/SF
    • 168 Days On Market

    Last Listing Agent Keri Roy Kazantzis Real Estate, LLC

    25 Route 197 Unit Lot 40, Woodstock, CT 06281
  • /16

    $339,900

    Pending
    • 3 Beds
    • 2 Baths
    • 1,008 Sq Ft

    164 Tower Hill Rd, Chaplin, CT 06235

    Built in 2000, this well-maintained single-family home offers 3 bedrooms and 2 full bathrooms on 4 ACRES in Chaplin, CT with a peaceful BROOK view. The interior has been freshly painted and features a comfortable, move-in ready feel with updated flooring and carpet throughout. The home includes a newer heating system, central air conditioning throughout including the garage, washer and dryer on

    Kyle West eXp Realty

    164 Tower Hill Rd, Chaplin, CT 06235
  • 261 Old Colony Rd, Eastford, CT 06242

    $165,000

    Sold Apr 10, 2026

    261 Old Colony Rd, Eastford, CT 06242

    • 2 Beds
    • 2 Baths
    • 1,359 Sq Ft
    • Built 1767

    Last Sold Summary

    • 17% Below List Price
    • $121/SF
    • 94 Days On Market

    Current Estimated Value $175,121

    Last Listing Agent Michael Calabro Coldwell Banker Calabro

    261 Old Colony Rd, Eastford, CT 06242
  • /31

    $385,000

    Pending
    • 2 Beds
    • 1 Bath
    • 960 Sq Ft

    11 Breaults Landing Rd, Thompson, CT 06277

    Set near Quaddick Lake in Thompson, this updated 960 sq ft ranch offers simple, easy living with beach access and a refreshed feel throughout. The upper level at 11 Breaults Landing Road includes 2 bedrooms, 1 full bath, hardwood floors, central A.C., and a bright layout that keeps the home comfortable and efficient. The kitchen features granite counters, while the remodeled bath adds tile

    Lauren Heidelberger Berkshire Hathaway NE Prop.

    11 Breaults Landing Rd, Thompson, CT 06277
  • 0 Seckar Rd Unit 24034213, Ashford, CT 06278

    $95,000

    Sold Sep 24, 2025

    0 Seckar Rd Unit 24034213, Ashford, CT 06278

    • Land
    • 3.68 Acres
    • $25,815 per Acre

    Last Sold Summary

    • 21% Below List Price
    • 420 Days On Market

    Last Listing Agent Jeff Main Berkshire Hathaway NE Prop.

    0 Seckar Rd Unit 24034213, Ashford, CT 06278
  • /29

    $449,900

    $39K PRICE DROP Under Contract
    • 4 Beds
    • 2.5 Baths
    • 2,202 Sq Ft

    68 Anderson Rd, Brooklyn, CT 06234

    With the recent, substantial price reduction, this 4-bedroom, 2.5-bath, with an attached 2 car garage home is now looking for its new family to love and enjoy and let's not forget the school system Brooklyn brings. This home offers immediate move-in appeal. Step inside to discover a professionally freshly painted interior, where stunning, hand-waxed hardwood floors radiate warmth and elegance

    Rachael Gifford The Neighborhood Realty Group

    68 Anderson Rd, Brooklyn, CT 06234
  • 100 South St, Willimantic, CT 06226

    $300,000

    Sold Nov 13, 2025

    100 South St, Willimantic, CT 06226

    • 6 Beds
    • 2 Baths
    • 1,932 Sq Ft
    • Built 1914

    Last Sold Summary

    • $155/SF
    • 85 Days On Market

    Current Estimated Value $294,640

    Last Listing Agent Amber Jones KW Legacy Partners

    100 South St, Willimantic, CT 06226
  • /2

    $139,000

    Pending
    • Land
    • 12.1 Acres
    • $11,488 per Acre

    0 Hampton Rd Unit 170523717, Chaplin, CT 06235

    12.1 acre lot with frontage on Route 6 and Cross Road. Button Ball Brook runs through property. Could be a great home site, or potential commercial development with zone change. Rolling hills of gravel, mostly wooded.

    David Mieczynski National Realty Advisors LLC

    0 Hampton Rd Unit 170523717, Chaplin, CT 06235
  • 69 Peckham Ln, Danielson, CT 06239

    $330,000

    Sold Jan 23, 2026

    69 Peckham Ln, Danielson, CT 06239

    • 4 Beds
    • 3.5 Baths
    • 3,523 Sq Ft
    • Built 1930

    Last Sold Summary

    • 10% Above List Price
    • $94/SF
    • 112 Days On Market

    Current Estimated Value $337,104

    Last Listing Agent Mary Collins Berkshire Hathaway NE Prop.

    69 Peckham Ln, Danielson, CT 06239
  • /2

    $400,000

    • Land
    • 3.2 Acres
    • $125,000 per Acre

    0 Putnam Rd Unit 24147722, Plainfield, CT 06332

    3.2 corner lot located at the Wauregan four corners. Currently zoned residential but has commercial potential. Buyer's and buyers agent to do all of your own due diligence with the town.

    Cary Marcoux RE/MAX Bell Park Realty

    0 Putnam Rd Unit 24147722, Plainfield, CT 06332
  • 93 Jericho Rd, Pomfret Center, CT 06259

    $504,700

    Sold Jan 05, 2026

    93 Jericho Rd, Pomfret Center, CT 06259

    • 3 Beds
    • 2 Baths
    • 1,884 Sq Ft
    • Built 1975

    Last Sold Summary

    • 1% Below List Price
    • $268/SF
    • 16 Days On Market

    Current Estimated Value $520,333

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

    93 Jericho Rd, Pomfret Center, CT 06259
  • /20

    $305,000

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

    37 Laperle Ave, Plainfield, CT 06374

    Charming 3-bedroom, 1-bath ranch offering easy one-level living. Enjoy a spacious living room filled with natural light from oversized windows, a functional galley-style kitchen with space for a dining table, and an attached 1-car garage. The beautiful covered stone entry provides the perfect mudroom space or a cozy spot to relax and enjoy the warmer months. Additional features include a newer

    Skyla Gagnon RE/MAX Bell Park Realty

    37 Laperle Ave, Plainfield, CT 06374
  • 19 Harrison St, Putnam, CT 06260

    $320,000

    Sold Jun 25, 2025

    19 Harrison St, Putnam, CT 06260

    • 3 Beds
    • 1 Bath
    • 1,224 Sq Ft
    • Built 1977

    Last Sold Summary

    • 2% Above List Price
    • $261/SF
    • 5 Days On Market

    Current Estimated Value $346,841

    Last Listing Agent Tanya McDermott Berkshire Hathaway NE Prop.

    19 Harrison St, Putnam, CT 06260
    • 189 Main St, Sterling, CT 06377

      Est $350,066

      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

  • /34

    $350,000

    Pending
    • 3 Beds
    • 2 Baths
    • 1,754 Sq Ft

    170 Smith Rd, Woodstock, CT 06281

    Set on 4.3 private acres along a quiet country road, this well-located Woodstock property offers peaceful, nature-filled surroundings with exceptional privacy and 872 feet of road frontage. The home features 1,754 square feet of living space with 3 bedrooms and 2 full baths, designed for comfortable everyday living. A standout feature is the newer in-law apartment on the lower level, complete

    John Downs Berkshire Hathaway NE Prop.

    170 Smith Rd, Woodstock, CT 06281
  • 287 N Sterling Rd, Sterling, CT 06377

    $610,000

    Sold Jul 11, 2025

    287 N Sterling Rd, Sterling, CT 06377

    • 3 Beds
    • 2 Baths
    • 1,404 Sq Ft
    • Built 2022

    Last Sold Summary

    • 19% Below List Price
    • $434/SF
    • 10 Days On Market

    Current Estimated Value $589,375

    Last Listing Agent Daniel Deojay RE/MAX Bell Park Realty

    287 N Sterling Rd, Sterling, CT 06377
  • /2

    $49,900

    • Land
    • 32,670 Sq Ft
    • $66,533 per Acre

    463 Mashamoquet Rd, Pomfret, CT 06259

    Raw land, situated at the corner of a state route and residential road. This desirable site in the heart of the quiet corner could be your next retreat!! The zoning RR is suitable for many rural residential uses. The .75 acre lot located on route 44 has a lovely babbling brook running along the side. Positioned parallel to the airline trail, this could be the BEST private camping site offering

    Robyn Letourneau Berkshire Hathaway NE Prop.

    463 Mashamoquet Rd, Pomfret, CT 06259
  • 170 Lyon Hill Rd, Woodstock, CT 06281

    $700,000

    Sold Nov 19, 2025

    170 Lyon Hill Rd, Woodstock, CT 06281

    • 3 Beds
    • 2.5 Baths
    • 2,960 Sq Ft
    • Built 1811

    Last Sold Summary

    • 3% Above List Price
    • $236/SF
    • 2 Days On Market

    Current Estimated Value $683,497

    Last Listing Agent Mary Ellen Barnett William Pitt Sotheby's Int'l

    170 Lyon Hill Rd, Woodstock, CT 06281
  • /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

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