46,345

Windham County, CT Homes

Section Image
  • 35 S Main St, Brooklyn, CT 06234
    35 S Main St, Brooklyn, CT 06234
    /2

    $200,000

    $50K PRICE DROP
    • Land
    • 34,848 Sq Ft
    • $250,000 per Acre

    35 S Main St, Brooklyn, CT 06234

    Bring your ideas for this commercial lot, centrally located in a high traffic area located right off route 6. Was previously approved for a 4800 sq.ft. retail/office building with two cutouts as an entrance/exit. Several options for commercial use such as retail shopping, office space, farmers market, restaurant, and more in the zoning regulations.

    Andrew Kausch Kazantzis Real Estate, LLC

    35 S Main St, Brooklyn, CT 06234
  • 0 Lustig Rd, Ashford, CT 06278

    $80,000

    Sold Aug 29, 2025

    0 Lustig Rd, Ashford, CT 06278

    • Land
    • 13.18 Acres
    • $6,070 per Acre

    Last Sold Summary

    • 6% Below List Price
    • 10 Days On Market

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

    0 Lustig Rd, Ashford, CT 06278
  • 0 Pond St Unit 24037041, Plainfield, CT 06374
    0 Pond St Unit 24037041, Plainfield, CT 06374
    0 Pond St Unit 24037041, Plainfield, CT 06374
    /8

    $28,900

    $2K PRICE INCREASE Pending
    • Land
    • 5,227 Sq Ft
    • $240,833 per Acre

    0 Pond St Unit 24037041, Plainfield, CT 06374

    APPROVED BUILDING LOT! Perfect lot to place a modular home or a conventional build. Level lot with public sewer in street. Minutes from I-395, and Rhode Island. Close to all amenities. Priced to SELL!!!

    Dale Bunn Riverview Realty, LLC

    0 Pond St Unit 24037041, Plainfield, CT 06374
  • 1370 Plainfield Pike, Sterling, CT 06377

    $402,000

    Sold Apr 24, 2026

    1370 Plainfield Pike, Sterling, CT 06377

    • 5 Beds
    • 2 Baths
    • 1,498 Sq Ft
    • Built 1986

    Last Sold Summary

    • 1% Above List Price
    • $268/SF
    • 14 Days On Market

    Current Estimated Value $394,090

    Last Listing Agent Derek Greene Derek Greene

    1370 Plainfield Pike, Sterling, CT 06377
  • 14 Hnath Rd, Ashford, CT 06278
    14 Hnath Rd, Ashford, CT 06278
    14 Hnath Rd, Ashford, CT 06278
    /8

    $594,900

    New Construction
    • 4 Beds
    • 2 Baths
    • 1,800 Sq Ft

    14 Hnath Rd, Ashford, CT 06278

    To Be Built in Ashford Meadow Estates is this stunning Custom Modern Farmhouse Ranch with Optional In-Law design. 4, 1 acre lots to choose from in Ashford's Newest 6 lot subdivision featuring picturesque land in Eastern CT's quiet corner, Bold & Elegant with striking exterior finish options like timber frame porch accents, board & batten siding, metal roof accents & black Andersen windows. An

    Mark Massaro Coldwell Banker Realty

    14 Hnath Rd, Ashford, CT 06278
  • 164 Tower Hill Rd, Chaplin, CT 06235

    $352,500

    Sold May 22, 2026

    164 Tower Hill Rd, Chaplin, CT 06235

    • 3 Beds
    • 2 Baths
    • 1,008 Sq Ft
    • Built 2000

    Last Sold Summary

    • 4% Above List Price
    • $350/SF
    • 4 Days On Market

    Current Estimated Value $335,907

    Last Listing Agent Kyle West eXp Realty

    164 Tower Hill Rd, Chaplin, CT 06235
    • 61 Laiho Rd, Sterling, CT 06377

      Est $329,101

      Not Listed For Sale

      61 Laiho Rd, Sterling, CT 06377

      • 4 Beds
      • 1.5 Baths
      • 1,566 Sq Ft
      • Built 1933
      61 Laiho Rd, Sterling, CT 06377

      Last Sold Summary

      • 41 Days On Market

  • 651 Cook Hill Rd, Danielson, CT 06239
    651 Cook Hill Rd, Danielson, CT 06239
    651 Cook Hill Rd, Danielson, CT 06239
    /40

    $849,900

    Pending
    • 5 Beds
    • 3 Baths
    • 2,246 Sq Ft

    651 Cook Hill Rd, Danielson, CT 06239

    Rare opportunity to own 32 breathtaking acres ideal for multi-generational living, farming, horses, recreation, a private compound/family homestead or even potential income-producing ventures. The beautifully updated circa-1920 farmhouse offers 5 bedrooms, 3 full baths, and a flexible office/bonus room with closet. Recent renovations blend modern convenience with timeless farmhouse charm and

    Joseph Bonneau eXp Realty

    651 Cook Hill Rd, Danielson, CT 06239
  • 11 Breaults Landing Rd, Thompson, CT 06277

    $385,000

    Sold Jun 23, 2026

    11 Breaults Landing Rd, Thompson, CT 06277

    • 2 Beds
    • 1 Bath
    • 960 Sq Ft
    • Built 1974

    Last Sold Summary

    • $401/SF
    • 6 Days On Market

    Current Estimated Value $386,622

    Last Listing Agent Lauren Heidelberger Berkshire Hathaway NE Prop.

    11 Breaults Landing Rd, Thompson, CT 06277
  • 57 Gay Head Rd, Canterbury, CT 06331
    57 Gay Head Rd, Canterbury, CT 06331
    57 Gay Head Rd, Canterbury, CT 06331
    /25

    $300,000

    Pending
    • 3 Beds
    • 1 Bath
    • 1,008 Sq Ft

    57 Gay Head Rd, Canterbury, CT 06331

    Set on approximately 14.46 acres, this well-loved 3-bedroom, 1-bath ranch offers a rare opportunity for investors, contractors, or buyers looking to create their dream country property. Whether you're seeking privacy, recreation, or future potential, the expansive acreage may offer subdivision potential (buyer to perform their own due diligence). The home features a functional layout with a

    Kara Mazzola First Choice Realty

    57 Gay Head Rd, Canterbury, CT 06331
  • 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 $342,552

    Last Listing Agent Rachael Gifford The Neighborhood Realty Group

    25 Snake Meadow Rd, Moosup, CT 06354
  • 74 Perry St Unit 183, Putnam, CT 06260
    74 Perry St Unit 183, Putnam, CT 06260
    74 Perry St Unit 183, Putnam, CT 06260
    /30

    $329,900

    $5K PRICE DROP
    • 2 Beds
    • 1.5 Baths
    • 1,800 Sq Ft

    74 Perry St Unit 183, Putnam, CT 06260

    Welcome to easy, low-maintenance condo living in the heart of Putnam! This well-appointed 2-bedroom, 1.5-bath home offers a bright and inviting main level featuring a sun-filled living room with beautiful hardwood floors and direct access to a private wood deck-perfect for seamless indoor/outdoor living. The kitchen is designed for both function and comfort, complete with a dining area, pantry

    Genevieve Botelho Lamacchia Realty

    74 Perry St Unit 183, Putnam, CT 06260
  • 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 $449,113

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

    470 Fabyan Rd, North Grosvenordale, CT 06255
  • 177 Slater Hill Rd, Dayville, CT 06241
    177 Slater Hill Rd, Dayville, CT 06241
    177 Slater Hill Rd, Dayville, CT 06241
    /36

    $395,000

    $20K PRICE DROP Pending
    • 4 Beds
    • 2 Baths
    • 2,062 Sq Ft

    177 Slater Hill Rd, Dayville, CT 06241

    Back on Market - Change of Plans for Relocation Prospect! Opportunity Knocks! Circa 1870 Colonial farmhouse blending vintage character with thoughtful updates, offering 2,062 sqft, 4 bedrooms & 2 full baths on 3.53 picturesque acres of rolling farmland. Inside, rustic charm meets everyday comfort with vinyl & wood plank flooring, an eat-in kitchen & formal dining room. An humongous 3-season room

    Sharon Pelletier Hope Real Estate Group, Inc.

    177 Slater Hill Rd, Dayville, CT 06241
  • 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 $356,875

    Last Listing Agent Amy Brunet Brunet and Company Real Estate

    1 First St, North Grosvenordale, CT 06255
  • 13 Bates Rd, Chaplin, CT 06235
    13 Bates Rd, Chaplin, CT 06235
    13 Bates Rd, Chaplin, CT 06235
    /36

    $449,900

    • 5 Beds
    • 2.5 Baths
    • 2,887 Sq Ft

    13 Bates Rd, Chaplin, CT 06235

    Spacious farmhouse living at its best! This charming 5-bedroom, 2 full bath, and 1 half bath home sits on an expansive 11 acres, offering endless possibilities for privacy, recreation, or hobby farming. Inside, you'll find hardwood flooring throughout and two cozy fireplaces that add warmth and character. The versatile layout includes two additional family rooms that could easily serve as extra

    Kristen Merrill Countryside Realty

    13 Bates Rd, Chaplin, CT 06235
  • 68 Anderson Rd, Brooklyn, CT 06234

    $449,900

    Sold Jul 06, 2026

    68 Anderson Rd, Brooklyn, CT 06234

    • 4 Beds
    • 2.5 Baths
    • 2,202 Sq Ft
    • Built 1970

    Last Sold Summary

    • 8% Below List Price
    • $204/SF
    • 164 Days On Market

    Current Estimated Value $456,424

    Last Listing Agent Rachael Gifford The Neighborhood Realty Group

    68 Anderson Rd, Brooklyn, CT 06234
    • 78 Cranska Rd, Moosup, CT 06354

      Est $403,884

      Not Listed For Sale

      78 Cranska Rd, Moosup, CT 06354

      • 3 Beds
      • 2 Baths
      • 2,582 Sq Ft
      • Built 1963
      78 Cranska Rd, Moosup, CT 06354

      Last Sold Summary

      • 42 Days On Market

  • 30 Russ Rd, Willimantic, CT 06226
    30 Russ Rd, Willimantic, CT 06226
    30 Russ Rd, Willimantic, CT 06226
    /28

    $309,900

    Open Sat 4PM - 6PM Coming Soon
    • 4 Beds
    • 1.5 Baths
    • 1,320 Sq Ft

    30 Russ Rd, Willimantic, CT 06226

    Affordable & Move-in ready 4-bedroom, 1.5-bath Cape offering over 1,300 sq. ft. of comfortable living space, with potential to add more sqft in the semi-finished basement. Conveniently located near shopping, dining, and everyday amenities, as well as Eastern Connecticut State University and the University of Connecticut. Eligible for USDA financing, making homeownership more accessible for

    Viviana Penson-Rodriguez Leaf Realty Group, LLC

    30 Russ Rd, Willimantic, CT 06226
  • 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 $280,209

    Last Listing Agent Michael A Tarallo Giner Real Estate

    269 Jackson St, Willimantic, CT 06226
    • 32 Ladds Ln, Dayville, CT 06241

      Est $469,079

      Not Listed For Sale

      32 Ladds Ln, Dayville, CT 06241

      • 3 Beds
      • 2.5 Baths
      • 1,888 Sq Ft
      • Built 2008
      32 Ladds Ln, Dayville, CT 06241

      Last Sold Summary

      • 34 Days On Market

  • 85 Wauregan Rd, Danielson, CT 06239
    85 Wauregan Rd, Danielson, CT 06239
    85 Wauregan Rd, Danielson, CT 06239
    /12

    $215,000

    Pending
    • 3 Beds
    • 1.5 Baths
    • 1,446 Sq Ft

    85 Wauregan Rd, Danielson, CT 06239

    Check out this antique Cape just minutes from downtown Danielson! This home has 3 bedrooms located on the upper floor, with plenty of flexible space. The primary floor has many wonderful features including a large kitchen that opens up to the back deck, a full bath, and a dining space. Enjoy overlooking the yard from the enclosed deck! Plumbing did not hold positive air pressure at the time of

    Ryan King Aspen Realty Group

    85 Wauregan Rd, Danielson, CT 06239
  • 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
  • 40 Old Sawmill Rd, Woodstock, CT 06281
    40 Old Sawmill Rd, Woodstock, CT 06281
    40 Old Sawmill Rd, Woodstock, CT 06281
    /34

    $350,000

    Pending
    • 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
  • 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
  • 1226 Route 169, Wood Stock, CT 06281
    1226 Route 169, Wood Stock, CT 06281
    1226 Route 169, Wood Stock, CT 06281
    /14

    $199,900

    Pending
    • 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
  • 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
  • 10 Indian Run Dr, Thompson, CT 06277
    10 Indian Run Dr, Thompson, CT 06277
    10 Indian Run Dr, Thompson, CT 06277
    /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
  • 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 $297,140

    Last Listing Agent Amber Jones KW Legacy Partners

    100 South St, Willimantic, CT 06226

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