Windham County, CT Homes

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  /18

  $425,000 Pending

  • 7 Beds
  • 4 Baths
  • 2,769 Sq Ft

  61 Oak St, Willimantic, CT 06226

  INVESTORS TAKE NOTICE. 61 Oak St sits on a nice level lot with an open back yard and nice front porches. Located on a desirable street close to Eastern and up in the hills. Brand new roof and Water heater! Both 2 bedroom units have the possibility of a third bedroom with a large front room that is without a closet. So much potential for this property!

  Julienne Jaber KW Legacy Partners

  61 Oak St, Willimantic, CT 06226
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  $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 $229,271

  Last Listing Agent Ryan Smith Tier 1 Real Estate

  45 Main St Unit 409, Plainfield, CT 06374
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  Est $389,365 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,584 Sq Ft

  210 Mechanic St, Danielson, CT 06239

  210 Mechanic St, Danielson, CT 06239
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  /19

  $249,900 Open Sun 12PM - 2PM

  • 6 Beds
  • 1.5 Baths
  • 1,701 Sq Ft

  22 Grove St, Sterling, CT 06377

  Spacious 6-Bedroom Home in Sterling, CT Welcome to this generously sized 6-bedroom, 1.5-bath home ideally located in the quiet town of Sterling, CT. Set directly next to a neighborhood park, this property offers a rare combination of space, privacy, and outdoor enjoyment-perfect for those seeking room to grow or invest. Inside, you'll find a flexible layout with ample living space, large

  Tyler Amann Social & Co Realty

  22 Grove St, Sterling, CT 06377
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  $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 $350,858

  Last Listing Agent Alexis John RE/MAX One

  52 Singleton Rd, Chaplin, CT 06235
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  Est $406,157 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,840 Sq Ft

  329 South St, Willimantic, CT 06226

  329 South St, Willimantic, CT 06226
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  /29

  $589,900 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,800 Sq Ft

  890 Brook Rd, Hampton, CT 06247

  GORGEOUS 2026 Raised Ranch on almost 2 ACRES in Hampton is ready! 16 x 16 DECK to enjoy your SPRING evenings. SHINY HARDWOOD floors throughout main level w/ VAULTED open floor plan for entertaining. QUARTZ counters, STAINLESS appliances and LARGE island next to dining room and living room w/ bright windows for natural light. Primary bedroom has VAULTED ceiling and a BEAUTIFUL bathroom w/ GLASS

  Christine Johnson RE/MAX One

  890 Brook Rd, Hampton, CT 06247
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  $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 $716,369

  Last Listing Agent Jared Meehan RE/MAX Bell Park Realty

  64 May Brook, Woodstock, CT 06281
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  Est $419,458 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,632 Sq Ft

  196 Main St, Hampton, CT 06247

  196 Main St, Hampton, CT 06247
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  /2

  $84,000 Under Contract

  • 3 Beds
  • 2 Baths
  • 1,152 Sq Ft

  7 Jessie Ln, North Windham, CT 06256

  Welcome to 7 Jessie Lane! 3 bedroom, 2-bath single-family Cape offering approximately 1,152 sq ft with a simple, functional layout and strong upside potential. Situated on a quiet residential street, this property presents a true blank canvas. The home is priced to reflect its current condition, making it an excellent opportunity for an owner-occupant willing to add some TLC and create instant

  Victor Santana Santana Realty Group LLC

  7 Jessie Ln, North Windham, CT 06256
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  $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 $517,165

  Last Listing Agent Mary Collins Berkshire Hathaway NE Prop.

  31 Deer Meadow Ln, Woodstock, CT 06281
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  /39

  Est $484,522 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,644 Sq Ft

  1115 Route 169, Woodstock, CT 06281

  1115 Route 169, Woodstock, CT 06281
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  /22

  $214,000 Pending

  • 3 Beds
  • 1 Bath
  • 1,367 Sq Ft

  24 Tatem St, Putnam, CT 06260

  Welcome to this inviting 3-bedroom home with the potential for a 4th bedroom, offering flexibility for a growing household, guest room, or home office. With 1.5 bathrooms and set on a 0.18-acre lot, this property combines comfort, functionality, and convenience. Located in the heart of Putnam, CT, you'll enjoy the charm of a small-town community while being close to schools, shopping, dining, and

  Thomas Mele Dorrance Realty

  24 Tatem St, Putnam, CT 06260
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  $350,000 Sold Feb 28, 2025

  2 Buckley Hill Rd, Thompson, CT 06255

  • 3 Beds
  • 2.5 Baths
  • 1,600 Sq Ft
  • Built 2024

  Last Sold Summary

  • $219/SF
  • 135 Days On Market

  Last Listing Agent Cary Marcoux RE/MAX Bell Park Realty

  2 Buckley Hill Rd, Thompson, CT 06255
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  Est $308,353 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 960 Sq Ft

  35 King St, Putnam, CT 06260

  35 King St, Putnam, CT 06260
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  /3

  $349,500

  • Land
  • 1.14 Acres
  • $306,579 per Acre

  423 Providence Rd, Brooklyn, CT 06234

  * City Water, Septic, and Gas * Located across the street from Walmart Supercenter * Traffic Count: 14,900 * Conceptual Plans for Various Uses * Zoning Uses: Retail, Self Storage/Contractor Bays, Apartments/Condos * Zone: PC * Nearby Tenants: McDonald's, CVS, NAPA, Advance Auto Parts, Dollar Tree, Ocean State Job Lot, Dunkin', KFC, AutoZone, & (coming soon) Tractor Supply

  Sam Lyman Samuel Lyman, Broker

  423 Providence Rd, Brooklyn, CT 06234
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  $220,000 Sold Mar 17, 2025

  990 Bailey Hill Rd, Dayville, CT 06241

  • 7 Beds
  • 2 Baths
  • 2,520 Sq Ft
  • Built 1850

  Last Sold Summary

  • 24% Below List Price
  • $87/SF
  • 83 Days On Market

  Current Estimated Value $243,796

  Last Listing Agent Laurie Hayes-Hagstrom On The Move Realty, LLC

  990 Bailey Hill Rd, Dayville, CT 06241
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  Est $354,460 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,132 Sq Ft

  140 Katherine Ave, Danielson, CT 06239

  140 Katherine Ave, Danielson, CT 06239
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  /40

  $325,000 Pending

  • 3 Beds
  • 1 Bath
  • 1,008 Sq Ft

  80 Hanover Rd, Canterbury, CT 06331

  Welcome to 80 Hanover Road, a peaceful country retreat set on nearly 2 acres in Canterbury. This 3-bedroom ranch offers privacy, simplicity, and outdoor living-ideal for first-time buyers, downsizers, or those seeking a quiet country escape. The home features 1,008 square feet of single-level living with a comfortable living space, and three well-proportioned bedrooms offering flexibility for

  Kim Casey Seaport Real Estate Services

  80 Hanover Rd, Canterbury, CT 06331
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  $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
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  Est $716,110 Not Listed For Sale

  • 3 Beds
  • 4 Baths
  • 3,296 Sq Ft

  30 Bates Pond Rd, Canterbury, CT 06331

  30 Bates Pond Rd, Canterbury, CT 06331
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  /39

  $549,000

  • 4 Beds
  • 3 Baths
  • 2,150 Sq Ft

  101 Child Hill Rd, Woodstock, CT 06281

  Step back in time with this one-of-a-kind 1830 Greek Revival farmhouse, offering 2,150 sq ft of character and charm on a picturesque 0.90-acre lot surrounded by farm land. Just down the hill from historic Woodstock Hill and the Academy, this setting is as scenic as it is convenient. Inside, wide plank floors and distinctive windows frame beautiful country views, while the front entry showcases

  Kristen Kaskela Berkshire Hathaway NE Prop.

  101 Child Hill Rd, Woodstock, CT 06281
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  $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 $242,499

  Last Listing Agent Jodie Lynn Smith RE/MAX Preferred

  223 Walnut St, Putnam, CT 06260
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  Est $759,924 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,832 Sq Ft

  28 Prospect St, Woodstock, CT 06281

  28 Prospect St, Woodstock, CT 06281
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  /4

  $85,000 Under Contract

  • Land
  • 3.36 Acres
  • $25,298 per Acre

  0 Brook Rd Unit lot 4, Hampton, CT 06247

  Discover the perfect spot to build your dream home in the heart of quiet, picturesque Hampton. Surrounded by mature trees and classic New England Scenery, this 3.5 acre lot offers a serene, wooded setting with plenty of privacy. Approved building lot for septic and well. Owner of property is Ct Realtor

  Lisa Labadia Houlihan Lawrence WD

  0 Brook Rd Unit lot 4, Hampton, CT 06247
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  $220,000 Sold Sep 19, 2025

  61 Perry St Unit 101, Putnam, CT 06260

  • 2 Beds
  • 1.5 Baths
  • 1,200 Sq Ft
  • Built 1989

  Last Sold Summary

  • 2% Below List Price
  • $183/SF
  • 5 Days On Market

  Current Estimated Value $224,276

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

  61 Perry St Unit 101, Putnam, CT 06260
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  Est $390,888 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,332 Sq Ft

  531 Providence Pike, Putnam, CT 06260

  531 Providence Pike, Putnam, CT 06260
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  /40

  $364,900 Pending

  • 2 Beds
  • 2 Baths
  • 2,066 Sq Ft

  127 Windy Hill Rd, Hampton, CT 06247

  Circa 1820's Cape Cod style home conveniently located in Hampton. Sitting on over 2.5AC of great usable land, this 2-bedroom 2-bathroom home has been well maintained and updated over the years. This home received 1990's addition with full basement adding great additional living space. Additionally, a first floor "den" makes an easy 3rd bedroom. The living room with wood floor & exposed beams

  Ryan LaJoie Johnston & Associates Real Estate, LLC

  127 Windy Hill Rd, Hampton, CT 06247
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  $1,450,000 Sold Aug 26, 2025

  6 & 8 Stone Bridge Rd, Woodstock, CT 06281

  • 6 Beds
  • 6 Baths
  • 4,517 Sq Ft
  • Built 1769

  Last Sold Summary

  • 9% Below List Price
  • $321/SF
  • 133 Days On Market

  Last Listing Agent John Downs Berkshire Hathaway NE Prop.

  6 & 8 Stone Bridge Rd, Woodstock, CT 06281
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  Est $311,464 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,056 Sq Ft

  38 Ference Rd, Ashford, CT 06278

  38 Ference Rd, Ashford, CT 06278
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  /4

  $89,000

  • Land
  • 1.3 Acres
  • $68,462 per Acre

  0 Thompson Rd Unit 3H, Thompson, CT 06277

  Build your dream home in the peaceful town of Thompson, where privacy, space, and New England charm come together. This residential lot offers the perfect setting for a custom home surrounded by nature, while still providing convenient access to major routes, nearby towns, and everyday amenities. Thompson is known for its scenic landscapes, rural character, and strong sense of community-ideal for

  The Schlesman Realty Group ERA Key Realty Services

  0 Thompson Rd Unit 3H, Thompson, CT 06277
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  $331,500 Sold Apr 25, 2025

  54 Rawson Rd, Woodstock, CT 06281

  • 3 Beds
  • 1.5 Baths
  • 1,583 Sq Ft
  • Built 1895

  Last Sold Summary

  • 1% Above List Price
  • $209/SF
  • 94 Days On Market

  Current Estimated Value $350,030

  Last Listing Agent Margaret Young CR Premier Properties

  54 Rawson Rd, Woodstock, CT 06281
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  Est $273,131 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,495 Sq Ft

  13 Bristol St, Willimantic, CT 06226

  13 Bristol St, Willimantic, CT 06226
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  /3

  $475,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 1,605 Sq Ft

  Lot 2 Klosek Rd, Killingly, CT 06239

  2026 Beautiful Colonial sitting over 2 acres on RI line! Central air/forced hot air, GRANITE counters, STAINLESS appliances, Hardwood floors on 1 st floor. 1 year warranty and time to pick your choices!

  Christine Johnson RE/MAX One

  Lot 2 Klosek Rd, Killingly, CT 06239
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  $383,800 Sold Oct 15, 2025

  170 Lake St, Moosup, CT 06354

  • 3 Beds
  • 1 Bath
  • 1,182 Sq Ft
  • Built 1959

  Last Sold Summary

  • 1% Above List Price
  • $325/SF
  • 26 Days On Market

  Current Estimated Value $369,123

  Last Listing Agent Cary Marcoux RE/MAX Bell Park Realty

  170 Lake St, Moosup, CT 06354
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  Est $315,489 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,240 Sq Ft

  33 Cady St, Danielson, CT 06239

  33 Cady St, Danielson, CT 06239
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  /36

  $485,000

  • 3 Beds
  • 2 Baths
  • 2,170 Sq Ft

  395 Bailey Hill Rd, Danielson, CT 06239

  RENOVATED RANCH Style home situated on .92 acres. Finishing touches being completed on this 3BR, 2BA home boasting approx. 2,820 sq. ft. of total living area. Open flow on the main level starting with a fully renovated kitchen w/Granite counter tops, New cabinets, all New appliances and tiled floor. Original Hardwood flooring throughout the remainder of the main level living room, hallway and

  Chris Campolito Campolito Realty Group

  395 Bailey Hill Rd, Danielson, CT 06239
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  $300,000 Sold Nov 07, 2025

  145 River St, Moosup, CT 06354

  • 2 Beds
  • 1 Bath
  • 1,261 Sq Ft
  • Built 1957

  Last Sold Summary

  • $238/SF
  • 7 Days On Market

  Current Estimated Value $309,915

  Last Listing Agent Gia Parmentier J. Christopher Real Estate Group

  145 River St, Moosup, CT 06354
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  Est $685,481 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,960 Sq Ft

  1530 Route 169, Woodstock, CT 06281

  1530 Route 169, Woodstock, CT 06281
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  /8

  $30,000

  • Land
  • 1.8 Acres
  • $16,667 per Acre

  00 Norwich Rd, Plainfield, CT 06374

  Vacant 1.8 acre parcel located on Norwich Road in Plainfield, CT. The property is zoned RA-30, allowing for single-family residential use subject to town approvals. The lot offers approximately 295 feet of road frontage on a state-maintained paved road, providing easy access and strong visibility. The parcel is primarily open with lightly wooded areas, offering flexibility for future site

  Derek Greene Derek Greene

  00 Norwich Rd, Plainfield, CT 06374

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