Windham County, CT Homes

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  /20

  $164,900 Under Contract

  • Land
  • 3 Acres
  • $54,967 per Acre

  49 Stone Rd, Killingly, CT 06241

  LOCATION LOCATION LOCATION!! 3 acre building lot with over 295' of water frontage on the Five Mile River! Build your dream home on this tranquil park like setting. The pictures don't do it justice! This location is surrounded by high end custom homes, sitting on a quiet country road, yet still close to all major amenities and routes such as I-395, Rte 44, and Rte 101.

  Dale Bunn Riverview Realty, LLC

  49 Stone Rd, Killingly, CT 06241
• 

  $540,000 Sold Aug 18, 2025

  379 Tripp Hollow Rd, Brooklyn, CT 06234

  • 3 Beds
  • 2.5 Baths
  • 2,160 Sq Ft
  • Built 2023

  Last Sold Summary

  • 2% Below List Price
  • $250/SF
  • 65 Days On Market

  Current Estimated Value $538,748

  Last Listing Agent Kim Synott eXp Realty

  379 Tripp Hollow Rd, Brooklyn, CT 06234
• 

  Est $435,344 Not Listed For Sale

  47 Fabyan Woodstock Rd, North Grosvenordale, CT 06255

  • 4 Beds
  • 2.5 Baths
  • 1,978 Sq Ft
  • Built 1935

  47 Fabyan Woodstock Rd, North Grosvenordale, CT 06255

  Last Sold Summary

  • 3% Below List Price
  • $228/SF
  • 110 Days On Market

  Last Sold Price $450,000

  Last Listing Agent Sharon Pelletier Hope Real Estate Group, Inc.
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  /12

  $374,900 Under Contract

  • 4 Beds
  • 4.5 Baths
  • 3,029 Sq Ft

  133 Maple St, Danielson, CT 06239

  Incredible investment opportunity is knocking with this 4-family home. Utilities mostly separated - just a little more work to do to make this a much bigger income property. Inquire for more details. A definite diamond in the rough!

  Rick McCullough R.A. McCullough Homes, LLC

  133 Maple St, Danielson, CT 06239
• 

  $399,000 Sold Aug 18, 2025

  178 Starkweather Rd, Plainfield, CT 06374

  • 3 Beds
  • 2.5 Baths
  • 1,561 Sq Ft
  • Built 1986

  Last Sold Summary

  • $256/SF
  • 34 Days On Market

  Current Estimated Value $422,375

  Last Listing Agent Joel Grispino Drawbridge Realty

  178 Starkweather Rd, Plainfield, CT 06374
• 

  Est $585,902 Not Listed For Sale

  593 Brickyard Rd, Woodstock, CT 06281

  • 3 Beds
  • 2.5 Baths
  • 2,740 Sq Ft
  • Built 2003

  593 Brickyard Rd, Woodstock, CT 06281

  Last Sold Summary

  • 14% Above List Price
  • $188/SF
  • 5 Days On Market

  Last Sold Price $516,000

  Last Listing Agent Brooke Gelhaus Compass Connecticut, LLC
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  /37

  $325,000

  • 3 Beds
  • 2.5 Baths
  • 1,228 Sq Ft

  15 Cracow Ave, Windham, CT 06280

  Welcome to this inviting 3-bedroom, 2-bath ranch featuring a 1-car garage and a fantastic layout perfect for comfortable everyday living. Placed right along side the Natchaug River used for fishing and kayaking! Step inside to find a bright, open floor plan with warm natural light and easy flow throughout. Outside, the property truly shines. Enjoy summer days in your beautiful inground pool (with

  Julienne Jaber KW Legacy Partners

  15 Cracow Ave, Windham, CT 06280
• 

  $799,000 Sold Sep 17, 2025

  223 Barlow Cemetery Rd, Woodstock, CT 06281

  • 3 Beds
  • 4 Baths
  • 2,323 Sq Ft
  • Built 2011

  Last Sold Summary

  • 6% Below List Price
  • $344/SF
  • 40 Days On Market

  Current Estimated Value $788,821

  Last Listing Agent John Downs Berkshire Hathaway NE Prop.

  223 Barlow Cemetery Rd, Woodstock, CT 06281
• 

  Est $328,424 Not Listed For Sale

  23 School St, Plainfield, CT 06374

  • 3 Beds
  • 2 Baths
  • 1,512 Sq Ft
  • Built 1800

  23 School St, Plainfield, CT 06374

  Last Sold Summary

  • 2% Below List Price
  • $222/SF
  • 17 Days On Market

  Last Sold Price $335,000

  Last Listing Agent Lexie Brunet Brunet and Company Real Estate
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  /39

  $265,000 Under Contract

  • 6 Beds
  • 2 Baths
  • 2,595 Sq Ft

  136 Church St, Putnam, CT 06260

  Back on market, no fault of the property. Welcome to 136 Church Street, an original Victorian in the heart of downtown Putnam. This charming home overlooks the Quinebaug River and offers beautiful views of the water and the vibrant festivities of downtown. Just a short walk to shops, restaurants, and local attractions, this location provides the perfect blend of convenience and lifestyle. Recent

  Daniel Nixon Coldwell Banker Realty

  136 Church St, Putnam, CT 06260
• 

  $342,000 Sold Dec 03, 2025

  42 Woodstock Meadows Unit 42, Woodstock, CT 06281

  • 2 Beds
  • 2 Baths
  • 1,541 Sq Ft
  • Built 1985

  Last Sold Summary

  • 1% Above List Price
  • $222/SF
  • 7 Days On Market

  Current Estimated Value $283,599

  Last Listing Agent Derek Greene Derek Greene

  42 Woodstock Meadows Unit 42, Woodstock, CT 06281
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  Est $281,336 Not Listed For Sale

  29 Bennett St, Plainfield, CT 06374

  • 3 Beds
  • 1 Bath
  • 1,000 Sq Ft
  • Built 1985

  29 Bennett St, Plainfield, CT 06374

  Last Sold Summary

  • 2% Below List Price
  • $287/SF
  • 14 Days On Market

  Last Sold Price $287,000

  Last Listing Agent Heather Miller RE/MAX
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  /19

  $244,900

  • 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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  $445,000 Sold Jun 10, 2025

  1015 Route 198, Woodstock, CT 06281

  • 3 Beds
  • 1.5 Baths
  • 1,708 Sq Ft
  • Built 1960

  Last Sold Summary

  • 7% Below List Price
  • $261/SF
  • 92 Days On Market

  Current Estimated Value $441,571

  Last Listing Agent Amy Vinal Pine Knoll Real Estate

  1015 Route 198, Woodstock, CT 06281
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  Est $267,224 Not Listed For Sale

  57 Serwan Ave, Willimantic, CT 06226

  • 4 Beds
  • 2 Baths
  • 1,312 Sq Ft
  • Built 1950

  57 Serwan Ave, Willimantic, CT 06226

  Last Sold Summary

  • 75% Above List Price
  • $116/SF
  • 15 Days On Market

  Last Sold Price $152,500

  Last Listing Agent Lindsey Niarhakos RE/MAX
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  /17

  $269,900

  • 3 Beds
  • 2 Baths
  • 1,836 Sq Ft

  9 Hammond St, Putnam, CT 06260

  Own Your Dream Home with Zero Money Down! Unlock the door to your future with an exclusive offer: Purchase this home and receive $2,699 back in closing costs credits OR $1,457 per month at an exceptional financing rate of 5.05% APR with ZERO down payment available for those who qualify. our Private Oasis Awaits Spacious Home in a Highly Sought-After Location! This well-maintained property offers

  Nathan Clark Your Home Sold Guaranteed Realty, The Nathan Clark Team

  9 Hammond St, Putnam, CT 06260
• 

  $285,000 Sold Feb 26, 2026

  29 Prospect St Unit A, Putnam, CT 06260

  • 3 Beds
  • 1.5 Baths
  • 1,200 Sq Ft
  • Built 2008

  Last Sold Summary

  • 2% Below List Price
  • $238/SF
  • 52 Days On Market

  Current Estimated Value $279,286

  Last Listing Agent Kendra Bonette Coldwell Banker Realty

  29 Prospect St Unit A, Putnam, CT 06260
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  Est $267,806 Not Listed For Sale

  6 Cady St, Danielson, CT 06239

  • 2 Beds
  • 2 Baths
  • 1,008 Sq Ft
  • Built 1930

  6 Cady St, Danielson, CT 06239

  Last Sold Summary

  • 4% Above List Price
  • $256/SF
  • 5 Days On Market

  Last Sold Price $258,000

  Last Listing Agent Ryan LaJoie Johnston & Associates Real Estate, LLC
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  /28

  $589,900 New Construction

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

  890 Brook Rd, Hampton, CT 06247

  STEP over the CT. Line and come view this 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

  Christine Johnson RE/MAX One

  890 Brook Rd, Hampton, CT 06247
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  $375,000 Sold Feb 13, 2026

  263 Liberty Hwy, Putnam, CT 06260

  • 3 Beds
  • 1 Bath
  • 1,260 Sq Ft
  • Built 1974

  Last Sold Summary

  • 4% Above List Price
  • $298/SF
  • 15 Days On Market

  Current Estimated Value $369,656

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

  263 Liberty Hwy, Putnam, CT 06260
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  Est $307,147 Not Listed For Sale

  83 Broad St, Danielson, CT 06239

  • 3 Beds
  • 1 Bath
  • 1,234 Sq Ft
  • Built 1965

  83 Broad St, Danielson, CT 06239

  Last Sold Summary

  • 16% Above List Price
  • $215/SF
  • 1 Day On Market

  Last Sold Price $265,000

  Last Listing Agent Christine Johnson RE/MAX
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  /37

  $589,000 Open Sat 10AM - 12PM

  • 3 Beds
  • 3.5 Baths
  • 2,646 Sq Ft

  436 Providence Pike, Putnam, CT 06260

  Set back from the road on 2 private acres, this 2,646 sq ft Colonial offers space, flexibility, and potential for an accessory dwelling unit (ADU) or in-law setup in the lower level. The main level features a spacious living room with hardwood floors and fireplace with wood stove insert, Den with tile flooring (ideal for gym, rec room, or future sunroom), a dedicated office, and a half bath. The

  Shiloh Therrien The Neighborhood Realty Group

  436 Providence Pike, Putnam, CT 06260
• 

  $315,000 Sold Dec 01, 2025

  379 Snake Meadow Rd, Danielson, CT 06239

  • 3 Beds
  • 1 Bath
  • 837 Sq Ft
  • Built 1978

  Last Sold Summary

  • $376/SF
  • 0 Days On Market

  Current Estimated Value $319,136

  Last Listing Agent Kelsey Adams Kelley eXp Realty

  379 Snake Meadow Rd, Danielson, CT 06239
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  Est $378,007 Not Listed For Sale

  106 Rhode Island Line Rd, Putnam, CT 06260

  • 3 Beds
  • 1 Bath
  • 1,793 Sq Ft
  • Built 1974

  106 Rhode Island Line Rd, Putnam, CT 06260

  Last Sold Summary

  • 44% Above List Price
  • $147/SF
  • 1 Day On Market

  Last Sold Price $263,000

  Last Listing Agent Heather Ash Spadola RE/MAX
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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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  $469,900 Sold Oct 28, 2025

  12 Waterman St, Danielson, CT 06239

  • 4 Beds
  • 3 Baths
  • 3,229 Sq Ft
  • Built 1980

  Last Sold Summary

  • $146/SF
  • 44 Days On Market

  Current Estimated Value $473,903

  Last Listing Agent Rachel Mcnally Real Broker CT, LLC

  12 Waterman St, Danielson, CT 06239
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  Est $242,004 Not Listed For Sale

  96 Franklin St, Danielson, CT 06239

  • 3 Beds
  • 1 Bath
  • 784 Sq Ft
  • Built 1850

  96 Franklin St, Danielson, CT 06239

  Last Sold Summary

  • 52% Above List Price
  • $203/SF
  • 9 Days On Market

  Last Sold Price $159,300

  Last Listing Agent Margaret Boynton Signature Properties of N.E.
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  /4

  $625,000

  • 13 Beds
  • 7 Baths
  • 4,812 Sq Ft

  46-52 Wauregan Rd, Plainfield, CT 06387

  Exceptional investment opportunity with value add potential. This well maintained multifamily property is currently configured as 5 units with a possibility to convert to a 8 unit building. (Buyer to do due diligence). Many of the units have been updated or are in the process of being refreshed. Most are new windows, new floors paint appliances. The unit mix includes a spacious three bedroom two

  Mandy Gruslin Kazantzis Real Estate, LLC

  46-52 Wauregan Rd, Plainfield, CT 06387
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  $340,000 Sold May 22, 2025

  9 Mountain View, Danielson, CT 06239

  • 2 Beds
  • 2 Baths
  • 1,498 Sq Ft
  • Built 2005

  Last Sold Summary

  • 9% Below List Price
  • $227/SF
  • 27 Days On Market

  Current Estimated Value $360,329

  Last Listing Agent Elizabeth Scranton Kazantzis Real Estate, LLC

  9 Mountain View, Danielson, CT 06239
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  Est $447,587 Not Listed For Sale

  538 Center Rd, Woodstock, CT 06281

  • 3 Beds
  • 2 Baths
  • 1,300 Sq Ft
  • Built 1974

  538 Center Rd, Woodstock, CT 06281

  Last Sold Summary

  • 12% Above List Price
  • $308/SF
  • 5 Days On Market

  Last Sold Price $400,000

  Last Listing Agent Brooke Coughlin Lamacchia Realty
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  /35

  $240,000 Pending

  • 4 Beds
  • 1 Bath
  • 1,180 Sq Ft

  291 Mansfield Ave, Willimantic, CT 06226

  Nicely appointed, and well maintained 4 bedroom home. Currently leased until 07/2026. Turnkey investment property, tenants in place. Nothing to do!

  Timothy Morse Alliance Realty LLC

  291 Mansfield Ave, Willimantic, CT 06226
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  $265,000 Sold Dec 31, 2025

  164 Tower Hill Rd, Chaplin, CT 06235

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

  Last Sold Summary

  • $263/SF
  • 14 Days On Market

  Current Estimated Value $268,002

  Last Listing Agent Franchesca Pescatello Prue Realty LLC

  164 Tower Hill Rd, Chaplin, CT 06235
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  Est $314,419 Not Listed For Sale

  11 Bigelow Rd, Hampton, CT 06247

  • 2 Beds
  • 1.5 Baths
  • 1,092 Sq Ft
  • Built 1968

  11 Bigelow Rd, Hampton, CT 06247

  Last Sold Summary

  • 19% Above List Price
  • $242/SF
  • 27 Days On Market

  Last Sold Price $264,000

  Last Listing Agent Sue Esposito Home Selling Team
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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
• 

  $515,000 Sold Aug 07, 2025

  1668 North Rd, Dayville, CT 06241

  • 3 Beds
  • 2 Baths
  • 1,998 Sq Ft
  • Built 1981

  Last Sold Summary

  • 4% Above List Price
  • $258/SF
  • 18 Days On Market

  Current Estimated Value $525,324

  Last Listing Agent Scott Pempek Berkshire Hathaway NE Prop.

  1668 North Rd, Dayville, CT 06241
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  Est $234,439 Not Listed For Sale

  4 Babcock Ct, Willimantic, CT 06226

  • 3 Beds
  • 2 Baths
  • 1,504 Sq Ft
  • Built 1850

  4 Babcock Ct, Willimantic, CT 06226

  Last Sold Summary

  • 134% Above List Price
  • $66/SF
  • 150 Days On Market

  Last Sold Price $100,000

  Last Listing Agent Amy Brunet Brunet and Company Real Estate
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  /3

  $259,900 Pending

  • 2 Beds
  • 1 Bath
  • 1,017 Sq Ft

  170 Putnam Rd, Plainfield, CT 06374

  Full of period charm, this 2-bedroom, 1-bath bungalow is thoughtfully updated and set in Central Village with a warm and welcoming feel. Positioned on a main route with a setting that still feels privately tucked away, the property offers both convenience and a sense of separation. A spacious front porch welcomes you in and is a great spot to relax and enjoy the surroundings. Inside, this home

  Christa Haveles Berkshire Hathaway NE Prop.

  170 Putnam Rd, Plainfield, CT 06374
• 

  $385,000 Sold Jun 24, 2025

  226 Labby Rd, North Grosvenordale, CT 06255

  • 3 Beds
  • 1 Bath
  • 1,872 Sq Ft
  • Built 1960

  Last Sold Summary

  • 3% Above List Price
  • $206/SF
  • 3 Days On Market

  Current Estimated Value $390,921

  Last Listing Agent Cheryl Eidinger-Taylor ERA Key Realty Services

  226 Labby Rd, North Grosvenordale, CT 06255
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  Est $468,260 Not Listed For Sale

  93 Snake Meadow Rd, Moosup, CT 06354

  • 4 Beds
  • 2.5 Baths
  • 2,196 Sq Ft
  • Built 1990

  93 Snake Meadow Rd, Moosup, CT 06354

  Last Sold Summary

  • 1% Below List Price
  • $216/SF
  • 44 Days On Market

  Last Sold Price $475,000

  Last Listing Agent Nicole Garbutt RE/MAX
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  /30

  $975,000

  • 2 Beds
  • 2 Baths
  • 2,895 Sq Ft

  564 Hubbard Rd, Danielson, CT 06239

  Back on the market with fresh updates! Tucked at the end of a winding country drive through open meadow, this distinctive contemporary retreat sits on over 12 private acres. The property features a beautifully remodeled 3 bedroom, 2 bath home offering approximately 2,800 sq ft of living space, along with an impressive heated and air-conditioned four-bay garage with office loft-ideal for

  C. Tina Pappalardo Coldwell Banker Realty

  564 Hubbard Rd, Danielson, CT 06239

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