Windham County, CT Homes

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  /40

  $415,000

  • 4 Beds
  • 1 Bath
  • 1,652 Sq Ft

  303 Riverside Dr, Thompson, CT 06277

  ~*~ BRING YOUR CREATIVITY ~ TOOL BOX & LONG TERM VISION to 303 RIVERSIDE DRIVE!! ~*~ ... Although this Property Requires The "3 RRRs" Renovation, Repairs & Restoration .... It will be a Rewarding Opportunity for the Right Buyer!!!... Being Sold As-Is....This Cape Style House comes with 4 Sprawling Acres of Wooded Privacy! Not to Mention the "Aged" wide Stonewall Borders!... The House offers 1,652

  June Cazeault Hope Real Estate Group, Inc.

  303 Riverside Dr, Thompson, CT 06277
• 

  $150,000

  Sold Nov 18, 2025

  9 Sherman Rd, Woodstock, CT 06281

  • 2 Beds
  • 1 Bath
  • 888 Sq Ft
  • Built 1951

  Last Sold Summary

  • 21% Below List Price
  • $169/SF
  • 23 Days On Market

  Last Listing Agent Ryan Braunagel Keller Williams Realty Prtnrs.

  9 Sherman Rd, Woodstock, CT 06281
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  Est $289,248

  Not Listed For Sale

  149 Tarbox Rd, Plainfield, CT 06374

  • 3 Beds
  • 1 Bath
  • 1,392 Sq Ft
  • Built 1977

  149 Tarbox Rd, Plainfield, CT 06374

  Last Sold Summary

  • 3 Days On Market

  Last Listing Agent Michele Geragotelis RE/MAX Bell Park Realty
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  /31

  $489,000

  • 5 Beds
  • 3 Baths
  • 2,674 Sq Ft

  28 Pleasant St, Willimantic, CT 06226

  3 Family well maintained for sale in Willimantic with extra large lot size, .53 ac. and extra large out building for garage, storage and workbench area with power. 2 units on first floor with one unit on second floor. close and convenient to Main Street and bus line. Historical home been in family for generations. see agent remarks

  Kathy Dubay I.M.A. Realty LLC

  28 Pleasant St, Willimantic, CT 06226
• 

  $609,000

  Sold Aug 14, 2026

  593 Pomfret St, Putnam, CT 06260

  • 3 Beds
  • 1.5 Baths
  • 2,308 Sq Ft
  • Built 1916

  Last Sold Summary

  • 2% Above List Price
  • $264/SF
  • 1 Day On Market

  Current Estimated Value $601,856

  Last Listing Agent Ashley Walker Kazantzis Real Estate, LLC

  593 Pomfret St, Putnam, CT 06260
• 

  Est $321,197

  Not Listed For Sale

  108 Littlefield Rd, Hampton, CT 06247

  • 3 Beds
  • 2 Baths
  • 1,248 Sq Ft
  • Built 1989

  108 Littlefield Rd, Hampton, CT 06247

  Last Sold Summary

  • 76 Days On Market

  Last Listing Agent Sherry Borgeson Berkshire Hathaway NE Prop.
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  /39

  $825,000

  • 5 Beds
  • 2.5 Baths
  • 4,074 Sq Ft

  26 Beecher Rd, Brooklyn, CT 06234

  This beautiful old Colonial home was built on one of the first four parcels of land when Brooklyn was first settled. The historic character is seen throughout the home but with many modern amenities. Five Bedrooms, 2.5 Baths, 2 Fireplaces, 2 Woodstoves, Hot air heat, Newer Windows and beautiful old wood flooring. The attached heated workshop is state of the art and offers many uses. There is a

  Mae Lyons Stonehouse Real Estate Co., LLC

  26 Beecher Rd, Brooklyn, CT 06234
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  $38,000

  Sold Oct 17, 2025

  284 Willimantic Rd, Chaplin, CT 06235

  • Land
  • 1.5 Acres
  • $25,333 per Acre

  Last Sold Summary

  • 16% Below List Price
  • 66 Days On Market

  Current Estimated Value $39,500

  Last Listing Agent Lisa Sader-Goede Aspen Realty Group

  284 Willimantic Rd, Chaplin, CT 06235
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  Est $427,425

  Not Listed For Sale

  445 Turnpike Rd, Ashford, CT 06278

  • 3 Beds
  • 2 Baths
  • 1,699 Sq Ft
  • Built 1985

  445 Turnpike Rd, Ashford, CT 06278

  Last Sold Summary

  • 45 Days On Market

  Last Listing Agent Stephanie Liriano Redfin Corporation
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  /25

  $479,900

  $20K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 2,014 Sq Ft

  21 Fairfield Dr, Woodstock, CT 06281

  Welcome home to this charming colonial tucked away on a peaceful cul-de-sac, offering privacy and picturesque views on a full acre of land. As you step in through the fresh new mudroom, you will find a spacious, bright living room, a separate dining room, and a beautiful kitchen with stainless steel appliances, a breakfast bar, abundant cabinet space, and access to a private back deck overlooking

  Patricia Scarpa Marino Realty LLC

  21 Fairfield Dr, Woodstock, CT 06281
• 

  $375,000

  Sold Feb 13, 2026

  89 Kinney Hill Rd, Plainfield, CT 06374

  • 3 Beds
  • 2 Baths
  • 1,614 Sq Ft
  • Built 1991

  Last Sold Summary

  • $232/SF
  • 40 Days On Market

  Current Estimated Value $383,976

  Last Listing Agent Kara Mazzola First Choice Realty

  89 Kinney Hill Rd, Plainfield, CT 06374
• 

  Est $414,165

  Not Listed For Sale

  71 Lovers Ln, Windham, CT 06280

  • 3 Beds
  • 2 Baths
  • 1,938 Sq Ft
  • Built 2002

  71 Lovers Ln, Windham, CT 06280

  Last Sold Summary

  • 4 Days On Market

  Last Listing Agent Mark Tetreault, II RE/MAX Bell Park Realty
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  /24

  $285,000

  Pending

  • 3 Beds
  • 2 Baths
  • 1,409 Sq Ft

  506 Church St, Putnam, CT 06260

  Cape style home with stone and vinyl exterior, and a private back yard with pretty gardens. The great room is large and bright and offers multiple uses and conveys with a pool table. It is heated with a propane fireplace and cooled with a mini-split. Town card states 3 bedrooms and 2 full baths. The main floor bedroom was modified to include laundry, and has direct access to a full bath. The two

  Richard Loomis RE/MAX Bell Park Realty

  506 Church St, Putnam, CT 06260
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  $355,000

  Sold Aug 21, 2026

  449 Pudding Hill Rd, Hampton, CT 06247

  • 2 Beds
  • 1 Bath
  • 912 Sq Ft
  • Built 1986

  Last Sold Summary

  • 5% Above List Price
  • $389/SF
  • 30 Days On Market

  Current Estimated Value $378,000

  Last Listing Agent Timothy Shafer Drawbridge Realty

  449 Pudding Hill Rd, Hampton, CT 06247
• 

  Est $476,397

  Not Listed For Sale

  89 Soap St, Dayville, CT 06241

  • 3 Beds
  • 1.5 Baths
  • 1,560 Sq Ft
  • Built 2007

  89 Soap St, Dayville, CT 06241

  Last Sold Summary

  • 2 Days On Market

  Last Listing Agent Christine Johnson RE/MAX One
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  /40

  $749,900

  • 7 Beds
  • 3.5 Baths
  • 4,231 Sq Ft

  362 Thompson Rd, Thompson, CT 06277

  Step back in time while enjoying the comforts of today in this exceptional Antique Colonial, built in 1830 and proudly situated on historic Thompson Hill. From the moment you arrive, the home makes a lasting impression with its welcoming wrap-around front porch, tastefully landscaped grounds, and classic circular driveway. The property also features a sizeable barn, offering abundant storage and

  Rachael Johnston Johnston & Associates Real Estate, LLC

  362 Thompson Rd, Thompson, CT 06277
• 

  $530,000

  Sold Aug 03, 2026

  341 Main St, Hampton, CT 06247

  • 4 Beds
  • 2.5 Baths
  • 2,268 Sq Ft
  • Built 1938

  Last Sold Summary

  • 4% Below List Price
  • $234/SF
  • 6 Days On Market

  Current Estimated Value $542,709

  Last Listing Agent Cindy Forlenzo Coldwell Banker Realty

  341 Main St, Hampton, CT 06247
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  Est $311,679

  Not Listed For Sale

  15 S Pine St, Plainfield, CT 06374

  • 4 Beds
  • 2 Baths
  • 1,387 Sq Ft
  • Built 1965

  15 S Pine St, Plainfield, CT 06374

  Last Sold Summary

  • 12 Days On Market

  Last Listing Agent Ashley Walker Kazantzis Real Estate, LLC
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  /26

  $389,000

  $11K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 1,732 Sq Ft

  4 Railroad Ave, Plainfield, CT 06374

  Discover the Perfect Blend of Privacy and Convenience Nestled on nearly an acre of wooded surroundings, this charming 3 bedroom, 1.5 bath home offers the peaceful setting you've been searching for while remaining just minutes from shopping, dining, healthcare, and easy access to I395. Inside, you'll find a spacious 24 x 14 primary bedroom, convenient first floor laundry, and an inviting living

  Thomas Goss J. Christopher Real Estate Group

  4 Railroad Ave, Plainfield, CT 06374
• 

  $515,000

  Sold Oct 15, 2025

  237 Turnpike Rd, Ashford, CT 06278

  • 3 Beds
  • 2.5 Baths
  • 1,976 Sq Ft
  • Built 2006

  Last Sold Summary

  • 3% Above List Price
  • $261/SF
  • 19 Days On Market

  Current Estimated Value $555,344

  Last Listing Agent Stephen Galinat Home Selling Team

  237 Turnpike Rd, Ashford, CT 06278

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