Windham County, CT Homes

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  Not Listed For Sale

  00 Brook Rd, Scotland, CT 06264

  00 Brook Rd, Scotland, CT 06264
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  /16

  $39,900 Pending

  • Land
  • 0.12 Acre
  • $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
• 

  $429,900 Sold Apr 04, 2025

  333 Snake Meadow Rd, Killingly, CT 06239

  • 3 Beds
  • 2 Baths
  • 1,040 Sq Ft
  • Built 2024

  Last Sold Summary

  • $413/SF
  • 1 Day On Market

  Last Listing Agent Mandy Gruslin Kazantzis Real Estate, LLC

  333 Snake Meadow Rd, Killingly, CT 06239
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  Not Listed For Sale

  0 Cornell Rd, Plainfield, CT 06374

  0 Cornell Rd, Plainfield, CT 06374
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  /2

  $139,000

  • 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
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  $345,000 Sold Feb 28, 2025

  105 Lhomme St, Danielson, CT 06239

  • 4 Beds
  • 2.5 Baths
  • 2,063 Sq Ft
  • Built 1940

  Last Sold Summary

  • $167/SF
  • 81 Days On Market

  Current Estimated Value $378,011

  Last Listing Agent Michelle Richardson Kazantzis Real Estate, LLC

  105 Lhomme St, Danielson, CT 06239
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  Est $682,000 Not Listed For Sale

  • 3 Beds

  54 Stone Rd, Dayville, CT 06241

  54 Stone Rd, Dayville, CT 06241
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  /24

  $194,900

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

  261 Old Colony Rd, Eastford, CT 06242

  Cape-style home built in 1767, offering 6 rooms, 2 bedrooms, and 2 full bathrooms across 1,359 square feet. Features include a full basement and a one-car detached garage. The house and detached garage both have a new roof. Built in 1767, the property offers original architectural features alongside functional living space on a rural lot. This property is eligible under the Freddie Mac First Look

  Michael Calabro Coldwell Banker Calabro

  261 Old Colony Rd, Eastford, CT 06242
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  $315,000 Sold Jul 18, 2025

  25 Lori Dr, Plainfield, CT 06374

  • 3 Beds
  • 1 Bath
  • 1,050 Sq Ft
  • Built 1989

  Last Sold Summary

  • 26% Above List Price
  • $300/SF
  • 0 Days On Market

  Current Estimated Value $313,379

  Last Listing Agent Christine Johnson RE/MAX One

  25 Lori Dr, Plainfield, CT 06374
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  Not Listed For Sale

  0 Lovers Ln, Plainfield, CT 06374

  0 Lovers Ln, Plainfield, CT 06374
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  /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
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  $525,000 Sold Dec 01, 2025

  183 Thompson Rd, Thompson, CT 06277

  • 3 Beds
  • 3 Baths
  • 1,724 Sq Ft
  • Built 1850

  Last Sold Summary

  • 4% Below List Price
  • $305/SF
  • 19 Days On Market

  Last Listing Agent The Schlesman Realty Group ERA Key Realty Services

  183 Thompson Rd, Thompson, CT 06277
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  Est $625,578 Not Listed For Sale

  • 15 Beds
  • 6 Baths
  • 3,900 Sq Ft

  Unlisted Address

  Unlisted Address
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  /22

  $99,900

  • Land
  • 13.6 Acres
  • $7,346 per Acre

  0 Lyon Hill Rd, Woodstock, CT 06281

  Woodstock 13.6-Acre Residential Home Lot With 643-FT Frontage Located At The Intersection Of Rte-197, Center Road, And The Beginning Of Lyon Hill Road, Woodstock. Build Site Is Very Accessible, Cleared, Level, Open, And Already Has Two Access Ways / Drives In. Plenty Of Room For House, Well And Septic. Please Do Not Go On The Property Without An Appointment.

  Robert Arute Arute Realty Group LLC

  0 Lyon Hill Rd, Woodstock, CT 06281
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  $474,900 Sold Dec 05, 2025

  72 South St, Brooklyn, CT 06234

  • 3 Beds
  • 3 Baths
  • 1,795 Sq Ft
  • Built 2025

  Last Sold Summary

  • $265/SF
  • 56 Days On Market

  Last Listing Agent Christine Johnson RE/MAX One

  72 South St, Brooklyn, CT 06234
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  Est $451,145 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,650 Sq Ft

  260 Phoenixville Rd, Chaplin, CT 06235

  260 Phoenixville Rd, Chaplin, CT 06235
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  /23

  $329,900

  • 3 Beds
  • 1.5 Baths
  • 1,400 Sq Ft

  7 Lockwood St, Brooklyn, CT 06234

  This 3-bedroom, 1.5-bath ranch sits on a peaceful dead-end road where you'll actually know your neighbors. Freshly painted throughout in crisp white with hardwood floors in every room, the home feels bright and ready to go. Bedrooms are sunny with generous closets and handy built-ins. The kitchen keeps things simple with updated dark blue cabinets and a separate dining room-the kind of space

  Shawn Mercer Coldwell Banker Realty

  7 Lockwood St, Brooklyn, CT 06234
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  $179,000 Sold Feb 14, 2025

  100 Canterbury Rd Unit B, Plainfield, CT 06374

  • 2 Beds
  • 1 Bath
  • 1,040 Sq Ft
  • Built 1977

  Last Sold Summary

  • 1% Below List Price
  • $172/SF
  • 110 Days On Market

  Current Estimated Value $187,067

  Last Listing Agent Tonya Hughes Coldwell Banker Realty

  100 Canterbury Rd Unit B, Plainfield, CT 06374
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  Est $79,102 Not Listed For Sale

  189 Coomer Hill Rd, Dayville, CT 06241

  189 Coomer Hill Rd, Dayville, CT 06241
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  /39

  $379,900 Pending

  • 2 Beds
  • 2 Baths
  • 1,544 Sq Ft

  33 Playground Dr, Woodstock, CT 06281

  **Offer Deadline - Seller asking for all highest and best offers by Tue. Jan. 6th by Noon. Enjoy lake views and coveted lake community rights from this beautifully updated home set on just under an acre of land. The open-concept main level features a sun-filled living room and kitchen with soaring cathedral ceilings, granite countertops, stainless steel appliances. The spacious primary suite

  Joshua Somers P&H Property Consulting, Inc.

  33 Playground Dr, Woodstock, CT 06281
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  $565,000 Sold Jul 18, 2025

  222 Route 197, Woodstock, CT 06281

  • 3 Beds
  • 2 Baths
  • 1,952 Sq Ft
  • Built 1991

  Last Sold Summary

  • $289/SF
  • 8 Days On Market

  Current Estimated Value $567,203

  Last Listing Agent Brooke Gelhaus Compass Connecticut, LLC

  222 Route 197, Woodstock, CT 06281
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  Est $652,710 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 3,027 Sq Ft

  5 Brookside Landing, Putnam, CT 06260

  5 Brookside Landing, Putnam, CT 06260
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  /6

  $409,000

  • Land
  • 45 Acres
  • $9,089 per Acre

  Unlisted Address

  Do not miss out on the opportunity to own 45 acres in Killingly! Nestled along rural Cook Hill Rd, this stunning lot offers privacy and convenience. This raw classic New England land offers beautiful mature trees, stone walls, and a small stream. Convenient location just minutes away from i395, Route 6, shopping plazas, restaurants, and convenience stores. Come explore the endless opportunities

  Joseph Bonneau eXp Realty

  Unlisted Address
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  /5

  $399,900 Sold May 16, 2025

  30 Sterling Ridge Ln, Sterling, CT 06377

  • 3 Beds
  • 2.5 Baths
  • 1,776 Sq Ft
  • Built 2025

  Last Sold Summary

  • $225/SF
  • 0 Days On Market

  Last Listing Agent Nicole Maine Lila Delman Compass

  30 Sterling Ridge Ln, Sterling, CT 06377
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  Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,104 Sq Ft

  8 Erin Dr, Plainfield, CT 06374

  8 Erin Dr, Plainfield, CT 06374
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  /2

  $75,000

  • Land
  • 8.5 Acres
  • $8,824 per Acre

  43 Fall Brook Rd, Danielson, CT 06239

  lovely 8.5 acre lot buildable, raw land

  Ned Murtha Coastal Properties Group

  43 Fall Brook Rd, Danielson, CT 06239
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  $399,000 Sold Oct 21, 2025

  30 Brunswick Ave, Plainfield, CT 06354

  • 2 Beds
  • 1 Bath
  • 1,080 Sq Ft
  • Built 2025

  Last Sold Summary

  • 8% Above List Price
  • $369/SF
  • 14 Days On Market

  Last Listing Agent Paige Collelo Taber Realty, LLC

  30 Brunswick Ave, Plainfield, CT 06354
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  Est $461,708 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 2,844 Sq Ft

  705 Ekonk Hill Rd, Sterling, CT 06354

  705 Ekonk Hill Rd, Sterling, CT 06354
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  /40

  $345,000

  • 3 Beds
  • 1.5 Baths
  • 1,640 Sq Ft

  1250 Route 171, Woodstock, CT 06281

  Welcome to this charming colonial with stenciled details that add character & style! This delightful antique property is the perfect fixer upper and features 3 bedrooms, 1 and a 1/2 bathrooms, and a clapboard exterior. Situated on a 0.9 acre lot, this home boasts a garden in the side yard and a large backyard, perfect for outdoor enjoyment. Additionally, a shed provides convenient storage for

  Kara Mazzola First Choice Realty

  1250 Route 171, Woodstock, CT 06281
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  $410,000 Sold Feb 28, 2025

  101 Lyon Hill Rd, Woodstock, CT 06281

  • 3 Beds
  • 2 Baths
  • 1,179 Sq Ft
  • Built 1998

  Last Sold Summary

  • 3% Above List Price
  • $348/SF
  • 0 Days On Market

  Current Estimated Value $416,495

  Last Listing Agent Courtney Ravenelle RE/MAX Bell Park Realty

  101 Lyon Hill Rd, Woodstock, CT 06281
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  Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,134 Sq Ft

  262 S Shore Rd, Dayville, CT 06241

  262 S Shore Rd, Dayville, CT 06241
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  /24

  $349,900

  • 5 Beds
  • 3.5 Baths
  • 2,496 Sq Ft

  385 Hampton Rd, Chaplin, CT 06235

  Set on a private 25-acre lot, this spacious Colonial-style home offers the perfect blend of flexibility, comfort, and convenience. The main level features a bright living room with a fireplace, hardwood floors, a large kitchen, 3 bedrooms, and 2 full bathrooms, including a primary suite with its own bath. The attached in-law unit provides an ideal setup for extended family or guests, offering its

  Jolanta Rojek eXp Realty

  385 Hampton Rd, Chaplin, CT 06235
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  $320,000 Sold Aug 13, 2025

  195 Quarry St, Willimantic, CT 06226

  • 3 Beds
  • 2 Baths
  • 2,100 Sq Ft
  • Built 1979

  Last Sold Summary

  • $152/SF
  • 6 Days On Market

  Current Estimated Value $319,753

  Last Listing Agent Jasmine Baker RE/MAX One

  195 Quarry St, Willimantic, CT 06226
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  Est $254,119 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 814 Sq Ft

  141 State Ave, Killingly, CT 06263

  141 State Ave, Killingly, CT 06263
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  /40

  $2,840,000

  • 6 Beds
  • 3.5 Baths
  • 10,908 Sq Ft

  5 Brookside Ln, Woodstock, CT 06281

  Exceptional pride of ownership is evident in this rare opportunity to acquire a 14-unit multifamily asset in Woodstock, CT, with the option to combine with an additional 14 units at Pinecrest Apartments for portfolio sale. Built in 1987, the property features tenant-paid utilities with individual hot water heaters and electrical subpanels in every unit-supporting efficient operations and strong,

  Lisa Cozzi Century 21 AllPoints Realty

  5 Brookside Ln, Woodstock, CT 06281
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  /24

  $49,900 Sold Jul 13, 2025

  1340B Connecticut 169, Woodstock, CT 06281

  • Land
  • 3.6 Acres
  • $13,861 per Acre

  Last Sold Summary

  • 58 Days On Market

  Last Listing Agent Dennis Duga Dr. LAND

  1340B Connecticut 169, Woodstock, CT 06281
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  Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,232 Sq Ft

  30 Pond St Unit 30, Plainfield, CT 06374

  30 Pond St Unit 30, Plainfield, CT 06374
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  /2

  $180,000

  • Land
  • 17.36 Acres
  • $10,369 per Acre

  0 Boston Turnpike, Eastford, CT 06242

  17.3 wooded acres in a rural Eastford location right on Route 244. The property features a stone wall and ample space to build your dream home. Quiet setting, convenient to nearby towns and amenities. A great opportunity to build in a peaceful country area.

  Nicole Gleason CR Premier Properties

  0 Boston Turnpike, Eastford, CT 06242
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  $152,000 Sold Oct 10, 2025

  20 Connecticut Dr, Plainfield, CT 06374

  • 2 Beds
  • 2 Baths
  • 960 Sq Ft
  • Built 1987

  Last Sold Summary

  • 9% Above List Price
  • $158/SF
  • 105 Days On Market

  Current Estimated Value $153,721

  Last Listing Agent Justin Cote Compass Connecticut, LLC

  20 Connecticut Dr, Plainfield, CT 06374
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  Not Listed For Sale

  66 Weeks Rd W, Eastford, CT 06242

  66 Weeks Rd W, Eastford, CT 06242

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