Windham County, CT Homes

• 

  $325,000 Sold May 15, 2025

  174 Kemp Rd, Hampton, CT 06247

  • 3 Beds
  • 1.5 Baths
  • 1,304 Sq Ft
  • Built 1958

  Last Sold Summary

  • 8% Above List Price
  • $249/SF
  • 6 Days On Market

  Current Estimated Value $323,074

  Last Listing Agent Armando Ruiz eXp Realty

  174 Kemp Rd, Hampton, CT 06247
• 

  Est $309,353 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,176 Sq Ft

  21 Railroad Ave, Sterling, CT 06377

  21 Railroad Ave, Sterling, CT 06377
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  /2

  $225,000

  • Land
  • 13.3 Acres
  • $16,917 per Acre

  0 Church St, Thompson, CT 06277

  Picturesque lot with building site off the road. Ready to go with testing complete for a 5 bedroom home. Build your dream home!

  Amy Brunet Brunet and Company Real Estate

  0 Church St, Thompson, CT 06277
• 

  $799,000 Sold Sep 16, 2025

  5 Kies Rd, Killingly, CT 06239

  • 3 Beds
  • 3.5 Baths
  • 2,209 Sq Ft
  • Built 2015

  Last Sold Summary

  • 5% Below List Price
  • $362/SF
  • 15 Days On Market

  Current Estimated Value $795,379

  Last Listing Agent Rene Barbeau RE/MAX Bell Park Realty

  5 Kies Rd, Killingly, CT 06239
• 

  Est $527,714 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 1,944 Sq Ft

  21 Deer Meadow Ln, Woodstock, CT 06281

  21 Deer Meadow Ln, Woodstock, CT 06281
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  /4

  $189,000 Pending

  • 2 Beds
  • 1 Bath
  • 1,196 Sq Ft

  1452 North Rd, Killingly, CT 06241

  Enjoy the high rolling hills of Northeast Connecticut when you come and go to your new home. Enjoy 3 acres in this serene area which is hidden away but close enough to shopping, dining and recreation. Back of the property is surrounded by remnants of an electric fence, this property also has a 3-stall barn with hay loft and hay lift. Bring your vision for this 2/3 bedroom mobile home which is in

  Vicki Long RE/MAX Legends

  1452 North Rd, Killingly, CT 06241
• 

  $375,000 Sold Jan 07, 2026

  8 S Bigelow Rd, Hampton, CT 06247

  • 3 Beds
  • 1.5 Baths
  • 1,440 Sq Ft
  • Built 1978

  Last Sold Summary

  • 3% Below List Price
  • $260/SF
  • 14 Days On Market

  Last Listing Agent Alexcia Merritt RE/MAX Bell Park Realty

  8 S Bigelow Rd, Hampton, CT 06247
• 

  Est $301,985 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,400 Sq Ft

  120 Broad St, Danielson, CT 06239

  120 Broad St, Danielson, CT 06239
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  /6

  $198,500 Pending

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

  50 South St, Willimantic, CT 06226

  No entry into this property will be available to the public due to the inhabitable condition and all offers will be submitted sight unseen. This property is being sold as is, in an Estate, and will require Probate Court approval. The sale of this property is a short sale.

  Franchesca Pescatello Prue Realty LLC

  50 South St, Willimantic, CT 06226
• 

  $390,000 Sold Jul 01, 2025

  25 Logans Way, Sterling, CT 06377

  • 3 Beds
  • 1.5 Baths
  • 1,184 Sq Ft
  • Built 2020

  Last Sold Summary

  • 4% Above List Price
  • $329/SF
  • 9 Days On Market

  Current Estimated Value $395,878

  Last Listing Agent Pasquale Corso RI Real Estate Services

  25 Logans Way, Sterling, CT 06377
• 

  Est $309,791 Not Listed For Sale

  • 5 Beds
  • 2 Baths
  • 1,955 Sq Ft

  147 Spring St, Willimantic, CT 06226

  147 Spring St, Willimantic, CT 06226
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  /33

  $799,900

  • 4 Beds
  • 3 Baths
  • 1,569 Sq Ft

  145 Perrin Rd, Woodstock, CT 06281

  SELLER OWNS THE SOLAR SYSTEM. NO ELECTRIC BILL! Professional photos to come Thursday 1/22. Stunning Equestrian Estate on 26.54 Acres - Woodstock, CT 4 Beds 3 Baths Potential In-Law Setup. Beautiful post-and-beam home set on 26.54 private acres in desirable Woodstock. Crafted by a Master Carpenter and meticulously maintained, this property offers exceptional construction, flexible living space,

  Kerri Mullen CR Premier Properties

  145 Perrin Rd, Woodstock, CT 06281
• 

  $115,000 Sold Feb 24, 2025

  24 Haley Ln, North Windham, CT 06256

  • 3 Beds
  • 2 Baths
  • 1,620 Sq Ft
  • Built 2003

  Last Sold Summary

  • 18% Below List Price
  • $71/SF
  • 107 Days On Market

  Last Listing Agent Robert Ferrigno Ferrigno-Willimantic REALTORS

  24 Haley Ln, North Windham, CT 06256
• 

  Est $301,860 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,636 Sq Ft

  16 Lyon St, Putnam, CT 06260

  16 Lyon St, Putnam, CT 06260
• 

  

  /40

  $649,900 Pending

  • 4 Beds
  • 3.5 Baths
  • 4,536 Sq Ft

  101 Center Rd, Woodstock, CT 06281

  This beautiful sprawling custom colonial is set on 9 acres of land at the end of a winding long driveway and surrounded by open area. Grand living spaces with cathedral ceilings and a floor to ceiling fireplace, tons of natural light, 4 bedrooms & 3.5 bathrooms, a 1500 sqft in-law suite with additional bedroom, new appliances, spacious 2 car garage, and an out building with electricity and

  Jeff Valentine William Pitt Sotheby's Int'l

  101 Center Rd, Woodstock, CT 06281
• 

  $435,000 Sold Sep 12, 2025

  208 Water St, Canterbury, CT 06331

  • 3 Beds
  • 2.5 Baths
  • 2,210 Sq Ft
  • Built 2002

  Last Sold Summary

  • 9% Above List Price
  • $197/SF
  • 0 Days On Market

  Current Estimated Value $419,138

  Last Listing Agent Christine Johnson RE/MAX One

  208 Water St, Canterbury, CT 06331
• 

  Est $223,858 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 605 Sq Ft

  72 Marshall St, Putnam, CT 06260

  72 Marshall St, Putnam, CT 06260
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  /7

  $99,000

  • 1 Bed
  • 1 Bath
  • 720 Sq Ft

  81 Parkway Dr, Thompson, CT 06277

  Mobile home in a quiet, well-kept, sought-after 55+ community in Quinebaug Park. Features recent paint and siding updates, newer sliders opening up to a deck and a large yard with 3 sheds, and a garden area. Inside, enjoy a cozy propane fireplace, recently updated track lighting, and an efficient, single-level layout for comfortable living. Priced to sell - make it yours! Buyers are subject to

  Bonnie MacDonald Berkshire Hathaway NE Prop.

  81 Parkway Dr, Thompson, CT 06277
• 

  $350,000 Sold Sep 30, 2025

  9 Isabellas Place, Danielson, CT 06239

  • 2 Beds
  • 2.5 Baths
  • 1,268 Sq Ft
  • Built 2005

  Last Sold Summary

  • $276/SF
  • 2 Days On Market

  Current Estimated Value $330,001

  Last Listing Agent Kara Mazzola First Choice Realty

  9 Isabellas Place, Danielson, CT 06239
• 

  Est $291,889 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,870 Sq Ft

  21 Bristol St, Willimantic, CT 06226

  21 Bristol St, Willimantic, CT 06226
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  /15

  $349,000

  • Land
  • 5.2 Acres
  • $67,115 per Acre

  1450 North Rd, Killingly, CT 06241

  Discover an extraordinary aviation opportunity in the heart of Connecticut's country side. This licensed private landing area known as Yankee Airstrip - CT 13 offers pilots and aviation enthusiasts a rare chance to own their piece of the sky. Positioned at a 720 ft. elevation, the property features a well-maintained 1700 ft. turf runway that's 90 ft. wide. The airfield fits perfectly in

  Scott Pempek Berkshire Hathaway NE Prop.

  1450 North Rd, Killingly, CT 06241
• 

  $285,000 Sold Oct 06, 2025

  6 James St E, Putnam, CT 06260

  • 3 Beds
  • 1.5 Baths
  • 1,056 Sq Ft
  • Built 1989

  Last Sold Summary

  • 2% Above List Price
  • $270/SF
  • 10 Days On Market

  Current Estimated Value $282,899

  Last Listing Agent Thomas Mele Dorrance Realty

  6 James St E, Putnam, CT 06260
• 

  Est $248,917 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,924 Sq Ft

  97 North St, Willimantic, CT 06226

  97 North St, Willimantic, CT 06226
• 

  /2

  $295,000

  • Land
  • 2.79 Acres
  • $105,735 per Acre

  19 Knollwood Dr, Canterbury, CT 06331

  Level, lightly wooded commercial lot, next to retail plaza and Cumberland Farms. 2.79 acres. 535' road frontage. Zone VC Village Commercial. Both Well and Septic needed. $295,000. PERMITTED USES: Retail, Services, Office, Indoor Recreation, Motel... BY SPECIAL PERMIT: Church, School, Museum, Multi-use (mixed use)...

  Norm Peck Signature Properties of NewEng

  19 Knollwood Dr, Canterbury, CT 06331
• 

  $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 $540,792

  Last Listing Agent Kim Synott Castinetti Realty Group

  379 Tripp Hollow Rd, Brooklyn, CT 06234
• 

  Est $358,114 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,356 Sq Ft

  80 Brunswick Ave, Moosup, CT 06354

  80 Brunswick Ave, Moosup, CT 06354
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  /12

  $235,500

  • 4 Beds
  • 1 Bath
  • 1,865 Sq Ft

  29 Union St, Moosup, CT 06354

  Check out this spacious Cape Cod located in Moosup! Featuring 4-bedrooms and a living area upstairs, as well as a lovely and open main floor, this home has a lot to offer. Property features a partially fenced yard located in a neighborhood with many young families. This home received many renovations in 2023 including a roof. This property may qualify for Seller Financing (Vendee). If property

  Ryan King Aspen Realty Group

  29 Union St, Moosup, CT 06354
• 

  $350,000 Sold Apr 25, 2025

  50 Richmond Rd Unit 2, Putnam, CT 06260

  • 2 Beds
  • 2 Baths
  • 2,612 Sq Ft
  • Built 2004

  Last Sold Summary

  • 3% Above List Price
  • $134/SF
  • 6 Days On Market

  Current Estimated Value $363,597

  Last Listing Agent Lynn Converse RE/MAX Bell Park Realty

  50 Richmond Rd Unit 2, Putnam, CT 06260
• 

  Est $250,814 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 960 Sq Ft

  61 Connecticut Dr, Plainfield, CT 06374

  61 Connecticut Dr, Plainfield, CT 06374
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  /34

  $315,000 Pending

  • 1 Bed
  • 1 Bath
  • 1,586 Sq Ft

  10 Topview Dr, Thompson, CT 06277

  Don't let the 1 bedroom scare you because this 1,500 sq. ft. Ranch, just off Rt. 131 in Quinebaug, is more than meets the eye. This home has tons of potential for an easy 2 bedroom conversion along with a possible. A new 3 bedroom septic was installed in 2021 and the oversizing dining room is easily converted into a second bedroom along with the sunroom as a possibility for the 3rd. Only need 1

  Ryan LaJoie Johnston & Associates Real Estate, LLC

  10 Topview Dr, Thompson, CT 06277
• 

  $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 $412,995

  Last Listing Agent Joel Grispino Drawbridge Realty

  178 Starkweather Rd, Plainfield, CT 06374
• 

  Est $428,669 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,844 Sq Ft

  48 Wauregan Rd, Canterbury, CT 06331

  48 Wauregan Rd, Canterbury, CT 06331
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  /36

  $330,000

  • 3 Beds
  • 1 Bath
  • 1,423 Sq Ft

  151 Brandy Hill Rd, Thompson, CT 06277

  Antique-style farmhouse with over one acre of open land for gardening or your new inground pool! Home has 3 bedrooms and one bath. Large front-to-back living room with sliders out to a wrap-around deck. Kitchen with stove, refrigerator, dishwasher and washer/dryer hookups. Two large bedrooms on the second floor with ample hallway space to serve as a small den. Third bedroom on the first floor.

  Joann Hall RE/MAX Bell Park Realty

  151 Brandy Hill Rd, Thompson, CT 06277
• 

  $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 $785,017

  Last Listing Agent John Downs Berkshire Hathaway NE Prop.

  223 Barlow Cemetery Rd, Woodstock, CT 06281
• 

  Est $286,283 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,513 Sq Ft

  21 Carey St, Willimantic, CT 06226

  21 Carey St, Willimantic, CT 06226
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  /39

  $559,900 Under Contract

  • 3 Beds
  • 2.5 Baths
  • 1,974 Sq Ft

  827 Thompson Rd, Thompson, CT 06277

  Four Car Garage and more. Nows your chance for this Entertainer's Dream Home with Private Nature Retreat! This stunning property is a must-see for anyone who loves to entertain and also values peace and privacy. Your future memories included unforgettable gatherings. Custom features an amazing whole-house sound system that extends outdoors, setting the perfect mood for any event, day or night.

  Shawn Thomaszewicz Keys to Dreams Realty, LLC

  827 Thompson Rd, Thompson, CT 06277
• 

  $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

  Last Listing Agent Derek Greene Derek Greene

  42 Woodstock Meadows Unit 42, Woodstock, CT 06281
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  Est $446,908 Not Listed For Sale

  • 5 Beds
  • 3.5 Baths
  • 3,150 Sq Ft

  302 Broad St, Danielson, CT 06239

  302 Broad St, Danielson, CT 06239
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  /37

  $299,999

  • 3 Beds
  • 1 Bath
  • 1,333 Sq Ft

  135 Adelaide St, Danielson, CT 06239

  Tucked away at the end of a quiet cul-de-sac, this private riverfront Cape offers the kind of peaceful setting you just don't find every day. Set on 3+ wooded acres along the Quinebaug River, you can kayak, fish, or canoe right from your own backyard and enjoy nature as your daily backdrop. Inside, the 1,333 sq ft, 3-bedroom, 1-bath layout feels warm and inviting, with an enclosed porch

  Jessica Cameron Re/Max Results

  135 Adelaide St, Danielson, CT 06239
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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 $430,310

  Last Listing Agent Amy Vinal Pine Knoll Real Estate

  1015 Route 198, Woodstock, CT 06281

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