Windham County, CT Homes

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  /21

  $249,900 Pending

  • 3 Beds
  • 1 Bath
  • 1,390 Sq Ft

  1200 Route 171, Woodstock, CT 06281

  Adorable Country home on 3.22 acres with remodeled appliance eat in kitchen with large breakfast bar and pantry. Slider leads to wrap around deck. First floor has a living room and a primary bedroom, full bathroom. Upper level has two bedrooms and an office. This home is 100 years old. It is not shiny and new. There is room for one vehicle in the front and the rest of the parking is behind the

  Christine Johnson RE/MAX One

  1200 Route 171, Woodstock, CT 06281
• 

  $650,000 Sold Jul 23, 2025

  128 Spaulding Rd, Brooklyn, CT 06234

  • 3 Beds
  • 2.5 Baths
  • 2,176 Sq Ft
  • Built 1988

  Last Sold Summary

  • 2% Below List Price
  • $299/SF
  • 66 Days On Market

  Current Estimated Value $643,364

  Last Listing Agent Kristen Kaskela Berkshire Hathaway NE Prop.

  128 Spaulding Rd, Brooklyn, CT 06234
• 

  Est $296,197 Not Listed For Sale

  38 Ference Rd, Ashford, CT 06278

  • 3 Beds
  • 1 Bath
  • 1,056 Sq Ft
  • Built 1971

  38 Ference Rd, Ashford, CT 06278

  Last Sold Summary

  • 8% Above List Price
  • $260/SF
  • 4 Days On Market

  Last Sold Price $275,000

  Last Listing Agent Stephen Daly KW Legacy Partners
• 

  

  /2

  $7,900 Pending

  • Land
  • 0.14 Acre
  • $56,429 per Acre

  4 Short St, Brooklyn, CT 06234

  Affordable opportunity for builders and investors! Bring your plans and creativity to this 0.14-acre lot located off of the peaceful Paradise Drive. This property offers an excellent entry point for a new build or small development project, with nearby amenities and continued neighborhood growth adding to its value. Easy access, manageable lot size, and placement within the Paradise Drive Overlay

  Catherine Howard Berkshire Hathaway NE Prop.

  4 Short St, Brooklyn, CT 06234
• 

  $109,001 Sold May 09, 2025

  00 Child Rd, Woodstock, CT 06281

  • Land
  • 2.06 Acres
  • $52,913 per Acre

  Last Sold Summary

  • 9% Above List Price
  • 12 Days On Market

  Last Listing Agent Britt Miglietta Berkshire Hathaway NE Prop.

  00 Child Rd, Woodstock, CT 06281
• 

  Est $267,563 Not Listed For Sale

  13 Bristol St, Willimantic, CT 06226

  • 3 Beds
  • 1.5 Baths
  • 1,495 Sq Ft
  • Built 1940

  13 Bristol St, Willimantic, CT 06226

  Last Sold Summary

  • 16% Above List Price
  • $154/SF
  • 36 Days On Market

  Last Sold Price $230,000

  Last Listing Agent Andrea Kazantzis, CCIM Kazantzis Real Estate, LLC
• 

  

  /3

  $500,000 Pending

  • 4 Beds
  • 3 Baths
  • 1,795 Sq Ft

  101 Reilly Rd, Hampton, CT 06247

  GORGEOUS 2026 Raised Ranch nearing completion and 3 homes to CHOOSE FROM! Open floor plan with HARDWOOD Floors in living, dining and kitchen, carpet in bedrooms and tile in 3 full bathrooms. STAINLESS APPLIANCES, GRANITE counters and ISLAND. Slider leads to deck overlooking private back yard. Full bathroom in the hallway with two additional bedrooms and a primary suite on the first floor lower

  Christine Johnson RE/MAX One

  101 Reilly Rd, Hampton, CT 06247
• 

  $259,900 Sold Sep 12, 2025

  77 Plains Rd, Windham, CT 06280

  • 3 Beds
  • 1.5 Baths
  • 1,624 Sq Ft
  • Built 1984

  Last Sold Summary

  • $160/SF
  • 11 Days On Market

  Current Estimated Value $265,164

  Last Listing Agent Lisa Barstow Simply Sold Real Estate

  77 Plains Rd, Windham, CT 06280
• 

  Est $321,584 Not Listed For Sale

  33 Cady St, Danielson, CT 06239

  • 2 Beds
  • 1 Bath
  • 1,240 Sq Ft
  • Built 1957

  33 Cady St, Danielson, CT 06239

  Last Sold Summary

  • 57% Above List Price
  • $165/SF
  • 245 Days On Market

  Last Sold Price $205,000

  Last Listing Agent Frank Smith Keller Williams Coastal
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  /40

  $325,000

  • 5 Beds
  • 2.5 Baths
  • 2,781 Sq Ft

  125 Mountain St, Willimantic, CT 06226

  Investors take notice! This home is a money maker. Whether you decide to owner-occupy this spacious home while rental income helps with the mortgage, or rent out both units, you can't go wrong. The living areas provide warm spaces perfect for relaxing or gathering with friends and family. The kitchens offer ample cabinet and counter space, making everyday cooking convenient and enjoyable. The

  Lisa Antrum KW Legacy Partners

  125 Mountain St, Willimantic, CT 06226
• 

  $360,000 Sold Apr 14, 2025

  155 Boston Turnpike, Eastford, CT 06259

  • 3 Beds
  • 2 Baths
  • 1,236 Sq Ft
  • Built 1988

  Last Sold Summary

  • 3% Below List Price
  • $291/SF
  • 80 Days On Market

  Last Listing Agent Debra Burns Berkshire Hathaway NE Prop.

  155 Boston Turnpike, Eastford, CT 06259
• 

  Est $629,404 Not Listed For Sale

  1530 Route 169, Woodstock, CT 06281

  • 4 Beds
  • 2.5 Baths
  • 2,960 Sq Ft
  • Built 2005

  1530 Route 169, Woodstock, CT 06281

  Last Sold Summary

  • 4% Above List Price
  • $204/SF
  • 32 Days On Market

  Last Sold Price $605,000

  Last Listing Agent Kristen Kaskela Berkshire Hathaway Home Services
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  /20

  $289,000

  • 3 Beds
  • 1 Bath
  • 960 Sq Ft

  47 Texas Heights Rd, Plainfield, CT 06374

  RANCH HOME! Bring your vision and make this 3-bedroom, 1-bath ranch your own! Situated on a corner lot, this 960 sq ft home offers great potential with a full basement for added space or storage. Enclosed porch. With some repairs and updates, this property could shine again-ideal for investors, DIY enthusiasts, or first-time buyers looking for a project. Features a dirt driveway and solid bones

  Doug Taber Taber Realty, LLC

  47 Texas Heights Rd, Plainfield, CT 06374
• 

  $620,000 Sold Dec 01, 2025

  26 N Society Rd, Canterbury, CT 06331

  • 3 Beds
  • 2.5 Baths
  • 1,062 Sq Ft
  • Built 1960

  Last Sold Summary

  • 5% Above List Price
  • $584/SF
  • 4 Days On Market

  Current Estimated Value $596,796

  Last Listing Agent Heather Bassett Team Bassett Realty LLC

  26 N Society Rd, Canterbury, CT 06331
• 

  Est $317,228 Not Listed For Sale

  13 Kinney Hill Rd, Plainfield, CT 06374

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

  13 Kinney Hill Rd, Plainfield, CT 06374

  Last Sold Summary

  • 1% Below List Price
  • $317/SF
  • 49 Days On Market

  Last Sold Price $320,000

  Last Listing Agent Jessica Boswell LPT Realty
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  /40

  $375,000 Pending

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

  291 Dow Rd, Plainfield, CT 06374

  Well-maintained raised ranch set on a peaceful, wooded lot in Plainfield. This home was fully renovated in 2021 including a new roof. This 3-bedroom, 1.5-bath home offers a flexible and functional layout. The main level features a bright living room with large windows & a mini-split for comfort year round, an updated kitchen with stainless steel appliances, and a dining area with access to the

  Tina Luft Kazantzis Real Estate, LLC

  291 Dow Rd, Plainfield, CT 06374
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  /41

  $495,000 Sold Jul 17, 2025

  15 Bunny Ln, Brooklyn, CT 06234

  • 4 Beds
  • 2.5 Baths
  • 2,296 Sq Ft
  • Built 1971

  Last Sold Summary

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

  Last Listing Agent The Rachel Jones Team Rachel Jones

  15 Bunny Ln, Brooklyn, CT 06234
• 

  Est $366,575 Not Listed For Sale

  282 Ashford Center Rd, Ashford, CT 06278

  • 3 Beds
  • 2 Baths
  • 2,112 Sq Ft
  • Built 2000

  282 Ashford Center Rd, Ashford, CT 06278

  Last Sold Summary

  • 11% Above List Price
  • $156/SF
  • 178 Days On Market

  Last Sold Price $330,000

  Last Listing Agent Kerri Mullen CR Premier Properties
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  /34

  $599,000 Under Contract

  • 4 Beds
  • 3.5 Baths
  • 2,700 Sq Ft

  41 Millbridge Rd, Eastford, CT 06242

  Welcome to 41 Millbridge Rd, Eastford, CT, a spacious country property set on 8.7 acres of peaceful rural land offering privacy, space, and endless potential. This home features 5 bedrooms and 3.5 bathrooms, providing a flexible layout ideal for multi-generational living, entertaining, or creating your own private retreat. Enjoy the charm of quiet country living with plenty of outdoor space for

  Amaurys Valdera Brokerbe Inc.

  41 Millbridge Rd, Eastford, CT 06242
• 

  $380,000 Sold Aug 14, 2025

  90 Broad St, Danielson, CT 06239

  • 3 Beds
  • 2 Baths
  • 1,869 Sq Ft
  • Built 1925

  Last Sold Summary

  • $203/SF
  • 15 Days On Market

  Current Estimated Value $391,160

  Last Listing Agent Andrea Kazantzis, CCIM Kazantzis Real Estate, LLC

  90 Broad St, Danielson, CT 06239
• 

  Est $270,714 Not Listed For Sale

  157 S Main St, Brooklyn, CT 06234

  • 6 Beds
  • 2 Baths
  • 2,170 Sq Ft
  • Built 1890

  157 S Main St, Brooklyn, CT 06234

  Last Sold Summary

  • 2% Below List Price
  • $127/SF
  • 8 Days On Market

  Last Sold Price $274,900

  Last Listing Agent Anthony Chabot Chabot & Associates Real Estate
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  /21

  $699,000

  • Land
  • 84.5 Acres
  • $8,272 per Acre

  61 Deerwood Dr, Killingly, CT 06239

  51 fully approved 55+ housing units to be built in Phases III & IV of the Briarwood Falls development property. within minutes of Killingly Center & Killingly Commons, and a half-hour to the casinos. All utilities and full site plans including architectural drawings for 1,250, 1,450, and 1,600 square foot designs of the first two phases are available. A 2025 revised estimate for the road &

  Ron Lyman Lyman Real Estate

  61 Deerwood Dr, Killingly, CT 06239
• 

  $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 $227,331

  Last Listing Agent Ryan Smith Tier 1 Real Estate

  45 Main St Unit 409, Plainfield, CT 06374
• 

  Est $302,083 Not Listed For Sale

  21 Railroad Ave, Sterling, CT 06377

  • 3 Beds
  • 1 Bath
  • 1,176 Sq Ft
  • Built 1987

  21 Railroad Ave, Sterling, CT 06377

  Last Sold Summary

  • 4% Above List Price
  • $247/SF
  • 3 Days On Market

  Last Sold Price $290,000

  Last Listing Agent Christine Johnson RE/MAX
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  /34

  $299,000 Pending

  • 2 Beds
  • 1 Bath
  • 1,092 Sq Ft

  73 Sterling Hill Rd, Moosup, CT 06354

  A ranch with space to breathe. This well-loved one-level home sits on a peaceful .62 acre lot that truly invites the seasons ahead - the kind of yard that makes you look forward to sunny afternoons, fresh air, and time outside. The home itself is efficient and easy to maintain, but what people will really love here is the space: a mostly flat, open yard, a 15' x 25' above-ground pool ready for

  Jennie Kesselman Berkshire Hathaway NE Prop.

  73 Sterling Hill Rd, Moosup, CT 06354
• 

  $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 $356,216

  Last Listing Agent Alexis John RE/MAX One

  52 Singleton Rd, Chaplin, CT 06235
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  Est $294,444 Not Listed For Sale

  120 Broad St, Danielson, CT 06239

  • 3 Beds
  • 1 Bath
  • 1,400 Sq Ft
  • Built 1780

  120 Broad St, Danielson, CT 06239

  Last Sold Summary

  • 31% Above List Price
  • $161/SF
  • 21 Days On Market

  Last Sold Price $225,000

  Last Listing Agent Brian Hammett Hammett Real Estate
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  /37

  $699,000

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

  204 Paine Rd, Pomfret, CT 06259

  First time offered in over 50 years, this c.1820 home has been updated and very well maintained with craftsmanship and charm. Rich and warm with wood and natural light, comfortable kitchen, large dining room, and a wood burning fireplace in the living room. The original Cape portion of the house has 3 rooms and a half bath on the 2nd level. The primary bedroom is on the main floor. With over

  Lynn Converse RE/MAX Bell Park Realty

  204 Paine Rd, Pomfret, CT 06259
• 

  $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 $733,624

  Last Listing Agent Jared Meehan RE/MAX Bell Park Realty

  64 May Brook, Woodstock, CT 06281
• 

  Est $323,299 Not Listed For Sale

  16 Lyon St, Putnam, CT 06260

  • 3 Beds
  • 1.5 Baths
  • 1,636 Sq Ft
  • Built 1890

  16 Lyon St, Putnam, CT 06260

  Last Sold Summary

  • 14% Above List Price
  • $173/SF
  • 2 Days On Market

  Last Sold Price $283,000

  Last Listing Agent Betsy Diquattro Johnston & Associates Real Estate, LLC
• 

  /2

  $315,000

  • 3 Beds
  • 1 Bath
  • 1,008 Sq Ft

  66 Oak Hill Dr, Thompson, CT 06277

  Welcome to this charming 3-bedroom, 1-bath ranch tucked away on an end lot at the end of a quiet, secluded dead-end street. Offering privacy and peaceful surroundings. Inside, you'll find a functional layout with comfortable living spaces and three well-sized bedrooms. The home is full of character and just waiting for your personal touch. Bring your vision and a little TLC to make it truly your

  Jennifer Lehto Kazantzis Real Estate, LLC

  66 Oak Hill Dr, Thompson, CT 06277
• 

  $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 $510,246

  Last Listing Agent Mary Collins Berkshire Hathaway NE Prop.

  31 Deer Meadow Ln, Woodstock, CT 06281
• 

  Est $233,289 Not Listed For Sale

  72 Marshall St, Putnam, CT 06260

  • 2 Beds
  • 1 Bath
  • 605 Sq Ft
  • Built 1897

  72 Marshall St, Putnam, CT 06260

  Last Sold Summary

  • 1% Above List Price
  • $380/SF
  • 39 Days On Market

  Last Sold Price $230,000

  Last Listing Agent Pat Malek First Choice Realty
• 

  

  /16

  $289,900

  • 6 Beds
  • 2 Baths
  • 2,040 Sq Ft

  983 Riverside Dr, North Grosvenordale, CT 06255

  Fantastic 2 family with one side newly renovated. 3 bedrooms in each unit. Parking next to each unit and full basement.

  Alexis Devlin Coldwell Banker Realty

  983 Riverside Dr, North Grosvenordale, CT 06255
• 

  $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
• 

  Est $290,305 Not Listed For Sale

  21 Bristol St, Willimantic, CT 06226

  • 3 Beds
  • 1 Bath
  • 1,870 Sq Ft
  • Built 1955

  21 Bristol St, Willimantic, CT 06226

  Last Sold Summary

  • 21% Above List Price
  • $128/SF
  • 27 Days On Market

  Last Sold Price $240,000

  Last Listing Agent Cindy Craig RE/MAX
• 

  

  /40

  $525,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 2,258 Sq Ft

  383 Lathrop Rd, Plainfield, CT 06374

  Welcome to this charming Cape Cod-style home featuring a beautifully unique floor plan and an abundance of natural light throughout. The spacious layout offers a large dining area, living room, and kitchen-perfect for entertaining or everyday living. A generous mudroom/laundry room and a dedicated office space provide both function and flexibility. The inviting three-season room off the back of

  Madelyn Pope RE/MAX One

  383 Lathrop Rd, Plainfield, CT 06374
• 

  $340,000 Sold Mar 13, 2026

  385 Hampton Rd, Chaplin, CT 06235

  • 5 Beds
  • 3.5 Baths
  • 2,496 Sq Ft
  • Built 1965

  Last Sold Summary

  • 8% Below List Price
  • $136/SF
  • 126 Days On Market

  Current Estimated Value $354,783

  Last Listing Agent Jolanta Rojek eXp Realty

  385 Hampton Rd, Chaplin, CT 06235
• 

  Est $245,547 Not Listed For Sale

  97 North St, Willimantic, CT 06226

  • 4 Beds
  • 2 Baths
  • 1,924 Sq Ft
  • Built 1915

  97 North St, Willimantic, CT 06226

  Last Sold Summary

  • 18% Above List Price
  • $108/SF
  • 2 Days On Market

  Last Sold Price $207,500

  Last Listing Agent Matthew Noren RE/MAX
• 

  

  /3

  $150,000

  • Land
  • 22.8 Acres
  • $6,579 per Acre

  0 W Thompson Rd Unit 24146108, Thompson, CT 06255

  0 Thompson Road offers a picturesque 22.8 acre mixed-use commercial land opportunity located in the BDD (Business Development District) zone, allowing for energy storage, agricultural operations, multi-family housing (special permit), and light manufacturing, subject to Town Planning & Zoning approval. Gentle Slopping Bordered by the French River and North Grosvenordale Pond, the site includes

  Michael Collins Berkshire Hathaway NE Prop.

  0 W Thompson Rd Unit 24146108, Thompson, CT 06255

Showing Results 481 - 520, Page 13 of 18