Windham County, CT Homes

• 

  $120,000 Sold Dec 01, 2025

  0 Sunnyside Dr, Thompson, CT 06277

  • Land
  • 10.3 Acres
  • $11,650 per Acre

  Last Sold Summary

  • 25% Below List Price
  • 103 Days On Market

  Last Listing Agent Cary Marcoux RE/MAX Bell Park Realty

  0 Sunnyside Dr, Thompson, CT 06277
• 

  Est $320,902 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,008 Sq Ft

  34 Schoonman Ave, Danielson, CT 06239

  34 Schoonman Ave, Danielson, CT 06239
• 

  

  

  /21

  $349,900 Pending

  • 3 Beds
  • 2 Baths
  • 2,326 Sq Ft

  250 Child Rd, Woodstock, CT 06281

  MULTIPLE OFFERS HIGHEST AND BEST DUE MONDAY 1/12/2026 at 10 PM EST. Unlock the potential of this 3-bedroom, 2-bathroom home, being SOLD AS-IS and ready for your creative vision! This property is perfect for those looking to make a house their dream home with a full remodel. In addition to the home, you'll find a spacious barn in excellent condition, ideal for a workshop, business venture, or

  Joseph Murphy CR Premier Properties

  250 Child Rd, Woodstock, CT 06281
• 

  $715,000 Sold Jul 25, 2025

  105 Mashentuck Rd, Danielson, CT 06239

  • 4 Beds
  • 3.5 Baths
  • 5,408 Sq Ft
  • Built 2006

  Last Sold Summary

  • $132/SF
  • 35 Days On Market

  Current Estimated Value $713,089

  Last Listing Agent Yvonne Sousa RISE REC

  105 Mashentuck Rd, Danielson, CT 06239
• 

  Est $522,376 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,090 Sq Ft

  74 Lake Woods Ln, Ashford, CT 06278

  74 Lake Woods Ln, Ashford, CT 06278
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  /34

  $619,000 Pending

  • 3 Beds
  • 3 Baths
  • 2,546 Sq Ft

  48 Wrights Crossing Rd, Pomfret Center, CT 06259

  A rare investment opportunity in Pomfret Center, 48 Wrights Crossing Road blends historic New England architecture with reliable modern systems and strong income potential. This fully remodeled three-family residence offers three stylish, furnished apartments ideal for flexible leasing or owner-occupancy with rental income. Major updates include a newer roof, HVAC, plumbing, electrical, and

  Jennie Kesselman Berkshire Hathaway NE Prop.

  48 Wrights Crossing Rd, Pomfret Center, CT 06259
• 

  $450,000 Sold Oct 27, 2025

  31 Bob White Way, Moosup, CT 06354

  • 4 Beds
  • 3.5 Baths
  • 2,075 Sq Ft
  • Built 1973

  Last Sold Summary

  • 4% Below List Price
  • $217/SF
  • 35 Days On Market

  Current Estimated Value $457,213

  Last Listing Agent Maria Marcotte RE/MAX One

  31 Bob White Way, Moosup, CT 06354
• 

  Est $343,845 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,513 Sq Ft

  123 Ashford Rd Unit 6, Eastford, CT 06242

  123 Ashford Rd Unit 6, Eastford, CT 06242
• 

  

  /40

  $275,000 Under Contract

  • 2 Beds
  • 2 Baths
  • 1,080 Sq Ft

  5 Kathleen Dr, Willimantic, CT 06226

  *Seller requests all Highest & Best Offers by 8:00 a.m. on Monday, 2/2/26* Move-in ready split-level home offering comfort, space, and convenience. Located in a neighborhood setting, this well-maintained property features a bright and open main level with a spacious living room highlighted by a vaulted ceiling. The upper kitchen and dining area also offer vaulted ceilings, abundant natural light,

  Sue Esposito Home Selling Team

  5 Kathleen Dr, Willimantic, CT 06226
• 

  $476,500 Sold Jul 11, 2025

  18 Perrin Rd, Woodstock, CT 06281

  • 3 Beds
  • 2 Baths
  • 2,125 Sq Ft
  • Built 1832

  Last Sold Summary

  • 6% Above List Price
  • $224/SF
  • 3 Days On Market

  Current Estimated Value $470,774

  Last Listing Agent Amy Archambault CR Premier Properties

  18 Perrin Rd, Woodstock, CT 06281
• 

  Est $349,238 Not Listed For Sale

  • 6 Beds
  • 2 Baths
  • 2,673 Sq Ft

  85-87 Community Ave, Plainfield, CT 06374

  85-87 Community Ave, Plainfield, CT 06374
• 

  

  /40

  $679,000

  • 3 Beds
  • 2 Baths
  • 2,669 Sq Ft

  402 Perrin Rd, Woodstock, CT 06281

  Welcome to this charming 2.7-acre property, where functionality meets potential. Perfectly suited for horse enthusiasts, this small yet mighty property provides endless possibilities-whether you're looking to house your own horses, run a boarding business, or provide training. The beautifully remodeled antique home exudes warmth and character, featuring a cozy living room with a wood stove, a

  Kelly Ryan William Raveis Real Estate

  402 Perrin Rd, Woodstock, CT 06281
• 

  $199,900 Sold Jul 21, 2025

  94 Canterbury Rd Unit D, Plainfield, CT 06374

  • 2 Beds
  • 1 Bath
  • 1,264 Sq Ft
  • Built 1977

  Last Sold Summary

  • $158/SF
  • 10 Days On Market

  Current Estimated Value $199,060

  Last Listing Agent Kerri Mullen CR Premier Properties

  94 Canterbury Rd Unit D, Plainfield, CT 06374
• 

  Est $471,457 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,950 Sq Ft

  51 Tayler Trail, Woodstock Valley, CT 06282

  51 Tayler Trail, Woodstock Valley, CT 06282
• 

  

  /35

  $369,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,144 Sq Ft

  4 Johns Cir Unit Lot 31, Sterling, CT 06377

  *To Be Built* Welcome to Sterling Hills Estates, where luxury meets convenience! This Brand New 2024 to be built Raised Ranch offers the epitome of modern living. With Central Air and Hardwood flooring throughout, this home boasts City water and Sewer for added comfort. Picture yourself in the Gorgeous Granite Kitchen, complete with a view of the valley while you do dishes! Enjoy the ease of a

  Patrick Farrell Compass Connecticut, LLC

  4 Johns Cir Unit Lot 31, Sterling, CT 06377
• 

  $700,000 Sold Jun 27, 2025

  4 Jackson Ln, Mansfield, CT 06250

  • 4 Beds
  • 2.5 Baths
  • 2,518 Sq Ft
  • Built 2025

  Last Sold Summary

  • $278/SF
  • 54 Days On Market

  Last Listing Agent Sheri Shvonski List N Show LLC

  4 Jackson Ln, Mansfield, CT 06250
• 

  Est $309,589 Not Listed For Sale

  131 Lovers Ln, Windham, CT 06280

  131 Lovers Ln, Windham, CT 06280
• 

  /2

  $200,000

  • Land
  • 0.8 Acre
  • $250,000 per Acre

  35 S Main St, Brooklyn, CT 06234

  Bring your ideas for this commercial lot, centrally located in a high traffic area located right off route 6. Was previously approved for a 4800 sq.ft. retail/office building with two cutouts as an entrance/exit. Several options for commercial use such as retail shopping, office space, farmers market, restaurant, and more in the zoning regulations.

  Andrew Kausch Kazantzis Real Estate, LLC

  35 S Main St, Brooklyn, CT 06234
• 

  $409,900 Sold May 15, 2025

  298 Norwich Rd, Plainfield, CT 06374

  • 3 Beds
  • 1 Bath
  • 1,209 Sq Ft
  • Built 2025

  Last Sold Summary

  • $339/SF
  • 26 Days On Market

  Current Estimated Value $406,816

  Last Listing Agent Andrew Kausch Kazantzis Real Estate, LLC

  298 Norwich Rd, Plainfield, CT 06374
• 

  Not Listed For Sale

  221 Mansfield Rd, Ashford, CT 06278

  221 Mansfield Rd, Ashford, CT 06278
• 

  

  /8

  $28,900 Pending

  • Land
  • 0.12 Acre
  • $240,833 per Acre

  0 Pond St Unit 24037041, Plainfield, CT 06374

  APPROVED BUILDING LOT! Perfect lot to place a modular home or a conventional build. Level lot with public sewer in street. Minutes from I-395, and Rhode Island. Close to all amenities. Priced to SELL!!!

  Dale Bunn Riverview Realty, LLC

  0 Pond St Unit 24037041, Plainfield, CT 06374
• 

  $410,000 Sold Mar 11, 2025

  164 Gary School Rd, Pomfret Center, CT 06259

  • 3 Beds
  • 1.5 Baths
  • 1,635 Sq Ft
  • Built 1999

  Last Sold Summary

  • 9% Below List Price
  • $251/SF
  • 31 Days On Market

  Current Estimated Value $418,942

  Last Listing Agent Mary Collins Berkshire Hathaway NE Prop.

  164 Gary School Rd, Pomfret Center, CT 06259
• 

  

  /50

  Est $415,617 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,344 Sq Ft

  109 Boston Turnpike, Eastford, CT 06259

  109 Boston Turnpike, Eastford, CT 06259
• 

  

  /24

  $289,900 Pending

  • 2 Beds
  • 1 Bath
  • 1,104 Sq Ft

  53 Cleveland St, Putnam, CT 06260

  Welcome Home to 53 Cleveland St, located in the heart of Putnam. Located in a quiet neighborhood, this 2 bed home has an open-concept kitchen/ living/ dining area perfect for entertaining. You'll be pleasantly surprised by the oversized bedrooms and well-appointed kitchen and bath. There's an extra heated bonus room off the living area, perfect for an office or playroom. Let's not forget about

  Lori McVey J. Christopher Real Estate Group

  53 Cleveland St, Putnam, CT 06260
• 

  $1,600,000 Sold Feb 21, 2025

  403 Pleasant St, Windham, CT 06226

  • 29 Beds
  • 17 Baths
  • 11,052 Sq Ft
  • Built 1900

  Last Sold Summary

  • $145/SF
  • 10 Days On Market

  Current Estimated Value $245,394

  Last Listing Agent Irene Adams Signature Properties of NewEng

  403 Pleasant St, Windham, CT 06226
• 

  Est $427,472 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,172 Sq Ft

  37 Tuckie Rd, Windham, CT 06280

  37 Tuckie Rd, Windham, CT 06280
• 

  

  /7

  $1,100,000

  • Land
  • 22.09 Acres
  • $49,796 per Acre

  36 Plainfield Pike, Plainfield, CT 06374

  Strategically located just 650 feet off I-395, this 22+ acre site offers outstanding visibility with potential signage exposure directly from the highway. Over 750 feet of frontage and access to city water, sewer, and natural gas, the property presents a prime opportunity for development. Ideal for retail, hotel, gas station, storage, or other commercial uses. Industrial Sector: Plainfield is

  Andrea Kazantzis, CCIM Kazantzis Real Estate, LLC

  36 Plainfield Pike, Plainfield, CT 06374
• 

  $260,000 Sold Dec 23, 2025

  76 S Windham Rd, Willimantic, CT 06226

  • 3 Beds
  • 2 Baths
  • 1,002 Sq Ft
  • Built 1975

  Last Sold Summary

  • 4% Above List Price
  • $259/SF
  • 35 Days On Market

  Last Listing Agent Jason Kemp Five Stars Realty

  76 S Windham Rd, Willimantic, CT 06226
• 

  Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,218 Sq Ft

  Unlisted Address

  Unlisted Address
• 

  

  /18

  $79,900 Pending

  • 2 Beds
  • 1 Bath
  • 924 Sq Ft

  27 Haley Ln, North Windham, CT 06256

  Welcome to this beautifully maintained home in the desirable Stonegate community. This unit has been lovingly cared for and it shows the moment you walk in. The open layout offers a bright living space that flows into a spacious kitchen with updated cabinetry, new stainless steel appliances, and a center island perfect for everyday meals or entertaining. This home features two bedrooms, a full

  Katherine Hernandez Lantigua KW Legacy Partners

  27 Haley Ln, North Windham, CT 06256
• 

  $560,550 Sold Jan 26, 2026

  12 Armitage Ct, Ashford, CT 06278

  • 3 Beds
  • 2 Baths
  • 1,368 Sq Ft
  • Built 1948

  Last Sold Summary

  • 7% Below List Price
  • $410/SF
  • 53 Days On Market

  Last Listing Agent Lisa Sader-Goede Aspen Realty Group

  12 Armitage Ct, Ashford, CT 06278
• 

  Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,381 Sq Ft

  11 Carey Ave, Plainfield, CT 06374

  11 Carey Ave, Plainfield, CT 06374
• 

  

  /37

  $359,900 Pending

  • 3 Beds
  • 1 Bath
  • 1,386 Sq Ft

  130 Church St, Moosup, CT 06354

  Welcome home to a thoughtfully designed Cape that blends modern efficiency, outdoor space, and everyday comfort. Built in 2015, this move-in-ready 3 bedroom, 1 bath home offers 1,386 square feet of open-concept living in Plainfield, CT. The kitchen, dining, and living room feature scratch-resistant flooring, a butcher block kitchen island, black stainless steel appliances, and dining room

  Shiloh Therrien The Neighborhood Realty Group

  130 Church St, Moosup, CT 06354
• 

  $350,000 Sold Feb 14, 2025

  33 Providence Rd, Brooklyn, CT 06234

  • 5 Beds
  • 2 Baths
  • 3,376 Sq Ft
  • Built 1840

  Last Sold Summary

  • 7% Below List Price
  • $104/SF
  • 89 Days On Market

  Current Estimated Value $387,587

  Last Listing Agent Kevin Rockoff Rockoff Realty

  33 Providence Rd, Brooklyn, CT 06234
• 

  Est $327,232 Not Listed For Sale

  • 7 Beds
  • 3 Baths
  • 2,976 Sq Ft

  370 Valley St, Willimantic, CT 06226

  370 Valley St, Willimantic, CT 06226
• 

  

  /35

  $299,900

  • 4 Beds
  • 2 Baths
  • 2,540 Sq Ft

  50 Selden St, Willimantic, CT 06226

  Discover the opportunity to make this classic Colonial-style single-family home your own. Featuring 4 generously sized bedrooms and 2 full bathrooms, this property offers spacious rooms filled with natural light and a layout ready for your personal touch. Situated just minutes from Eastern Connecticut State University and the local hospital, this home is conveniently located near schools,

  Patrizia Puccia KW Legacy Partners

  50 Selden St, Willimantic, CT 06226
• 

  $290,000 Sold Aug 29, 2025

  106 Oxbow Dr, Willimantic, CT 06226

  • 3 Beds
  • 1.5 Baths
  • 1,784 Sq Ft
  • Built 1978

  Last Sold Summary

  • 8% Below List Price
  • $163/SF
  • 61 Days On Market

  Current Estimated Value $299,983

  Last Listing Agent Sondra Reid Home Selling Team

  106 Oxbow Dr, Willimantic, CT 06226
• 

  Not Listed For Sale

  1-11 Westford Rd, Eastford, CT 06242

  1-11 Westford Rd, Eastford, CT 06242
• 

  

  /33

  $315,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,240 Sq Ft

  25 Lead Mine Rd, Ashford, CT 06278

  **Offer deadline Monday 1/5 at 12pm** Don't miss this chance to own a move in ready ranch set on an idyllic 2 acre lot, loaded with updates and central air! Super private yet minutes to I-84 and I-90, the best of both worlds. Enter to find an open concept layout with a brand new kitchen featuring butcher block countertops, newer stainless steel appliances with a gas cooktop. The kitchen is open

  Stephanie Lachapelle Compass Connecticut, LLC

  25 Lead Mine Rd, Ashford, CT 06278
• 

  $360,000 Sold Jun 03, 2025

  29 Horn Rd, Windham, CT 06280

  • 3 Beds
  • 1.5 Baths
  • 1,512 Sq Ft
  • Built 1974

  Last Sold Summary

  • 6% Above List Price
  • $238/SF
  • 3 Days On Market

  Current Estimated Value $341,299

  Last Listing Agent Douglas Murphy Weichert,REALTORS-Four Corners

  29 Horn Rd, Windham, CT 06280

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