Windham County CT Houses for Sale

• 

  

  

  /23

  $899,000

  Open Sat 1PM - 3PM $51K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,437 Sq Ft

  9 Becola Rd, Thompson, CT 06277

  Rare opportunity to own 100 feet of beautiful pond frontage in Thompson, CT! From the moment you arrive, you'll fall in love with the peaceful setting, breathtaking water views, and the care that has gone into maintaining this home. Whether you're enjoying your morning coffee overlooking the lake, relaxing in the hot tub, or unwinding after a long day, this property offers a true sense of

  Chelsea Greene CR Premier Properties

  9 Becola Rd, Thompson, CT 06277
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  /40

  $740,000

  $35K PRICE DROP

  • 4 Beds
  • 4 Baths
  • 2,516 Sq Ft

  214 James Rd, Ashford, CT 06278

  Welcome to country living with all the amenities at Silver Sail Farm! This meticulously maintained Farm is ready to welcome you and your animals Home! Relax, unwind and Sip your coffee on the beautiful front porch as you watch your animals happily graze in the 9 acre pasture. Newer metal roof, whole house generator, a Nelson automatic waterer and beautiful electric cord fencing add to the low

  Michelle Bryans William Raveis Real Estate

  214 James Rd, Ashford, CT 06278
• 

  

  

  /23

  $347,000

  $23K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,500 Sq Ft

  123 Ashford Rd Unit 1, Eastford, CT 06242

  Step into effortless modern living with this beautifully appointed 2-bedroom, 2-bath condo offering 1,500sqft of bright, open space. Built in 2019, this home blends contemporary style with everyday comfort, featuring rich hardwood floors, crisp finishes, and an inviting layout. The spacious kitchen is the heart of the home, complete with sleek cabinetry, stainless steel appliances, generous

  Benjamin Carbone Lamacchia Realty

  123 Ashford Rd Unit 1, Eastford, CT 06242
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  /39

  $549,000

  Open Sat 12PM - 2PM

  • 3 Beds
  • 1.5 Baths
  • 1,496 Sq Ft

  59 Oakwood Blvd, Plainfield, CT 06374

  Welcome to 59 Oakwood Blvd., a charming and well-maintained property nestled in a quiet residential neighborhood in Plainfield, CT. This inviting home offers a perfect blend of comfort, functionality, and small-town charm. Step inside to find a bright and spacious living room with gleaming hard wood floors and a pellet stove. The generously sized living areas are ideal for both everyday living

  Jennifer Ferri Berkshire Hathaway NE Prop.

  59 Oakwood Blvd, Plainfield, CT 06374
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  /40

  $654,900

  Open Fri 2PM - 4PM $25K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 3,780 Sq Ft

  1 Maple Ln, Thompson, CT 06277

  From its elegant curb appeal to its expansive, thoughtfully designed interior, this home offers a lifestyle of comfort, space, and distinction. Set on a beautifully manicured corner lot, steps from prestigious Thompson Hill, this meticulously maintained, low-maintenance home provides exceptional indoor and outdoor living. The rear features a new oversized composite deck with electric awning and

  Tracie Gagnon Berkshire Hathaway NE Prop.

  1 Maple Ln, Thompson, CT 06277
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  /34

  $390,000

  • 4 Beds
  • 3 Baths
  • 2,016 Sq Ft

  107 Broad St, Danielson, CT 06239

  Timeless charm abounds in this well maintained home. Rich in architectural detail with original hardwood floors, intricate woodwork, pocket doors, and enclosed porches. The main level includes the fresh kitchen, dining room, living room, and den. There are 3 bedrooms and a play area on the 2nd level, and at the top...a primary suite with private bath and a balcony that overlooks the back yard.

  Lynn Converse RE/MAX Bell Park Realty

  107 Broad St, Danielson, CT 06239
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  /39

  $2,500,000

  • 3 Beds
  • 4.5 Baths
  • 4,655 Sq Ft

  80 Bungay Hill Rd, Woodstock, CT 06281

  Welcome to this 80 acre Connecticut Estate, tucked into the rolling hills of Woodstock Ct. This exceptional 4,655 sq ft contemporary home offers a unique living experience with its own privately owned public FAA approved commercial grade airport. The property is a pilot's paradise, featuring a spacious hangar that not only accommodates multiple small planes and helicopters but also offers ample

  Cary Marcoux RE/MAX Bell Park Realty

  80 Bungay Hill Rd, Woodstock, CT 06281
• 

  

  /15

  $265,000

  • 4 Beds
  • 1.5 Baths
  • 1,416 Sq Ft

  48 Main St, North Grosvenordale, CT 06255

  Welcome to 48 Main St! This charming home is full of opportunity and ready for its next chapter. Offering plenty of potential, this is a great chance for buyers looking to build equity, investors seeking their next addition, or anyone excited to make a home their own. With a convenient location close to local amenities, shopping, and major routes, this property combines value, possibility, and

  Patrick Precourt Meridian Realty Group LLC

  48 Main St, North Grosvenordale, CT 06255
• 

  

  /35

  $675,000

  Open Sun 1PM - 3PM $25K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 3,381 Sq Ft

  28 Blackmer Downs Rd, North Grosvenordale, CT 06255

  Exquisitely updated and impeccably maintained, this modern/contemporary home offers a seamless blend of elegance and comfort. The open-concept design features formal living and dining rooms, an inviting den, and a spacious gathering area ideal for entertaining. The chef's kitchen is beautifully appointed with abundant cabinetry and granite countertops, while a private office with custom built-ins

  Cathy Duprey Duprey Real Estate, LLC

  28 Blackmer Downs Rd, North Grosvenordale, CT 06255
• 

  

  /19

  $229,000

  $9K PRICE DROP

  • 4 Beds
  • 1 Bath
  • 1,078 Sq Ft

  129 Walnut St, Willimantic, CT 06226

  Charming Antique Colonial - Prime Windham Location Step back in time and experience the warmth and character of this classic 1915 Antique Colonial, beautifully situated on a desirable corner lot in Windham. This inviting home offers four spacious bedrooms and one full bath, along with a generously sized living room perfect for relaxing or entertaining. The bright eat-in kitchen provides a

  Lisa Therecka Therecka & Associates LLC

  129 Walnut St, Willimantic, CT 06226
• 

  

  /25

  $6,950,000

  Coming Soon

  • 12 Beds
  • 9 Baths
  • 10,517 Sq Ft

  433 Wrights Crossing Rd, Pomfret Center, CT 06259

  Welcome to Bark Meadow Farm, where history, nature, and noble living unite on an extraordinary scale. Once cherished by the Gulden mustard family, this 127-acre legacy estate is a rare sanctuary in Connecticut's "Quiet Corner," convenient to Hartford, Boston, and NYC. The journey begins at a majestic entrance, featuring a striking allee of 50-year-old maple trees that create a stunning natural

  Lisa Rollins Team Compass Connecticut, LLC

  433 Wrights Crossing Rd, Pomfret Center, CT 06259
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  /36

  $400,000

  $25K PRICE INCREASE

  • 3 Beds
  • 2 Baths
  • 2,313 Sq Ft

  42 Fremont St, Putnam, CT 06260

  Step into timeless elegance with this updated Victorian Home. Featuring architectural details, high ceilings, and abundant natural light, the house has been through thoughtful renovations to preserve its historic character. Original features such as decorative moldings, hardwood parquet floors, and unique french doors still exist. Updated systems included heating, electric, windows, and roof.

  Lynn Converse RE/MAX Bell Park Realty

  42 Fremont St, Putnam, CT 06260
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  /39

  $599,900

  • 3 Beds
  • 2.5 Baths
  • 2,672 Sq Ft

  863 Route 198, Woodstock, CT 06281

  Exceptional 2600+ SF Colonial on 2+ acres offering space, efficiency & a fantastic layout in a desirable Woodstock commuter location! This 3 bedroom, 2.5 bath home welcomes you w/ a stunning open foyer and cathedral ceilings that create an immediate sense of space. Hardwood and tile flooring extend throughout most of the 1st floor, while the family room features brand new carpeting and abundant

  Jared Meehan RE/MAX Bell Park Realty

  863 Route 198, Woodstock, CT 06281
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  /31

  $469,900

  Open Sun 12PM - 2PM

  • 4 Beds
  • 2 Baths
  • 1,541 Sq Ft

  56 Sand Dam Rd, Thompson, CT 06277

  Nestled on over two acres of beautiful, level land, this well-maintained 4-bedroom, 2-bath Cape offers the perfect blend of comfort, functionality, and country charm. The inviting layout features a desirable first-floor bedroom, a spacious living room with a cozy fireplace, an ample-sized dining room perfect for gatherings, and a beautifully updated kitchen complete with granite countertops and

  Gigi Giordano Taylor Compass Connecticut, LLC

  56 Sand Dam Rd, Thompson, CT 06277

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