Windham, CT Homes

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  /40

  $350,000

  • 5 Beds
  • 2.5 Baths
  • 2,040 Sq Ft

  14 Buckley Hill Rd, North Grosvenordale, CT 06255

  Beautifully updated two-family home in Thompson! This property was significantly upgraded with a brand-new roof, new boiler, rebuilt front and rear porches, and electrical upgrades. Inside, you'll find modern touches like recessed lighting, new ceiling fans, updated stainless appliances, refreshed bathrooms with new vanities, and upgraded plumbing with PEX. Safety and efficiency were improved

  

  Peter Vitale

  Century 21 Limitless

  (888) 443-1850

  14 Buckley Hill Rd, North Grosvenordale, CT 06255
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  /4

  $1,100 per month

  • 1 Bed
  • 1 Bath
  • 600 Sq Ft
  • Condo for Rent

  446 Riverside Dr Unit 1, North Grosvenordale, CT 06255

  One bedroom apartment available on SMOKE FREE property. Apartment has kitchen, living room, bedroom and bathroom. Included in rent is reasonable heat, hot water, reasonable trash removal, snow plowing, yard maintenance and off-street parking. Rental is $1,100.00 per month for a person. A security deposit of $1,100.00, first month rent of $1,100.00 and last month of $1,100.00 is required up front

  446 Riverside Dr Unit 1, North Grosvenordale, CT 06255
• 

  $300,000 Sold Aug 22, 2025

  • 2,905 Sq Ft
  • $103/SF
  • 76 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1890

  575 Fabyan Rd, North Grosvenordale, CT 06255

  Opportunity Knocks! This 1890 Colonial is ready for your fresh ideas. This stately home was once quite the property and could be brought back to life. This home sits on 4.15 AC in the RRAD zone. There is subdivision potential, along with shared driveway potential, for rear lots backing up to the protected Army Corp of Engineers land. This home is just under 3,000 sq. ft. with a potential

  Ryan LaJoie Johnston & Associates Real Estate, LLC

  575 Fabyan Rd, North Grosvenordale, CT 06255
• 

  Est $405,072 Not Listed For Sale

  365 Riverside Dr, North Grosvenordale, CT 06255

  365 Riverside Dr, North Grosvenordale, CT 06255
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  /29

  $499,000

  • 3 Beds
  • 2.5 Baths
  • 2,051 Sq Ft

  440 Quaddick Rd, Thompson, CT 06277

  Renovated home with brand new windows, kitchen with white shaker cabinets and brand new appliances, new bathrooms, floors. Huge three car garage/workshop, gorgeous views, low taxes, very low utility bills as heat is geothermal system.Solar panels are optional and up for renegotiating.

  Erika Wright eRealty Advisors, Inc.

  440 Quaddick Rd, Thompson, CT 06277
• 

  

  /22

  $2,500 per month

  • 3 Beds
  • 2.5 Baths
  • 2,726 Sq Ft
  • House for Rent

  66 Main St, Thompson, CT 06255

  Nicely maintained and well built 3 bedroom 2.5 Bathroom Ranch style home conveniently located. This very large Ranch rental features a good working space kitchen, large dining room, oversized living room with access to the rear patio along with 3 good sized bedrooms, 1 primary suite, 2 total full bathrooms and a half bathroom as well. Garage space is available and is a large working & storage

  Ryan LaJoie Johnston & Associates Real Estate, LLC

  66 Main St, Thompson, CT 06255
• 

  $310,000 Sold Aug 15, 2025

  • 2,040 Sq Ft
  • $152/SF
  • 85 Days On Market

  • 5 Beds
  • 2 Baths
  • Built 1889

  981 Riverside Dr, North Grosvenordale, CT 06255

  **HIGHEST & BEST OFFERS DUE MONDAY 6/02/25 BY 5PM!** Welcome to this well-cared-for 2-family home in Thompson! With one spacious 2-bedroom unit and one extra spacious 3-bedroom unit, this property is an excellent choice for an owner-occupant looking to offset their mortgage (Unit 1 will be vacant at closing!) or for an investor seeking a turn-key rental property. Each unit is filled with natural

  Rich Jenkins Real Broker CT, LLC

  981 Riverside Dr, North Grosvenordale, CT 06255
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  /17

  Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 744 Sq Ft

  67 Breezy Ln, Thompson, CT 06277

  67 Breezy Ln, Thompson, CT 06277
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  /13

  $529,000 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,900 Sq Ft

  206 Stawicki Rd, Thompson, CT 06255

  Welcome to your future dream home-where modern living meets country charm! This to-be-built 3 bedroom, 2.5 bathroom home offers 1,900 sq. ft. of thoughtfully designed space, all set on a beautiful 1-acre lot. Enjoy the peace of mind that comes with brand-new construction-energy-efficient systems, worry-free maintenance, and today's most desired features. Picture yourself sipping coffee on your

  Rich Jenkins Real Broker CT, LLC

  206 Stawicki Rd, Thompson, CT 06255
• 

  $405,000 Sold Aug 11, 2025

  • 1,174 Sq Ft
  • $345/SF
  • 26 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1958

  195 Pompeo Rd, North Grosvenordale, CT 06255

  Get ready to fall in love with this adorable and affordable 3 bedroom, 1 bath Remodeled Ranch on a beautiful country road on over an acre of cleared and usable land! This bright and airy one floor home has new flooring and neutral paint throughout. Nicely sized eat in kitchen with new cabinetry, island, all new stainless appliances, and brown fantasy granite counters. Three nicely sized bedrooms

  Patrick Sweeney RE/MAX Professional Associates

  195 Pompeo Rd, North Grosvenordale, CT 06255
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  Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,200 Sq Ft

  14 Sunshine Terrace, North Grosvenordale, CT 06255

  14 Sunshine Terrace, North Grosvenordale, CT 06255
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  /36

  $499,000 Pending

  • 5 Beds
  • 3.5 Baths
  • 2,986 Sq Ft

  240 Ravenelle Rd, North Grosvenordale, CT 06255

  BACK ON MARKET-BUYERS FINANCING FELL THROUGH! THEIR LOSS IS YOUR GAIN!! Welcome to your private country retreat in the heart of Thompson! This expansive 5-bedroom, 3.5-bathroom ranch-style home offers 2,622 square feet of versatile living space, including a full in-law apartment-perfect for multi-generational living, guests, or possible rental potential. Set on 4.6 acres the property features

  Brendan Meehan RE/MAX Bell Park Realty

  240 Ravenelle Rd, North Grosvenordale, CT 06255
• 

  $230,000 Sold Aug 08, 2025

  • 1,266 Sq Ft
  • $182/SF
  • 9 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1949

  44 Red Bridge Rd, North Grosvenordale, CT 06255

  A single family home home close to town with spacious bedrooms and living space. Plenty of storage and parking. Close to all forms of transportation, schools and shopping. Come check it out today!!. Note: The property will be clean and clear at closing.

  Thomas Mele Dorrance Realty

  44 Red Bridge Rd, North Grosvenordale, CT 06255
• 

  Est $345,000 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,448 Sq Ft

  16 Liberty Ln, Thompson, CT 06277

  16 Liberty Ln, Thompson, CT 06277
• 

  

  /40

  $464,900 Pending

  • 3 Beds
  • 2 Baths
  • 1,836 Sq Ft

  156 Quaddick Rd, Thompson, CT 06277

  This one has it all! Loved for the last 35 years, this 3 bedroom 2 bathroom Ranch is more than meets the eye. Sitting on a flat 1+ AC lot, this entire property is designed for entertaining. A lined basketball court in the driveway, rear deck/patio, Above Ground pool, shed with power, the biggest playground you have seen, zipline and more! Don't let this homes age fool you also, an addition in

  Ryan LaJoie Johnston & Associates Real Estate, LLC

  156 Quaddick Rd, Thompson, CT 06277
• 

  $380,000 Sold Aug 06, 2025

  • 1,152 Sq Ft
  • $330/SF
  • 7 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1988

  126 Labby Rd, North Grosvenordale, CT 06255

  Welcome to Labby Road in beautiful Thompson, Connecticut! This raised ranch offers three bedrooms and one and a half bathrooms, along with plenty of additional storage space to meet your needs. As you step through the front door, you'll be greeted by a spacious living room that flows seamlessly into the dining area-perfect for entertaining or everyday living. The kitchen is just off the dining

  Linda Desaulniers The Neighborhood Realty Group

  126 Labby Rd, North Grosvenordale, CT 06255
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  Est $344,314 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,040 Sq Ft

  15 Rachel Dr, North Grosvenordale, CT 06255

  15 Rachel Dr, North Grosvenordale, CT 06255
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  /40

  $509,900 Coming Soon

  • 3 Beds
  • 1.5 Baths
  • 2,503 Sq Ft

  298 W Thompson Rd, Thompson, CT 06277

  Nestled in the beautiful town of Thompson, CT, this immaculately maintained 2,500+ sq ft home is filled with timeless charm and exceptional living spaces. The first floor offers a thoughtful layout beginning with a cozy carpeted living room, a formal dining room with built-ins and gleaming hardwood floors, and a welcoming family room highlighted by a fireplace and more hardwoods. A bright den

  Jared Meehan RE/MAX Bell Park Realty

  298 W Thompson Rd, Thompson, CT 06277
• 

  $273,000 Sold Aug 06, 2025

  • 1,000 Sq Ft
  • $273/SF
  • 2 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1945

  Unlisted Address

  74 Riverside Dr Thompson CT Welcome Home to this Cute 3 Bedroom , 1 Bath Ranch. Offers an Open concept Kitchen, Dining and Living room area with 2 bedrooms and Bath on the main floor and a walk out in the lower level with access to the 3rd Bedroom, Laundry area, Workroom and Utilities. Plenty of natural light throughout the home. Updated Kitchen counters, Flooring, Bathroom. Freshly painted walls

  Darrell Alexander RE/MAX Bell Park Realty

  Unlisted Address
• 

  Est $289,495 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,110 Sq Ft

  88 Thompson Hill Rd, North Grosvenordale, CT 06255

  88 Thompson Hill Rd, North Grosvenordale, CT 06255
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  /39

  $499,900 Under Contract

  • 4 Beds
  • 2 Baths
  • 2,761 Sq Ft

  538 Quaddick Rd, Thompson, CT 06277

  Welcome to your year-round lakefront retreat on the private side of desirable Quaddick Lake! This spacious raised ranch offers over 2,700 square feet of finished living space and a rare opportunity to own a direct waterfront property with incredible frontage! Enjoy serene views from the wraparound deck, perfect for morning coffee or sunset dinners by the water. This home features 3 bedrooms and 1

  Storm Steinberg Carbutti & Co., Realtors

  538 Quaddick Rd, Thompson, CT 06277
• 

  $350,000 Sold Aug 05, 2025

  • 1,008 Sq Ft
  • $347/SF
  • 3 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1960

  15 Denis Dr, North Grosvenordale, CT 06255

  Welcome to 15 Denis Drive - a charming and well-maintained home nestled in the desirable town of Thompson, CT. This 3-bedroom, 1 bath home has been in the same family for over 60 years. The perfect blend of comfort, functionality, and level backyard to enjoy. Step inside to find a sun-filled living room with hardwood flooring and a cozy layout. The eat-in kitchen features ample cabinetry,

  Courtney Ravenelle RE/MAX Bell Park Realty

  15 Denis Dr, North Grosvenordale, CT 06255
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  /34

  Est $340,000 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,941 Sq Ft

  67 Thompson Hill Rd, North Grosvenordale, CT 06255

  67 Thompson Hill Rd, North Grosvenordale, CT 06255
• 

  

  /26

  $106,000

  • 2 Beds
  • 1 Bath
  • 784 Sq Ft

  9 Sunshine Terrace, North Grosvenordale, CT 06255

  Discover the charm of simple, relaxed living in this delightful 2 bedroom, 1 bath mobile home located in a welcoming 55+ community. Set against a peaceful country backdrop, this home offers the best of both worlds, quiet surroundings and easy access to local conveniences. Inside, you'll love the spacious, light-filled living room designed for comfort and connection, along with a large eat-in

  Pamela Therrien The Neighborhood Realty Group

  9 Sunshine Terrace, North Grosvenordale, CT 06255
• 

  $350,000 Sold Jul 31, 2025

  • 1,200 Sq Ft
  • $292/SF
  • 92 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1900

  574 Fabyan Rd, North Grosvenordale, CT 06255

  Price improvement! $349,900. Step into timeless elegance with this beautifully updated antique colonial, perfectly situated on a stunning flat lot adorned with vibrant, perennial gardens and mature landscaping. This home blends historic charm with modern comforts, offering a peaceful retreat, just steps from nature. Enjoy morning coffee or evening relaxation in a spacious 28x12 foot screened in

  Valerie MacNeil Kazantzis Real Estate, LLC

  574 Fabyan Rd, North Grosvenordale, CT 06255
• 

  Est $440,293 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 1,978 Sq Ft

  47 Fabyan Woodstock Rd, North Grosvenordale, CT 06255

  47 Fabyan Woodstock Rd, North Grosvenordale, CT 06255
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  /26

  $234,000

  • 1 Bed
  • 1 Bath
  • 454 Sq Ft

  91 Quaddick Mountain Rd, Thompson, CT 06277

  Welcome to your lakefront retreat on the private side of Quaddick Lake. With tasteful, and modern updates throughout this house has tons of charm and character. Kitchen features a mixture of marble and granite countertops, hardwood floors, stainless steel appliances, and tile backsplash. Bathroom is tiled, with tiled shower and stone flooring. Property is equipped with 2 mini splits which offer

  Jill Napieralski The Neighborhood Realty Group

  91 Quaddick Mountain Rd, Thompson, CT 06277
• 

  $805,000 Sold Jul 23, 2025

  • 2,265 Sq Ft
  • $355/SF
  • 21 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1990

  23 Center St, Thompson, CT 06277

  This waterfront log cabin home on Schoolhouse Pond has been almost completely renovated to boast light and bright living spaces, inside and out. The open concept layout features a spacious living area that surrounds a center field stone chimney. The fireplace faces the kitchen, which has been updated with new cabinets, granite counters, and an island. Water views from every window in the living

  Lynn Converse RE/MAX Bell Park Realty

  23 Center St, Thompson, CT 06277
• 

  Est $307,823 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 928 Sq Ft

  216 Pompeo Rd, North Grosvenordale, CT 06255

  216 Pompeo Rd, North Grosvenordale, CT 06255
• 

  

  /40

  $614,900

  • 4 Beds
  • 3.5 Baths
  • 2,944 Sq Ft

  369 Thompson Rd, Thompson, CT 06277

  In the heart of Thompson Hill, step into history with the Jeremiah Olney House owned by the famous banker Jeremiah Olney in 1860, with its significant Greek Revival and Italianate features. This stunning 4-bed, 3.5-bath colonial farmhouse sits on nearly an acre of picturesque land and has been completely renovated. Overflowing with character, this home blends classic charm with modern

  Sheena Ruggirello Real Broker CT, LLC

  369 Thompson Rd, Thompson, CT 06277
• 

  $460,000 Sold Jul 22, 2025

  • 1,582 Sq Ft
  • $291/SF
  • 2 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1996

  266 Buckley Hill Rd, North Grosvenordale, CT 06255

  Coming Soon! Schedule your showings today. This Cape Cod style home sits on a private and wooded 8 AC lot with access on Pasay Rd. as well for a potential additional building lot. Home features a 2020 WBA built 2-car attached garage along with additional sitting/mudroom area. The kitchen, dining, and living room are all open concept. The living room features a vaulted ceiling along with an

  Ryan LaJoie Johnston & Associates Real Estate, LLC

  266 Buckley Hill Rd, North Grosvenordale, CT 06255
• 

  Est $318,000 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,061 Sq Ft

  93 Babula Rd, Thompson, CT 06277

  93 Babula Rd, Thompson, CT 06277
• 

  

  /38

  $379,900

  • 3 Beds
  • 2 Baths
  • 1,960 Sq Ft

  16 Porter Plain Rd, Thompson, CT 06277

  Welcome to this inviting raised ranch set on a beautiful fenced-in corner lot with a paved driveway and privacy fencing in Thompson, CT. The upper level offers 3 comfortable bedrooms and a full bath, along with a spacious kitchen featuring a breakfast bar that flows into the dining area and all recent appliances! From here, an updated slider opens to the rear deck partially covered, perfect for

  Jared Meehan RE/MAX Bell Park Realty

  16 Porter Plain Rd, Thompson, CT 06277
• 

  $430,000 Sold Jul 18, 2025

  • 1,642 Sq Ft
  • $262/SF
  • 34 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1970

  34 Bonnette Ave, Thompson, CT 06277

  Welcome to this beautifully maintained 3-bedroom, 2-bath home nestled in one of Thompson's most desirable neighborhoods. This charming residence offers the perfect blend of comfort, style, and functionality - ideal for families, professionals, or anyone looking for peaceful suburban living with convenient access to local amenities. Step inside to discover a spacious and sun-filled layout,

  Jason Flibbert O'Rourke Grp RE Professionals

  34 Bonnette Ave, Thompson, CT 06277
• 

  Est $380,000 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,290 Sq Ft

  486 Fabyan Rd, North Grosvenordale, CT 06255

  486 Fabyan Rd, North Grosvenordale, CT 06255
• 

  

  /40

  $675,000

  • 4 Beds
  • 3.5 Baths
  • 4,016 Sq Ft

  179 Hill Rd, Thompson, CT 06277

  Welcome to 179 Hill Road, a stunning 4,000+ sq ft Colonial set on a private, pastoral lot in a high-end Thompson, CT neighborhood. This beautifully maintained home features 4 bedrooms, 3.5 baths, and a flexible layout (private 1st floor in-law apartment) ideal for multi-generational living. The first-floor primary suite offers hardwood floors, a walk-in closet, and a luxurious private bath. The

  John Downs Berkshire Hathaway NE Prop.

  179 Hill Rd, Thompson, CT 06277
• 

  $360,000 Sold Jul 18, 2025

  • 1,080 Sq Ft
  • $333/SF
  • 35 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1960

  636 Thompson Rd, Thompson, CT 06277

  Welcome to this beautifully updated gem in the desirable town of Thompson, CT! From the moment you arrive, you'll be greeted by lush greenery, a partially fenced-in yard, and a single-car garage that adds both charm and convenience. Newer, owned solar panels are a huge plus to potentially offset electric costs. Step inside to a bright and airy sunroom, lined with windows-perfect for enjoying your

  Matthew Santurri Byrnes Real Estate Company

  636 Thompson Rd, Thompson, CT 06277
• 

  Est $508,000 Not Listed For Sale

  • 5 Beds
  • 2.5 Baths
  • 2,954 Sq Ft

  196 Hill Rd, Thompson, CT 06277

  196 Hill Rd, Thompson, CT 06277
• 

  

  /28

  $400,000

  • 1 Bed
  • 1 Bath
  • 517 Sq Ft

  31 Green Island, Thompson, CT 06277

  Quaddick Lake. Unique opportunity on Green Island. Only 12 homes in this private seasonal community. Home has been carefully renovated. Located on the southern peninsula of the island with 3 sides of waterfront.. over 90 feet. Spectacular views, easy access to the water, 3 docks. Large common area, one bedroom and loft. Screen porch to large deck. Home has electric, heat, ac, dry-well for shower

  Richard Loomis RE/MAX Bell Park Realty

  31 Green Island, Thompson, CT 06277
• 

  $88,000 Sold Jul 11, 2025

  • Land
  • 1.88 Acres
  • $46,933 per Acre

  • 19 Days On Market

  Lot 169D Kapitulik Rd, Thompson, CT 06255

  This lightly wooded lot is ready for a new build. Surrounded by currently undeveloped land, this was a 6 acre lot recently divided and perc'd, with a 3 bedroom septic plan. The wooded area rise up slightly, and there is an old cart path for easy walking and exploring. No wetlands noted on this lot. The remaining lot is 4.125 acres, and also on the market for $89,000. Park on the road near the

  Lynn Converse RE/MAX Bell Park Realty

  Lot 169D Kapitulik Rd, Thompson, CT 06255

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