Windham, CT Homes in ZIP Code 06255

• 

  

  

  /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
• 

  

  

  /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
• 

  

  

  /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
• 

  

  /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
• 

  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
• 

  

  /13

  $149,900

  • Land
  • 0.92 Acre
  • $162,935 per Acre

  206 Stawicki Rd, Thompson, CT 06255

  This beautiful 0.92-acre lot offers the perfect blend of peace, privacy, and convenience. Fully approved and ready to go, the property already has a well and septic system installed, saving you time and money. Tucked away in a serene country setting, you'll enjoy the quiet of nature while still being within easy reach of town amenities. This lot provides a head start with the major groundwork

  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
• 

  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
• 

  

  /28

  $543,000

  • 7 Beds
  • 3 Baths
  • 2,115 Sq Ft

  51 Main St, North Grosvenordale, CT 06255

  MOTIVATED SELLER!!! COME CHECK OUT THIS AMAZING PROPERTY! Own your own beautiful property in Thompson Ct and have your mortgage paid. This property offers ample living space with large apartments. The huge back yard is private and offers shade and a beautiful tree line. This property has off street parking with ample of garage space. Enjoy your own workshop that is heated and offers plenty of

  Tessa Stacy Brunet and Company Real Estate

  51 Main St, 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 $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
• 

  

  /3

  $89,000

  • Land
  • 4.12 Acres
  • $21,576 per Acre

  Lot 169A Kapitulik Rd, Thompson, CT 06255

  This lightly wooded lot is back on the market due to the previous buyers inability to secure financing, and ready for a new build. This was a 6 acre lot recently divided and perc'd, with a 3 bedroom septic plan. The woods rise up nicely, and have a few old cart paths for easy walking and exploring. Very minimal wetlands to the rear of the property. Park on the road near the no trespassing sign.

  Lynn Converse RE/MAX Bell Park Realty

  Lot 169A Kapitulik Rd, Thompson, CT 06255
• 

  $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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  /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
• 

  

  /4

  $499,900

  • Land
  • 11 Acres
  • $44,834 per Acre

  117 Riverside Dr, North Grosvenordl, CT 06255

  Great opportunity awaits on this 11 acre multi use property that runs along the airline trail. Some of the many potential uses would be townhouses, duplex's, multi families and single family homes. Gravel is on site. City sewer and 3 phase power. This property is located near 395 which is great for easy commuting into Massachusetts. .

  Cary Marcoux RE/MAX Bell Park Realty

  117 Riverside Dr, North Grosvenordl, CT 06255
• 

  $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
• 

  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
• 

  /2

  $300,000

  • Land
  • 19 Acres
  • $15,625 per Acre

  0 Lowell Davis Rd, Thompson, CT 06277

  Approved 19.2 AC building lot located on one of the most private, but convenient, roads in all of Thompson. Owner has completed a lot split and this approved lot is ready for your designs. Lot features beautiful stone walls, is lightly wooded, and very private. A lot of this size allows for many recreational activities including hiking, ATV use, along with hunting. Lot is located very close to

  Ryan LaJoie Johnston & Associates Real Estate, LLC

  0 Lowell Davis Rd, Thompson, CT 06277
• 

  $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 $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
• 

  /2

  $60,000

  • Land
  • 6 Acres
  • $9,677 per Acre

  0 Blash Rd Unit 24105055, Thompson, CT 06255

  6 plus acre parcel of raw land. This property is a 5.45 acre and a .75 acre sold as one. Rear lot. Property opens up once you get towards the rear of the property.

  Cary Marcoux RE/MAX Bell Park Realty

  0 Blash Rd Unit 24105055, Thompson, CT 06255
• 

  $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 $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
• 

  

  /23

  $399,500 New Construction

  • 3 Beds
  • 1.5 Baths
  • 1,800 Sq Ft

  1 First St, North Grosvenordale, CT 06255

  Welcome to Thompson's newest subdivision! These 4 homes are newly constructed with a functional floor plan and much thought into flexibility. 1800 sq ft of Colonial style, this home offers an open concept through the kitchen and living room. Dining room/flex room can be used for not only dining but office, playroom, or whatever your needs may be on the first floor. Half bath with laundry.

  Amy Brunet Brunet and Company Real Estate

  1 First St, North Grosvenordale, CT 06255
• 

  $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 $300,000 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 960 Sq Ft

  138 Kapitulik Rd, North Grosvenordale, CT 06255

  138 Kapitulik Rd, North Grosvenordale, CT 06255
• 

  

  /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
• 

  $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
• 

  Est $420,000 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,863 Sq Ft

  184 Buckley Hill Rd, North Grosvenordale, CT 06255

  184 Buckley Hill Rd, North Grosvenordale, CT 06255
• 

  

  /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
• 

  $515,000 Sold Jul 03, 2025

  • 2,332 Sq Ft
  • $221/SF
  • 13 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1923

  35 Walker Rd, Thompson, CT 06277

  This meticulously updated & beautifully renovated home in desirable Thompson - just a minute from the Dudley line boasts over 2,300 SF of thoughtfully designed living space. The spacious heated 3-car attached garage features both front & rear garage doors & has an incredible bonus room above, complete w/vaulted ceilings, a stunning propane fireplace, & a custom wet bar-perfect for entertaining.

  Jared Meehan RE/MAX Bell Park Realty

  35 Walker Rd, Thompson, CT 06277
• 

  Est $358,000 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,008 Sq Ft

  473 Fabyan Rd, North Grosvenordale, CT 06255

  473 Fabyan Rd, North Grosvenordale, CT 06255
• 

  

  /26

  $280,000 Pending

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

  987 Riverside Dr, North Grosvenordale, CT 06255

  Fantastic investment opportunity in the desirable town of Thompson, conveniently located near I-395 and major routes. This well-maintained 2-family property features two spacious units, each offering 2 bedrooms, 1 full bath, a large eat-in kitchen, and a comfortable living room. Both units include in-unit washer/dryer hookups and separate utilities.One tenant is moving out at the end of August,

  Marlene Reyes Rolon The Neighborhood Realty Group

  987 Riverside Dr, North Grosvenordale, CT 06255
• 

  $430,000 Sold Jun 30, 2025

  • 2,271 Sq Ft
  • $189/SF
  • 8 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1900

  625 Riverside Dr, North Grosvenordale, CT 06255

  BEST AND FINAL DUE TUESDAY 5/20 9 AM. Immaculate and turnkey, this rare duplex opportunity in Thompson, CT offers two well-maintained units-each featuring 2 bedrooms and 1 full bath-ideal for owner-occupants or investors alike. One unit will be delivered vacant, making it perfect for those looking to live on-site while generating great rental income from the other. Set on a spacious 1.58-acre

  Jared Meehan RE/MAX Bell Park Realty

  625 Riverside Dr, North Grosvenordale, CT 06255
• 

  Est $342,659 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 960 Sq Ft

  8 Linda Ln, North Grosvenordale, CT 06255

  8 Linda Ln, North Grosvenordale, CT 06255
• 

  

  /39

  $269,900 Pending

  • 2 Beds
  • 1.5 Baths
  • 1,704 Sq Ft

  13 Westside Dr Unit 89, North Grosvenordale, CT 06255

  Welcome to condo living! This charming 2-bedroom townhouse is nestled in a small community just minutes from I-395. This unit features a spacious L-shaped living and dining area, which is perfect for relaxing or entertaining guests. Step through the sliding doors to your private deck, where peaceful views of trees and open green space offer a natural escape year-round. The sunny kitchen boasts

  Jennifer Jones Premeer Real Estate Inc.

  13 Westside Dr Unit 89, North Grosvenordale, CT 06255
• 

  $270,000 Sold Jun 27, 2025

  • 1,288 Sq Ft
  • $210/SF
  • 4 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1989

  13 Westside Dr Unit 93, North Grosvenordale, CT 06255

  Tucked away in the quiet northeastern corner of Connecticut-just minutes from the MA and RI borders-this charming 2-bedroom townhouse offers the perfect blend of peaceful living and commuter convenience. Step inside to find a thoughtfully designed layout featuring an airy L-shaped living and dining space, anchored by sliders that open to a private deck with tranquil tree-lined views. The bright

  Jennie Kesselman Berkshire Hathaway NE Prop.

  13 Westside Dr Unit 93, North Grosvenordale, CT 06255

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