Thompson Homes for Sale

Welcome to Thompson, Connecticut—a charming town nestled in the picturesque Windham County. Known for its serene landscapes and tight-knit community, Thompson offers a perfect blend of rural charm and modern conveniences. With a rich history dating back to the 1700s, the town boasts a variety of historical sites and natural attractions, making it an ideal place for those who appreciate both culture and the great outdoors.

Thompson is characterized by its stunning lakes, lush forests, and rolling hills, providing ample opportunities for outdoor activities such as hiking, fishing, and boating. The town is also home to several parks and recreational facilities, ensuring that residents can enjoy a healthy, active lifestyle. With a strong sense of community, Thompson hosts numerous events throughout the year, from farmers' markets to seasonal festivals, fostering connections among neighbors and creating lasting memories.

For those considering a move to this enchanting area, Thompson offers a diverse range of homes for sale. Whether you’re seeking a cozy cottage, a spacious family home, or an elegant estate, the real estate market here caters to various lifestyles and budgets. Many properties feature beautiful gardens, scenic views, and easy access to local amenities, ensuring you find the perfect place to call home.

With its welcoming atmosphere and vibrant community spirit, Thompson, CT, is not just a place to live—it's a place to thrive. Explore the available homes for sale today and discover the enchanting lifestyle that awaits you in this beautiful corner of New England!

Newest Thompson Homes for Sale

$415,000

4 Beds ⋅ 1 Baths ⋅ 24196428 MLS

~*~ BRING YOUR CREATIVITY ~ TOOL BOX & LONG TERM VISION to 303 RIVERSIDE DRIVE!! ~*~ ... Although this Property Requires The "3 RRRs" Renovation, Repairs & Restoration .... It will be a Rewarding Opportunity for the Right Buyer!!!... Being Sold As-Is....This Cape Style House comes with 4 Sprawling Acres of Wooded Privacy! Not to Mention the "Aged" wide Stonewall Borders!... The House offers 1,652 Square Feet of Living Space across 2 Floors ~ 4 Very Good Sized Bedrooms - 2 on Each Level!.. This Classic Layout has a Wood Fireplace, Dining Area and Sun Room!.. Oil Heat, Private Well & Private Septic (Recently inspected showing a functioning system)... The Crown Jewel of this Property is the Two-Story Barn!!.. Need extra Storage? Need a Work Shop? Need a Fun Place for the Grandkids to hang out?... Endless Possibilities!!.. And there's More..... 1-Car Garage and a Separate Structure on the hill once used as a Kids Place House! .... The back part of the land borders the AIRLINE TRAIL !.. Highway Access is only Minutes to I-395! You will be close to Antique Shopping , Great Dining & Entertainment in the Surrounding Towns!!... Bring your Furry Friends to the West Thompson Dam ~ walking trails. You are also close to the Woodstock Orchards ~ Just in time for "Pick Your own Apples!!" ... Or Relax with an Adult Beverage at the Tree House Brewery and/or Taylor Brook Vineyard!... Don't miss this Opportunity !! :)

303 Riverside Dr, Thompson

$489,900

3 Beds ⋅ 2 Baths ⋅ 24203203 MLS

Built solid with the intention of lasting, this 1950's Cape style home has received a full renovation just 3 years ago. Home has a modern feel with still remaining the vintage charm. Set on a 1/2 acre of land, this 3 bedroom 2 bathroom home is move-in ready. Newly installed hardwood floors throughout, home features a modern kitchen-granite counters, newer cabinets, island, & stainless steel appliances. The open living room & dining area are just off the kitchen, with access to a first floor full bathroom along with a pantry & laundry room. An additional family room with gleaming hardwood floors along with a wood burning fireplace is a potential first floor primary bedroom (town has 4 bedrooms listed in records). Upstairs-three generous size bedrooms along with an additional full bathroom. Mechanically, you will enjoy efficient propane WAIR heat along with central heat, a newly installed whole house automatic generator, along with a professional basement waterproofing/French draining system to ensure a dry basement for storage or additional living space. A detached 2 car garage makes great vehicle, lawn equipment, workshop space. Home is located just minutes from the MA line for commuting/shopping.

25 Watson Rd, Thompson

$424,900

4 Beds ⋅ 2 Baths ⋅ 24203691 MLS

Nearly 1,700 SF ranch offering a hard-to-find 1-bedroom in-law setup, all conveniently located on the first floor! The in-law space features its own full kitchen/living area, full bath with laundry, bedroom & separate entrance, providing excellent options for extended household needs. The main living area offers a spacious layout with an updated kitchen featuring granite counters, refreshed bath & fresh paint! Numerous updates include the roof, electrical service & more, making this home truly turnkey. Step outside to an enormous rear deck overlooking the flat backyard, perfect for relaxing or entertaining. The lower level offers substantial additional space & excellent potential for future finishing. Ideally located just minutes from highway access, approximately 20 minutes to Worcester & about an hour to Boston, Providence, Hartford & Springfield. A versatile, updated home in an exceptionally convenient commuter location!

177 Sand Dam Rd, Thompson

$380,000

3 Beds ⋅ 1 Baths ⋅ 24203021 MLS

Welcome home to this 3 bedroom ranch, offering the perfect opportunity for first time home buyers, those looking to downsize, or anyone seeking easy one-level living. A spacious basement provides endless possibilities for storage, a workshop, home gym, or future finished living space. Enjoy peace of mind with a roof that is only 8 years old and an electric hot water heater that's just 9 months old. Connected to public water and public sewer, this home is ready for its next owners to make it their own. Conveniently located with easy access to local amenities, this property is full of potential.

2 Rachel Dr, Thompson

$1,100,000

3 Beds ⋅ 3 Baths ⋅ 24202934 MLS

Lakefront luxury awaits on Little Pond in Thompson, CT. This brand-new 2,100sq. ft. custom build retreat offers effortless waterfront living with panoramic views throughout. Enjoy a brigh open-concept great room, a custom kitchen, and a main-floor primary suite with its own private sreened porch overlooking the water. Upstairs, you'll find two additional bedrooms and a full bath, perfect for family or guests. Downstairs, a walk-out basement with three shoreline sliders adds an optional 900 sq.ft. of flexible space for a home gym or rec. room.Step right outside to kayak, boat or fish year-round, all just minutes from I-395. Estimated Delivery Spring 2027.

25 Lakeview St, Thompson

$359,900

3 Beds ⋅ 2 Baths ⋅ 24202370 MLS

1940's Cape Cod style home that has been completely remodeled from the studs in over the past 25 years of ownership. Home features a flexible floor plan with 3 bedrooms and 1.5 bathrooms, a large & open eating space kitchen, first floor bedroom potential, along with over 1/2 AC of yard and a large Barn Yard detached Garage/Shed with power perfect for toys & vehicles. Newer septic updated 200-amp circuit breakers with generator ready connections & fully insulated. First floor features a tiled floor kitchen, wood floors in the living room along with the 1st floor bedroom currently utilized as an offer. The full bathroom was recently renovated & updated. Upstairs, 2 additional bedrooms along with a primary suite with 1/2 bathroom. Walk-in attic space is a great plus along with the walk-out basement.

133 Church St, Thompson

$599,900

3 Beds ⋅ 3 Baths ⋅ 24202365 MLS

One owner, meticulously maintained Ranch style home featuring almost 2,000 sq. ft. of 1 floor living, 3 bedrooms & 2.5 bathrooms situated on a cul-de-sac of just 3 homes. Sitting on 7.79 AC, plenty of room for exploring, expanding, along with animals with an existing 2 stall horse barn/shed & paddock. This home was designed with an attractive cape style roof and brick facade, setting this apart from any cookie-cutter design. Entering the front door to the living room you'll find 10 ft. ceilings, a fireplace with wood burning stove, Brazilian cheery hardwood floors along with an open floor plan to the dining & kitchen area. The tiled floor kitchen has plenty of working space for the cook, an island for additional prep & storage & Quartz counters. Just off the kitchen, and accessible from the 3-car garage (1 double deep/tandem), you will find a laundry room/mudroom along with 1/2 bath for convenience. The primary suite features a tray ceiling, walk-in closet, along with private bathroom: double sinks, claw foot tub, & tiled shower stall. Both other bedrooms are generous in size and are conveniently located across from the second full bathroom. A rear slider off the dining room leads to the private backyard. Home has very efficient Buderus hydro heat along with central air, all up to date on maintenance, along with underground power & is generator ready. 2x6 construction, added insulation, blown-in attic insulation, hot & cold water in the garage, paved driveway, & much more!

3 Jason Hts, Thompson

$584,900

4 Beds ⋅ 4 Baths ⋅ 24200678 MLS

Step into the Quiet Corner's storied past at this beautifully renovated 1814 Greek Revival and Italianate farmhouse, set on nearly an acre in the heart of the Thompson Hill Historic District, a 550-acre National Register district anchored by the town green. This 4-bedroom, 3.5-bath antique colonial blends original detail with modern comfort, including a grand entry staircase, two fireplace-warmed sitting rooms, a formal dining room, and an eat-in kitchen with stainless appliances that walks out to a private deck. A main-floor bedroom and half bath add flexibility. Upstairs, three bedrooms, two with private ensuites, and a bonus parlor. Outside, a spacious 30x40, two-story, three-bay barn with a workshop opens up real possibilities, from a car enthusiast, hobbyist, extra storage or even a home-based venture. Anyone interested in a B&B, event space, or short-term rental use should confirm zoning with the Town of Thompson. The location is a true draw: minutes from Lord Thompson Manor, a 1918 historic wedding estate, the William Mason House, and ANYA, an acclaimed fine dining destination that draws visitors from across New England. For those who want small-town history, architectural character, and a genuine sense of place, this is a rare opportunity.

369 Thompson Rd, Thompson

$499,000

3 Beds ⋅ 2 Baths ⋅ 1420812 MLS

Set on a private, park-like .84-acre property in North Grosvenordale, 29 Vandall Street is a truly distinctive 1958 ranch offering approximately 5,700 square feet of finished living space across two levels, with 5,794 gross square feet per tax records. The home features 3 bedrooms, 2 full baths, generous living spaces, central air, two fireplaces, town sewer, and a 35-panel solar system. The centerpiece is an impressive indoor swimming pool, creating a year-round space for recreation, relaxation, and entertaining. The spacious primary suite includes a walk-in closet and an expansive bath finished with distinctive Vermont Verde Antique Serpentine stone, featuring double sinks, a bidet, jetted corner tub, and walk-in shower with bench and body jets. The finished lower level expands the home's versatility with a large game and recreation room, built-in bar, and fireplace surrounded by floor-to-ceiling stonework. Additional finished spaces provide room for hobbies, gatherings, storage, or flexible living needs. Adding to the property's unique character are a Cold War-era fallout shelter with original U.S. Civil Defense materials, hidden compartments, and other unexpected features throughout the home. With substantial indoor space, a private setting, and amenities rarely found under one roof, 29 Vandall Street offers a remarkable combination of character, history, and functionality.

29 Vandall Street, Thompson

$499,000

3 Beds ⋅ 2 Baths ⋅ 24200502 MLS

29 Vandall St, Thompson

$429,900

3 Beds ⋅ 2 Baths ⋅ 24199999 MLS

Welcome to 195 Wagher Rd, a well-maintained Cape Cod offering comfortable living and timeless charm. Enjoy a spacious backyard with plenty of room for outdoor entertaining, gardening, or relaxation. A private paved driveway provides convenient off-street parking. Conveniently located in North Grosvenordale, this home is ready for its next chapter.

195 Wagher Rd, Thompson

$599,000

2 Beds ⋅ 3 Baths ⋅ 24199517 MLS

Custom-built Cape with an Accessory Dwelling Unit (ADU) on 1.62 acres just minutes from Thompson Speedway Motorsports Park, home to a racing track and the Raceway Golf Club, with easy access to 395. This one-of-a-kind property is a true car enthusiast's dream, anchored by a massive eight-car barn garage, ideal for collectors and hobbyists alike. The 1,552 square foot main house offers two bedrooms, hardwood and native pine floors throughout, a custom maple staircase, and French doors leading to an English garden. The kitchen features cherry cabinets and granite countertops, and the dining room includes a fireplace. Upstairs, the primary bedroom opens to a private deck overlooking the backyard. A partially finished basement adds flexible living space, Mitsubishi mini-split heating and cooling keeps every room comfortable, and a whole-house generator offers year-round peace of mind. A two-car garage with a ramp provides convenient access into the home. The property also includes a fully separate 576 square foot accessory dwelling unit with two bedrooms, one bath, a full kitchen, an additional downstairs room, and its own laundry and private garage, perfect as a guest house, home office, in-law, or rental. Set in a peaceful country setting in Connecticut's Quiet Corner, this property offers space, versatility, and craftsmanship rarely found together. Subject to Seller securing suitable housing, Seller has next home under contract.

22 Kingsbury Rd, Thompson

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