Thompson Real Estate

Welcome to Thompson, Connecticut – a hidden gem nestled in the picturesque Windham County. Known for its serene landscapes and charming small-town vibe, Thompson offers a perfect blend of rural tranquility and modern convenience. With its rich history and vibrant community, it’s no wonder that this quaint town is becoming a sought-after destination for homebuyers looking for a peaceful retreat.

Thompson is characterized by its stunning natural beauty, featuring lush greenery, rolling hills, and sparkling lakes, making it an ideal spot for outdoor enthusiasts. Residents can enjoy a variety of recreational activities, from hiking and biking along scenic trails to fishing and kayaking on the pristine waters of Quaddick Lake. The town’s commitment to preserving its natural resources ensures that these stunning landscapes remain untouched for generations to come.

In addition to its natural allure, Thompson boasts a warm and welcoming community, where neighbors become friends and local businesses thrive. The town hosts numerous events throughout the year, fostering a sense of camaraderie among residents. From farmers' markets to seasonal festivals, there’s always something happening in Thompson.

Families will appreciate the town’s excellent school system and safe neighborhoods, making it a great place to raise children. With easy access to major highways, Thompson is conveniently located just a short drive away from larger cities, providing the perfect balance between rural living and urban accessibility.

Whether you're looking to settle down in a peaceful environment or seeking an investment opportunity, Thompson, CT, is a charming choice that promises a fulfilling lifestyle. Come explore all that this delightful town has to offer!

Newest Listings in Thompson

$599,999

3 Beds ⋅ 3 Baths ⋅ 24217794 MLS

Welcome to this New Construction Raised Ranch Home, with an updated facade and side entry garage, this sturdy structure has been situated on a one acre parcel within a newly developed, private, four-lot subdivision. Act now to personalize your preferred colors and finishes. The development borders conservation land with Quaddick State Park and golf minutes away. Views from this hill sitting home will give the owner picturesque sunrises over Quaddick's Lower Reservoir Pond. This thoughtfully designed property features three bedrooms and three full bathrooms, an open floor plan with cathedral ceilings filling the space with natural light. The home is offered with a fully applianced kitchen, including a large center island for casual dining. The living space is complemented by lustrous hardwood floors throughout the main level. The finished walk-out lower level provides extra living space, perfect for entertaining or relaxing in the front to back sitting room. This level also includes a full bathroom and laundry room combo. Additional features include: Two-car garage, Central air conditioning, and a private, one-acre lot ideal for outdoor enjoyment, Potential expansion with Four Bedroom Septic System Installed. A stone's throw to the Massachusetts line and I-395. This home is a must-see for anyone seeking modern amenities and elegant finishes. Make your showing today and find this dream home yours!

437 Quaddick Rd, Thompson

$399,900

2 Beds ⋅ 1 Baths ⋅ 24217500 MLS

PRIVATE, UPDATED & SPACIOUS! This Split-Level home boasts 1,806 total square feet of versatile living space (1,182 upper 624 lower), The upper-level features two large, bright bedrooms and a beautifully renovated bathroom. As well as a large Fireplaced Living Room open to Kitchen and Dining area. The expansive lower level offers an additional 624 square feet of flexible space. Inside, a bright, open flow is highlighted by a freshly painted interior and NEWLY installed beautiful hardwood entrance stairs. Nestled in a private 1.84-acre setting, this home has gone through some major structural upgrades completed within the past year, including a NEW ROOF, ENERGY-EFFICIENT WINDOWS, NEW GARAGE DOORS & FRESH EXTERIOR PAINT. Has Mini-splits for heating & AC. Perfectly balanced move-in ready comfort with future upside potential.

322 Quaddick Town Farm Rd, Thompson

$175,000

24217151 MLS

Rare 8.34-Acre Property in a Highly Desirable Neighborhood! Discover the perfect opportunity to build your dream home on this exceptional 8.34-acre property, consisting of two combined lots, including an approved building lot, nestled in a highly desirable, well-established cul-de-sac. Enjoy the privacy, tranquility, and natural beauty of your own private fishing pond, offering a peaceful retreat right in your backyard. Ideally located near two golf courses, private schools, Quaddick State Park, Webster Lake, and Thompson Speedway, this property offers an appealing blend of recreation, convenience, and privacy. With the Massachusetts border just 1.5 miles away and I-395 only 3 minutes away, commuting and access to surrounding communities are a breeze. Whether you're envisioning a private estate or a peaceful country setting close to everyday amenities, this unique property offers an outstanding opportunity to bring your vision to life. A rare combination of acreage, location, and natural charm-come explore the possibilities!

Ryler Ct, Thompson

$354,000

3 Beds ⋅ 1 Baths ⋅ 24217200 MLS

Welcome home to this charming 3-bedroom ranch, thoughtfully updated while retaining much of its original character. Original hardwood floors, solid wood doors, and a classic fireplace add warmth and timeless appeal. The kitchen was updated in 2017 and features granite countertops and stainless steel appliances, while the bathroom has been completely remodeled during the current ownership. Additional updates include a new roof in 2025 and a new well pump in 2025. A Buderus boiler, leased solar panels, and generator-ready setup add efficiency and peace of mind. Conveniently located near I-395 and close to the Massachusetts and Rhode Island lines, this home offers an easy commute while providing a comfortable place to call home. Don't miss the opportunity to make this charming ranch your own.

193 Sand Dam Rd, Thompson

$349,900

4 Beds ⋅ 1 Baths ⋅ 24213064 MLS

Step inside to find hardwood floors throughout, creating a warm and cohesive feel across the home. The updated bathroom and kitchen adds a fresh, modern touch, while the functional layout provides flexibility for family living, guests or a home office. Major improvements have already been taken care of, including a brand-new gas forced air heating system offering an easy conversion to add central air for year-round comfort.The seller removed the hot water baseboard oil system and replaced with the gas forced air heat so he would have the ability to add central air if he wanted to in the future. A new septic system installed in 2023 offers peace of mind for years to come. Outside, enjoy a spacious fenced-in-yard perfect for pets, entertaining or relaxing in privacy. The large back deck extends your living space outdoors and is ideal for gathering, grilling or quiet evenings. Conveniently located close to the MA line with easy access to I-395, this home is perfect for commuters while still offering a peaceful residential setting. Don't miss this opportunity to own the well-updated ranch in a highly accessible location, SHORT SALE being done by Sean Wilder.

18 Leon St, Thompson

$399,900

3 Beds ⋅ 2 Baths ⋅ 24216116 MLS

Room to breathe, space to grow, and nothing left to do but move in! This turnkey 3-bedroom, 2-full-bath home sits on 2.5 private acres in Thompson, offering the country lifestyle you've been searching for. Upstairs, the kitchen shines with granite counters and updated cabinets, joined by three bedrooms, a full bath, and fresh updated flooring. Head down to the lower level and the possibilities open up: a family room made for movie nights and game days, a home office for working remotely, a second full bath featuring a shower with a tiled surround, plus laundry and plenty of storage. Central air keeps every season comfortable, and a generator transfer switch means you're ready for whatever New England weather brings. Picture summer evenings in the yard, fall foliage all around, and wide-open space to garden, play, or simply unwind. All this just minutes from the Massachusetts and Rhode Island borders for an easy commute. Incredible location, setting, and layout. Quick closing possible, so you could be settled in before the holidays!

88 Baker Rd, Thompson

$599,900

3 Beds ⋅ 3 Baths ⋅ 24215871 MLS

Discover a truly unique property offering three full levels of versatile living space, exceptional privacy, and an outdoor setting designed to be enjoyed in every season. The main level welcomes you with a grand family room featuring soaring vaulted ceilings, a walkout to the expansive rear deck, and a charming front sitting porch. The beautifully renovated kitchen showcases butcher block countertops, stainless steel appliances, and a stunning center island, complemented by a dedicated dining area with a custom coffee station and bay window that fills the space with natural light. An elegant arched doorway leads to a second living room featuring a propane gas fireplace, creating a warm and inviting retreat. A full bathroom with a beautifully designed tiled shower and French doors opening to a private deck complete this level. Upstairs, you'll find three bedrooms, including a spacious primary bedroom with ample room for additional furnishings, along with a flexible bonus room ideal for a home office, guest room, or additional bedroom. A full bathroom with a convenient in-home washer and dryer adds everyday functionality. The fully finished lower level expands the possibilities even further, offering a private room currently used as a bedroom, an additional common area currently set up as a workout room, and a third full bathroom with a tub and shower. Set on nearly five private acres, the outdoor amenities are just as impressive.

29 Marcy Ln, Thompson

$409,900

6 Beds ⋅ 3 Baths ⋅ 24215803 MLS

Not often will you find a 2-family owner occupant or investment opportunity as well maintained, updated, & improved as this home. Unit A, to be delivered vacant, is a 3-bedroom 2-bathroom townhouse style unit. The kitchen was just full remodeled w/quartz counters, new all wood cabinets, stainless steel appliances, recessed lighting, an eating space & a pantry. The living room features vinyl plan flooring along with a propane parlor stove. The first-floor primary bedroom also has a full bathroom site, just fully remodeled. On the second floor, two additional generous sized bedrooms and another full bathroom. Unit B, currently rented by family willing to remain, is a 3-bedroom 1 bathroom, nicely renovated unit with private parking, a large eating space kitchen, & generous sized room. Both units have oil WAIR heat along with CAIR. Newer-roof, oil tanks, vinyl siding, heating systems, water heaters, driveway, & much more. Owners' unit has a 2-car heated garage. Common rear mudroom leads to rear private stone patio, garden areas & an almost new 4-person hot tub! Stay tuned for interior pictures...

91 Riverside Dr, Thompson

$625,000

2 Beds ⋅ 1 Baths ⋅ 24214930 MLS

2 PROPERTIES FOR THE PRICE OF ONE! MAGNIFICENT MIDCENTURY RANCH FEATURES 2 BED, GLOSSY HARDWOOD FLOORS, 1 BATH, FULL FINISHED BASEMENT, OPEN KITCHEN, BREEZEWAY AND A ONE CAR ATTACHED GARAGE. THE DETACHED 3 BAY GARAGE IS A MECHANIC/CONTRACTORS DREAM! LARGE OVERHEAD DOORS, HEAT, BATHROOM, 200 AMP SERVICE, VEHICE LIFT - THIS IS READY TO WORK- THERE IS ALSO A 1 BED- LEGAL APARMENT WITH KITHCHEN, BED, BATH AND COMMON AREA- ENJOY LOCAL LAKE AMENATIES - JUST MOMENTS AWAY!

7 June Ave S, Thompson

$599,900

3 Beds ⋅ 2 Baths ⋅ 24214665 MLS

Privacy isn't just a feature here. It's a way of life. Set on 8.1 private acres, this distinctive chalet-inspired home, built in 2022, offers a remarkable blend of architectural character, modern comfort, and natural beauty. Soaring vaulted ceilings, exposed timber beams, hardwood floors, and a dramatic wall of windows create a warm, light-filled interior that embraces the surrounding landscape. The open-concept living area features a welcoming fireplace and flows into a spacious kitchen with granite countertops, stainless steel appliances, generous cabinetry, and a center island. Expansive decking invites outdoor living, while the combination of cleared land and mature woodland provides a peaceful, secluded setting. Three bedrooms, two full baths, propane heat, and an oversized two-car garage with high ceilings and oversized doors add comfort and versatility. A special property offering privacy, individuality, and room to breathe.

597 E Thompson Rd, Thompson

$799,000

5 Beds ⋅ 4 Baths ⋅ 24211775 MLS

Set on 19 picturesque acres in Thompson, this unique property offers tremendous flexibility for residential and equestrian use. Formerly used as a two-family home it provides options for single family, multi-generational living, farm staff, owner occupancy, or rental income. The home has been professionally cleaned, with major improvements already completed including a new roof, windows, garage doors, repointed chimney, serviced furnace, new dishwasher in the upper unit, refinished upstairs floors, repainted porch, and rebuilt deck. Kitchens and bathrooms offer an opportunity for additional cosmetic updating and personalization. Equestrian amenities are extensive, including a 12-stall main barn with multiple tack, feed and storage areas, lounge, bathrooms, water, and an approximately 2,000-bale hay loft. The lower barn offers 7 additional stalls with room to expand, plus storage. Two accessory buildings include a garage-style structure ideal for equipment storage. A 50' x 100' indoor arena provides year-round riding, while five fenced grass pastures with automatic waterers offer excellent turnout. With substantial infrastructure, multiple buildings, established fencing, and 19 acres - this property is ready for its next chapter. A rare opportunity for an equestrian estate, boarding or training operation, or simply the space to create your ideal multi-generational property.

91 Church St, Thompson

$102,000

24210652 MLS

The property was recently subdivided from a larger 6-acre parcel, has been perc tested, and has a 3-bedroom septic plan available. Lightly wooded, 4.125-acre residential building lot with about 330 feet of paved-road frontage. The terrain rises gently into the wooded area.

Lot 169A Kapitulik, Thompson

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Thompson Real Estate

Newest Listings in Thompson

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