Thompson Real Estate

Welcome to Thompson, Connecticut – a hidden gem nestled in the heart of Windham County! Known for its picturesque landscapes and charming small-town atmosphere, Thompson offers a unique blend of tranquility and community spirit, making it an ideal place to call home.

Thompson is rich in natural beauty, with its rolling hills, lush forests, and pristine lakes that beckon outdoor enthusiasts. Residents and visitors alike can enjoy a variety of recreational activities, from hiking and biking to fishing and boating. The scenic Quaddick State Park and the serene Thompson Dam are perfect spots for family picnics or a peaceful day spent in nature.

The town is steeped in history, featuring well-preserved architecture and quaint neighborhoods that reflect its heritage. Thompson’s vibrant community hosts numerous events throughout the year, fostering a strong sense of belonging among its residents. Whether it’s the annual Thompson Fall Festival or the local farmers' market, there’s always something happening that brings people together.

For families, Thompson boasts excellent schools and a safe environment, making it an attractive option for those looking to raise children. The town's close-knit community ensures that everyone feels welcome, while still providing easy access to larger urban areas for work and entertainment.

With its idyllic charm, rich history, and abundant recreational opportunities, Thompson, CT, is more than just a place to live; it’s a place to thrive. Explore the possibilities and discover your dream home in this enchanting town today!

Newest Listings in Thompson

$250,000

2 Beds ⋅ 1 Baths ⋅ 24194151 MLS

Calling all investors, contractors, and ambitious renovators! Enjoy a rare opportunity just moments from beautiful Quaddick Lake with a seasonal water view, deeded right-of-way access to the lake, and close proximity to Quaddick State Park for boating, fishing, swimming, hiking, and year-round recreation. The property features a 2-bedroom, 1-bath main home and a detached 1-car garage with an upstairs accessory dwelling unit, offering additional flexibility and potential (buyer to perform due diligence regarding permitted uses). Inside, you'll find a nostalgic time capsule featuring warm wood cabinetry, vintage wallpaper, retro finishes, and a bright dining room surrounded by windows. Rich with character and ready for its next chapter, this property presents an exceptional opportunity to restore, renovate, or reimagine. Sold strictly as-is, the property requires significant renovation throughout and should be considered a substantial rehabilitation project.

16 Breaults Ln, Thompson

$475,000

2 Beds ⋅ 1 Baths ⋅ 24193808 MLS

Wake up to beautiful lake views and enjoy year-round waterfront living in this charming single-family home on scenic Quaddick Lake.Whether you love fishing, swimming, or boating, Quaddick Lake offers it all, with access for all types of recreational boats.This inviting home features nearly 1,200 sqft of comfortable living space,including 2 bedrooms and 1 full bath.The spacious fireplaced living room creates a warm and welcoming atmosphere, while the formal dining room is perfect for family meals or entertaining guests. Convenient first-floor laundry and hardwood floors add to the home's comfort and character. One of the highlights is the heated sunporch overlooking the lake, providing a relaxing space to enjoy the view in every season. Central A/C keeps you cool in the warm weather and a Generator will be sure you have power during any storm outage.Step outside to the side deck, ideal for grilling, outdoor dining, or simply taking in the peaceful waterfront setting.Car enthusiasts, hobbyists, and those needing extra storage will appreciate the detached two-bay garage, along with an additional garage in the basement.The basement also includes a workbench and built-in storage shelving, making it an excellent workspace or storage area.Whether you're looking for a year-round residence, a weekend retreat, or a vacation home, this waterfront gem offers the perfect combination of comfort, recreation, and picturesque lakefront living.Don't miss this rare opportunity to own lakefront!

420 Brandy Hill Rd, Thompson

$574,900

3 Beds ⋅ 3 Baths ⋅ 24191390 MLS

Located in Thompson, CT, this 2,119 SF, 3-bedroom, 2.5-bath Raised Ranch offers the perfect blend of new construction, comfort, and convenience. Just about 20 minutes from Worcester and within commuting distance to Boston, Providence and Hartford, this home is an ideal opportunity for buyers looking for space, style, and accessibility. The main level features an open-concept living room, dining area, and kitchen with vaulted ceilings that create a bright, spacious feel. The kitchen will include beautiful granite countertops, with selections still available from the builder's options, allowing you to add your personal touch before completion. The home offers three bedrooms, including a primary suite with a full bath and walk-in closet. The on grade lower level provides a generously sized family room, separate laundry room, and half bath, offering flexible space for entertaining, working from home, or everyday living. Energy-efficient heat pumps provide heating and cooling for year-round comfort. Outside, enjoy a two-car garage and oversized deck, perfect for relaxing or entertaining. Construction is underway with anticipated delivery towards the end of the year. Photos are from a previous similar build with the same layout; final construction, finishes, and details may vary.

187 Thompson Rd, Thompson

$395,000

3 Beds ⋅ 1 Baths ⋅ 24189049 MLS

Welcome home to this beautifully maintained 3-bedroom, 1-bath ranch, nestled on 0.76 acres in North Grosvenordale, CT. Offering 1,196 square feet of comfortable living space, this home has been lovingly cared for and is truly move-in ready. Step inside to find beautiful stone fireplace and hardwood floors that flow throughout much of the home, creating a warm and inviting atmosphere. The functional layout offers comfortable living spaces, abundant natural light, and a 1-car garage for added convenience. Enjoy peace of mind with numerous recent updates, including a new roof (May 2026), new oil tank (2026), and a whole-house Generac generator, ensuring you're prepared year-round. The spacious 0.76-acre lot provides plenty of room for gardening, outdoor entertaining, or simply relaxing while enjoying the peaceful surroundings. Whether you're a first-time homebuyer, looking to downsize, or searching for a turn-key property, this well-kept North Grosvenordale home is one you won't want to miss. Schedule your private showing today!

27 Mountain Hill Rd, Thompson

$624,000

4 Beds ⋅ 4 Baths ⋅ 73543854 MLS

Beautifully maintained and built to last, this spacious 4 bedroom, 3.5 bath home offers comfort, quality, and exceptional living space in a prime location near prestigious Thompson Hill. Situated on a manicured corner lot, the home features newer vinyl siding with a lifetime warranty, and 50-year shingles for peace of mind. Designed for easy living and entertaining, enjoy the oversized composite deck with electric awning, expansive paver patio, and a recently remodeled family room with custom built-ins and abundant natural light. The oversized two-car garage is wired for heat and connects to a convenient mudroom and laundry room. Inside, you'll find generous room sizes, oversized closets, and flexible living space throughout, including a partially finished lower level with fireplace, wet bar, and half bath. The oversized primary suite features a newly remodeled spa-like bath with soaking tub, walk-in shower, double sinks, and quartz counters.Some photos may be virtually staged.

1 Maple Lane, Thompson

$630,000

3 Beds ⋅ 3 Baths ⋅ 24187959 MLS

Welcome to your private, beautifully landscaped retreat in Thompson. This meticulous colonial offers generous space inside and out, featuring a stunning granitetopped kitchen with undercabinet lighting, JennAir cooktop, cabinetpacked storage, and a slider leading to the Trex deck. The open layout flows into a bright living room with a large island, plus a charming dining room and a cozy family room with a woodburning fireplace. With 3 full baths, a bonus room with vaulted ceilings, and a partially finished lower level perfect for a home office, gym, or hobby space, this home adapts to every lifestyle. Outside, enjoy mature landscaping, fruit trees, stone walls, a patio, and a saltwater hot tub-your own peaceful escape set back from the road. Thoughtful updates include a freshly sealcoated driveway, wholehouse fan, generator for the first floor, powered shed, and a gasfed outdoor fire pit. This property truly offers comfort, space, and serenity. Come see it in person-there's so much more to love.

373 Chase Rd, Thompson

$369,900

3 Beds ⋅ 1 Baths ⋅ 24184592 MLS

The inside of this home is adorable. The outside is an oasis of relaxation with absolute privacy. This is a well loved home that is in move-in condition. Cozy living room, updated kitchen, 3 Bedrooms on main floor. The lower level has a comfy family room, laundry and plenty of storage. The one car garage doubles as a workshop. So many great features, you won't be disappointed.

97 Kapitulik Rd, Thompson

$299,900

3 Beds ⋅ 1 Baths ⋅ 24183409 MLS

Set back on a private 1.59-acre lot, this 3-bedroom, 1-bath ranch offers a great opportunity for first-time buyers, investors, or anyone looking to bring their vision to life. The home features single-level living, a peaceful wooded setting, and plenty of outdoor space to enjoy. With privacy, potential, and a desirable lot size, this property is ready for its next chapter. Bring your ideas and make this home your own!

529 E Thompson Rd, Thompson

$100,000

1 Beds ⋅ 1 Baths ⋅ 24183426 MLS

Affordable homeownership opportunity! This single-wide mobile home is situated on a desirable back lot within a friendly community, offering a peaceful and quiet setting. The home features an eat-in kitchen, comfortable living room, two bedrooms, one full bathroom, a screened-in porch, and a handicap-accessible ramp for added convenience. Outside, you'll find two separate storage sheds providing plenty of space for tools, outdoor equipment, hobbies, or additional storage needs. The property is enhanced by established plantings, including a beautiful lilac bush, spruce trees, and a pear tree, creating a charming outdoor environment. The monthly HOA fee of $275 includes water, sewer, trash removal, and road maintenance. Purchase is subject to park approval and income eligibility requirements. A $3,500 park buy-in fee applies. Property is being sold As-Is. Don't miss this excellent opportunity for affordable living-schedule your private showing today!

32 Breezy Ln, Thompson

$625,000

4 Baths ⋅ 24181986 MLS

Discover the potential of this exceptional commercial property in Thompson, CT! Set on 1.4 acres with ample parking, this expansive building offers over 6,000 square feet of versatile hall space with soaring 25-foot ceilings-ideal for a variety of business ventures. The main level includes a spacious hall with a service bar, prep kitchen space, bathrooms, and generous storage. The lower level features a full bar, a private sectioned room, a commercial kitchen, walk-in cooler, and dedicated office space. ADA compliant and thoughtfully designed, the flexible layout is perfect for a gym, restaurant, event venue, bar, or multi-use facility. With the ability to divide the space as needed, the opportunities are endless. Conveniently located just 30 minutes from Worcester and about an hour from Providence, Hartford, and Boston, this property offers excellent access and visibility-an outstanding investment for your next business endeavor.

1017 Riverside Dr, Thompson

$499,900

24180449 MLS

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. .

117 Riverside Dr, Thompson

$1,295,000

24180420 MLS

Fully approved and shovel ready for 60 Multi Family Units! Affordable project can be developed in phases. Public sewer available, private well and 3 Phase Power. Close to the airline trail for hiking and cycling. Conveniently located restaurants and shopping. Close proximity to the casinos, Worcester, Providence, Boston and the Rhode Island and Ct Shoreline.

99 Azud Rd, Thompson

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