Thompson Real Estate

Welcome to Thompson, Connecticut—a hidden gem nestled in the heart of Windham County. This charming town, known for its picturesque landscapes and rich history, offers a unique blend of rural tranquility and modern convenience, making it an ideal place to call home.

Thompson is characterized by its serene atmosphere, with lush greenery, rolling hills, and scenic lakes that invite outdoor enthusiasts to explore. The town is dotted with beautiful parks and nature trails, perfect for hiking, biking, or simply enjoying a leisurely stroll. Thompson's commitment to preserving its natural beauty makes it a haven for those who appreciate the great outdoors.

In addition to its stunning landscapes, Thompson boasts a vibrant community spirit. The town hosts various events throughout the year, including farmers' markets, craft fairs, and seasonal celebrations that bring residents together. With a strong sense of camaraderie, Thompson fosters a welcoming environment for families, retirees, and young professionals alike.

Education is a priority here, with access to quality schools that prioritize student growth and community involvement. Thompson's location also offers convenient access to nearby towns and cities, providing residents with an array of shopping, dining, and entertainment options.

Whether you're looking for a peaceful retreat or a place to plant roots, Thompson, CT, offers a delightful blend of nature, community, and opportunity. Explore the charming neighborhoods and discover why so many are proud to call Thompson home. Embrace the tranquility and vibrant community spirit that await you in this beautiful corner of Windham County!

Newest Listings in Thompson

$429,900

3 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24194309 MLS

Well-maintained Cape Cod-style home offering the perfect blend of timeless charm and thoughtful updates. This 3-bedroom, 1-bath home is nestled in an established neighborhood and features a brand-new kitchen with granite countertops, stainless steel appliances, updated cabinetry, and energy-efficient lighting. Additional improvements include a new roof, brand-new heating system, updated bathroom with modern fixtures, and numerous other updates throughout. The spacious dining room with exposed beam ceiling flows seamlessly into the kitchen, while the bright living room provides plenty of natural light. Upstairs offers a generously sized third bedroom, and the full basement provides abundant storage or future finishing potential. A standout feature is the oversized attached garage with unfinished space above-ideal for a workshop, hobby area, storage, or possible expansion. The level, fenced-in backyard is perfect for entertaining, gardening, pets, or outdoor enjoyment. Conveniently located with easy highway access, this move-in ready home offers comfort, functionality, and exceptional value.

8 Whittemore Rd, Thompson

$359,000

4 Beds ⋅ 1 Baths ⋅ COMING SOON Status ⋅ 24194256 MLS

Charming 4-bedroom Cape nestled on a no-through street, offering comfort, character, and thoughtful updates throughout. Hardwood floors grace much of the main level, including the living room and main-level bedrooms, adding warmth and timeless appeal. The second-floor bedrooms feature built-in cabinets, providing valuable storage while adding to the home's classic character. The kitchen embraces its classic 1956 charm with beautifully handcrafted wood cabinetry, complemented by a new dishwasher and new microwave, and the enclosed porch provides the perfect place to relax with your morning coffee or unwind after a long day. Major improvements over the years include updated electrical (2015), a Buderus furnace, newer hot water heater, and water softener. Additional features include a generator hookup with the generator included for added convenience during stormy New England nights, leased solar panels for added energy efficiency, and a well-maintained home that's ready for its next chapter. Don't miss the opportunity to make this charming Cape your own!

8 Norman Ave, Thompson

$250,000

2 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 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 ⋅ ACTIVE Status ⋅ 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 ⋅ ACTIVE Status ⋅ 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

$630,000

3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 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 ⋅ ACTIVE Status ⋅ 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

$100,000

1 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 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 ⋅ ACTIVE Status ⋅ 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

ACTIVE Status ⋅ 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

ACTIVE Status ⋅ 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

$584,900

4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24179305 MLS

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 convenience, offering spacious living areas and timeless architectural details. The grand entryway welcomes you with a beautiful original staircase, setting the tone for the elegance found throughout. The main floor features two inviting sitting rooms with original fireplaces, a formal dining room, and an eat-in kitchen with stainless steel appliances and a walk-out to the private deck-perfect for entertaining. A main-floor bedroom and half bath provide convenience and flexibility. Upstairs, the second floor boasts three well-appointed bedrooms, two of which feature private ensuites, plus an additional parlor that offers cozy charm and versatility. The partially finished attic on the third floor presents the perfect space for a playroom, studio, or creative retreat. Outside, a spacious two-story barn with three bays and a workshop offers endless opportunities-ideal for hobbyists, storage, or even a small business venture. This one-of-a-kind historic home is waiting for its next chapter!

369 Thompson Rd, Thompson

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