Thompson Homes under $600,000

Welcome to Thompson, Connecticut—a charming gem nestled in the heart of Windham County. Known for its picturesque landscapes and tight-knit community, Thompson offers a serene escape from the hustle and bustle of city life. With its rich history, beautiful parks, and a variety of recreational activities, this quaint town is an ideal place for families, retirees, and anyone seeking a peaceful lifestyle.

Thompson boasts a unique blend of rural charm and modern conveniences. The town is adorned with scenic views, lush forests, and serene lakes, making it a haven for outdoor enthusiasts. Whether you enjoy hiking, fishing, or simply taking a leisurely stroll, Thompson's natural beauty is sure to captivate you. The town also features local shops, cozy restaurants, and community events that foster a strong sense of belonging among residents.

For those looking to call Thompson home, there are fantastic options available for under $600,000. You’ll find a diverse range of properties, from charming single-family homes to spacious townhouses, all designed to cater to various lifestyles and preferences. Many homes in this price range offer modern amenities, beautiful yards, and easy access to local attractions, making them perfect for first-time buyers or those seeking a peaceful retreat.

With its welcoming atmosphere and affordable housing market, Thompson is truly a hidden treasure in Connecticut. Come explore the possibilities and discover why so many are choosing to make this delightful town their home. Your dream home awaits in Thompson!

Newest Thompson Homes under $600,000

$339,900

3 Beds ⋅ 2 Baths ⋅ COMING SOON Status ⋅ 24212044 MLS

Welcome to 42 Church Street in Thompson! This move-in-ready home offers 3 bedrooms and 2 full baths with a comfortable layout and plenty of flexible living space. The main level features a spacious living room, 3 bedrooms, and a full bath, while the lower level includes an additional full bath and offers great potential for a family room, home office, gym, or guest space. The home has been refreshed from top to bottom with brand-new luxury vinyl plank flooring throughout and fresh interior paint, giving it a clean, updated feel that's ready for its next owner. Outside, enjoy an extremely private lot with plenty of space to relax, entertain, garden, or simply enjoy the peaceful surroundings. A huge storage shed provides excellent additional space for tools, lawn equipment, hobbies, and more.

42 Church St, Thompson

$349,999

9 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24210190 MLS

HISTORIC CHARM MEETS VALUE ADD POTENTIAL in Connecticut's Quiet Corner! This distinctive multi family property offers 3 residential units plus a fourth space with commercial potential, and a fascinating history as Kenney's Store, a post office and train depot. Units 1, 2 and 3 feature spacious layouts, beautiful hardwood floors and timeless character. Two units offer 3 bedrooms, while the third offers 2 bedrooms. Unit 1 is currently configured as a 1-bedroom but can be converted back to a 2 or 3 bedroom layout. The property is ready to be repositioned, with one or two residential units requiring significant renovation and the former commercial space offering a true blank canvas for its next use. The commercial space includes two large rooms and a half bath. For the investor, owner occupant or entrepreneur with vision, this is an opportunity to transform a historic property and unlock its potential. Conveniently located near Acme Pond, the Air Line North State Park Trail, local vineyards and breweries, antique shops and scenic country roads. Bring your vision and create the next chapter of this unique property! CASH BUYER ONLY

6 Old Rte 12, Thompson

$439,900

5 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24209915 MLS

Over 2,100 SF of beautifully updated living space awaits at 990 Riverside Drive! A welcoming farmer's porch adds to the curb appeal, while the home itself has been extensively renovated over the past approximately 10 years, including plumbing, electrical, HVAC with central air, insulation, kitchen, baths, flooring, paint and more. The spacious first floor offers a gorgeous kitchen with granite counters, abundant cabinetry, a new slider to the oversized deck and stairway leading to the upper level. An oversized dining room provides plenty of room for gatherings and entertaining, while the pellet stove offers an economical supplemental heat source. The enormous foyer offers incredible flexibility as an office, playroom, sitting area or additional living space as well as the second access to the upper level. A separate first-floor bedroom, office or flex room with access to the deck adds even more versatility. Upstairs are 4 generously sized bedrooms all completely updated. The second-floor bath is a standout with a whirlpool tub, double vanity, solid-surface counters, separate tiled shower, tile flooring and generous built-in storage. A walk-up attic and full basement provide excellent additional storage. Outside, enjoy the oversized deck, farmer's porch and detached 2-car garage. Conveniently located near the MA and RI borders with easy highway access, making commuting throughout the region a breeze. This is as turnkey as you are going to get with tons of space!!

990 Riverside Dr, Thompson

$499,900

6 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24206136 MLS

ONE of a KIND property close to the mass line! INVESTORS take notice! There are 3 single-family RANCH homes on this 1 ACRE property!! One is rented and the other 2 you can make your own rent and leases! 2 bedrooms each 2 of the homes are on a slab and the 3 rd one has a dirt basement. Mini splits, electric baseboard, and SOLAR! Built in 1953, 1968 and 1974.

1-5 Mountain Hill Rd, Thompson

$500,000

3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24204889 MLS

"Exceptional Raised Ranch with Custom Greenhouse, New Composite Deck, Solar & Flexible Finished Lower Level" Welcome to this thoughtfully enhanced 3-bedroom, 2.5-bath raised ranch set on 0.75 beautifully maintained acres in North Grosvenordale. Offering 2,628 square feet of living space, this home combines comfortable everyday living with exceptional spaces for entertaining, gardening, fitness, and relaxation. The spacious eat-in kitchen provides direct access to a custom-built greenhouse, making it easy to enjoy gardening throughout the seasons. Outside, established gardens and a brand-new composite deck create a wonderful setting for morning coffee, outdoor dining, or just relaxing. The main level features two professionally designed full bathrooms, including one with a walk-in shower and another with a luxurious soaking tub. The finished lower level provides impressive versatility, with 2 separate exterior entrances, pellet stove, half bath, laundry, and a state-of-the-art exercise space. The garage-under has been transformed into a dedicated home gym and could offer additional possibilities for recreation, hobbies, or potential in-law accommodation, subject to buyer verification and applicable requirements. Additional highlights include new water heater and solar panels. Originally built in 1965, this unique property has been designed to offer modern amenities while maintaining the character and functionality of a classic raised ranch.

1 Corttiss Rd, Thompson

$479,900

3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 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

$365,000

3 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 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

$359,900

3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24202370 MLS

Welcome home to this 1940's Cape Cod style home that has been completely remodeled from the studs in over the past 25 years of ownership. The flexible floor plan offers 3 bedrooms and 1.5 bathrooms, with an open eating-space kitchen featuring tiled floors, a comfortable living room with wood floors, and a first-floor bedroom currently being used as an office. The recently renovated full bathroom adds another modern touch. Upstairs, you'll find two additional bedrooms, including a primary suite with its own half bath, plus a fantastic walk-in attic space for storage or future possibilities. Outside, enjoy over half an acre of yard along with a large barn-style detached garage/shed with power-perfect for vehicles, toys, hobbies, or extra storage. Additional features include a newer septic system, updated 200-amp electrical service with generator-ready connections, full insulation, and a walk-out basement.

133 Church St, Thompson

$584,900

4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 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 ⋅ ACTIVE Status ⋅ 24200502 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 St, Thompson

$544,900

3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24198652 MLS

Brand New Construction! Raised Ranch style home sitting on just over 1 AC abutting Army Corp of Engineers/protected land from the West Thompson Dam property. Home features 3 bedrooms 2.5 Bathrooms. A vaulted Kitchen/Dining/Living Room with gleaming true hardwood floors. A rear slider to the oversized back deck for entertaining & enjoying nature. All three bedrooms are located on the main level with a primary bedroom suite with full bathroom, along with two additional bedrooms and the guest full bathroom. The basement is fully finished with an additional half bathroom and laundry. Two car garage under the home with automatic garage door openers. Efficient mini split heating & air conditioning throughout the home. 1 year new home construction warranty added along with all manufacturer warranties ensures many years of carefree living. Nothing to do but move in! Reap the benefits of lower insurance costs along with energy efficiency.

577 Fabyan Rd, Thompson

$325,000

5 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24198176 MLS

Fantastic 2 family with both units recently renovated. 3 bedrooms in one unit. 2 bedrooms in other with a formal dining room. Each unit has a washer and a dryer. Each unit has its own parking area.

983 Riverside Dr, Thompson

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