Thomaston Real Estate

Welcome to Thomaston, a charming town nestled in Litchfield County, Connecticut. With a rich history dating back to the early 19th century, Thomaston offers a perfect blend of small-town charm and modern amenities.

Known for its picturesque Main Street lined with historic buildings and locally-owned shops, Thomaston is a tight-knit community where neighbors become friends and visitors are always welcomed with open arms. The town's vibrant arts scene, including galleries and studios, adds to its unique character and provides residents with a creative outlet to explore.

Nature enthusiasts will appreciate Thomaston's proximity to outdoor recreational opportunities, with numerous parks, hiking trails, and scenic overlooks just a short drive away. The town's location along the Naugatuck River also offers fishing and boating opportunities for those looking to connect with nature.

Families are drawn to Thomaston for its top-rated schools and safe, family-friendly neighborhoods. With community events and festivals held throughout the year, there is always something happening in town to bring residents together and create lasting memories.

Whether you're looking to settle down in a peaceful New England town or simply explore all that Thomaston has to offer, this quaint town is sure to capture your heart. Come and discover the beauty and charm of Thomaston, Connecticut.

Newest Listings in Thomaston

$329,900

4 Beds ⋅ 2 Baths ⋅ 24195589 MLS

Charming two-family home conveniently located just off Route 8, Exit 39, near the commuter lot, shopping, dining and downtown. Situated on a fenced .49-acre corner lot, the property includes a detached two-car garage with new roof. Each unit offers two bedrooms, one full bath, an eat-in kitchen, spacious living room, generously sized bedrooms and antique wide-plank flooring. The first-floor unit features front and side porches, while the second-floor unit includes a private deck. Separate gas and electric baseboard heating systems. CIty water and sewer. Gas heater on 1st floor only 2 years old. Convenient to Thomaston, Terryville and surrounding amenities. A must-see opportunity for investors or owner-occupants!

377 E Main St, Thomaston

$337,900

3 Beds ⋅ 2 Baths ⋅ 24192764 MLS

Wonderful split level home with 3 bedrooms, 1 1/2 bathrooms located in one of the most desirable areas. The heart of the home features a bright kitchen with granite countertops leading to a spacious deck overlooking the backyard. Spacious living areas and a basement fit for extra living space, family room, home office, play room or gym. The possibilities are endless. Step outside to your own private backyard, ideal for entertaining, summer barbecues, or simply relaxing in a peaceful setting. With generous sized bedrooms, an ideal layout for everyday living and a location close to shopping, restaurants, schools, park and major highways, this home truly checks all the boxes.

98 Edgewood Ave, Thomaston

$599,900

5 Beds ⋅ 2 Baths ⋅ 24191874 MLS

Welcome to 220 Jackson Street. This is a beautifully renovated home with an in-law suite. This spacious property offers an exceptional opportunity for generational living, investors and owner-occupants. Originally built in 1845, the home blends timeless character with modern updates and features two well-designed living areas, generous living space, and a large 1.8-acre lot. This versatile property offers endless possibilities in a convenient Thomaston location.

220 Jackson St, Thomaston

$329,900

3 Beds ⋅ 2 Baths ⋅ 24190318 MLS

Step into the warmth and charm of this storybook Cape, where timeless character meets thoughtful updates. This inviting 3-bedroom, 1.5-bath home is filled with beautiful original exposed beams and stunning wide-plank hardwood floors that showcase its classic New England appeal. At the heart of the home is a striking double-sided fireplace, perfectly positioned between the living and dining rooms, offering the flexibility of a traditional fireplace or a wood stove-creating the perfect ambiance for cozy evenings and memorable gatherings. The charming kitchen features stainless steel appliances and opens to the backyard through sliding glass doors, leading to a spacious wood deck. Whether you're hosting summer barbecues, sipping your morning coffee, or relaxing around a fire on crisp autumn nights, this outdoor space is made for enjoying every season. The level, fully fenced backyard provides plenty of room for pets, play, gardening, or entertaining, while the attached oversized storage shed offers exceptional space for tools, equipment, and seasonal storage. Major updates provide added peace of mind, including a new high-efficiency gas boiler installed in 2020 and a new roof in 2019. Rich in character, full of warmth, and move-in ready, this home offers the perfect blend of historic charm and modern convenience. Don't miss your opportunity to own this truly special Cape! Book your private showing today!

230 Reynolds Bridge Rd, Thomaston

$399,000

4 Beds ⋅ 2 Baths ⋅ 24188817 MLS

Welcome to 96 Elm Street in Thomaston -a beautifully renovated 4 Bedroom, 2 Bath home where modern upgrades meet timeless charm. This move-in ready property has been extensively updated from top to bottom, offering peace of mind and stylish living. The home features a brand-new roof, new siding, and new windows. Inside, you'll find a stunning new kitchen with granite countertops, stainless steel appliances, and modern cabinetry, perfect for everyday living and entertaining. Major mechanical updates include new plumbing, new electrical, a high-efficiency natural gas furnace, new central air conditioning and an on-demand tankless water heater for comfort and efficiency. Conveniently located close to schools, shopping, restaurants, parks, and major commuter routes.

96 Elm St, Thomaston

$319,900

2 Beds ⋅ 1 Baths ⋅ 24185116 MLS

Country Farmhouse! Turn the key condition! Affordable Living in Thomaston! Why rent or pay condo fees when you can own this charming, move-in ready home? Offering affordability, thoughtful updates, and a convenient location, this property is the perfect choice for first-time buyers, downsizers, or anyone looking for a low-maintenance lifestyle. Step inside to find a freshly repainted interior with a bright, new kitchen, welcoming feel, complemented by beautiful refinished oak and laminate flooring throughout. Recent updates include upgraded electrical service and economical natural gas heat, providing both comfort and efficiency. Outside, enjoy a large, usable yard-perfect for gardening, entertaining, pets, or simply relaxing-situated on a quiet side road with city water and sewer for added convenience. Commuters will appreciate the easy access to Route 8 and Route 6, making travel to surrounding towns a breeze. Move right in and start enjoying all this home has to offer. This is a fantastic condo alternative with no monthly association fees-just comfortable, affordable homeownership!

162 Bristol St, Thomaston

$385,000

2 Beds ⋅ 2 Baths ⋅ 24187697 MLS

An immaculately maintained 3 bedroom, 1.5 bath ranch style home on 1.3 acres now available in Thomaston. As you pass through the quaint downtown area, Hickory Hill is nestled nearby in a beautiful and quiet neighborhood. This home is move-in ready. Pristine hardwood floors throughout with custom built-ins and woodworking in almost every room. The open living and dining room area has a wood fireplace and a large front window allowing for lots of sunlight. A cozy country kitchen with eat-in space, cook's desk has easy access to large 2 car garage and sunroom. The 3 bedrooms are good sized, with hard-wood floors and more custom built-ins. The primary bedroom contains an ensuite half bath. The backyard is an outdoor oasis; a gardener's paradise awaits. The newer deck overlooks the yard and there is a partially fenced area for family pets. This is a private outdoor space for relaxation and enjoyment. There are few similar opportunities in town so do not miss out. Schedule your showing early!

57 Hickory Hill Rd, Thomaston

$625,000

4 Beds ⋅ 3 Baths ⋅ 24190204 MLS

Stunning transformation meets timeless and modernized old world charm in this lovingly maintained grand Colonial set on just over an acre in a private cul-de-sac neighborhood with a dramatic two-story foyer and upgraded walkway entry. Beautifully refinished hardwood flooring flows throughout the main level, where you'll find a warm and inviting living/family room with propane fueled fireplace, a formal dining room accented by crown molding, chair rail and wainscoting, plus a convenient powder room and laundry access. The gourmet eat-in kitchen is sure to impress with marble countertops, center island with abundant storage, pendant lighting, pantry, dining area, propane cooking, garage access and sliders to your backyard oasis. Enjoy outdoor living on the level stone paver patio featuring a hot tub, propane fireplace and mature trees offering shade and privacy. The upgraded cable railing staircase creates a stylish transition to the spacious upper-level landing, where you'll find convenient access to a full bath with tub/shower and an enormous primary suite with vaulted ceiling, walk-in closet and remodeled full bath with rain shower head. All 4 bedrooms feature upgraded vinyl flooring. Notable improvements include vinyl shake siding, newer hot water heater, updated baths, kitchen counters and refinished hardwood, with more listed on the attached improvement sheet. Central air, economical propane fuel and large driveway complete this standout home. Schedule your showing today!

126 Martha Way, Thomaston

$389,900

4 Beds ⋅ 2 Baths ⋅ 24187799 MLS

You will be surprised at the amount of room in this ranch bungalow- this 3/4 bedroom home boasts 2 baths, gleaming hardwood floors and freshly painted interior - - many possibilities exist with the home sitting on .83 acres with large road frontage (possible sub-divide)a two story barn also exists on the property - ideal for private contractor-basement area finished with a full bath and room for bedroom or office with access to the outside- come take a look

53 Broadview Hts, Thomaston

$359,900

3 Beds ⋅ 2 Baths ⋅ 24188443 MLS

Colonial style home with detached garage and an additional building lot to the right of the property. Nicely manicured yard with several perennials to make gardening an ease. The first floor offers Kitchen with 1/2-bathroom, Dining Room & Livingroom. Second floor has 3 nice size bedrooms and a full bathroom. Located minutes from down, you'll has access to stores, restaurants, churches, the post office, Town Hall and Opera House. With a little refurbishing you can turn this lovely house into your home.

88 Tracy St, Thomaston

$699,900

2 Baths ⋅ 24188947 MLS

RARE TURNKEY - OWN THE LAND, THE BUSINESS & EVERYTHING IN BETWEEN. Albert's Used Auto Parts is a well-established operation on 1.1 acres just minutes from Route 8 - and every single piece of it conveys. WHAT YOU GET: The business. The land. The warehouse. The parts. The equipment. The inventory. The licenses. The car crusher. No landlord, no lease, no nonsense - full ownership. THE NICHE: Specialty classic auto parts. This isn't a generic junkyard - it's a destination business with a loyal, traveling customer base hunting hard-to-find vintage and classic components. Reputation's built. Phones ring. You step in and run. HIGHLIGHTS: 1.1 acres fully utilized commercial land - you own it. Stocked warehouse - all parts and inventory convey. Car crusher and all operational equipment included. All licenses and permits transfer. Classic auto parts niche = high margin, repeat buyers. Minutes from Route 8 with easy access and visibility If you've been waiting for the right opportunity, this is it. Schedule your showing and see for yourself. PROFESSIONAL PHOTOS TO BE ADDED SOON.

428 Railroad St, Thomaston

$369,900

3 Beds ⋅ 1 Baths ⋅ 24185302 MLS

Discover the perfect blend of privacy, comfort, and modern updates in this charming 3-bedroom, home, ideally situated in a prime Thomaston location overlooking protected government forest land. Enjoy peaceful wooded views and the tranquility of nature right from your backyard. Inside, you'll find a beautifully updated kitchen featuring granite countertops, modern cabinetry, and plenty of workspace. The warm and inviting living area offers rich oak flooring and a cozy fireplace, creating the perfect gathering space throughout the seasons. The updated bathroom includes a luxurious rainforest shower, adding a spa-like touch to your daily routine. Additional highlights include propane heat for efficient comfort, a one-car garage, and thoughtful updates throughout that make this home move-in ready. Whether you're looking for a peaceful place to live or a private escape surrounded by nature, this exceptional property offers the best of both worlds-conveniently located while feeling miles away from it all.

438 Hill Rd, Thomaston

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