Thomaston Real Estate

Welcome to Thomaston, a charming town nestled in Litchfield County, Connecticut. Known for its picturesque landscapes and small-town charm, Thomaston offers residents a peaceful and close-knit community to call home.

With a rich history dating back to the early 19th century, Thomaston boasts a vibrant downtown area filled with local shops, restaurants, and cultural attractions. Residents can explore the town's historic architecture, including the Thomaston Opera House and the Seth Thomas Clock Factory, which reflect the town's industrial past.

Nature lovers will appreciate Thomaston's proximity to outdoor recreational opportunities, such as Black Rock State Park and the Naugatuck State Forest, where hiking, fishing, and picnicking are popular activities year-round.

Families are drawn to Thomaston for its top-rated schools and safe neighborhoods, making it an ideal place to raise children. The town also hosts community events and festivals throughout the year, fostering a strong sense of community spirit among residents.

Whether you're looking to settle down in a peaceful retreat or seeking a close-knit community to call home, Thomaston offers the perfect blend of small-town charm and modern conveniences. Come discover all that this enchanting town has to offer!

Newest Listings in Thomaston

$575,000

3 Beds ⋅ 3 Baths ⋅ 24196202 MLS ⋅ Whispering Pines Village BLDG.

Welcome to this beautifully maintained highly desirable 55+condominium community in the heart of Litchfield County. Offering an exceptional blend of comfort, style, and functionality. The open-concept floor plan is highlighted by oak hardwood floors on the main level, soaring cathedral and tray ceilings, fireplace, two interior balconies, elegant crown moldings, recessed lighting, paddle fans, and custom plantation shutters, creating a bright and inviting living space. The main level features primary bedroom suite with well-appointed full bath with a relaxing Jacuzzi tub. The professionally designed kitchen flows seamlessly to the living area together, making the home ideal for both everyday living and entertaining. Upstairs, you'll find a private third bedroom along with a versatile den or home office featuring skylights, perfect for working from home, reading, or enjoying a quiet retreat. Outdoor living is equally impressive with a charming back porch complete with a retractable awning, and a professional irrigation system that keeps the landscaping looking its best. Additional features include a security system, an attached two-car garage. A spacious partially finished basement with potential for a large family room or fitness area. This move-in-ready condo combines quality craftsmanship, generous living space, and desirable amenities in a peaceful yet convenient location. Low condo fees. A remarkable property guaranteed to exceed your expectations!

1 Stevens Blvd Unit 1, Thomaston

$230,000

2 Beds ⋅ 2 Baths ⋅ 24196060 MLS ⋅ Mountaindale BLDG.

Nothing to do but move your furniture in! This clean, bright, & remodeled unit features a comfortable main floor flow with spacious living room, large eat-in kitchen, and renovated half bath. Second floor features two generously-sized bedrooms with new vinyl flooring, plus the home's main bath with the laundry hookups. Kitchen has been been improved over the past few years with all new tile flooring, cabinets with attractive granite countertops & backsplash, and stainless-steel appliances. Don't miss the smaller details such as modern lighting fixtures, built-ins, & the raised-panel doors throughout with modern hardware. Two dedicated parking spaces right in front, and a new & private rear patio makes for great outdoor space. The location is close to many amenities in town, but with easy access to RT 8. Units in this complex go quick, so check this gem out before it's gone!

143 Pine Hill Rd Unit 22D, Thomaston

$229,900

3 Baths ⋅ 24196413 MLS

Value-Add Mixed-Use Investment Opportunity in GC zone! Prime high-visibility location on heavily traveled East Main Street offering outstanding redevelopment and income-producing potential. This mixed-use property has been a long-standing neighborhood landmark, with the main level operating as a successful bar for decades. Continue its existing use or reimagine the space as a restaurant, cafe, retail storefront, office, professional services, or other commercial venture (subject to local approvals). The second floor has historically operated as a rooming house consisting of 5 rentable rooms with shared kitchen, living room, and bathroom facilities, presenting the opportunity to restore rental income or explore alternative residential configurations where permitted. Property requires extensive renovation but some improvements have already been completed, including a newer roof and two newer gas furnaces. Ideal for investors, developers, or owner-operators seeking to unlock the property's full potential through renovation and repositioning. Endless possibilities for redevelopment, value creation, and future cash flow. Easy on/ off from Route 8, only minutes to I-84, Metro-North Train station in Waterbury, 45 mins from Danbury and 2 hours from NYC. Sold strictly "AS IS, WHERE IS." Cash offers preferred. Opportunities like this don't come along often, so schedule your showing and act quickly!

117 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

$324,900

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

$309,900

2 Beds ⋅ 1 Baths ⋅ 24185116 MLS

New Price!!! Motivated Seller! 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

$339,900

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

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