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523 High St Ext, Thomaston
$475,000
3 Beds ⋅ 2 Baths ⋅ 24210450 MLS
Welcome home to this well maintained 3 bedroom Split Level home offering comfortable living space and plenty of desirable amenities. The inviting kitchen features a center island and dining room perfect for everyday meals and entertaining. Beautiful hardwood floors enhance the kitchen, dining area and three bedrooms. The lower level family room with laminate flooring provides additional space for relaxing, entertaining or creating a home office or recreation area. This home also offers two full baths with tile floors, central air, central vac for added convenience. Additional highlights includes an unfinished basement, a 2 car garage, city water, city sewer and a generous .53 acre lot offering plenty of outdoor space.

523 High St Ext, Thomaston

459 Bayberry Dr, Thomaston
$449,000
3 Beds ⋅ 3 Baths ⋅ 24216183 MLS
Welcome to this inviting contemporary-style home, beautifully situated on a full acre of land in a lovely, established neighborhood. Offering a wonderful blend of comfort and spacious living, this 3 home is the perfect place to create lasting memories! Inside, you'll find vaulted ceilings creating an open, airy atmosphere, filling the living space with a sense of warmth and elegance. The inviting fireplace provides a cozy focal point, perfect for gathering with family and friends or relaxing on a quiet evening. Central air conditioning ensures year-round comfort, while the convenient two-car garage adds everyday practicality. Set on a generous acre, the property offers room to enjoy the outdoors, entertain loved ones, garden, or simply relax and appreciate the peaceful surroundings. Nestled in a desirable neighborhood, this home presents a wonderful opportunity to enjoy comfortable living with space to spread out and make it your own. Plus generator Hook Up, first floor laundry, rear deck and front porch. Extra Bonus: Walk down the street to Thomaston's own Nystroms Park and enjoy a game of tennis, a jog on the professional track or a swim. Or relax all day while kayaking on Nystroms pond.

459 Bayberry Dr, Thomaston

136 Babbitt Rd, Thomaston
$415,000
3 Beds ⋅ 2 Baths ⋅ 24207842 MLS
Welcome to 136 Babbitt Road! Set on 0.73 acres of secluded, park-like grounds, this well-lived-in Raised Ranch has been enjoyed by its current owners for the past seven years and offers 3 bedrooms, 2 full baths and a spacious 2-car under-house garage. Recent improvements include refreshed paint in select areas, new vinyl flooring in the living room and hallway, and the removal and repainting of popcorn ceilings in most areas. The bright living room features a vaulted ceiling and skylight and flows into the dining area with a beautiful garden window and sliders to the upper deck. The eat in kitchen offers stainless steel appliances, granite countertops, plenty of cabinetry, large dining area and sliders to the deck. The primary bedroom features a vaulted ceiling, skylight and private access to the full bath on the main level. Two additional bedrooms and an attic with pull down stairs for ample storage complete the main level. The finished lower level provides additional living and entertaining space with a Revelli pellet stove, second full bath, laundry area with a new dryer installed in 2026, direct garage access and sliders to the freshly painted lower porch. Outside, enjoy the level backyard with a patio, firepit and shed. A generator is also included-perfect for upcoming New England winters! Conveniently located near Nystrom's Park and Routes 6 and 8. Room sizes approx. Public sewer and private well. Schedule your showing today!

136 Babbitt Rd, Thomaston

63 Litchfield St, Thomaston
$369,000
6 Beds ⋅ 2 Baths ⋅ 24211468 MLS
INVESTORS & OWNER-OCCUPANTS - RARE OPPORTUNITY! Spacious, income-producing 2-family situated on just under half an acre with the highly desirable and hard-to-find configuration of 3 bedrooms and 1 full bath in EACH unit! Currently rented, offering an excellent opportunity for investors seeking an established multifamily property or future owner-occupants looking to offset housing costs with rental income. Numerous improvements include an updated roof, kitchens and bathrooms, plus separate heating systems for each unit. Generous layouts, 6 total bedrooms, a substantial lot and strong rental appeal set this property apart from the typical multifamily offering. Whether adding to your investment portfolio or looking for a versatile owner-occupied property with long-term potential, opportunities offering this combination of space, updates, rental income and nearly half an acre are hard to find. Don't miss it!

63 Litchfield St, Thomaston

216 Lynnrich Dr, Thomaston
$365,000
3 Beds ⋅ 2 Baths ⋅ 24214596 MLS
Welcome to 216 Lynnrich Drive, a well-maintained ranch nestled on a beautiful 0.78-acre lot in Thomaston's desirable Hickory Hill area. This inviting 3-bedroom home offers comfortable one-level living with hardwood floors throughout, a spacious living room featuring a fireplace and oversized bay window, and a remodeled kitchen filled with natural light. The main level also offers convenient laundry and three bedrooms, providing a functional layout for everyday living. Step outside to enjoy the deck and private yard, with plenty of room for outdoor entertaining, gardening, or simply relaxing. The large paved driveway provides ample parking. The full walk-out lower level offers additional flexibility, including a partially finished 36' x 12' area with sheetrock, drop ceiling, and recessed lighting-an excellent opportunity for a future family room, home office, gym, or recreation space. Located in a quiet residential setting while still offering convenient access to Thomaston's schools and parks, with Nystrom's Park being walking distance, 216 Lynnrich Drive is a wonderful opportunity to make a well-established home your own.

216 Lynnrich Dr, Thomaston

23 Hilltop Ave, Thomaston
$339,900
2 Beds ⋅ 2 Baths ⋅ 24182452 MLS
Just what you have been looking for! This well-maintained ranch offers easy one level living on a gorgeous, park like lot in Litchfield County. The home features a newly remodeled kitchen with brand-new appliances, updated cabinetry, and a bright, functional layout. The living room is warm and inviting with a classic fireplace as its focal point. Two comfortable bedrooms and 1.5 baths provide an efficient floor plan, while recent improvements deliver peace of mind: new roof, deck, plus central air for year round comfort. An attached oversized garage and a full, unfinished basement offer excellent storage or future expansion potential. Enjoy the many features Thomaston offers including the Thomaston Opera House, Nystrom's Pond, Black Rock State park. 10 minutes from Litchfield Center. A wonderful home waiting for new owners to enjoy!

23 Hilltop Ave, Thomaston

438 Hill Rd, Thomaston
$329,900
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. Property to be sold in as is condition. See listing agent.

438 Hill Rd, Thomaston

292 Branch Rd, Thomaston
$325,000
3 Beds ⋅ 2 Baths ⋅ 24209698 MLS
Tucked away from the road, this unique Hi-Ranch offers 8 rooms and endless possibilities. As you enter the home you are greeted with a LR/DR combination or extensive Family Room, galley kitchen and one bedroom and one full bath. The upper level offers the opportunity to expand the living space even further, with two additional bedrooms, a full bath and potential primary suite. Or, with the flexible layout the next owner could continue renovating the upper-level kitchen space and use it as an in-law setup, extended family space, rental opportunity, or Airbnb. The prior owner was starting to renovate the upper floor. It still needs to have the trim and doors finished throughout. Brand new baseboard heaters were installed, (LL hallway baseboard heater is in place but still needs to be connected). Entire first floor was all freshly painted and new garage stairs are being installed.

292 Branch Rd, Thomaston

230 Reynolds Bridge Rd, 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

99 Pine Hill Rd, Thomaston
$289,900
3 Beds ⋅ 1 Baths ⋅ 24197533 MLS
Welcome to 99 Pine Hill Road, a welcoming 3-bedroom, 1-bath cape offering a thoughtfully updated interior and plenty of additional living space. Recent improvements include new stainless steel appliances, fresh neutral paint colors, new vinyl flooring, and a fully renovated bathroom, giving the home a fresh, move-in-ready feel. The lower level features approximately 900 SF of finished space, providing excellent flexibility for a family room, home office, recreation area, or additional living space. Updated mechanicals include an efficient tankless COMBI boiler providing heat and hot water. Outside, the lightly wooded backyard offers a comfortable sense of privacy, while the generously sized driveway provides ample off-street parking. Conveniently located near Black Rock State Park for hiking, swimming, and outdoor recreation, with easy access to major highways for commuting and everyday conveniences. A great opportunity for first-time buyers seeking an updated, well-maintained home in a desirable Thomaston location. One or more of this property's owners is a Real Estate Licensee.

99 Pine Hill Rd, Thomaston

143 Pine Hill Rd Unit 4A, Thomaston
$235,000
2 Beds ⋅ 2 Baths ⋅ 24213698 MLS ⋅ Mountaindale BLDG.
Welcome to this adorable two-bedroom end-unit condo, offering comfortable living and a beautiful natural setting. Step inside to a cozy living room flowing into the kitchen. The spacious eat-in kitchen features an attractive tumbled marble backsplash and is conveniently located next to the half bath, complete with a stylish vanity and tumbled marble tile accents. Upstairs, you'll find two generously sized bedrooms with Pergo-style flooring, along with a showpiece full bathroom and laundry combination. The bathroom features elegant tumbled marble walls, creating a polished and distinctive look. Pergo-style flooring continues throughout the living room and upper-level common area, adding a cohesive feel throughout the unit. Enjoy added energy efficiency with individual electric thermostats in every room, along with newer vinyl replacement windows throughout. The entire interior has also been freshly painted. Step outside to enjoy the stunning, level backyard common area, offering plenty of privacy and a peaceful setting. Nearby wooded walking trails provide the perfect opportunity to enjoy nature right outside your door. Relax on the outdoor Trex deck and take in all this inviting end-unit condo has to offer!

143 Pine Hill Rd Unit 4A, Thomaston

117 E Main St, 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

197 Pine Hill Rd Unit 2E, Thomaston
$219,000
2 Beds ⋅ 2 Baths ⋅ 24211202 MLS ⋅ Eagle Rock BLDG.
Welcome to 197 Pine Hill Road, Unit 2E! This inviting 2-bedroom, 1.5-bath townhouse-style condo offers a comfortable and convenient place to call home. Freshly painted throughout with brand-new carpeting on the stairs, the interior feels bright, clean, and move-in ready. The main level features a spacious living area, eat-in kitchen, convenient half bath, and access to the private patio-perfect for relaxing outdoors. Upstairs, you'll find two nicely sized bedrooms, a full bath, and the added convenience of second-floor laundry. Offering approximately 1,105 square feet of living space, this condo provides an easy-to-maintain lifestyle while still giving you plenty of room to make it your own. Conveniently located in Thomaston with easy access to Route 8, shopping, restaurants, and all that this charming town has to offer. Whether you're a first-time buyer, downsizing, or simply looking for low-maintenance living, this freshly updated condo is ready for its next owner!

197 Pine Hill Rd Unit 2E, Thomaston

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