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$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
$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
$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
$95,000
24175129 MLS
Bring your vision to life on this 1.5-acre parcel with an existing barn and approximately 685 feet of frontage on Route 254 in Thomaston. Previously used for horses, this property offers endless potential to build your dream home with room to spread out. Looking for additional space? This lot may be combined with the neighboring 1.33-acre parcel available at 261 Litchfield St. Consult with the town to verify zoning, permitted uses, utilities, and town requirements. Updated survey is in the process of being completed.

400 Northfield Rd, Thomaston
$95,000
24175120 MLS
Tucked away on a dead-end street in Thomaston, this 1.33-acre parcel offers the perfect opportunity to build your dream home with a peaceful, country feel while still being close to local amenities. Previously used by equestrians, the property offers open potential for a variety of future uses. Looking for even more space? This lot may be combined with the additional parcel available for sale at 400 Northfield Rd. Consult the town regarding zoning regulations, permitted uses, utilities, and town requirements. Updated survey is in the process of being completed.

261 Litchfield St, Thomaston
$450,000
5 Beds ⋅ 3 Baths ⋅ 24185487 MLS
Mixed use building on a busy high traffic road in the center of Thomaston. Two residential units fully occupied and a large first floor commercial space completely available. Current income $3,000 a month with the commercial space empty. Many mechanical updates recently completed.

81 E Main St, Thomaston
$269,000
3 Beds ⋅ 1 Baths ⋅ 24177467 MLS
Charming updated home close to town with exceptional curb appeal!! This 3 bedroom 1 bath home offers the perfect blend of character, and modern updates. The inviting front porch creates a warm first impression and a welcoming place to relax and enjoy the neighborhood. Inside you'll find an updated kitchen, newer flooring throughout the main level, and an updated bathroom. Step through your kitchen slider to a spacious patio, ideal for outdoor dining, entertaining, or simply enjoying the private backyard setting. The property also features a dedicated off street parking area for added convenience. Additional highlights include a newer roof, solar panels along with a solar generator, new siding, updated front porch, & new windows throughout. With its thoughtful updates, attractive landscaping, and close proximity to shopping, restaurants, parks, and local amenities, this home offers an incredible opportunity for buyers seeking charm and value in Thomaston! Subject to sellers finding suitable housing.

156 Litchfield St, Thomaston
$429,900
3 Beds ⋅ 2 Baths ⋅ 24180369 MLS
This isn't just a home that has been updated - it's a home that has been thoughtfully reimagined. Since purchasing, the sellers have touched every room with purpose, creating a space that feels both inviting and functional. This 3-bedroom, 2-full-bath ranch offers an open floor plan designed for everyday living and gathering with the people who matter most. The spacious primary suite features an ensuite bath, walk-in closet, and an additional closet for extra storage. Step through the foyer where soaring 20-foot ceilings, tile flooring, and a wood-lined ceiling create warmth, texture, and a memorable first impression. A wood-burning stove adds both ambiance and comfort during chilly New England days, while two kitchen sliders lead directly to your outdoor retreat. Situated on nearly an acre, enjoy your own backyard oasis with an above-ground pool, apple trees, and blueberry, strawberry, and raspberry bushes. Major updates include a 5-year-old roof, on-demand hot water heater, new well pump (2026), and new septic system. A home designed for making memories, inside and out. With easy access to Route 8, Route 6, public schools, playground, restaurants and so much more you do not want to miss out on your chance to make this your home. Schedule your private tour today!

1481 Waterbury Rd, Thomaston
$419,900
4 Beds ⋅ 3 Baths ⋅ 24159060 MLS
Welcome to this charming Colonial in need of TLC, located in a highly desirable neighborhood of Thomaston! This spacious home features 4 bedrooms and 2.5 bathrooms, offering plenty of room for comfortable living. The classic layout provides great space for both everyday living and entertaining, while central air ensures year-round comfort. Step outside to enjoy the back porch-perfect for relaxing, entertaining, or enjoying your morning coffee. Conveniently located within walking distance to Nystroms Park, this home is perfect for enjoying outdoor activities. A wonderful opportunity to own a great family home in a sought-after location!

75 Lynnrich Dr, Thomaston
$800,000
4 Beds ⋅ 5 Baths ⋅ 24171546 MLS
Hidden Estate at High Street: A private Litchfield County retreat offering relaxed country living with exceptional versatility. This secluded country estate features fantastic outdoor spaces, 5 bedrooms, 6 baths, 12x24 salt water fountained pool, pool house and 2 studio apartments. Boasting 4,291 sq ft on 3.69 acres, this secluded oasis is the perfect hideaway to relax and refresh. The heart of the home is the oversized sunlit kitchen complete with granite breakfast bar, 6 burner stove, wall oven, dishwasher and double refrigerators. Kitchen is open to dining room and huge family room with sliders to pool area. There is also a formal living room w/granite fireplace. Upstairs consists of 4 bedrooms including a PBR suite with Juliet balcony and stairs down to the pool. The lower level features a walkout in-law suite with a living area, bedroom, kitchen and a full bath. A studio apartment features a kitchen, living room, bedroom and full bath. The pool area boasts a gorgeous fountain, hot tub, shower, lighting and a cabana with deck. The property is lined with apple, peach and pear trees. Minutes to town center, Route 8, Litchfield and Bantam Lake. Great multigenerational or rental opportunity.

341 High St Ext, Thomaston
$950,000
2 Baths ⋅ 24156855 MLS
Great Opportunity, Great Location on a well-traveled road in this popular Connecticut Town. Formerly a popular Mexican restaurant that has relocated next door. Great Lounge area with 20 plus bar seats. great outdoor patio for 40 and multiple smaller dining areas for private functions. Plenty of storage area.

360 Watertown Rd, Thomaston
$99,000
24151727 MLS
Build your dream home on this 1.75 acre lot located on Hickory Hill Rd. Beautiful views and privacy. There is already a well on the property and a lateral to hook up to the public sewer system. A small house was previously located on the property and was taken down several years ago. This lot is located in a quiet neighborhood, but has close access to route 8 and route 6. Less than a mile away is Nystroms park which offers walking/running track, play ground, sports field, pavilion, picnic areas and pond for fishing, kayaking and swimming.

1092 Hickory Hill Rd, Thomaston

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