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Large ranch with 4 bedrooms on the main level, living room with fireplace, hardwood floors. Primary bedroom is separate from the 3 secondary bedrooms and offers large closets and view of the back yard. Extra large attached 2 car garage with breezeway/mud room, rear deck, above ground pool and partially finished walk out basement with half bath. This home has radiant heat and mini split AC system. Located on the Thomaston/Northfield town line, this home provides easy access to Routes 4, 6, 8 and 202.

4 Beds ⋅ 2 Baths ⋅ 24213659 MLS

Large ranch with 4 bedrooms on the main level, living room with fireplace, hardwood floors. Primary bedroom is separate from the 3 secondary bedrooms and offers large closets and view of the back yard. Extra large attached 2 car garage with breezeway/mud room, rear deck, above ground pool and partially finished walk out basement with half bath. This home has radiant heat and mini split AC system. Located on the Thomaston/Northfield town line, this home provides easy access to Routes 4, 6, 8 and 202.

651 High Street Ext, Thomaston

$369,000

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!

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

$339,900

Attention - This Move in Ready Ranch Style Home Awaits Your Personal Touch! Enjoy all the Love and Care the Owners Already Put into this Home for your Benefit! Re-sanded Hardwood Floors (2026), Deck, Windows, Gutters, Furnace, Chimney, Oil tank, Water heater, Cabinets, Counter Tops. Located in nice area of Thomaston, you can enjoy neighborhood walks and incredible sunset views from your own living room! Close to area amenities such as Thomaston Opera House (enjoy a live show) Library, and Nystrom's Park and Pond (tennis, walking track, swimming, etc)

3 Beds ⋅ 1 Baths ⋅ 24211178 MLS

Attention - This Move in Ready Ranch Style Home Awaits Your Personal Touch! Enjoy all the Love and Care the Owners Already Put into this Home for your Benefit! Re-sanded Hardwood Floors (2026), Deck, Windows, Gutters, Furnace, Chimney, Oil tank, Water heater, Cabinets, Counter Tops. Located in nice area of Thomaston, you can enjoy neighborhood walks and incredible sunset views from your own living room! Close to area amenities such as Thomaston Opera House (enjoy a live show) Library, and Nystrom's Park and Pond (tennis, walking track, swimming, etc)

15 Smith Rd, Thomaston

$299,900

Attention Gentleman Farmers!!! Original Farmhouse on 2.44 Acres of property with a two story barn. Great restoration project! Needs some TLC, it will be a Gem once completed. Full basement, Solid Foundation and Construction, Home and Barn nicely situated back from the road, with good privacy. On the Thomaston/Northfield Line. Updated mechanicals, city sewers.

6 Beds ⋅ 2 Baths ⋅ 24206484 MLS

Attention Gentleman Farmers!!! Original Farmhouse on 2.44 Acres of property with a two story barn. Great restoration project! Needs some TLC, it will be a Gem once completed. Full basement, Solid Foundation and Construction, Home and Barn nicely situated back from the road, with good privacy. On the Thomaston/Northfield Line. Updated mechanicals, city sewers.

804 Walnut Hill Rd, Thomaston

$325,000

One level living in this 6 room home. Living room and all bedrooms have hardwood flooring. Applianced kitchen w/ separate dining area. Remodeled bath w/ heated floors, lots of lighting and linen closet. Walk up attic for easy storage. One car garage under the house with full basement and a 2 car oversized detached garage wired with electricity. Large yard for a garden area or entertaining. Being sold as. Come put your own spin on this and make it your new address.

3 Beds ⋅ 1 Baths ⋅ 24176924 MLS

One level living in this 6 room home. Living room and all bedrooms have hardwood flooring. Applianced kitchen w/ separate dining area. Remodeled bath w/ heated floors, lots of lighting and linen closet. Walk up attic for easy storage. One car garage under the house with full basement and a 2 car oversized detached garage wired with electricity. Large yard for a garden area or entertaining. Being sold as. Come put your own spin on this and make it your new address.

129 Atwood Rd, Thomaston

$289,900

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.

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

$229,900

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!

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

$529,900

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.

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

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!

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

$279,900

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!

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

$339,900

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!

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

$329,900

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.

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

$750,000

MOTIVATED SELLER. HUGE PRICE REDUCTION. 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.

3 Baths ⋅ 24156855 MLS

MOTIVATED SELLER. HUGE PRICE REDUCTION. 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

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