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Tucked away on a quiet cul-de-sac on a private 2.94 acre lot, this 4 bedroom 2.5 bathroom Colonial delivers a perfect balance of space, comfort, and peaceful surroundings. Step into the entry foyer, where hardwood floors extend throughout the home. The main level layout leads into a light filled living room, flowing into a dining room designed for hosting gatherings with ease. The kitchen features sleek stainless steel appliances, recessed lighting, generous cabinetry storage, a center island with an eating space, and glass sliders that open directly to the back deck which features a new gazebo. A cozy pellet stove (added in 2023) also adds extra warmth to the living space. Upstairs, four bedrooms offer generous space and hardwood flooring. The primary suite serves as a tranquil retreat, complete with its own fully remodeled bathroom (2025), ceiling fan, and a spacious walk-in closet optimized with a custom redesign and a stylish barn door. Both full bathrooms have been beautifully redone. Downstairs, the lower level features a cozy family room ideal for leisure or entertainment. Major mechanical and structural updates provide ultimate peace of mind, including a new furnace and central air conditioning system with a heat pump (2024), a new hot water heater (2026), completely updated electrical wiring and a replaced panel (2026), a new garage door with a jackshaft opener (2021), new shutters (2021), and a newer driveway (2020).

4 Beds ⋅ 3 Baths ⋅ 24216353 MLS

Tucked away on a quiet cul-de-sac on a private 2.94 acre lot, this 4 bedroom 2.5 bathroom Colonial delivers a perfect balance of space, comfort, and peaceful surroundings. Step into the entry foyer, where hardwood floors extend throughout the home. The main level layout leads into a light filled living room, flowing into a dining room designed for hosting gatherings with ease. The kitchen features sleek stainless steel appliances, recessed lighting, generous cabinetry storage, a center island with an eating space, and glass sliders that open directly to the back deck which features a new gazebo. A cozy pellet stove (added in 2023) also adds extra warmth to the living space. Upstairs, four bedrooms offer generous space and hardwood flooring. The primary suite serves as a tranquil retreat, complete with its own fully remodeled bathroom (2025), ceiling fan, and a spacious walk-in closet optimized with a custom redesign and a stylish barn door. Both full bathrooms have been beautifully redone. Downstairs, the lower level features a cozy family room ideal for leisure or entertainment. Major mechanical and structural updates provide ultimate peace of mind, including a new furnace and central air conditioning system with a heat pump (2024), a new hot water heater (2026), completely updated electrical wiring and a replaced panel (2026), a new garage door with a jackshaft opener (2021), new shutters (2021), and a newer driveway (2020).

210 Martha Way, Thomaston

$475,000

Timeless Colonial style meets exceptional value under $500,000! Welcome to 587 High Street Extension in Thomaston's desirable Highwood Farms development. This original owner custom-built, well maintained and move in ready home offers 1,728 square feet of thoughtfully arranged living space. An inviting carpeted living room and formal dining room with hardwood flooring create a gracious setting for everyday living and entertaining. The eat-in kitchen features warm wood cabinetry, stainless steel appliances, double door oven, tile flooring and breakfast bar. Sliders lead to a new, expanded 12x24 deck overlooking the backyard-an ideal setting for alfresco dining, morning coffee or relaxing evenings. A half bath with pedestal sink & tile flooring completes the main level. Upstairs are three carpeted bedrooms including a spacious primary suite with walk-in closet and private full bath, a second full bathroom and landing overlooking the 2-story foyer complete this level. The full walkout basement offers laundry, generous storage and opportunities for future customization. An attached two car garage with an oversized interior provides added space for storage alongside your vehicles. Audio & Video on premises. Natural gas heat, central air, public water and sewer enhance the comfort and convenience of this welcoming home. Classic appeal, inviting outdoor living and room to make it your own. Schedule your private showing today!

3 Beds ⋅ 3 Baths ⋅ 24217821 MLS

Timeless Colonial style meets exceptional value under $500,000! Welcome to 587 High Street Extension in Thomaston's desirable Highwood Farms development. This original owner custom-built, well maintained and move in ready home offers 1,728 square feet of thoughtfully arranged living space. An inviting carpeted living room and formal dining room with hardwood flooring create a gracious setting for everyday living and entertaining. The eat-in kitchen features warm wood cabinetry, stainless steel appliances, double door oven, tile flooring and breakfast bar. Sliders lead to a new, expanded 12x24 deck overlooking the backyard-an ideal setting for alfresco dining, morning coffee or relaxing evenings. A half bath with pedestal sink & tile flooring completes the main level. Upstairs are three carpeted bedrooms including a spacious primary suite with walk-in closet and private full bath, a second full bathroom and landing overlooking the 2-story foyer complete this level. The full walkout basement offers laundry, generous storage and opportunities for future customization. An attached two car garage with an oversized interior provides added space for storage alongside your vehicles. Audio & Video on premises. Natural gas heat, central air, public water and sewer enhance the comfort and convenience of this welcoming home. Classic appeal, inviting outdoor living and room to make it your own. Schedule your private showing today!

587 High St Ext, Thomaston

$310,000

Well-maintained 3-bedroom raised ranch set on a spacious half-acre lot. The main level features a large living room, country kitchen with a door leading to the back deck, and hardwood floors throughout the upper level. The full bathroom was updated in 2026 with a new walk-in shower (no tub), linen closet, and convenient access to the primary bedroom. Two additional bedrooms complete the main level. The lower level offers a comfortable family room with tongue-and-groove paneling, woodstove, and electric heat, along with a full bathroom with shower added in 2022. A separate laundry room with well tank, additional storage space, and a one-car garage provide added convenience and functionality. A great opportunity to enjoy comfortable living with flexible space inside and room to enjoy the outdoors.

3 Beds ⋅ 2 Baths ⋅ 24216703 MLS

Well-maintained 3-bedroom raised ranch set on a spacious half-acre lot. The main level features a large living room, country kitchen with a door leading to the back deck, and hardwood floors throughout the upper level. The full bathroom was updated in 2026 with a new walk-in shower (no tub), linen closet, and convenient access to the primary bedroom. Two additional bedrooms complete the main level. The lower level offers a comfortable family room with tongue-and-groove paneling, woodstove, and electric heat, along with a full bathroom with shower added in 2022. A separate laundry room with well tank, additional storage space, and a one-car garage provide added convenience and functionality. A great opportunity to enjoy comfortable living with flexible space inside and room to enjoy the outdoors.

1144 Old Northfield Rd, Thomaston

$595,000

Step inside this beautifully redesigned raised ranch, where a thoughtfully reimagined floor plan, gleaming hardwood floors, and sun-filled rooms create a warm and welcoming atmosphere. Natural sunlight streams throughout the home, enhancing its inviting character and highlighting the modern finishes. The heart of the home is the redesigned kitchen and dining area, now opened up to create a spacious connected gathering place. The kitchen features double ovens, a propane cooktop, a new dishwasher, and wonderful storage, combining style and functionality for everyday living and entertaining. Double doors lead out the kitchen to a covered deck and beautiful stone patio, offering wonderful spaces for outdoor dining, entertaining, or simply relaxing and enjoying the surroundings. The convenient mudroom provides the perfect transition from outdoors to indoors. The versatile floor plan offers four bedrooms, including a newly created lower -level bedroom, along with a comfortable living room and bathroom on that level. Upstairs, three additional bedrooms feature walk-in closets, while a separate bonus living area provides the perfect space for a family room, home office or quiet retreat. The charming Romeo and Juliet balcony overlooks the expansive .83-acre property, where beautiful stone walls, mature trees, a delightful treehouse, extra shed and established gardens creat a picturesque country setting.

4 Beds ⋅ 2 Baths ⋅ 24214472 MLS

Step inside this beautifully redesigned raised ranch, where a thoughtfully reimagined floor plan, gleaming hardwood floors, and sun-filled rooms create a warm and welcoming atmosphere. Natural sunlight streams throughout the home, enhancing its inviting character and highlighting the modern finishes. The heart of the home is the redesigned kitchen and dining area, now opened up to create a spacious connected gathering place. The kitchen features double ovens, a propane cooktop, a new dishwasher, and wonderful storage, combining style and functionality for everyday living and entertaining. Double doors lead out the kitchen to a covered deck and beautiful stone patio, offering wonderful spaces for outdoor dining, entertaining, or simply relaxing and enjoying the surroundings. The convenient mudroom provides the perfect transition from outdoors to indoors. The versatile floor plan offers four bedrooms, including a newly created lower -level bedroom, along with a comfortable living room and bathroom on that level. Upstairs, three additional bedrooms feature walk-in closets, while a separate bonus living area provides the perfect space for a family room, home office or quiet retreat. The charming Romeo and Juliet balcony overlooks the expansive .83-acre property, where beautiful stone walls, mature trees, a delightful treehouse, extra shed and established gardens creat a picturesque country setting.

42 View Dr, Thomaston

$365,000

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.

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

$209,900

This beautifully updated 2-bedroom, 1.5-bath condo offers modern comfort and convenience! The main level features a welcoming living room, bright kitchen with stainless steel appliances, and a half bath. Upstairs, you'll find two generously sized bedrooms and a full bath. Enjoy two assigned parking spaces and a backyard with the potential to create your own patio retreat. Conveniently located near Route 8, shopping, restaurants, and more, this condo is a wonderful opportunity to make homeownership a reality. Don't miss out!

2 Beds ⋅ 2 Baths ⋅ 24214309 MLS ⋅ Country View Estates BLDG.

This beautifully updated 2-bedroom, 1.5-bath condo offers modern comfort and convenience! The main level features a welcoming living room, bright kitchen with stainless steel appliances, and a half bath. Upstairs, you'll find two generously sized bedrooms and a full bath. Enjoy two assigned parking spaces and a backyard with the potential to create your own patio retreat. Conveniently located near Route 8, shopping, restaurants, and more, this condo is a wonderful opportunity to make homeownership a reality. Don't miss out!

2 Branch Rd Unit 2B, Thomaston

$700,000

Set back on 3.69 private acres in Litchfield County, this property is built for slowing down. The main home has plenty of room to spread out, and two separate apartments make it a fit for extended family, guests, or rental income. The kitchen anchors the first floor with a corian breakfast bar, six-burner range, & wall oven. It opens to the dining room and a large family room with sliders straight out to the pool. A formal living room with a granite fireplace gives you a quieter place to gather. Upstairs are four bedrooms, including a primary suite with its own balcony and private stairs down to the pool. The outdoor space stands out. The 12x24 saltwater pool has a fountain, & hot tub. A heated pool house with deck and grill make it easy to spend the whole day out there. Two horse barns with three stalls and two tack rooms, a fenced chicken coop, a natural spring, and rows of apple, peach and pear trees round out the grounds. The walkout lower-level apartment includes a media room with surround sound, a built-in bar, a full kitchen and a full bath. The second apartment has a refreshed eat-in kitchen, a bedroom and a living/dining room. It's minutes from Route 8, Litchfield and Bantam Lake. Room to live, host and grow. Schedule your private showing.

5 Beds ⋅ 5 Baths ⋅ 24214429 MLS

Set back on 3.69 private acres in Litchfield County, this property is built for slowing down. The main home has plenty of room to spread out, and two separate apartments make it a fit for extended family, guests, or rental income. The kitchen anchors the first floor with a corian breakfast bar, six-burner range, & wall oven. It opens to the dining room and a large family room with sliders straight out to the pool. A formal living room with a granite fireplace gives you a quieter place to gather. Upstairs are four bedrooms, including a primary suite with its own balcony and private stairs down to the pool. The outdoor space stands out. The 12x24 saltwater pool has a fountain, & hot tub. A heated pool house with deck and grill make it easy to spend the whole day out there. Two horse barns with three stalls and two tack rooms, a fenced chicken coop, a natural spring, and rows of apple, peach and pear trees round out the grounds. The walkout lower-level apartment includes a media room with surround sound, a built-in bar, a full kitchen and a full bath. The second apartment has a refreshed eat-in kitchen, a bedroom and a living/dining room. It's minutes from Route 8, Litchfield and Bantam Lake. Room to live, host and grow. Schedule your private showing.

341 High St Ext, Thomaston

$229,900

Remodeled one-bedroom home set on a quiet lot in Thomaston. Updates include a new kitchen with granite countertops, a remodeled bathroom, new flooring throughout, and fresh interior paint. The property sits on a nice-sized lot surrounded by trees and natural scenery, giving it a peaceful, almost nature-preserve feel. Located in a quiet neighborhood with a comfortable amount of privacy, this is a simple, move-in-ready home with a lot of character and a great setting. A few finishing touches and minor items are still in the process of being completed. Seller is also providing a $2,000 credit toward the purchase of a new refrigerator and stove.

1 Beds ⋅ 1 Baths ⋅ 24214630 MLS

Remodeled one-bedroom home set on a quiet lot in Thomaston. Updates include a new kitchen with granite countertops, a remodeled bathroom, new flooring throughout, and fresh interior paint. The property sits on a nice-sized lot surrounded by trees and natural scenery, giving it a peaceful, almost nature-preserve feel. Located in a quiet neighborhood with a comfortable amount of privacy, this is a simple, move-in-ready home with a lot of character and a great setting. A few finishing touches and minor items are still in the process of being completed. Seller is also providing a $2,000 credit toward the purchase of a new refrigerator and stove.

786 High St Ext, Thomaston

$329,900

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

$219,900

End Unit condo with new kitchen and bathroom vanities. Eat in kitchen with stainless steel appliances, granite countertops, and full extension soft close drawers. Living Room. 1/2 bath on main level. Upstairs 2 bedrooms and full bath with laundry hookup. Owner is a corporation with managing member that is a licensed real estate broker in the state of Connecticut.

2 Beds ⋅ 2 Baths ⋅ 24212110 MLS ⋅ Eagle Rock BLDG.

End Unit condo with new kitchen and bathroom vanities. Eat in kitchen with stainless steel appliances, granite countertops, and full extension soft close drawers. Living Room. 1/2 bath on main level. Upstairs 2 bedrooms and full bath with laundry hookup. Owner is a corporation with managing member that is a licensed real estate broker in the state of Connecticut.

197 Pine Hill Rd Unit 9F, 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

$325,000

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.

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

$475,000

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.

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

$579,000

Welcome to this inviting 3-bedroom, 2.5-bath Colonial, ideally set on a cul-de-sac in a desirable Thomaston neighborhood. A welcoming foyer opens to a versatile den or office, offering a comfortable spot for working from home, reading, or relaxing. The kitchen is designed for everyday ease, with an open layout, Newer appliances, eat-in area, pantry, and nearby main-level laundry and half bath. From the dining area, sliders lead to a private back deck-an appealing setting for morning coffee, outdoor meals, or unwinding at the end of the day. A formal dining room sits just off the kitchen, while the spacious family/living room is filled with natural light and features a propane fireplace and vaulted ceilings for an airy, open feel. Upstairs, the primary bedroom offers a private bath with a walk-in shower and a generous walk-in closet. Two additional bedrooms and a full bath complete the second floor. The finished walk-out lower level expands the home's usable living space and provides direct access to the yard, creating flexibility for a recreation room, home gym, or guest space. With abundant closets and storage throughout, this home offers comfortable living across all three levels. Solar panels and extra attic insulation provide an energy-conscious feature. Located in the charming small town of Thomaston, this home places you near local favorites and outdoor destinations, including the historic Thomaston Opera House, Black Rock State Park, and popular restaurants

3 Beds ⋅ 3 Baths ⋅ 24209596 MLS

Welcome to this inviting 3-bedroom, 2.5-bath Colonial, ideally set on a cul-de-sac in a desirable Thomaston neighborhood. A welcoming foyer opens to a versatile den or office, offering a comfortable spot for working from home, reading, or relaxing. The kitchen is designed for everyday ease, with an open layout, Newer appliances, eat-in area, pantry, and nearby main-level laundry and half bath. From the dining area, sliders lead to a private back deck-an appealing setting for morning coffee, outdoor meals, or unwinding at the end of the day. A formal dining room sits just off the kitchen, while the spacious family/living room is filled with natural light and features a propane fireplace and vaulted ceilings for an airy, open feel. Upstairs, the primary bedroom offers a private bath with a walk-in shower and a generous walk-in closet. Two additional bedrooms and a full bath complete the second floor. The finished walk-out lower level expands the home's usable living space and provides direct access to the yard, creating flexibility for a recreation room, home gym, or guest space. With abundant closets and storage throughout, this home offers comfortable living across all three levels. Solar panels and extra attic insulation provide an energy-conscious feature. Located in the charming small town of Thomaston, this home places you near local favorites and outdoor destinations, including the historic Thomaston Opera House, Black Rock State Park, and popular restaurants

53 Howard Ln, 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

$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

$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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