Vintage homes for sale & real estate in Thomaston, CT

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ABOUT THIS HOME
Vintage Home for sale in Thomaston, CT:
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.

$329,900

4 beds1.5 baths1,909 sq ft

651 High ST EXT, Thomaston, CT 06787

Breezeway mud room • Large closets • Rear deck

ABOUT THIS HOME
Vintage Home for sale in Thomaston, CT:
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.

$299,900

6 beds1.5 baths1,728 sq ft

804 Walnut Hill Rd, Thomaston, CT 06787

City sewers • Two story barn • Original farmhouse

ABOUT THIS HOME
Vintage Home for sale in Thomaston, CT:
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 inv

$369,000

6 beds2 baths2,160 sq ft

63 Litchfield St, Thomaston, CT 06787

0.48 acre lot • Built 1880 • Listed 10 days

ABOUT THIS HOME
Vintage Home for sale in Thomaston, CT:
This remodeled ranch offers stunning distant views and a beautifully finished lower level. The main floor boasts a spacious living room with hardwood floors, built-in bookcases, a cozy fireplace, and triple windows framing gorgeous sunsets. The charming country kitchen is just steps from the screened-in porch. You'll find 2 bedrooms and 1.5 baths upstairs, with 2 more bedrooms and a brand-new full bath on the lower level. The property features lovely perennial gardens that bloom for three seasons, and an attached garage for easy access. Thomaston, one of Litchfield County's best-kept secrets, offers delights like the historic opera house, swimming at Nystrom's Pond, and outdoor fun at Black

$399,900

4 beds1.5 baths1,790 sq ft

175 Pleasant View Rd, Thomaston, CT 06787

Built-in bookcases • Cozy fireplace • Triple windows

ABOUT THIS HOME
Vintage Home for sale in Thomaston, CT:
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

$279,900

2 beds1 bath1,062 sq ft

162 Bristol St, Thomaston, CT 06787

New kitchen • Natural gas heat • 0.37 acre lot

Property at 204 N Main St, Thomaston, CT 06787, 4 beds, 2 baths

$220,000

4 beds2 baths1,234 sq ft

204 N Main St, Thomaston, CT 06787

Property at 129 Atwood Rd, Thomaston, CT 06787, 3 beds, 1 bath

$325,000

3 beds1 bath1,178 sq ft

129 Atwood Rd, Thomaston, CT 06787

Property at 220 Jackson St, Thomaston, CT 06787, 5 beds, 2 baths

$549,900

5 beds2 baths2,814 sq ft

220 Jackson St, Thomaston, CT 06787

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COMING SOONFLOOR PLAN

ABOUT THIS HOME
Vintage Home for sale in Thomaston, CT:
Welcome to 94 North Street, where Cape Cod charm meets the peaceful beauty of Plymouth. Freshly painted inside and out in 2026, this four bedroom home pairs character with thoughtful updates. Refinished main level hardwood floors lead to an inviting living room with a cozy fireplace, while the dining room opens to an eat in kitchen with self closing cabinetry, granite counters, and backsplash. A bright breezeway with high ceilings provides more room to gather, featuring new doors including a new sliding glass door and refreshed carpeting, connects to the attached two car garage. Two main level bedrooms and a full bath offer flexibility for guests or a home office. Upstairs, the primary bedr

$575,000

4 beds2 baths1,848 sq ft

94 North St, Plymouth, CT 06782

Eat in kitchen • Cozy fireplace • Granite counters

FLOOR PLAN

ABOUT THIS HOME
Vintage Home for sale in Thomaston, CT:
A little cottage with big potential! Just a short walk to the water at Lake Winnemaug, this one-bedroom, one-bath home offers a peaceful setting with a private yard and nature all around. A full basement with walkout access provides convenient storage and room for your ideas. Bring your vision and personal touches to create a cozy private home, weekend getaway, or potential investment property. Explore the possibilities for an Airbnb or vacation rental. A wonderful opportunity for buyers looking to build value and enjoy life near the lake! Property is being sold as is; cash offers preferred.

$189,900

2 beds1 bath680 sq ft

815 Cheyenne Rd, Watertown, CT 06795

Private yard • Full basement • Peaceful setting

ABOUT THIS HOME
Vintage Home for sale in Thomaston, CT:
Welcome to 35 Stanley Avenue! Set on a spacious lot in Watertown, this home has plenty to offer both inside and out. With freshly painted rooms, new flooring, and an updated HVAC system, many of the big updates have already been taken care of, making it easy to move right in and feel at home. The generous yard offers plenty of space for summer barbecues, outdoor activities, gardening, or simply relaxing and enjoying your own backyard. Whether you're just starting out, looking for a little more outdoor space, or searching for a place to make your own, 35 Stanley Avenue is a wonderful opportunity to settle into a home with room to grow. Come take a look and see the possibilities for yourself!

$319,900

3 beds1.5 baths1,442 sq ft

35 Stanley Ave, Watertown, CT 06779

Generous yard • Updated hvac system • New flooring

ABOUT THIS HOME
Vintage Home for sale in Thomaston, CT:
Welcome to 259 Main Street in Plymouth! Newly remodeled throughout, this 3 bedroom, 2 full bathroom home offers fresh finishes and beautiful updates. The kitchen features quartz countertops, vaulted ceilings, and skylights that fill the space with natural light, creating an inviting setting for cooking and entertaining. A new roof, new siding, and new windows enhance the home's curb appeal and complement the interior renovations. Schedule your private showing today! owner/agent related

$369,900

3 beds2 baths1,380 sq ft

259 Main St, Oakville, CT 06779

Quartz countertops • New siding • Vaulted ceilings

ABOUT THIS HOME
Vintage Home for sale in Thomaston, CT:
Lakefront living awaits! Privately nestled among mature trees, this distinctive remodeled Contemporary offers a rare opportunity to enjoy waterfront living in the highly sought after Lake Plymouth community, complete with your own private dock. Enjoy the peaceful lifestyle of this non-motorized lake, ideal for swimming, fishing, kayaking and relaxing by the water. The beautifully reimagined main level features an open floor plan with hardwood flooring, stylish kitchen with quartz countertops and a center island with pendant lighting. The kitchen flows seamlessly into the living and dining areas, where a dramatic wall of windows showcases picturesque lake views and fills the home with natura

$525,000

1 bed2.5 baths1,536 sq ft

196 Lake Plymouth Blvd, Plymouth, CT 06782

Lakefront living • Open floor plan • Quartz countertops

ABOUT THIS HOME
Vintage Home for sale in Thomaston, CT:
Welcome to this charming and affordable 1-bedroom, 1-bath ranch home in the Oakville section of Watertown. Offering comfortable living space, this home is a great opportunity for a first-time buyer, downsizer, or anyone looking for a home with room to make it their own. The enclosed front porch provides a welcoming entry and additional space to enjoy throughout the seasons. Recent improvements include fresh paint throughout, a new bathroom vanity, toilet and flooring, new kitchen flooring, and new carpeting in the remaining rooms. Situated on a nice, level lot with convenient access to town, shopping, and major highways. A great starter home with plenty of possibilities. Come see the potent

$220,000

1 bed1 bath559 sq ft

53 Merrimac St, Watertown, CT 06779

New carpeting • Level lot • New bathroom vanity

Property at 36 Falls Ter, Watertown, CT 06779, 2 beds, 1 bath

$349,000

2 beds1 bath1,117 sq ft

36 Falls Ter, Watertown, CT 06779

Property at 59 Dalton St, Oakville, CT 06779, 3 beds, 2 baths

$325,000

3 beds2 baths1,201 sq ft

59 Dalton St, Oakville, CT 06779

Property at 33 Chestnut Grove Rd, Watertown, CT 06795, 4 beds, 2 baths

$389,900

4 beds2 baths1,499 sq ft

33 Chestnut Grove Rd, Watertown, CT 06795

Property at 286 North St, Watertown, CT 06795, 3 beds, 2 baths

$399,000

3 beds2 baths1,637 sq ft

286 North St, Watertown, CT 06795

Property at 68 Frances St, Oakville, CT 06779, 3 beds, 2 baths

$298,000

3 beds2 baths1,354 sq ft

68 Frances St, Oakville, CT 06779

Property at 47 Academy Hl, Watertown, CT 06795, 6 beds, 6.5 baths

$849,900

6 beds6.5 baths3,740 sq ft

47 Academy Hl, Watertown, CT 06795

Property at 77 Westbury Park Rd, Watertown, CT 06795, 4 beds, 2 baths

$379,000

4 beds2 baths1,568 sq ft

77 Westbury Park Rd, Watertown, CT 06795

Property at 230 South St, Plymouth, CT 06782, 2 beds, 1 bath

$289,900

2 beds1 bath832 sq ft

230 South St, Plymouth, CT 06782

Property at 87 Woodruff Ave, Watertown, CT 06795, 4 beds, 2 baths

$345,900

4 beds2 baths2,006 sq ft

87 Woodruff Ave, Watertown, CT 06795

Property at 84 Wheeler St, Waterbury, CT 06704, 6 beds, 3 baths

$661,900

6 beds3 baths3,383 sq ft

84 Wheeler St, Waterbury, CT 06704

Property at 82 Nova Scotia Hill Rd, Watertown, CT 06795, 5 beds, 3.5 baths

$695,000

5 beds3.5 baths2,890 sq ft

82 Nova Scotia Hill Rd, Watertown, CT 06795

Property at 603 Sunnyside Ave, Oakville, CT 06779, 3 beds, 1.5 baths

$375,000

3 beds1.5 baths1,382 sq ft

603 Sunnyside Ave, Oakville, CT 06779

Property at 251 Riverside St, Oakville, CT 06795, 2 beds, 1 bath

$299,999

2 beds1 bath1,034 sq ft

251 Riverside St, Oakville, CT 06795

Property at 151 Hillcrest Ave, Watertown, CT 06779, 5 beds, 2 baths

$130,000

Land0.34 acre (lot)

151 Hillcrest Ave, Watertown, CT 06779

Vintage Homes for Sale in Thomaston

There are currently 8 vintage homes for sale in Thomaston at a median listing price of $409K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Thomaston stay on the market for 83 days. This map is refreshed with the newest listings in Thomaston every 15 minutes.

In the past month, 1 home has been sold in Thomaston. In addition to houses in Thomaston, there was also 1 condo, 0 townhouses, and 1 multi-family unit for sale in Thomaston last month. Find your dream home in Thomaston using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Thomaston are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Thomaston. Our Thomaston real estate stats and trends will give you more information about home buying and selling trends in Thomaston. If you're looking to sell your home in the Thomaston area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Thomaston with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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