Real Estate Investment Properties for Sale in Thomaston, CT

Looking for investment property in Thomaston, CT with high ROI ?

Explore a variety of short-term homes & houses in Thomaston, CT. Invest wisely with VRBO & Thomaston, CT Airbnb properties available for purchase. Find your ideal investment property among our curated listings for a rewarding real estate venture.

Investment Property for Sale in Thomaston, CT

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
178 Litchfield Street Thomaston, CT This colonial style home features 8 Rooms, 3 - 4 Bedrooms, 2 full Bathrooms, Hardwood floo...	4 beds \| 2 baths \| 1,831 sq.ft.	$279,900	Airbnb cash on cash: N/A Traditional cash on cash: 9.8% Airbnb Rental Income: $null Traditional Rental Income: $3395 Airbnb ROI: N/A Traditional ROI: 9.8%
341 High St EXT Thomaston, CT Hidden Estate at High Street: A private Litchfield County retreat offering relaxed country...	4 beds \| 5 baths \| 5,729 sq.ft.	$800,000	Airbnb cash on cash: N/A Traditional cash on cash: 7.75% Airbnb Rental Income: $null Traditional Rental Income: $8241 Airbnb ROI: N/A Traditional ROI: 7.75%
211 Cedar Mountain Road Thomaston, CT Set majestically on .92 acres in a highly desirable neighborhood, this tastefully updated ...	3 beds \| 3 baths \| 2,144 sq.ft.	$499,900	Airbnb cash on cash: 0.1% Traditional cash on cash: 5.33% Airbnb Rental Income: $1723 Traditional Rental Income: $3694 Airbnb ROI: 0.1% Traditional ROI: 5.33%
1004 Hickory Hill Road Thomaston, CT Introducing 1004 Hickory Hil Road, Thomaston to bhe market for the first time in over 12 y...	3 beds \| 2 baths \| 1,452 sq.ft.	$369,900	Airbnb cash on cash: 0.84% Traditional cash on cash: 5.24% Airbnb Rental Income: $1723 Traditional Rental Income: $2776 Airbnb ROI: 0.84% Traditional ROI: 5.24%
59-61 N Main Street Thomaston, CT Lovely 2 family home located in Historic Thomaston, CT, this wonderfully maintained home o...	4 beds \| 2 baths \| 2,196 sq.ft.	$325,000	Airbnb cash on cash: N/A Traditional cash on cash: 8.82% Airbnb Rental Income: $null Traditional Rental Income: $3603 Airbnb ROI: N/A Traditional ROI: 8.82%
170 Valley View Road Thomaston, CT Welcome to this impressive Colonial home set in a quiet, highly sought-after area of histo...	4 beds \| 3 baths \| 2,857 sq.ft.	$695,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.2% Airbnb Rental Income: $null Traditional Rental Income: $4453 Airbnb ROI: N/A Traditional ROI: 4.2%
1402 Waterbury Road #4 Thomaston, CT Welcome to easy living in this beautifully maintained 2023 manufactured home located in a ...	2 beds \| 1 baths \| 728 sq.ft.	$130,000	Airbnb cash on cash: 0.7% Traditional cash on cash: 10.2% Airbnb Rental Income: $1536 Traditional Rental Income: $2278 Airbnb ROI: 0.7% Traditional ROI: 10.2%
81 E Main Street Thomaston, CT Mixed use building on a busy high traffic road in the center of Thomaston. Two residential...	5 beds \| 3 baths \| 2,872 sq.ft.	$450,000	Airbnb cash on cash: 2.47% Traditional cash on cash: 7.72% Airbnb Rental Income: $2672 Traditional Rental Income: $4250 Airbnb ROI: 2.47% Traditional ROI: 7.72%

Real Estate investment in Thomaston, CT

There are 12 properties for sale in the city of Thomaston . The median list price in Thomaston is $337,326 and the average price per square foot is $205. In June 2026, the average monthly cash on cash return in Thomaston is 6.00%. The average monthly rental income in Thomaston is $3,379.

Thomaston, CT Real Estate Investing: FAQs for Buyers, Sellers and Investors

There are 12 investment properties available for sale in Thomaston.

In 2026, the best neighborhood to buy investment property is Thomaston.

The ROI for Long-Term is higher than the Short-Term in Thomaston with average rental income of $3,379.

Your search for investment property begins and ends here

Investment Property for Sale in Thomaston, CT

178 Litchfield Street

Thomaston, CT

4 beds | 2 baths | 1,831 sq.ft.

$279,900

Airbnb cash on cash: N/A

Traditional cash on cash: 9.8%

Airbnb Rental Income: $null

Traditional Rental Income: $3395

Airbnb ROI: N/A

Traditional ROI: 9.8%

341 High St EXT

Thomaston, CT

4 beds | 5 baths | 5,729 sq.ft.

$800,000

Airbnb cash on cash: N/A

Traditional cash on cash: 7.75%

Airbnb Rental Income: $null

Traditional Rental Income: $8241

Airbnb ROI: N/A

Traditional ROI: 7.75%

211 Cedar Mountain Road

Thomaston, CT

3 beds | 3 baths | 2,144 sq.ft.

$499,900

Airbnb cash on cash: 0.1%

Traditional cash on cash: 5.33%

Airbnb Rental Income: $1723

Traditional Rental Income: $3694

Airbnb ROI: 0.1%

Traditional ROI: 5.33%

1004 Hickory Hill Road

Thomaston, CT

3 beds | 2 baths | 1,452 sq.ft.

$369,900

Airbnb cash on cash: 0.84%

Traditional cash on cash: 5.24%

Airbnb Rental Income: $1723

Traditional Rental Income: $2776

Airbnb ROI: 0.84%

Traditional ROI: 5.24%

59-61 N Main Street

Thomaston, CT

4 beds | 2 baths | 2,196 sq.ft.

$325,000

Airbnb cash on cash: N/A

Traditional cash on cash: 8.82%

Airbnb Rental Income: $null

Traditional Rental Income: $3603

Airbnb ROI: N/A

Traditional ROI: 8.82%

170 Valley View Road

Thomaston, CT

4 beds | 3 baths | 2,857 sq.ft.

$695,000

Airbnb cash on cash: N/A

Traditional cash on cash: 4.2%

Airbnb Rental Income: $null

Traditional Rental Income: $4453

Airbnb ROI: N/A

Traditional ROI: 4.2%

1402 Waterbury Road #4

Thomaston, CT

2 beds | 1 baths | 728 sq.ft.

$130,000

Airbnb cash on cash: 0.7%

Traditional cash on cash: 10.2%

Airbnb Rental Income: $1536

Traditional Rental Income: $2278

Airbnb ROI: 0.7%

Traditional ROI: 10.2%

81 E Main Street

Thomaston, CT

5 beds | 3 baths | 2,872 sq.ft.

$450,000

Airbnb cash on cash: 2.47%

Traditional cash on cash: 7.72%

Airbnb Rental Income: $2672

Traditional Rental Income: $4250

Airbnb ROI: 2.47%