Real Estate Investment Properties for Sale in Plymouth, CT

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

Explore a variety of short-term homes & houses in Plymouth, CT. Invest wisely with VRBO & Plymouth, 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 Plymouth, CT

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
27 Club Lane Plymouth, CT Please DO NOT DISTURB the occupant. Contact with occupants is prohibited. Discover the pot...	3 beds \| 2 baths \| 1,267 sq.ft.	$269,500	Airbnb cash on cash: 0.91% Traditional cash on cash: 6.7% Airbnb Rental Income: $1565 Traditional Rental Income: $2587 Airbnb ROI: 0.91% Traditional ROI: 6.7%
19 Main Street Plymouth, CT Property is in a commercial Zone and the map is attached in the disclosure file. House off...	4 beds \| 2 baths \| 2,196 sq.ft.	$319,900	Airbnb cash on cash: N/A Traditional cash on cash: 8.29% Airbnb Rental Income: $null Traditional Rental Income: $3523 Airbnb ROI: N/A Traditional ROI: 8.29%
43 (A) Hillside Avenue Plymouth, CT Two Homes - One Lot. Bring Extended family to This Terryville Homestead. This Lovingly Mai...	4 beds \| 3 baths \| 1,284 sq.ft.	$399,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.71% Airbnb Rental Income: $null Traditional Rental Income: $2653 Airbnb ROI: N/A Traditional ROI: 3.71%
24 West Lakeview Road Plymouth, CT Brand new construction in the serene and sought-after lake community of Plymouth CT. This ...	3 beds \| 3 baths \| 2,000 sq.ft.	$550,000	Airbnb cash on cash: -1.19% Traditional cash on cash: 3.87% Airbnb Rental Income: $1565 Traditional Rental Income: $3712 Airbnb ROI: -1.19% Traditional ROI: 3.87%
211 Pine Hill Boulevard #211 Plymouth, CT Welcome to true 1 level Ranch living at Evergreen in Litchfield Hills! Ease of living from...	2 beds \| 2 baths \| 1,288 sq.ft.	$289,500	Airbnb cash on cash: -2.16% Traditional cash on cash: 5.41% Airbnb Rental Income: $1168 Traditional Rental Income: $2849 Airbnb ROI: -2.16% Traditional ROI: 5.41%
22 Crestview Road Plymouth, CT This well-cared-for 4-bedroom, 2-bath raised ranch offers the perfect balance of comfort a...	4 beds \| 2 baths \| 1,596 sq.ft.	$309,999	Airbnb cash on cash: N/A Traditional cash on cash: 7.65% Airbnb Rental Income: $null Traditional Rental Income: $3231 Airbnb ROI: N/A Traditional ROI: 7.65%
16 Wood Court Plymouth, CT Great single family 4 bedroom home currently with tenants.	4 beds \| 1 baths \| 1,544 sq.ft.	$269,900	Airbnb cash on cash: N/A Traditional cash on cash: 6.41% Airbnb Rental Income: $null Traditional Rental Income: $2516 Airbnb ROI: N/A Traditional ROI: 6.41%
56 Hillside Avenue Plymouth, CT Welcome to this beautifully updated single-family home in Terryville! This move-in ready p...	3 beds \| 1 baths \| 1,008 sq.ft.	$325,000	Airbnb cash on cash: 0.23% Traditional cash on cash: 3.45% Airbnb Rental Income: $1565 Traditional Rental Income: $2098 Airbnb ROI: 0.23% Traditional ROI: 3.45%
21 Schroback Road Plymouth, CT This three bedroom cape is over 1300 square feet with full dormer. It has an eat in kitche...	3 beds \| 2 baths \| 1,344 sq.ft.	$242,000	Airbnb cash on cash: 1.36% Traditional cash on cash: 8.8% Airbnb Rental Income: $1565 Traditional Rental Income: $2816 Airbnb ROI: 1.36% Traditional ROI: 8.8%
78 Kearney Street Plymouth, CT Two-family property situated close to everything! A great option for owner-occupants or in...	4 beds \| 2 baths \| 1,747 sq.ft.	$319,900	Airbnb cash on cash: N/A Traditional cash on cash: 7.55% Airbnb Rental Income: $null Traditional Rental Income: $3299 Airbnb ROI: N/A Traditional ROI: 7.55%
7 Kearney Street Plymouth, CT TAKE NOTE. Great Opportunity Awaits Those Seeking Large, Spacious Two Family Offering GENE...	5 beds \| 2 baths \| 2,198 sq.ft.	$315,000	Airbnb cash on cash: N/A Traditional cash on cash: 8.45% Airbnb Rental Income: $null Traditional Rental Income: $3519 Airbnb ROI: N/A Traditional ROI: 8.45%

Real Estate investment in Plymouth, CT

There are 13 properties for sale in the city of Plymouth . The median list price in Plymouth is $304,950 and the average price per square foot is $206. In December 2025, the average monthly cash on cash return in Plymouth is 7.00%. The average monthly rental income in Plymouth is $2,735.

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

There are 13 investment properties available for sale in Plymouth.

In 2025, the best neighborhood to buy investment property is Plymouth.

The ROI for Long-Term is higher than the Short-Term in Plymouth with average rental income of $2,735.

Your search for investment property begins and ends here

Investment Property for Sale in Plymouth, CT

27 Club Lane

Plymouth, CT

3 beds | 2 baths | 1,267 sq.ft.

$269,500

Airbnb cash on cash: 0.91%

Traditional cash on cash: 6.7%

Airbnb Rental Income: $1565

Traditional Rental Income: $2587

Airbnb ROI: 0.91%

Traditional ROI: 6.7%

19 Main Street

Plymouth, CT

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

$319,900

Airbnb cash on cash: N/A

Traditional cash on cash: 8.29%

Airbnb Rental Income: $null

Traditional Rental Income: $3523

Airbnb ROI: N/A

Traditional ROI: 8.29%

43 (A) Hillside Avenue

Plymouth, CT

4 beds | 3 baths | 1,284 sq.ft.

$399,900

Airbnb cash on cash: N/A

Traditional cash on cash: 3.71%

Airbnb Rental Income: $null

Traditional Rental Income: $2653

Airbnb ROI: N/A

Traditional ROI: 3.71%

24 West Lakeview Road

Plymouth, CT

3 beds | 3 baths | 2,000 sq.ft.

$550,000

Airbnb cash on cash: -1.19%

Traditional cash on cash: 3.87%

Airbnb Rental Income: $1565

Traditional Rental Income: $3712

Airbnb ROI: -1.19%

Traditional ROI: 3.87%

211 Pine Hill Boulevard #211

Plymouth, CT

2 beds | 2 baths | 1,288 sq.ft.

$289,500

Airbnb cash on cash: -2.16%

Traditional cash on cash: 5.41%

Airbnb Rental Income: $1168

Traditional Rental Income: $2849

Airbnb ROI: -2.16%

Traditional ROI: 5.41%

22 Crestview Road

Plymouth, CT

4 beds | 2 baths | 1,596 sq.ft.

$309,999

Airbnb cash on cash: N/A

Traditional cash on cash: 7.65%

Airbnb Rental Income: $null

Traditional Rental Income: $3231

Airbnb ROI: N/A

Traditional ROI: 7.65%

16 Wood Court

Plymouth, CT

4 beds | 1 baths | 1,544 sq.ft.

$269,900

Airbnb cash on cash: N/A

Traditional cash on cash: 6.41%

Airbnb Rental Income: $null

Traditional Rental Income: $2516

Airbnb ROI: N/A

Traditional ROI: 6.41%

56 Hillside Avenue

Plymouth, CT

3 beds | 1 baths | 1,008 sq.ft.

$325,000

Airbnb cash on cash: 0.23%

Traditional cash on cash: 3.45%

Airbnb Rental Income: $1565

Traditional Rental Income: $2098

Airbnb ROI: 0.23%