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
56 Hillside Avenue Plymouth, CT Back to the Market for inability to secure financing Welcome to this beautifully updat...	3 beds \| 1 baths \| 1,008 sq.ft.	$315,000	Airbnb cash on cash: 0.61% Traditional cash on cash: 4.38% Airbnb Rental Income: $1402 Traditional Rental Income: $2098 Airbnb ROI: 0.61% Traditional ROI: 4.38%
197 Preston Road Plymouth, CT Set on nearly 3 private acres abutting the Bristol Water Company, this beautifully updated...	4 beds \| 4 baths \| 2,576 sq.ft.	$625,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.07% Airbnb Rental Income: $null Traditional Rental Income: $5046 Airbnb ROI: N/A Traditional ROI: 6.07%
149 S Riverside Avenue Plymouth, CT Calling all handy people. This home needs some updating to make it shine. Large kitchen di...	3 beds \| 1 baths \| 920 sq.ft.	$129,900	Airbnb cash on cash: 3.65% Traditional cash on cash: 10.77% Airbnb Rental Income: $1402 Traditional Rental Income: $1868 Airbnb ROI: 3.65% Traditional ROI: 10.77%
412 Main Street #15 Plymouth, CT Fabulous opportunity to own at Lake Winfield! 2 bedroom with 1.5 baths. We are offering ne...	2 beds \| 2 baths \| 1,090 sq.ft.	$199,900	Airbnb cash on cash: -1.91% Traditional cash on cash: 5.88% Airbnb Rental Income: $1085 Traditional Rental Income: $2195 Airbnb ROI: -1.91% Traditional ROI: 5.88%
72 Dorothy Lane Plymouth, CT Multiple offers received. Seller will be making a decision today - 4/10/26. Turnkey Ranch ...	4 beds \| 2 baths \| 2,360 sq.ft.	$409,900	Airbnb cash on cash: N/A Traditional cash on cash: 5.65% Airbnb Rental Income: $null Traditional Rental Income: $3375 Airbnb ROI: N/A Traditional ROI: 5.65%
245 E Plymouth Road Plymouth, CT Welcome to this charming 2-3 bedroom ranch set in a peaceful country setting. Quietly nest...	2 beds \| 2 baths \| 1,268 sq.ft.	$364,900	Airbnb cash on cash: -0.85% Traditional cash on cash: 4.23% Airbnb Rental Income: $1085 Traditional Rental Income: $2454 Airbnb ROI: -0.85% Traditional ROI: 4.23%
15 Wilton Road Plymouth, CT Charming ranch with easy one-level living! This 3 bedroom 2.5 bath home welcomes you in th...	3 beds \| 3 baths \| 2,322 sq.ft.	$449,900	Airbnb cash on cash: -0.33% Traditional cash on cash: 7.11% Airbnb Rental Income: $1402 Traditional Rental Income: $4111 Airbnb ROI: -0.33% Traditional ROI: 7.11%

Real Estate investment in Plymouth, CT

There are 11 properties for sale in the city of Plymouth . The median list price in Plymouth is $674,000 and the average price per square foot is $368. In May 2026, the average monthly cash on cash return in Plymouth is 6.00%. The average monthly rental income in Plymouth is $2,325.

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

There are 11 investment properties available for sale in Plymouth.

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

The ROI for Short-Term is higher than the Long-Term in Plymouth with average rental income of $1,402.

Your search for investment property begins and ends here

Investment Property for Sale in Plymouth, CT

56 Hillside Avenue

Plymouth, CT

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

$315,000

Airbnb cash on cash: 0.61%

Traditional cash on cash: 4.38%

Airbnb Rental Income: $1402

Traditional Rental Income: $2098

Airbnb ROI: 0.61%

Traditional ROI: 4.38%

197 Preston Road

Plymouth, CT

4 beds | 4 baths | 2,576 sq.ft.

$625,000

Airbnb cash on cash: N/A

Traditional cash on cash: 6.07%

Airbnb Rental Income: $null

Traditional Rental Income: $5046

Airbnb ROI: N/A

Traditional ROI: 6.07%

149 S Riverside Avenue

Plymouth, CT

3 beds | 1 baths | 920 sq.ft.

$129,900

Airbnb cash on cash: 3.65%

Traditional cash on cash: 10.77%

Airbnb Rental Income: $1402

Traditional Rental Income: $1868

Airbnb ROI: 3.65%

Traditional ROI: 10.77%

412 Main Street #15

Plymouth, CT

2 beds | 2 baths | 1,090 sq.ft.

$199,900

Airbnb cash on cash: -1.91%

Traditional cash on cash: 5.88%

Airbnb Rental Income: $1085

Traditional Rental Income: $2195

Airbnb ROI: -1.91%

Traditional ROI: 5.88%

72 Dorothy Lane

Plymouth, CT

4 beds | 2 baths | 2,360 sq.ft.

$409,900

Airbnb cash on cash: N/A

Traditional cash on cash: 5.65%

Airbnb Rental Income: $null

Traditional Rental Income: $3375

Airbnb ROI: N/A

Traditional ROI: 5.65%

245 E Plymouth Road

Plymouth, CT

2 beds | 2 baths | 1,268 sq.ft.

$364,900

Airbnb cash on cash: -0.85%

Traditional cash on cash: 4.23%

Airbnb Rental Income: $1085

Traditional Rental Income: $2454

Airbnb ROI: -0.85%

Traditional ROI: 4.23%

15 Wilton Road

Plymouth, CT

3 beds | 3 baths | 2,322 sq.ft.

$449,900

Airbnb cash on cash: -0.33%

Traditional cash on cash: 7.11%

Airbnb Rental Income: $1402

Traditional Rental Income: $4111

Airbnb ROI: -0.33%

Traditional ROI: 7.11%

Real Estate investment in Plymouth, CT

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

How many investment properties are available for sale in Plymouth?

Which neighborhoods in Plymouth to invest in 2026?

Long-Term vs. Short-Term Rentals in Plymouth, Connecticut: Which will earn the best returns?

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