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.

Golden Highlands Investment Property for Sale in Plymouth, CT

Search for Golden Highlands Investment Property for Sale in Plymouth, Connecticut. Browse all of Mashvisor’s Golden Highlands Investment Property listings and other investment property types including Single Family Homes, Multi Family Homes, Condos, Townhouses and Other Homes.

Showing 13 Golden Highlands Investment Property listings of over 500,000 total investment properties for sale. Visit Mashvisor.com to all investment properties.

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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%
144 S Riverside Ave Plymouth, CT 144 S Riverside Ave, Plymouth, CT 06781 \| Other	N/A beds \| N/A baths \| N/A	$69,999	Airbnb cash on cash: 4.22% Traditional cash on cash: 9.47% Airbnb Rental Income: $944 Traditional Rental Income: $962 Airbnb ROI: 4.22% Traditional ROI: 9.47%
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%
23 Schroback Rd Plymouth, CT 23 Schroback Rd, Plymouth, CT 06782 \| Single Family Residential	3 beds \| 2 baths \| 2,912 sq.ft.	$995,900	Airbnb cash on cash: -2.17% Traditional cash on cash: -0.26% Airbnb Rental Income: $1402 Traditional Rental Income: $2753 Airbnb ROI: -2.17% Traditional ROI: -0.26%
47 South St Plymouth, CT 47 South St, Plymouth, CT 06782 \| Single Family Residential	5 beds \| 3 baths \| 4,444 sq.ft.	$699,900	Airbnb cash on cash: 0.55% Traditional cash on cash: 3.45% Airbnb Rental Income: $3215 Traditional Rental Income: $4386 Airbnb ROI: 0.55% Traditional ROI: 3.45%
265 South St Plymouth, CT 265 South St, Plymouth, CT 06782 \| Single Family Residential	3 beds \| 1 baths \| 1,072 sq.ft.	$239,900	Airbnb cash on cash: 0.8% Traditional cash on cash: 4.33% Airbnb Rental Income: $1402 Traditional Rental Income: $1780 Airbnb ROI: 0.8% Traditional ROI: 4.33%
15 Wilton Rd Plymouth, CT Charming ranch with easy one-level living! This 3 bedroom 2.5 bath home welcomes you in th...	3 beds \| 2 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%

Your search for investment property begins and ends here

Golden Highlands 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%

144 S Riverside Ave

Plymouth, CT

N/A beds | N/A baths | N/A

$69,999

Airbnb cash on cash: 4.22%

Traditional cash on cash: 9.47%

Airbnb Rental Income: $944

Traditional Rental Income: $962

Airbnb ROI: 4.22%

Traditional ROI: 9.47%

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%

23 Schroback Rd

Plymouth, CT

3 beds | 2 baths | 2,912 sq.ft.

$995,900

Airbnb cash on cash: -2.17%

Traditional cash on cash: -0.26%

Airbnb Rental Income: $1402

Traditional Rental Income: $2753

Airbnb ROI: -2.17%

Traditional ROI: -0.26%

47 South St

Plymouth, CT

5 beds | 3 baths | 4,444 sq.ft.

$699,900

Airbnb cash on cash: 0.55%

Traditional cash on cash: 3.45%

Airbnb Rental Income: $3215

Traditional Rental Income: $4386

Airbnb ROI: 0.55%

Traditional ROI: 3.45%

265 South St

Plymouth, CT

3 beds | 1 baths | 1,072 sq.ft.

$239,900

Airbnb cash on cash: 0.8%

Traditional cash on cash: 4.33%

Airbnb Rental Income: $1402

Traditional Rental Income: $1780

Airbnb ROI: 0.8%