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
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: 4.27% Traditional cash on cash: 10.77% Airbnb Rental Income: $1494 Traditional Rental Income: $1868 Airbnb ROI: 4.27% Traditional ROI: 10.77%
160 Lake Plymouth Blvd Plymouth, CT A truly RARE double lot situated directly on the waterfront of Lake Plymouth with spectacu...	3 beds \| 1 baths \| 1,834 sq.ft.	$599,900	Airbnb cash on cash: 1.13% Traditional cash on cash: 0.76% Airbnb Rental Income: $3232 Traditional Rental Income: $2297 Airbnb ROI: 1.13% Traditional ROI: 0.76%
24 W Lakeview Rd Plymouth, CT Welcome to this beautifully crafted new construction home in the desirable Plymouth Lake c...	3 beds \| 2 baths \| 2,880 sq.ft.	$499,900	Airbnb cash on cash: -1.22% Traditional cash on cash: 4.2% Airbnb Rental Income: $1494 Traditional Rental Income: $3712 Airbnb ROI: -1.22% Traditional ROI: 4.2%
305 South St Plymouth, CT 305 South St, Plymouth, CT 06782 \| Single Family Residential	N/A beds \| 1 baths \| 4,041 sq.ft.	$534,900	Airbnb cash on cash: -1.92% Traditional cash on cash: -1.43% Airbnb Rental Income: $1083 Traditional Rental Income: $965 Airbnb ROI: -1.92% Traditional ROI: -1.43%
North St Plymouth, CT North St, Plymouth, CT 06782 \| Other	N/A beds \| N/A baths \| N/A	$115,000	Airbnb cash on cash: 1.7% Traditional cash on cash: 3.58% Airbnb Rental Income: $1083 Traditional Rental Income: $957 Airbnb ROI: 1.7% Traditional ROI: 3.58%
2 Maple Ave Plymouth, CT 2 Maple Ave, Plymouth, CT 06782 \| Single Family Residential	2 beds \| 1 baths \| 1,323 sq.ft.	$278,000	Airbnb cash on cash: 0.74% Traditional cash on cash: 2.35% Airbnb Rental Income: $1549 Traditional Rental Income: $1523 Airbnb ROI: 0.74% Traditional ROI: 2.35%
222 South St Plymouth, CT 222 South St, Plymouth, CT 06782 \| Single Family Residential	3 beds \| 2 baths \| 2,784 sq.ft.	$519,000	Airbnb cash on cash: -1.14% Traditional cash on cash: 2.36% Airbnb Rental Income: $1494 Traditional Rental Income: $2752 Airbnb ROI: -1.14% Traditional ROI: 2.36%
230 South St Plymouth, CT 230 South St, Plymouth, CT 06782 \| Single Family Residential	2 beds \| 1 baths \| 832 sq.ft.	$299,900	Airbnb cash on cash: 0.4% Traditional cash on cash: 1.2% Airbnb Rental Income: $1549 Traditional Rental Income: $1332 Airbnb ROI: 0.4% Traditional ROI: 1.2%
179 Lake Plymouth Blvd Plymouth, CT 179 Lake Plymouth Blvd, Plymouth, CT 06782 \| Other	N/A beds \| N/A baths \| N/A	$59,000	Airbnb cash on cash: -8.17% Traditional cash on cash: -4.3% Airbnb Rental Income: $1083 Traditional Rental Income: $943 Airbnb ROI: -8.17% Traditional ROI: -4.3%
92 Schroback Rd Plymouth, CT 92 Schroback Rd, Plymouth, CT 06782 \| Other	N/A beds \| N/A baths \| N/A	$69,900	Airbnb cash on cash: 5.9% Traditional cash on cash: 9.44% Airbnb Rental Income: $1083 Traditional Rental Income: $959 Airbnb ROI: 5.9% Traditional ROI: 9.44%
56 Meghan Blvd Plymouth, CT 56 Meghan Blvd, Plymouth, CT 06782 \| Single Family Residential	4 beds \| 3 baths \| 3,196 sq.ft.	$639,900	Airbnb cash on cash: 0.91% Traditional cash on cash: 3.92% Airbnb Rental Income: $3232 Traditional Rental Income: $4299 Airbnb ROI: 0.91% Traditional ROI: 3.92%
63 Lakeside Drive Plymouth, CT Enjoy year-round lake living in this beautifully updated 2-bedroom, 1-bath home with stunn...	2 beds \| 1 baths \| 1,202 sq.ft.	$279,900	Airbnb cash on cash: 1.35% Traditional cash on cash: 5.51% Airbnb Rental Income: $1549 Traditional Rental Income: $2199 Airbnb ROI: 1.35% Traditional ROI: 5.51%
271 South Street Plymouth, CT HIGHEST & BEST DUE, 7/12/2026 BY 7PM! Opportunity awaits in the Lake Plymouth community! T...	2 beds \| 1 baths \| 672 sq.ft.	$150,000	Airbnb cash on cash: 3.72% Traditional cash on cash: 8.69% Airbnb Rental Income: $1549 Traditional Rental Income: $1815 Airbnb ROI: 3.72% Traditional ROI: 8.69%
218 Preston Road Plymouth, CT Looking for a home that is tastefully updated and has land? then look no further then 218 ...	3 beds \| 2 baths \| 1,164 sq.ft.	$399,900	Airbnb cash on cash: 0.02% Traditional cash on cash: 4.4% Airbnb Rental Income: $1494 Traditional Rental Income: $2700 Airbnb ROI: 0.02% Traditional ROI: 4.4%
165 Main Street Plymouth, CT Victorian colonial that has been in the family for decades. It may need cosmetic work but ...	3 beds \| 2 baths \| 1,366 sq.ft.	$209,900	Airbnb cash on cash: 1.86% Traditional cash on cash: 10.09% Airbnb Rental Income: $1494 Traditional Rental Income: $2694 Airbnb ROI: 1.86% Traditional ROI: 10.09%
323 Town Hill Road Plymouth, CT Well-maintained traditional New England Cape offering 3 bedrooms and 2 full baths, includi...	3 beds \| 2 baths \| 1,711 sq.ft.	$445,000	Airbnb cash on cash: -0.47% Traditional cash on cash: 4.04% Airbnb Rental Income: $1494 Traditional Rental Income: $2935 Airbnb ROI: -0.47% Traditional ROI: 4.04%
97 Dorothy Lane Plymouth, CT HIGHEST & BEST DUE BY 9M ON WEDNESDAY JUNE 3RD! Rare find in a highly desirable Terryville...	3 beds \| 1 baths \| 1,564 sq.ft.	$389,900	Airbnb cash on cash: 0.16% Traditional cash on cash: 3.78% Airbnb Rental Income: $1494 Traditional Rental Income: $2382 Airbnb ROI: 0.16% Traditional ROI: 3.78%
28 E Plymouth Road Plymouth, CT Welcome to this inviting Ranch in Terryville, offering comfortable one level living with t...	3 beds \| 1 baths \| 1,441 sq.ft.	$310,000	Airbnb cash on cash: 0.92% Traditional cash on cash: 5.55% Airbnb Rental Income: $1494 Traditional Rental Income: $2409 Airbnb ROI: 0.92% Traditional ROI: 5.55%
57 Fall Mountain Lake Road Plymouth, CT Year-Round Waterfront Cape on Fall Mountain Lake - Rare Double Lot! Enjoy year-round lakef...	2 beds \| 2 baths \| 1,366 sq.ft.	$359,900	Airbnb cash on cash: 0.37% Traditional cash on cash: 5.51% Airbnb Rental Income: $1549 Traditional Rental Income: $2839 Airbnb ROI: 0.37% Traditional ROI: 5.51%

Real Estate investment in Plymouth, CT

There are 27 properties for sale in the city of Plymouth . The median list price in Plymouth is $644,000 and the average price per square foot is $348. In September 2026, the average monthly cash on cash return in Plymouth is 5.00%. The average monthly rental income in Plymouth is $2,415.

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

There are 27 investment properties available for sale in Plymouth.

In 2026, 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 $2,415.

Your search for investment property begins and ends here

Investment Property for Sale in Plymouth, CT

149 S Riverside Avenue

Plymouth, CT

3 beds | 1 baths | 920 sq.ft.

$129,900

Airbnb cash on cash: 4.27%

Traditional cash on cash: 10.77%

Airbnb Rental Income: $1494

Traditional Rental Income: $1868

Airbnb ROI: 4.27%

Traditional ROI: 10.77%

160 Lake Plymouth Blvd

Plymouth, CT

3 beds | 1 baths | 1,834 sq.ft.

$599,900

Airbnb cash on cash: 1.13%

Traditional cash on cash: 0.76%

Airbnb Rental Income: $3232

Traditional Rental Income: $2297

Airbnb ROI: 1.13%

Traditional ROI: 0.76%

24 W Lakeview Rd

Plymouth, CT

3 beds | 2 baths | 2,880 sq.ft.

$499,900

Airbnb cash on cash: -1.22%

Traditional cash on cash: 4.2%

Airbnb Rental Income: $1494

Traditional Rental Income: $3712

Airbnb ROI: -1.22%

Traditional ROI: 4.2%

305 South St

Plymouth, CT

N/A beds | 1 baths | 4,041 sq.ft.

$534,900

Airbnb cash on cash: -1.92%

Traditional cash on cash: -1.43%

Airbnb Rental Income: $1083

Traditional Rental Income: $965

Airbnb ROI: -1.92%

Traditional ROI: -1.43%

North St

Plymouth, CT

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

$115,000

Airbnb cash on cash: 1.7%

Traditional cash on cash: 3.58%

Airbnb Rental Income: $1083

Traditional Rental Income: $957

Airbnb ROI: 1.7%

Traditional ROI: 3.58%

2 Maple Ave

Plymouth, CT

2 beds | 1 baths | 1,323 sq.ft.

$278,000

Airbnb cash on cash: 0.74%

Traditional cash on cash: 2.35%

Airbnb Rental Income: $1549

Traditional Rental Income: $1523

Airbnb ROI: 0.74%

Traditional ROI: 2.35%

222 South St

Plymouth, CT

3 beds | 2 baths | 2,784 sq.ft.

$519,000

Airbnb cash on cash: -1.14%

Traditional cash on cash: 2.36%

Airbnb Rental Income: $1494

Traditional Rental Income: $2752

Airbnb ROI: -1.14%

Traditional ROI: 2.36%

230 South St

Plymouth, CT

2 beds | 1 baths | 832 sq.ft.

$299,900

Airbnb cash on cash: 0.4%

Traditional cash on cash: 1.2%

Airbnb Rental Income: $1549

Traditional Rental Income: $1332

Airbnb ROI: 0.4%