Real Estate Investment Properties for Sale in Westport, MA

Looking for investment property in Westport, MA with high ROI ?

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
47 Devol Ave Westport, MA New price!!! 47 Devol Ave offers a stunning 3,899 sqft. This elegant custom colonial has n...	4 beds \| 3 baths \| 3,899 sq.ft.	$1,169,900	Airbnb cash on cash: 0.31% Traditional cash on cash: 2.51% Airbnb Rental Income: $2802 Traditional Rental Income: $4545 Airbnb ROI: 0.31% Traditional ROI: 2.51%
47 Fallon Drive Westport, MA WATERFRONT - WESTPORT RIVER - As you wind your way through this special residential neighb...	4 beds \| 3 baths \| 3,472 sq.ft.	$1,625,000	Airbnb cash on cash: -0.09% Traditional cash on cash: 1.05% Airbnb Rental Income: $2802 Traditional Rental Income: $3856 Airbnb ROI: -0.09% Traditional ROI: 1.05%
219-r Tickle Rd Westport, MA Discover unparalleled tranquility at your breathtaking, lakefront retreat. Custom-built an...	3 beds \| 2 baths \| 1,200 sq.ft.	$599,900	Airbnb cash on cash: 0.93% Traditional cash on cash: 3.45% Airbnb Rental Income: $1991 Traditional Rental Income: $2881 Airbnb ROI: 0.93% Traditional ROI: 3.45%
165 Plymouth Blvd Westport, MA Waterfront Opportunity on South Watuppa Pond with a 3 Car Garage! This private waterfront ...	3 beds \| 2 baths \| 1,272 sq.ft.	$539,000	Airbnb cash on cash: 1.17% Traditional cash on cash: 3.35% Airbnb Rental Income: $1991 Traditional Rental Income: $2573 Airbnb ROI: 1.17% Traditional ROI: 3.35%
1518 Drift Road Westport, MA WATERFRONT - Welcome to 1518 Drift Road. Tucked along the banks of the east branch of the ...	3 beds \| 1 baths \| 1,428 sq.ft.	$1,250,000	Airbnb cash on cash: -0.42% Traditional cash on cash: 0.66% Airbnb Rental Income: $1991 Traditional Rental Income: $2723 Airbnb ROI: -0.42% Traditional ROI: 0.66%
15 Truman St Westport, MA OPEN HOUSE CANCELLED Meticulously Maintained Westport Home on Quiet Side Street. Welcome ...	3 beds \| 1 baths \| 1,250 sq.ft.	$469,900	Airbnb cash on cash: 1.62% Traditional cash on cash: 4.03% Airbnb Rental Income: $1991 Traditional Rental Income: $2532 Airbnb ROI: 1.62% Traditional ROI: 4.03%
2 Mackady Court Westport, MA STUNNING INDOOR POOL HOME! In a small cul-de-sac neighborhood. This Incredible one level c...	3 beds \| 3 baths \| 2,447 sq.ft.	$899,900	Airbnb cash on cash: 0.57% Traditional cash on cash: 3.53% Airbnb Rental Income: $1991 Traditional Rental Income: $3957 Airbnb ROI: 0.57% Traditional ROI: 3.53%
984 Drift Road Westport, MA FRONTAGE ON THE EAST BRANCH OF THE WESTPORT RIVER - Welcome to 984 Drift Road. Just nor...	2 beds \| 2 baths \| 1,350 sq.ft.	$1,195,000	Airbnb cash on cash: -0.86% Traditional cash on cash: 0.97% Airbnb Rental Income: $1316 Traditional Rental Income: $2949 Airbnb ROI: -0.86% Traditional ROI: 0.97%

Real Estate investment in Westport, MA

There are 10 properties for sale in the city of Westport . The median list price in Westport is $1,034,900 and the average price per square foot is $470. In October 2025, the average monthly cash on cash return in Westport is 3.00%. The average monthly rental income in Westport is $3,298.

Westport, MA Real Estate Investing: FAQs for Buyers, Sellers and Investors

There are 10 investment properties available for sale in Westport.

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

The ROI for Short-Term is higher than the Long-Term in Westport with average rental income of $1,991.

Your search for investment property begins and ends here

Investment Property for Sale in Westport, MA

47 Devol Ave

Westport, MA

4 beds | 3 baths | 3,899 sq.ft.

$1,169,900

Airbnb cash on cash: 0.31%

Traditional cash on cash: 2.51%

Airbnb Rental Income: $2802

Traditional Rental Income: $4545

Airbnb ROI: 0.31%

Traditional ROI: 2.51%

47 Fallon Drive

Westport, MA

4 beds | 3 baths | 3,472 sq.ft.

$1,625,000

Airbnb cash on cash: -0.09%

Traditional cash on cash: 1.05%

Airbnb Rental Income: $2802

Traditional Rental Income: $3856

Airbnb ROI: -0.09%

Traditional ROI: 1.05%

219-r Tickle Rd

Westport, MA

3 beds | 2 baths | 1,200 sq.ft.

$599,900

Airbnb cash on cash: 0.93%

Traditional cash on cash: 3.45%

Airbnb Rental Income: $1991

Traditional Rental Income: $2881

Airbnb ROI: 0.93%

Traditional ROI: 3.45%

165 Plymouth Blvd

Westport, MA

3 beds | 2 baths | 1,272 sq.ft.

$539,000

Airbnb cash on cash: 1.17%

Traditional cash on cash: 3.35%

Airbnb Rental Income: $1991

Traditional Rental Income: $2573

Airbnb ROI: 1.17%

Traditional ROI: 3.35%

1518 Drift Road

Westport, MA

3 beds | 1 baths | 1,428 sq.ft.

$1,250,000

Airbnb cash on cash: -0.42%

Traditional cash on cash: 0.66%

Airbnb Rental Income: $1991

Traditional Rental Income: $2723

Airbnb ROI: -0.42%

Traditional ROI: 0.66%

15 Truman St

Westport, MA

3 beds | 1 baths | 1,250 sq.ft.

$469,900

Airbnb cash on cash: 1.62%

Traditional cash on cash: 4.03%

Airbnb Rental Income: $1991

Traditional Rental Income: $2532

Airbnb ROI: 1.62%

Traditional ROI: 4.03%

2 Mackady Court

Westport, MA

3 beds | 3 baths | 2,447 sq.ft.

$899,900

Airbnb cash on cash: 0.57%

Traditional cash on cash: 3.53%

Airbnb Rental Income: $1991

Traditional Rental Income: $3957

Airbnb ROI: 0.57%

Traditional ROI: 3.53%

984 Drift Road

Westport, MA

2 beds | 2 baths | 1,350 sq.ft.

$1,195,000

Airbnb cash on cash: -0.86%

Traditional cash on cash: 0.97%

Airbnb Rental Income: $1316

Traditional Rental Income: $2949

Airbnb ROI: -0.86%