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
25 Valentine Ln Westport, MA IMMACULATE 3 BEDROOM APARTMENT WITH DECK and ONE BEDROOM APARTMENT in SOUTH LEE on a quiet...	4 beds \| 3 baths \| 1,636 sq.ft.	$595,000	Airbnb cash on cash: 1.88% Traditional cash on cash: 4.69% Airbnb Rental Income: $2726 Traditional Rental Income: $3644 Airbnb ROI: 1.88% Traditional ROI: 4.69%
128 Old Bedford Rd Westport, MA Looking for MORE space in Westport-and a little help lowering your monthly payment? This c...	4 beds \| 3 baths \| 2,182 sq.ft.	$652,900	Airbnb cash on cash: 1.81% Traditional cash on cash: 5.28% Airbnb Rental Income: $2726 Traditional Rental Income: $4196 Airbnb ROI: 1.81% Traditional ROI: 5.28%
920 Drift Road Westport, MA Welcome to a stunning new construction contemporary colonial offering the perfect blend of...	4 beds \| 4 baths \| 4,152 sq.ft.	$1,249,000	Airbnb cash on cash: 0.09% Traditional cash on cash: 3.57% Airbnb Rental Income: $2726 Traditional Rental Income: $6122 Airbnb ROI: 0.09% Traditional ROI: 3.57%
169 Atlantic Avenue Westport, MA Nestled in the highly coveted enclave of Acoaxet and Westport Harbor, this magnificent coa...	5 beds \| 6 baths \| 4,343 sq.ft.	$7,950,000	Airbnb cash on cash: -1.05% Traditional cash on cash: -0.44% Airbnb Rental Income: $2946 Traditional Rental Income: $6781 Airbnb ROI: -1.05% Traditional ROI: -0.44%
20 Meadowbrook Ln Westport, MA Welcome to the desireable Westport neighborhood of Meadowbrook Farms. This 2014 built home...	3 beds \| 3 baths \| 3,329 sq.ft.	$1,100,000	Airbnb cash on cash: -0.28% Traditional cash on cash: 2.12% Airbnb Rental Income: $1992 Traditional Rental Income: $3924 Airbnb ROI: -0.28% Traditional ROI: 2.12%
33 Johnson St Westport, MA Move right into this beautifully updated Westport home, where comfort and convenience come...	3 beds \| 2 baths \| 1,608 sq.ft.	$494,900	Airbnb cash on cash: 1.51% Traditional cash on cash: 5.34% Airbnb Rental Income: $1992 Traditional Rental Income: $3245 Airbnb ROI: 1.51% Traditional ROI: 5.34%
217-J Tickle Rd Westport, MA 217J Tickle Rd, Westport, MA: A rare turn-key waterfront opportunity on the South Coast wi...	3 beds \| 2 baths \| 2,288 sq.ft.	$799,900	Airbnb cash on cash: 0.3% Traditional cash on cash: 3.27% Airbnb Rental Income: $1992 Traditional Rental Income: $3682 Airbnb ROI: 0.3% Traditional ROI: 3.27%
37 Bluebird Lane Westport, MA Welcome home to this expansive ranch, offering plenty of space for comfortable living and ...	3 beds \| 2 baths \| 1,862 sq.ft.	$749,000	Airbnb cash on cash: 0.43% Traditional cash on cash: 3.15% Airbnb Rental Income: $1992 Traditional Rental Income: $3369 Airbnb ROI: 0.43% Traditional ROI: 3.15%
1380 Drift Road Westport, MA Waterfront living in South Westport with your own dock-this is the one you've been waiting...	3 beds \| 2 baths \| 1,760 sq.ft.	$1,850,000	Airbnb cash on cash: -0.7% Traditional cash on cash: -0.29% Airbnb Rental Income: $1992 Traditional Rental Income: $2175 Airbnb ROI: -0.7% Traditional ROI: -0.29%

Real Estate investment in Westport, MA

There are 10 properties for sale in the city of Westport . The median list price in Westport is $693,670 and the average price per square foot is $146. In November 2026, the average monthly cash on cash return in Westport is 2.00%. The average monthly rental income in Westport is $3,644.

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

There are 10 investment properties available for sale in Westport.

In 2026, 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 $1,992.

Your search for investment property begins and ends here

Investment Property for Sale in Westport, MA

25 Valentine Ln

Westport, MA

4 beds | 3 baths | 1,636 sq.ft.

$595,000

Airbnb cash on cash: 1.88%

Traditional cash on cash: 4.69%

Airbnb Rental Income: $2726

Traditional Rental Income: $3644

Airbnb ROI: 1.88%

Traditional ROI: 4.69%

128 Old Bedford Rd

Westport, MA

4 beds | 3 baths | 2,182 sq.ft.

$652,900

Airbnb cash on cash: 1.81%

Traditional cash on cash: 5.28%

Airbnb Rental Income: $2726

Traditional Rental Income: $4196

Airbnb ROI: 1.81%

Traditional ROI: 5.28%

920 Drift Road

Westport, MA

4 beds | 4 baths | 4,152 sq.ft.

$1,249,000

Airbnb cash on cash: 0.09%

Traditional cash on cash: 3.57%

Airbnb Rental Income: $2726

Traditional Rental Income: $6122

Airbnb ROI: 0.09%

Traditional ROI: 3.57%

169 Atlantic Avenue

Westport, MA

5 beds | 6 baths | 4,343 sq.ft.

$7,950,000

Airbnb cash on cash: -1.05%

Traditional cash on cash: -0.44%

Airbnb Rental Income: $2946

Traditional Rental Income: $6781

Airbnb ROI: -1.05%

Traditional ROI: -0.44%

20 Meadowbrook Ln

Westport, MA

3 beds | 3 baths | 3,329 sq.ft.

$1,100,000

Airbnb cash on cash: -0.28%

Traditional cash on cash: 2.12%

Airbnb Rental Income: $1992

Traditional Rental Income: $3924

Airbnb ROI: -0.28%

Traditional ROI: 2.12%

33 Johnson St

Westport, MA

3 beds | 2 baths | 1,608 sq.ft.

$494,900

Airbnb cash on cash: 1.51%

Traditional cash on cash: 5.34%

Airbnb Rental Income: $1992

Traditional Rental Income: $3245

Airbnb ROI: 1.51%

Traditional ROI: 5.34%

217-J Tickle Rd

Westport, MA

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

$799,900

Airbnb cash on cash: 0.3%

Traditional cash on cash: 3.27%

Airbnb Rental Income: $1992

Traditional Rental Income: $3682

Airbnb ROI: 0.3%

Traditional ROI: 3.27%

37 Bluebird Lane

Westport, MA

3 beds | 2 baths | 1,862 sq.ft.

$749,000

Airbnb cash on cash: 0.43%

Traditional cash on cash: 3.15%

Airbnb Rental Income: $1992

Traditional Rental Income: $3369

Airbnb ROI: 0.43%