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
350 Gifford Road Westport, MA For everyone who's ever dreamed of living in the country, here is your perfect opportunity...	3 beds \| 2 baths \| 1,752 sq.ft.	$559,500	Airbnb cash on cash: -1.06% Traditional cash on cash: 3.78% Airbnb Rental Income: $659 Traditional Rental Income: $2889 Airbnb ROI: -1.06% Traditional ROI: 3.78%
128 Old Bedford Rd Westport, MA This spacious 5-bedroom, 2.5-bath home features an updated interior and a flexible layout ...	5 beds \| 3 baths \| 2,182 sq.ft.	$699,900	Airbnb cash on cash: 1.04% Traditional cash on cash: 4.86% Airbnb Rental Income: $2268 Traditional Rental Income: $4196 Airbnb ROI: 1.04% Traditional ROI: 4.86%
2 Arthur Street Westport, MA Welcome to this exceptional new construction Colonial nestled in a truly private Westport ...	3 beds \| 3 baths \| 3,808 sq.ft.	$919,900	Airbnb cash on cash: -1.91% Traditional cash on cash: 1.81% Airbnb Rental Income: $659 Traditional Rental Income: $3545 Airbnb ROI: -1.91% Traditional ROI: 1.81%
300 Davis Rd Westport, MA Welcome to this charming ranch-style home located in the desirable town of Westport. Offer...	3 beds \| 1 baths \| 1,232 sq.ft.	$411,000	Airbnb cash on cash: -0.98% Traditional cash on cash: 4.85% Airbnb Rental Income: $659 Traditional Rental Income: $2603 Airbnb ROI: -0.98% Traditional ROI: 4.85%
6 Angel Ct Westport, MA Motivated Seller!! Welcome Home! Located on a quiet cul-de-sac in the Town of Westport, th...	4 beds \| 4 baths \| 4,302 sq.ft.	$1,275,000	Airbnb cash on cash: -0.24% Traditional cash on cash: 3.34% Airbnb Rental Income: $1997 Traditional Rental Income: $5725 Airbnb ROI: -0.24% Traditional ROI: 3.34%
408 Hix Bridge Road Westport, MA RESTORATION REQUIRED - UNLIMITED POSSIBILITIES - Welcome to 408 Hix Bridge Road. In the wi...	4 beds \| 2 baths \| 1,779 sq.ft.	$615,000	Airbnb cash on cash: 0.74% Traditional cash on cash: 4.32% Airbnb Rental Income: $1997 Traditional Rental Income: $3526 Airbnb ROI: 0.74% Traditional ROI: 4.32%
736 Sodom Rd Westport, MA Offers due Monday, 4/13 at 5:00 PM. Offers to remain valid through Tuesday, 4/14 at 5:00 P...	3 beds \| 1 baths \| 1,344 sq.ft.	$514,900	Airbnb cash on cash: -1.07% Traditional cash on cash: 3.85% Airbnb Rental Income: $659 Traditional Rental Income: $2730 Airbnb ROI: -1.07% Traditional ROI: 3.85%
27 Steven Ave Westport, MA Welcome to this beautiful ranch-style home offering comfort, space, and convenience all in...	3 beds \| 2 baths \| 1,636 sq.ft.	$499,900	Airbnb cash on cash: -1.05% Traditional cash on cash: 5.14% Airbnb Rental Income: $659 Traditional Rental Income: $3251 Airbnb ROI: -1.05% Traditional ROI: 5.14%
36 Tupelo Rd Westport, MA Don't miss the opportunity to own 36 Tupelo Road in the highly sought-after Forest Park ne...	3 beds \| 4 baths \| 4,356 sq.ft.	$1,025,000	Airbnb cash on cash: -1.27% Traditional cash on cash: 3.53% Airbnb Rental Income: $659 Traditional Rental Income: $4941 Airbnb ROI: -1.27% Traditional ROI: 3.53%
51 Holly Ln Westport, MA Location! Set toward the end of a quiet dead-end street with a cul-de-sac on nearly half a...	3 beds \| 1 baths \| 1,440 sq.ft.	$525,000	Airbnb cash on cash: -1.04% Traditional cash on cash: 3.93% Airbnb Rental Income: $659 Traditional Rental Income: $2798 Airbnb ROI: -1.04% Traditional ROI: 3.93%
320-322 Old Bedford Road Westport, MA Opportunity awaits in Westport. This duplex sits on a rare 1.6-acre lot, offering signific...	4 beds \| 2 baths \| 2,728 sq.ft.	$540,000	Airbnb cash on cash: 0.96% Traditional cash on cash: 5.3% Airbnb Rental Income: $1997 Traditional Rental Income: $3666 Airbnb ROI: 0.96% Traditional ROI: 5.3%
7 Taber Lane Westport, MA Set on over 6.75 private acres, built in 2008, this custom brick-front Georgian Colonial o...	4 beds \| 5 baths \| 4,532 sq.ft.	$1,500,000	Airbnb cash on cash: -0.5% Traditional cash on cash: 3.16% Airbnb Rental Income: $1997 Traditional Rental Income: $6579 Airbnb ROI: -0.5% Traditional ROI: 3.16%

Real Estate investment in Westport, MA

There are 12 properties for sale in the city of Westport . The median list price in Westport is $2,600,000 and the average price per square foot is $552. In May 2026, the average monthly cash on cash return in Westport is 4.00%. The average monthly rental income in Westport is $3,526.

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

There are 12 investment properties available for sale in Westport.

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

The ROI for Long-Term is higher than the Short-Term in Westport with average rental income of $3,526.

Your search for investment property begins and ends here

Investment Property for Sale in Westport, MA

350 Gifford Road

Westport, MA

3 beds | 2 baths | 1,752 sq.ft.

$559,500

Airbnb cash on cash: -1.06%

Traditional cash on cash: 3.78%

Airbnb Rental Income: $659

Traditional Rental Income: $2889

Airbnb ROI: -1.06%

Traditional ROI: 3.78%

128 Old Bedford Rd

Westport, MA

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

$699,900

Airbnb cash on cash: 1.04%

Traditional cash on cash: 4.86%

Airbnb Rental Income: $2268

Traditional Rental Income: $4196

Airbnb ROI: 1.04%

Traditional ROI: 4.86%

2 Arthur Street

Westport, MA

3 beds | 3 baths | 3,808 sq.ft.

$919,900

Airbnb cash on cash: -1.91%

Traditional cash on cash: 1.81%

Airbnb Rental Income: $659

Traditional Rental Income: $3545

Airbnb ROI: -1.91%

Traditional ROI: 1.81%

300 Davis Rd

Westport, MA

3 beds | 1 baths | 1,232 sq.ft.

$411,000

Airbnb cash on cash: -0.98%

Traditional cash on cash: 4.85%

Airbnb Rental Income: $659

Traditional Rental Income: $2603

Airbnb ROI: -0.98%

Traditional ROI: 4.85%

6 Angel Ct

Westport, MA

4 beds | 4 baths | 4,302 sq.ft.

$1,275,000

Airbnb cash on cash: -0.24%

Traditional cash on cash: 3.34%

Airbnb Rental Income: $1997

Traditional Rental Income: $5725

Airbnb ROI: -0.24%

Traditional ROI: 3.34%

408 Hix Bridge Road

Westport, MA

4 beds | 2 baths | 1,779 sq.ft.

$615,000

Airbnb cash on cash: 0.74%

Traditional cash on cash: 4.32%

Airbnb Rental Income: $1997

Traditional Rental Income: $3526

Airbnb ROI: 0.74%

Traditional ROI: 4.32%

736 Sodom Rd

Westport, MA

3 beds | 1 baths | 1,344 sq.ft.

$514,900

Airbnb cash on cash: -1.07%

Traditional cash on cash: 3.85%

Airbnb Rental Income: $659

Traditional Rental Income: $2730

Airbnb ROI: -1.07%

Traditional ROI: 3.85%

27 Steven Ave

Westport, MA

3 beds | 2 baths | 1,636 sq.ft.

$499,900

Airbnb cash on cash: -1.05%

Traditional cash on cash: 5.14%

Airbnb Rental Income: $659

Traditional Rental Income: $3251

Airbnb ROI: -1.05%