Real Estate Investment Properties for Sale in Westerly, RI

Looking for investment property in Westerly, RI with high ROI ?

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

separator

PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
70 Margin Street Westerly, RI Ranch located within walking distance to Downtown Westerly and the Pawcatuck River, and ju...	3 beds \| 1 baths \| 1,589 sq.ft.	$649,300	Airbnb cash on cash: 1.59% Traditional cash on cash: 3.87% Airbnb Rental Income: $2559 Traditional Rental Income: $3328 Airbnb ROI: 1.59% Traditional ROI: 3.87%
5 Benjamin Street Westerly, RI Welcome to 5 Benjamin Street, a well-maintained split-level home in Westerly. Offering 3 b...	3 beds \| 2 baths \| 1,317 sq.ft.	$499,900	Airbnb cash on cash: 2.33% Traditional cash on cash: 4.52% Airbnb Rental Income: $2559 Traditional Rental Income: $2969 Airbnb ROI: 2.33% Traditional ROI: 4.52%
30 Clifford Drive Westerly, RI Welcome to 30 Clifford Drive - a beautifully maintained home nestled in one of Westerly's ...	3 beds \| 3 baths \| 2,887 sq.ft.	$1,250,000	Airbnb cash on cash: 0.08% Traditional cash on cash: 1.7% Airbnb Rental Income: $2559 Traditional Rental Income: $3826 Airbnb ROI: 0.08% Traditional ROI: 1.7%
229 Shore Road Westerly, RI Welcome to your dream coastal retreat! Perfectly situated in one of Westerly's most covete...	4 beds \| 4 baths \| 3,228 sq.ft.	$1,600,000	Airbnb cash on cash: -0.32% Traditional cash on cash: 2.22% Airbnb Rental Income: $2549 Traditional Rental Income: $5716 Airbnb ROI: -0.32% Traditional ROI: 2.22%
9 Newbury Drive Westerly, RI Discover an effortless, maintenance-free lifestyle w/ this exceptional offering in Winnapa...	2 beds \| 3 baths \| 2,477 sq.ft.	$1,400,000	Airbnb cash on cash: -1.06% Traditional cash on cash: -0.14% Airbnb Rental Income: $1729 Traditional Rental Income: $2456 Airbnb ROI: -1.06% Traditional ROI: -0.14%
91 Church Street Westerly, RI Welcome to 91 Church Street in Bradford-a well-located home offering the perfect blend of ...	3 beds \| 2 baths \| 1,060 sq.ft.	$435,000	Airbnb cash on cash: 3.01% Traditional cash on cash: 4.83% Airbnb Rental Income: $2566 Traditional Rental Income: $2689 Airbnb ROI: 3.01% Traditional ROI: 4.83%
43 Avondale Road Westerly, RI Experience unparalleled luxury in this extraordinary Avondale waterfront home with a priva...	5 beds \| 5 baths \| 5,958 sq.ft.	$3,950,000	Airbnb cash on cash: -1.09% Traditional cash on cash: -0.07% Airbnb Rental Income: $4100 Traditional Rental Income: $6981 Airbnb ROI: -1.09% Traditional ROI: -0.07%
446 Atlantic Avenue Westerly, RI Stunning coastal retreat in the heart of Westerly, RI! This spacious and beautifully maint...	3 beds \| 3 baths \| 1,247 sq.ft.	$1,750,000	Airbnb cash on cash: -0.35% Traditional cash on cash: 0.23% Airbnb Rental Income: $2559 Traditional Rental Income: $2878 Airbnb ROI: -0.35% Traditional ROI: 0.23%
90 Ashaway Road Westerly, RI Where do you even begin with a home like this? Completely gutted, redesigned, and rebuilt ...	4 beds \| 3 baths \| 2,000 sq.ft.	$735,000	Airbnb cash on cash: 1.32% Traditional cash on cash: 2.02% Airbnb Rental Income: $2549 Traditional Rental Income: $2412 Airbnb ROI: 1.32% Traditional ROI: 2.02%
399 Atlantic Avenue Westerly, RI Designed in harmony with its coastal surroundings, this home captures the rhythmic beauty ...	3 beds \| 3 baths \| 1,764 sq.ft.	$3,300,000	Airbnb cash on cash: -1.04% Traditional cash on cash: -0.27% Airbnb Rental Income: $2559 Traditional Rental Income: $4313 Airbnb ROI: -1.04% Traditional ROI: -0.27%
13 NO BOTTOM Ridge Westerly, RI This custom-built Contemporary home designed by the world-famous Centerbrook Architects of...	3 beds \| 3 baths \| 2,062 sq.ft.	$2,650,000	Airbnb cash on cash: -0.85% Traditional cash on cash: -0.18% Airbnb Rental Income: $2559 Traditional Rental Income: $3599 Airbnb ROI: -0.85% Traditional ROI: -0.18%
5 Robin Hollow Lane Westerly, RI New construction ranch home currently under construction with site work already underway! ...	3 beds \| 2 baths \| 1,739 sq.ft.	$750,000	Airbnb cash on cash: 1.5% Traditional cash on cash: 4.17% Airbnb Rental Income: $2559 Traditional Rental Income: $3815 Airbnb ROI: 1.5% Traditional ROI: 4.17%
26 Windward Drive Westerly, RI Located in the Avondale Hills neighborhood of Westerly and just a few minutes ride to the ...	3 beds \| 3 baths \| 2,670 sq.ft.	$1,350,000	Airbnb cash on cash: 0.12% Traditional cash on cash: 1.67% Airbnb Rental Income: $2559 Traditional Rental Income: $3885 Airbnb ROI: 0.12% Traditional ROI: 1.67%
419 Atlantic Avenue Westerly, RI Experience the raw beauty of the Atlantic from this architectural gem, where a stunning do...	3 beds \| 3 baths \| 1,743 sq.ft.	$2,950,000	Airbnb cash on cash: -1.03% Traditional cash on cash: -0.49% Airbnb Rental Income: $2559 Traditional Rental Income: $3415 Airbnb ROI: -1.03% Traditional ROI: -0.49%
27 Benson Avenue Westerly, RI Welcome to 27 Benson Avenue - a charming beach cottage just moments from Misquamicut Beach...	4 beds \| 2 baths \| 900 sq.ft.	$1,100,000	Airbnb cash on cash: 0.36% Traditional cash on cash: 0.93% Airbnb Rental Income: $2549 Traditional Rental Income: $2521 Airbnb ROI: 0.36% Traditional ROI: 0.93%
6 Wilder Avenue Westerly, RI NO DISCLOSURES, ESTATE Sale. Price reduction to factor in the septic replacement, foundati...	4 beds \| 2 baths \| 1,696 sq.ft.	$300,000	Airbnb cash on cash: 4.54% Traditional cash on cash: 10.44% Airbnb Rental Income: $2549 Traditional Rental Income: $3600 Airbnb ROI: 4.54% Traditional ROI: 10.44%
1 Compass Way #103 Westerly, RI Enjoy easy coastal living at Champlin Woods, a vibrant 55+ community just one mile from We...	2 beds \| 2 baths \| 1,600 sq.ft.	$995,000	Airbnb cash on cash: -0.37% Traditional cash on cash: 1.81% Airbnb Rental Income: $1729 Traditional Rental Income: $3270 Airbnb ROI: -0.37% Traditional ROI: 1.81%
21 North Drive Westerly, RI Do you love the convenience of town living? This is your perfect home. Take a quick 11-min...	3 beds \| 1 baths \| 1,220 sq.ft.	$499,900	Airbnb cash on cash: 2.34% Traditional cash on cash: 3.89% Airbnb Rental Income: $2559 Traditional Rental Income: $2667 Airbnb ROI: 2.34% Traditional ROI: 3.89%
408 Atlantic Avenue Westerly, RI Experience Misquamicut Beach living with this magnificent offering set on over an acre of ...	3 beds \| 3 baths \| 2,724 sq.ft.	$1,795,000	Airbnb cash on cash: -0.51% Traditional cash on cash: 0.77% Airbnb Rental Income: $2559 Traditional Rental Income: $4070 Airbnb ROI: -0.51% Traditional ROI: 0.77%
44 Rock Ridge Road Westerly, RI This spectacular scenic opportunity in a highly sought-after waterfront community sitting ...	4 beds \| 4 baths \| 3,100 sq.ft.	$1,999,000	Airbnb cash on cash: -0.37% Traditional cash on cash: 1.37% Airbnb Rental Income: $2549 Traditional Rental Income: $5179 Airbnb ROI: -0.37% Traditional ROI: 1.37%
9 Apache Drive #D Westerly, RI	2 beds \| 1 baths \| 920 sq.ft.	$225,000	Airbnb cash on cash: 3.74% Traditional cash on cash: 8.11% Airbnb Rental Income: $1729 Traditional Rental Income: $2182 Airbnb ROI: 3.74% Traditional ROI: 8.11%
8 Pasadena Avenue Westerly, RI Poquatucke Cottage is a quintessential Watch Hill charmer, perfectly situated on a sprawli...	3 beds \| 3 baths \| 1,950 sq.ft.	$1,750,000	Airbnb cash on cash: -0.38% Traditional cash on cash: 0.32% Airbnb Rental Income: $2559 Traditional Rental Income: $3092 Airbnb ROI: -0.38% Traditional ROI: 0.32%
85 Gounod Road Westerly, RI Discover coastal living in this pristine residence, surrounded by natural privacy, nestled...	3 beds \| 5 baths \| 2,528 sq.ft.	$1,725,000	Airbnb cash on cash: -0.39% Traditional cash on cash: 1.57% Airbnb Rental Income: $2559 Traditional Rental Income: $5095 Airbnb ROI: -0.39% Traditional ROI: 1.57%
5 Sunnyside Drive Westerly, RI Welcome to 5 Sunnyside, a beautifully maintained ranch tucked away on a quiet street, surr...	3 beds \| 2 baths \| 1,128 sq.ft.	$649,900	Airbnb cash on cash: 1.58% Traditional cash on cash: 3.12% Airbnb Rental Income: $2559 Traditional Rental Income: $2876 Airbnb ROI: 1.58% Traditional ROI: 3.12%
4 Laurel Avenue Westerly, RI Located in the Potter Hill area of Westerly's Historic North End, this one-family home, bu...	3 beds \| 3 baths \| 2,136 sq.ft.	$725,300	Airbnb cash on cash: 1.16% Traditional cash on cash: 3.68% Airbnb Rental Income: $2559 Traditional Rental Income: $3651 Airbnb ROI: 1.16% Traditional ROI: 3.68%
497 Atlantic Avenue Westerly, RI MISQUAMICUT BEACH cottage set on 0.42 acres, currently configured as a two-family beachfro...	4 beds \| 2 baths \| 980 sq.ft.	$2,200,000	Airbnb cash on cash: -0.67% Traditional cash on cash: -0.15% Airbnb Rental Income: $2549 Traditional Rental Income: $3005 Airbnb ROI: -0.67% Traditional ROI: -0.15%
221 Canal Street Westerly, RI OPEN HOUSES Saturday and Sunday from 12 PM to 1:30 PM. HIGHEST & BEST offers due Monday at...	4 beds \| 2 baths \| 878 sq.ft.	$499,990	Airbnb cash on cash: 2.41% Traditional cash on cash: 4.46% Airbnb Rental Income: $2549 Traditional Rental Income: $2896 Airbnb ROI: 2.41% Traditional ROI: 4.46%
14 Meadow Lark Drive Westerly, RI HIGHEST & BEST DUE BY 5PM ON MONDAY 6/8/26. Welcome to 14 Meadow Lark Drive in beautiful W...	3 beds \| 2 baths \| 1,480 sq.ft.	$545,000	Airbnb cash on cash: 2.04% Traditional cash on cash: 4.35% Airbnb Rental Income: $2559 Traditional Rental Income: $3119 Airbnb ROI: 2.04% Traditional ROI: 4.35%
20 Passpataug Avenue Westerly, RI Experience the ultimate entertainer's retreat in coveted Weekapaug, where architectural di...	3 beds \| 4 baths \| 3,152 sq.ft.	$4,950,000	Airbnb cash on cash: -1.08% Traditional cash on cash: -0.44% Airbnb Rental Income: $2559 Traditional Rental Income: $4887 Airbnb ROI: -1.08% Traditional ROI: -0.44%
167 Winnapaug Road Westerly, RI Spacious, impeccably maintained, 5-bedroom, 3.5-bath offers over 4,000sf of living space o...	5 beds \| 4 baths \| 3,148 sq.ft.	$1,250,000	Airbnb cash on cash: 1.25% Traditional cash on cash: 2.99% Airbnb Rental Income: $4100 Traditional Rental Income: $5252 Airbnb ROI: 1.25% Traditional ROI: 2.99%
11 Yarmouth Drive Westerly, RI Architecturally stunning ranch with a sophisticated coastal flair, ideally located between...	3 beds \| 5 baths \| 3,750 sq.ft.	$1,695,000	Airbnb cash on cash: -0.49% Traditional cash on cash: 1.98% Airbnb Rental Income: $2559 Traditional Rental Income: $5830 Airbnb ROI: -0.49% Traditional ROI: 1.98%
189 Shore Road Westerly, RI	3 beds \| 1 baths \| 1,041 sq.ft.	$635,000	Airbnb cash on cash: 1.58% Traditional cash on cash: 2.62% Airbnb Rental Income: $2559 Traditional Rental Income: $2555 Airbnb ROI: 1.58% Traditional ROI: 2.62%

Real Estate investment in Westerly, RI

There are 35 properties for sale in the city of Westerly . The median list price in Westerly is $538,722 and the average price per square foot is $263. In June 2026, the average monthly cash on cash return in Westerly is 1.00%. The average monthly rental income in Westerly is $2,987.

Westerly, RI Real Estate Investing: FAQs for Buyers, Sellers and Investors

There are 35 investment properties available for sale in Westerly.

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

The ROI for Short-Term is higher than the Long-Term in Westerly with average rental income of $2,559.

Your search for investment property begins and ends here

Investment Property for Sale in Westerly, RI

70 Margin Street

Westerly, RI

3 beds | 1 baths | 1,589 sq.ft.

$649,300

Airbnb cash on cash: 1.59%

Traditional cash on cash: 3.87%

Airbnb Rental Income: $2559

Traditional Rental Income: $3328

Airbnb ROI: 1.59%

Traditional ROI: 3.87%

5 Benjamin Street

Westerly, RI

3 beds | 2 baths | 1,317 sq.ft.

$499,900

Airbnb cash on cash: 2.33%

Traditional cash on cash: 4.52%

Airbnb Rental Income: $2559

Traditional Rental Income: $2969

Airbnb ROI: 2.33%

Traditional ROI: 4.52%

30 Clifford Drive

Westerly, RI

3 beds | 3 baths | 2,887 sq.ft.

$1,250,000

Airbnb cash on cash: 0.08%

Traditional cash on cash: 1.7%

Airbnb Rental Income: $2559

Traditional Rental Income: $3826

Airbnb ROI: 0.08%

Traditional ROI: 1.7%

229 Shore Road

Westerly, RI

4 beds | 4 baths | 3,228 sq.ft.

$1,600,000

Airbnb cash on cash: -0.32%

Traditional cash on cash: 2.22%

Airbnb Rental Income: $2549

Traditional Rental Income: $5716

Airbnb ROI: -0.32%

Traditional ROI: 2.22%

9 Newbury Drive

Westerly, RI

2 beds | 3 baths | 2,477 sq.ft.

$1,400,000

Airbnb cash on cash: -1.06%

Traditional cash on cash: -0.14%

Airbnb Rental Income: $1729

Traditional Rental Income: $2456

Airbnb ROI: -1.06%

Traditional ROI: -0.14%

91 Church Street

Westerly, RI

3 beds | 2 baths | 1,060 sq.ft.

$435,000

Airbnb cash on cash: 3.01%

Traditional cash on cash: 4.83%

Airbnb Rental Income: $2566

Traditional Rental Income: $2689

Airbnb ROI: 3.01%

Traditional ROI: 4.83%

43 Avondale Road

Westerly, RI

5 beds | 5 baths | 5,958 sq.ft.

$3,950,000

Airbnb cash on cash: -1.09%

Traditional cash on cash: -0.07%

Airbnb Rental Income: $4100

Traditional Rental Income: $6981

Airbnb ROI: -1.09%

Traditional ROI: -0.07%

446 Atlantic Avenue

Westerly, RI

3 beds | 3 baths | 1,247 sq.ft.

$1,750,000

Airbnb cash on cash: -0.35%

Traditional cash on cash: 0.23%

Airbnb Rental Income: $2559

Traditional Rental Income: $2878

Airbnb ROI: -0.35%