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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
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: -0.05% Traditional cash on cash: 1.7% Airbnb Rental Income: $2373 Traditional Rental Income: $3826 Airbnb ROI: -0.05% Traditional ROI: 1.7%
55 Pleasant Street Westerly, RI Charming Three-Unit Family Residence in Westerly's North End Discover an exceptional inves...	6 beds \| 3 baths \| N/A	$569,300	Airbnb cash on cash: 3.54% Traditional cash on cash: 6.52% Airbnb Rental Income: $3488 Traditional Rental Income: $4302 Airbnb ROI: 3.54% Traditional ROI: 6.52%
22 Colonial Drive Westerly, RI Welcome to 22 Colonial Drive in Westerly! This inviting home is set in a desirable residen...	3 beds \| 3 baths \| 1,812 sq.ft.	$625,000	Airbnb cash on cash: 1.22% Traditional cash on cash: 3.9% Airbnb Rental Income: $2373 Traditional Rental Income: $3351 Airbnb ROI: 1.22% Traditional ROI: 3.9%
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.	$440,000	Airbnb cash on cash: 2.58% Traditional cash on cash: 4.76% Airbnb Rental Income: $2373 Traditional Rental Income: $2689 Airbnb ROI: 2.58% Traditional ROI: 4.76%
4 Shore Road Westerly, RI Turnkey coastal living just minutes from Watch Hill, offering a rare opportunity for the s...	3 beds \| 3 baths \| 2,143 sq.ft.	$1,197,000	Airbnb cash on cash: 0.13% Traditional cash on cash: 1.13% Airbnb Rental Income: $2373 Traditional Rental Income: $2904 Airbnb ROI: 0.13% Traditional ROI: 1.13%
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: -1.23% Traditional cash on cash: -0.07% Airbnb Rental Income: $3488 Traditional Rental Income: $6981 Airbnb ROI: -1.23% 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 \| 2 baths \| 1,247 sq.ft.	$1,750,000	Airbnb cash on cash: -0.45% Traditional cash on cash: 0.23% Airbnb Rental Income: $2373 Traditional Rental Income: $2878 Airbnb ROI: -0.45% Traditional ROI: 0.23%
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: -1.09% Traditional cash on cash: -0.27% Airbnb Rental Income: $2373 Traditional Rental Income: $4313 Airbnb ROI: -1.09% Traditional ROI: -0.27%
342 Post Road Westerly, RI Well cared for 3/4 bedroom, 2 bath farmhouse with separate attached two-story, one bed, on...	4 beds \| 3 baths \| 2,127 sq.ft.	$799,000	Airbnb cash on cash: 0.94% Traditional cash on cash: 3.54% Airbnb Rental Income: $2667 Traditional Rental Income: $3973 Airbnb ROI: 0.94% Traditional ROI: 3.54%
54 Sherwood Drive Westerly, RI Spacious 3-bedroom, 2.5-bath Colonial in a sought-after Westerly neighborhood just minutes...	3 beds \| 2 baths \| 2,592 sq.ft.	$535,000	Airbnb cash on cash: 1.61% Traditional cash on cash: 5.6% Airbnb Rental Income: $2373 Traditional Rental Income: $3784 Airbnb ROI: 1.61% Traditional ROI: 5.6%
19 Nichols Lane Westerly, RI Better than new! This completely renovated home is turnkey and ready for immediate occupan...	3 beds \| 2 baths \| 1,348 sq.ft.	$499,000	Airbnb cash on cash: 2.2% Traditional cash on cash: 4.86% Airbnb Rental Income: $2373 Traditional Rental Income: $3027 Airbnb ROI: 2.2% Traditional ROI: 4.86%
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.	$1,395,000	Airbnb cash on cash: -0.03% Traditional cash on cash: 1.58% Airbnb Rental Income: $2373 Traditional Rental Income: $3885 Airbnb ROI: -0.03% Traditional ROI: 1.58%
432 Atlantic Avenue Westerly, RI Strong Rental History Rare opportunity to own a coastal gem on one of Westerly's most de...	2 beds \| 2 baths \| 1,107 sq.ft.	$1,299,000	Airbnb cash on cash: -0.97% Traditional cash on cash: 0.5% Airbnb Rental Income: $1513 Traditional Rental Income: $2847 Airbnb ROI: -0.97% Traditional ROI: 0.5%
19 Wicklow Road Westerly, RI This contemporary Cape style home sits on the 2nd hole of the Winnapaug golf course with b...	3 beds \| 3 baths \| 2,371 sq.ft.	$950,000	Airbnb cash on cash: 0.2% Traditional cash on cash: 2.4% Airbnb Rental Income: $2373 Traditional Rental Income: $3729 Airbnb ROI: 0.2% Traditional ROI: 2.4%
12 Apache Drive unit: A Westerly, RI Welcome to 12A Apache Road, an end-unit offering two full levels of living space and enhan...	2 beds \| 2 baths \| 1,008 sq.ft.	$275,000	Airbnb cash on cash: 2.19% Traditional cash on cash: 8.04% Airbnb Rental Income: $1513 Traditional Rental Income: $2589 Airbnb ROI: 2.19% Traditional ROI: 8.04%
19 Crestview Drive unit: C Westerly, RI Multiple offer situation...... Highest and best offers due Monday by 1pm. This well-mainta...	2 beds \| 2 baths \| 1,188 sq.ft.	$315,000	Airbnb cash on cash: 1.73% Traditional cash on cash: 7.09% Airbnb Rental Income: $1513 Traditional Rental Income: $2659 Airbnb ROI: 1.73% Traditional ROI: 7.09%
6 Wilder Avenue Westerly, RI A lovely older ranch in a great location, offering a 4bed, 2bath,1,696sqft, on a spacious ...	4 beds \| 3 baths \| 1,696 sq.ft.	$499,900	Airbnb cash on cash: 2.56% Traditional cash on cash: 5.91% Airbnb Rental Income: $2667 Traditional Rental Income: $3600 Airbnb ROI: 2.56% Traditional ROI: 5.91%
1 Compass Way unit: 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: -0.56% Traditional cash on cash: 1.81% Airbnb Rental Income: $1513 Traditional Rental Income: $3270 Airbnb ROI: -0.56% 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.	$539,900	Airbnb cash on cash: 1.79% Traditional cash on cash: 3.53% Airbnb Rental Income: $2373 Traditional Rental Income: $2667 Airbnb ROI: 1.79% Traditional ROI: 3.53%
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.	$1,995,000	Airbnb cash on cash: -0.64% Traditional cash on cash: 0.59% Airbnb Rental Income: $2373 Traditional Rental Income: $4070 Airbnb ROI: -0.64% Traditional ROI: 0.59%
21 Nichols Lane Westerly, RI Great opportunity for investors, builders, or buyers seeking to create their dream home. T...	3 beds \| 1 baths \| 1,148 sq.ft.	$309,900	Airbnb cash on cash: 4.26% Traditional cash on cash: 7.19% Airbnb Rental Income: $2373 Traditional Rental Income: $2644 Airbnb ROI: 4.26% Traditional ROI: 7.19%
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: -0.32% Traditional cash on cash: 1.37% Airbnb Rental Income: $2667 Traditional Rental Income: $5179 Airbnb ROI: -0.32% Traditional ROI: 1.37%

Real Estate investment in Westerly, RI

There are 28 properties for sale in the city of Westerly . The median list price in Westerly is $712,000 and the average price per square foot is $345. In April 2026, the average monthly cash on cash return in Westerly is 1.00%. The average monthly rental income in Westerly is $2,971.

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

There are 28 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 $2,373.

Your search for investment property begins and ends here

Investment Property for Sale in Westerly, RI

30 Clifford Drive

Westerly, RI

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

$1,250,000

Airbnb cash on cash: -0.05%

Traditional cash on cash: 1.7%

Airbnb Rental Income: $2373

Traditional Rental Income: $3826

Airbnb ROI: -0.05%

Traditional ROI: 1.7%

55 Pleasant Street

Westerly, RI

6 beds | 3 baths | N/A

$569,300

Airbnb cash on cash: 3.54%

Traditional cash on cash: 6.52%

Airbnb Rental Income: $3488

Traditional Rental Income: $4302

Airbnb ROI: 3.54%

Traditional ROI: 6.52%

22 Colonial Drive

Westerly, RI

3 beds | 3 baths | 1,812 sq.ft.

$625,000

Airbnb cash on cash: 1.22%

Traditional cash on cash: 3.9%

Airbnb Rental Income: $2373

Traditional Rental Income: $3351

Airbnb ROI: 1.22%

Traditional ROI: 3.9%

91 Church Street

Westerly, RI

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

$440,000

Airbnb cash on cash: 2.58%

Traditional cash on cash: 4.76%

Airbnb Rental Income: $2373

Traditional Rental Income: $2689

Airbnb ROI: 2.58%

Traditional ROI: 4.76%

4 Shore Road

Westerly, RI

3 beds | 3 baths | 2,143 sq.ft.

$1,197,000

Airbnb cash on cash: 0.13%

Traditional cash on cash: 1.13%

Airbnb Rental Income: $2373

Traditional Rental Income: $2904

Airbnb ROI: 0.13%

Traditional ROI: 1.13%

43 Avondale Road

Westerly, RI

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

$3,950,000

Airbnb cash on cash: -1.23%

Traditional cash on cash: -0.07%

Airbnb Rental Income: $3488

Traditional Rental Income: $6981

Airbnb ROI: -1.23%

Traditional ROI: -0.07%

446 Atlantic Avenue

Westerly, RI

3 beds | 2 baths | 1,247 sq.ft.

$1,750,000

Airbnb cash on cash: -0.45%

Traditional cash on cash: 0.23%

Airbnb Rental Income: $2373

Traditional Rental Income: $2878

Airbnb ROI: -0.45%

Traditional ROI: 0.23%

399 Atlantic Avenue

Westerly, RI

3 beds | 3 baths | 1,764 sq.ft.

$3,300,000

Airbnb cash on cash: -1.09%

Traditional cash on cash: -0.27%

Airbnb Rental Income: $2373

Traditional Rental Income: $4313

Airbnb ROI: -1.09%