Real Estate Investment Properties for Sale in Middletown, RI

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

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

separator

PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
575 Tuckerman Avenue #2 Middletown, RI Rare opportunity to own in Bancroft in the Bluffs with dramatic views of Second Beach, Sac...	2 beds \| 3 baths \| 2,167 sq.ft.	$3,500,000	Airbnb cash on cash: -1.51% Traditional cash on cash: -1.41% Airbnb Rental Income: $3012 Traditional Rental Income: $2660 Airbnb ROI: -1.51% Traditional ROI: -1.41%
188 Allston Avenue Middletown, RI First Watch - A custom-built coastal retreat just a short stroll from the beaches, with pa...	4 beds \| 5 baths \| 3,385 sq.ft.	$3,675,000	Airbnb cash on cash: -0.36% Traditional cash on cash: 0.55% Airbnb Rental Income: $3882 Traditional Rental Income: $6143 Airbnb ROI: -0.36% Traditional ROI: 0.55%
4 James Street Middletown, RI ATTENTION BUYERS - GREAT OPPORTUNITY TO PURCHASE A PROPERTY AS A FAMILY COMPOUND OR FOR AN...	7 beds \| 6 baths \| 5,144 sq.ft.	$1,800,000	Airbnb cash on cash: 0.23% Traditional cash on cash: 1.43% Airbnb Rental Income: $4212 Traditional Rental Income: $5316 Airbnb ROI: 0.23% Traditional ROI: 1.43%
157 Ellery Avenue Middletown, RI Located in the desirable Easton's Point neighborhood, this beautifully newly constructed h...	5 beds \| 4 baths \| 3,869 sq.ft.	$2,870,000	Airbnb cash on cash: -0.12% Traditional cash on cash: -0.32% Airbnb Rental Income: $4212 Traditional Rental Income: $2789 Airbnb ROI: -0.12% Traditional ROI: -0.32%
58 Allston Avenue Middletown, RI 58 Allston Avenue, Middletown, RI 02842 - A rare, fully licensed and turn key short term r...	4 beds \| 2 baths \| 1,242 sq.ft.	$1,400,000	Airbnb cash on cash: 0.56% Traditional cash on cash: 1.46% Airbnb Rental Income: $3882 Traditional Rental Income: $4222 Airbnb ROI: 0.56% Traditional ROI: 1.46%
222 Peckham Avenue Middletown, RI Set in the neighborhood of Indian Avenue, near Pebble Beach, this charming 1936 cottage bl...	2 beds \| 1 baths \| 952 sq.ft.	$849,000	Airbnb cash on cash: 0.82% Traditional cash on cash: 0.72% Airbnb Rental Income: $3012 Traditional Rental Income: $2245 Airbnb ROI: 0.82% Traditional ROI: 0.72%
37 Reservoir Road Middletown, RI Coastal Charm Meets Incredible Opportunity in Middletown! Just minutes from Newport's East...	3 beds \| 1 baths \| 1,301 sq.ft.	$629,000	Airbnb cash on cash: 4.13% Traditional cash on cash: 2.63% Airbnb Rental Income: $4449 Traditional Rental Income: $2637 Airbnb ROI: 4.13% Traditional ROI: 2.63%
23 Bayview Park Avenue Middletown, RI The first unit in Bayview Park to come on the market this year! Great condo alternative an...	2 beds \| 1 baths \| 924 sq.ft.	$181,500	Airbnb cash on cash: 8.81% Traditional cash on cash: 7.65% Airbnb Rental Income: $3012 Traditional Rental Income: $2120 Airbnb ROI: 8.81% Traditional ROI: 7.65%
18 Continental Drive Middletown, RI Welcome to 18 Continental Drive in desirable Middletown! This well-maintained raised ranch...	3 beds \| 3 baths \| 1,394 sq.ft.	$680,000	Airbnb cash on cash: 3.27% Traditional cash on cash: 2.81% Airbnb Rental Income: $4449 Traditional Rental Income: $3231 Airbnb ROI: 3.27% Traditional ROI: 2.81%
2 Stone Bridge Drive Middletown, RI This stunning new-construction home seamlessly balances contemporary design, first-class f...	3 beds \| 4 baths \| 3,300 sq.ft.	$2,900,000	Airbnb cash on cash: 0.01% Traditional cash on cash: -0.06% Airbnb Rental Income: $4449 Traditional Rental Income: $3325 Airbnb ROI: 0.01% Traditional ROI: -0.06%
343 Turner Road Middletown, RI 9/30 Open House Canceled Location, character, and so much potential in Middletown! Welcome...	4 beds \| 2 baths \| 2,135 sq.ft.	$550,000	Airbnb cash on cash: 3.37% Traditional cash on cash: 4.46% Airbnb Rental Income: $3882 Traditional Rental Income: $3610 Airbnb ROI: 3.37% Traditional ROI: 4.46%
27 Ocean View Drive Middletown, RI Welcome to 27 Ocean View Drive, Middletown! Nestled on nearly half an acre, this 4-5 bed, ...	5 beds \| 4 baths \| 4,008 sq.ft.	$1,599,000	Airbnb cash on cash: 0.54% Traditional cash on cash: 2.02% Airbnb Rental Income: $4212 Traditional Rental Income: $5527 Airbnb ROI: 0.54% Traditional ROI: 2.02%
278 Greenend Avenue Middletown, RI A well-maintained, solidly built single-level home offering the ease of one-floor living i...	4 beds \| 2 baths \| 2,073 sq.ft.	$629,900	Airbnb cash on cash: 3.01% Traditional cash on cash: 3.95% Airbnb Rental Income: $3882 Traditional Rental Income: $3600 Airbnb ROI: 3.01% Traditional ROI: 3.95%
153 Revolution Way Middletown, RI Move in ready! Coastal living meets modern comfort at Prescott Point. This beautifully des...	3 beds \| 3 baths \| 2,000 sq.ft.	$960,000	Airbnb cash on cash: 1.21% Traditional cash on cash: 1.39% Airbnb Rental Income: $4449 Traditional Rental Income: $3673 Airbnb ROI: 1.21% Traditional ROI: 1.39%
77 Revolution Way Middletown, RI Welcome to this new construction home in beautiful Middletown, RI. New homes will be avail...	3 beds \| 3 baths \| 2,000 sq.ft.	$799,000	Airbnb cash on cash: 1.98% Traditional cash on cash: 2.12% Airbnb Rental Income: $4449 Traditional Rental Income: $3623 Airbnb ROI: 1.98% Traditional ROI: 2.12%
31 Loring Street Middletown, RI Tucked between Middletown's 2nd Beach-just follow the hidden path-and Newport's 1st Beach,...	2 beds \| 2 baths \| 1,031 sq.ft.	$946,000	Airbnb cash on cash: 1.1% Traditional cash on cash: 1.48% Airbnb Rental Income: $3012 Traditional Rental Income: $2660 Airbnb ROI: 1.1% Traditional ROI: 1.48%
35 King Road Middletown, RI THIS IS AN ESTATE AND SUBJECT TO PROBATE APPROVAL. THE PROPERTY IS BEING SOLD AS IS. THIS ...	3 beds \| 1 baths \| 1,116 sq.ft.	$449,900	Airbnb cash on cash: 6.24% Traditional cash on cash: 3.94% Airbnb Rental Income: $4449 Traditional Rental Income: $2548 Airbnb ROI: 6.24% Traditional ROI: 3.94%
20 Wood Road Middletown, RI Welcome home to this well-maintained property nestled on a peaceful cul-de-sac in a centra...	3 beds \| 1 baths \| 1,092 sq.ft.	$550,000	Airbnb cash on cash: 4.89% Traditional cash on cash: 4.51% Airbnb Rental Income: $4449 Traditional Rental Income: $3325 Airbnb ROI: 4.89% Traditional ROI: 4.51%
80 Briarwood Avenue Middletown, RI Investors & Developers Take Notice! An exceptional opportunity awaits with this distinctiv...	8 beds \| 4 baths \| 5,993 sq.ft.	$2,500,000	Airbnb cash on cash: -0.32% Traditional cash on cash: N/A Airbnb Rental Income: $4212 Traditional Rental Income: $0 Airbnb ROI: -0.32% Traditional ROI: N/A
170 Revolution Way Middletown, RI Waterview New Construction in Spyglass Ridge at Prescott Point - Portsmouth, RI Enjoy easy...	3 beds \| 3 baths \| 2,200 sq.ft.	$1,100,000	Airbnb cash on cash: 0.73% Traditional cash on cash: 0.54% Airbnb Rental Income: $4449 Traditional Rental Income: $3325 Airbnb ROI: 0.73% Traditional ROI: 0.54%
2 Seaboard Court Middletown, RI Amazing Opportunity in a Highly Desirable Location! Set in a high-demand neighborhood acro...	3 beds \| 2 baths \| 1,248 sq.ft.	$499,000	Airbnb cash on cash: 5.74% Traditional cash on cash: 5.32% Airbnb Rental Income: $4449 Traditional Rental Income: $3325 Airbnb ROI: 5.74% Traditional ROI: 5.32%

Real Estate investment in Middletown, RI

There are 24 properties for sale in the city of Middletown . The median list price in Middletown is $749,643 and the average price per square foot is $421. In November 2026, the average monthly cash on cash return in Middletown is 2.00%. The average monthly rental income in Middletown is $3,325.

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

There are 24 investment properties available for sale in Middletown.

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

The ROI for Short-Term is higher than the Long-Term in Middletown with average rental income of $4,212.

Your search for investment property begins and ends here

Investment Property for Sale in Middletown, RI

575 Tuckerman Avenue #2

Middletown, RI

2 beds | 3 baths | 2,167 sq.ft.

$3,500,000

Airbnb cash on cash: -1.51%

Traditional cash on cash: -1.41%

Airbnb Rental Income: $3012

Traditional Rental Income: $2660

Airbnb ROI: -1.51%

Traditional ROI: -1.41%

188 Allston Avenue

Middletown, RI

4 beds | 5 baths | 3,385 sq.ft.

$3,675,000

Airbnb cash on cash: -0.36%

Traditional cash on cash: 0.55%

Airbnb Rental Income: $3882

Traditional Rental Income: $6143

Airbnb ROI: -0.36%

Traditional ROI: 0.55%

4 James Street

Middletown, RI

7 beds | 6 baths | 5,144 sq.ft.

$1,800,000

Airbnb cash on cash: 0.23%

Traditional cash on cash: 1.43%

Airbnb Rental Income: $4212

Traditional Rental Income: $5316

Airbnb ROI: 0.23%

Traditional ROI: 1.43%

157 Ellery Avenue

Middletown, RI

5 beds | 4 baths | 3,869 sq.ft.

$2,870,000

Airbnb cash on cash: -0.12%

Traditional cash on cash: -0.32%

Airbnb Rental Income: $4212

Traditional Rental Income: $2789

Airbnb ROI: -0.12%

Traditional ROI: -0.32%

58 Allston Avenue

Middletown, RI

4 beds | 2 baths | 1,242 sq.ft.

$1,400,000

Airbnb cash on cash: 0.56%

Traditional cash on cash: 1.46%

Airbnb Rental Income: $3882

Traditional Rental Income: $4222

Airbnb ROI: 0.56%

Traditional ROI: 1.46%

222 Peckham Avenue

Middletown, RI

2 beds | 1 baths | 952 sq.ft.

$849,000

Airbnb cash on cash: 0.82%

Traditional cash on cash: 0.72%

Airbnb Rental Income: $3012

Traditional Rental Income: $2245

Airbnb ROI: 0.82%

Traditional ROI: 0.72%

37 Reservoir Road

Middletown, RI

3 beds | 1 baths | 1,301 sq.ft.

$629,000

Airbnb cash on cash: 4.13%

Traditional cash on cash: 2.63%

Airbnb Rental Income: $4449

Traditional Rental Income: $2637

Airbnb ROI: 4.13%

Traditional ROI: 2.63%

23 Bayview Park Avenue

Middletown, RI

2 beds | 1 baths | 924 sq.ft.

$181,500

Airbnb cash on cash: 8.81%

Traditional cash on cash: 7.65%

Airbnb Rental Income: $3012

Traditional Rental Income: $2120

Airbnb ROI: 8.81%