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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
299 Prospect Avenue Middletown, RI Beautifully renovated 3-bedroom 2.5 bath Middletown home that combines classic charm with ...	3 beds \| 3 baths \| 1,560 sq.ft.	$995,000	Airbnb cash on cash: 3.79% Traditional cash on cash: 1.93% Airbnb Rental Income: $6337 Traditional Rental Income: $3374 Airbnb ROI: 3.79% Traditional ROI: 1.93%
20 Casey Drive Middletown, RI Welcome to perfectly located Chase Estates! Beautifully maintained 3-bed, 3-bath home tuck...	3 beds \| 3 baths \| 1,139 sq.ft.	$695,000	Airbnb cash on cash: 5.87% Traditional cash on cash: 2.78% Airbnb Rental Income: $6337 Traditional Rental Income: $3088 Airbnb ROI: 5.87% Traditional ROI: 2.78%
90 Wolcott Avenue Middletown, RI ATTENTION BUYERS - Beautiful fully remodeled and upgraded multi family within walking dist...	6 beds \| 5 baths \| 3,382 sq.ft.	$1,299,000	Airbnb cash on cash: 1.78% Traditional cash on cash: 2.77% Airbnb Rental Income: $5375 Traditional Rental Income: $5490 Airbnb ROI: 1.78% Traditional ROI: 2.77%
262 Peckham Avenue Middletown, RI Freshly reimagined home off of Indian Ave only a stoneâs throw from Pebble Beach. Comple...	3 beds \| 4 baths \| 4,100 sq.ft.	$2,359,000	Airbnb cash on cash: 0.77% Traditional cash on cash: 0.32% Airbnb Rental Income: $6337 Traditional Rental Income: $4117 Airbnb ROI: 0.77% Traditional ROI: 0.32%
138 Oliphant Lane Middletown, RI A full renovation has just been completed in this spacious Colonial situated on 1/2 acre a...	4 beds \| 3 baths \| 2,530 sq.ft.	$1,050,000	Airbnb cash on cash: 2.76% Traditional cash on cash: 2.51% Airbnb Rental Income: $5375 Traditional Rental Income: $4042 Airbnb ROI: 2.76% Traditional ROI: 2.51%
8 J H Dwyer Drive Middletown, RI This property is a dream home brought to life! Fully renovated with meticulous attention t...	4 beds \| 3 baths \| 2,400 sq.ft.	$1,295,000	Airbnb cash on cash: 1.85% Traditional cash on cash: 0.99% Airbnb Rental Income: $5375 Traditional Rental Income: $3255 Airbnb ROI: 1.85% Traditional ROI: 0.99%
216 Gray Craig Road Middletown, RI Built in 1926 and nestled within a 77 acre estate association, âThe Stables at Gray Cra...	5 beds \| 6 baths \| 10,263 sq.ft.	$5,400,000	Airbnb cash on cash: -1.73% Traditional cash on cash: -0.56% Airbnb Rental Income: $1443 Traditional Rental Income: $6886 Airbnb ROI: -1.73% Traditional ROI: -0.56%
34 Underwood Lane Middletown, RI QUIET NEIGHBORHOOD finds this 3 bedroom immaculate home on dead end street. Large living r...	4 beds \| 2 baths \| 1,252 sq.ft.	$630,000	Airbnb cash on cash: 5.2% Traditional cash on cash: 3.15% Airbnb Rental Income: $5375 Traditional Rental Income: $3086 Airbnb ROI: 5.2% Traditional ROI: 3.15%
41 Perry Avenue Middletown, RI Discover a rare gem with this legal two-family home, with an additional grandfathered in-l...	7 beds \| 3 baths \| 5,812 sq.ft.	$1,795,000	Airbnb cash on cash: 1.05% Traditional cash on cash: 1.21% Airbnb Rental Income: $5375 Traditional Rental Income: $4558 Airbnb ROI: 1.05% Traditional ROI: 1.21%
17 Warren Avenue Middletown, RI Prime Investment Opportunity â Three Single-Family Homes on One Lot in Middletown, RI! ...	8 beds \| 6 baths \| 3,700 sq.ft.	$2,100,000	Airbnb cash on cash: 0.31% Traditional cash on cash: 1.53% Airbnb Rental Income: $5375 Traditional Rental Income: $6656 Airbnb ROI: 0.31% Traditional ROI: 1.53%
849 Forest Park Avenue Middletown, RI Welcome to your dream tiny home! This beautifully renovated 384 sqft home has been meticul...	1 beds \| 1 baths \| 384 sq.ft.	$90,000	Airbnb cash on cash: 5.78% Traditional cash on cash: 5.29% Airbnb Rental Income: $2220 Traditional Rental Income: $1618 Airbnb ROI: 5.78% Traditional ROI: 5.29%
14 Jean Terrace Middletown, RI Nestled on a spacious corner lot at the end of a quiet, dead end street, this single famil...	4 beds \| 3 baths \| 1,547 sq.ft.	$549,000	Airbnb cash on cash: 6.22% Traditional cash on cash: 4.74% Airbnb Rental Income: $5375 Traditional Rental Income: $3531 Airbnb ROI: 6.22% Traditional ROI: 4.74%
704 Fairway Drive #704 Middletown, RI Welcome to the condos at Westridge! This beautiful West facing unit offers wonderful water...	3 beds \| 3 baths \| 1,949 sq.ft.	$569,000	Airbnb cash on cash: 6.14% Traditional cash on cash: 3.3% Airbnb Rental Income: $6337 Traditional Rental Income: $3583 Airbnb ROI: 6.14% Traditional ROI: 3.3%
386 Green End Avenue #1 Middletown, RI "Mariemont", built in the 1900's, is a private estate offering comfortable living surround...	2 beds \| 1 baths \| 1,049 sq.ft.	$449,000	Airbnb cash on cash: 1.66% Traditional cash on cash: 1.83% Airbnb Rental Income: $2969 Traditional Rental Income: $2360 Airbnb ROI: 1.66% Traditional ROI: 1.83%
224 Corey Lane Middletown, RI Welcome to Whitehall Farm - This 2-bedroom 2.5-bathroom townhouse with new central air con...	2 beds \| 3 baths \| 1,400 sq.ft.	$635,000	Airbnb cash on cash: 0.66% Traditional cash on cash: 1.98% Airbnb Rental Income: $2969 Traditional Rental Income: $3069 Airbnb ROI: 0.66% Traditional ROI: 1.98%
132 Meadow Lane Middletown, RI Nestled in a prime location just behind the scenic Newport Vineyards and conveniently off ...	3 beds \| 2 baths \| 1,872 sq.ft.	$950,000	Airbnb cash on cash: 3.96% Traditional cash on cash: 2.04% Airbnb Rental Income: $6337 Traditional Rental Income: $3395 Airbnb ROI: 3.96% Traditional ROI: 2.04%
4 RENFREW PARK Middletown, RI Step back in time to the Gilded Age with this enchanting Colonial Victorian home, designed...	4 beds \| 2 baths \| 3,448 sq.ft.	$2,295,000	Airbnb cash on cash: 0.26% Traditional cash on cash: -0.01% Airbnb Rental Income: $5375 Traditional Rental Income: $3718 Airbnb ROI: 0.26% Traditional ROI: -0.01%
193 Honeyman Avenue Middletown, RI Beautiful 5-Bedroom, 4 1/2 Bath Home on Half-Acre Lot - First Time on the Market. This me...	5 beds \| 5 baths \| 3,506 sq.ft.	$1,695,000	Airbnb cash on cash: -1.04% Traditional cash on cash: 2.51% Airbnb Rental Income: $1443 Traditional Rental Income: $6592 Airbnb ROI: -1.04% Traditional ROI: 2.51%
267 Prospect Avenue Middletown, RI Be the first to live in this lovely home less than a mile from two beaches on a quite side...	4 beds \| 3 baths \| 2,982 sq.ft.	$2,295,000	Airbnb cash on cash: 0.75% Traditional cash on cash: 0.74% Airbnb Rental Income: $5375 Traditional Rental Income: $4289 Airbnb ROI: 0.75% Traditional ROI: 0.74%
54 Newport Avenue Middletown, RI This property has been completely renovated top to bottom. New gas heat and air condition...	2 beds \| 2 baths \| 984 sq.ft.	$1,195,000	Airbnb cash on cash: 0.54% Traditional cash on cash: 0.94% Airbnb Rental Income: $2969 Traditional Rental Income: $2733 Airbnb ROI: 0.54% Traditional ROI: 0.94%
9 Sundown Lane Middletown, RI This newly renovated home is located in the heart of Middletown, only a quick drive to New...	3 beds \| 2 baths \| 1,536 sq.ft.	$699,000	Airbnb cash on cash: 5.77% Traditional cash on cash: 2.91% Airbnb Rental Income: $6337 Traditional Rental Income: $3224 Airbnb ROI: 5.77% Traditional ROI: 2.91%

Real Estate investment in Middletown, RI

There are 23 properties for sale in the city of Middletown . The median list price in Middletown is $972,500 and the average price per square foot is $387. In January 2025, the average monthly cash on cash return in Middletown is 3.00%. The average monthly rental income in Middletown is $3,395.

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

There are 23 investment properties available for sale in Middletown.

In 2025, 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 $5,375.

Your search for investment property begins and ends here

Investment Property for Sale in Middletown, RI

299 Prospect Avenue

Middletown, RI

3 beds | 3 baths | 1,560 sq.ft.

$995,000

Airbnb cash on cash: 3.79%

Traditional cash on cash: 1.93%

Airbnb Rental Income: $6337

Traditional Rental Income: $3374

Airbnb ROI: 3.79%

Traditional ROI: 1.93%

20 Casey Drive

Middletown, RI

3 beds | 3 baths | 1,139 sq.ft.

$695,000

Airbnb cash on cash: 5.87%

Traditional cash on cash: 2.78%

Airbnb Rental Income: $6337

Traditional Rental Income: $3088

Airbnb ROI: 5.87%

Traditional ROI: 2.78%

90 Wolcott Avenue

Middletown, RI

6 beds | 5 baths | 3,382 sq.ft.

$1,299,000

Airbnb cash on cash: 1.78%

Traditional cash on cash: 2.77%

Airbnb Rental Income: $5375

Traditional Rental Income: $5490

Airbnb ROI: 1.78%

Traditional ROI: 2.77%

262 Peckham Avenue

Middletown, RI

3 beds | 4 baths | 4,100 sq.ft.

$2,359,000

Airbnb cash on cash: 0.77%

Traditional cash on cash: 0.32%

Airbnb Rental Income: $6337

Traditional Rental Income: $4117

Airbnb ROI: 0.77%

Traditional ROI: 0.32%

138 Oliphant Lane

Middletown, RI

4 beds | 3 baths | 2,530 sq.ft.

$1,050,000

Airbnb cash on cash: 2.76%

Traditional cash on cash: 2.51%

Airbnb Rental Income: $5375

Traditional Rental Income: $4042

Airbnb ROI: 2.76%

Traditional ROI: 2.51%

8 J H Dwyer Drive

Middletown, RI

4 beds | 3 baths | 2,400 sq.ft.

$1,295,000

Airbnb cash on cash: 1.85%

Traditional cash on cash: 0.99%

Airbnb Rental Income: $5375

Traditional Rental Income: $3255

Airbnb ROI: 1.85%

Traditional ROI: 0.99%

216 Gray Craig Road

Middletown, RI

5 beds | 6 baths | 10,263 sq.ft.

$5,400,000

Airbnb cash on cash: -1.73%

Traditional cash on cash: -0.56%

Airbnb Rental Income: $1443

Traditional Rental Income: $6886

Airbnb ROI: -1.73%

Traditional ROI: -0.56%

34 Underwood Lane

Middletown, RI

4 beds | 2 baths | 1,252 sq.ft.

$630,000

Airbnb cash on cash: 5.2%

Traditional cash on cash: 3.15%

Airbnb Rental Income: $5375

Traditional Rental Income: $3086

Airbnb ROI: 5.2%