Real Estate Investment Properties for Sale in Middletown, PA

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

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
921 VINE STREET Middletown, PA Welcome to this charming 4-bedroom, 2-bathroom home nestled in the heart of Middletown! Th...	4 beds \| 1 baths \| 1,416 sq.ft.	$249,900	Airbnb cash on cash: 9.08% Traditional cash on cash: 4.62% Airbnb Rental Income: $3622 Traditional Rental Income: $1777 Airbnb ROI: 9.08% Traditional ROI: 4.62%
17 BEECHWOOD DRIVE Middletown, PA Come and See this Move-In Ready and Well-Maintained 4 Bedroom, 2 Bath Home in the Oak Hill...	4 beds \| 2 baths \| 1,280 sq.ft.	$249,900	Airbnb cash on cash: 9.09% Traditional cash on cash: 7.11% Airbnb Rental Income: $3622 Traditional Rental Income: $2362 Airbnb ROI: 9.09% Traditional ROI: 7.11%
3209 E HARRISBURG PIKE Middletown, PA PRICE REDUCTION!! Welcome to this charming and spacious home! Featuring 4 bedrooms, a full...	4 beds \| 2 baths \| 1,756 sq.ft.	$279,900	Airbnb cash on cash: 8.56% Traditional cash on cash: 7.63% Airbnb Rental Income: $3622 Traditional Rental Income: $2583 Airbnb ROI: 8.56% Traditional ROI: 7.63%
1250 HIGHSPIRE ROAD Middletown, PA Charming Secluded Cabin Retreat This stunning 3 bedroom, 1.5 bath log cabin is the perfe...	3 beds \| 2 baths \| 2,691 sq.ft.	$583,700	Airbnb cash on cash: 1.54% Traditional cash on cash: 3.25% Airbnb Rental Income: $2540 Traditional Rental Income: $2862 Airbnb ROI: 1.54% Traditional ROI: 3.25%
18 JUNIATA STREET Middletown, PA Welcome to this delightful single-family home in a very nice neighborhood in the Middletow...	3 beds \| 2 baths \| 1,466 sq.ft.	$240,000	Airbnb cash on cash: 5.88% Traditional cash on cash: 6.72% Airbnb Rental Income: $2540 Traditional Rental Income: $2119 Airbnb ROI: 5.88% Traditional ROI: 6.72%
160 HARTFORD DRIVE Middletown, PA Welcome to the beautifully crafted Lexington modelbrand new and READY NOW in the desirable...	4 beds \| 3 baths \| 1,966 sq.ft.	$524,990	Airbnb cash on cash: 4.42% Traditional cash on cash: 4.7% Airbnb Rental Income: $3622 Traditional Rental Income: $2965 Airbnb ROI: 4.42% Traditional ROI: 4.7%
162 E WATER STREET Middletown, PA Welcome to The E Water Street House! This gorgeous brick Victorian, built in 1850, is one ...	3 beds \| 2 baths \| 2,112 sq.ft.	$199,900	Airbnb cash on cash: 6.52% Traditional cash on cash: 7.95% Airbnb Rental Income: $2540 Traditional Rental Income: $2200 Airbnb ROI: 6.52% Traditional ROI: 7.95%
123 E WATER STREET Middletown, PA Investors Dream! This well-maintained two-unit property in the heart of Middletown offers ...	N/A beds \| N/A baths \| 1,460 sq.ft.	$180,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.28% Airbnb Rental Income: $null Traditional Rental Income: $1592 Airbnb ROI: N/A Traditional ROI: 6.28%
117 MAGNOLIA DRIVE Middletown, PA COMING SOON. This Bluebird model is a 3 BD, 2.5 BA, center unit townhome. You'll soon disc...	3 beds \| 3 baths \| 1,539 sq.ft.	$323,575	Airbnb cash on cash: 3.07% Traditional cash on cash: 4.69% Airbnb Rental Income: $2540 Traditional Rental Income: $2422 Airbnb ROI: 3.07% Traditional ROI: 4.69%
121 MAGNOLIA DRIVE Middletown, PA COMING SOON. This Bluebird model is a 3 BD, 2.5 BA, center unit townhome. You'll soon disc...	3 beds \| 3 baths \| 1,539 sq.ft.	$323,575	Airbnb cash on cash: 3.07% Traditional cash on cash: 4.69% Airbnb Rental Income: $2540 Traditional Rental Income: $2422 Airbnb ROI: 3.07% Traditional ROI: 4.69%
123 MAGNOLIA DRIVE Middletown, PA UNDER CONSTRUCTION! This Pheasant model is a 3 BD, 2.5 BA, 1,895 sq. foot, end unit townho...	3 beds \| 3 baths \| 1,895 sq.ft.	$375,814	Airbnb cash on cash: 2.25% Traditional cash on cash: 4.38% Airbnb Rental Income: $2540 Traditional Rental Income: $2679 Airbnb ROI: 2.25% Traditional ROI: 4.38%
834 OBERLIN ROAD Middletown, PA Check out this gem of a property! Grab your piece of private paradise in this country sett...	N/A beds \| N/A baths \| 3,876 sq.ft.	$535,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.67% Airbnb Rental Income: $null Traditional Rental Income: $1442 Airbnb ROI: N/A Traditional ROI: 0.67%
149 FOXGLOVE DRIVE Middletown, PA Welcome to 149 Foxglove Drive, a spacious and well-maintained Red Cedar model located in a...	5 beds \| 4 baths \| 3,092 sq.ft.	$649,900	Airbnb cash on cash: -0.39% Traditional cash on cash: 2.4% Airbnb Rental Income: $2457 Traditional Rental Income: $3549 Airbnb ROI: -0.39% Traditional ROI: 2.4%
195 MAGNOLIA DRIVE Middletown, PA The home you have been admiring is now available! There are so many beautiful features in ...	4 beds \| 3 baths \| 2,898 sq.ft.	$603,499	Airbnb cash on cash: 1.5% Traditional cash on cash: 2.2% Airbnb Rental Income: $3622 Traditional Rental Income: $3228 Airbnb ROI: 1.5% Traditional ROI: 2.2%
16 JUNIATA STREET Middletown, PA Step into comfort, style, and peace of mind with this beautifully renovated single-family ...	3 beds \| 2 baths \| 1,512 sq.ft.	$250,000	Airbnb cash on cash: 5.97% Traditional cash on cash: 6.81% Airbnb Rental Income: $2540 Traditional Rental Income: $2125 Airbnb ROI: 5.97% Traditional ROI: 6.81%
158 SAGE BOULEVARD Middletown, PA Welcome to this beautifully maintained 3-bedroom, 2.5-bath townhome in the desirable Woodl...	3 beds \| 3 baths \| 1,524 sq.ft.	$359,900	Airbnb cash on cash: 2.44% Traditional cash on cash: 3.59% Airbnb Rental Income: $2540 Traditional Rental Income: $2314 Airbnb ROI: 2.44% Traditional ROI: 3.59%
420 OBERLIN ROAD Middletown, PA Welcome to this well-built brick Cape Cod, offering 1,500 square feet of thoughtfully desi...	3 beds \| 1 baths \| 1,500 sq.ft.	$350,000	Airbnb cash on cash: 3.1% Traditional cash on cash: 2.62% Airbnb Rental Income: $2540 Traditional Rental Income: $1771 Airbnb ROI: 3.1% Traditional ROI: 2.62%
1100 GEORGETOWN ROAD Middletown, PA Welcome to 1100 Georgetown Road. Middletown PA! This 3-Bedroom, 1.5-Bath End-Unit Townhom...	3 beds \| 2 baths \| 1,400 sq.ft.	$195,000	Airbnb cash on cash: 7.41% Traditional cash on cash: 7.64% Airbnb Rental Income: $2540 Traditional Rental Income: $1972 Airbnb ROI: 7.41% Traditional ROI: 7.64%
100 DOCK STREET Middletown, PA Come see this move in ready home before it's gone. Plenty of room with 3 Bedrooms and 1 an...	3 beds \| 2 baths \| 1,106 sq.ft.	$235,000	Airbnb cash on cash: 6.2% Traditional cash on cash: 5.66% Airbnb Rental Income: $2540 Traditional Rental Income: $1808 Airbnb ROI: 6.2% Traditional ROI: 5.66%

Real Estate investment in Middletown, PA

There are 19 properties for sale in the city of Middletown . The median list price in Middletown is $250,000 and the average price per square foot is $141. In September 2025, the average monthly cash on cash return in Middletown is 6.00%. The average monthly rental income in Middletown is $2,125.

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

There are 19 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 $2,540.

Your search for investment property begins and ends here

Investment Property for Sale in Middletown, PA

921 VINE STREET

Middletown, PA

4 beds | 1 baths | 1,416 sq.ft.

$249,900

Airbnb cash on cash: 9.08%

Traditional cash on cash: 4.62%

Airbnb Rental Income: $3622

Traditional Rental Income: $1777

Airbnb ROI: 9.08%

Traditional ROI: 4.62%

17 BEECHWOOD DRIVE

Middletown, PA

4 beds | 2 baths | 1,280 sq.ft.

$249,900

Airbnb cash on cash: 9.09%

Traditional cash on cash: 7.11%

Airbnb Rental Income: $3622

Traditional Rental Income: $2362

Airbnb ROI: 9.09%

Traditional ROI: 7.11%

3209 E HARRISBURG PIKE

Middletown, PA

4 beds | 2 baths | 1,756 sq.ft.

$279,900

Airbnb cash on cash: 8.56%

Traditional cash on cash: 7.63%

Airbnb Rental Income: $3622

Traditional Rental Income: $2583

Airbnb ROI: 8.56%

Traditional ROI: 7.63%

1250 HIGHSPIRE ROAD

Middletown, PA

3 beds | 2 baths | 2,691 sq.ft.

$583,700

Airbnb cash on cash: 1.54%

Traditional cash on cash: 3.25%

Airbnb Rental Income: $2540

Traditional Rental Income: $2862

Airbnb ROI: 1.54%

Traditional ROI: 3.25%

18 JUNIATA STREET

Middletown, PA

3 beds | 2 baths | 1,466 sq.ft.

$240,000

Airbnb cash on cash: 5.88%

Traditional cash on cash: 6.72%

Airbnb Rental Income: $2540

Traditional Rental Income: $2119

Airbnb ROI: 5.88%

Traditional ROI: 6.72%

160 HARTFORD DRIVE

Middletown, PA

4 beds | 3 baths | 1,966 sq.ft.

$524,990

Airbnb cash on cash: 4.42%

Traditional cash on cash: 4.7%

Airbnb Rental Income: $3622

Traditional Rental Income: $2965

Airbnb ROI: 4.42%

Traditional ROI: 4.7%

162 E WATER STREET

Middletown, PA

3 beds | 2 baths | 2,112 sq.ft.

$199,900

Airbnb cash on cash: 6.52%

Traditional cash on cash: 7.95%

Airbnb Rental Income: $2540

Traditional Rental Income: $2200

Airbnb ROI: 6.52%

Traditional ROI: 7.95%

123 E WATER STREET

Middletown, PA

N/A beds | N/A baths | 1,460 sq.ft.

$180,000

Airbnb cash on cash: N/A

Traditional cash on cash: 6.28%

Airbnb Rental Income: $null

Traditional Rental Income: $1592

Airbnb ROI: N/A