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
1204 GEORGETOWN Road Middletown, PA Stylish, move-in ready, and full of fresh updates, this 3-bedroom, 1.5-bath Middletown tow...	3 beds \| 2 baths \| 1,631 sq.ft.	$210,000	Airbnb cash on cash: 2.63% Traditional cash on cash: 7.45% Airbnb Rental Income: $1549 Traditional Rental Income: $2063 Airbnb ROI: 2.63% Traditional ROI: 7.45%
308 ASPEN Street Middletown, PA Welcome to 308 Aspen Street, Middletown!! Prepare to be impressed, this 4 bedroom cape sty...	4 beds \| 1 baths \| 1,373 sq.ft.	$269,000	Airbnb cash on cash: 8.17% Traditional cash on cash: 5% Airbnb Rental Income: $3535 Traditional Rental Income: $1953 Airbnb ROI: 8.17% Traditional ROI: 5%
1250 HIGHSPIRE Road Middletown, PA Charming Secluded Cabin Retreat This stunning 3 bedroom, 1.5 bath log cabin is the perfect...	3 beds \| 2 baths \| 2,691 sq.ft.	$583,700	Airbnb cash on cash: 0.02% Traditional cash on cash: 3.25% Airbnb Rental Income: $1549 Traditional Rental Income: $2862 Airbnb ROI: 0.02% Traditional ROI: 3.25%
160 HARTFORD Drive Middletown, PA Welcome to the beautifully crafted Lexington model-brand new and READY NOW in the desirabl...	4 beds \| 3 baths \| 1,966 sq.ft.	$509,900	Airbnb cash on cash: 4.43% Traditional cash on cash: 4.86% Airbnb Rental Income: $3535 Traditional Rental Income: $2965 Airbnb ROI: 4.43% Traditional ROI: 4.86%
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: -0.53% Traditional cash on cash: 2.4% Airbnb Rental Income: $2354 Traditional Rental Income: $3549 Airbnb ROI: -0.53% Traditional ROI: 2.4%
195 MAGNOLIA Drive Middletown, PA * BUILDER'S END-OF-YEAR CLOSEOUT! LIMITED TIME OFFER.... CALL TODAY for details! * The hom...	4 beds \| 3 baths \| 2,898 sq.ft.	$599,000	Airbnb cash on cash: 1.38% Traditional cash on cash: 2.23% Airbnb Rental Income: $3535 Traditional Rental Income: $3228 Airbnb ROI: 1.38% Traditional ROI: 2.23%
121 MAGNOLIA Drive Middletown, PA UNDER CONSTRUCTION. This Bluebird model is a 3 BD, 2.5 BA, center unit townhome. You'll so...	3 beds \| 3 baths \| 1,539 sq.ft.	$323,575	Airbnb cash on cash: 0.35% Traditional cash on cash: 4.69% Airbnb Rental Income: $1549 Traditional Rental Income: $2422 Airbnb ROI: 0.35% Traditional ROI: 4.69%
158 SAGE Boulevard Middletown, PA Move in before the holidays! This beautifully maintained, move-in ready 3-bedroom, 2.5-bat...	3 beds \| 3 baths \| 1,524 sq.ft.	$319,900	Airbnb cash on cash: 0.12% Traditional cash on cash: 4.15% Airbnb Rental Income: $1549 Traditional Rental Income: $2314 Airbnb ROI: 0.12% Traditional ROI: 4.15%
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.	$334,900	Airbnb cash on cash: 0.66% Traditional cash on cash: 2.78% Airbnb Rental Income: $1549 Traditional Rental Income: $1771 Airbnb ROI: 0.66% Traditional ROI: 2.78%
219 S UNION Street Middletown, PA Investor Alert! High Cash Flow + Strong ROI - Welcome to 219 South Union Street in Middlet...	N/A beds \| N/A baths \| 3,186 sq.ft.	$399,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.8% Airbnb Rental Income: $null Traditional Rental Income: $1438 Airbnb ROI: N/A Traditional ROI: 1.8%
54 NISSLEY Street Middletown, PA Welcome to this charming 3-bedroom, 1-bath home in the heart of Middletown, ideally situat...	3 beds \| 1 baths \| 1,246 sq.ft.	$184,900	Airbnb cash on cash: 3.68% Traditional cash on cash: 6.18% Airbnb Rental Income: $1549 Traditional Rental Income: $1541 Airbnb ROI: 3.68% Traditional ROI: 6.18%
416 PENN Street Middletown, PA 4 bedroom 2 1/2 bath entertainers delight in Middletown off Street Parking level yard for ...	4 beds \| 3 baths \| 1,968 sq.ft.	$304,900	Airbnb cash on cash: 7.41% Traditional cash on cash: 7.84% Airbnb Rental Income: $3535 Traditional Rental Income: $2881 Airbnb ROI: 7.41% Traditional ROI: 7.84%
908 VINE Street Middletown, PA Offer deadline set for Monday, November 10th at 5pm.Welcome to 908 Vine Street in Midd...	3 beds \| 1 baths \| 1,944 sq.ft.	$235,000	Airbnb cash on cash: 1.44% Traditional cash on cash: 4.84% Airbnb Rental Income: $1549 Traditional Rental Income: $1856 Airbnb ROI: 1.44% Traditional ROI: 4.84%
1236 OVERLOOK Road Middletown, PA NEW IMPROVED PRICE!! If you're looking for a charming townhome nestled in the desirable Wo...	3 beds \| 3 baths \| 1,880 sq.ft.	$287,000	Airbnb cash on cash: 0.67% Traditional cash on cash: 6.16% Airbnb Rental Income: $1549 Traditional Rental Income: $2585 Airbnb ROI: 0.67% Traditional ROI: 6.16%
346 S CATHERINE Street Middletown, PA Welcome home to this charming 2-bedroom, 1-bath property in the heart of Middletown! Step ...	2 beds \| 1 baths \| 979 sq.ft.	$150,000	Airbnb cash on cash: 3.08% Traditional cash on cash: 6.94% Airbnb Rental Income: $1235 Traditional Rental Income: $1394 Airbnb ROI: 3.08% Traditional ROI: 6.94%
738 ADELIA Street Middletown, PA Welcome to this cozy single-story home offering comfort, convenience, and low-maintenance ...	3 beds \| 1 baths \| 1,102 sq.ft.	$215,000	Airbnb cash on cash: 2.15% Traditional cash on cash: 5.14% Airbnb Rental Income: $1549 Traditional Rental Income: $1712 Airbnb ROI: 2.15% Traditional ROI: 5.14%
168 MAGNOLIA Drive Middletown, PA * $5,000 Builder Incentive offered on all homes! Call for details. * NOW UNDER CONSTRUCTIO...	3 beds \| 2 baths \| 1,806 sq.ft.	$436,825	Airbnb cash on cash: -0.32% Traditional cash on cash: 2.77% Airbnb Rental Income: $1549 Traditional Rental Income: $2365 Airbnb ROI: -0.32% Traditional ROI: 2.77%
800 SPRING GARDEN Drive Middletown, PA Coming Soon! Welcome to 800 Spring Garden Dr, Middletown, PA-a beautifully refreshed 3-bed...	3 beds \| 2 baths \| 1,996 sq.ft.	$369,900	Airbnb cash on cash: 0.72% Traditional cash on cash: 4.7% Airbnb Rental Income: $1549 Traditional Rental Income: $2483 Airbnb ROI: 0.72% Traditional ROI: 4.7%
16 THEODORE Avenue Middletown, PA This is an auction property! The auction will take place live at the property on Saturday,...	3 beds \| 1 baths \| 1,786 sq.ft.	$188,900	Airbnb cash on cash: 2.92% Traditional cash on cash: 6.78% Airbnb Rental Income: $1549 Traditional Rental Income: $1795 Airbnb ROI: 2.92% Traditional ROI: 6.78%
401 SAGE Boulevard Middletown, PA This stunning new construction home in Woodland Hills, completed in 2025, offers a perfect...	4 beds \| 5 baths \| 2,722 sq.ft.	$537,426	Airbnb cash on cash: 2.51% Traditional cash on cash: 5.37% Airbnb Rental Income: $3535 Traditional Rental Income: $4189 Airbnb ROI: 2.51% Traditional ROI: 5.37%

Real Estate investment in Middletown, PA

There are 20 properties for sale in the city of Middletown . The median list price in Middletown is $287,000 and the average price per square foot is $154. In December 2025, the average monthly cash on cash return in Middletown is 5.00%. The average monthly rental income in Middletown is $2,314.

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

There are 20 investment properties available for sale in Middletown.

In 2025, the best neighborhood to buy investment property is Middletown.

The ROI for Long-Term is higher than the Short-Term in Middletown with average rental income of $2,314.

Your search for investment property begins and ends here

Investment Property for Sale in Middletown, PA

1204 GEORGETOWN Road

Middletown, PA

3 beds | 2 baths | 1,631 sq.ft.

$210,000

Airbnb cash on cash: 2.63%

Traditional cash on cash: 7.45%

Airbnb Rental Income: $1549

Traditional Rental Income: $2063

Airbnb ROI: 2.63%

Traditional ROI: 7.45%

308 ASPEN Street

Middletown, PA

4 beds | 1 baths | 1,373 sq.ft.

$269,000

Airbnb cash on cash: 8.17%

Traditional cash on cash: 5%

Airbnb Rental Income: $3535

Traditional Rental Income: $1953

Airbnb ROI: 8.17%

Traditional ROI: 5%

1250 HIGHSPIRE Road

Middletown, PA

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

$583,700

Airbnb cash on cash: 0.02%

Traditional cash on cash: 3.25%

Airbnb Rental Income: $1549

Traditional Rental Income: $2862

Airbnb ROI: 0.02%

Traditional ROI: 3.25%

160 HARTFORD Drive

Middletown, PA

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

$509,900

Airbnb cash on cash: 4.43%

Traditional cash on cash: 4.86%

Airbnb Rental Income: $3535

Traditional Rental Income: $2965

Airbnb ROI: 4.43%

Traditional ROI: 4.86%

149 FOXGLOVE Drive

Middletown, PA

5 beds | 4 baths | 3,092 sq.ft.

$649,900

Airbnb cash on cash: -0.53%

Traditional cash on cash: 2.4%

Airbnb Rental Income: $2354

Traditional Rental Income: $3549

Airbnb ROI: -0.53%

Traditional ROI: 2.4%

195 MAGNOLIA Drive

Middletown, PA

4 beds | 3 baths | 2,898 sq.ft.

$599,000

Airbnb cash on cash: 1.38%

Traditional cash on cash: 2.23%

Airbnb Rental Income: $3535

Traditional Rental Income: $3228

Airbnb ROI: 1.38%

Traditional ROI: 2.23%

121 MAGNOLIA Drive

Middletown, PA

3 beds | 3 baths | 1,539 sq.ft.

$323,575

Airbnb cash on cash: 0.35%

Traditional cash on cash: 4.69%

Airbnb Rental Income: $1549

Traditional Rental Income: $2422

Airbnb ROI: 0.35%

Traditional ROI: 4.69%

158 SAGE Boulevard

Middletown, PA

3 beds | 3 baths | 1,524 sq.ft.

$319,900

Airbnb cash on cash: 0.12%

Traditional cash on cash: 4.15%

Airbnb Rental Income: $1549

Traditional Rental Income: $2314

Airbnb ROI: 0.12%