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
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: N/A Traditional cash on cash: 5% Airbnb Rental Income: $null Traditional Rental Income: $1953 Airbnb ROI: N/A 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: 0.46% Traditional cash on cash: 3.25% Airbnb Rental Income: $1836 Traditional Rental Income: $2862 Airbnb ROI: 0.46% Traditional ROI: 3.25%
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: 3.49% Traditional cash on cash: 6.81% Airbnb Rental Income: $1836 Traditional Rental Income: $2125 Airbnb ROI: 3.49% Traditional ROI: 6.81%
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: N/A Traditional cash on cash: 4.86% Airbnb Rental Income: $null Traditional Rental Income: $2965 Airbnb ROI: N/A 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: -0.86% Traditional cash on cash: 2.4% Airbnb Rental Income: $2114 Traditional Rental Income: $3549 Airbnb ROI: -0.86% 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: N/A Traditional cash on cash: 2.2% Airbnb Rental Income: $null Traditional Rental Income: $3228 Airbnb ROI: N/A Traditional ROI: 2.2%
117 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: 1.14% Traditional cash on cash: 4.69% Airbnb Rental Income: $1836 Traditional Rental Income: $2422 Airbnb ROI: 1.14% Traditional ROI: 4.69%
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: 1.14% Traditional cash on cash: 4.69% Airbnb Rental Income: $1836 Traditional Rental Income: $2422 Airbnb ROI: 1.14% Traditional ROI: 4.69%
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.	$339,900	Airbnb cash on cash: 0.81% Traditional cash on cash: 3.85% Airbnb Rental Income: $1836 Traditional Rental Income: $2314 Airbnb ROI: 0.81% Traditional ROI: 3.85%
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: 1.42% Traditional cash on cash: 2.78% Airbnb Rental Income: $1836 Traditional Rental Income: $1771 Airbnb ROI: 1.42% Traditional ROI: 2.78%
3492 E HARRISBURG Pike Middletown, PA Front approx. 6 acres of property is zoned commercial and back approx. 4 acres is zoned ag...	2 beds \| 3 baths \| 2,653 sq.ft.	$699,900	Airbnb cash on cash: -1.12% Traditional cash on cash: 2.58% Airbnb Rental Income: $916 Traditional Rental Income: $2991 Airbnb ROI: -1.12% Traditional ROI: 2.58%
1056 SPRUCE Street Middletown, PA Great location to schools,shopping and major highways. Enjoy extra storage with a shed and...	3 beds \| 1 baths \| 1,373 sq.ft.	$185,000	Airbnb cash on cash: 4.35% Traditional cash on cash: 6.12% Airbnb Rental Income: $1836 Traditional Rental Income: $1652 Airbnb ROI: 4.35% Traditional ROI: 6.12%
219 S UNION Street Middletown, PA Investor Alert! High Cash Flow + Strong ROI + $10,000 Seller Assist! Welcome to 219 South ...	N/A beds \| N/A baths \| 3,186 sq.ft.	$450,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.49% Airbnb Rental Income: $null Traditional Rental Income: $1438 Airbnb ROI: N/A Traditional ROI: 1.49%
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.	$189,900	Airbnb cash on cash: 4.89% Traditional cash on cash: 5.99% Airbnb Rental Income: $1836 Traditional Rental Income: $1541 Airbnb ROI: 4.89% Traditional ROI: 5.99%
325 OAK HILL Drive Middletown, PA Discover the charm of this beautifully renovated twin home in the heart of Middletown Boro...	3 beds \| 1 baths \| 1,756 sq.ft.	$224,900	Airbnb cash on cash: 3.33% Traditional cash on cash: 4.58% Airbnb Rental Income: $1836 Traditional Rental Income: $1606 Airbnb ROI: 3.33% Traditional ROI: 4.58%
327 OAK HILL Drive Middletown, PA Welcome to 327 Oak Hill Dr, Middletown, PA - beautifully updated and move-in ready! This c...	3 beds \| 1 baths \| 1,120 sq.ft.	$224,900	Airbnb cash on cash: 3.36% Traditional cash on cash: 4.05% Airbnb Rental Income: $1836 Traditional Rental Income: $1489 Airbnb ROI: 3.36% Traditional ROI: 4.05%
166 ANN Street Middletown, PA Discover a charming investment opportunity in the heart of Middletown Borough! This tradit...	3 beds \| 2 baths \| 2,576 sq.ft.	$180,000	Airbnb cash on cash: 4.55% Traditional cash on cash: 10.4% Airbnb Rental Income: $1836 Traditional Rental Income: $2342 Airbnb ROI: 4.55% Traditional ROI: 10.4%
416 PENN Street Middletown, PA Royalton Boro Middletown offers a four-bedroom, two-and-a-half-bathroom single detached ho...	4 beds \| 3 baths \| 1,968 sq.ft.	$338,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.99% Airbnb Rental Income: $null Traditional Rental Income: $2881 Airbnb ROI: N/A Traditional ROI: 6.99%
22 SHIRLEY Drive Middletown, PA Welcome home to this beautifully remodeled and freshly painted, 3/BR, 2 full bath, cozy ra...	3 beds \| 2 baths \| 900 sq.ft.	$269,900	Airbnb cash on cash: 2.68% Traditional cash on cash: 5.2% Airbnb Rental Income: $1836 Traditional Rental Income: $1982 Airbnb ROI: 2.68% Traditional ROI: 5.2%
908 VINE Street Middletown, PA Welcome to 908 Vine Street in Middletown; the perfect place to call your first home! This ...	3 beds \| 1 baths \| 1,944 sq.ft.	$235,000	Airbnb cash on cash: 2.52% Traditional cash on cash: 4.84% Airbnb Rental Income: $1836 Traditional Rental Income: $1856 Airbnb ROI: 2.52% Traditional ROI: 4.84%

Real Estate investment in Middletown, PA

There are 20 properties for sale in the city of Middletown . The median list price in Middletown is $269,900 and the average price per square foot is $147. In October 2025, the average monthly cash on cash return in Middletown is 5.00%. The average monthly rental income in Middletown is $2,125.

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 $2,125.

Your search for investment property begins and ends here

Investment Property for Sale in Middletown, PA

308 ASPEN Street

Middletown, PA

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

$269,000

Airbnb cash on cash: N/A

Traditional cash on cash: 5%

Airbnb Rental Income: $null

Traditional Rental Income: $1953

Airbnb ROI: N/A

Traditional ROI: 5%

1250 HIGHSPIRE Road

Middletown, PA

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

$583,700

Airbnb cash on cash: 0.46%

Traditional cash on cash: 3.25%

Airbnb Rental Income: $1836

Traditional Rental Income: $2862

Airbnb ROI: 0.46%

Traditional ROI: 3.25%

16 JUNIATA Street

Middletown, PA

3 beds | 2 baths | 1,512 sq.ft.

$250,000

Airbnb cash on cash: 3.49%

Traditional cash on cash: 6.81%

Airbnb Rental Income: $1836

Traditional Rental Income: $2125

Airbnb ROI: 3.49%

Traditional ROI: 6.81%

160 HARTFORD Drive

Middletown, PA

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

$509,900

Airbnb cash on cash: N/A

Traditional cash on cash: 4.86%

Airbnb Rental Income: $null

Traditional Rental Income: $2965

Airbnb ROI: N/A

Traditional ROI: 4.86%

149 FOXGLOVE Drive

Middletown, PA

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

$649,900

Airbnb cash on cash: -0.86%

Traditional cash on cash: 2.4%

Airbnb Rental Income: $2114

Traditional Rental Income: $3549

Airbnb ROI: -0.86%

Traditional ROI: 2.4%

195 MAGNOLIA Drive

Middletown, PA

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

$603,499

Airbnb cash on cash: N/A

Traditional cash on cash: 2.2%

Airbnb Rental Income: $null

Traditional Rental Income: $3228

Airbnb ROI: N/A

Traditional ROI: 2.2%

117 MAGNOLIA Drive

Middletown, PA

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

$323,575

Airbnb cash on cash: 1.14%

Traditional cash on cash: 4.69%

Airbnb Rental Income: $1836

Traditional Rental Income: $2422

Airbnb ROI: 1.14%

Traditional ROI: 4.69%

121 MAGNOLIA Drive

Middletown, PA

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

$323,575

Airbnb cash on cash: 1.14%

Traditional cash on cash: 4.69%

Airbnb Rental Income: $1836

Traditional Rental Income: $2422

Airbnb ROI: 1.14%