Real Estate Investment Properties for Sale in Middletown, MD

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

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
4524 WILLOW TREE DRIVE MIDDLETOWN, MD Beautiful Middletown home on a Large Spacious Corner Lot . Commercial Grade Children's pla...	3 beds \| 3 baths \| 2,640 sq.ft.	$499,000	Airbnb cash on cash: 0.94% Traditional cash on cash: 4.39% Airbnb Rental Income: $1979 Traditional Rental Income: $3069 Airbnb ROI: 0.94% Traditional ROI: 4.39%
OLD MIDDLETOWN RD MIDDLETOWN, MD Grossnickle Construction presents The Estates at Old Middletown. This listing is for the...	4 beds \| 5 baths \| 3,796 sq.ft.	$2,200,000	Airbnb cash on cash: N/A Traditional cash on cash: -0.23% Airbnb Rental Income: $null Traditional Rental Income: $3879 Airbnb ROI: N/A Traditional ROI: -0.23%
8221 HOLLOW ROAD MIDDLETOWN, MD Welcome to 8221 Hollow Rd in Middletown! This custom home is nearing completion, with seve...	4 beds \| 4 baths \| 2,700 sq.ft.	$795,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.75% Airbnb Rental Income: $null Traditional Rental Income: $3031 Airbnb ROI: N/A Traditional ROI: 2.75%
102 INGALLS DR MIDDLETOWN, MD I am absolutely stunning with SMART home features, and extremely low heating bills! With ...	4 beds \| 5 baths \| N/A	$799,500	Airbnb cash on cash: N/A Traditional cash on cash: 3.3% Airbnb Rental Income: $null Traditional Rental Income: $4189 Airbnb ROI: N/A Traditional ROI: 3.3%
307 W MAIN STREET MIDDLETOWN, MD PRICE IMPROVEMENT!!! OPEN HOUSE SAT 9/28 FROM 11:00-1:00!!! Introducing 307 West Main Stre...	3 beds \| 2 baths \| 1,328 sq.ft.	$339,000	Airbnb cash on cash: 2.36% Traditional cash on cash: 5.09% Airbnb Rental Income: $1979 Traditional Rental Income: $2330 Airbnb ROI: 2.36% Traditional ROI: 5.09%
7318 SPRINGBROOK COURT MIDDLETOWN, MD Charming Updated Townhouse in Springbrook Community, Middletown Welcome home to this ...	3 beds \| 2 baths \| 1,116 sq.ft.	$295,000	Airbnb cash on cash: 3.14% Traditional cash on cash: 5.18% Airbnb Rental Income: $1979 Traditional Rental Income: $2026 Airbnb ROI: 3.14% Traditional ROI: 5.18%
4304 MICA COURT MIDDLETOWN, MD Middletown location and Middletown Schools! Donât miss out on this well-maintained split...	4 beds \| 2 baths \| 1,396 sq.ft.	$410,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.56% Airbnb Rental Income: $null Traditional Rental Income: $2558 Airbnb ROI: N/A Traditional ROI: 4.56%
8501 ROSEBUD COURT MIDDLETOWN, MD Your own piece of paradise on over an acre in Middletown! Tons of space to spread out both...	3 beds \| 3 baths \| 2,346 sq.ft.	$599,000	Airbnb cash on cash: 0.68% Traditional cash on cash: 3.61% Airbnb Rental Income: $1979 Traditional Rental Income: $3101 Airbnb ROI: 0.68% Traditional ROI: 3.61%
4313 SERPENTINE ROAD MIDDLETOWN, MD Great location on a large corner lot in a Frederick County, MD neighborhood. Improvements...	5 beds \| 4 baths \| 2,856 sq.ft.	$575,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.68% Airbnb Rental Income: $null Traditional Rental Income: $3586 Airbnb ROI: N/A Traditional ROI: 4.68%

Real Estate investment in Middletown, MD

There are 9 properties for sale in the city of Middletown . The median list price in Middletown is $575,000 and the average price per square foot is $253. In December 2024, the average monthly cash on cash return in Middletown is 4.00%. The average monthly rental income in Middletown is $3,069.

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

There are 9 investment properties available for sale in Middletown.

In 2024, 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 $3,069.

Your search for investment property begins and ends here

Investment Property for Sale in Middletown, MD

4524 WILLOW TREE DRIVE

MIDDLETOWN, MD

3 beds | 3 baths | 2,640 sq.ft.

$499,000

Airbnb cash on cash: 0.94%

Traditional cash on cash: 4.39%

Airbnb Rental Income: $1979

Traditional Rental Income: $3069

Airbnb ROI: 0.94%

Traditional ROI: 4.39%

OLD MIDDLETOWN RD

MIDDLETOWN, MD

4 beds | 5 baths | 3,796 sq.ft.

$2,200,000

Airbnb cash on cash: N/A

Traditional cash on cash: -0.23%

Airbnb Rental Income: $null

Traditional Rental Income: $3879

Airbnb ROI: N/A

Traditional ROI: -0.23%

8221 HOLLOW ROAD

MIDDLETOWN, MD

4 beds | 4 baths | 2,700 sq.ft.

$795,000

Airbnb cash on cash: N/A

Traditional cash on cash: 2.75%

Airbnb Rental Income: $null

Traditional Rental Income: $3031

Airbnb ROI: N/A

Traditional ROI: 2.75%

102 INGALLS DR

MIDDLETOWN, MD

4 beds | 5 baths | N/A

$799,500

Airbnb cash on cash: N/A

Traditional cash on cash: 3.3%

Airbnb Rental Income: $null

Traditional Rental Income: $4189

Airbnb ROI: N/A

Traditional ROI: 3.3%

307 W MAIN STREET

MIDDLETOWN, MD

3 beds | 2 baths | 1,328 sq.ft.

$339,000

Airbnb cash on cash: 2.36%

Traditional cash on cash: 5.09%

Airbnb Rental Income: $1979

Traditional Rental Income: $2330

Airbnb ROI: 2.36%

Traditional ROI: 5.09%

7318 SPRINGBROOK COURT

MIDDLETOWN, MD

3 beds | 2 baths | 1,116 sq.ft.

$295,000

Airbnb cash on cash: 3.14%

Traditional cash on cash: 5.18%

Airbnb Rental Income: $1979

Traditional Rental Income: $2026

Airbnb ROI: 3.14%

Traditional ROI: 5.18%

4304 MICA COURT

MIDDLETOWN, MD

4 beds | 2 baths | 1,396 sq.ft.

$410,000

Airbnb cash on cash: N/A

Traditional cash on cash: 4.56%

Airbnb Rental Income: $null

Traditional Rental Income: $2558

Airbnb ROI: N/A

Traditional ROI: 4.56%

8501 ROSEBUD COURT

MIDDLETOWN, MD

3 beds | 3 baths | 2,346 sq.ft.

$599,000

Airbnb cash on cash: 0.68%

Traditional cash on cash: 3.61%

Airbnb Rental Income: $1979

Traditional Rental Income: $3101

Airbnb ROI: 0.68%