Real Estate Investment Properties for Sale in Hollywood, MD

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

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
24399 MORGAN Road Hollywood, MD This completely renovated Cape Cod proves that the best things truly do come in cozy packa...	4 beds \| 3 baths \| 1,080 sq.ft.	$348,500	Airbnb cash on cash: 2.89% Traditional cash on cash: 4.43% Airbnb Rental Income: $2032 Traditional Rental Income: $2009 Airbnb ROI: 2.89% Traditional ROI: 4.43%
43447 DRUM CLIFF Road Hollywood, MD Welcome to your private retreat at 43447 Drum Cliff Rd! This charming 3-bedroom, 2-bath ho...	3 beds \| 2 baths \| 3,684 sq.ft.	$650,000	Airbnb cash on cash: 0.62% Traditional cash on cash: 1.81% Airbnb Rental Income: $1999 Traditional Rental Income: $2198 Airbnb ROI: 0.62% Traditional ROI: 1.81%
25890 WHISKEY CREEK Road Hollywood, MD Welcome to your waterfront sanctuary and entertainers dream home! The custom craftmanship ...	4 beds \| 3 baths \| 2,671 sq.ft.	$1,200,000	Airbnb cash on cash: -0.39% Traditional cash on cash: 1.27% Airbnb Rental Income: $2032 Traditional Rental Income: $3351 Airbnb ROI: -0.39% Traditional ROI: 1.27%
24931 SOTTERLEY Road Hollywood, MD TO BE BUILT. Brand New Construction. NO School Excise Tax! Floor Plans to be uploaded soon...	3 beds \| 3 baths \| 1,631 sq.ft.	$499,900	Airbnb cash on cash: 1.77% Traditional cash on cash: 4.18% Airbnb Rental Income: $1999 Traditional Rental Income: $2605 Airbnb ROI: 1.77% Traditional ROI: 4.18%
43979 DRUM CLIFF Road Hollywood, MD Enjoy waterfront living with this cottage style home offering breathtaking views of the Pa...	3 beds \| 2 baths \| 3,140 sq.ft.	$499,900	Airbnb cash on cash: 0.83% Traditional cash on cash: 3.88% Airbnb Rental Income: $1999 Traditional Rental Income: $2904 Airbnb ROI: 0.83% Traditional ROI: 3.88%
24676 OLD THREE NOTCH Road Hollywood, MD Experience modern luxury in this fully renovated house! This gem has been masterfully upda...	5 beds \| 3 baths \| 2,280 sq.ft.	$479,786	Airbnb cash on cash: 1.86% Traditional cash on cash: 4.8% Airbnb Rental Income: $2172 Traditional Rental Income: $2943 Airbnb ROI: 1.86% Traditional ROI: 4.8%

Real Estate investment in Hollywood, MD

There are 6 properties for sale in the city of Hollywood . The median list price in Hollywood is $589,900 and the average price per square foot is $319. In January 2026, the average monthly cash on cash return in Hollywood is 4.00%. The average monthly rental income in Hollywood is $2,755.

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

There are 6 investment properties available for sale in Hollywood.

In 2026, the best neighborhood to buy investment property is Hollywood.

The ROI for Long-Term is higher than the Short-Term in Hollywood with average rental income of $2,755.

Your search for investment property begins and ends here

Investment Property for Sale in Hollywood, MD

24399 MORGAN Road

Hollywood, MD

4 beds | 3 baths | 1,080 sq.ft.

$348,500

Airbnb cash on cash: 2.89%

Traditional cash on cash: 4.43%

Airbnb Rental Income: $2032

Traditional Rental Income: $2009

Airbnb ROI: 2.89%

Traditional ROI: 4.43%

43447 DRUM CLIFF Road

Hollywood, MD

3 beds | 2 baths | 3,684 sq.ft.

$650,000

Airbnb cash on cash: 0.62%

Traditional cash on cash: 1.81%

Airbnb Rental Income: $1999

Traditional Rental Income: $2198

Airbnb ROI: 0.62%

Traditional ROI: 1.81%

25890 WHISKEY CREEK Road

Hollywood, MD

4 beds | 3 baths | 2,671 sq.ft.

$1,200,000

Airbnb cash on cash: -0.39%

Traditional cash on cash: 1.27%

Airbnb Rental Income: $2032

Traditional Rental Income: $3351

Airbnb ROI: -0.39%

Traditional ROI: 1.27%

24931 SOTTERLEY Road

Hollywood, MD

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

$499,900

Airbnb cash on cash: 1.77%

Traditional cash on cash: 4.18%

Airbnb Rental Income: $1999

Traditional Rental Income: $2605

Airbnb ROI: 1.77%

Traditional ROI: 4.18%

43979 DRUM CLIFF Road

Hollywood, MD

3 beds | 2 baths | 3,140 sq.ft.

$499,900

Airbnb cash on cash: 0.83%

Traditional cash on cash: 3.88%

Airbnb Rental Income: $1999

Traditional Rental Income: $2904

Airbnb ROI: 0.83%

Traditional ROI: 3.88%

24676 OLD THREE NOTCH Road

Hollywood, MD

5 beds | 3 baths | 2,280 sq.ft.

$479,786

Airbnb cash on cash: 1.86%

Traditional cash on cash: 4.8%

Airbnb Rental Income: $2172

Traditional Rental Income: $2943

Airbnb ROI: 1.86%

Traditional ROI: 4.8%

Real Estate investment in Hollywood, MD

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

How many investment properties are available for sale in Hollywood?

Which neighborhoods in Hollywood to invest in 2026?

Long-Term vs. Short-Term Rentals in Hollywood, Maryland: Which will earn the best returns?

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