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
24313 MERVELL DEAN ROAD Hollywood, MD TAKE ADVANTAGE OF THE PRICE REDUCTION FOR THIS HIDDEN GEM!! Are you interested in fine li...	3 beds \| 2 baths \| 1,626 sq.ft.	$378,900	Airbnb cash on cash: 8.02% Traditional cash on cash: 4.73% Airbnb Rental Income: $4441 Traditional Rental Income: $2343 Airbnb ROI: 8.02% Traditional ROI: 4.73%
41998 PLEASANT VALLEY COURT Hollywood, MD This stunning and beautifully maintained Rambler sits on 17 picturesque acres, offering a ...	3 beds \| 2 baths \| 3,014 sq.ft.	$1,100,000	Airbnb cash on cash: 1.83% Traditional cash on cash: 0.9% Airbnb Rental Income: $4441 Traditional Rental Income: $2565 Airbnb ROI: 1.83% Traditional ROI: 0.9%
24675 BLACKISTONE ROAD Hollywood, MD FABULOUS ONE LEVEL LIVING WITH RAMP TO THE FRONT DOOR*3 BEDROOM2 BATH RAMBLER**DOUBL...	3 beds \| 2 baths \| 1,624 sq.ft.	$375,000	Airbnb cash on cash: 8.06% Traditional cash on cash: 4.56% Airbnb Rental Income: $4441 Traditional Rental Income: $2281 Airbnb ROI: 8.06% Traditional ROI: 4.56%
24754 HALF PONE POINT ROAD Hollywood, MD Waterfront Craftsman on the Patuxent River Built for Coastal Living Experience the perfect...	5 beds \| 5 baths \| 4,857 sq.ft.	$1,899,000	Airbnb cash on cash: 1.4% Traditional cash on cash: 1.58% Airbnb Rental Income: $6479 Traditional Rental Income: $5532 Airbnb ROI: 1.4% Traditional ROI: 1.58%
24925 SOTTERLEY ROAD Hollywood, MD Private 5-Bedroom Home Near Patuxent River Minutes from Parks, Towns & Water Access. No HO...	5 beds \| 3 baths \| 1,856 sq.ft.	$549,900	Airbnb cash on cash: 8.34% Traditional cash on cash: 3.95% Airbnb Rental Income: $6479 Traditional Rental Income: $2955 Airbnb ROI: 8.34% Traditional ROI: 3.95%
24549 FWD DRIVE Hollywood, MD Welcome to this beautiful 4-bedroom, 2.5-bath home that blends comfort, style, and functio...	4 beds \| 3 baths \| 2,632 sq.ft.	$585,000	Airbnb cash on cash: 7.74% Traditional cash on cash: 3.56% Airbnb Rental Income: $6510 Traditional Rental Income: $2954 Airbnb ROI: 7.74% Traditional ROI: 3.56%
24992 SOTTERLEY ROAD Hollywood, MD Welcome to your charming retreat in the heart of Hollywood, MD! This delightful property f...	2 beds \| 1 baths \| 1,096 sq.ft.	$299,999	Airbnb cash on cash: 8.67% Traditional cash on cash: 3.71% Airbnb Rental Income: $3821 Traditional Rental Income: $1595 Airbnb ROI: 8.67% Traditional ROI: 3.71%
25757 JONES WHARF ROAD Hollywood, MD Experience the best of countryside charm at 25757 Jones Wharf Road. Situated on 4.7 acres,...	3 beds \| 2 baths \| 2,292 sq.ft.	$429,900	Airbnb cash on cash: 6.76% Traditional cash on cash: 4.08% Airbnb Rental Income: $4441 Traditional Rental Income: $2432 Airbnb ROI: 6.76% Traditional ROI: 4.08%
24424 BROAD CREEK DRIVE Hollywood, MD Welcome to 24424 Broad Creek Drive, a beautifully maintained 4-bedroom, 3.5-bath home offe...	4 beds \| 4 baths \| 2,522 sq.ft.	$557,000	Airbnb cash on cash: 8.16% Traditional cash on cash: 4.29% Airbnb Rental Income: $6510 Traditional Rental Income: $3220 Airbnb ROI: 8.16% Traditional ROI: 4.29%
25005 SECRETARIATE DRIVE Hollywood, MD Beautiful back to nature setting surrounds this charming Cape Cod. Five acres of wooded se...	3 beds \| 3 baths \| 1,764 sq.ft.	$529,900	Airbnb cash on cash: 5.25% Traditional cash on cash: 3.01% Airbnb Rental Income: $4441 Traditional Rental Income: $2406 Airbnb ROI: 5.25% Traditional ROI: 3.01%

Real Estate investment in Hollywood, MD

There are 10 properties for sale in the city of Hollywood . The median list price in Hollywood is $479,900 and the average price per square foot is $218. In September 2025, the average monthly cash on cash return in Hollywood is 4.00%. The average monthly rental income in Hollywood is $2,499.

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

There are 10 investment properties available for sale in Hollywood.

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

The ROI for Short-Term is higher than the Long-Term in Hollywood with average rental income of $4,441.

Your search for investment property begins and ends here

Investment Property for Sale in Hollywood, MD

24313 MERVELL DEAN ROAD

Hollywood, MD

3 beds | 2 baths | 1,626 sq.ft.

$378,900

Airbnb cash on cash: 8.02%

Traditional cash on cash: 4.73%

Airbnb Rental Income: $4441

Traditional Rental Income: $2343

Airbnb ROI: 8.02%

Traditional ROI: 4.73%

41998 PLEASANT VALLEY COURT

Hollywood, MD

3 beds | 2 baths | 3,014 sq.ft.

$1,100,000

Airbnb cash on cash: 1.83%

Traditional cash on cash: 0.9%

Airbnb Rental Income: $4441

Traditional Rental Income: $2565

Airbnb ROI: 1.83%

Traditional ROI: 0.9%

24675 BLACKISTONE ROAD

Hollywood, MD

3 beds | 2 baths | 1,624 sq.ft.

$375,000

Airbnb cash on cash: 8.06%

Traditional cash on cash: 4.56%

Airbnb Rental Income: $4441

Traditional Rental Income: $2281

Airbnb ROI: 8.06%

Traditional ROI: 4.56%

24754 HALF PONE POINT ROAD

Hollywood, MD

5 beds | 5 baths | 4,857 sq.ft.

$1,899,000

Airbnb cash on cash: 1.4%

Traditional cash on cash: 1.58%

Airbnb Rental Income: $6479

Traditional Rental Income: $5532

Airbnb ROI: 1.4%

Traditional ROI: 1.58%

24925 SOTTERLEY ROAD

Hollywood, MD

5 beds | 3 baths | 1,856 sq.ft.

$549,900

Airbnb cash on cash: 8.34%

Traditional cash on cash: 3.95%

Airbnb Rental Income: $6479

Traditional Rental Income: $2955

Airbnb ROI: 8.34%

Traditional ROI: 3.95%

24549 FWD DRIVE

Hollywood, MD

4 beds | 3 baths | 2,632 sq.ft.

$585,000

Airbnb cash on cash: 7.74%

Traditional cash on cash: 3.56%

Airbnb Rental Income: $6510

Traditional Rental Income: $2954

Airbnb ROI: 7.74%

Traditional ROI: 3.56%

24992 SOTTERLEY ROAD

Hollywood, MD

2 beds | 1 baths | 1,096 sq.ft.

$299,999

Airbnb cash on cash: 8.67%

Traditional cash on cash: 3.71%

Airbnb Rental Income: $3821

Traditional Rental Income: $1595

Airbnb ROI: 8.67%

Traditional ROI: 3.71%

25757 JONES WHARF ROAD

Hollywood, MD

3 beds | 2 baths | 2,292 sq.ft.

$429,900

Airbnb cash on cash: 6.76%

Traditional cash on cash: 4.08%

Airbnb Rental Income: $4441

Traditional Rental Income: $2432

Airbnb ROI: 6.76%