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
26369 JONES WHARF Road Hollywood, MD Nice rambler in a waterfront neighborhood featuring beautifully refinished hardwood floori...	3 beds \| 1 baths \| 960 sq.ft.	$339,000	Airbnb cash on cash: 2.73% Traditional cash on cash: 3.77% Airbnb Rental Income: $1999 Traditional Rental Income: $1808 Airbnb ROI: 2.73% Traditional ROI: 3.77%
24568 BATEMAN Court Hollywood, MD Beautiful 5 bed/3.5 bath home on quiet cul-de-sac in lovely Hollywood neighborhood. Walkin...	5 beds \| 4 baths \| 3,488 sq.ft.	$619,500	Airbnb cash on cash: 0.83% Traditional cash on cash: 4.68% Airbnb Rental Income: $2172 Traditional Rental Income: $3851 Airbnb ROI: 0.83% Traditional ROI: 4.68%
25228 SOTTERLEY Road Hollywood, MD 3 bedroom, 1.5 bath Rambler in Hollywood on .84 of an acre in an excellent location. No HO...	3 beds \| 2 baths \| 1,624 sq.ft.	$449,000	Airbnb cash on cash: 1.73% Traditional cash on cash: 3.57% Airbnb Rental Income: $1999 Traditional Rental Income: $2250 Airbnb ROI: 1.73% Traditional ROI: 3.57%
41886 STEPHEN YOUNG Court Hollywood, MD Welcome Home! This charming ranch-style home built in 1996 features a thoughtfully designe...	3 beds \| 1 baths \| 1,008 sq.ft.	$315,000	Airbnb cash on cash: 3.01% Traditional cash on cash: 4.03% Airbnb Rental Income: $1999 Traditional Rental Income: $1780 Airbnb ROI: 3.01% Traditional ROI: 4.03%
24313 MERVELL DEAN Road Hollywood, MD TAKE ADVANTAGE OF THE PRICE REDUCTION FOR THIS HIDDEN GEM!! Are you interested in fine liv...	3 beds \| 2 baths \| 1,626 sq.ft.	$369,900	Airbnb cash on cash: 2.37% Traditional cash on cash: 4.87% Airbnb Rental Income: $1999 Traditional Rental Income: $2343 Airbnb ROI: 2.37% Traditional ROI: 4.87%
24754 HALF PONE POINT Road Hollywood, MD Waterfront Craftsman on the Patuxent River - Built for Coastal Living Experience the perfe...	5 beds \| 5 baths \| 4,857 sq.ft.	$1,650,000	Airbnb cash on cash: -0.59% Traditional cash on cash: 1.97% Airbnb Rental Income: $2172 Traditional Rental Income: $5532 Airbnb ROI: -0.59% Traditional ROI: 1.97%
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.	$474,900	Airbnb cash on cash: 1.38% Traditional cash on cash: 3.47% Airbnb Rental Income: $1999 Traditional Rental Income: $2406 Airbnb ROI: 1.38% Traditional ROI: 3.47%
24691 OLD THREE NOTCH Road Hollywood, MD Great investment opportunity with this current residential use property. 3 BR 1 BA central...	3 beds \| 1 baths \| 3,234 sq.ft.	$335,000	Airbnb cash on cash: 2.15% Traditional cash on cash: 2.77% Airbnb Rental Income: $1999 Traditional Rental Income: $1672 Airbnb ROI: 2.15% Traditional ROI: 2.77%
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.	$785,000	Airbnb cash on cash: 0.34% Traditional cash on cash: 1.33% Airbnb Rental Income: $1999 Traditional Rental Income: $2198 Airbnb ROI: 0.34% Traditional ROI: 1.33%
43979 DRUM CLIFF Road Hollywood, MD Discover the charm and tranquility of country living with this beautiful waterfront proper...	3 beds \| 2 baths \| 3,140 sq.ft.	$599,900	Airbnb cash on cash: 0.53% Traditional cash on cash: 3.11% Airbnb Rental Income: $1999 Traditional Rental Income: $2927 Airbnb ROI: 0.53% Traditional ROI: 3.11%
24530 HOLLYWOOD Road Hollywood, MD Tucked away on three acres, this beautifully maintained three-bedroom, two-bath home offer...	3 beds \| 2 baths \| 1,572 sq.ft.	$440,000	Airbnb cash on cash: 1.59% Traditional cash on cash: 3.35% Airbnb Rental Income: $1999 Traditional Rental Income: $2202 Airbnb ROI: 1.59% Traditional ROI: 3.35%
43248 WAVERLY Court Hollywood, MD Welcome to this large colonial set on a private 2.3-acre lot in the desirable Forest Farms...	4 beds \| 4 baths \| 4,495 sq.ft.	$659,900	Airbnb cash on cash: 0.53% Traditional cash on cash: 3.91% Airbnb Rental Income: $2032 Traditional Rental Income: $3581 Airbnb ROI: 0.53% Traditional ROI: 3.91%
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%

Real Estate investment in Hollywood, MD

There are 13 properties for sale in the city of Hollywood . The median list price in Hollywood is $474,900 and the average price per square foot is $181. In December 2025, the average monthly cash on cash return in Hollywood is 3.00%. The average monthly rental income in Hollywood is $2,343.

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

There are 13 investment properties available for sale in Hollywood.

In 2025, 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 $2,343.

Your search for investment property begins and ends here

Investment Property for Sale in Hollywood, MD

26369 JONES WHARF Road

Hollywood, MD

3 beds | 1 baths | 960 sq.ft.

$339,000

Airbnb cash on cash: 2.73%

Traditional cash on cash: 3.77%

Airbnb Rental Income: $1999

Traditional Rental Income: $1808

Airbnb ROI: 2.73%

Traditional ROI: 3.77%

24568 BATEMAN Court

Hollywood, MD

5 beds | 4 baths | 3,488 sq.ft.

$619,500

Airbnb cash on cash: 0.83%

Traditional cash on cash: 4.68%

Airbnb Rental Income: $2172

Traditional Rental Income: $3851

Airbnb ROI: 0.83%

Traditional ROI: 4.68%

25228 SOTTERLEY Road

Hollywood, MD

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

$449,000

Airbnb cash on cash: 1.73%

Traditional cash on cash: 3.57%

Airbnb Rental Income: $1999

Traditional Rental Income: $2250

Airbnb ROI: 1.73%

Traditional ROI: 3.57%

41886 STEPHEN YOUNG Court

Hollywood, MD

3 beds | 1 baths | 1,008 sq.ft.

$315,000

Airbnb cash on cash: 3.01%

Traditional cash on cash: 4.03%

Airbnb Rental Income: $1999

Traditional Rental Income: $1780

Airbnb ROI: 3.01%

Traditional ROI: 4.03%

24313 MERVELL DEAN Road

Hollywood, MD

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

$369,900

Airbnb cash on cash: 2.37%

Traditional cash on cash: 4.87%

Airbnb Rental Income: $1999

Traditional Rental Income: $2343

Airbnb ROI: 2.37%

Traditional ROI: 4.87%

24754 HALF PONE POINT Road

Hollywood, MD

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

$1,650,000

Airbnb cash on cash: -0.59%

Traditional cash on cash: 1.97%

Airbnb Rental Income: $2172

Traditional Rental Income: $5532

Airbnb ROI: -0.59%

Traditional ROI: 1.97%

25005 SECRETARIATE Drive

Hollywood, MD

3 beds | 3 baths | 1,764 sq.ft.

$474,900

Airbnb cash on cash: 1.38%

Traditional cash on cash: 3.47%

Airbnb Rental Income: $1999

Traditional Rental Income: $2406

Airbnb ROI: 1.38%

Traditional ROI: 3.47%

24691 OLD THREE NOTCH Road

Hollywood, MD

3 beds | 1 baths | 3,234 sq.ft.

$335,000

Airbnb cash on cash: 2.15%

Traditional cash on cash: 2.77%

Airbnb Rental Income: $1999

Traditional Rental Income: $1672

Airbnb ROI: 2.15%