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
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.	$313,000	Airbnb cash on cash: 3.04% Traditional cash on cash: 4.07% Airbnb Rental Income: $1999 Traditional Rental Income: $1780 Airbnb ROI: 3.04% Traditional ROI: 4.07%
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%
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.	$740,000	Airbnb cash on cash: 0.42% Traditional cash on cash: 1.47% Airbnb Rental Income: $1999 Traditional Rental Income: $2198 Airbnb ROI: 0.42% Traditional ROI: 1.47%
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%
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.	$625,000	Airbnb cash on cash: 0.62% Traditional cash on cash: 4.18% Airbnb Rental Income: $2032 Traditional Rental Income: $3581 Airbnb ROI: 0.62% Traditional ROI: 4.18%
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%
25294 VISTA Road Hollywood, MD Completely renovated. Better than new. New custom ceramic tile work in bathrooms by Santos...	4 beds \| 4 baths \| 2,450 sq.ft.	$450,000	Airbnb cash on cash: 1.87% Traditional cash on cash: 7.26% Airbnb Rental Income: $2032 Traditional Rental Income: $3776 Airbnb ROI: 1.87% Traditional ROI: 7.26%

Real Estate investment in Hollywood, MD

There are 8 properties for sale in the city of Hollywood . The median list price in Hollywood is $612,450 and the average price per square foot is $192. In December 2025, the average monthly cash on cash return in Hollywood is 3.00%. The average monthly rental income in Hollywood is $3,139.

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

There are 8 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 $3,139.

Your search for investment property begins and ends here

Investment Property for Sale in Hollywood, MD

41886 STEPHEN YOUNG Court

Hollywood, MD

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

$313,000

Airbnb cash on cash: 3.04%

Traditional cash on cash: 4.07%

Airbnb Rental Income: $1999

Traditional Rental Income: $1780

Airbnb ROI: 3.04%

Traditional ROI: 4.07%

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%

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%

Traditional ROI: 2.77%

43447 DRUM CLIFF Road

Hollywood, MD

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

$740,000

Airbnb cash on cash: 0.42%

Traditional cash on cash: 1.47%

Airbnb Rental Income: $1999

Traditional Rental Income: $2198

Airbnb ROI: 0.42%

Traditional ROI: 1.47%

43979 DRUM CLIFF Road

Hollywood, MD

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%

43248 WAVERLY Court

Hollywood, MD

4 beds | 4 baths | 4,495 sq.ft.

$625,000

Airbnb cash on cash: 0.62%

Traditional cash on cash: 4.18%

Airbnb Rental Income: $2032

Traditional Rental Income: $3581

Airbnb ROI: 0.62%

Traditional ROI: 4.18%

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%

25294 VISTA Road

Hollywood, MD

4 beds | 4 baths | 2,450 sq.ft.

$450,000

Airbnb cash on cash: 1.87%

Traditional cash on cash: 7.26%

Airbnb Rental Income: $2032

Traditional Rental Income: $3776

Airbnb ROI: 1.87%