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
24730 HALF PONE POINT Road Hollywood, MD A legacy waterfront estate at the tip of coveted Half Pone Point. Commanding one of the mo...	4 beds \| 7 baths \| 13,665 sq.ft.	$4,595,000	Airbnb cash on cash: -1% Traditional cash on cash: 0.04% Airbnb Rental Income: $3404 Traditional Rental Income: $7070 Airbnb ROI: -1% Traditional ROI: 0.04%
24861 THREE NOTCH Road Hollywood, MD Welcome home to 24861 Three Notch Road! This beautifully updated rambler offers seamless o...	3 beds \| 1 baths \| 1,170 sq.ft.	$330,000	Airbnb cash on cash: 0.93% Traditional cash on cash: 4.37% Airbnb Rental Income: $1280 Traditional Rental Income: $1946 Airbnb ROI: 0.93% Traditional ROI: 4.37%
43732 RASPBERRY Lane Hollywood, MD Premier Waterfront Retreat with Unrivaled Patuxent River Views This extraordinary residenc...	2 beds \| 2 baths \| 1,226 sq.ft.	$598,000	Airbnb cash on cash: 0.48% Traditional cash on cash: 1.21% Airbnb Rental Income: $1994 Traditional Rental Income: $1880 Airbnb ROI: 0.48% Traditional ROI: 1.21%
25263 SOTTERLEY Road Hollywood, MD Welcome to this beautifully renovated home in the heart of Hollywood! Completely updated i...	3 beds \| 2 baths \| 1,274 sq.ft.	$334,000	Airbnb cash on cash: 0.87% Traditional cash on cash: 3.89% Airbnb Rental Income: $1280 Traditional Rental Income: $1823 Airbnb ROI: 0.87% Traditional ROI: 3.89%
43816 RASPBERRY Lane Hollywood, MD Experience timeless English Tudor character paired with sweeping, unobstructed views of th...	3 beds \| 4 baths \| 2,551 sq.ft.	$764,987	Airbnb cash on cash: -0.8% Traditional cash on cash: 3.43% Airbnb Rental Income: $1280 Traditional Rental Income: $3887 Airbnb ROI: -0.8% Traditional ROI: 3.43%
24814 HALF PONE POINT Road Hollywood, MD Welcome to this stunning custom waterfront home, situated high on Half Pone Point, offerin...	3 beds \| 4 baths \| 4,537 sq.ft.	$1,599,000	Airbnb cash on cash: -1.08% Traditional cash on cash: 0.88% Airbnb Rental Income: $1280 Traditional Rental Income: $3797 Airbnb ROI: -1.08% Traditional ROI: 0.88%
24301 OLD HOLLYWOOD Road Hollywood, MD Motivated seller! One owner for almost 60 years! Home recently had new roof, new windows, ...	3 beds \| 2 baths \| 2,365 sq.ft.	$475,000	Airbnb cash on cash: -0.14% Traditional cash on cash: 3.36% Airbnb Rental Income: $1280 Traditional Rental Income: $2430 Airbnb ROI: -0.14% Traditional ROI: 3.36%
43410 OLD WHARF Lane Hollywood, MD Nestled on the shores of the Patuxent River is this very private, custom-built, all brick ...	4 beds \| 3 baths \| 2,748 sq.ft.	$1,350,000	Airbnb cash on cash: 0.5% Traditional cash on cash: 1.15% Airbnb Rental Income: $3404 Traditional Rental Income: $3457 Airbnb ROI: 0.5% Traditional ROI: 1.15%
24715 HALF PONE POINT Road Hollywood, MD A rare opportunity to own an extraordinary 11.83-acre wooded property in the prestigious H...	1 beds \| 1 baths \| 1,000 sq.ft.	$1,450,000	Airbnb cash on cash: -0.7% Traditional cash on cash: 0.26% Airbnb Rental Income: $1040 Traditional Rental Income: $1983 Airbnb ROI: -0.7% Traditional ROI: 0.26%
43559 JOHN B THOMPSON Road Hollywood, MD Opportunity awaits! Situated on a 1-acre lot in a convenient location close to everything ...	3 beds \| 2 baths \| 992 sq.ft.	$250,000	Airbnb cash on cash: 1.54% Traditional cash on cash: 6.72% Airbnb Rental Income: $1280 Traditional Rental Income: $2101 Airbnb ROI: 1.54% Traditional ROI: 6.72%
24318 MILEY Drive Hollywood, MD Stunning QBH Preston Model with nearly 4,100 finished square feet! This pristine Colonial ...	4 beds \| 4 baths \| 4,068 sq.ft.	$629,900	Airbnb cash on cash: 2.55% Traditional cash on cash: 4.36% Airbnb Rental Income: $3404 Traditional Rental Income: $3709 Airbnb ROI: 2.55% Traditional ROI: 4.36%
44742 THREE COVES Road Hollywood, MD Some properties are defined by the home, others by the land, and some by the water... 4474...	4 beds \| 6 baths \| 5,029 sq.ft.	$1,100,000	Airbnb cash on cash: 0.71% Traditional cash on cash: 4.85% Airbnb Rental Income: $3404 Traditional Rental Income: $6877 Airbnb ROI: 0.71% Traditional ROI: 4.85%
43618 ALBATROSS Street Hollywood, MD Discover the inviting charm of 43618 Albatross Street, nestled in the sought-after Broad C...	4 beds \| 4 baths \| 3,940 sq.ft.	$599,900	Airbnb cash on cash: 2.85% Traditional cash on cash: 4.61% Airbnb Rental Income: $3404 Traditional Rental Income: $3630 Airbnb ROI: 2.85% Traditional ROI: 4.61%

Real Estate investment in Hollywood, MD

There are 26 properties for sale in the city of Hollywood . The median list price in Hollywood is $565,000 and the average price per square foot is $307. In October 2026, the average monthly cash on cash return in Hollywood is 4.00%. The average monthly rental income in Hollywood is $2,958.

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

There are 26 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 $2,958.

Your search for investment property begins and ends here

Investment Property for Sale in Hollywood, MD

24730 HALF PONE POINT Road

Hollywood, MD

4 beds | 7 baths | 13,665 sq.ft.

$4,595,000

Airbnb cash on cash: -1%

Traditional cash on cash: 0.04%

Airbnb Rental Income: $3404

Traditional Rental Income: $7070

Airbnb ROI: -1%

Traditional ROI: 0.04%

24861 THREE NOTCH Road

Hollywood, MD

3 beds | 1 baths | 1,170 sq.ft.

$330,000

Airbnb cash on cash: 0.93%

Traditional cash on cash: 4.37%

Airbnb Rental Income: $1280

Traditional Rental Income: $1946

Airbnb ROI: 0.93%

Traditional ROI: 4.37%

43732 RASPBERRY Lane

Hollywood, MD

2 beds | 2 baths | 1,226 sq.ft.

$598,000

Airbnb cash on cash: 0.48%

Traditional cash on cash: 1.21%

Airbnb Rental Income: $1994

Traditional Rental Income: $1880

Airbnb ROI: 0.48%

Traditional ROI: 1.21%

25263 SOTTERLEY Road

Hollywood, MD

3 beds | 2 baths | 1,274 sq.ft.

$334,000

Airbnb cash on cash: 0.87%

Traditional cash on cash: 3.89%

Airbnb Rental Income: $1280

Traditional Rental Income: $1823

Airbnb ROI: 0.87%

Traditional ROI: 3.89%

43816 RASPBERRY Lane

Hollywood, MD

3 beds | 4 baths | 2,551 sq.ft.

$764,987

Airbnb cash on cash: -0.8%

Traditional cash on cash: 3.43%

Airbnb Rental Income: $1280

Traditional Rental Income: $3887

Airbnb ROI: -0.8%

Traditional ROI: 3.43%

24814 HALF PONE POINT Road

Hollywood, MD

3 beds | 4 baths | 4,537 sq.ft.

$1,599,000

Airbnb cash on cash: -1.08%

Traditional cash on cash: 0.88%

Airbnb Rental Income: $1280

Traditional Rental Income: $3797

Airbnb ROI: -1.08%

Traditional ROI: 0.88%

24301 OLD HOLLYWOOD Road

Hollywood, MD

3 beds | 2 baths | 2,365 sq.ft.

$475,000

Airbnb cash on cash: -0.14%

Traditional cash on cash: 3.36%

Airbnb Rental Income: $1280

Traditional Rental Income: $2430

Airbnb ROI: -0.14%

Traditional ROI: 3.36%

43410 OLD WHARF Lane

Hollywood, MD

4 beds | 3 baths | 2,748 sq.ft.

$1,350,000

Airbnb cash on cash: 0.5%

Traditional cash on cash: 1.15%

Airbnb Rental Income: $3404

Traditional Rental Income: $3457

Airbnb ROI: 0.5%