Real Estate Investment Properties for Sale in Highland, MD

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

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
13739 BRIARIDGE Court HIGHLAND, MD This well updated home delivers a sharp layout with quality finishes throughout. The main ...	3 beds \| 2 baths \| 1,643 sq.ft.	$625,000	Airbnb cash on cash: 0.1% Traditional cash on cash: 2.15% Airbnb Rental Income: $1972 Traditional Rental Income: $2649 Airbnb ROI: 0.1% Traditional ROI: 2.15%
6625 ISLE OF SKYE Drive HIGHLAND, MD Welcome home to this stunning fully renovated contemporary residence, spanning over 7,000 ...	4 beds \| 5 baths \| 7,073 sq.ft.	$1,595,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.9% Airbnb Rental Income: $null Traditional Rental Income: $5260 Airbnb ROI: N/A Traditional ROI: 1.9%
13790 CLARKSVILLE PIKE HIGHLAND, MD This remarkably renovated home is tucked away on a sprawling 3.05 acres, offering privacy ...	4 beds \| 4 baths \| N/A	$1,200,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.92% Airbnb Rental Income: $null Traditional Rental Income: $3171 Airbnb ROI: N/A Traditional ROI: 0.92%
13032 HIGHLAND RD HIGHLAND, MD Hickory Ridge - one of the region's premier historic estates, offering classic period deta...	5 beds \| 5 baths \| N/A	$3,250,000	Airbnb cash on cash: N/A Traditional cash on cash: -0.14% Airbnb Rental Income: $null Traditional Rental Income: $4835 Airbnb ROI: N/A Traditional ROI: -0.14%

Real Estate investment in Highland, MD

There are 5 properties for sale in the city of Highland . The median list price in Highland is $1,200,000 and the average price per square foot is $329. In December 2025, the average monthly cash on cash return in Highland is 2.00%. The average monthly rental income in Highland is $3,171.

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

There are 5 investment properties available for sale in Highland.

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

The ROI for Short-Term is higher than the Long-Term in Highland with average rental income of $1,972.

Your search for investment property begins and ends here

Investment Property for Sale in Highland, MD

13739 BRIARIDGE Court

HIGHLAND, MD

3 beds | 2 baths | 1,643 sq.ft.

$625,000

Airbnb cash on cash: 0.1%

Traditional cash on cash: 2.15%

Airbnb Rental Income: $1972

Traditional Rental Income: $2649

Airbnb ROI: 0.1%

Traditional ROI: 2.15%

6625 ISLE OF SKYE Drive

HIGHLAND, MD

4 beds | 5 baths | 7,073 sq.ft.

$1,595,000

Airbnb cash on cash: N/A

Traditional cash on cash: 1.9%

Airbnb Rental Income: $null

Traditional Rental Income: $5260

Airbnb ROI: N/A

Traditional ROI: 1.9%

13790 CLARKSVILLE PIKE

HIGHLAND, MD

4 beds | 4 baths | N/A

$1,200,000

Airbnb cash on cash: N/A

Traditional cash on cash: 0.92%

Airbnb Rental Income: $null

Traditional Rental Income: $3171

Airbnb ROI: N/A

Traditional ROI: 0.92%

13032 HIGHLAND RD

HIGHLAND, MD

5 beds | 5 baths | N/A

$3,250,000

Airbnb cash on cash: N/A

Traditional cash on cash: -0.14%

Airbnb Rental Income: $null

Traditional Rental Income: $4835

Airbnb ROI: N/A

Traditional ROI: -0.14%

Real Estate investment in Highland, MD

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

How many investment properties are available for sale in Highland?

Which neighborhoods in Highland to invest in 2025?

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

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