Real Estate Investment Properties for Sale in Freeland, MD

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

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
1507 Freeland Rd FREELAND, MD Charming 1876 Farmhouse on 7.25 Acres - Fixer-Upper with Endless Potential! Nestled in a s...	3 beds \| 2 baths \| 1,526 sq.ft.	$499,900	Airbnb cash on cash: 2.57% Traditional cash on cash: 2.88% Airbnb Rental Income: $2663 Traditional Rental Income: $2177 Airbnb ROI: 2.57% Traditional ROI: 2.88%
1715 WALKER Road FREELAND, MD This picturesque 1.09 -acre lot has just been REDUCED. Welcome to this spacious single-fam...	4 beds \| 3 baths \| 1,782 sq.ft.	$450,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.25% Airbnb Rental Income: $null Traditional Rental Income: $3118 Airbnb ROI: N/A Traditional ROI: 5.25%
1605 OAKLAND RD FREELAND, MD READY FOR QUICK MOVE-IN ! A stunning new construction craftsman style Roosevelt 3 Model w...	4 beds \| 5 baths \| N/A	$1,349,900	Airbnb cash on cash: N/A Traditional cash on cash: 1.03% Airbnb Rental Income: $null Traditional Rental Income: $2795 Airbnb ROI: N/A Traditional ROI: 1.03%
21521 YORK Road FREELAND, MD Fully Tenant-Occupied Triplex on York Road! This income-producing property offers three se...	5 beds \| 4 baths \| 2,192 sq.ft.	$350,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.41% Airbnb Rental Income: $null Traditional Rental Income: $1780 Airbnb ROI: N/A Traditional ROI: 3.41%
21525 YORK Road FREELAND, MD Income-Producing Triplex with Bonus Land & Business Potential! This fully occupied triplex...	N/A beds \| N/A baths \| 2,475 sq.ft.	$425,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.69% Airbnb Rental Income: $null Traditional Rental Income: $1878 Airbnb ROI: N/A Traditional ROI: 2.69%
21618 YORK Road FREELAND, MD This beautiful all brick home is ready for its new owner. This old school charm has been r...	3 beds \| 2 baths \| 1,400 sq.ft.	$379,900	Airbnb cash on cash: 3.83% Traditional cash on cash: 4.74% Airbnb Rental Income: $2663 Traditional Rental Income: $2355 Airbnb ROI: 3.83% Traditional ROI: 4.74%
1917 Freeland Rd FREELAND, MD Nestled in the charming Freeland, this delightful 2-bedroom farmhouse exudes warmth and ch...	2 beds \| 1 baths \| 936 sq.ft.	$399,000	Airbnb cash on cash: 1.52% Traditional cash on cash: 2.98% Airbnb Rental Income: $1673 Traditional Rental Income: $1753 Airbnb ROI: 1.52% Traditional ROI: 2.98%

Real Estate investment in Freeland, MD

There are 7 properties for sale in the city of Freeland . The median list price in Freeland is $425,000 and the average price per square foot is $247. In February 2026, the average monthly cash on cash return in Freeland is 3.00%. The average monthly rental income in Freeland is $2,177.

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

There are 7 investment properties available for sale in Freeland.

In 2026, the best neighborhood to buy investment property is FREELAND.

The ROI for Short-Term is higher than the Long-Term in Freeland with average rental income of $2,663.

Your search for investment property begins and ends here

Investment Property for Sale in Freeland, MD

1507 Freeland Rd

FREELAND, MD

3 beds | 2 baths | 1,526 sq.ft.

$499,900

Airbnb cash on cash: 2.57%

Traditional cash on cash: 2.88%

Airbnb Rental Income: $2663

Traditional Rental Income: $2177

Airbnb ROI: 2.57%

Traditional ROI: 2.88%

1715 WALKER Road

FREELAND, MD

4 beds | 3 baths | 1,782 sq.ft.

$450,000

Airbnb cash on cash: N/A

Traditional cash on cash: 5.25%

Airbnb Rental Income: $null

Traditional Rental Income: $3118

Airbnb ROI: N/A

Traditional ROI: 5.25%

1605 OAKLAND RD

FREELAND, MD

4 beds | 5 baths | N/A

$1,349,900

Airbnb cash on cash: N/A

Traditional cash on cash: 1.03%

Airbnb Rental Income: $null

Traditional Rental Income: $2795

Airbnb ROI: N/A

Traditional ROI: 1.03%

21521 YORK Road

FREELAND, MD

5 beds | 4 baths | 2,192 sq.ft.

$350,000

Airbnb cash on cash: N/A

Traditional cash on cash: 3.41%

Airbnb Rental Income: $null

Traditional Rental Income: $1780

Airbnb ROI: N/A

Traditional ROI: 3.41%

21525 YORK Road

FREELAND, MD

N/A beds | N/A baths | 2,475 sq.ft.

$425,000

Airbnb cash on cash: N/A

Traditional cash on cash: 2.69%

Airbnb Rental Income: $null

Traditional Rental Income: $1878

Airbnb ROI: N/A

Traditional ROI: 2.69%

21618 YORK Road

FREELAND, MD

3 beds | 2 baths | 1,400 sq.ft.

$379,900

Airbnb cash on cash: 3.83%

Traditional cash on cash: 4.74%

Airbnb Rental Income: $2663

Traditional Rental Income: $2355

Airbnb ROI: 3.83%

Traditional ROI: 4.74%

1917 Freeland Rd

FREELAND, MD

2 beds | 1 baths | 936 sq.ft.

$399,000

Airbnb cash on cash: 1.52%

Traditional cash on cash: 2.98%

Airbnb Rental Income: $1673

Traditional Rental Income: $1753

Airbnb ROI: 1.52%

Traditional ROI: 2.98%

Real Estate investment in Freeland, MD

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

How many investment properties are available for sale in Freeland?

Which neighborhoods in Freeland to invest in 2026?

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

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