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 ROAD FREELAND, MD Charming 1876 Farmhouse on 7.25 Acres Fixer-Upper with Endless Potential! Nestled in a se...	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 Welcome to this spacious single-family home located in the desirable legal subdivision of ...	4 beds \| 3 baths \| 1,782 sq.ft.	$530,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.31% Airbnb Rental Income: $null Traditional Rental Income: $3118 Airbnb ROI: N/A Traditional ROI: 4.31%
1605 OAKLAND RD FREELAND, MD A stunning new construction craftsman style Roosevelt 3 Model w/ In-Law Suite Just finish...	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%
4 Kirsim Ct FREELAND, MD Unlock the door to your future with an exclusive offer: Qualify for exceptional 5.45% fina...	2 beds \| 3 baths \| 1,288 sq.ft.	$389,900	Airbnb cash on cash: 0.96% Traditional cash on cash: 3.98% Airbnb Rental Income: $1673 Traditional Rental Income: $2309 Airbnb ROI: 0.96% Traditional ROI: 3.98%
20413 GORE MILL ROAD FREELAND, MD Have you ever dreamed of owning a pristine 5 private acre property in the highly sought-af...	5 beds \| 3 baths \| 3,200 sq.ft.	$1,177,771	Airbnb cash on cash: N/A Traditional cash on cash: 1.56% Airbnb Rental Income: $null Traditional Rental Income: $3489 Airbnb ROI: N/A Traditional ROI: 1.56%
21519 YORK FREELAND, MD A Farmhouse full of character and possibility, just waiting for a savvy buyer to bring it ...	3 beds \| 1 baths \| 1,424 sq.ft.	$225,000	Airbnb cash on cash: 7.18% Traditional cash on cash: 6.54% Airbnb Rental Income: $2663 Traditional Rental Income: $1895 Airbnb ROI: 7.18% Traditional ROI: 6.54%
21521 YORK ROAD FREELAND, MD Fully Tenant-Occupied Triplex on York Road! This income-producing property offers three se...	N/A beds \| N/A 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.	$450,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.49% Airbnb Rental Income: $null Traditional Rental Income: $1878 Airbnb ROI: N/A Traditional ROI: 2.49%

Real Estate investment in Freeland, MD

There are 8 properties for sale in the city of Freeland . The median list price in Freeland is $474,950 and the average price per square foot is $239. In September 2025, the average monthly cash on cash return in Freeland is 3.00%. The average monthly rental income in Freeland is $2,243.

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

There are 8 investment properties available for sale in Freeland.

In 2025, 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 ROAD

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.

$530,000

Airbnb cash on cash: N/A

Traditional cash on cash: 4.31%

Airbnb Rental Income: $null

Traditional Rental Income: $3118

Airbnb ROI: N/A

Traditional ROI: 4.31%

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%

4 Kirsim Ct

FREELAND, MD

2 beds | 3 baths | 1,288 sq.ft.

$389,900

Airbnb cash on cash: 0.96%

Traditional cash on cash: 3.98%

Airbnb Rental Income: $1673

Traditional Rental Income: $2309

Airbnb ROI: 0.96%

Traditional ROI: 3.98%

20413 GORE MILL ROAD

FREELAND, MD

5 beds | 3 baths | 3,200 sq.ft.

$1,177,771

Airbnb cash on cash: N/A

Traditional cash on cash: 1.56%

Airbnb Rental Income: $null

Traditional Rental Income: $3489

Airbnb ROI: N/A

Traditional ROI: 1.56%

21519 YORK

FREELAND, MD

3 beds | 1 baths | 1,424 sq.ft.

$225,000

Airbnb cash on cash: 7.18%

Traditional cash on cash: 6.54%

Airbnb Rental Income: $2663

Traditional Rental Income: $1895

Airbnb ROI: 7.18%

Traditional ROI: 6.54%

21521 YORK ROAD

FREELAND, MD

N/A beds | N/A 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.

$450,000

Airbnb cash on cash: N/A

Traditional cash on cash: 2.49%

Airbnb Rental Income: $null

Traditional Rental Income: $1878

Airbnb ROI: N/A