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 s...	3 beds \| 2 baths \| 1,526 sq.ft.	$475,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.08% Airbnb Rental Income: $null Traditional Rental Income: $2177 Airbnb ROI: N/A Traditional ROI: 3.08%
20413 GORE MILL Road FREELAND, MD Experience the rare opportunity to own a pristine five-acre private estate located within ...	5 beds \| 3 baths \| 3,200 sq.ft.	$1,098,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.73% Airbnb Rental Income: $null Traditional Rental Income: $3489 Airbnb ROI: N/A Traditional ROI: 1.73%
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.	$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.	$374,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.82% Airbnb Rental Income: $null Traditional Rental Income: $2355 Airbnb ROI: N/A Traditional ROI: 4.82%
1917 FREELAND Road FREELAND, MD Opportunities like this don't come around often. Now offered at a compelling New Price, th...	2 beds \| 1 baths \| 936 sq.ft.	$350,000	Airbnb cash on cash: -1.88% Traditional cash on cash: 3.53% Airbnb Rental Income: $195 Traditional Rental Income: $1753 Airbnb ROI: -1.88% Traditional ROI: 3.53%
21042 MILLERS MILL RD FREELAND, MD Freeland Contemporary Estate 4 BR 3 BA 20 Acres Tucked away in the serene enclave of ...	4 beds \| 3 baths \| N/A	$975,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.27% Airbnb Rental Income: $null Traditional Rental Income: $2970 Airbnb ROI: N/A Traditional ROI: 1.27%
1605A OAKLAND RD FREELAND, MD Welcome to this exceptional new construction Roosevelt III by Greenspring Homes, set on a ...	5 beds \| 5 baths \| N/A	$1,350,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.75% Airbnb Rental Income: $null Traditional Rental Income: $4906 Airbnb ROI: N/A Traditional ROI: 1.75%
1985 FREELAND Road FREELAND, MD Freedom in Freeland ! Wait until you see the gorgeous pastoral view offered from the cover...	3 beds \| 3 baths \| 1,782 sq.ft.	$599,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.24% Airbnb Rental Income: $null Traditional Rental Income: $2902 Airbnb ROI: N/A Traditional ROI: 3.24%

Real Estate investment in Freeland, MD

There are 10 properties for sale in the city of Freeland . The median list price in Freeland is $333,000 and the average price per square foot is $205. In May 2026, the average monthly cash on cash return in Freeland is 3.00%. The average monthly rental income in Freeland is $2,629.

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

There are 10 investment properties available for sale in Freeland.

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

The ROI for Long-Term is higher than the Short-Term in Freeland with average rental income of $2,629.

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.

$475,000

Airbnb cash on cash: N/A

Traditional cash on cash: 3.08%

Airbnb Rental Income: $null

Traditional Rental Income: $2177

Airbnb ROI: N/A

Traditional ROI: 3.08%

20413 GORE MILL Road

FREELAND, MD

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

$1,098,000

Airbnb cash on cash: N/A

Traditional cash on cash: 1.73%

Airbnb Rental Income: $null

Traditional Rental Income: $3489

Airbnb ROI: N/A

Traditional ROI: 1.73%

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.

$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.

$374,900

Airbnb cash on cash: N/A

Traditional cash on cash: 4.82%

Airbnb Rental Income: $null

Traditional Rental Income: $2355

Airbnb ROI: N/A

Traditional ROI: 4.82%

1917 FREELAND Road

FREELAND, MD

2 beds | 1 baths | 936 sq.ft.

$350,000

Airbnb cash on cash: -1.88%

Traditional cash on cash: 3.53%

Airbnb Rental Income: $195

Traditional Rental Income: $1753

Airbnb ROI: -1.88%

Traditional ROI: 3.53%

21042 MILLERS MILL RD

FREELAND, MD

4 beds | 3 baths | N/A

$975,000

Airbnb cash on cash: N/A

Traditional cash on cash: 1.27%

Airbnb Rental Income: $null

Traditional Rental Income: $2970

Airbnb ROI: N/A

Traditional ROI: 1.27%

1605A OAKLAND RD

FREELAND, MD

5 beds | 5 baths | N/A

$1,350,000

Airbnb cash on cash: N/A

Traditional cash on cash: 1.75%

Airbnb Rental Income: $null

Traditional Rental Income: $4906

Airbnb ROI: N/A