Real Estate Investment Properties for Sale in Leonardtown, MD

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

Explore a variety of short-term homes & houses in Leonardtown, MD. Invest wisely with VRBO & Leonardtown, MD Airbnb properties available for purchase. Find your ideal investment property among our curated listings for a rewarding real estate venture.

Single Family Homes for Sale in Leonardtown, MD

Search for Single Family Residential for Sale in Leonardtown, Maryland. Browse all of Mashvisor’s Single Family Residential listings and other investment property types including Single Family Homes, Multi Family Homes, Condos, Townhouses and Other Homes.

Showing 2 Single Family Residential listings of over 500,000 total investment properties for sale. Visit Mashvisor.com to all investment properties.

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
21955 BUDDS CREEK RD Leonardtown, MD Invest with success and buy through Auction.com. This bank-owned investment property is a ...	3 beds \| 2 baths \| 1,930 sq.ft.	$384,000	Airbnb cash on cash: 0.69% Traditional cash on cash: 4.72% Airbnb Rental Income: $1330 Traditional Rental Income: $2371 Airbnb ROI: 0.69% Traditional ROI: 4.72%
20240 BIG OAK LN Leonardtown, MD Invest with success and buy through Auction.com. This bank-owned investment property is a ...	3 beds \| 2 baths \| 1,935 sq.ft.	$505,000	Airbnb cash on cash: 0.36% Traditional cash on cash: 3.38% Airbnb Rental Income: $1330 Traditional Rental Income: $2345 Airbnb ROI: 0.36% Traditional ROI: 3.38%
Other Investment Properties for Sale in Leonardtown
20798 WATERSIDE Drive Leonardtown , MD Investor Alert! Stunning Waterfront Opportunity on the Potomac River. Discover the perfect...	2 beds \| 1 baths \| 1,018 sq.ft.	$450,000	Airbnb cash on cash: 2.14% Traditional cash on cash: 2.17% Airbnb Rental Income: $2283 Traditional Rental Income: $1726 Airbnb ROI: 2.14% Traditional ROI: 2.17%
41535 SINGLETREE Drive Leonardtown , MD Welcome home to 41535 Singletree Dr. This beautiful colonial offers 4 bedrooms and 2.5 bat...	4 beds \| 3 baths \| 2,262 sq.ft.	$530,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.98% Airbnb Rental Income: $null Traditional Rental Income: $2986 Airbnb ROI: N/A Traditional ROI: 3.98%
23261 JENIFER Court Leonardtown , MD This Colonial in the sought-after Estates at Singletree offers 5 bedrooms, 3.5 baths, and ...	5 beds \| 4 baths \| 3,575 sq.ft.	$590,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.76% Airbnb Rental Income: $null Traditional Rental Income: $3728 Airbnb ROI: N/A Traditional ROI: 4.76%
21920 NEWTOWNE NECK Road Leonardtown , MD Welcome to 21920 Newtowne Neck Road! Step inside this inviting Colonial home offering 2,29...	4 beds \| 3 baths \| 2,291 sq.ft.	$530,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.18% Airbnb Rental Income: $null Traditional Rental Income: $2987 Airbnb ROI: N/A Traditional ROI: 4.18%
44504 WATSON Lane Leonardtown , MD This 3 bed, 2 bath Cape Cod in the Leonardtown district offers a comfortable secluded sett...	3 beds \| 2 baths \| 2,304 sq.ft.	$465,000	Airbnb cash on cash: 0.01% Traditional cash on cash: 3.67% Airbnb Rental Income: $1330 Traditional Rental Income: $2514 Airbnb ROI: 0.01% Traditional ROI: 3.67%
42520 RIVERWINDS Drive Leonardtown , MD Seller is entertaining offers now. Looking for elbow room? Look no further-this property o...	4 beds \| 2 baths \| 2,744 sq.ft.	$1,999,999	Airbnb cash on cash: N/A Traditional cash on cash: 0.27% Airbnb Rental Income: $null Traditional Rental Income: $2964 Airbnb ROI: N/A Traditional ROI: 0.27%
40533 BRETON KNOLLS CT Leonardtown , MD TO BE BUILT - Introducing the "Patriot," a magnificent 4-bedroom, 2.5-bathroom abode spann...	4 beds \| 3 baths \| N/A	$859,900	Airbnb cash on cash: N/A Traditional cash on cash: 2.57% Airbnb Rental Income: $null Traditional Rental Income: $3042 Airbnb ROI: N/A Traditional ROI: 2.57%
18937 HODGES Lane Leonardtown , MD Are you dreaming of living on the water? This is your perfect opportunity! Well maintained...	3 beds \| 2 baths \| 1,834 sq.ft.	$659,000	Airbnb cash on cash: -0.36% Traditional cash on cash: 2.51% Airbnb Rental Income: $1330 Traditional Rental Income: $2686 Airbnb ROI: -0.36% Traditional ROI: 2.51%
41810 CHELSEY FAYE Lane Leonardtown , MD Introducing a stunning 4-bedroom, 2.5-bathroom detached home to be built with exceptional ...	4 beds \| 4 baths \| 2,650 sq.ft.	$720,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.37% Airbnb Rental Income: $null Traditional Rental Income: $3064 Airbnb ROI: N/A Traditional ROI: 3.37%
25365 POINT LOOKOUT Road Leonardtown , MD Unique property : Residential AND Commercial !!! The two story home has 3 bedrooms, one ba...	3 beds \| 3 baths \| 2,952 sq.ft.	$497,500	Airbnb cash on cash: 0.06% Traditional cash on cash: 4.58% Airbnb Rental Income: $1330 Traditional Rental Income: $3021 Airbnb ROI: 0.06% Traditional ROI: 4.58%
20959 REDGATE Lane Leonardtown , MD A True Hidden Gem just a few miles South of Downtown Leonardtown. Leonardtown, Maryland of...	3 beds \| 1 baths \| 1,026 sq.ft.	$229,000	Airbnb cash on cash: 2.01% Traditional cash on cash: 5.82% Airbnb Rental Income: $1330 Traditional Rental Income: $1744 Airbnb ROI: 2.01% Traditional ROI: 5.82%
41430 CHALLEDON Way Leonardtown , MD Welcome to this spacious 5-bedroom, 3.5-bath home nestled on a beautiful corner lot in sou...	5 beds \| 4 baths \| 4,500 sq.ft.	$650,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.06% Airbnb Rental Income: $null Traditional Rental Income: $3818 Airbnb ROI: N/A Traditional ROI: 4.06%
40461 OLD BRETON BEACH Road Leonardtown , MD Discover waterfront living at its finest with this charming 2-bedroom, 2.5-bath home with ...	2 beds \| 3 baths \| 2,040 sq.ft.	$689,900	Airbnb cash on cash: 0.76% Traditional cash on cash: 2.67% Airbnb Rental Income: $2283 Traditional Rental Income: $2941 Airbnb ROI: 0.76% Traditional ROI: 2.67%

Your search for investment property begins and ends here

Single Family Homes for Sale in Leonardtown, MD

21955 BUDDS CREEK RD

Leonardtown, MD

3 beds | 2 baths | 1,930 sq.ft.

$384,000

Airbnb cash on cash: 0.69%

Traditional cash on cash: 4.72%

Airbnb Rental Income: $1330

Traditional Rental Income: $2371

Airbnb ROI: 0.69%

Traditional ROI: 4.72%

20240 BIG OAK LN

Leonardtown, MD

3 beds | 2 baths | 1,935 sq.ft.

$505,000

Airbnb cash on cash: 0.36%

Traditional cash on cash: 3.38%

Airbnb Rental Income: $1330

Traditional Rental Income: $2345

Airbnb ROI: 0.36%

Traditional ROI: 3.38%

Other Investment Properties for Sale in Leonardtown

Leonardtown , MD

2 beds | 1 baths | 1,018 sq.ft.

$450,000

Airbnb cash on cash: 2.14%

Traditional cash on cash: 2.17%

Airbnb Rental Income: $2283

Traditional Rental Income: $1726

Airbnb ROI: 2.14%

Traditional ROI: 2.17%

Leonardtown , MD

4 beds | 3 baths | 2,262 sq.ft.

$530,000

Airbnb cash on cash: N/A

Traditional cash on cash: 3.98%

Airbnb Rental Income: $null

Traditional Rental Income: $2986

Airbnb ROI: N/A

Traditional ROI: 3.98%

Leonardtown , MD

5 beds | 4 baths | 3,575 sq.ft.

$590,000

Airbnb cash on cash: N/A

Traditional cash on cash: 4.76%

Airbnb Rental Income: $null

Traditional Rental Income: $3728

Airbnb ROI: N/A

Traditional ROI: 4.76%

Leonardtown , MD

4 beds | 3 baths | 2,291 sq.ft.

$530,000

Airbnb cash on cash: N/A

Traditional cash on cash: 4.18%

Airbnb Rental Income: $null

Traditional Rental Income: $2987

Airbnb ROI: N/A

Traditional ROI: 4.18%

Leonardtown , MD

3 beds | 2 baths | 2,304 sq.ft.

$465,000

Airbnb cash on cash: 0.01%

Traditional cash on cash: 3.67%

Airbnb Rental Income: $1330

Traditional Rental Income: $2514

Airbnb ROI: 0.01%

Traditional ROI: 3.67%

Leonardtown , MD

4 beds | 2 baths | 2,744 sq.ft.

$1,999,999

Airbnb cash on cash: N/A

Traditional cash on cash: 0.27%

Airbnb Rental Income: $null

Traditional Rental Income: $2964

Airbnb ROI: N/A

Traditional ROI: 0.27%

Leonardtown , MD

4 beds | 3 baths | N/A

$859,900

Airbnb cash on cash: N/A