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 3 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: 1.51% Traditional cash on cash: 4.72% Airbnb Rental Income: $1683 Traditional Rental Income: $2371 Airbnb ROI: 1.51% 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: 0.98% Traditional cash on cash: 3.38% Airbnb Rental Income: $1683 Traditional Rental Income: $2345 Airbnb ROI: 0.98% Traditional ROI: 3.38%
41600 MISS BESSIE DR Leonardtown, MD Brick-front one-level rambler featuring 3 bedrooms, 2 full bathrooms, and over 1,900 finis...	3 beds \| 2 baths \| N/A	$428,799	Airbnb cash on cash: 0.88% Traditional cash on cash: 3.42% Airbnb Rental Income: $1683 Traditional Rental Income: $2231 Airbnb ROI: 0.88% Traditional ROI: 3.42%
Other Investment Properties for Sale in Leonardtown
20798 WATERSIDE Drive Leonardtown , MD Stunning Waterfront Opportunity on the Potomac River. Discover the perfect cottage waterfr...	2 beds \| 1 baths \| 1,018 sq.ft.	$450,000	Airbnb cash on cash: -0.35% Traditional cash on cash: 2.17% Airbnb Rental Income: $1024 Traditional Rental Income: $1726 Airbnb ROI: -0.35% Traditional ROI: 2.17%
41620 CHURCH Street Leonardtown , MD Fully renovated. Move-in ready. Prime downtown location. Welcome to 41620 Church St - a ra...	3 beds \| 2 baths \| 1,728 sq.ft.	$399,000	Airbnb cash on cash: 1.17% Traditional cash on cash: 3.57% Airbnb Rental Income: $1683 Traditional Rental Income: $2111 Airbnb ROI: 1.17% Traditional ROI: 3.57%
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: -0.84% Traditional cash on cash: 0.27% Airbnb Rental Income: $1317 Traditional Rental Income: $2964 Airbnb ROI: -0.84% Traditional ROI: 0.27%
BAYSIDE Road Leonardtown , MD Welcome to Bayside Road. Residents of Leonardtown believe this is THE place to live. This ...	4 beds \| 2 baths \| 2,130 sq.ft.	$1,750,000	Airbnb cash on cash: -0.87% Traditional cash on cash: 0.29% Airbnb Rental Income: $1317 Traditional Rental Income: $2785 Airbnb ROI: -0.87% Traditional ROI: 0.29%
DRAGONFLY Lane lot: 99 - 23725 Leonardtown , MD ***SPRING SPECIAL $5,000 Builder Credit Plus $12,500 in Closing Help with Builder's prefer...	4 beds \| 4 baths \| N/A	$449,900	Airbnb cash on cash: 0.72% Traditional cash on cash: 4.02% Airbnb Rental Income: $1317 Traditional Rental Income: $2300 Airbnb ROI: 0.72% Traditional ROI: 4.02%
WEEPING WILLOW Way lot: 135 - 23679 Leonardtown , MD *Available Now* Builder Incentive, Receive $12,500 in Builder Closing Help with use of...	4 beds \| 4 baths \| 2,604 sq.ft.	$449,900	Airbnb cash on cash: 0.72% Traditional cash on cash: 6.03% Airbnb Rental Income: $1317 Traditional Rental Income: $3145 Airbnb ROI: 0.72% Traditional ROI: 6.03%
18866 RUSSELL Road Leonardtown , MD *Rare Waterfront Opportunity* Welcome to 18866 Russell Rd, Valley Lee /Leonardtown, MD...	3 beds \| 2 baths \| 1,128 sq.ft.	$450,000	Airbnb cash on cash: 0.77% Traditional cash on cash: 2.4% Airbnb Rental Income: $1683 Traditional Rental Income: $1897 Airbnb ROI: 0.77% Traditional ROI: 2.4%
DRAGONFLY Lane lot: 142 - 23647 Leonardtown , MD *TO BE BUILT* *Estimated Late November Delivery* ***Choose your color scheme from ...	4 beds \| 4 baths \| 3,095 sq.ft.	$489,900	Airbnb cash on cash: 0.58% Traditional cash on cash: 6.27% Airbnb Rental Income: $1317 Traditional Rental Income: $3519 Airbnb ROI: 0.58% Traditional ROI: 6.27%

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: 1.51%

Traditional cash on cash: 4.72%

Airbnb Rental Income: $1683

Traditional Rental Income: $2371

Airbnb ROI: 1.51%

Traditional ROI: 4.72%

20240 BIG OAK LN

Leonardtown, MD

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

$505,000

Airbnb cash on cash: 0.98%

Traditional cash on cash: 3.38%

Airbnb Rental Income: $1683

Traditional Rental Income: $2345

Airbnb ROI: 0.98%

Traditional ROI: 3.38%

41600 MISS BESSIE DR

Leonardtown, MD

3 beds | 2 baths | N/A

$428,799

Airbnb cash on cash: 0.88%

Traditional cash on cash: 3.42%

Airbnb Rental Income: $1683

Traditional Rental Income: $2231

Airbnb ROI: 0.88%

Traditional ROI: 3.42%

Other Investment Properties for Sale in Leonardtown

Leonardtown , MD

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

$450,000

Airbnb cash on cash: -0.35%

Traditional cash on cash: 2.17%

Airbnb Rental Income: $1024

Traditional Rental Income: $1726

Airbnb ROI: -0.35%

Traditional ROI: 2.17%

Leonardtown , MD

3 beds | 2 baths | 1,728 sq.ft.

$399,000

Airbnb cash on cash: 1.17%

Traditional cash on cash: 3.57%

Airbnb Rental Income: $1683

Traditional Rental Income: $2111

Airbnb ROI: 1.17%

Traditional ROI: 3.57%

Leonardtown , MD

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

$1,999,999

Airbnb cash on cash: -0.84%

Traditional cash on cash: 0.27%

Airbnb Rental Income: $1317

Traditional Rental Income: $2964

Airbnb ROI: -0.84%

Traditional ROI: 0.27%

Leonardtown , MD

4 beds | 2 baths | 2,130 sq.ft.

$1,750,000

Airbnb cash on cash: -0.87%

Traditional cash on cash: 0.29%

Airbnb Rental Income: $1317

Traditional Rental Income: $2785

Airbnb ROI: -0.87%

Traditional ROI: 0.29%

Leonardtown , MD

4 beds | 4 baths | N/A

$449,900

Airbnb cash on cash: 0.72%

Traditional cash on cash: 4.02%

Airbnb Rental Income: $1317

Traditional Rental Income: $2300

Airbnb ROI: 0.72%

Traditional ROI: 4.02%

Leonardtown , MD

4 beds | 4 baths | 2,604 sq.ft.

$449,900