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.

W Wheatfield Twp Investment Property for Sale in Leonardtown, MD

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

Showing 24 W Wheatfield Twp Investment Property 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: 1.02% Traditional cash on cash: 4.72% Airbnb Rental Income: $1473 Traditional Rental Income: $2371 Airbnb ROI: 1.02% Traditional ROI: 4.72%
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%
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: 0.61% Traditional cash on cash: 3.38% Airbnb Rental Income: $1473 Traditional Rental Income: $2345 Airbnb ROI: 0.61% Traditional ROI: 3.38%
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: -0.17% Traditional cash on cash: 2.51% Airbnb Rental Income: $1473 Traditional Rental Income: $2686 Airbnb ROI: -0.17% 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: 0.32% Traditional cash on cash: 4.58% Airbnb Rental Income: $1473 Traditional Rental Income: $3021 Airbnb ROI: 0.32% 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.	$219,000	Airbnb cash on cash: 2.72% Traditional cash on cash: 6.12% Airbnb Rental Income: $1473 Traditional Rental Income: $1744 Airbnb ROI: 2.72% Traditional ROI: 6.12%
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: N/A Traditional cash on cash: 2.67% Airbnb Rental Income: $null Traditional Rental Income: $2941 Airbnb ROI: N/A Traditional ROI: 2.67%
42043 STARLIGHT Drive Leonardtown, MD Great opportunity to live in the coveted Kingston Subdivision! This classic Colonial has a...	4 beds \| 4 baths \| 2,472 sq.ft.	$539,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.3% Airbnb Rental Income: $null Traditional Rental Income: $3165 Airbnb ROI: N/A Traditional ROI: 4.3%
DRAGONFLY Lane lot: 95 - 23718 Leonardtown, MD *Immediate Delivery*Builder Incentive, Settle in 2025, Receive $10,000 in Builder Cred...	4 beds \| 4 baths \| N/A	$449,900	Airbnb cash on cash: N/A Traditional cash on cash: 7.01% Airbnb Rental Income: $null Traditional Rental Income: $3561 Airbnb ROI: N/A Traditional ROI: 7.01%
40171 LITTLE WOODS Lane Leonardtown, MD Waterfront Retreat with Spectacular Sunsets Waterfront Retreat with Spectacular Sunsets. W...	4 beds \| 2 baths \| 2,586 sq.ft.	$859,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.04% Airbnb Rental Income: $null Traditional Rental Income: $2988 Airbnb ROI: N/A Traditional ROI: 2.04%
21117 CATNIP Court Leonardtown, MD Seller is offering a $4,000 concession with an accepted full-price offer! Use it for an in...	5 beds \| 4 baths \| 3,526 sq.ft.	$610,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.85% Airbnb Rental Income: $null Traditional Rental Income: $3778 Airbnb ROI: N/A Traditional ROI: 4.85%
21925 BUDDS CREEK Road Leonardtown, MD This is a large 3 bedrooms, 2 bath, and large sunroom on 2nd level home with large family ...	3 beds \| 2 baths \| 2,527 sq.ft.	$465,000	Airbnb cash on cash: 0.53% Traditional cash on cash: 3.92% Airbnb Rental Income: $1473 Traditional Rental Income: $2511 Airbnb ROI: 0.53% Traditional ROI: 3.92%
41832 FOXWELL POINT Lane Leonardtown, MD Discover this stunning cedar siding contemporary waterfront home offering a perfect blend ...	3 beds \| 4 baths \| 3,683 sq.ft.	$800,000	Airbnb cash on cash: -0.53% Traditional cash on cash: 3.4% Airbnb Rental Income: $1473 Traditional Rental Income: $3967 Airbnb ROI: -0.53% Traditional ROI: 3.4%
43018 BLUEJAY Lane Leonardtown, MD Price Reduced on this beautiful colonial home in the Meadows of Town Run neighborhood in L...	4 beds \| 3 baths \| 2,888 sq.ft.	$645,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.5% Airbnb Rental Income: $null Traditional Rental Income: $3256 Airbnb ROI: N/A Traditional ROI: 3.5%
DRAGONFLY Lane lot: 104 - 23695 Leonardtown, MD *Immediate Delivery*Builder Incentive, SETTLE in 2025, Receive $10,000 in Builder Cred...	4 beds \| 4 baths \| N/A	$449,900	Airbnb cash on cash: N/A Traditional cash on cash: 5.15% Airbnb Rental Income: $null Traditional Rental Income: $2699 Airbnb ROI: N/A Traditional ROI: 5.15%
DRAGONFLY Lane lot: 106 - 23683 Leonardtown, MD *Immediate Delivery*Builder Incentive, Settle in 2025, Receive $10,000 in Builder Cred...	4 beds \| 4 baths \| N/A	$449,900	Airbnb cash on cash: N/A Traditional cash on cash: 7.25% Airbnb Rental Income: $null Traditional Rental Income: $3582 Airbnb ROI: N/A Traditional ROI: 7.25%
DRAGONFLY Lane lot: 105 - 23689 Leonardtown, MD *Immediate Delivery*Builder Incentive, Settle in 2025, Receive $10,000 in Builder Cred...	4 beds \| 4 baths \| N/A	$449,900	Airbnb cash on cash: N/A Traditional cash on cash: 5.15% Airbnb Rental Income: $null Traditional Rental Income: $2699 Airbnb ROI: N/A Traditional ROI: 5.15%
20753 CHESTNUT RIDGE Drive Leonardtown, MD Nestled within one of the most desirable subdivisions, this classic two-story Colonial wel...	4 beds \| 3 baths \| 2,594 sq.ft.	$574,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.82% Airbnb Rental Income: $null Traditional Rental Income: $3094 Airbnb ROI: N/A Traditional ROI: 3.82%
23581 GALLENT FOX Way Leonardtown, MD Welcome to 23581 Gallent Fox Way, a beautifully maintained and thoughtfully upgraded home ...	4 beds \| 4 baths \| 3,736 sq.ft.	$645,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.04% Airbnb Rental Income: $null Traditional Rental Income: $3638 Airbnb ROI: N/A Traditional ROI: 4.04%
20260 HAWKS Way Leonardtown, MD IMMEDIATE DELIVERY! Welcome to 20260 Hawks Way, a stunning immediate delivery brand new co...	4 beds \| 3 baths \| 2,500 sq.ft.	$599,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.18% Airbnb Rental Income: $null Traditional Rental Income: $3070 Airbnb ROI: N/A Traditional ROI: 4.18%
43543 BAYBERRY Court Leonardtown, MD Welcome to this charming single-family rambler nestled in the peaceful Chestnut Ridge subd...	3 beds \| 2 baths \| 1,732 sq.ft.	$440,000	Airbnb cash on cash: 0.45% Traditional cash on cash: 3.56% Airbnb Rental Income: $1473 Traditional Rental Income: $2319 Airbnb ROI: 0.45% Traditional ROI: 3.56%
20250 HAWKS Way Leonardtown, MD IMMEDIATE DELIVERY! Brand-New Leonardtown Rambler on 1.37 Acres Welcome to a beautifully c...	3 beds \| 2 baths \| 1,557 sq.ft.	$519,900	Airbnb cash on cash: 0.78% Traditional cash on cash: 3.41% Airbnb Rental Income: $1473 Traditional Rental Income: $2316 Airbnb ROI: 0.78% Traditional ROI: 3.41%
21060 WOODMERE Drive Leonardtown, MD Nestled on a beautifully maintained 1 acre lot, this 5 bedroom, 3.5 bathroom home is conve...	5 beds \| 4 baths \| 3,075 sq.ft.	$565,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.65% Airbnb Rental Income: $null Traditional Rental Income: $3536 Airbnb ROI: N/A Traditional ROI: 4.65%

Your search for investment property begins and ends here

W Wheatfield Twp Investment Property 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: 1.02%

Traditional cash on cash: 4.72%

Airbnb Rental Income: $1473

Traditional Rental Income: $2371

Airbnb ROI: 1.02%

Traditional ROI: 4.72%

42520 RIVERWINDS Drive

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%

20240 BIG OAK LN

Leonardtown, MD

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

$505,000

Airbnb cash on cash: 0.61%

Traditional cash on cash: 3.38%

Airbnb Rental Income: $1473

Traditional Rental Income: $2345

Airbnb ROI: 0.61%

Traditional ROI: 3.38%

18937 HODGES Lane

Leonardtown, MD

3 beds | 2 baths | 1,834 sq.ft.

$659,000

Airbnb cash on cash: -0.17%

Traditional cash on cash: 2.51%

Airbnb Rental Income: $1473

Traditional Rental Income: $2686

Airbnb ROI: -0.17%

Traditional ROI: 2.51%

41810 CHELSEY FAYE Lane

Leonardtown, MD

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

3 beds | 3 baths | 2,952 sq.ft.

$497,500

Airbnb cash on cash: 0.32%

Traditional cash on cash: 4.58%

Airbnb Rental Income: $1473

Traditional Rental Income: $3021

Airbnb ROI: 0.32%

Traditional ROI: 4.58%

20959 REDGATE Lane

Leonardtown, MD

3 beds | 1 baths | 1,026 sq.ft.

$219,000

Airbnb cash on cash: 2.72%

Traditional cash on cash: 6.12%

Airbnb Rental Income: $1473

Traditional Rental Income: $1744

Airbnb ROI: 2.72%

Traditional ROI: 6.12%

40461 OLD BRETON BEACH Road

Leonardtown, MD

2 beds | 3 baths | 2,040 sq.ft.

$689,900

Airbnb cash on cash: N/A

Traditional cash on cash: 2.67%

Airbnb Rental Income: $null

Traditional Rental Income: $2941

Airbnb ROI: N/A