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 37 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%
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.	$500,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.85% Airbnb Rental Income: $null Traditional Rental Income: $1726 Airbnb ROI: N/A Traditional ROI: 1.85%
40624 BRETON OAKS Lane Leonardtown, MD Welcome to Breton Oaks-one of Leonardtown's most sought-after communities-where this beaut...	4 beds \| 4 baths \| 2,745 sq.ft.	$779,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.01% Airbnb Rental Income: $null Traditional Rental Income: $1641 Airbnb ROI: N/A Traditional ROI: 1.01%
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%
21767 POTOMAC VIEW Drive Leonardtown, MD Beautifully Updated Home in Sought-After Society Hill - Leonardtown Unique, beautifully ma...	4 beds \| 4 baths \| 4,384 sq.ft.	$555,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.95% Airbnb Rental Income: $null Traditional Rental Income: $3036 Airbnb ROI: N/A Traditional ROI: 3.95%
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%
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: N/A Traditional cash on cash: 0.29% Airbnb Rental Income: $null Traditional Rental Income: $2785 Airbnb ROI: N/A Traditional ROI: 0.29%
40461 OLD BRETON BEACH Road Leonardtown, MD MOTIVATED SELLER! COME FALL IN LOVE WITH THE VIEW AND MAKE AN OFFER! Discover waterfront l...	2 beds \| 3 baths \| 2,040 sq.ft.	$679,900	Airbnb cash on cash: N/A Traditional cash on cash: 2.72% Airbnb Rental Income: $null Traditional Rental Income: $2941 Airbnb ROI: N/A Traditional ROI: 2.72%
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.	$579,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.35% Airbnb Rental Income: $null Traditional Rental Income: $3070 Airbnb ROI: N/A Traditional ROI: 4.35%
40736 CENTER 40 Circle Leonardtown, MD BACK ON MARKET. Charming Split Level home on just over 1/2 an acre in Breton Bay. As you e...	3 beds \| 3 baths \| 1,829 sq.ft.	$415,000	Airbnb cash on cash: 0.67% Traditional cash on cash: 4.43% Airbnb Rental Income: $1473 Traditional Rental Income: $2501 Airbnb ROI: 0.67% Traditional ROI: 4.43%
DRAGONFLY Lane lot: 99 - 23725 Leonardtown, MD Homesite #99 Madison D3: **ALMOST READY FOR SPRING DELIVERY*Welcome to Meadows at Town...	4 beds \| 4 baths \| N/A	$449,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.02% Airbnb Rental Income: $null Traditional Rental Income: $2300 Airbnb ROI: N/A Traditional ROI: 4.02%
DRAGONFLY Lane lot: 101 - 23713 Leonardtown, MD Homesite #101 Madison D3: *ALMOST READY FOR MARCH DELIVERY*Welcome to Meadows at Town ...	4 beds \| 4 baths \| N/A	$449,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.02% Airbnb Rental Income: $null Traditional Rental Income: $2300 Airbnb ROI: N/A Traditional ROI: 4.02%
22343 NEWTOWNE NECK Road Leonardtown, MD MOVE-IN READY!! Welcome to this beautifully maintained 4-bedroom, 2-bath rambler situated ...	4 beds \| 2 baths \| 2,114 sq.ft.	$464,900	Airbnb cash on cash: N/A Traditional cash on cash: 2.61% Airbnb Rental Income: $null Traditional Rental Income: $2015 Airbnb ROI: N/A Traditional ROI: 2.61%
41377 DOCTORS CROSSING Road Leonardtown, MD Welcome Home! 41377 Doctors Crossing Rd is a well-maintained home located in the sought-af...	5 beds \| 4 baths \| 3,724 sq.ft.	$639,999	Airbnb cash on cash: N/A Traditional cash on cash: 2.8% Airbnb Rental Income: $null Traditional Rental Income: $3038 Airbnb ROI: N/A Traditional ROI: 2.8%
WEEPING WILLOW Way lot: 132 - 23697 Leonardtown, MD Homesite 132 TO BE BUILT New Construction - Cumberland D1 End Unit at Meadows at Town Run ...	4 beds \| 4 baths \| 3,095 sq.ft.	$489,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.27% Airbnb Rental Income: $null Traditional Rental Income: $2600 Airbnb ROI: N/A Traditional ROI: 4.27%
22394 WHITE OAK Road Leonardtown, MD Nestled in the coveted waterfront community of Breton Bay, this beautifully maintained 4-b...	4 beds \| 3 baths \| 2,507 sq.ft.	$495,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.69% Airbnb Rental Income: $null Traditional Rental Income: $3041 Airbnb ROI: N/A Traditional ROI: 4.69%
20045 TOWER HILL Road Leonardtown, MD Set quietly within 12 picturesque acres overlooking a peaceful creek, Tower Hill Retreat o...	5 beds \| 7 baths \| 7,376 sq.ft.	$1,450,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.54% Airbnb Rental Income: $null Traditional Rental Income: $4428 Airbnb ROI: N/A Traditional ROI: 1.54%
WEEPING WILLOW Way lot: 110 - 23678 Leonardtown, MD Homesite 110 Madison D1: * Late April Delivery*Builder Incentive $12,500 in Closing He...	4 beds \| 4 baths \| 2,571 sq.ft.	$449,900	Airbnb cash on cash: N/A Traditional cash on cash: 5.95% Airbnb Rental Income: $null Traditional Rental Income: $3036 Airbnb ROI: N/A Traditional ROI: 5.95%
WEEPING WILLOW Way lot: 135 - 23679 Leonardtown, MD *Mid-May Delivery* Builder Incentive, Receive $12,500 in Builder Closing Help with use...	4 beds \| 4 baths \| 2,604 sq.ft.	$449,900	Airbnb cash on cash: N/A Traditional cash on cash: 5.95% Airbnb Rental Income: $null Traditional Rental Income: $3036 Airbnb ROI: N/A Traditional ROI: 5.95%
43552 BAYBERRY Court Leonardtown, MD Nestled on 2.2 private acres in Chestnut Ridge, this beautiful 4-bedroom home offers space...	4 beds \| 3 baths \| 3,428 sq.ft.	$599,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.49% Airbnb Rental Income: $null Traditional Rental Income: $3134 Airbnb ROI: N/A Traditional ROI: 3.49%

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%

20798 WATERSIDE Drive

Leonardtown, MD

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

$500,000

Airbnb cash on cash: N/A

Traditional cash on cash: 1.85%

Airbnb Rental Income: $null

Traditional Rental Income: $1726

Airbnb ROI: N/A

Traditional ROI: 1.85%

40624 BRETON OAKS Lane

Leonardtown, MD

4 beds | 4 baths | 2,745 sq.ft.

$779,000

Airbnb cash on cash: N/A

Traditional cash on cash: 1.01%

Airbnb Rental Income: $null

Traditional Rental Income: $1641

Airbnb ROI: N/A

Traditional ROI: 1.01%

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%

21767 POTOMAC VIEW Drive

Leonardtown, MD

4 beds | 4 baths | 4,384 sq.ft.

$555,000

Airbnb cash on cash: N/A

Traditional cash on cash: 3.95%

Airbnb Rental Income: $null

Traditional Rental Income: $3036

Airbnb ROI: N/A

Traditional ROI: 3.95%

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%

BAYSIDE Road

Leonardtown, MD

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

$1,750,000

Airbnb cash on cash: N/A

Traditional cash on cash: 0.29%

Airbnb Rental Income: $null

Traditional Rental Income: $2785

Airbnb ROI: N/A

Traditional ROI: 0.29%

40461 OLD BRETON BEACH Road

Leonardtown, MD

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

$679,900

Airbnb cash on cash: N/A

Traditional cash on cash: 2.72%

Airbnb Rental Income: $null

Traditional Rental Income: $2941

Airbnb ROI: N/A