Real Estate Investment Properties for Sale in Tilghman, MD

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

Explore a variety of short-term homes & houses in Tilghman, MD. Invest wisely with VRBO & Tilghman, 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 Tilghman, MD

Search for Single Family Residential for Sale in Tilghman, 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 16 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
21552 Chicken Point Rd TILGHMAN, MD Located minutes from St. Michaels this waterfront property is a boater's dream. Tilghman, ...	5 beds \| 2 baths \| 2,655 sq.ft.	$899,000	Airbnb cash on cash: -0.73% Traditional cash on cash: 2.02% Airbnb Rental Income: $1087 Traditional Rental Income: $3021 Airbnb ROI: -0.73% Traditional ROI: 2.02%
5698 Leeward Ln TILGHMAN, MD Magnificent water views of the Eastern Bay are embraced by the extensive glass of this att...	5 beds \| 3 baths \| 3,906 sq.ft.	$1,895,000	Airbnb cash on cash: -0.89% Traditional cash on cash: 0.37% Airbnb Rental Income: $1087 Traditional Rental Income: $2926 Airbnb ROI: -0.89% Traditional ROI: 0.37%
5648 Trafalgar Cir TILGHMAN, MD Built in 2025, this new construction home offers the best of Eastern Shore living in the w...	3 beds \| 2 baths \| 2,068 sq.ft.	$514,888	Airbnb cash on cash: 0.59% Traditional cash on cash: 1.94% Airbnb Rental Income: $1994 Traditional Rental Income: $2118 Airbnb ROI: 0.59% Traditional ROI: 1.94%
5559 Trafalgar Cir TILGHMAN, MD Welcome to this beautiful, spacious 5-bedroom, 3 1/2-bathroom single-family home located i...	5 beds \| 3 baths \| 3,404 sq.ft.	$550,000	Airbnb cash on cash: -1.16% Traditional cash on cash: 1.42% Airbnb Rental Income: $1087 Traditional Rental Income: $2047 Airbnb ROI: -1.16% Traditional ROI: 1.42%
21485 Island Club Rd TILGHMAN, MD 21485 Island Club Rd, TILGHMAN, MD 21671 \| Single Family Residential	5 beds \| 4 baths \| 4,303 sq.ft.	$1,750,000	Airbnb cash on cash: -1.83% Traditional cash on cash: -0.28% Airbnb Rental Income: $1087 Traditional Rental Income: $3239 Airbnb ROI: -1.83% Traditional ROI: -0.28%
21477 Island Club Rd TILGHMAN, MD 21477 Island Club Rd, TILGHMAN, MD 21671 \| Single Family Residential	4 beds \| 2 baths \| 3,040 sq.ft.	$895,000	Airbnb cash on cash: 1.19% Traditional cash on cash: 0.75% Airbnb Rental Income: $3880 Traditional Rental Income: $2681 Airbnb ROI: 1.19% Traditional ROI: 0.75%
4869 Bar Neck Rd TILGHMAN, MD Discover a unique investment opportunity in the charming Victorian-style home located in t...	2 beds \| 2 baths \| 1,070 sq.ft.	$209,700	Airbnb cash on cash: 5.52% Traditional cash on cash: 6.86% Airbnb Rental Income: $2043 Traditional Rental Income: $1779 Airbnb ROI: 5.52% Traditional ROI: 6.86%
5648 Trafalgar Cir #4 TILGHMAN, MD 5648 Trafalgar Cir #4, TILGHMAN, MD 21671 \| Single Family Residential	3 beds \| 2 baths \| 2,068 sq.ft.	$514,888	Airbnb cash on cash: 0.78% Traditional cash on cash: 2.54% Airbnb Rental Income: $1994 Traditional Rental Income: $2318 Airbnb ROI: 0.78% Traditional ROI: 2.54%
21560 Chicken Point Rd TILGHMAN, MD Renovated waterfront living with room for your fleet! Extensively renovated Cape Cod on Ti...	3 beds \| 2 baths \| 1,314 sq.ft.	$799,000	Airbnb cash on cash: 0.46% Traditional cash on cash: 1.93% Airbnb Rental Income: $1994 Traditional Rental Income: $2564 Airbnb ROI: 0.46% Traditional ROI: 1.93%
21524 Chicken Point Rd TILGHMAN, MD 21524 Chicken Point Rd, TILGHMAN, MD 21671 \| Single Family Residential	4 beds \| 2 baths \| 1,761 sq.ft.	$339,000	Airbnb cash on cash: 7.19% Traditional cash on cash: 4.59% Airbnb Rental Income: $3880 Traditional Rental Income: $2218 Airbnb ROI: 7.19% Traditional ROI: 4.59%
5933 Tilghman Island Rd TILGHMAN, MD 5933 Tilghman Island Rd, TILGHMAN, MD 21671 \| Single Family Residential	3 beds \| 2 baths \| 2,072 sq.ft.	$470,000	Airbnb cash on cash: 1.06% Traditional cash on cash: 2.72% Airbnb Rental Income: $1994 Traditional Rental Income: $2207 Airbnb ROI: 1.06% Traditional ROI: 2.72%
21647 Camper Cir TILGHMAN, MD 21647 Camper Cir, TILGHMAN, MD 21671 \| Single Family Residential	3 beds \| 1 baths \| 1,262 sq.ft.	$275,000	Airbnb cash on cash: 3.24% Traditional cash on cash: 4.05% Airbnb Rental Income: $1994 Traditional Rental Income: $1683 Airbnb ROI: 3.24% Traditional ROI: 4.05%
5480 Windward Dr TILGHMAN, MD Experience Eastern Shore waterfront living in this charming Chesapeake Bay home, where bre...	4 beds \| 3 baths \| 1,936 sq.ft.	$1,250,000	Airbnb cash on cash: 1.11% Traditional cash on cash: 1.56% Airbnb Rental Income: $3880 Traditional Rental Income: $3571 Airbnb ROI: 1.11% Traditional ROI: 1.56%
4938 Fairbank Rd TILGHMAN, MD 4938 Fairbank Rd, TILGHMAN, MD 21671 \| Single Family Residential	4 beds \| 3 baths \| 2,850 sq.ft.	$925,000	Airbnb cash on cash: 1.34% Traditional cash on cash: 1.22% Airbnb Rental Income: $3880 Traditional Rental Income: $2936 Airbnb ROI: 1.34% Traditional ROI: 1.22%
21406 Dogwood Cove Rd TILGHMAN, MD 21406 Dogwood Cove Rd, TILGHMAN, MD 21671 \| Single Family Residential	4 beds \| 2 baths \| 1,920 sq.ft.	$410,000	Airbnb cash on cash: 5.6% Traditional cash on cash: 3.75% Airbnb Rental Income: $3880 Traditional Rental Income: $2334 Airbnb ROI: 5.6% Traditional ROI: 3.75%
6114 Sunset Ln TILGHMAN, MD 6114 Sunset Ln, TILGHMAN, MD 21671 \| Single Family Residential	3 beds \| 2 baths \| 1,539 sq.ft.	$939,900	Airbnb cash on cash: -0.51% Traditional cash on cash: 0.19% Airbnb Rental Income: $1994 Traditional Rental Income: $2080 Airbnb ROI: -0.51% Traditional ROI: 0.19%

Your search for investment property begins and ends here

Single Family Homes for Sale in Tilghman, MD

21552 Chicken Point Rd

TILGHMAN, MD

5 beds | 2 baths | 2,655 sq.ft.

$899,000

Airbnb cash on cash: -0.73%

Traditional cash on cash: 2.02%

Airbnb Rental Income: $1087

Traditional Rental Income: $3021

Airbnb ROI: -0.73%

Traditional ROI: 2.02%

5698 Leeward Ln

TILGHMAN, MD

5 beds | 3 baths | 3,906 sq.ft.

$1,895,000

Airbnb cash on cash: -0.89%

Traditional cash on cash: 0.37%

Airbnb Rental Income: $1087

Traditional Rental Income: $2926

Airbnb ROI: -0.89%

Traditional ROI: 0.37%

5648 Trafalgar Cir

TILGHMAN, MD

3 beds | 2 baths | 2,068 sq.ft.

$514,888

Airbnb cash on cash: 0.59%

Traditional cash on cash: 1.94%

Airbnb Rental Income: $1994

Traditional Rental Income: $2118

Airbnb ROI: 0.59%

Traditional ROI: 1.94%

5559 Trafalgar Cir

TILGHMAN, MD

5 beds | 3 baths | 3,404 sq.ft.

$550,000

Airbnb cash on cash: -1.16%

Traditional cash on cash: 1.42%

Airbnb Rental Income: $1087

Traditional Rental Income: $2047

Airbnb ROI: -1.16%

Traditional ROI: 1.42%

21485 Island Club Rd

TILGHMAN, MD

5 beds | 4 baths | 4,303 sq.ft.

$1,750,000

Airbnb cash on cash: -1.83%

Traditional cash on cash: -0.28%

Airbnb Rental Income: $1087

Traditional Rental Income: $3239

Airbnb ROI: -1.83%

Traditional ROI: -0.28%

21477 Island Club Rd

TILGHMAN, MD

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

$895,000

Airbnb cash on cash: 1.19%

Traditional cash on cash: 0.75%

Airbnb Rental Income: $3880

Traditional Rental Income: $2681

Airbnb ROI: 1.19%

Traditional ROI: 0.75%

4869 Bar Neck Rd

TILGHMAN, MD

2 beds | 2 baths | 1,070 sq.ft.

$209,700

Airbnb cash on cash: 5.52%

Traditional cash on cash: 6.86%

Airbnb Rental Income: $2043

Traditional Rental Income: $1779

Airbnb ROI: 5.52%

Traditional ROI: 6.86%

5648 Trafalgar Cir #4

TILGHMAN, MD

3 beds | 2 baths | 2,068 sq.ft.

$514,888

Airbnb cash on cash: 0.78%

Traditional cash on cash: 2.54%

Airbnb Rental Income: $1994

Traditional Rental Income: $2318

Airbnb ROI: 0.78%