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.

Investment Property for Sale in Tilghman, MD

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
21552 CHICKEN POINT Road TILGHMAN, MD Located minutes from St. Michaels this waterfront property is a boater's dream. Tilghman, ...	5 beds \| 2 baths \| 2,655 sq.ft.	$995,000	Airbnb cash on cash: -0.89% Traditional cash on cash: 1.73% Airbnb Rental Income: $942 Traditional Rental Income: $3021 Airbnb ROI: -0.89% Traditional ROI: 1.73%
21572 CHICKEN POINT Road TILGHMAN, MD The opportunities abound for this waterfront home overlooking the Knapps Narrows. Formally...	2 beds \| 3 baths \| 1,729 sq.ft.	$950,000	Airbnb cash on cash: -0.32% Traditional cash on cash: 1.72% Airbnb Rental Income: $1670 Traditional Rental Income: $3004 Airbnb ROI: -0.32% Traditional ROI: 1.72%
5648 TRAFALGAR Circle 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.	$544,888	Airbnb cash on cash: -0.63% Traditional cash on cash: 1.72% Airbnb Rental Income: $1335 Traditional Rental Income: $2118 Airbnb ROI: -0.63% Traditional ROI: 1.72%
5654 TRAFALGAR Circle TILGHMAN, MD	3 beds \| 2 baths \| 1,710 sq.ft.	$499,888	Airbnb cash on cash: 0.01% Traditional cash on cash: 2.63% Airbnb Rental Income: $1335 Traditional Rental Income: $2151 Airbnb ROI: 0.01% Traditional ROI: 2.63%
4957 BAR NECK Road TILGHMAN, MD Are you looking for serenity? Tucked away at the end of a picturesque crepe myrtle-lined d...	3 beds \| 3 baths \| 2,660 sq.ft.	$689,515	Airbnb cash on cash: -0.29% Traditional cash on cash: 3.67% Airbnb Rental Income: $1335 Traditional Rental Income: $3475 Airbnb ROI: -0.29% Traditional ROI: 3.67%
21408 BROAD COVE Lane TILGHMAN, MD A storybook waterfront home with privacy, and timeless old-world charm. This Tilghman Isla...	4 beds \| 3 baths \| 3,037 sq.ft.	$1,399,000	Airbnb cash on cash: -0.08% Traditional cash on cash: -0.16% Airbnb Rental Income: $2757 Traditional Rental Income: $2004 Airbnb ROI: -0.08% Traditional ROI: -0.16%
21560 CHICKEN POINT Road TILGHMAN, MD Renovated waterfront living with room for your fleet! Extensively renovated cape cod on Ti...	3 beds \| 2 baths \| 1,314 sq.ft.	$895,000	Airbnb cash on cash: -0.35% Traditional cash on cash: 1.62% Airbnb Rental Income: $1335 Traditional Rental Income: $2564 Airbnb ROI: -0.35% Traditional ROI: 1.62%
21530 COOPERTOWN Road TILGHMAN, MD This charming Tilghman Island cottage was originally built in 1953 and thoughtfully renova...	3 beds \| 1 baths \| 996 sq.ft.	$279,000	Airbnb cash on cash: 1.76% Traditional cash on cash: 5.61% Airbnb Rental Income: $1335 Traditional Rental Income: $1936 Airbnb ROI: 1.76% Traditional ROI: 5.61%

Real Estate investment in Tilghman, MD

There are 9 properties for sale in the city of Tilghman . The median list price in Tilghman is $895,000 and the average price per square foot is $395. In May 2026, the average monthly cash on cash return in Tilghman is 2.00%. The average monthly rental income in Tilghman is $2,703.

Tilghman, MD Real Estate Investing: FAQs for Buyers, Sellers and Investors

There are 9 investment properties available for sale in Tilghman.

In 2026, the best neighborhood to buy investment property is TILGHMAN.

The ROI for Short-Term is higher than the Long-Term in Tilghman with average rental income of $1,335.

Your search for investment property begins and ends here

Investment Property for Sale in Tilghman, MD

21552 CHICKEN POINT Road

TILGHMAN, MD

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

$995,000

Airbnb cash on cash: -0.89%

Traditional cash on cash: 1.73%

Airbnb Rental Income: $942

Traditional Rental Income: $3021

Airbnb ROI: -0.89%

Traditional ROI: 1.73%

21572 CHICKEN POINT Road

TILGHMAN, MD

2 beds | 3 baths | 1,729 sq.ft.

$950,000

Airbnb cash on cash: -0.32%

Traditional cash on cash: 1.72%

Airbnb Rental Income: $1670

Traditional Rental Income: $3004

Airbnb ROI: -0.32%

Traditional ROI: 1.72%

5648 TRAFALGAR Circle

TILGHMAN, MD

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

$544,888

Airbnb cash on cash: -0.63%

Traditional cash on cash: 1.72%

Airbnb Rental Income: $1335

Traditional Rental Income: $2118

Airbnb ROI: -0.63%

Traditional ROI: 1.72%

5654 TRAFALGAR Circle

TILGHMAN, MD

3 beds | 2 baths | 1,710 sq.ft.

$499,888

Airbnb cash on cash: 0.01%

Traditional cash on cash: 2.63%

Airbnb Rental Income: $1335

Traditional Rental Income: $2151

Airbnb ROI: 0.01%

Traditional ROI: 2.63%

4957 BAR NECK Road

TILGHMAN, MD

3 beds | 3 baths | 2,660 sq.ft.

$689,515

Airbnb cash on cash: -0.29%

Traditional cash on cash: 3.67%

Airbnb Rental Income: $1335

Traditional Rental Income: $3475

Airbnb ROI: -0.29%

Traditional ROI: 3.67%

21408 BROAD COVE Lane

TILGHMAN, MD

4 beds | 3 baths | 3,037 sq.ft.

$1,399,000

Airbnb cash on cash: -0.08%

Traditional cash on cash: -0.16%

Airbnb Rental Income: $2757

Traditional Rental Income: $2004

Airbnb ROI: -0.08%

Traditional ROI: -0.16%

21560 CHICKEN POINT Road

TILGHMAN, MD

3 beds | 2 baths | 1,314 sq.ft.

$895,000

Airbnb cash on cash: -0.35%

Traditional cash on cash: 1.62%

Airbnb Rental Income: $1335

Traditional Rental Income: $2564

Airbnb ROI: -0.35%

Traditional ROI: 1.62%

21530 COOPERTOWN Road

TILGHMAN, MD

3 beds | 1 baths | 996 sq.ft.

$279,000

Airbnb cash on cash: 1.76%

Traditional cash on cash: 5.61%

Airbnb Rental Income: $1335

Traditional Rental Income: $1936

Airbnb ROI: 1.76%