Real Estate Investment Properties for Sale in Saint Michaels, MD

Looking for investment property in Saint Michaels, MD with high ROI ?

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
24749 SWAN ROAD SAINT MICHAELS, MD Located in Martingham, home of the newly redesigned Pete Dye golf course, The Links at Per...	3 beds \| 3 baths \| 2,496 sq.ft.	$650,000	Airbnb cash on cash: 7.3% Traditional cash on cash: 3.16% Airbnb Rental Income: $6778 Traditional Rental Income: $2952 Airbnb ROI: 7.3% Traditional ROI: 3.16%
24560 DEEPWATER POINT #1 SAINT MICHAELS, MD Two bedroom, two bath home overlooking the Links at Perry Cabin. The spacious unit offers ...	2 beds \| 2 baths \| 1,296 sq.ft.	$349,000	Airbnb cash on cash: 7.3% Traditional cash on cash: 4.35% Airbnb Rental Income: $3895 Traditional Rental Income: $2093 Airbnb ROI: 7.3% Traditional ROI: 4.35%
7369 DRUM POINT ROAD SAINT MICHAELS, MD This brick, French Provincial home is ideally situated minutes from downtown St. Michaels ...	3 beds \| 3 baths \| 3,562 sq.ft.	$1,995,000	Airbnb cash on cash: 1.32% Traditional cash on cash: 0.19% Airbnb Rental Income: $6778 Traditional Rental Income: $3362 Airbnb ROI: 1.32% Traditional ROI: 0.19%
204 E MARENGO SAINT MICHAELS, MD Coastal charm meets small-town living in this beautifully updated cottage, just one block ...	2 beds \| 1 baths \| 1,200 sq.ft.	$629,000	Airbnb cash on cash: 3.44% Traditional cash on cash: 1.99% Airbnb Rental Income: $3895 Traditional Rental Income: $2210 Airbnb ROI: 3.44% Traditional ROI: 1.99%
9171 DEEPWATER POINT RD SAINT MICHAELS, MD Welcome to Saint Micheals Retreat, an extraordinary 6+/- acre property overlooking the Lin...	5 beds \| 4 baths \| 4,102 sq.ft.	$1,695,000	Airbnb cash on cash: 1.86% Traditional cash on cash: 1.58% Airbnb Rental Income: $6571 Traditional Rental Income: $4846 Airbnb ROI: 1.86% Traditional ROI: 1.58%
9560 MARTINGHAM CIRCLE SAINT MICHAELS, MD Located in the popular Martingham community just beyond historic St. Michaels, this well-b...	3 beds \| 3 baths \| 2,350 sq.ft.	$659,000	Airbnb cash on cash: 7% Traditional cash on cash: 3.07% Airbnb Rental Income: $6778 Traditional Rental Income: $3043 Airbnb ROI: 7% Traditional ROI: 3.07%
24312 OAKWOOD PARK SAINT MICHAELS, MD Step back in time in this super charming community known as Oakwood Park, just 2 miles to...	2 beds \| 1 baths \| N/A	$825,000	Airbnb cash on cash: 2.46% Traditional cash on cash: 0.61% Airbnb Rental Income: $3895 Traditional Rental Income: $1635 Airbnb ROI: 2.46% Traditional ROI: 0.61%

Real Estate investment in Saint-michaels, MD

There are 7 properties for sale in the city of Saint Michaels . The median list price in Saint Michaels is $654,500 and the average price per square foot is $262. In September 2025, the average monthly cash on cash return in Saint Michaels is 2.00%. The average monthly rental income in Saint Michaels is $2,632.

Saint-michaels, MD Real Estate Investing: FAQs for Buyers, Sellers and Investors

There are 7 investment properties available for sale in Saint-michaels.

In 2025, the best neighborhood to buy investment property is SAINT MICHAELS.

The ROI for Short-Term is higher than the Long-Term in Saint-michaels with average rental income of $5,011.

Your search for investment property begins and ends here

Investment Property for Sale in Saint Michaels, MD

24749 SWAN ROAD

SAINT MICHAELS, MD

3 beds | 3 baths | 2,496 sq.ft.

$650,000

Airbnb cash on cash: 7.3%

Traditional cash on cash: 3.16%

Airbnb Rental Income: $6778

Traditional Rental Income: $2952

Airbnb ROI: 7.3%

Traditional ROI: 3.16%

24560 DEEPWATER POINT #1

SAINT MICHAELS, MD

2 beds | 2 baths | 1,296 sq.ft.

$349,000

Airbnb cash on cash: 7.3%

Traditional cash on cash: 4.35%

Airbnb Rental Income: $3895

Traditional Rental Income: $2093

Airbnb ROI: 7.3%

Traditional ROI: 4.35%

7369 DRUM POINT ROAD

SAINT MICHAELS, MD

3 beds | 3 baths | 3,562 sq.ft.

$1,995,000

Airbnb cash on cash: 1.32%

Traditional cash on cash: 0.19%

Airbnb Rental Income: $6778

Traditional Rental Income: $3362

Airbnb ROI: 1.32%

Traditional ROI: 0.19%

204 E MARENGO

SAINT MICHAELS, MD

2 beds | 1 baths | 1,200 sq.ft.

$629,000

Airbnb cash on cash: 3.44%

Traditional cash on cash: 1.99%

Airbnb Rental Income: $3895

Traditional Rental Income: $2210

Airbnb ROI: 3.44%

Traditional ROI: 1.99%

9171 DEEPWATER POINT RD

SAINT MICHAELS, MD

5 beds | 4 baths | 4,102 sq.ft.

$1,695,000

Airbnb cash on cash: 1.86%

Traditional cash on cash: 1.58%

Airbnb Rental Income: $6571

Traditional Rental Income: $4846

Airbnb ROI: 1.86%

Traditional ROI: 1.58%

9560 MARTINGHAM CIRCLE

SAINT MICHAELS, MD

3 beds | 3 baths | 2,350 sq.ft.

$659,000

Airbnb cash on cash: 7%

Traditional cash on cash: 3.07%

Airbnb Rental Income: $6778

Traditional Rental Income: $3043

Airbnb ROI: 7%

Traditional ROI: 3.07%

24312 OAKWOOD PARK

SAINT MICHAELS, MD

2 beds | 1 baths | N/A

$825,000

Airbnb cash on cash: 2.46%

Traditional cash on cash: 0.61%

Airbnb Rental Income: $3895

Traditional Rental Income: $1635

Airbnb ROI: 2.46%

Traditional ROI: 0.61%

Real Estate investment in Saint-michaels, MD

Saint-michaels, MD Real Estate Investing: FAQs for Buyers, Sellers and Investors

How many investment properties are available for sale in Saint-michaels?

Which neighborhoods in Saint-michaels to invest in 2025?

Long-Term vs. Short-Term Rentals in Saint-michaels, Maryland: Which will earn the best returns?

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