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.

Single Family Homes for Sale in Saint Michaels, MD

Search for Single Family Residential for Sale in Saint Michaels, 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 15 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
24561 DEEPWATER POINT Drive SAINT MICHAELS, MD Select photos have been virtually staged to help visualize room layout and design possibil...	3 beds \| 3 baths \| 2,144 sq.ft.	$649,000	Airbnb cash on cash: 2.98% Traditional cash on cash: 2.87% Airbnb Rental Income: $3787 Traditional Rental Income: $2903 Airbnb ROI: 2.98% Traditional ROI: 2.87%
23961 LYNNEWOOD Drive SAINT MICHAELS, MD Located within 2 miles of historic St. Michaels this exceptional waterfront estate blends ...	4 beds \| 4 baths \| 4,035 sq.ft.	$3,100,000	Airbnb cash on cash: -0.79% Traditional cash on cash: 0.02% Airbnb Rental Income: $3101 Traditional Rental Income: $4724 Airbnb ROI: -0.79% Traditional ROI: 0.02%
807 RADCLIFF AVE SAINT MICHAELS, MD PUBLIC OPEN HOUSE SAT 6/20 FROM 12-3PM *BRAND NEW & MOVE-IN READY* this Arts & Crafts ...	3 beds \| 3 baths \| N/A	$825,000	Airbnb cash on cash: 2.66% Traditional cash on cash: 2.22% Airbnb Rental Income: $3787 Traditional Rental Income: $2629 Airbnb ROI: 2.66% Traditional ROI: 2.22%
24390 OAKWOOD PARK Road SAINT MICHAELS, MD Significant price improvement! Welcome to your private waterfront retreat just minutes fro...	4 beds \| 4 baths \| 2,839 sq.ft.	$1,679,000	Airbnb cash on cash: 0.03% Traditional cash on cash: 1.19% Airbnb Rental Income: $3101 Traditional Rental Income: $4217 Airbnb ROI: 0.03% Traditional ROI: 1.19%
1215 WASHINGTON SAINT MICHAELS, MD RDesirable Rio Vista Duplex - Live in One Unit and Let Rental Income Help Pay Your Mortgag...	4 beds \| 4 baths \| N/A	$499,000	Airbnb cash on cash: 3.3% Traditional cash on cash: 5.99% Airbnb Rental Income: $3101 Traditional Rental Income: $3650 Airbnb ROI: 3.3% Traditional ROI: 5.99%
1211 WASHINGTON SAINT MICHAELS, MD Desirable Rio Vista Duplex - Live in One Unit and Rent the Other! Rare opportunity to own...	4 beds \| 4 baths \| N/A	$499,000	Airbnb cash on cash: 3.31% Traditional cash on cash: 6% Airbnb Rental Income: $3101 Traditional Rental Income: $3652 Airbnb ROI: 3.31% Traditional ROI: 6%
9180 SAINT MICHAELS SAINT MICHAELS, MD UNIQUE PROPERTY RIGHT OUTSIDE OF HISTORIC ST MICHAELS TOWN LIMITS ACROSS THE LINK AT PERRY...	5 beds \| 5 baths \| N/A	$1,685,000	Airbnb cash on cash: -0.19% Traditional cash on cash: 1.94% Airbnb Rental Income: $2334 Traditional Rental Income: $5088 Airbnb ROI: -0.19% Traditional ROI: 1.94%
222 CHESTNUT SAINT MICHAELS, MD Where the harbor meanders to a close and drifting ducks replace the bustle of boats, this ...	3 beds \| 3 baths \| N/A	$1,885,000	Airbnb cash on cash: -0.08% Traditional cash on cash: -0.18% Airbnb Rental Income: $3787 Traditional Rental Income: $2797 Airbnb ROI: -0.08% Traditional ROI: -0.18%
7149 DRUM POINT SAINT MICHAELS, MD SNestled in the highly desirable Drum Point neighborhood of St. Michaels, this exceptional...	3 beds \| 3 baths \| N/A	$2,249,000	Airbnb cash on cash: -0.18% Traditional cash on cash: -0.19% Airbnb Rental Income: $3787 Traditional Rental Income: $2936 Airbnb ROI: -0.18% Traditional ROI: -0.19%
204 LINCOLN SAINT MICHAELS, MD Rio Vista Community - No Town Taxes! Enjoy life in the desirable Rio Vista community, fea...	3 beds \| 2 baths \| N/A	$598,000	Airbnb cash on cash: 3.65% Traditional cash on cash: 2.31% Airbnb Rental Income: $3787 Traditional Rental Income: $2218 Airbnb ROI: 3.65% Traditional ROI: 2.31%
9359 MARTINGHAM SAINT MICHAELS, MD Stunning One-Level Luxury Living with Golf Course & Pond Views Perfectly positioned in on...	4 beds \| 3 baths \| N/A	$795,000	Airbnb cash on cash: 1.52% Traditional cash on cash: 2.63% Airbnb Rental Income: $3101 Traditional Rental Income: $3222 Airbnb ROI: 1.52% Traditional ROI: 2.63%
203 CANTON Street SAINT MICHAELS, MD Discover this ranch-style home located 1 block to the center of downtown, perfect for thos...	3 beds \| 2 baths \| 1,364 sq.ft.	$342,900	Airbnb cash on cash: 7.12% Traditional cash on cash: 5.03% Airbnb Rental Income: $3787 Traditional Rental Income: $2293 Airbnb ROI: 7.12% Traditional ROI: 5.03%
8670 BOZMAN NEAVITT SAINT MICHAELS, MD The experience of Rose's Garden unfolds gradually, the way the best properties always do. ...	3 beds \| 3 baths \| N/A	$1,995,000	Airbnb cash on cash: 0.09% Traditional cash on cash: 0.25% Airbnb Rental Income: $3787 Traditional Rental Income: $3255 Airbnb ROI: 0.09% Traditional ROI: 0.25%
8240 TRICEFIELD SAINT MICHAELS, MD Nestled on a gorgeous waterfront lot just minutes from St. Michaels, this exceptional prop...	5 beds \| 6 baths \| N/A	$2,445,000	Airbnb cash on cash: -1% Traditional cash on cash: 1.22% Airbnb Rental Income: $2334 Traditional Rental Income: $6790 Airbnb ROI: -1% Traditional ROI: 1.22%
23776 MOUNT PLEASANT LANDING SAINT MICHAELS, MD A wonderful opportunity to purchase an amazing one story waterfront home on an expansive 2...	3 beds \| 2 baths \| 2,160 sq.ft.	$1,995,000	Airbnb cash on cash: 0.14% Traditional cash on cash: 0.17% Airbnb Rental Income: $3787 Traditional Rental Income: $3020 Airbnb ROI: 0.14% Traditional ROI: 0.17%

Your search for investment property begins and ends here

Single Family Homes for Sale in Saint Michaels, MD

24561 DEEPWATER POINT Drive

SAINT MICHAELS, MD

3 beds | 3 baths | 2,144 sq.ft.

$649,000

Airbnb cash on cash: 2.98%

Traditional cash on cash: 2.87%

Airbnb Rental Income: $3787

Traditional Rental Income: $2903

Airbnb ROI: 2.98%

Traditional ROI: 2.87%

23961 LYNNEWOOD Drive

SAINT MICHAELS, MD

4 beds | 4 baths | 4,035 sq.ft.

$3,100,000

Airbnb cash on cash: -0.79%

Traditional cash on cash: 0.02%

Airbnb Rental Income: $3101

Traditional Rental Income: $4724

Airbnb ROI: -0.79%

Traditional ROI: 0.02%

807 RADCLIFF AVE

SAINT MICHAELS, MD

3 beds | 3 baths | N/A

$825,000

Airbnb cash on cash: 2.66%

Traditional cash on cash: 2.22%

Airbnb Rental Income: $3787

Traditional Rental Income: $2629

Airbnb ROI: 2.66%

Traditional ROI: 2.22%

24390 OAKWOOD PARK Road

SAINT MICHAELS, MD

4 beds | 4 baths | 2,839 sq.ft.

$1,679,000

Airbnb cash on cash: 0.03%

Traditional cash on cash: 1.19%

Airbnb Rental Income: $3101

Traditional Rental Income: $4217

Airbnb ROI: 0.03%

Traditional ROI: 1.19%

1215 WASHINGTON

SAINT MICHAELS, MD

4 beds | 4 baths | N/A

$499,000

Airbnb cash on cash: 3.3%

Traditional cash on cash: 5.99%

Airbnb Rental Income: $3101

Traditional Rental Income: $3650

Airbnb ROI: 3.3%

Traditional ROI: 5.99%

1211 WASHINGTON

SAINT MICHAELS, MD

4 beds | 4 baths | N/A

$499,000

Airbnb cash on cash: 3.31%

Traditional cash on cash: 6%

Airbnb Rental Income: $3101

Traditional Rental Income: $3652

Airbnb ROI: 3.31%

Traditional ROI: 6%

9180 SAINT MICHAELS

SAINT MICHAELS, MD

5 beds | 5 baths | N/A

$1,685,000

Airbnb cash on cash: -0.19%

Traditional cash on cash: 1.94%

Airbnb Rental Income: $2334

Traditional Rental Income: $5088

Airbnb ROI: -0.19%

Traditional ROI: 1.94%

222 CHESTNUT

SAINT MICHAELS, MD

3 beds | 3 baths | N/A

$1,885,000

Airbnb cash on cash: -0.08%

Traditional cash on cash: -0.18%

Airbnb Rental Income: $3787

Traditional Rental Income: $2797

Airbnb ROI: -0.08%