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.

Condos for Sale in Saint Michaels, MD

Search for Condo for Sale in Saint Michaels, Maryland. Browse all of Mashvisor’s Condo listings and other investment property types including Single Family Homes, Multi Family Homes, Condos, Townhouses and Other Homes.

Showing 3 Condo listings of over 500,000 total investment properties for sale. Visit Mashvisor.com to all investment properties.

separator

PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
24700 DEEPWATER POINT Drive #1 SAINT MICHAELS, MD Price improvement! Inviting townhouse in the St. Michaels Martingham community with views ...	2 beds \| 3 baths \| 1,486 sq.ft.	$369,000	Airbnb cash on cash: 1.89% Traditional cash on cash: 2.74% Airbnb Rental Income: $2063 Traditional Rental Income: $1823 Airbnb ROI: 1.89% Traditional ROI: 2.74%
9518 QUAIL HOLLOW #702 SAINT MICHAELS, MD Set within the sought-after Martingham community of Quail Hollow, backing to the top rated...	3 beds \| 3 baths \| 1,800 sq.ft.	$480,000	Airbnb cash on cash: 2.99% Traditional cash on cash: 3.41% Airbnb Rental Income: $3275 Traditional Rental Income: $2728 Airbnb ROI: 2.99% Traditional ROI: 3.41%
9545 QUAIL HOLLOW #205 SAINT MICHAELS, MD Desirable Martingham Community is the location of this fabulous Quail Hollow unit nestled...	2 beds \| 3 baths \| N/A	$385,000	Airbnb cash on cash: 2.15% Traditional cash on cash: 4.91% Airbnb Rental Income: $2063 Traditional Rental Income: $2525 Airbnb ROI: 2.15% Traditional ROI: 4.91%
Other Condo Investment Properties for Sale in Maryland
1200 STEUART Street #1711 Baltimore , MD Fourteen-foot ceilings, dramatic floor-to-ceiling windows, and a wide-open floor plan crea...	2 beds \| 3 baths \| 2,055 sq.ft.	$999,000	Airbnb cash on cash: -2.32% Traditional cash on cash: 0.62% Airbnb Rental Income: $765 Traditional Rental Income: $3183 Airbnb ROI: -2.32% Traditional ROI: 0.62%
1200 STEUART Street #312 Baltimore , MD Welcome to Silo Point, where luxury meets some of the best water views in Baltimore. This ...	2 beds \| 3 baths \| 1,859 sq.ft.	$550,000	Airbnb cash on cash: -2.34% Traditional cash on cash: 3.04% Airbnb Rental Income: $765 Traditional Rental Income: $3211 Airbnb ROI: -2.34% Traditional ROI: 3.04%
16 138TH Street #106 Ocean City , MD ***Spring 2026 refresh in this expansive 4-Bedroom Condo with Ocean Views in Island Breeze...	4 beds \| 3 baths \| 2,570 sq.ft.	$950,000	Airbnb cash on cash: -1.45% Traditional cash on cash: 1.53% Airbnb Rental Income: $860 Traditional Rental Income: $3157 Airbnb ROI: -1.45% Traditional ROI: 1.53%
5 Park Pl #431 Annapolis , MD PLEASE TAKE A LOOK AT EVERY CONDO IN THE BUILDING SOLD IN THE LAST YEAR AND THEN MAKE AN A...	1 beds \| 1 baths \| 839 sq.ft.	$484,950	Airbnb cash on cash: -2.39% Traditional cash on cash: 0.39% Airbnb Rental Income: $1077 Traditional Rental Income: $1969 Airbnb ROI: -2.39% Traditional ROI: 0.39%
960 FELL Street #946 Baltimore , MD Welcome to Belt's Landing, a premier waterfront condominium community in idyllic location,...	2 beds \| 3 baths \| 1,712 sq.ft.	$435,000	Airbnb cash on cash: -1.99% Traditional cash on cash: 3.69% Airbnb Rental Income: $753 Traditional Rental Income: $2754 Airbnb ROI: -1.99% Traditional ROI: 3.69%
639 PONTE VILLAS S #128 Baltimore , MD Pier Homes Living. Experience The Difference. Envision your new lifestyle at the distingui...	3 beds \| 3 baths \| 3,099 sq.ft.	$860,000	Airbnb cash on cash: -3.13% Traditional cash on cash: 0.1% Airbnb Rental Income: $846 Traditional Rental Income: $3108 Airbnb ROI: -3.13% Traditional ROI: 0.1%
5 Park Pl #314 Annapolis , MD Live the Annapolis Lifestyle at the Residence at Park Place. Chic 2 bedroom, 2 bath cond...	2 beds \| 2 baths \| 1,056 sq.ft.	$564,000	Airbnb cash on cash: -3.19% Traditional cash on cash: 0.03% Airbnb Rental Income: $1074 Traditional Rental Income: $2401 Airbnb ROI: -3.19% Traditional ROI: 0.03%
66 Franklin St #20 Annapolis , MD Chic Street-Level Condo in the Heart of Annapolis. Welcome to this spacious 1-bedroom, 1.5...	1 beds \| 1 baths \| 1,342 sq.ft.	$725,000	Airbnb cash on cash: -2.71% Traditional cash on cash: -0.44% Airbnb Rental Income: $1077 Traditional Rental Income: $2248 Airbnb ROI: -2.71% Traditional ROI: -0.44%
1320 FENWICK LN #711 Silver Spring , MD Set in the heart of downtown Silver Spring, this stylish condo offers an exceptional blend...	1 beds \| 1 baths \| N/A	$275,000	Airbnb cash on cash: -3.11% Traditional cash on cash: 1.91% Airbnb Rental Income: $772 Traditional Rental Income: $1755 Airbnb ROI: -3.11% Traditional ROI: 1.91%
3622 GLENEAGLES Drive #9-2C Silver Spring , MD Well maintained, updated spacious one bedroom with 990 sq ft of living space. Renovated Ki...	1 beds \| 1 baths \| 990 sq.ft.	$139,000	Airbnb cash on cash: 0.89% Traditional cash on cash: 10.53% Airbnb Rental Income: $772 Traditional Rental Income: $1740 Airbnb ROI: 0.89% Traditional ROI: 10.53%
12001 OLD COLUMBIA Pike #209 Silver Spring , MD Don't miss this beautifully refreshed 1-bedroom, 1-bath condo offering exceptional value a...	1 beds \| 1 baths \| 801 sq.ft.	$143,500	Airbnb cash on cash: -5.13% Traditional cash on cash: 2.92% Airbnb Rental Income: $772 Traditional Rental Income: $1561 Airbnb ROI: -5.13% Traditional ROI: 2.92%
15107 INTERLACHEN DR #2-815 Silver Spring , MD Nestled within the prestigious Greens at Leisure World, this large and roomy 2-bedroom, 2-...	2 beds \| 2 baths \| N/A	$199,000	Airbnb cash on cash: -5.65% Traditional cash on cash: 3.14% Airbnb Rental Income: $747 Traditional Rental Income: $2094 Airbnb ROI: -5.65% Traditional ROI: 3.14%
8045 NEWELL Street #514 Silver Spring , MD Welcome to this sun-filled top-floor residence in the heart of Downtown Silver Spring, off...	1 beds \| 1 baths \| 820 sq.ft.	$355,000	Airbnb cash on cash: -0.98% Traditional cash on cash: 4.02% Airbnb Rental Income: $772 Traditional Rental Income: $2122 Airbnb ROI: -0.98% Traditional ROI: 4.02%
18334 STREAMSIDE Drive #202 Gaithersburg , MD 2 Bed \| 1 Bath Condo with Garage - Opportunity You Don't Want to Miss! Perfect for a first...	2 beds \| 1 baths \| 898 sq.ft.	$250,000	Airbnb cash on cash: 0.16% Traditional cash on cash: 6.19% Airbnb Rental Income: $915 Traditional Rental Income: $1998 Airbnb ROI: 0.16% Traditional ROI: 6.19%
4500 COASTAL Highway #305 Ocean City , MD Welcome Home. This Ocean Block 2-bed, 2-bath condo will knock your socks off! The property...	2 beds \| 2 baths \| 1,171 sq.ft.	$469,990	Airbnb cash on cash: -2% Traditional cash on cash: 1.49% Airbnb Rental Income: $240 Traditional Rental Income: $1546 Airbnb ROI: -2% Traditional ROI: 1.49%

Your search for investment property begins and ends here

Condos for Sale in Saint Michaels, MD

24700 DEEPWATER POINT Drive #1

SAINT MICHAELS, MD

2 beds | 3 baths | 1,486 sq.ft.

$369,000

Airbnb cash on cash: 1.89%

Traditional cash on cash: 2.74%

Airbnb Rental Income: $2063

Traditional Rental Income: $1823

Airbnb ROI: 1.89%

Traditional ROI: 2.74%

9518 QUAIL HOLLOW #702

SAINT MICHAELS, MD

3 beds | 3 baths | 1,800 sq.ft.

$480,000

Airbnb cash on cash: 2.99%

Traditional cash on cash: 3.41%

Airbnb Rental Income: $3275

Traditional Rental Income: $2728

Airbnb ROI: 2.99%

Traditional ROI: 3.41%

9545 QUAIL HOLLOW #205

SAINT MICHAELS, MD

2 beds | 3 baths | N/A

$385,000

Airbnb cash on cash: 2.15%

Traditional cash on cash: 4.91%

Airbnb Rental Income: $2063

Traditional Rental Income: $2525

Airbnb ROI: 2.15%

Traditional ROI: 4.91%

Other Condo Investment Properties for Sale in Maryland

Baltimore , MD

2 beds | 3 baths | 2,055 sq.ft.

$999,000

Airbnb cash on cash: -2.32%

Traditional cash on cash: 0.62%

Airbnb Rental Income: $765

Traditional Rental Income: $3183

Airbnb ROI: -2.32%

Traditional ROI: 0.62%

Baltimore , MD

2 beds | 3 baths | 1,859 sq.ft.

$550,000

Airbnb cash on cash: -2.34%

Traditional cash on cash: 3.04%

Airbnb Rental Income: $765

Traditional Rental Income: $3211

Airbnb ROI: -2.34%

Traditional ROI: 3.04%

Ocean City , MD

4 beds | 3 baths | 2,570 sq.ft.

$950,000

Airbnb cash on cash: -1.45%

Traditional cash on cash: 1.53%

Airbnb Rental Income: $860

Traditional Rental Income: $3157

Airbnb ROI: -1.45%

Traditional ROI: 1.53%

Annapolis , MD

1 beds | 1 baths | 839 sq.ft.

$484,950

Airbnb cash on cash: -2.39%

Traditional cash on cash: 0.39%

Airbnb Rental Income: $1077

Traditional Rental Income: $1969

Airbnb ROI: -2.39%

Traditional ROI: 0.39%

Baltimore , MD

2 beds | 3 baths | 1,712 sq.ft.

$435,000

Airbnb cash on cash: -1.99%

Traditional cash on cash: 3.69%

Airbnb Rental Income: $753

Traditional Rental Income: $2754

Airbnb ROI: -1.99%

Traditional ROI: 3.69%

Baltimore , MD

3 beds | 3 baths | 3,099 sq.ft.

$860,000