Real Estate Investment Properties for Sale in Chesapeake City, MD

Looking for investment property in Chesapeake City, MD with high ROI ?

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

Search for Single Family Residential for Sale in Chesapeake City, 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 9 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
240 Randalia Rd CHESAPEAKE CITY, MD Welcome Home! This Is Your Opportunity To Have Your Own Picturesque Family Farm In The Bea...	3 beds \| 3 baths \| 2,480 sq.ft.	$885,000	Airbnb cash on cash: 1.01% Traditional cash on cash: 2.09% Airbnb Rental Income: $2589 Traditional Rental Income: $2859 Airbnb ROI: 1.01% Traditional ROI: 2.09%
904 Biddle St CHESAPEAKE CITY, MD There's no place like home when you live along the Chesapeake & Delaware Canal, offering w...	3 beds \| 2 baths \| 2,464 sq.ft.	$799,000	Airbnb cash on cash: 0.76% Traditional cash on cash: 2.22% Airbnb Rental Income: $2589 Traditional Rental Income: $3056 Airbnb ROI: 0.76% Traditional ROI: 2.22%
2871 Augustine Herman Hwy CHESAPEAKE CITY, MD **ACREAGE....Have a home business or need high traffic exposure on HWY 213 !!! This is it....	2 beds \| 1 baths \| 875 sq.ft.	$298,000	Airbnb cash on cash: 4.37% Traditional cash on cash: 3.8% Airbnb Rental Income: $2354 Traditional Rental Income: $1613 Airbnb ROI: 4.37% Traditional ROI: 3.8%
1455 Cayots Corner Rd CHESAPEAKE CITY, MD 1455 Cayots Corner Rd, CHESAPEAKE CITY, MD 21915 \| Single Family Residential	4 beds \| 3 baths \| 0 sq.ft.	$19,900,000	Airbnb cash on cash: -1.97% Traditional cash on cash: -1.87% Airbnb Rental Income: $2974 Traditional Rental Income: $4117 Airbnb ROI: -1.97% Traditional ROI: -1.87%
320 Cecil St CHESAPEAKE CITY, MD NEW PRICE Folk Victorian home, featuring gingerbread trim and over 2000 sq ft., offers a v...	3 beds \| 2 baths \| 2,263 sq.ft.	$305,000	Airbnb cash on cash: 4.52% Traditional cash on cash: 4.58% Airbnb Rental Income: $2589 Traditional Rental Income: $1984 Airbnb ROI: 4.52% Traditional ROI: 4.58%
246 Biddle St CHESAPEAKE CITY, MD There's no place like home at 246 Biddle Street, a Victorian home full of Chesapeake City ...	4 beds \| 3 baths \| 3,280 sq.ft.	$699,999	Airbnb cash on cash: 1.47% Traditional cash on cash: 3.55% Airbnb Rental Income: $2974 Traditional Rental Income: $3649 Airbnb ROI: 1.47% Traditional ROI: 3.55%
2418 Old Telegraph Rd CHESAPEAKE CITY, MD 2418 Old Telegraph Rd, CHESAPEAKE CITY, MD 21915 \| Single Family Residential	4 beds \| 3 baths \| 3,300 sq.ft.	$795,000	Airbnb cash on cash: 0.88% Traditional cash on cash: 1.31% Airbnb Rental Income: $2974 Traditional Rental Income: $2609 Airbnb ROI: 0.88% Traditional ROI: 1.31%
416 Mitton Rd CHESAPEAKE CITY, MD 416 Mitton Rd, CHESAPEAKE CITY, MD 21915 \| Single Family Residential	4 beds \| 3 baths \| 4,141 sq.ft.	$6,750,000	Airbnb cash on cash: -1.73% Traditional cash on cash: -1.7% Airbnb Rental Income: $2974 Traditional Rental Income: $2524 Airbnb ROI: -1.73% Traditional ROI: -1.7%
82 Woodside Dr CHESAPEAKE CITY, MD 82 Woodside Dr, CHESAPEAKE CITY, MD 21915 \| Single Family Residential	4 beds \| 3 baths \| 1,960 sq.ft.	$450,000	Airbnb cash on cash: 3.13% Traditional cash on cash: 3.78% Airbnb Rental Income: $2974 Traditional Rental Income: $2564 Airbnb ROI: 3.13% Traditional ROI: 3.78%

Your search for investment property begins and ends here

Single Family Homes for Sale in Chesapeake City, MD

240 Randalia Rd

CHESAPEAKE CITY, MD

3 beds | 3 baths | 2,480 sq.ft.

$885,000

Airbnb cash on cash: 1.01%

Traditional cash on cash: 2.09%

Airbnb Rental Income: $2589

Traditional Rental Income: $2859

Airbnb ROI: 1.01%

Traditional ROI: 2.09%

904 Biddle St

CHESAPEAKE CITY, MD

3 beds | 2 baths | 2,464 sq.ft.

$799,000

Airbnb cash on cash: 0.76%

Traditional cash on cash: 2.22%

Airbnb Rental Income: $2589

Traditional Rental Income: $3056

Airbnb ROI: 0.76%

Traditional ROI: 2.22%

2871 Augustine Herman Hwy

CHESAPEAKE CITY, MD

2 beds | 1 baths | 875 sq.ft.

$298,000

Airbnb cash on cash: 4.37%

Traditional cash on cash: 3.8%

Airbnb Rental Income: $2354

Traditional Rental Income: $1613

Airbnb ROI: 4.37%

Traditional ROI: 3.8%

1455 Cayots Corner Rd

CHESAPEAKE CITY, MD

4 beds | 3 baths | 0 sq.ft.

$19,900,000

Airbnb cash on cash: -1.97%

Traditional cash on cash: -1.87%

Airbnb Rental Income: $2974

Traditional Rental Income: $4117

Airbnb ROI: -1.97%

Traditional ROI: -1.87%

320 Cecil St

CHESAPEAKE CITY, MD

3 beds | 2 baths | 2,263 sq.ft.

$305,000

Airbnb cash on cash: 4.52%

Traditional cash on cash: 4.58%

Airbnb Rental Income: $2589

Traditional Rental Income: $1984

Airbnb ROI: 4.52%

Traditional ROI: 4.58%

246 Biddle St

CHESAPEAKE CITY, MD

4 beds | 3 baths | 3,280 sq.ft.

$699,999

Airbnb cash on cash: 1.47%

Traditional cash on cash: 3.55%

Airbnb Rental Income: $2974

Traditional Rental Income: $3649

Airbnb ROI: 1.47%

Traditional ROI: 3.55%

2418 Old Telegraph Rd

CHESAPEAKE CITY, MD

4 beds | 3 baths | 3,300 sq.ft.

$795,000

Airbnb cash on cash: 0.88%

Traditional cash on cash: 1.31%

Airbnb Rental Income: $2974

Traditional Rental Income: $2609

Airbnb ROI: 0.88%

Traditional ROI: 1.31%

416 Mitton Rd

CHESAPEAKE CITY, MD

4 beds | 3 baths | 4,141 sq.ft.

$6,750,000

Airbnb cash on cash: -1.73%

Traditional cash on cash: -1.7%

Airbnb Rental Income: $2974

Traditional Rental Income: $2524

Airbnb ROI: -1.73%