Real Estate Investment Properties for Sale in Chester, MD

Looking for investment property in Chester, MD with high ROI ?

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

Search for Single Family Residential for Sale in Chester, 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 5 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
1838 SHERMAN Drive CHESTER, MD Nestled in the heart of Chester, Maryland on the beautiful Eastern Shore, this charming ra...	3 beds \| 2 baths \| 1,204 sq.ft.	$387,500	Airbnb cash on cash: N/A Traditional cash on cash: 4.19% Airbnb Rental Income: $null Traditional Rental Income: $2270 Airbnb ROI: N/A Traditional ROI: 4.19%
1340 QUEEN ANNE Drive CHESTER, MD PRICE Improvement...Discover the charm of this fully updated ranch in a serene, water-priv...	3 beds \| 2 baths \| 1,248 sq.ft.	$439,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.01% Airbnb Rental Income: $null Traditional Rental Income: $2393 Airbnb ROI: N/A Traditional ROI: 4.01%
1872 HARBOR Drive CHESTER, MD Harbor View Community \| Corner Lot \| Renovated Rancher with Room to Grow Welcome to 1872 H...	3 beds \| 2 baths \| 1,486 sq.ft.	$485,000	Airbnb cash on cash: N/A Traditional cash on cash: 4% Airbnb Rental Income: $null Traditional Rental Income: $2614 Airbnb ROI: N/A Traditional ROI: 4%
1704 BAYSIDE Drive CHESTER, MD Discover a true waterfront treasure on .54 acres with 110 feet of waterfront. This beautif...	3 beds \| 3 baths \| 1,830 sq.ft.	$1,100,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.49% Airbnb Rental Income: $null Traditional Rental Income: $3259 Airbnb ROI: N/A Traditional ROI: 1.49%
1337 QUEEN ANNE DR CHESTER, MD Charming Renovated Ranch in Marling Farms This updated three-bedroom, two-and-a-half-bath ...	3 beds \| 3 baths \| N/A	$485,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.45% Airbnb Rental Income: $null Traditional Rental Income: $2878 Airbnb ROI: N/A Traditional ROI: 4.45%

Your search for investment property begins and ends here

Single Family Homes for Sale in Chester, MD

1838 SHERMAN Drive

CHESTER, MD

3 beds | 2 baths | 1,204 sq.ft.

$387,500

Airbnb cash on cash: N/A

Traditional cash on cash: 4.19%

Airbnb Rental Income: $null

Traditional Rental Income: $2270

Airbnb ROI: N/A

Traditional ROI: 4.19%

1340 QUEEN ANNE Drive

CHESTER, MD

3 beds | 2 baths | 1,248 sq.ft.

$439,900

Airbnb cash on cash: N/A

Traditional cash on cash: 4.01%

Airbnb Rental Income: $null

Traditional Rental Income: $2393

Airbnb ROI: N/A

Traditional ROI: 4.01%

1872 HARBOR Drive

CHESTER, MD

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

$485,000

Airbnb cash on cash: N/A

Traditional cash on cash: 4%

Airbnb Rental Income: $null

Traditional Rental Income: $2614

Airbnb ROI: N/A

Traditional ROI: 4%

1704 BAYSIDE Drive

CHESTER, MD

3 beds | 3 baths | 1,830 sq.ft.

$1,100,000

Airbnb cash on cash: N/A

Traditional cash on cash: 1.49%

Airbnb Rental Income: $null

Traditional Rental Income: $3259

Airbnb ROI: N/A

Traditional ROI: 1.49%

1337 QUEEN ANNE DR

CHESTER, MD

3 beds | 3 baths | N/A

$485,000

Airbnb cash on cash: N/A

Traditional cash on cash: 4.45%

Airbnb Rental Income: $null

Traditional Rental Income: $2878

Airbnb ROI: N/A

Traditional ROI: 4.45%

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