Real Estate Investment Properties for Sale in Charlestown, MD

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

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
0 Piney Creek Ln CHARLESTOWN, MD 0 Piney Creek Ln, CHARLESTOWN, MD 21901 \| Other	N/A beds \| N/A baths \| N/A	$949,000	Airbnb cash on cash: -1.81% Traditional cash on cash: -1.46% Airbnb Rental Income: $630 Traditional Rental Income: $643 Airbnb ROI: -1.81% Traditional ROI: -1.46%
Heisler Ave CHARLESTOWN, MD Heisler Ave, NORTH EAST, MD 21901 \| Other	N/A beds \| N/A baths \| N/A	$209,900	Airbnb cash on cash: -0.88% Traditional cash on cash: 0.77% Airbnb Rental Income: $630 Traditional Rental Income: $665 Airbnb ROI: -0.88% Traditional ROI: 0.77%
Cherry Ln CHARLESTOWN, MD Cherry Ln, PERRYVILLE, MD 21903 \| Other	N/A beds \| N/A baths \| N/A	$79,900	Airbnb cash on cash: 1.02% Traditional cash on cash: 4.95% Airbnb Rental Income: $630 Traditional Rental Income: $645 Airbnb ROI: 1.02% Traditional ROI: 4.95%
308 Cather Ave CHARLESTOWN, MD Imagine relaxing just moments from the water in this 3-bedroom, 2-bath home located in a p...	3 beds \| 2 baths \| 1,290 sq.ft.	$310,000	Airbnb cash on cash: 3.51% Traditional cash on cash: 4.95% Airbnb Rental Income: $2276 Traditional Rental Income: $2127 Airbnb ROI: 3.51% Traditional ROI: 4.95%
316 Market St CHARLESTOWN, MD This fine example of 18th Charlestown, Maryland awaits its next steward. LINTON HOUSE, ca ...	4 beds \| 2 baths \| 4,076 sq.ft.	$675,000	Airbnb cash on cash: 1.85% Traditional cash on cash: 3.11% Airbnb Rental Income: $3437 Traditional Rental Income: $3469 Airbnb ROI: 1.85% Traditional ROI: 3.11%
420 Charlestown Pl CHARLESTOWN, MD PRICE ADJUSTED Enjoy standalone single-family privacy at a townhome price with NO HOA Nest...	3 beds \| 1 baths \| 1,075 sq.ft.	$310,000	Airbnb cash on cash: 3.62% Traditional cash on cash: 3.23% Airbnb Rental Income: $2276 Traditional Rental Income: $1593 Airbnb ROI: 3.62% Traditional ROI: 3.23%

Real Estate investment in Charlestown, MD

There are 6 properties for sale in the city of Charlestown . The median list price in Charlestown is $437,238 and the average price per square foot is $285. In September 2026, the average monthly cash on cash return in Charlestown is 3.00%. The average monthly rental income in Charlestown is $1,129.

Charlestown, MD Real Estate Investing: FAQs for Buyers, Sellers and Investors

There are 6 investment properties available for sale in Charlestown.

In 2026, the best neighborhood to buy investment property is CHARLESTOWN.

The ROI for Long-Term is higher than the Short-Term in Charlestown with average rental income of $1,129.

Your search for investment property begins and ends here

Investment Property for Sale in Charlestown, MD

0 Piney Creek Ln

CHARLESTOWN, MD

N/A beds | N/A baths | N/A

$949,000

Airbnb cash on cash: -1.81%

Traditional cash on cash: -1.46%

Airbnb Rental Income: $630

Traditional Rental Income: $643

Airbnb ROI: -1.81%

Traditional ROI: -1.46%

Heisler Ave

CHARLESTOWN, MD

N/A beds | N/A baths | N/A

$209,900

Airbnb cash on cash: -0.88%

Traditional cash on cash: 0.77%

Airbnb Rental Income: $630

Traditional Rental Income: $665

Airbnb ROI: -0.88%

Traditional ROI: 0.77%

Cherry Ln

CHARLESTOWN, MD

N/A beds | N/A baths | N/A

$79,900

Airbnb cash on cash: 1.02%

Traditional cash on cash: 4.95%

Airbnb Rental Income: $630

Traditional Rental Income: $645

Airbnb ROI: 1.02%

Traditional ROI: 4.95%

308 Cather Ave

CHARLESTOWN, MD

3 beds | 2 baths | 1,290 sq.ft.

$310,000

Airbnb cash on cash: 3.51%

Traditional cash on cash: 4.95%

Airbnb Rental Income: $2276

Traditional Rental Income: $2127

Airbnb ROI: 3.51%

Traditional ROI: 4.95%

316 Market St

CHARLESTOWN, MD

4 beds | 2 baths | 4,076 sq.ft.

$675,000

Airbnb cash on cash: 1.85%

Traditional cash on cash: 3.11%

Airbnb Rental Income: $3437

Traditional Rental Income: $3469

Airbnb ROI: 1.85%

Traditional ROI: 3.11%

420 Charlestown Pl

CHARLESTOWN, MD

3 beds | 1 baths | 1,075 sq.ft.

$310,000

Airbnb cash on cash: 3.62%

Traditional cash on cash: 3.23%

Airbnb Rental Income: $2276

Traditional Rental Income: $1593

Airbnb ROI: 3.62%

Traditional ROI: 3.23%

Real Estate investment in Charlestown, MD

Charlestown, MD Real Estate Investing: FAQs for Buyers, Sellers and Investors

How many investment properties are available for sale in Charlestown?

Which neighborhoods in Charlestown to invest in 2026?

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

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