Real Estate Investment Properties for Sale in Chesapeake Beach, MD

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

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
8005 FOREST RIDGE DR #9 CHESAPEAKE BEACH, MD Richfield Station Gem - Light filled and Move-In Ready! This beautifully maintained home ...	3 beds \| 3 baths \| N/A	$359,000	Airbnb cash on cash: 2.09% Traditional cash on cash: 4.82% Airbnb Rental Income: $1999 Traditional Rental Income: $2398 Airbnb ROI: 2.09% Traditional ROI: 4.82%
6212 8TH ST CHESAPEAKE BEACH, MD Welcome to this charming Colonial-style home, perfectly situated on a spacious 0.23-acre l...	3 beds \| 2 baths \| N/A	$315,000	Airbnb cash on cash: 2.57% Traditional cash on cash: 5.66% Airbnb Rental Income: $1999 Traditional Rental Income: $2393 Airbnb ROI: 2.57% Traditional ROI: 5.66%
4790 HOWARD Place CHESAPEAKE BEACH, MD Welcome to your coastal retreat in Chesapeake Beach! This beautifully updated 3-bedroom, 2...	3 beds \| 2 baths \| 2,164 sq.ft.	$399,900	Airbnb cash on cash: 1.72% Traditional cash on cash: 4.26% Airbnb Rental Income: $1999 Traditional Rental Income: $2431 Airbnb ROI: 1.72% Traditional ROI: 4.26%
3420 MARY LOU Lane CHESAPEAKE BEACH, MD Seller offering a $3000 credit for carpet! Set in the heart of Northern Calvert County, th...	4 beds \| 3 baths \| 1,864 sq.ft.	$475,000	Airbnb cash on cash: 0.48% Traditional cash on cash: 4.61% Airbnb Rental Income: $1650 Traditional Rental Income: $3025 Airbnb ROI: 0.48% Traditional ROI: 4.61%
3709 29TH Street CHESAPEAKE BEACH, MD OWNER SAYS BRING ALL OFFERS!!Welcome to your Chesapeake Bay retreat-where comfort, sty...	3 beds \| 2 baths \| 2,283 sq.ft.	$498,500	Airbnb cash on cash: 1.3% Traditional cash on cash: 4.17% Airbnb Rental Income: $1999 Traditional Rental Income: $2816 Airbnb ROI: 1.3% Traditional ROI: 4.17%
2825 KAREN Drive CHESAPEAKE BEACH, MD Wonderful Home tucked away in Lake Karlybrook Neighborhood in Chesapeake Beach is now avai...	3 beds \| 3 baths \| 1,608 sq.ft.	$459,900	Airbnb cash on cash: 1.35% Traditional cash on cash: 4.01% Airbnb Rental Income: $1999 Traditional Rental Income: $2619 Airbnb ROI: 1.35% Traditional ROI: 4.01%
3101 BURGESS Road CHESAPEAKE BEACH, MD Welcome to your private sanctuary! Step into a fully renovated retreat just a short walk f...	1 beds \| 1 baths \| 1,230 sq.ft.	$349,900	Airbnb cash on cash: 1.73% Traditional cash on cash: 4.31% Airbnb Rental Income: $1687 Traditional Rental Income: $2064 Airbnb ROI: 1.73% Traditional ROI: 4.31%
3728 CHESAPEAKE BEACH Road E CHESAPEAKE BEACH, MD Exciting opportunity to own this charming 2-bedroom, 1-bath rambler located just three blo...	2 beds \| 1 baths \| 1,364 sq.ft.	$279,000	Airbnb cash on cash: 4.01% Traditional cash on cash: 4.18% Airbnb Rental Income: $2167 Traditional Rental Income: $1662 Airbnb ROI: 4.01% Traditional ROI: 4.18%
7536 C Street CHESAPEAKE BEACH, MD RARE opportunity to own a BRAND NEW home with a VIEW OF THE CHESAPEAKE BAY! WALK to restau...	4 beds \| 3 baths \| N/A	$699,990	Airbnb cash on cash: 0.48% Traditional cash on cash: 3.68% Airbnb Rental Income: $1650 Traditional Rental Income: $3275 Airbnb ROI: 0.48% Traditional ROI: 3.68%
6122 6TH Street CHESAPEAKE BEACH, MD Welcome to charming 6122 6th St, nestled within the Chesapeake Beach community. This home ...	2 beds \| 1 baths \| 719 sq.ft.	$299,999	Airbnb cash on cash: 3.62% Traditional cash on cash: 4.27% Airbnb Rental Income: $2167 Traditional Rental Income: $1801 Airbnb ROI: 3.62% Traditional ROI: 4.27%
2425 WOODLAND Court CHESAPEAKE BEACH, MD Buyer's broker 2.5%. Richfield Station 3200 sq. ft. home located in the small municipal To...	4 beds \| 4 baths \| 3,180 sq.ft.	$675,000	Airbnb cash on cash: -0.1% Traditional cash on cash: 4.06% Airbnb Rental Income: $1650 Traditional Rental Income: $3807 Airbnb ROI: -0.1% Traditional ROI: 4.06%
5150 LENOIR Drive CHESAPEAKE BEACH, MD RELISTED: Discover a rare opportuinity to live out your beach- life dreams in this as-is 3...	3 beds \| 1 baths \| 825 sq.ft.	$149,999	Airbnb cash on cash: 6.98% Traditional cash on cash: 9.59% Airbnb Rental Income: $1999 Traditional Rental Income: $1852 Airbnb ROI: 6.98% Traditional ROI: 9.59%
6245 3RD Street CHESAPEAKE BEACH, MD Beautifully maintained 3-bedroom, 2-bath rambler nestled on a private corner lot. Step ins...	3 beds \| 2 baths \| 1,008 sq.ft.	$379,900	Airbnb cash on cash: 2.08% Traditional cash on cash: 4.17% Airbnb Rental Income: $1999 Traditional Rental Income: $2221 Airbnb ROI: 2.08% Traditional ROI: 4.17%
8205 F Street CHESAPEAKE BEACH, MD This is no cookie-cutter home! Welcome to 8205 F Street - a rare Acorn Deck House in Chesa...	3 beds \| 3 baths \| 2,757 sq.ft.	$600,000	Airbnb cash on cash: 0.6% Traditional cash on cash: 3.77% Airbnb Rental Income: $1999 Traditional Rental Income: $3250 Airbnb ROI: 0.6% Traditional ROI: 3.77%
6130 4TH Street CHESAPEAKE BEACH, MD This 3-bedroom, 1-bath home on 4th Street blends modern updates with coastal charm in a pr...	3 beds \| 1 baths \| 960 sq.ft.	$335,000	Airbnb cash on cash: 2.61% Traditional cash on cash: 3.99% Airbnb Rental Income: $1999 Traditional Rental Income: $1912 Airbnb ROI: 2.61% Traditional ROI: 3.99%
8240 HARRISON Boulevard CHESAPEAKE BEACH, MD WELCOME HOME! Nestled in the desirable Richfield Station community, this stunning colonial...	4 beds \| 4 baths \| 2,520 sq.ft.	$715,001	Airbnb cash on cash: -0.02% Traditional cash on cash: 3.6% Airbnb Rental Income: $1650 Traditional Rental Income: $3604 Airbnb ROI: -0.02% Traditional ROI: 3.6%
8074 WINDWARD KEY Drive CHESAPEAKE BEACH, MD Welcome to 8074 Windward Key Drive - a stunning four-level coastal townhome offering sweep...	4 beds \| 5 baths \| 3,049 sq.ft.	$849,500	Airbnb cash on cash: -0.26% Traditional cash on cash: 4.28% Airbnb Rental Income: $1650 Traditional Rental Income: $4774 Airbnb ROI: -0.26% Traditional ROI: 4.28%
8049 FOREST RIDGE Drive unit: 3 #3 CHESAPEAKE BEACH, MD Come see this spacious ground level entry condo located in Richfield Station. Open concept...	3 beds \| 3 baths \| 1,600 sq.ft.	$360,000	Airbnb cash on cash: 2.07% Traditional cash on cash: 6.26% Airbnb Rental Income: $1999 Traditional Rental Income: $2893 Airbnb ROI: 2.07% Traditional ROI: 6.26%
7410 DAKOTA Avenue CHESAPEAKE BEACH, MD Welcome to Dakota Avenue, a Split-Fabulous Split Foyer with a POOL set in a private serene...	4 beds \| 3 baths \| 1,877 sq.ft.	$499,900	Airbnb cash on cash: 0.64% Traditional cash on cash: 4.77% Airbnb Rental Income: $1650 Traditional Rental Income: $3118 Airbnb ROI: 0.64% Traditional ROI: 4.77%

Real Estate investment in Chesapeake-beach, MD

There are 19 properties for sale in the city of Chesapeake Beach . The median list price in Chesapeake Beach is $399,900 and the average price per square foot is $221. In December 2025, the average monthly cash on cash return in Chesapeake Beach is 4.00%. The average monthly rental income in Chesapeake Beach is $2,619.

Chesapeake-beach, MD Real Estate Investing: FAQs for Buyers, Sellers and Investors

There are 19 investment properties available for sale in Chesapeake-beach.

In 2025, the best neighborhood to buy investment property is CHESAPEAKE BEACH.

The ROI for Long-Term is higher than the Short-Term in Chesapeake-beach with average rental income of $2,619.

Your search for investment property begins and ends here

Investment Property for Sale in Chesapeake Beach, MD

8005 FOREST RIDGE DR #9

CHESAPEAKE BEACH, MD

3 beds | 3 baths | N/A

$359,000

Airbnb cash on cash: 2.09%

Traditional cash on cash: 4.82%

Airbnb Rental Income: $1999

Traditional Rental Income: $2398

Airbnb ROI: 2.09%

Traditional ROI: 4.82%

6212 8TH ST

CHESAPEAKE BEACH, MD

3 beds | 2 baths | N/A

$315,000

Airbnb cash on cash: 2.57%

Traditional cash on cash: 5.66%

Airbnb Rental Income: $1999

Traditional Rental Income: $2393

Airbnb ROI: 2.57%

Traditional ROI: 5.66%

4790 HOWARD Place

CHESAPEAKE BEACH, MD

3 beds | 2 baths | 2,164 sq.ft.

$399,900

Airbnb cash on cash: 1.72%

Traditional cash on cash: 4.26%

Airbnb Rental Income: $1999

Traditional Rental Income: $2431

Airbnb ROI: 1.72%

Traditional ROI: 4.26%

3420 MARY LOU Lane

CHESAPEAKE BEACH, MD

4 beds | 3 baths | 1,864 sq.ft.

$475,000

Airbnb cash on cash: 0.48%

Traditional cash on cash: 4.61%

Airbnb Rental Income: $1650

Traditional Rental Income: $3025

Airbnb ROI: 0.48%

Traditional ROI: 4.61%

3709 29TH Street

CHESAPEAKE BEACH, MD

3 beds | 2 baths | 2,283 sq.ft.

$498,500

Airbnb cash on cash: 1.3%

Traditional cash on cash: 4.17%

Airbnb Rental Income: $1999

Traditional Rental Income: $2816

Airbnb ROI: 1.3%

Traditional ROI: 4.17%

2825 KAREN Drive

CHESAPEAKE BEACH, MD

3 beds | 3 baths | 1,608 sq.ft.

$459,900

Airbnb cash on cash: 1.35%

Traditional cash on cash: 4.01%

Airbnb Rental Income: $1999

Traditional Rental Income: $2619

Airbnb ROI: 1.35%

Traditional ROI: 4.01%

3101 BURGESS Road

CHESAPEAKE BEACH, MD

1 beds | 1 baths | 1,230 sq.ft.

$349,900

Airbnb cash on cash: 1.73%

Traditional cash on cash: 4.31%

Airbnb Rental Income: $1687

Traditional Rental Income: $2064

Airbnb ROI: 1.73%

Traditional ROI: 4.31%

3728 CHESAPEAKE BEACH Road E

CHESAPEAKE BEACH, MD

2 beds | 1 baths | 1,364 sq.ft.

$279,000

Airbnb cash on cash: 4.01%

Traditional cash on cash: 4.18%

Airbnb Rental Income: $2167

Traditional Rental Income: $1662

Airbnb ROI: 4.01%