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

separator

PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
8005 FOREST RIDGE DR #9 CHESAPEAKE BEACH, MD OPEN SUN, Aug 24, 12:00-3:00,pm, Richfield Station Gem - Light filled and Move-In Ready! O...	3 beds \| 3 baths \| N/A	$368,000	Airbnb cash on cash: 7.18% Traditional cash on cash: 4.68% Airbnb Rental Income: $4139 Traditional Rental Income: $2398 Airbnb ROI: 7.18% Traditional ROI: 4.68%
2750 KAREN DRIVE CHESAPEAKE BEACH, MD Discover the perfect blend of comfort and charm in this spacious 4-bedroom, 2.5-bath home,...	4 beds \| 3 baths \| 2,615 sq.ft.	$525,000	Airbnb cash on cash: 4.31% Traditional cash on cash: 4.67% Airbnb Rental Income: $3993 Traditional Rental Income: $3315 Airbnb ROI: 4.31% Traditional ROI: 4.67%
2229 IVY LANE #1 CHESAPEAKE BEACH, MD This end-unit townhouse condo in Richfield Station blends comfort, convenience, and peace ...	3 beds \| 3 baths \| 1,922 sq.ft.	$369,000	Airbnb cash on cash: 6.99% Traditional cash on cash: 5.91% Airbnb Rental Income: $4139 Traditional Rental Income: $2886 Airbnb ROI: 6.99% Traditional ROI: 5.91%
6571 11TH STREET CHESAPEAKE BEACH, MD Move-in ready 3BR/2.5BA expanded split foyer with two-car carport, offering privacy, extra...	3 beds \| 3 baths \| 2,064 sq.ft.	$449,900	Airbnb cash on cash: 5.61% Traditional cash on cash: 5.06% Airbnb Rental Income: $4139 Traditional Rental Income: $3029 Airbnb ROI: 5.61% Traditional ROI: 5.06%
4018 17TH STREET CHESAPEAKE BEACH, MD Stunning Chesapeake Bay Views Custom Upgrades & Prime Location! Welcome to beautifully re...	3 beds \| 4 baths \| 2,186 sq.ft.	$589,900	Airbnb cash on cash: 3.73% Traditional cash on cash: 3.08% Airbnb Rental Income: $4139 Traditional Rental Income: $2903 Airbnb ROI: 3.73% Traditional ROI: 3.08%
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	$325,000	Airbnb cash on cash: 8.3% Traditional cash on cash: 5.46% Airbnb Rental Income: $4139 Traditional Rental Income: $2393 Airbnb ROI: 8.3% Traditional ROI: 5.46%
3902 13TH STREET CHESAPEAKE BEACH, MD VA assumable 2.25% interest rate!!! Beautifully updated 4-bedroom, 2-bath rambler with a f...	4 beds \| 2 baths \| 2,540 sq.ft.	$449,990	Airbnb cash on cash: 5.38% Traditional cash on cash: 4.94% Airbnb Rental Income: $3993 Traditional Rental Income: $2950 Airbnb ROI: 5.38% Traditional ROI: 4.94%
8207 ELM LANE CHESAPEAKE BEACH, MD Experience elevated coastal living in this like-new custom residence nestled in the desira...	4 beds \| 4 baths \| 2,496 sq.ft.	$580,000	Airbnb cash on cash: 3.72% Traditional cash on cash: 3.13% Airbnb Rental Income: $3993 Traditional Rental Income: $2815 Airbnb ROI: 3.72% Traditional ROI: 3.13%
3709 29TH STREET CHESAPEAKE BEACH, MD Welcome to your Chesapeake Bay retreatwhere comfort, style, and location come together bea...	3 beds \| 2 baths \| 2,283 sq.ft.	$499,900	Airbnb cash on cash: 5.1% Traditional cash on cash: 4.15% Airbnb Rental Income: $4139 Traditional Rental Income: $2816 Airbnb ROI: 5.1% Traditional ROI: 4.15%
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: 5.29% Traditional cash on cash: 4.31% Airbnb Rental Income: $3093 Traditional Rental Income: $2064 Airbnb ROI: 5.29% Traditional ROI: 4.31%
3728 CHESAPEAKE BEACH ROAD E CHESAPEAKE BEACH, MD Exciting professional photos are on the way for this charming 2-bedroom, 1-bath rambler lo...	2 beds \| 1 baths \| 1,364 sq.ft.	$299,000	Airbnb cash on cash: 7.88% Traditional cash on cash: 3.86% Airbnb Rental Income: $3580 Traditional Rental Income: $1662 Airbnb ROI: 7.88% Traditional ROI: 3.86%
7536 C STREET CHESAPEAKE BEACH, MD RARE opportunity to own a BRAND NEW home with a VIEW OF THE CHESAPEAKE BAY! WALK to resta...	4 beds \| 3 baths \| N/A	$699,990	Airbnb cash on cash: 3.47% Traditional cash on cash: 3.68% Airbnb Rental Income: $3993 Traditional Rental Income: $3275 Airbnb ROI: 3.47% Traditional ROI: 3.68%
3917 13TH STREET CHESAPEAKE BEACH, MD Welcome to your new home! Everyday can be a vacation with this homes proximity to the beac...	4 beds \| 3 baths \| 1,860 sq.ft.	$465,000	Airbnb cash on cash: 5.17% Traditional cash on cash: 4.7% Airbnb Rental Income: $3993 Traditional Rental Income: $2931 Airbnb ROI: 5.17% Traditional ROI: 4.7%
7625 B STREET CHESAPEAKE BEACH, MD This property has 2 Homes. 1 home in front has two units up and down. Then there is a back...	8 beds \| 3 baths \| 3,840 sq.ft.	$649,999	Airbnb cash on cash: 1.54% Traditional cash on cash: 0.54% Airbnb Rental Income: $2992 Traditional Rental Income: $1698 Airbnb ROI: 1.54% Traditional ROI: 0.54%
2425 WOODLAND COURT CHESAPEAKE BEACH, MD 3200 sq. ft. community home located in the small municipal Town of Chesapeake Beach. Woodl...	4 beds \| 4 baths \| 3,180 sq.ft.	$698,000	Airbnb cash on cash: 2.87% Traditional cash on cash: 3.89% Airbnb Rental Income: $3993 Traditional Rental Income: $3807 Airbnb ROI: 2.87% Traditional ROI: 3.89%

Real Estate investment in Chesapeake-beach, MD

There are 15 properties for sale in the city of Chesapeake Beach . The median list price in Chesapeake Beach is $457,495 and the average price per square foot is $209. In September 2025, the average monthly cash on cash return in Chesapeake Beach is 4.00%. The average monthly rental income in Chesapeake Beach is $2,851.

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

There are 15 investment properties available for sale in Chesapeake-beach.

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

The ROI for Short-Term is higher than the Long-Term in Chesapeake-beach with average rental income of $3,993.

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

$368,000

Airbnb cash on cash: 7.18%

Traditional cash on cash: 4.68%

Airbnb Rental Income: $4139

Traditional Rental Income: $2398

Airbnb ROI: 7.18%

Traditional ROI: 4.68%

2750 KAREN DRIVE

CHESAPEAKE BEACH, MD

4 beds | 3 baths | 2,615 sq.ft.

$525,000

Airbnb cash on cash: 4.31%

Traditional cash on cash: 4.67%

Airbnb Rental Income: $3993

Traditional Rental Income: $3315

Airbnb ROI: 4.31%

Traditional ROI: 4.67%

2229 IVY LANE #1

CHESAPEAKE BEACH, MD

3 beds | 3 baths | 1,922 sq.ft.

$369,000

Airbnb cash on cash: 6.99%

Traditional cash on cash: 5.91%

Airbnb Rental Income: $4139

Traditional Rental Income: $2886

Airbnb ROI: 6.99%

Traditional ROI: 5.91%

6571 11TH STREET

CHESAPEAKE BEACH, MD

3 beds | 3 baths | 2,064 sq.ft.

$449,900

Airbnb cash on cash: 5.61%

Traditional cash on cash: 5.06%

Airbnb Rental Income: $4139

Traditional Rental Income: $3029

Airbnb ROI: 5.61%

Traditional ROI: 5.06%

4018 17TH STREET

CHESAPEAKE BEACH, MD

3 beds | 4 baths | 2,186 sq.ft.

$589,900

Airbnb cash on cash: 3.73%

Traditional cash on cash: 3.08%

Airbnb Rental Income: $4139

Traditional Rental Income: $2903

Airbnb ROI: 3.73%

Traditional ROI: 3.08%

6212 8TH ST

CHESAPEAKE BEACH, MD

3 beds | 2 baths | N/A

$325,000

Airbnb cash on cash: 8.3%

Traditional cash on cash: 5.46%

Airbnb Rental Income: $4139

Traditional Rental Income: $2393

Airbnb ROI: 8.3%

Traditional ROI: 5.46%

3902 13TH STREET

CHESAPEAKE BEACH, MD

4 beds | 2 baths | 2,540 sq.ft.

$449,990

Airbnb cash on cash: 5.38%

Traditional cash on cash: 4.94%

Airbnb Rental Income: $3993

Traditional Rental Income: $2950

Airbnb ROI: 5.38%

Traditional ROI: 4.94%

8207 ELM LANE

CHESAPEAKE BEACH, MD

4 beds | 4 baths | 2,496 sq.ft.

$580,000

Airbnb cash on cash: 3.72%

Traditional cash on cash: 3.13%

Airbnb Rental Income: $3993

Traditional Rental Income: $2815

Airbnb ROI: 3.72%