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
3902 Bayview Dr CHESAPEAKE BEACH, MD Relax on the front porch and take in the Chesapeake Bay views from this spacious home in t...	3 beds \| 2 baths \| 2,336 sq.ft.	$565,000	Airbnb cash on cash: 0.68% Traditional cash on cash: 3.3% Airbnb Rental Income: $1999 Traditional Rental Income: $2860 Airbnb ROI: 0.68% Traditional ROI: 3.3%
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 \| 1,954 sq.ft.	$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%
6510 18th St CHESAPEAKE BEACH, MD This Beautiful lot Co- Marketed with Caruso Homes. This Model is the ----DEERFIELD--. Buye...	N/A beds \| N/A baths \| N/A	$95,000	Airbnb cash on cash: 0.34% Traditional cash on cash: 11.59% Airbnb Rental Income: $615 Traditional Rental Income: $1365 Airbnb ROI: 0.34% Traditional ROI: 11.59%
6852 Old Bayside Rd CHESAPEAKE BEACH, MD Offer Deadline Monday 2/27 at 1 pm Stunning Renovation! New Windows - New HVAC - New ...	N/A beds \| N/A baths \| N/A	$199,000	Airbnb cash on cash: -1.37% Traditional cash on cash: 4.63% Airbnb Rental Income: $615 Traditional Rental Income: $1457 Airbnb ROI: -1.37% Traditional ROI: 4.63%
3709 29th St CHESAPEAKE BEACH, MD GREAT NEW PRICE AND VALUEWelcome to your Chesapeake Bay retreat-where comfort, style, ...	3 beds \| 2 baths \| 2,283 sq.ft.	$469,900	Airbnb cash on cash: 1.43% Traditional cash on cash: 4.48% Airbnb Rental Income: $1999 Traditional Rental Income: $2816 Airbnb ROI: 1.43% Traditional ROI: 4.48%
3545 CHRISTIANA Court CHESAPEAKE BEACH, MD One-Year Home Warranty Included at Settlement - If you're looking for a home that feels ca...	5 beds \| 3 baths \| 3,137 sq.ft.	$529,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.79% Airbnb Rental Income: $null Traditional Rental Income: $3449 Airbnb ROI: N/A Traditional ROI: 4.79%
3728 Chesapeake Beach Rd 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%
2425 Woodland Ct CHESAPEAKE BEACH, MD Welcome to Northern Calvert County's Richfield Station! This approximately 3,200 sq ft hom...	4 beds \| 3 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%
8240 Harrison Blvd CHESAPEAKE BEACH, MD WELCOME HOME! HAPPY HOLIDAY'S! Nestled in the desirable Richfield Station community, this ...	4 beds \| 3 baths \| 2,520 sq.ft.	$695,900	Airbnb cash on cash: -0.11% Traditional cash on cash: 3.62% Airbnb Rental Income: $1650 Traditional Rental Income: $3604 Airbnb ROI: -0.11% Traditional ROI: 3.62%
3402 Hillside Pl CHESAPEAKE BEACH, MD Hillside Place is simple coastal class , meets Calvert County country. This thoughtfully, ...	3 beds \| 3 baths \| 2,268 sq.ft.	$459,000	Airbnb cash on cash: 1.36% Traditional cash on cash: 4.57% Airbnb Rental Income: $1999 Traditional Rental Income: $2856 Airbnb ROI: 1.36% Traditional ROI: 4.57%
3907 16th St CHESAPEAKE BEACH, MD 5 bedrooms, 3 full bathrooms, 4 car garage, 3 attics, no HOA, parking for RV's, boats, tra...	5 beds \| 3 baths \| 1,872 sq.ft.	$530,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.88% Airbnb Rental Income: $null Traditional Rental Income: $3325 Airbnb ROI: N/A Traditional ROI: 4.88%
6520 18th St CHESAPEAKE BEACH, MD 6520 18th St, CHESAPEAKE BEACH, MD 20732 \| Other	N/A beds \| N/A baths \| N/A	$179,000	Airbnb cash on cash: -0.72% Traditional cash on cash: 1.32% Airbnb Rental Income: $615 Traditional Rental Income: $672 Airbnb ROI: -0.72% Traditional ROI: 1.32%
3164 Dalrymple Rd CHESAPEAKE BEACH, MD 3164 Dalrymple Rd, CHESAPEAKE BEACH, MD 20732 \| Other	N/A beds \| N/A baths \| 0 sq.ft.	$90,000	Airbnb cash on cash: 0.55% Traditional cash on cash: 4.6% Airbnb Rental Income: $615 Traditional Rental Income: $680 Airbnb ROI: 0.55% Traditional ROI: 4.6%
10th St CHESAPEAKE BEACH, MD 10th St, CHESAPEAKE BEACH, MD 20732 \| Other	N/A beds \| N/A baths \| 0 sq.ft.	$49,997	Airbnb cash on cash: 2.48% Traditional cash on cash: 9.48% Airbnb Rental Income: $615 Traditional Rental Income: $680 Airbnb ROI: 2.48% Traditional ROI: 9.48%
4200 Chesapeake Ave CHESAPEAKE BEACH, MD 4200 Chesapeake Ave, CHESAPEAKE BEACH, MD 20732 \| Other	N/A beds \| N/A baths \| N/A	$55,000	Airbnb cash on cash: 2.09% Traditional cash on cash: 8.58% Airbnb Rental Income: $615 Traditional Rental Income: $684 Airbnb ROI: 2.09% Traditional ROI: 8.58%
8215 Moffat Run CHESAPEAKE BEACH, MD PRO PHOTOS & VIDEO COMING SOON! Step into the best of both worlds! This spacious end-unit ...	3 beds \| 3 baths \| 2,224 sq.ft.	$399,000	Airbnb cash on cash: 1.55% Traditional cash on cash: 5.43% Airbnb Rental Income: $1999 Traditional Rental Income: $2928 Airbnb ROI: 1.55% Traditional ROI: 5.43%
2227 Ivy Ln #G-12 CHESAPEAKE BEACH, MD Top floor end unit with 3 bedrooms and 2.5 baths offers fresh paint in bedroom #2, new lig...	3 beds \| 2 baths \| 2,600 sq.ft.	$370,000	Airbnb cash on cash: 0.48% Traditional cash on cash: 5.73% Airbnb Rental Income: $1999 Traditional Rental Income: $3299 Airbnb ROI: 0.48% Traditional ROI: 5.73%

Real Estate investment in Chesapeake-beach, MD

There are 17 properties for sale in the city of Chesapeake Beach . The median list price in Chesapeake Beach is $370,000 and the average price per square foot is $187. In January 2026, the average monthly cash on cash return in Chesapeake Beach is 5.00%. The average monthly rental income in Chesapeake Beach is $2,816.

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

There are 17 investment properties available for sale in Chesapeake-beach.

In 2026, 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 $2,816.

Your search for investment property begins and ends here

Investment Property for Sale in Chesapeake Beach, MD

3902 Bayview Dr

CHESAPEAKE BEACH, MD

3 beds | 2 baths | 2,336 sq.ft.

$565,000

Airbnb cash on cash: 0.68%

Traditional cash on cash: 3.3%

Airbnb Rental Income: $1999

Traditional Rental Income: $2860

Airbnb ROI: 0.68%

Traditional ROI: 3.3%

6212 8th St

CHESAPEAKE BEACH, MD

3 beds | 2 baths | 1,954 sq.ft.

$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%

6510 18th St

CHESAPEAKE BEACH, MD

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

$95,000

Airbnb cash on cash: 0.34%

Traditional cash on cash: 11.59%

Airbnb Rental Income: $615

Traditional Rental Income: $1365

Airbnb ROI: 0.34%

Traditional ROI: 11.59%

6852 Old Bayside Rd

CHESAPEAKE BEACH, MD

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

$199,000

Airbnb cash on cash: -1.37%

Traditional cash on cash: 4.63%

Airbnb Rental Income: $615

Traditional Rental Income: $1457

Airbnb ROI: -1.37%

Traditional ROI: 4.63%

3709 29th St

CHESAPEAKE BEACH, MD

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

$469,900

Airbnb cash on cash: 1.43%

Traditional cash on cash: 4.48%

Airbnb Rental Income: $1999

Traditional Rental Income: $2816

Airbnb ROI: 1.43%

Traditional ROI: 4.48%

3545 CHRISTIANA Court

CHESAPEAKE BEACH, MD

5 beds | 3 baths | 3,137 sq.ft.

$529,900

Airbnb cash on cash: N/A

Traditional cash on cash: 4.79%

Airbnb Rental Income: $null

Traditional Rental Income: $3449

Airbnb ROI: N/A

Traditional ROI: 4.79%

3728 Chesapeake Beach Rd 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%

Traditional ROI: 4.18%

2425 Woodland Ct

CHESAPEAKE BEACH, MD

4 beds | 3 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%