Real Estate Investment Properties for Sale in Deal Island, MD

Looking for investment property in Deal Island, MD with high ROI ?

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
23232 Lola Wheatley Rd Deal Island, MD Restored 1900 Traditional Farmhouse in Historic Deal Island, Maryland Discover the cha...	4 beds \| 2 baths \| 1,692 sq.ft.	$249,900	Airbnb cash on cash: 6.3% Traditional cash on cash: 8.82% Airbnb Rental Income: $2510 Traditional Rental Income: $2498 Airbnb ROI: 6.3% Traditional ROI: 8.82%
23290 Custom House Rd Deal Island, MD Looking for peace, tranquility, and true Eastern Shore living? Welcome home. This unique 5...	5 beds \| 2 baths \| 2,400 sq.ft.	$299,900	Airbnb cash on cash: N/A Traditional cash on cash: 9.14% Airbnb Rental Income: $null Traditional Rental Income: $3222 Airbnb ROI: N/A Traditional ROI: 9.14%
10515 Cassandra Dr Deal Island, MD 10515 Cassandra Dr, Deal Island, MD 21821 \| Single Family Residential	6 beds \| 2 baths \| 2,401 sq.ft.	$415,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.71% Airbnb Rental Income: $null Traditional Rental Income: $2347 Airbnb ROI: N/A Traditional ROI: 3.71%
Parcels B & C Rolfe Ln Deal Island, MD Parcels B & C Rolfe Ln, Deal Island, MD 21821 \| Other	N/A beds \| N/A baths \| 0 sq.ft.	$149,999	Airbnb cash on cash: N/A Traditional cash on cash: 5.15% Airbnb Rental Income: $null Traditional Rental Income: $1129 Airbnb ROI: N/A Traditional ROI: 5.15%
10116 Deal Island Rd Deal Island, MD 10116 Deal Island Rd, Deal Island, MD 21821 \| Single Family Residential	2 beds \| 1 baths \| 1,096 sq.ft.	$189,000	Airbnb cash on cash: 0.07% Traditional cash on cash: 5.34% Airbnb Rental Income: $824 Traditional Rental Income: $1494 Airbnb ROI: 0.07% Traditional ROI: 5.34%
23145 Edelen Webster Rd Deal Island, MD 23145 Edelen Webster Rd, Deal Island, MD 21821 \| Other	N/A beds \| N/A baths \| N/A	$965,000	Airbnb cash on cash: N/A Traditional cash on cash: -1.03% Airbnb Rental Income: $null Traditional Rental Income: $1038 Airbnb ROI: N/A Traditional ROI: -1.03%
23163 Rolfe Ln Deal Island, MD 23163 Rolfe Ln, Deal Island, MD 21821 \| Single Family Residential	4 beds \| 2 baths \| 3,200 sq.ft.	$750,000	Airbnb cash on cash: 0.51% Traditional cash on cash: 0.09% Airbnb Rental Income: $2510 Traditional Rental Income: $1610 Airbnb ROI: 0.51% Traditional ROI: 0.09%

Real Estate investment in Deal-island, MD

There are 7 properties for sale in the city of Deal Island . The median list price in Deal Island is $161,903 and the average price per square foot is $122. In August 2026, the average monthly cash on cash return in Deal Island is 9.00%. The average monthly rental income in Deal Island is $1,129.

Deal-island, MD Real Estate Investing: FAQs for Buyers, Sellers and Investors

There are 7 investment properties available for sale in Deal-island.

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

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

Your search for investment property begins and ends here

Investment Property for Sale in Deal Island, MD

23232 Lola Wheatley Rd

Deal Island, MD

4 beds | 2 baths | 1,692 sq.ft.

$249,900

Airbnb cash on cash: 6.3%

Traditional cash on cash: 8.82%

Airbnb Rental Income: $2510

Traditional Rental Income: $2498

Airbnb ROI: 6.3%

Traditional ROI: 8.82%

23290 Custom House Rd

Deal Island, MD

5 beds | 2 baths | 2,400 sq.ft.

$299,900

Airbnb cash on cash: N/A

Traditional cash on cash: 9.14%

Airbnb Rental Income: $null

Traditional Rental Income: $3222

Airbnb ROI: N/A

Traditional ROI: 9.14%

10515 Cassandra Dr

Deal Island, MD

6 beds | 2 baths | 2,401 sq.ft.

$415,000

Airbnb cash on cash: N/A

Traditional cash on cash: 3.71%

Airbnb Rental Income: $null

Traditional Rental Income: $2347

Airbnb ROI: N/A

Traditional ROI: 3.71%

Parcels B & C Rolfe Ln

Deal Island, MD

N/A beds | N/A baths | 0 sq.ft.

$149,999

Airbnb cash on cash: N/A

Traditional cash on cash: 5.15%

Airbnb Rental Income: $null

Traditional Rental Income: $1129

Airbnb ROI: N/A

Traditional ROI: 5.15%

10116 Deal Island Rd

Deal Island, MD

2 beds | 1 baths | 1,096 sq.ft.

$189,000

Airbnb cash on cash: 0.07%

Traditional cash on cash: 5.34%

Airbnb Rental Income: $824

Traditional Rental Income: $1494

Airbnb ROI: 0.07%

Traditional ROI: 5.34%

23145 Edelen Webster Rd

Deal Island, MD

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

$965,000

Airbnb cash on cash: N/A

Traditional cash on cash: -1.03%

Airbnb Rental Income: $null

Traditional Rental Income: $1038

Airbnb ROI: N/A

Traditional ROI: -1.03%

23163 Rolfe Ln

Deal Island, MD

4 beds | 2 baths | 3,200 sq.ft.

$750,000

Airbnb cash on cash: 0.51%

Traditional cash on cash: 0.09%

Airbnb Rental Income: $2510

Traditional Rental Income: $1610

Airbnb ROI: 0.51%

Traditional ROI: 0.09%

Real Estate investment in Deal-island, MD

Deal-island, MD Real Estate Investing: FAQs for Buyers, Sellers and Investors

How many investment properties are available for sale in Deal-island?

Which neighborhoods in Deal-island to invest in 2026?

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

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