Real Estate Investment Properties for Sale in Ocean Pines, MD

Looking for investment property in Ocean Pines, MD with high ROI ?

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
6 LOOKOUT PT Ocean Pines, MD Waterfront living at it finest. Enjoy tranquil, single-level living in this rare rancher...	3 beds \| 2 baths \| N/A	$627,000	Airbnb cash on cash: -0.5% Traditional cash on cash: 1.7% Airbnb Rental Income: $1227 Traditional Rental Income: $2125 Airbnb ROI: -0.5% Traditional ROI: 1.7%
1404 N CHASE Street Ocean Pines, MD Brand New Construction by Gemcraft Homes located at the end of a cul-de-sac street in beau...	4 beds \| 3 baths \| 2,283 sq.ft.	$614,888	Airbnb cash on cash: -0.68% Traditional cash on cash: 3.35% Airbnb Rental Income: $1132 Traditional Rental Income: $3069 Airbnb ROI: -0.68% Traditional ROI: 3.35%
1212 OCEAN PKWY Ocean Pines, MD Lowered Price, Needing 3rd Party Approval, could give an added advantage. You are going to...	3 beds \| 2 baths \| N/A	$429,900	Airbnb cash on cash: -0.04% Traditional cash on cash: 2.87% Airbnb Rental Income: $1227 Traditional Rental Income: $2006 Airbnb ROI: -0.04% Traditional ROI: 2.87%
43 TAIL OF THE FOX DR Ocean Pines, MD Spacious 3 Bedroom, 2/ 1/2 -Bath Home in Ocean Pines! Welcome to 43 Tail Of The Fox Dr, a ...	3 beds \| 3 baths \| N/A	$460,000	Airbnb cash on cash: -0.14% Traditional cash on cash: 3.76% Airbnb Rental Income: $1227 Traditional Rental Income: $2511 Airbnb ROI: -0.14% Traditional ROI: 3.76%
4 Preakness Dr Ocean Pines, MD This brand-new 5-bedroom, 3.5-bath coastal farmhouse blends modern luxury with timeless de...	5 beds \| 3 baths \| 3,135 sq.ft.	$899,900	Airbnb cash on cash: 0.54% Traditional cash on cash: 2.73% Airbnb Rental Income: $2050 Traditional Rental Income: $3406 Airbnb ROI: 0.54% Traditional ROI: 2.73%
696 OCEAN PKWY Ocean Pines, MD This charming ranch-style home, built in 1999, has been recently refreshed with new paint ...	3 beds \| 2 baths \| N/A	$384,900	Airbnb cash on cash: 0% Traditional cash on cash: 3.49% Airbnb Rental Income: $1227 Traditional Rental Income: $2094 Airbnb ROI: 0% Traditional ROI: 3.49%
10 Jockey Ct Ocean Pines, MD Brand new construction with an anticipated May completion - just in time for the summer se...	5 beds \| 3 baths \| 3,457 sq.ft.	$849,900	Airbnb cash on cash: 2.13% Traditional cash on cash: 3.37% Airbnb Rental Income: $3498 Traditional Rental Income: $3702 Airbnb ROI: 2.13% Traditional ROI: 3.37%

Real Estate investment in Ocean-pines, MD

There are 11 properties for sale in the city of Ocean Pines . The median list price in Ocean Pines is $419,900 and the average price per square foot is $260. In February 2026, the average monthly cash on cash return in Ocean Pines is 4.00%. The average monthly rental income in Ocean Pines is $2,191.

Ocean-pines, MD Real Estate Investing: FAQs for Buyers, Sellers and Investors

There are 11 investment properties available for sale in Ocean-pines.

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

The ROI for Short-Term is higher than the Long-Term in Ocean-pines with average rental income of $1,227.

Your search for investment property begins and ends here

Investment Property for Sale in Ocean Pines, MD

6 LOOKOUT PT

Ocean Pines, MD

3 beds | 2 baths | N/A

$627,000

Airbnb cash on cash: -0.5%

Traditional cash on cash: 1.7%

Airbnb Rental Income: $1227

Traditional Rental Income: $2125

Airbnb ROI: -0.5%

Traditional ROI: 1.7%

1404 N CHASE Street

Ocean Pines, MD

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

$614,888

Airbnb cash on cash: -0.68%

Traditional cash on cash: 3.35%

Airbnb Rental Income: $1132

Traditional Rental Income: $3069

Airbnb ROI: -0.68%

Traditional ROI: 3.35%

1212 OCEAN PKWY

Ocean Pines, MD

3 beds | 2 baths | N/A

$429,900

Airbnb cash on cash: -0.04%

Traditional cash on cash: 2.87%

Airbnb Rental Income: $1227

Traditional Rental Income: $2006

Airbnb ROI: -0.04%

Traditional ROI: 2.87%

43 TAIL OF THE FOX DR

Ocean Pines, MD

3 beds | 3 baths | N/A

$460,000

Airbnb cash on cash: -0.14%

Traditional cash on cash: 3.76%

Airbnb Rental Income: $1227

Traditional Rental Income: $2511

Airbnb ROI: -0.14%

Traditional ROI: 3.76%

4 Preakness Dr

Ocean Pines, MD

5 beds | 3 baths | 3,135 sq.ft.

$899,900

Airbnb cash on cash: 0.54%

Traditional cash on cash: 2.73%

Airbnb Rental Income: $2050

Traditional Rental Income: $3406

Airbnb ROI: 0.54%

Traditional ROI: 2.73%

696 OCEAN PKWY

Ocean Pines, MD

3 beds | 2 baths | N/A

$384,900

Airbnb cash on cash: 0%

Traditional cash on cash: 3.49%

Airbnb Rental Income: $1227

Traditional Rental Income: $2094

Airbnb ROI: 0%

Traditional ROI: 3.49%

10 Jockey Ct

Ocean Pines, MD

5 beds | 3 baths | 3,457 sq.ft.

$849,900

Airbnb cash on cash: 2.13%

Traditional cash on cash: 3.37%

Airbnb Rental Income: $3498

Traditional Rental Income: $3702

Airbnb ROI: 2.13%

Traditional ROI: 3.37%

Real Estate investment in Ocean-pines, MD

Ocean-pines, MD Real Estate Investing: FAQs for Buyers, Sellers and Investors

How many investment properties are available for sale in Ocean-pines?

Which neighborhoods in Ocean-pines to invest in 2026?

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

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