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
1036 OCEAN PARKWAY Ocean Pines, MD This stunning ranch-style home, set on a beautifully landscaped lot, offers a harmonious b...	3 beds \| 2 baths \| 1,504 sq.ft.	$524,900	Airbnb cash on cash: 0.85% Traditional cash on cash: 2.68% Airbnb Rental Income: $1843 Traditional Rental Income: $2243 Airbnb ROI: 0.85% Traditional ROI: 2.68%
118 ROBIN HOOD TRL Ocean Pines, MD Welcome to Sherwood Forest- Ocean Pines, MD! Nestled Within the highly desirable community...	3 beds \| 2 baths \| N/A	$514,000	Airbnb cash on cash: 0.75% Traditional cash on cash: 2.42% Airbnb Rental Income: $1843 Traditional Rental Income: $2150 Airbnb ROI: 0.75% Traditional ROI: 2.42%
850 OCEAN PARKWAY Ocean Pines, MD BIG PRICE REDUCTION! MOTIVATED SELLER! BRING ALL OFFERS! OVERSIZED FLOOR PLAN! You'll feel...	4 beds \| 3 baths \| 2,900 sq.ft.	$325,000	Airbnb cash on cash: 2.79% Traditional cash on cash: 6.13% Airbnb Rental Income: $2214 Traditional Rental Income: $2675 Airbnb ROI: 2.79% Traditional ROI: 6.13%
17 SUNDIAL Circle Ocean Pines, MD What a view looking straight down the 3rd fairway of the Ocean Pines golf course! Walk to ...	3 beds \| 2 baths \| 1,344 sq.ft.	$439,900	Airbnb cash on cash: 1.3% Traditional cash on cash: 3.1% Airbnb Rental Income: $1843 Traditional Rental Income: $2088 Airbnb ROI: 1.3% Traditional ROI: 3.1%
26 LEIGH Drive Ocean Pines, MD Experience breathtaking water views from this expansive three-level waterfront home design...	5 beds \| 7 baths \| 7,441 sq.ft.	$2,250,000	Airbnb cash on cash: -0.82% Traditional cash on cash: 1.02% Airbnb Rental Income: $2422 Traditional Rental Income: $5661 Airbnb ROI: -0.82% Traditional ROI: 1.02%
23 HARLAN Trace Ocean Pines, MD One of a kind custom designed home! Walk up the grand stone steps and enter thru double do...	4 beds \| 4 baths \| 4,440 sq.ft.	$1,560,000	Airbnb cash on cash: -0.59% Traditional cash on cash: 1.34% Airbnb Rental Income: $2214 Traditional Rental Income: $4463 Airbnb ROI: -0.59% Traditional ROI: 1.34%
61 ABBYSHIRE Road Ocean Pines, MD Spacious and open floor plan designed for easy living and effortless entertaining . This i...	3 beds \| 2 baths \| 1,288 sq.ft.	$379,900	Airbnb cash on cash: 1.62% Traditional cash on cash: 3.27% Airbnb Rental Income: $1843 Traditional Rental Income: $1935 Airbnb ROI: 1.62% Traditional ROI: 3.27%
582 OCEAN Parkway Ocean Pines, MD MUST-SEE beach-style home in the highly-acclaimed community of Ocean Pines! This 3-bedroom...	3 beds \| 3 baths \| 1,392 sq.ft.	$499,000	Airbnb cash on cash: 1.01% Traditional cash on cash: 3.1% Airbnb Rental Income: $1843 Traditional Rental Income: $2320 Airbnb ROI: 1.01% Traditional ROI: 3.1%
9 YEOMAN Court Ocean Pines, MD Nestled in the charming Ocean Pines - Huntington community, this delightful ranch-style ho...	3 beds \| 2 baths \| 1,440 sq.ft.	$410,000	Airbnb cash on cash: 1.47% Traditional cash on cash: 3.84% Airbnb Rental Income: $1843 Traditional Rental Income: $2259 Airbnb ROI: 1.47% Traditional ROI: 3.84%
120 ROBIN HOOD Ocean Pines, MD Don't miss out on this incredible opportunity to own a piece of Ocean Pines paradise. With...	4 beds \| 2 baths \| 1,402 sq.ft.	$425,000	Airbnb cash on cash: 2.17% Traditional cash on cash: 3.53% Airbnb Rental Income: $2214 Traditional Rental Income: $2199 Airbnb ROI: 2.17% Traditional ROI: 3.53%
6 WEEPING WILLOW Court Ocean Pines, MD Welcome to coastal living at its finest in sought-after Ocean Pines, Maryland! Discover th...	3 beds \| 2 baths \| 1,248 sq.ft.	$382,000	Airbnb cash on cash: 1.69% Traditional cash on cash: 3.76% Airbnb Rental Income: $1843 Traditional Rental Income: $2089 Airbnb ROI: 1.69% Traditional ROI: 3.76%
4 PREAKNESS Drive Ocean Pines, MD This brand-new 5-bedroom, 3.5-bath coastal farmhouse blends modern luxury with timeless de...	5 beds \| 4 baths \| 3,135 sq.ft.	$879,900	Airbnb cash on cash: 0.89% Traditional cash on cash: 2.81% Airbnb Rental Income: $2422 Traditional Rental Income: $3406 Airbnb ROI: 0.89% Traditional ROI: 2.81%
6 HERON ISLE Court Ocean Pines, MD This absolutely pristine and well maintained home located in Wood Duck Isle is not only a ...	4 beds \| 3 baths \| 3,002 sq.ft.	$639,000	Airbnb cash on cash: 0.83% Traditional cash on cash: 2.58% Airbnb Rental Income: $2214 Traditional Rental Income: $2699 Airbnb ROI: 0.83% Traditional ROI: 2.58%
10 JOCKEY Court Ocean Pines, MD Brand new construction now completed and ready for the summer season! This impressive home...	5 beds \| 4 baths \| 3,457 sq.ft.	$824,900	Airbnb cash on cash: 0.95% Traditional cash on cash: 3.39% Airbnb Rental Income: $2422 Traditional Rental Income: $3702 Airbnb ROI: 0.95% Traditional ROI: 3.39%
48 BATTERSEA Road Ocean Pines, MD Located on the eighth fairway of the Ocean Pines Robert Trent Jones Golf Course in sought-...	4 beds \| 2 baths \| 2,076 sq.ft.	$434,900	Airbnb cash on cash: 1.97% Traditional cash on cash: 2.88% Airbnb Rental Income: $2214 Traditional Rental Income: $2029 Airbnb ROI: 1.97% Traditional ROI: 2.88%
15 RAFT Road Ocean Pines, MD Welcome to 15 Raft! This sweet, fully updated home is tucked away on a charming cul-de-sac...	4 beds \| 2 baths \| 1,344 sq.ft.	$412,000	Airbnb cash on cash: 2.29% Traditional cash on cash: 2.26% Airbnb Rental Income: $2214 Traditional Rental Income: $1644 Airbnb ROI: 2.29% Traditional ROI: 2.26%
562 OCEAN PARKWAY Ocean Pines, MD HOME SALE CONTINGENCY FELL THROUGH TO NON FAUL T OF SELLERS . Now back on the market with ...	4 beds \| 3 baths \| 2,968 sq.ft.	$450,000	Airbnb cash on cash: 1.71% Traditional cash on cash: 3.32% Airbnb Rental Income: $2214 Traditional Rental Income: $2335 Airbnb ROI: 1.71% Traditional ROI: 3.32%
2 MOONRAKER RD Ocean Pines, MD A fantastic new price and home warranty coverage for 3 years Welcome to 2 Moonraker Rd, a ...	4 beds \| 3 baths \| N/A	$499,999	Airbnb cash on cash: 1.34% Traditional cash on cash: 4.36% Airbnb Rental Income: $2214 Traditional Rental Income: $3068 Airbnb ROI: 1.34% Traditional ROI: 4.36%
127 NOTTINGHAM Lane Ocean Pines, MD NEW PRICE! This gracious Tudor styled home is waiting for you to enjoy now at a reduced pr...	5 beds \| 4 baths \| 2,522 sq.ft.	$475,000	Airbnb cash on cash: 1.93% Traditional cash on cash: 5.29% Airbnb Rental Income: $2422 Traditional Rental Income: $3324 Airbnb ROI: 1.93% Traditional ROI: 5.29%
2208 POINTS REACH #2208 Ocean Pines, MD Price Adjustment! Welcome to recently renovated luxurious bayfront condo in the prestigiou...	3 beds \| 2 baths \| 1,896 sq.ft.	$510,000	Airbnb cash on cash: -2.41% Traditional cash on cash: 0.37% Airbnb Rental Income: $1843 Traditional Rental Income: $2671 Airbnb ROI: -2.41% Traditional ROI: 0.37%
19 DUCK COVE Ocean Pines, MD Comfort, privacy, and waterfront living come together in this fully renovated three-level ...	4 beds \| 4 baths \| 3,249 sq.ft.	$1,089,999	Airbnb cash on cash: 0.02% Traditional cash on cash: 2.68% Airbnb Rental Income: $2214 Traditional Rental Income: $4357 Airbnb ROI: 0.02% Traditional ROI: 2.68%
19 PINTAIL Drive Ocean Pines, MD WATERFRONT HOME on Deep Water Canal with Direct Access to the Bay Spacious Rancher, 3 Bedr...	3 beds \| 2 baths \| 1,646 sq.ft.	$657,999	Airbnb cash on cash: 0.17% Traditional cash on cash: 2.1% Airbnb Rental Income: $1843 Traditional Rental Income: $2530 Airbnb ROI: 0.17% Traditional ROI: 2.1%
7 LONG POINT Court Ocean Pines, MD Welcome to 7 Long Point Ct. located in the 55+ community of The Parke in Ocean Pines. This...	4 beds \| 3 baths \| 2,808 sq.ft.	$559,900	Airbnb cash on cash: 0.6% Traditional cash on cash: 3.48% Airbnb Rental Income: $2214 Traditional Rental Income: $3163 Airbnb ROI: 0.6% Traditional ROI: 3.48%
20 SOUTHWIND Ocean Pines, MD Owners say bring your reasonable offer. This updated 3-bedroom, 2-bath coastal retreat is ...	3 beds \| 2 baths \| 1,512 sq.ft.	$399,000	Airbnb cash on cash: 1.52% Traditional cash on cash: 3.44% Airbnb Rental Income: $1843 Traditional Rental Income: $2064 Airbnb ROI: 1.52% Traditional ROI: 3.44%
31 FOOTBRIDGE Ocean Pines, MD Motivated sellers just made a price reduction! All spruced up and ready to go! Fresh paint...	3 beds \| 2 baths \| 1,440 sq.ft.	$374,900	Airbnb cash on cash: 1.59% Traditional cash on cash: 3.77% Airbnb Rental Income: $1843 Traditional Rental Income: $2116 Airbnb ROI: 1.59% Traditional ROI: 3.77%
95 CHATHAM Court Ocean Pines, MD PRICE REDUCTION! SHOW AND SELL!This highly sought after Osprey Model in the Parke at Ocean...	3 beds \| 3 baths \| 2,357 sq.ft.	$525,000	Airbnb cash on cash: 0.07% Traditional cash on cash: 3.29% Airbnb Rental Income: $1843 Traditional Rental Income: $2928 Airbnb ROI: 0.07% Traditional ROI: 3.29%
8 GRAND PORT Road Ocean Pines, MD This beautifully renovated 5-bedroom, 3 full bath canal-front beach retreat is ready for i...	5 beds \| 3 baths \| 2,548 sq.ft.	$979,900	Airbnb cash on cash: 0.31% Traditional cash on cash: 2.08% Airbnb Rental Income: $2422 Traditional Rental Income: $3439 Airbnb ROI: 0.31% Traditional ROI: 2.08%
74 WOOD DUCK Drive Ocean Pines, MD Featuring over $80,000 in brand-new capital upgrades-including a brand-new bulkhead, new d...	4 beds \| 3 baths \| 2,934 sq.ft.	$949,000	Airbnb cash on cash: 0.09% Traditional cash on cash: 2.37% Airbnb Rental Income: $2214 Traditional Rental Income: $3665 Airbnb ROI: 0.09% Traditional ROI: 2.37%
10 STONEMEADOW Court Ocean Pines, MD This beautifully updated 3-bedroom, 2-bath home is tucked away on a quiet cul-de-sac and s...	3 beds \| 2 baths \| 1,112 sq.ft.	$384,500	Airbnb cash on cash: 1.58% Traditional cash on cash: 2.65% Airbnb Rental Income: $1843 Traditional Rental Income: $1732 Airbnb ROI: 1.58% Traditional ROI: 2.65%
1014 BAYBREEZE Lane Ocean Pines, MD Showings Begin Friday 7/24 Absolute Perfect Entertaining Spot in Marina Village Larg...	4 beds \| 3 baths \| 2,115 sq.ft.	$550,000	Airbnb cash on cash: 1% Traditional cash on cash: 3.68% Airbnb Rental Income: $2214 Traditional Rental Income: $3030 Airbnb ROI: 1% Traditional ROI: 3.68%

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

There are 53 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 $N/A.

Your search for investment property begins and ends here

Investment Property for Sale in Ocean Pines, MD

1036 OCEAN PARKWAY

Ocean Pines, MD

3 beds | 2 baths | 1,504 sq.ft.

$524,900

Airbnb cash on cash: 0.85%

Traditional cash on cash: 2.68%

Airbnb Rental Income: $1843

Traditional Rental Income: $2243

Airbnb ROI: 0.85%

Traditional ROI: 2.68%

118 ROBIN HOOD TRL

Ocean Pines, MD

3 beds | 2 baths | N/A

$514,000

Airbnb cash on cash: 0.75%

Traditional cash on cash: 2.42%

Airbnb Rental Income: $1843

Traditional Rental Income: $2150

Airbnb ROI: 0.75%

Traditional ROI: 2.42%

850 OCEAN PARKWAY

Ocean Pines, MD

4 beds | 3 baths | 2,900 sq.ft.

$325,000

Airbnb cash on cash: 2.79%

Traditional cash on cash: 6.13%

Airbnb Rental Income: $2214

Traditional Rental Income: $2675

Airbnb ROI: 2.79%

Traditional ROI: 6.13%

17 SUNDIAL Circle

Ocean Pines, MD

3 beds | 2 baths | 1,344 sq.ft.

$439,900

Airbnb cash on cash: 1.3%

Traditional cash on cash: 3.1%

Airbnb Rental Income: $1843

Traditional Rental Income: $2088

Airbnb ROI: 1.3%

Traditional ROI: 3.1%

26 LEIGH Drive

Ocean Pines, MD

5 beds | 7 baths | 7,441 sq.ft.

$2,250,000

Airbnb cash on cash: -0.82%

Traditional cash on cash: 1.02%

Airbnb Rental Income: $2422

Traditional Rental Income: $5661

Airbnb ROI: -0.82%

Traditional ROI: 1.02%

23 HARLAN Trace

Ocean Pines, MD

4 beds | 4 baths | 4,440 sq.ft.

$1,560,000

Airbnb cash on cash: -0.59%

Traditional cash on cash: 1.34%

Airbnb Rental Income: $2214

Traditional Rental Income: $4463

Airbnb ROI: -0.59%

Traditional ROI: 1.34%

61 ABBYSHIRE Road

Ocean Pines, MD

3 beds | 2 baths | 1,288 sq.ft.

$379,900

Airbnb cash on cash: 1.62%

Traditional cash on cash: 3.27%

Airbnb Rental Income: $1843

Traditional Rental Income: $1935

Airbnb ROI: 1.62%

Traditional ROI: 3.27%

582 OCEAN Parkway

Ocean Pines, MD

3 beds | 3 baths | 1,392 sq.ft.

$499,000

Airbnb cash on cash: 1.01%

Traditional cash on cash: 3.1%

Airbnb Rental Income: $1843

Traditional Rental Income: $2320

Airbnb ROI: 1.01%