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
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.	$349,900	Airbnb cash on cash: 2.48% Traditional cash on cash: 5.63% Airbnb Rental Income: $2194 Traditional Rental Income: $2675 Airbnb ROI: 2.48% Traditional ROI: 5.63%
32 DRIFTWOOD Lane Ocean Pines, MD Amazing Waterfront 3-Bedroom, 2-Bath Cottage in Ocean Pines Resort! Experience waterfront ...	3 beds \| 2 baths \| 1,656 sq.ft.	$649,899	Airbnb cash on cash: 0.32% Traditional cash on cash: 2.31% Airbnb Rental Income: $1843 Traditional Rental Income: $2552 Airbnb ROI: 0.32% Traditional ROI: 2.31%
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.	$449,900	Airbnb cash on cash: 1.23% Traditional cash on cash: 2.99% Airbnb Rental Income: $1843 Traditional Rental Income: $2088 Airbnb ROI: 1.23% Traditional ROI: 2.99%
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%
2 CRAB CAY Court Ocean Pines, MD You MUST see this amazing propertyVery large custom cape with dynamite water viewSelle...	4 beds \| 4 baths \| 2,178 sq.ft.	$585,000	Airbnb cash on cash: 1.1% Traditional cash on cash: 4% Airbnb Rental Income: $2194 Traditional Rental Income: $3225 Airbnb ROI: 1.1% Traditional ROI: 4%
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: -0.61% Traditional cash on cash: 1.34% Airbnb Rental Income: $2194 Traditional Rental Income: $4463 Airbnb ROI: -0.61% 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%
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.	$415,800	Airbnb cash on cash: 1.43% Traditional cash on cash: 3.77% Airbnb Rental Income: $1843 Traditional Rental Income: $2259 Airbnb ROI: 1.43% Traditional ROI: 3.77%
70 CAPETOWN Road Ocean Pines, MD If you are looking for space, you've found it in this home nestled on a serene wooded lot ...	4 beds \| 3 baths \| 2,894 sq.ft.	$459,000	Airbnb cash on cash: 1.78% Traditional cash on cash: 5.44% Airbnb Rental Income: $2194 Traditional Rental Income: $3211 Airbnb ROI: 1.78% Traditional ROI: 5.44%
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: 2.13% Traditional cash on cash: 3.53% Airbnb Rental Income: $2194 Traditional Rental Income: $2199 Airbnb ROI: 2.13% Traditional ROI: 3.53%
843 YACHT CLUB Drive Ocean Pines, MD You will love the magnificent views from this charming coastal style 3 Bedroom, 2.5 Bath t...	3 beds \| 3 baths \| 1,784 sq.ft.	$559,900	Airbnb cash on cash: 0.67% Traditional cash on cash: 2.94% Airbnb Rental Income: $1843 Traditional Rental Income: $2539 Airbnb ROI: 0.67% Traditional ROI: 2.94%
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.	$899,900	Airbnb cash on cash: 0.84% Traditional cash on cash: 2.73% Airbnb Rental Income: $2422 Traditional Rental Income: $3406 Airbnb ROI: 0.84% Traditional ROI: 2.73%
50 ADMIRAL Avenue Ocean Pines, MD New price , great value , and newer look .Expanded 600 sq. ft . addition brings the total ...	4 beds \| 3 baths \| 1,944 sq.ft.	$399,900	Airbnb cash on cash: 2.32% Traditional cash on cash: 5.4% Airbnb Rental Income: $2194 Traditional Rental Income: $2792 Airbnb ROI: 2.32% Traditional ROI: 5.4%
529 YACHT CLUB Drive #4 Ocean Pines, MD Don't miss this opportunity to own one of the most desirable and move-in-ready properties ...	3 beds \| 3 baths \| 1,470 sq.ft.	$315,000	Airbnb cash on cash: 0.32% Traditional cash on cash: 3.53% Airbnb Rental Income: $1843 Traditional Rental Income: $2298 Airbnb ROI: 0.32% Traditional ROI: 3.53%
10 JOCKEY Court Ocean Pines, MD Brand new construction now completed ready for the summer season! This impressive home off...	5 beds \| 4 baths \| 3,457 sq.ft.	$839,900	Airbnb cash on cash: 0.92% Traditional cash on cash: 3.31% Airbnb Rental Income: $2422 Traditional Rental Income: $3702 Airbnb ROI: 0.92% Traditional ROI: 3.31%
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.	$439,900	Airbnb cash on cash: 1.89% Traditional cash on cash: 2.84% Airbnb Rental Income: $2194 Traditional Rental Income: $2029 Airbnb ROI: 1.89% Traditional ROI: 2.84%
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.	$450,000	Airbnb cash on cash: 1.97% Traditional cash on cash: 1.98% Airbnb Rental Income: $2194 Traditional Rental Income: $1644 Airbnb ROI: 1.97% Traditional ROI: 1.98%
2 MOONRAKER RD Ocean Pines, MD Welcome to 2 Moonraker Rd, a bright, airy, and beautiful contemporary home in Ocean Pines ...	4 beds \| 3 baths \| N/A	$515,000	Airbnb cash on cash: 1.24% Traditional cash on cash: 4.21% Airbnb Rental Income: $2194 Traditional Rental Income: $3068 Airbnb ROI: 1.24% Traditional ROI: 4.21%
63 DRAWBRIDGE Road Ocean Pines, MD Seller days bring us an offer ! Nestled on a quiet cul-de-sac in the desirable community o...	4 beds \| 3 baths \| 3,041 sq.ft.	$450,000	Airbnb cash on cash: 2.11% Traditional cash on cash: 6.16% Airbnb Rental Income: $2194 Traditional Rental Income: $3347 Airbnb ROI: 2.11% Traditional ROI: 6.16%
220 OCEAN Ocean Pines, MD This inviting ranch-style home in the heart of Ocean Pines Resort offers the ideal combina...	4 beds \| 3 baths \| 1,353 sq.ft.	$389,999	Airbnb cash on cash: 2.59% Traditional cash on cash: 4.73% Airbnb Rental Income: $2194 Traditional Rental Income: $2423 Airbnb ROI: 2.59% Traditional ROI: 4.73%
127 NOTTINGHAM Lane Ocean Pines, MD This gracious Tudor styled home is waiting for you to enjoy now. The seller had some neede...	5 beds \| 4 baths \| 2,522 sq.ft.	$490,000	Airbnb cash on cash: 2.02% Traditional cash on cash: 5.28% Airbnb Rental Income: $2422 Traditional Rental Income: $3324 Airbnb ROI: 2.02% Traditional ROI: 5.28%
2208 POINTS REACH #2208 Ocean Pines, MD Welcome to recently renovated luxurious bayfront condo in the prestigious community of Poi...	3 beds \| 2 baths \| 1,896 sq.ft.	$520,000	Airbnb cash on cash: 0.95% Traditional cash on cash: 3.68% Airbnb Rental Income: $1843 Traditional Rental Income: $2671 Airbnb ROI: 0.95% Traditional ROI: 3.68%
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.	$1,125,000	Airbnb cash on cash: 0.11% Traditional cash on cash: 2.71% Airbnb Rental Income: $2194 Traditional Rental Income: $4357 Airbnb ROI: 0.11% Traditional ROI: 2.71%
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.	$699,999	Airbnb cash on cash: 0.32% Traditional cash on cash: 2.13% Airbnb Rental Income: $1843 Traditional Rental Income: $2530 Airbnb ROI: 0.32% Traditional ROI: 2.13%
25 RABBIT RUN Lane Ocean Pines, MD With new improved pricing you can experience the ultimate beach lifestyle in this complete...	3 beds \| 2 baths \| 1,296 sq.ft.	$389,900	Airbnb cash on cash: 1.78% Traditional cash on cash: 3.61% Airbnb Rental Income: $1843 Traditional Rental Income: $2017 Airbnb ROI: 1.78% Traditional ROI: 3.61%
10 STACY Court Ocean Pines, MD Exceptional waterfront living in sought-after Terns Landing, this elegantly updated 4-bedr...	4 beds \| 4 baths \| 3,308 sq.ft.	$1,100,000	Airbnb cash on cash: -0.11% Traditional cash on cash: 2.47% Airbnb Rental Income: $2194 Traditional Rental Income: $4282 Airbnb ROI: -0.11% Traditional ROI: 2.47%

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

There are 63 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

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.

$349,900

Airbnb cash on cash: 2.48%

Traditional cash on cash: 5.63%

Airbnb Rental Income: $2194

Traditional Rental Income: $2675

Airbnb ROI: 2.48%

Traditional ROI: 5.63%

32 DRIFTWOOD Lane

Ocean Pines, MD

3 beds | 2 baths | 1,656 sq.ft.

$649,899

Airbnb cash on cash: 0.32%

Traditional cash on cash: 2.31%

Airbnb Rental Income: $1843

Traditional Rental Income: $2552

Airbnb ROI: 0.32%

Traditional ROI: 2.31%

17 SUNDIAL Circle

Ocean Pines, MD

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

$449,900

Airbnb cash on cash: 1.23%

Traditional cash on cash: 2.99%

Airbnb Rental Income: $1843

Traditional Rental Income: $2088

Airbnb ROI: 1.23%

Traditional ROI: 2.99%

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%

2 CRAB CAY Court

Ocean Pines, MD

4 beds | 4 baths | 2,178 sq.ft.

$585,000

Airbnb cash on cash: 1.1%

Traditional cash on cash: 4%

Airbnb Rental Income: $2194

Traditional Rental Income: $3225

Airbnb ROI: 1.1%

Traditional ROI: 4%

23 HARLAN Trace

Ocean Pines, MD

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

$1,560,000

Airbnb cash on cash: -0.61%

Traditional cash on cash: 1.34%

Airbnb Rental Income: $2194

Traditional Rental Income: $4463

Airbnb ROI: -0.61%

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%