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
1258 OCEAN PARKWAY Ocean Pines, MD Great 4-bedroom, 3-bathroom home in Ocean Pines is an ideal choice for a primary residence...	4 beds \| 3 baths \| 2,230 sq.ft.	$439,900	Airbnb cash on cash: -1.11% Traditional cash on cash: 3.85% Airbnb Rental Income: $757 Traditional Rental Income: $2484 Airbnb ROI: -1.11% Traditional ROI: 3.85%
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: -1.17% Traditional cash on cash: 5.63% Airbnb Rental Income: $757 Traditional Rental Income: $2675 Airbnb ROI: -1.17% Traditional ROI: 5.63%
1 SEAFARER Lane Ocean Pines, MD BIG PRICE IMPROVEMENT!!!! Don't miss out on this charming 3-bedroom, 2-bath home in North ...	3 beds \| 2 baths \| 1,120 sq.ft.	$324,900	Airbnb cash on cash: -0.58% Traditional cash on cash: 3.12% Airbnb Rental Income: $857 Traditional Rental Income: $1654 Airbnb ROI: -0.58% Traditional ROI: 3.12%
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: -1.66% Traditional cash on cash: 1.02% Airbnb Rental Income: $303 Traditional Rental Income: $5661 Airbnb ROI: -1.66% Traditional ROI: 1.02%
7 ROYAL OAKS Drive Ocean Pines, MD 7 IS YOUR LUCKY NUMBER! Updated and ready for your immediate occupancy, this Coastal conte...	4 beds \| 3 baths \| 1,440 sq.ft.	$389,500	Airbnb cash on cash: -0.96% Traditional cash on cash: 4.88% Airbnb Rental Income: $757 Traditional Rental Income: $2573 Airbnb ROI: -0.96% Traditional ROI: 4.88%
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.	$599,900	Airbnb cash on cash: -1.09% Traditional cash on cash: 3.88% Airbnb Rental Income: $757 Traditional Rental Income: $3225 Airbnb ROI: -1.09% Traditional ROI: 3.88%
779 OCEAN PKWY Ocean Pines, MD Have you ever dreamed of living near the beach? Or of owning that perfect rental property ...	3 beds \| 2 baths \| N/A	$389,900	Airbnb cash on cash: -0.74% Traditional cash on cash: 3.23% Airbnb Rental Income: $857 Traditional Rental Income: $1979 Airbnb ROI: -0.74% Traditional ROI: 3.23%
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: -0.69% Traditional cash on cash: 3.27% Airbnb Rental Income: $857 Traditional Rental Income: $1935 Airbnb ROI: -0.69% Traditional ROI: 3.27%
18 SOUTHWIND Court Ocean Pines, MD 3 bedroom, 2 bathroom rancher nestled in a cul de sac in Ocean Pines Community. Gas firepl...	3 beds \| 2 baths \| 1,374 sq.ft.	$370,000	Airbnb cash on cash: -0.75% Traditional cash on cash: 3.73% Airbnb Rental Income: $857 Traditional Rental Income: $2081 Airbnb ROI: -0.75% Traditional ROI: 3.73%
863 OCEAN PARKWAY Ocean Pines, MD Welcome to 863 Ocean Parkway! This charming 3BR, 2BA home has an open floor plan with vaul...	3 beds \| 2 baths \| 1,092 sq.ft.	$349,900	Airbnb cash on cash: -0.51% Traditional cash on cash: 3.99% Airbnb Rental Income: $857 Traditional Rental Income: $2001 Airbnb ROI: -0.51% Traditional ROI: 3.99%
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.	$439,900	Airbnb cash on cash: -0.88% Traditional cash on cash: 3.38% Airbnb Rental Income: $757 Traditional Rental Income: $2199 Airbnb ROI: -0.88% Traditional ROI: 3.38%
756 OCEAN Parkway Ocean Pines, MD This lovely home is for your family and all your friends. A spacious well-maintained 5 bed...	5 beds \| 2 baths \| 2,054 sq.ft.	$405,000	Airbnb cash on cash: -1.99% Traditional cash on cash: 4.89% Airbnb Rental Income: $303 Traditional Rental Income: $2674 Airbnb ROI: -1.99% Traditional ROI: 4.89%
71 HINGHAM Lane Ocean Pines, MD Welcome to Gemcraft's newest addition to Ocean Pines! As you walk into the Hamilton just c...	4 beds \| 3 baths \| 2,199 sq.ft.	$599,990	Airbnb cash on cash: -0.64% Traditional cash on cash: 3.87% Airbnb Rental Income: $757 Traditional Rental Income: $2968 Airbnb ROI: -0.64% Traditional ROI: 3.87%
32 WHALER Lane Ocean Pines, MD Welcome to this charming 3-bedroom, 2-bath home in the heart of Ocean Pines, sitting well ...	3 beds \| 2 baths \| 1,344 sq.ft.	$359,000	Airbnb cash on cash: -0.38% Traditional cash on cash: 4.26% Airbnb Rental Income: $857 Traditional Rental Income: $2088 Airbnb ROI: -0.38% Traditional ROI: 4.26%
386 OCEAN Parkway Ocean Pines, MD WATERFRONT beach retreat with recent updates! Welcoming, light + airy contemporary with a ...	3 beds \| 3 baths \| 1,566 sq.ft.	$629,990	Airbnb cash on cash: -0.73% Traditional cash on cash: 2.38% Airbnb Rental Income: $857 Traditional Rental Income: $2357 Airbnb ROI: -0.73% Traditional ROI: 2.38%
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: -1.26% Traditional cash on cash: 2.73% Airbnb Rental Income: $303 Traditional Rental Income: $3406 Airbnb ROI: -1.26% Traditional ROI: 2.73%
306 OCEAN PARKWAY Ocean Pines, MD NEW PRICE! This home has many special features and is ready for immediate occupancy. This ...	3 beds \| 2 baths \| 1,388 sq.ft.	$369,900	Airbnb cash on cash: -0.55% Traditional cash on cash: 4.21% Airbnb Rental Income: $857 Traditional Rental Income: $2178 Airbnb ROI: -0.55% Traditional ROI: 4.21%
50 ADMIRAL Avenue Ocean Pines, MD Expanded 600 sq. ft . addition brings the total finished square footage to 1944 estimated ...	4 beds \| 3 baths \| 1,944 sq.ft.	$414,900	Airbnb cash on cash: -0.88% Traditional cash on cash: 5.17% Airbnb Rental Income: $757 Traditional Rental Income: $2792 Airbnb ROI: -0.88% Traditional ROI: 5.17%
8 LONG POINT Court Ocean Pines, MD Major Price Adjustment and a seller contribution of $25,000! Discover comfortable coastal ...	4 beds \| 3 baths \| 2,808 sq.ft.	$549,900	Airbnb cash on cash: -1.73% Traditional cash on cash: 3.63% Airbnb Rental Income: $757 Traditional Rental Income: $3195 Airbnb ROI: -1.73% Traditional ROI: 3.63%
101 MUMFORDS LANDING Road Ocean Pines, MD Seller is Motivated!! This Custom built home is priced to Sell!!! Come and see for yoursel...	5 beds \| 4 baths \| 2,607 sq.ft.	$555,500	Airbnb cash on cash: -1.74% Traditional cash on cash: 5.39% Airbnb Rental Income: $303 Traditional Rental Income: $3764 Airbnb ROI: -1.74% Traditional ROI: 5.39%
6 HERON ISLE Court Ocean Pines, MD This pristine home located in Wood Duck Isle I is perfect for entertaining or large family...	4 beds \| 3 baths \| 3,002 sq.ft.	$710,000	Airbnb cash on cash: -1.18% Traditional cash on cash: 2.23% Airbnb Rental Income: $757 Traditional Rental Income: $2699 Airbnb ROI: -1.18% Traditional ROI: 2.23%
10 JOCKEY Court Ocean Pines, MD Brand new construction almost near completion - just in time for the summer season! This i...	5 beds \| 4 baths \| 3,457 sq.ft.	$849,900	Airbnb cash on cash: -1.34% Traditional cash on cash: 3.26% Airbnb Rental Income: $303 Traditional Rental Income: $3702 Airbnb ROI: -1.34% Traditional ROI: 3.26%
29 PINEHURST Road Ocean Pines, MD Welcome to 29 Pinehurst, a spacious and inviting 4-5 bedroom, 2-bath home designed for com...	4 beds \| 2 baths \| 2,224 sq.ft.	$409,900	Airbnb cash on cash: -1.08% Traditional cash on cash: 3.17% Airbnb Rental Income: $757 Traditional Rental Income: $2076 Airbnb ROI: -1.08% Traditional ROI: 3.17%
4 FANTAIL Court Ocean Pines, MD SIMPLY BEAUTIFUL! AND NOW A NEW PRICE!! If you are looking for the ultimate in privacy, va...	4 beds \| 2 baths \| 1,766 sq.ft.	$433,500	Airbnb cash on cash: -0.88% Traditional cash on cash: 2.91% Airbnb Rental Income: $757 Traditional Rental Income: $1983 Airbnb ROI: -0.88% Traditional ROI: 2.91%
1613 MERCERS Way Ocean Pines, MD Experience refined coastal living in this exceptional custom-built residence nestled in th...	5 beds \| 4 baths \| 3,571 sq.ft.	$749,900	Airbnb cash on cash: -1.64% Traditional cash on cash: 2.19% Airbnb Rental Income: $303 Traditional Rental Income: $2738 Airbnb ROI: -1.64% Traditional ROI: 2.19%
562 OCEAN PARKWAY Ocean Pines, MD Major Price Adjustment! $5,000 Seller Contribution with acceptable offer!! Welcome to this...	4 beds \| 3 baths \| 2,968 sq.ft.	$519,900	Airbnb cash on cash: -1.15% Traditional cash on cash: 2.75% Airbnb Rental Income: $757 Traditional Rental Income: $2335 Airbnb ROI: -1.15% Traditional ROI: 2.75%
22 HARBORVIEW Drive Ocean Pines, MD Waterfront living at its finest in sought-after Ocean Pines! Perfectly positioned just a o...	3 beds \| 3 baths \| 2,176 sq.ft.	$869,900	Airbnb cash on cash: -1.18% Traditional cash on cash: 1.79% Airbnb Rental Income: $857 Traditional Rental Income: $2928 Airbnb ROI: -1.18% Traditional ROI: 1.79%
32 GATEHOUSE Trail Ocean Pines, MD This cozy 3-bedroom, 2-bath rancher is ready for you to move right in and feel at home. Yo...	3 beds \| 2 baths \| 1,008 sq.ft.	$369,900	Airbnb cash on cash: -0.39% Traditional cash on cash: 3.84% Airbnb Rental Income: $857 Traditional Rental Income: $1993 Airbnb ROI: -0.39% Traditional ROI: 3.84%
414 OCEAN PKWY Ocean Pines, MD Welcome to waterfront living at its best in the sought-after Teal Bay section of Ocean Pin...	3 beds \| 2 baths \| 1,498 sq.ft.	$619,000	Airbnb cash on cash: -0.77% Traditional cash on cash: 2.63% Airbnb Rental Income: $857 Traditional Rental Income: $2490 Airbnb ROI: -0.77% Traditional ROI: 2.63%
62 BOSTON DR Ocean Pines, MD Canal waterfront completely remodeled in 2018 ,4 bedroom with 3 full baths home brand NEW ...	4 beds \| 3 baths \| N/A	$762,550	Airbnb cash on cash: -1.15% Traditional cash on cash: 2.14% Airbnb Rental Income: $757 Traditional Rental Income: $2778 Airbnb ROI: -1.15% Traditional ROI: 2.14%
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	$549,900	Airbnb cash on cash: -1.23% Traditional cash on cash: 3.88% Airbnb Rental Income: $757 Traditional Rental Income: $3068 Airbnb ROI: -1.23% Traditional ROI: 3.88%
504 BEAUMONT Court Ocean Pines, MD Spectacular panoramic water views are the centerpiece of this exceptional waterfront prope...	4 beds \| 3 baths \| 2,737 sq.ft.	$1,399,000	Airbnb cash on cash: -1.2% Traditional cash on cash: 1.08% Airbnb Rental Income: $757 Traditional Rental Income: $3407 Airbnb ROI: -1.2% Traditional ROI: 1.08%
63 DRAWBRIDGE Road Ocean Pines, MD Nestled on a quiet cul-de-sac in the desirable community of Ocean Pines, this custom-built...	4 beds \| 3 baths \| 3,041 sq.ft.	$499,000	Airbnb cash on cash: -0.76% Traditional cash on cash: 5.47% Airbnb Rental Income: $757 Traditional Rental Income: $3347 Airbnb ROI: -0.76% Traditional ROI: 5.47%
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.	$395,000	Airbnb cash on cash: -0.69% Traditional cash on cash: 4.66% Airbnb Rental Income: $757 Traditional Rental Income: $2423 Airbnb ROI: -0.69% Traditional ROI: 4.66%
62 NEWPORT Drive Ocean Pines, MD Beautifully updated and truly unique Chalet-style home offering 3 bedrooms and 2 full bath...	3 beds \| 2 baths \| 1,170 sq.ft.	$419,000	Airbnb cash on cash: -0.43% Traditional cash on cash: 3.15% Airbnb Rental Income: $857 Traditional Rental Income: $1930 Airbnb ROI: -0.43% Traditional ROI: 3.15%
92 TAIL OF THE FOX DR Ocean Pines, MD Discover the charm of this delightful ranch-style home, nestled on a spacious 0.22-acre lo...	3 beds \| 2 baths \| 2,054 sq.ft.	$524,900	Airbnb cash on cash: -0.81% Traditional cash on cash: 3.21% Airbnb Rental Income: $857 Traditional Rental Income: $2499 Airbnb ROI: -0.81% Traditional ROI: 3.21%

Real Estate investment in Ocean-pines, MD

There are 42 properties for sale in the city of Ocean Pines . The median list price in Ocean Pines is $442,900 and the average price per square foot is $207. In May 2026, the average monthly cash on cash return in Ocean Pines is 3.00%. The average monthly rental income in Ocean Pines is $2,499.

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

There are 42 investment properties available for sale in Ocean-pines.

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

The ROI for Long-Term is higher than the Short-Term in Ocean-pines with average rental income of $2,499.

Your search for investment property begins and ends here

Investment Property for Sale in Ocean Pines, MD

1258 OCEAN PARKWAY

Ocean Pines, MD

4 beds | 3 baths | 2,230 sq.ft.

$439,900

Airbnb cash on cash: -1.11%

Traditional cash on cash: 3.85%

Airbnb Rental Income: $757

Traditional Rental Income: $2484

Airbnb ROI: -1.11%

Traditional ROI: 3.85%

850 OCEAN PARKWAY

Ocean Pines, MD

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

$349,900

Airbnb cash on cash: -1.17%

Traditional cash on cash: 5.63%

Airbnb Rental Income: $757

Traditional Rental Income: $2675

Airbnb ROI: -1.17%

Traditional ROI: 5.63%

1 SEAFARER Lane

Ocean Pines, MD

3 beds | 2 baths | 1,120 sq.ft.

$324,900

Airbnb cash on cash: -0.58%

Traditional cash on cash: 3.12%

Airbnb Rental Income: $857

Traditional Rental Income: $1654

Airbnb ROI: -0.58%

Traditional ROI: 3.12%

26 LEIGH Drive

Ocean Pines, MD

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

$2,250,000

Airbnb cash on cash: -1.66%

Traditional cash on cash: 1.02%

Airbnb Rental Income: $303

Traditional Rental Income: $5661

Airbnb ROI: -1.66%

Traditional ROI: 1.02%

7 ROYAL OAKS Drive

Ocean Pines, MD

4 beds | 3 baths | 1,440 sq.ft.

$389,500

Airbnb cash on cash: -0.96%

Traditional cash on cash: 4.88%

Airbnb Rental Income: $757

Traditional Rental Income: $2573

Airbnb ROI: -0.96%

Traditional ROI: 4.88%

2 CRAB CAY Court

Ocean Pines, MD

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

$599,900

Airbnb cash on cash: -1.09%

Traditional cash on cash: 3.88%

Airbnb Rental Income: $757

Traditional Rental Income: $3225

Airbnb ROI: -1.09%

Traditional ROI: 3.88%

779 OCEAN PKWY

Ocean Pines, MD

3 beds | 2 baths | N/A

$389,900

Airbnb cash on cash: -0.74%

Traditional cash on cash: 3.23%

Airbnb Rental Income: $857

Traditional Rental Income: $1979

Airbnb ROI: -0.74%

Traditional ROI: 3.23%

61 ABBYSHIRE Road

Ocean Pines, MD

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

$379,900

Airbnb cash on cash: -0.69%

Traditional cash on cash: 3.27%

Airbnb Rental Income: $857

Traditional Rental Income: $1935

Airbnb ROI: -0.69%