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.	$464,900	Airbnb cash on cash: 0.62% Traditional cash on cash: 3.54% Airbnb Rental Income: $1665 Traditional Rental Income: $2484 Airbnb ROI: 0.62% Traditional ROI: 3.54%
57 HATTERAS Street Ocean Pines, MD Welcome to premier coastal living in this sought-after 55+ community, just minutes from th...	3 beds \| 2 baths \| 1,408 sq.ft.	$399,000	Airbnb cash on cash: -2.19% Traditional cash on cash: 2.51% Airbnb Rental Income: $714 Traditional Rental Income: $2162 Airbnb ROI: -2.19% Traditional ROI: 2.51%
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: 1.13% Traditional cash on cash: 5.63% Airbnb Rental Income: $1665 Traditional Rental Income: $2675 Airbnb ROI: 1.13% Traditional ROI: 5.63%
2 DINGHY CT Ocean Pines, MD Back on market at no fault of property or seller - buyer had a home sale contingency that ...	3 beds \| 2 baths \| N/A	$450,000	Airbnb cash on cash: -1.11% Traditional cash on cash: 2.91% Airbnb Rental Income: $714 Traditional Rental Income: $2098 Airbnb ROI: -1.11% Traditional ROI: 2.91%
22 RABBIT RUN LN Ocean Pines, MD Welcome to 22 Rabbit Run Lane, a delightful 3-bedroom, 2-bath home nestled in the amenity-...	3 beds \| 2 baths \| N/A	$317,000	Airbnb cash on cash: 0.48% Traditional cash on cash: 4.78% Airbnb Rental Income: $1227 Traditional Rental Income: $2115 Airbnb ROI: 0.48% Traditional ROI: 4.78%
11531 MANKLIN CREEK Road Ocean Pines, MD Welcome to this beautifully maintained Cormorant model home in the highly sought-after Pre...	3 beds \| 2 baths \| 1,408 sq.ft.	$399,000	Airbnb cash on cash: -1.55% Traditional cash on cash: 3.15% Airbnb Rental Income: $714 Traditional Rental Income: $2162 Airbnb ROI: -1.55% Traditional ROI: 3.15%
1 SEAFARER Lane Ocean Pines, MD This charming 3-bedroom, 2-bath home in North Ocean Pines, is set among mature trees for a...	3 beds \| 2 baths \| 1,120 sq.ft.	$339,900	Airbnb cash on cash: -0.66% Traditional cash on cash: 3.25% Airbnb Rental Income: $714 Traditional Rental Income: $1654 Airbnb ROI: -0.66% Traditional ROI: 3.25%
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: -1.18% Traditional cash on cash: 1.14% Airbnb Rental Income: $1209 Traditional Rental Income: $5661 Airbnb ROI: -1.18% Traditional ROI: 1.14%
40 BIRDNEST Drive Ocean Pines, MD Motivated Seller! Not only were lots of additional updates just done to the already so nic...	3 beds \| 2 baths \| 1,224 sq.ft.	$379,900	Airbnb cash on cash: -1.03% Traditional cash on cash: 2.87% Airbnb Rental Income: $714 Traditional Rental Income: $1798 Airbnb ROI: -1.03% Traditional ROI: 2.87%
779 OCEAN PKWY Ocean Pines, MD Welcome to your new home located at 779 Ocean Parkway, Ocean Pines, Md. Expected on-market...	3 beds \| 2 baths \| N/A	$420,900	Airbnb cash on cash: -0.91% Traditional cash on cash: 3.08% Airbnb Rental Income: $714 Traditional Rental Income: $1979 Airbnb ROI: -0.91% Traditional ROI: 3.08%
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: -1.1% Traditional cash on cash: 3.73% Airbnb Rental Income: $714 Traditional Rental Income: $2081 Airbnb ROI: -1.1% Traditional ROI: 3.73%
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: 0.95% Traditional cash on cash: 3.38% Airbnb Rental Income: $1665 Traditional Rental Income: $2199 Airbnb ROI: 0.95% 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.	$427,000	Airbnb cash on cash: -0.05% Traditional cash on cash: 4.59% Airbnb Rental Income: $1209 Traditional Rental Income: $2674 Airbnb ROI: -0.05% Traditional ROI: 4.59%
20 CAMELOT Circle Ocean Pines, MD ANOTHER NEW PRICE! Bright and open 1452 sq. ft. contemporary 1 level custom-built 3-bedroo...	3 beds \| 2 baths \| 1,452 sq.ft.	$399,900	Airbnb cash on cash: -0.76% Traditional cash on cash: 4.19% Airbnb Rental Income: $714 Traditional Rental Income: $2259 Airbnb ROI: -0.76% Traditional ROI: 4.19%
124 CAMELOT Circle Ocean Pines, MD Welcome to this furnished "turn-key" four-bedroom, two-bath home nestled on a desirable pa...	4 beds \| 2 baths \| 1,672 sq.ft.	$399,900	Airbnb cash on cash: 1.07% Traditional cash on cash: 4.79% Airbnb Rental Income: $1665 Traditional Rental Income: $2594 Airbnb ROI: 1.07% Traditional ROI: 4.79%
71 HINGHAM Lane Ocean Pines, MD Welcome to Gemcraft's newest addition to Ocean Pines! As you walk into the Hamilton , ther...	4 beds \| 3 baths \| 2,199 sq.ft.	$599,990	Airbnb cash on cash: 0.71% Traditional cash on cash: 3.87% Airbnb Rental Income: $1665 Traditional Rental Income: $2968 Airbnb ROI: 0.71% Traditional ROI: 3.87%
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: -0.36% Traditional cash on cash: 2.73% Airbnb Rental Income: $1209 Traditional Rental Income: $3406 Airbnb ROI: -0.36% Traditional ROI: 2.73%
306 OCEAN PARKWAY Ocean Pines, MD NEW PRICE! Ready for immediate occupancy, this 3-bedroom and 2 full bath raised rancher ha...	3 beds \| 2 baths \| 1,388 sq.ft.	$375,000	Airbnb cash on cash: -0.9% Traditional cash on cash: 4.14% Airbnb Rental Income: $714 Traditional Rental Income: $2178 Airbnb ROI: -0.9% Traditional ROI: 4.14%
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.	$427,900	Airbnb cash on cash: 1.01% Traditional cash on cash: 4.98% Airbnb Rental Income: $1665 Traditional Rental Income: $2792 Airbnb ROI: 1.01% Traditional ROI: 4.98%
8 LONG POINT Court Ocean Pines, MD Major Price Adjustment !! Discover comfortable coastal living in this spacious 4-bedroom, ...	4 beds \| 3 baths \| 2,808 sq.ft.	$558,800	Airbnb cash on cash: -0.27% Traditional cash on cash: 3.55% Airbnb Rental Income: $1665 Traditional Rental Income: $3195 Airbnb ROI: -0.27% Traditional ROI: 3.55%
289 OCEAN Ocean Pines, MD Welcome to 289 OCEAN!! This cozy coastal gem is snuggled in the heart of the highly desira...	4 beds \| 2 baths \| 2,034 sq.ft.	$519,900	Airbnb cash on cash: 0.33% Traditional cash on cash: 2.88% Airbnb Rental Income: $1665 Traditional Rental Income: $2436 Airbnb ROI: 0.33% Traditional ROI: 2.88%
101 MUMFORDS LANDING Road Ocean Pines, MD Waterfront Living without the waterfront tax. Private serene water views all year long, wa...	5 beds \| 4 baths \| 2,607 sq.ft.	$557,500	Airbnb cash on cash: -0.28% Traditional cash on cash: 5.37% Airbnb Rental Income: $1209 Traditional Rental Income: $3764 Airbnb ROI: -0.28% Traditional ROI: 5.37%
438 OCEAN Parkway unit: 47 Ocean Pines, MD WOW! Waterfront living in Ocean Pines at a fraction of the cost! This condo in the Borderl...	3 beds \| 2 baths \| 1,418 sq.ft.	$360,000	Airbnb cash on cash: -2.79% Traditional cash on cash: 2.72% Airbnb Rental Income: $714 Traditional Rental Income: $2268 Airbnb ROI: -2.79% Traditional ROI: 2.72%
113 TEAL Circle Ocean Pines, MD NEW PRICE! Your waterfront dream home is all spruced up and ready for your immediate enjoy...	3 beds \| 2 baths \| 1,256 sq.ft.	$625,000	Airbnb cash on cash: -1.12% Traditional cash on cash: 1.88% Airbnb Rental Income: $714 Traditional Rental Income: $2155 Airbnb ROI: -1.12% Traditional ROI: 1.88%
6 HERON ISLE CT Ocean Pines, MD Sought after location in Ocean Pines, with a spectacular water view. This luxury 4 bedroo...	4 beds \| 3 baths \| N/A	$795,000	Airbnb cash on cash: -0.14% Traditional cash on cash: 1.89% Airbnb Rental Income: $1665 Traditional Rental Income: $2699 Airbnb ROI: -0.14% Traditional ROI: 1.89%
10 JOCKEY Court Ocean Pines, MD Brand new construction with an anticipated May completion - just in time for the summer se...	5 beds \| 4 baths \| 3,457 sq.ft.	$849,900	Airbnb cash on cash: 0.51% Traditional cash on cash: 3.26% Airbnb Rental Income: $2050 Traditional Rental Income: $3702 Airbnb ROI: 0.51% Traditional ROI: 3.26%
Lot #165 River Run Ln Ocean Pines, MD Lot #165 River Run Ln, Ocean Pines, MD 21811 \| Other	N/A beds \| N/A baths \| N/A	$249,000	Airbnb cash on cash: -0.15% Traditional cash on cash: 0.27% Airbnb Rental Income: $1057 Traditional Rental Income: $790 Airbnb ROI: -0.15% Traditional ROI: 0.27%
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.	$429,900	Airbnb cash on cash: 0.8% Traditional cash on cash: 2.98% Airbnb Rental Income: $1665 Traditional Rental Income: $2076 Airbnb ROI: 0.8% Traditional ROI: 2.98%
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: -0.56% Traditional cash on cash: 2.19% Airbnb Rental Income: $1209 Traditional Rental Income: $2738 Airbnb ROI: -0.56% Traditional ROI: 2.19%
47 FALCON BRIDGE Road Ocean Pines, MD Nestled in the desirable community of Ocean Pines, MD, this recently renovated 3-bedroom, ...	3 beds \| 2 baths \| 1,044 sq.ft.	$385,000	Airbnb cash on cash: -1.44% Traditional cash on cash: 1.92% Airbnb Rental Income: $714 Traditional Rental Income: $1619 Airbnb ROI: -1.44% Traditional ROI: 1.92%

Real Estate investment in Ocean-pines, MD

There are 53 properties for sale in the city of Ocean Pines . The median list price in Ocean Pines is $449,500 and the average price per square foot is $223. In March 2026, the average monthly cash on cash return in Ocean Pines is 3.00%. The average monthly rental income in Ocean Pines is $2,298.

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 $1,227.

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.

$464,900

Airbnb cash on cash: 0.62%

Traditional cash on cash: 3.54%

Airbnb Rental Income: $1665

Traditional Rental Income: $2484

Airbnb ROI: 0.62%

Traditional ROI: 3.54%

57 HATTERAS Street

Ocean Pines, MD

3 beds | 2 baths | 1,408 sq.ft.

$399,000

Airbnb cash on cash: -2.19%

Traditional cash on cash: 2.51%

Airbnb Rental Income: $714

Traditional Rental Income: $2162

Airbnb ROI: -2.19%

Traditional ROI: 2.51%

850 OCEAN PARKWAY

Ocean Pines, MD

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

$349,900

Airbnb cash on cash: 1.13%

Traditional cash on cash: 5.63%

Airbnb Rental Income: $1665

Traditional Rental Income: $2675

Airbnb ROI: 1.13%

Traditional ROI: 5.63%

2 DINGHY CT

Ocean Pines, MD

3 beds | 2 baths | N/A

$450,000

Airbnb cash on cash: -1.11%

Traditional cash on cash: 2.91%

Airbnb Rental Income: $714

Traditional Rental Income: $2098

Airbnb ROI: -1.11%

Traditional ROI: 2.91%

22 RABBIT RUN LN

Ocean Pines, MD

3 beds | 2 baths | N/A

$317,000

Airbnb cash on cash: 0.48%

Traditional cash on cash: 4.78%

Airbnb Rental Income: $1227

Traditional Rental Income: $2115

Airbnb ROI: 0.48%

Traditional ROI: 4.78%

11531 MANKLIN CREEK Road

Ocean Pines, MD

3 beds | 2 baths | 1,408 sq.ft.

$399,000

Airbnb cash on cash: -1.55%

Traditional cash on cash: 3.15%

Airbnb Rental Income: $714

Traditional Rental Income: $2162

Airbnb ROI: -1.55%

Traditional ROI: 3.15%

1 SEAFARER Lane

Ocean Pines, MD

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

$339,900

Airbnb cash on cash: -0.66%

Traditional cash on cash: 3.25%

Airbnb Rental Income: $714

Traditional Rental Income: $1654

Airbnb ROI: -0.66%

Traditional ROI: 3.25%

26 LEIGH Drive

Ocean Pines, MD

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

$2,250,000

Airbnb cash on cash: -1.18%

Traditional cash on cash: 1.14%

Airbnb Rental Income: $1209

Traditional Rental Income: $5661

Airbnb ROI: -1.18%