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
2 DINGHY CT Ocean Pines, MD Welcome to your new beach house in the sought-after community of Ocean Pines, a beautifull...	3 beds \| 2 baths \| N/A	$460,000	Airbnb cash on cash: -0.11% Traditional cash on cash: 2.83% Airbnb Rental Income: $1227 Traditional Rental Income: $2098 Airbnb ROI: -0.11% Traditional ROI: 2.83%
3 NOTTINGHAM Lane Ocean Pines, MD ATTENTION ALL BUYERS: Don't miss out on the opportunity to own a coastal cottage at the be...	3 beds \| 2 baths \| 1,179 sq.ft.	$387,500	Airbnb cash on cash: 0.46% Traditional cash on cash: 3.93% Airbnb Rental Income: $1227 Traditional Rental Income: $2096 Airbnb ROI: 0.46% Traditional ROI: 3.93%
3 BIRDNEST Drive Ocean Pines, MD MOTIVATED SELLER! Welcome to 3 Birdnest, a charming 1973 cottage tucked away at the end of...	2 beds \| 1 baths \| 720 sq.ft.	$310,000	Airbnb cash on cash: -0.26% Traditional cash on cash: 2.97% Airbnb Rental Income: $934 Traditional Rental Income: $1532 Airbnb ROI: -0.26% Traditional ROI: 2.97%
20 CHATHAM Court Ocean Pines, MD Luxurious FIVE bedroom home in The Parke. (OR, if you prefer, 4 bedrooms PLUS den.) This i...	5 beds \| 3 baths \| 2,587 sq.ft.	$625,000	Airbnb cash on cash: 0.33% Traditional cash on cash: 2.65% Airbnb Rental Income: $2050 Traditional Rental Income: $2876 Airbnb ROI: 0.33% Traditional ROI: 2.65%
123 CAMELOT Circle Ocean Pines, MD Welcome home! This spacious 3-bedroom, 3-bath raised rancher with a garage offers the perf...	3 beds \| 3 baths \| 1,440 sq.ft.	$369,900	Airbnb cash on cash: 0.28% Traditional cash on cash: 4.69% Airbnb Rental Income: $1227 Traditional Rental Income: $2363 Airbnb ROI: 0.28% Traditional ROI: 4.69%
96 TEAL Circle Ocean Pines, MD This quaint 3-bedroom, 2-bathroom home is nestled in the highly desirable Teal Circle neig...	3 beds \| 2 baths \| 1,232 sq.ft.	$425,000	Airbnb cash on cash: 0.08% Traditional cash on cash: 3.14% Airbnb Rental Income: $1227 Traditional Rental Income: $2052 Airbnb ROI: 0.08% Traditional ROI: 3.14%
354 OCEAN PARKWAY Ocean Pines, MD Ocean Pines Waterfront Home in Teal Bay Section. This waterfront property in the desirable...	3 beds \| 3 baths \| 1,942 sq.ft.	$625,000	Airbnb cash on cash: -0.54% Traditional cash on cash: 3.13% Airbnb Rental Income: $1227 Traditional Rental Income: $2979 Airbnb ROI: -0.54% Traditional ROI: 3.13%
1 WINDWARD Court Ocean Pines, MD Welcome to 1 Windward Ct, Ocean Pines, MD - where waterfront living meets unmatched commun...	3 beds \| 3 baths \| 1,728 sq.ft.	$460,000	Airbnb cash on cash: -0.23% Traditional cash on cash: 4.5% Airbnb Rental Income: $1227 Traditional Rental Income: $2870 Airbnb ROI: -0.23% Traditional ROI: 4.5%
11425 MANKLIN CREEK RD unit: 2 #2 Ocean Pines, MD Welcome to The Meadows at Manklin Creek! This desirable 1st fl. unit has 3BR's & 2BA's. In...	3 beds \| 2 baths \| 1,181 sq.ft.	$280,000	Airbnb cash on cash: 0.93% Traditional cash on cash: 4.78% Airbnb Rental Income: $1227 Traditional Rental Income: $1851 Airbnb ROI: 0.93% Traditional ROI: 4.78%
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.	$629,888	Airbnb cash on cash: -0.15% Traditional cash on cash: 3.79% Airbnb Rental Income: $1132 Traditional Rental Income: $3069 Airbnb ROI: -0.15% Traditional ROI: 3.79%
52 PINTAIL Drive Ocean Pines, MD Your Waterfront Retreat Awaits! Discover the ultimate in coastal living at 52 Pintail Driv...	4 beds \| 3 baths \| 1,704 sq.ft.	$1,049,000	Airbnb cash on cash: -0.98% Traditional cash on cash: 1.18% Airbnb Rental Income: $1132 Traditional Rental Income: $2861 Airbnb ROI: -0.98% Traditional ROI: 1.18%
103 OCEAN Parkway Ocean Pines, MD Come see 103 Ocean Parkway - a warm and welcoming 4-bedroom, 2-bath home with over 1,400 s...	4 beds \| 2 baths \| 1,458 sq.ft.	$375,900	Airbnb cash on cash: 0.09% Traditional cash on cash: 4.45% Airbnb Rental Income: $1132 Traditional Rental Income: $2291 Airbnb ROI: 0.09% Traditional ROI: 4.45%
122 SANDYHOOK Road Ocean Pines, MD Major Price Improvement NEW PRICE: $324,900 Huge price improvement! Over 1,900 sq ft.,...	3 beds \| 3 baths \| 1,936 sq.ft.	$324,900	Airbnb cash on cash: 0.47% Traditional cash on cash: 6.3% Airbnb Rental Income: $1227 Traditional Rental Income: $2614 Airbnb ROI: 0.47% Traditional ROI: 6.3%
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.	$469,900	Airbnb cash on cash: -0.18% Traditional cash on cash: 3.1% Airbnb Rental Income: $1132 Traditional Rental Income: $2199 Airbnb ROI: -0.18% Traditional ROI: 3.1%
12 WHITE SAIL CIR Ocean Pines, MD Welcome to 12 White Sail Cir, a two-bedroom home full of expansion potential. Featuring an...	2 beds \| 1 baths \| N/A	$269,900	Airbnb cash on cash: 0.03% Traditional cash on cash: 3.04% Airbnb Rental Income: $934 Traditional Rental Income: $1356 Airbnb ROI: 0.03% Traditional ROI: 3.04%
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.	$409,900	Airbnb cash on cash: 0.35% Traditional cash on cash: 4.06% Airbnb Rental Income: $1227 Traditional Rental Income: $2259 Airbnb ROI: 0.35% Traditional ROI: 4.06%
6 BRANDYWINE Drive Ocean Pines, MD Welcome to 6 Brandywine Drive. This charming home is located in the heart of Ocean Pines, ...	3 beds \| 2 baths \| 960 sq.ft.	$299,900	Airbnb cash on cash: 0.65% Traditional cash on cash: 4.34% Airbnb Rental Income: $1227 Traditional Rental Income: $1876 Airbnb ROI: 0.65% Traditional ROI: 4.34%
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.	$414,900	Airbnb cash on cash: -0.14% Traditional cash on cash: 4.59% Airbnb Rental Income: $1132 Traditional Rental Income: $2594 Airbnb ROI: -0.14% Traditional ROI: 4.59%
4 EBB TIDE Ocean Pines, MD Welcome to this beautiful waterfront home in the desirable Wood Duck II community of Ocean...	3 beds \| 3 baths \| 1,978 sq.ft.	$640,000	Airbnb cash on cash: -0.61% Traditional cash on cash: 3.02% Airbnb Rental Income: $1227 Traditional Rental Income: $3004 Airbnb ROI: -0.61% Traditional ROI: 3.02%
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: -0.07% Traditional cash on cash: 3.88% Airbnb Rental Income: $1132 Traditional Rental Income: $2968 Airbnb ROI: -0.07% Traditional ROI: 3.88%
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%
31 WATERGREEN Lane Ocean Pines, MD Welcome to 31 Watergreen, a charming single-level home perfectly situated on the golf cour...	3 beds \| 2 baths \| 1,386 sq.ft.	$419,900	Airbnb cash on cash: 0.36% Traditional cash on cash: 3.55% Airbnb Rental Income: $1227 Traditional Rental Income: $2090 Airbnb ROI: 0.36% Traditional ROI: 3.55%
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.	$379,000	Airbnb cash on cash: 0.46% Traditional cash on cash: 3.99% Airbnb Rental Income: $1227 Traditional Rental Income: $2088 Airbnb ROI: 0.46% Traditional ROI: 3.99%
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	$475,000	Airbnb cash on cash: -0.16% Traditional cash on cash: 3.61% Airbnb Rental Income: $1227 Traditional Rental Income: $2511 Airbnb ROI: -0.16% Traditional ROI: 3.61%
284 OCEAN Parkway Ocean Pines, MD Comfortable 3-bedroom, 2-bath home with a first-floor primary suite, full interior and ext...	3 beds \| 2 baths \| 1,398 sq.ft.	$290,000	Airbnb cash on cash: 0.96% Traditional cash on cash: 5.56% Airbnb Rental Income: $1227 Traditional Rental Income: $2091 Airbnb ROI: 0.96% Traditional ROI: 5.56%
386 OCEAN Parkway Ocean Pines, MD WATERFRONT beach retreat! Welcoming, light + airy contemporary with a great rental history...	3 beds \| 3 baths \| 1,566 sq.ft.	$599,990	Airbnb cash on cash: -0.17% Traditional cash on cash: 2.55% Airbnb Rental Income: $1227 Traditional Rental Income: $2357 Airbnb ROI: -0.17% Traditional ROI: 2.55%
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.	$922,800	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%
54 ABBYSHIRE Road Ocean Pines, MD This lovingly maintained home in Ocean Pines has been gently used as a vacation retreat by...	3 beds \| 2 baths \| 1,260 sq.ft.	$384,000	Airbnb cash on cash: 0.48% Traditional cash on cash: 3.61% Airbnb Rental Income: $1227 Traditional Rental Income: $1963 Airbnb ROI: 0.48% Traditional ROI: 3.61%
75 ROBIN HOOD TRL Ocean Pines, MD Welcome to Sherwood Forest - Ocean Pines, MD! Nestled within the highly desirable communit...	4 beds \| 3 baths \| N/A	$479,900	Airbnb cash on cash: -0.4% Traditional cash on cash: 5.02% Airbnb Rental Income: $1132 Traditional Rental Income: $3188 Airbnb ROI: -0.4% Traditional ROI: 5.02%
306 OCEAN PARKWAY Ocean Pines, MD Ready for immediate occupancy, this 3-bedroom and 2 full bath raised rancher has an unfini...	3 beds \| 2 baths \| 1,388 sq.ft.	$399,000	Airbnb cash on cash: 0.46% Traditional cash on cash: 4.05% Airbnb Rental Income: $1227 Traditional Rental Income: $2178 Airbnb ROI: 0.46% Traditional ROI: 4.05%
100 WHITE HORSE Drive Ocean Pines, MD Well kept one-level home with bright and open great room, featuring Vaulted Ceilings, Gas ...	3 beds \| 2 baths \| 1,460 sq.ft.	$419,900	Airbnb cash on cash: 0.23% Traditional cash on cash: 3.79% Airbnb Rental Income: $1227 Traditional Rental Income: $2236 Airbnb ROI: 0.23% Traditional ROI: 3.79%
8 LONG POINT Court Ocean Pines, MD Discover comfortable coastal living in this spacious 4-bedroom, 3-bath Sandpiper floor pla...	4 beds \| 3 baths \| 2,808 sq.ft.	$575,000	Airbnb cash on cash: -0.46% Traditional cash on cash: 4.08% Airbnb Rental Income: $1132 Traditional Rental Income: $3195 Airbnb ROI: -0.46% Traditional ROI: 4.08%
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.	$539,900	Airbnb cash on cash: -0.31% Traditional cash on cash: 3.02% Airbnb Rental Income: $1132 Traditional Rental Income: $2436 Airbnb ROI: -0.31% Traditional ROI: 3.02%
101 MUMFORDS LANDING Road Ocean Pines, MD Discover refined coastal living in this beautifully crafted 5-bedroom, 4-bath home in the ...	5 beds \| 4 baths \| 2,607 sq.ft.	$562,500	Airbnb cash on cash: 1.2% Traditional cash on cash: 5.47% Airbnb Rental Income: $2050 Traditional Rental Income: $3764 Airbnb ROI: 1.2% Traditional ROI: 5.47%
9 BURR HILL Drive Ocean Pines, MD Plus, plus, plus! Ready for immediate enjoyment, this 1 level contemporary has been 1 owne...	3 beds \| 2 baths \| 1,770 sq.ft.	$459,000	Airbnb cash on cash: 0.05% Traditional cash on cash: 3.76% Airbnb Rental Income: $1227 Traditional Rental Income: $2429 Airbnb ROI: 0.05% Traditional ROI: 3.76%
54 CANNON Drive Ocean Pines, MD Wonderfully maintained 3-bedroom, 2-bath rancher with peaceful golf course views. Step ins...	3 beds \| 2 baths \| 1,232 sq.ft.	$370,000	Airbnb cash on cash: 0.55% Traditional cash on cash: 3.5% Airbnb Rental Income: $1227 Traditional Rental Income: $1856 Airbnb ROI: 0.55% Traditional ROI: 3.5%
85 OCEAN Parkway Ocean Pines, MD Year round, vacation, or investment this home has so much to offer! Recently painted insid...	4 beds \| 3 baths \| 1,848 sq.ft.	$445,000	Airbnb cash on cash: -0.05% Traditional cash on cash: 4.94% Airbnb Rental Income: $1132 Traditional Rental Income: $2831 Airbnb ROI: -0.05% Traditional ROI: 4.94%
349 OCEAN PARKWAY Ocean Pines, MD Amazing opportunity to own in North Ocean Pines with a peak of the canal! Just minutes fro...	3 beds \| 2 baths \| N/A	$460,000	Airbnb cash on cash: -0.19% Traditional cash on cash: 3.15% Airbnb Rental Income: $1227 Traditional Rental Income: $2272 Airbnb ROI: -0.19% Traditional ROI: 3.15%
11 HATTERAS STREET Ocean Pines, MD SWEET coastal cottage with newer architectural-grade roof shingles (approx. 5-6 years old ...	2 beds \| 2 baths \| 1,195 sq.ft.	$327,500	Airbnb cash on cash: -0.06% Traditional cash on cash: 4.69% Airbnb Rental Income: $934 Traditional Rental Income: $2052 Airbnb ROI: -0.06% Traditional ROI: 4.69%
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%

Real Estate investment in Ocean-pines, MD

There are 40 properties for sale in the city of Ocean Pines . The median list price in Ocean Pines is $427,450 and the average price per square foot is $254. In December 2025, the average monthly cash on cash return in Ocean Pines is 4.00%. The average monthly rental income in Ocean Pines is $2,282.

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

There are 40 investment properties available for sale in Ocean-pines.

In 2025, 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

2 DINGHY CT

Ocean Pines, MD

3 beds | 2 baths | N/A

$460,000

Airbnb cash on cash: -0.11%

Traditional cash on cash: 2.83%

Airbnb Rental Income: $1227

Traditional Rental Income: $2098

Airbnb ROI: -0.11%

Traditional ROI: 2.83%

3 NOTTINGHAM Lane

Ocean Pines, MD

3 beds | 2 baths | 1,179 sq.ft.

$387,500

Airbnb cash on cash: 0.46%

Traditional cash on cash: 3.93%

Airbnb Rental Income: $1227

Traditional Rental Income: $2096

Airbnb ROI: 0.46%

Traditional ROI: 3.93%

3 BIRDNEST Drive

Ocean Pines, MD

2 beds | 1 baths | 720 sq.ft.

$310,000

Airbnb cash on cash: -0.26%

Traditional cash on cash: 2.97%

Airbnb Rental Income: $934

Traditional Rental Income: $1532

Airbnb ROI: -0.26%

Traditional ROI: 2.97%

20 CHATHAM Court

Ocean Pines, MD

5 beds | 3 baths | 2,587 sq.ft.

$625,000

Airbnb cash on cash: 0.33%

Traditional cash on cash: 2.65%

Airbnb Rental Income: $2050

Traditional Rental Income: $2876

Airbnb ROI: 0.33%

Traditional ROI: 2.65%

123 CAMELOT Circle

Ocean Pines, MD

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

$369,900

Airbnb cash on cash: 0.28%

Traditional cash on cash: 4.69%

Airbnb Rental Income: $1227

Traditional Rental Income: $2363

Airbnb ROI: 0.28%

Traditional ROI: 4.69%

96 TEAL Circle

Ocean Pines, MD

3 beds | 2 baths | 1,232 sq.ft.

$425,000

Airbnb cash on cash: 0.08%

Traditional cash on cash: 3.14%

Airbnb Rental Income: $1227

Traditional Rental Income: $2052

Airbnb ROI: 0.08%

Traditional ROI: 3.14%

354 OCEAN PARKWAY

Ocean Pines, MD

3 beds | 3 baths | 1,942 sq.ft.

$625,000

Airbnb cash on cash: -0.54%

Traditional cash on cash: 3.13%

Airbnb Rental Income: $1227

Traditional Rental Income: $2979

Airbnb ROI: -0.54%

Traditional ROI: 3.13%

1 WINDWARD Court

Ocean Pines, MD

3 beds | 3 baths | 1,728 sq.ft.

$460,000

Airbnb cash on cash: -0.23%

Traditional cash on cash: 4.5%

Airbnb Rental Income: $1227

Traditional Rental Income: $2870

Airbnb ROI: -0.23%