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
10 CANNON DRIVE Ocean Pines, MD Opportunity knocking for you to own the home of your dreams! This custom-built 1 story des...	3 beds \| 3 baths \| 1,786 sq.ft.	$485,000	Airbnb cash on cash: 2.75% Traditional cash on cash: 4.01% Airbnb Rental Income: $2847 Traditional Rental Income: $2756 Airbnb ROI: 2.75% Traditional ROI: 4.01%
2 CANNON DRIVE Ocean Pines, MD This beautifully maintained 3-bedroom, 2-bath home offers convenient one-level living on a...	3 beds \| 2 baths \| 1,226 sq.ft.	$385,000	Airbnb cash on cash: 3.96% Traditional cash on cash: 3.44% Airbnb Rental Income: $2847 Traditional Rental Income: $1994 Airbnb ROI: 3.96% Traditional ROI: 3.44%
38 GRAND PORT ROAD Ocean Pines, MD Waterfront Bliss in Ocean Pines! This beautifully maintained 4-bedroom, 3-bath beach retre...	4 beds \| 3 baths \| 1,872 sq.ft.	$785,000	Airbnb cash on cash: 1.45% Traditional cash on cash: 2.51% Airbnb Rental Income: $3033 Traditional Rental Income: $3110 Airbnb ROI: 1.45% Traditional ROI: 2.51%
17 JUNEWAY LANE Ocean Pines, MD Welcome to 17 Juneway Ln! A charming single-family home in the heart of Ocean Pines featur...	4 beds \| 3 baths \| 2,671 sq.ft.	$499,900	Airbnb cash on cash: 2.96% Traditional cash on cash: 4.95% Airbnb Rental Income: $3033 Traditional Rental Income: $3268 Airbnb ROI: 2.96% Traditional ROI: 4.95%
1042 OCEAN PKWY Ocean Pines, MD Welcome to 1042 Ocean Parkway - a beautifully maintained 3-bedroom, 2-bath rancher in the ...	3 beds \| 2 baths \| N/A	$377,900	Airbnb cash on cash: 4.21% Traditional cash on cash: 3.94% Airbnb Rental Income: $2847 Traditional Rental Income: $2087 Airbnb ROI: 4.21% Traditional ROI: 3.94%
4 ABBEY CIRCLE Ocean Pines, MD THIS ONE WILL WOW YOU! Welcome to this beautiful, 3-bedroom, 2-bathroom home in tranquil O...	3 beds \| 2 baths \| 1,670 sq.ft.	$474,900	Airbnb cash on cash: 2.9% Traditional cash on cash: 3.22% Airbnb Rental Income: $2847 Traditional Rental Income: $2326 Airbnb ROI: 2.9% Traditional ROI: 3.22%
123 CAMELOT CIRCLE Ocean Pines, MD Spacious 3 bedroom, 3 bath raised rancher with a garage. There is a screen porch overlooki...	3 beds \| 3 baths \| 1,440 sq.ft.	$405,000	Airbnb cash on cash: 3.73% Traditional cash on cash: 4.2% Airbnb Rental Income: $2847 Traditional Rental Income: $2363 Airbnb ROI: 3.73% Traditional ROI: 4.2%
8 SAILORS WAY Ocean Pines, MD Charming A-frame chalet on a quiet cul-de-sac in the heart of Ocean Pines! This 3-bedroom,...	3 beds \| 2 baths \| 1,170 sq.ft.	$349,900	Airbnb cash on cash: 4.49% Traditional cash on cash: 3.94% Airbnb Rental Income: $2847 Traditional Rental Income: $2003 Airbnb ROI: 4.49% Traditional ROI: 3.94%
87 BOSTON DRIVE Ocean Pines, MD Single-Level Living ! This 3-bedroom, 2-bath rancher offers hardwood floors through the ma...	3 beds \| 2 baths \| 1,232 sq.ft.	$359,900	Airbnb cash on cash: 4.37% Traditional cash on cash: 3.57% Airbnb Rental Income: $2847 Traditional Rental Income: $1913 Airbnb ROI: 4.37% Traditional ROI: 3.57%
67 HIGH SHERIFF Ocean Pines, MD Immaculate Ocean Pines Retreat - Just 10 Minutes from Ocean City Beaches! This single-lev...	3 beds \| 2 baths \| N/A	$519,500	Airbnb cash on cash: 2.53% Traditional cash on cash: 2.1% Airbnb Rental Income: $2847 Traditional Rental Income: $1975 Airbnb ROI: 2.53% Traditional ROI: 2.1%
640 OCEAN PARKWAY Ocean Pines, MD Welcome to 640 Ocean Parkway in Ocean Pinesa classic beach cottage with front water views ...	3 beds \| 2 baths \| 1,320 sq.ft.	$399,000	Airbnb cash on cash: 3.8% Traditional cash on cash: 3.33% Airbnb Rental Income: $2847 Traditional Rental Income: $2010 Airbnb ROI: 3.8% Traditional ROI: 3.33%
22 MARTINIQUE CIRCLE Ocean Pines, MD Great location for this 3 bedroom, 2 bath ranch home with a 14x12 bonus room that can be u...	3 beds \| 2 baths \| 1,630 sq.ft.	$449,000	Airbnb cash on cash: 3.17% Traditional cash on cash: 2.41% Airbnb Rental Income: $2847 Traditional Rental Income: $1865 Airbnb ROI: 3.17% Traditional ROI: 2.41%
37 HARPOON ROAD Ocean Pines, MD Welcome to your dream home! This stunning 4-bedroom, 3.5-bathroom property offers an array...	4 beds \| 4 baths \| 2,000 sq.ft.	$444,900	Airbnb cash on cash: 3.56% Traditional cash on cash: 6.42% Airbnb Rental Income: $3033 Traditional Rental Income: $3529 Airbnb ROI: 3.56% Traditional ROI: 6.42%
1310 OCEAN PARKWAY Ocean Pines, MD If your dream is living close to the beach--Welcome Home! Built in 2024, this home feature...	3 beds \| 2 baths \| 1,550 sq.ft.	$515,000	Airbnb cash on cash: 3.05% Traditional cash on cash: 2.78% Airbnb Rental Income: $2847 Traditional Rental Income: $2052 Airbnb ROI: 3.05% Traditional ROI: 2.78%
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: 1.77% Traditional cash on cash: 3.13% Airbnb Rental Income: $2847 Traditional Rental Income: $2979 Airbnb ROI: 1.77% Traditional ROI: 3.13%
1 WINDWARD COURT Ocean Pines, MD Welcome to 1 Windward Ct, Ocean Pines, MD where waterfront living meets unmatched communit...	3 beds \| 3 baths \| 1,728 sq.ft.	$479,900	Airbnb cash on cash: 2.74% Traditional cash on cash: 4.27% Airbnb Rental Income: $2847 Traditional Rental Income: $2870 Airbnb ROI: 2.74% Traditional ROI: 4.27%
11425 MANKLIN CREEK RD #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: 6.04% Traditional cash on cash: 4.78% Airbnb Rental Income: $2847 Traditional Rental Income: $1851 Airbnb ROI: 6.04% 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.	$679,888	Airbnb cash on cash: 2.28% Traditional cash on cash: 3.44% Airbnb Rental Income: $3033 Traditional Rental Income: $3069 Airbnb ROI: 2.28% Traditional ROI: 3.44%
52 PINTAIL DRIVE Ocean Pines, MD Welcome to 52 Pintail Drive! A stunning waterfront location in the Pintail Isle community ...	4 beds \| 3 baths \| 1,704 sq.ft.	$1,199,000	Airbnb cash on cash: 0.44% Traditional cash on cash: 0.91% Airbnb Rental Income: $3033 Traditional Rental Income: $2861 Airbnb ROI: 0.44% Traditional ROI: 0.91%
103 OCEAN PARKWAY Ocean Pines, MD Charming 4-Bedroom Home in Ocean Pines Close to Ocean City! Now \$375,900 Come see 10...	4 beds \| 2 baths \| 1,458 sq.ft.	$375,900	Airbnb cash on cash: 4.58% Traditional cash on cash: 4.45% Airbnb Rental Income: $3033 Traditional Rental Income: $2291 Airbnb ROI: 4.58% Traditional ROI: 4.45%
4 MAYFLOWER COURT Ocean Pines, MD This charming 4 bedroom 2 1/2 bath home sits on 1/3 acre lot & on a cul de sac. Exterior f...	4 beds \| 3 baths \| 2,150 sq.ft.	$429,900	Airbnb cash on cash: 3.65% Traditional cash on cash: 4.88% Airbnb Rental Income: $3033 Traditional Rental Income: $2832 Airbnb ROI: 3.65% Traditional ROI: 4.88%
6 HICKORY WAY Ocean Pines, MD This move in ready home in South Ocean Pines is located on a quiet cul-de-sac. It features...	3 beds \| 2 baths \| 1,364 sq.ft.	$375,000	Airbnb cash on cash: 4.03% Traditional cash on cash: 3.96% Airbnb Rental Income: $2847 Traditional Rental Income: $2158 Airbnb ROI: 4.03% Traditional ROI: 3.96%
2108 POINTS REACH Ocean Pines, MD Sophisticated Bayfront Elegance in Ocean Pines. Step into a peaceful waterfront retreat wh...	3 beds \| 2 baths \| 1,896 sq.ft.	$525,000	Airbnb cash on cash: 2.44% Traditional cash on cash: 3.47% Airbnb Rental Income: $2847 Traditional Rental Income: $2688 Airbnb ROI: 2.44% Traditional ROI: 3.47%
119 MUMFORDS LANDING ROAD Ocean Pines, MD MOTIVATED SELLER, moving to TN.. What a house! What a location! Yacht club fun right at yo...	3 beds \| 3 baths \| 2,302 sq.ft.	$550,000	Airbnb cash on cash: 2.39% Traditional cash on cash: 3.59% Airbnb Rental Income: $2847 Traditional Rental Income: $2802 Airbnb ROI: 2.39% Traditional ROI: 3.59%
932 YACHT CLUB DRIVE Ocean Pines, MD Have you ever wanted to own a fully furnished, turn-key beach house? Here is your chance! ...	3 beds \| 3 baths \| 1,784 sq.ft.	$399,900	Airbnb cash on cash: 3.78% Traditional cash on cash: 4.49% Airbnb Rental Income: $2847 Traditional Rental Income: $2453 Airbnb ROI: 3.78% Traditional ROI: 4.49%
101 PORT ARTHUR COURT Ocean Pines, MD Beautifully Remodeled Home in Sought-After White Tail Sanctuary! Proudly owned by its Orig...	4 beds \| 4 baths \| 2,989 sq.ft.	$674,900	Airbnb cash on cash: 1.78% Traditional cash on cash: 3.71% Airbnb Rental Income: $3033 Traditional Rental Income: $3553 Airbnb ROI: 1.78% Traditional ROI: 3.71%
122 SANDYHOOK ROAD Ocean Pines, MD Discover charm and character in this uniquely designed 3-bedroom, 3-bath home nestled in t...	3 beds \| 3 baths \| 1,936 sq.ft.	$425,000	Airbnb cash on cash: 3.52% Traditional cash on cash: 4.6% Airbnb Rental Income: $2847 Traditional Rental Income: $2614 Airbnb ROI: 3.52% Traditional ROI: 4.6%
138 PARK SIDE CIR Ocean Pines, MD NEW PRICE!! The Point, one of the area's most sought-after and prestigious neighborhoods...	4 beds \| 3 baths \| N/A	$630,000	Airbnb cash on cash: 1.92% Traditional cash on cash: 2.53% Airbnb Rental Income: $3033 Traditional Rental Income: $2700 Airbnb ROI: 1.92% Traditional ROI: 2.53%
352 OCEAN Ocean Pines, MD Discover your dream home in this beautifully maintained, ÃÂ 3-bedroom, 2-bath beach house...	3 beds \| 2 baths \| N/A	$775,000	Airbnb cash on cash: 1.27% Traditional cash on cash: 1.09% Airbnb Rental Income: $2847 Traditional Rental Income: $2055 Airbnb ROI: 1.27% Traditional ROI: 1.09%
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: 3.42% Traditional cash on cash: 3.1% Airbnb Rental Income: $3033 Traditional Rental Income: $2199 Airbnb ROI: 3.42% Traditional ROI: 3.1%
26 WATERGREEN LANE Ocean Pines, MD 20K PRICE REDUCTION!!! WATERFRONT LIVING UNDER 600K... ENTIRE HOUSE FRESHLY PAINTED! An un...	4 beds \| 4 baths \| 2,000 sq.ft.	$599,900	Airbnb cash on cash: 2.12% Traditional cash on cash: 3.53% Airbnb Rental Income: $3033 Traditional Rental Income: $3128 Airbnb ROI: 2.12% Traditional ROI: 3.53%
17 ALDEN COURT Ocean Pines, MD Waterfront without the fees! Private rip-rapped shoreline with boat dock, navigable to the...	3 beds \| 3 baths \| 1,876 sq.ft.	$514,900	Airbnb cash on cash: 2.59% Traditional cash on cash: 3.94% Airbnb Rental Income: $2847 Traditional Rental Income: $2831 Airbnb ROI: 2.59% Traditional ROI: 3.94%
94 OCEAN PARKWAY Ocean Pines, MD Nestled in the highly sought-after Ocean Pines community, Charming, movein ready ranch-sty...	3 beds \| 2 baths \| 1,174 sq.ft.	$349,000	Airbnb cash on cash: 4.35% Traditional cash on cash: 3.84% Airbnb Rental Income: $2847 Traditional Rental Income: $2017 Airbnb ROI: 4.35% Traditional ROI: 3.84%
6 DUCK COVE CIRCLE Ocean Pines, MD Updated Home on a Corner Lot! This well-maintained 3-bedroom, 2-bath home sits on a spacio...	3 beds \| 2 baths \| 1,046 sq.ft.	$369,900	Airbnb cash on cash: 4.2% Traditional cash on cash: 3.9% Airbnb Rental Income: $2847 Traditional Rental Income: $2081 Airbnb ROI: 4.2% Traditional ROI: 3.9%
21 BIRDNEST DRIVE Ocean Pines, MD Beautifully updated home built by Stephen Falck, located on an oversized lot in a quiet lo...	3 beds \| 3 baths \| 1,773 sq.ft.	$489,900	Airbnb cash on cash: 2.81% Traditional cash on cash: 3.95% Airbnb Rental Income: $2847 Traditional Rental Income: $2703 Airbnb ROI: 2.81% Traditional ROI: 3.95%
48 MOONRAKER ROAD Ocean Pines, MD Charming coastal rancher located in Ocean Pines! Lovingly maintained by the same owners fo...	3 beds \| 2 baths \| 1,200 sq.ft.	$395,000	Airbnb cash on cash: 3.85% Traditional cash on cash: 3.56% Airbnb Rental Income: $2847 Traditional Rental Income: $2073 Airbnb ROI: 3.85% Traditional ROI: 3.56%
143 TEAL CIR Ocean Pines, MD Waterfront Living at Its Finest in Ocean Pines, Maryland Welcome to this stunning waterfr...	4 beds \| 3 baths \| N/A	$525,000	Airbnb cash on cash: 2.57% Traditional cash on cash: 3.86% Airbnb Rental Income: $3033 Traditional Rental Income: $2972 Airbnb ROI: 2.57% Traditional ROI: 3.86%
1 DARBY COURT Ocean Pines, MD Welcome home to this spacious 3-bedroom, 2-bath rancher offering the perfect blend of comf...	3 beds \| 2 baths \| 2,392 sq.ft.	$430,000	Airbnb cash on cash: 3.21% Traditional cash on cash: 4.01% Airbnb Rental Income: $2847 Traditional Rental Income: $2504 Airbnb ROI: 3.21% Traditional ROI: 4.01%
1040 OCEAN PARKWAY Ocean Pines, MD 3BR 2 Bath home in the Sherwood Forest section of Ocean Pines. Open Floor Plan. Sun Room. ...	3 beds \| 2 baths \| 1,300 sq.ft.	$350,000	Airbnb cash on cash: 4.4% Traditional cash on cash: 4% Airbnb Rental Income: $2847 Traditional Rental Income: $2052 Airbnb ROI: 4.4% Traditional ROI: 4%
5 LIGHTHOUSE CT Ocean Pines, MD Tucked away on a peaceful cul-de-sac and surrounded by trees, 5 Lighthouse Court offers st...	3 beds \| 2 baths \| N/A	$350,000	Airbnb cash on cash: 4.39% Traditional cash on cash: 4.1% Airbnb Rental Income: $2847 Traditional Rental Income: $2088 Airbnb ROI: 4.39% Traditional ROI: 4.1%

Real Estate investment in Ocean-pines, MD

There are 50 properties for sale in the city of Ocean Pines . The median list price in Ocean Pines is $446,950 and the average price per square foot is $261. In September 2025, the average monthly cash on cash return in Ocean Pines is 4.00%. The average monthly rental income in Ocean Pines is $2,345.

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

There are 50 investment properties available for sale in Ocean-pines.

In 2025, 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 $2,345.

Your search for investment property begins and ends here

Investment Property for Sale in Ocean Pines, MD

10 CANNON DRIVE

Ocean Pines, MD

3 beds | 3 baths | 1,786 sq.ft.

$485,000

Airbnb cash on cash: 2.75%

Traditional cash on cash: 4.01%

Airbnb Rental Income: $2847

Traditional Rental Income: $2756

Airbnb ROI: 2.75%

Traditional ROI: 4.01%

2 CANNON DRIVE

Ocean Pines, MD

3 beds | 2 baths | 1,226 sq.ft.

$385,000

Airbnb cash on cash: 3.96%

Traditional cash on cash: 3.44%

Airbnb Rental Income: $2847

Traditional Rental Income: $1994

Airbnb ROI: 3.96%

Traditional ROI: 3.44%

38 GRAND PORT ROAD

Ocean Pines, MD

4 beds | 3 baths | 1,872 sq.ft.

$785,000

Airbnb cash on cash: 1.45%

Traditional cash on cash: 2.51%

Airbnb Rental Income: $3033

Traditional Rental Income: $3110

Airbnb ROI: 1.45%

Traditional ROI: 2.51%

17 JUNEWAY LANE

Ocean Pines, MD

4 beds | 3 baths | 2,671 sq.ft.

$499,900

Airbnb cash on cash: 2.96%

Traditional cash on cash: 4.95%

Airbnb Rental Income: $3033

Traditional Rental Income: $3268

Airbnb ROI: 2.96%

Traditional ROI: 4.95%

1042 OCEAN PKWY

Ocean Pines, MD

3 beds | 2 baths | N/A

$377,900

Airbnb cash on cash: 4.21%

Traditional cash on cash: 3.94%

Airbnb Rental Income: $2847

Traditional Rental Income: $2087

Airbnb ROI: 4.21%

Traditional ROI: 3.94%

4 ABBEY CIRCLE

Ocean Pines, MD

3 beds | 2 baths | 1,670 sq.ft.

$474,900

Airbnb cash on cash: 2.9%

Traditional cash on cash: 3.22%

Airbnb Rental Income: $2847

Traditional Rental Income: $2326

Airbnb ROI: 2.9%

Traditional ROI: 3.22%

123 CAMELOT CIRCLE

Ocean Pines, MD

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

$405,000

Airbnb cash on cash: 3.73%

Traditional cash on cash: 4.2%

Airbnb Rental Income: $2847

Traditional Rental Income: $2363

Airbnb ROI: 3.73%

Traditional ROI: 4.2%

8 SAILORS WAY

Ocean Pines, MD

3 beds | 2 baths | 1,170 sq.ft.

$349,900

Airbnb cash on cash: 4.49%

Traditional cash on cash: 3.94%

Airbnb Rental Income: $2847

Traditional Rental Income: $2003

Airbnb ROI: 4.49%