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.

Single Family Homes for Sale in Ocean Pines, MD

Search for Single Family Residential for Sale in Ocean Pines, Maryland. Browse all of Mashvisor’s Single Family Residential listings and other investment property types including Single Family Homes, Multi Family Homes, Condos, Townhouses and Other Homes.

Showing 45 Single Family Residential listings of over 500,000 total investment properties for sale. Visit Mashvisor.com to all investment properties.

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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%
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%
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%
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%
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	$279,900	Airbnb cash on cash: 3.84% Traditional cash on cash: 2.9% Airbnb Rental Income: $2152 Traditional Rental Income: $1356 Airbnb ROI: 3.84% Traditional ROI: 2.9%
23 HATTERAS STREET Ocean Pines, MD All spruced up and ready for your immediate enjoyment. End unit in The Parke with a concre...	2 beds \| 2 baths \| 1,230 sq.ft.	$325,000	Airbnb cash on cash: 3.1% Traditional cash on cash: 4.24% Airbnb Rental Income: $2152 Traditional Rental Income: $1951 Airbnb ROI: 3.1% Traditional ROI: 4.24%
20 CAMELOT CIRCLE Ocean Pines, MD NEW PRICE! Bright and open 1452 sq. ft. contemporary 1 level custom-built 3-bedroom 2 full...	3 beds \| 2 baths \| 1,452 sq.ft.	$430,000	Airbnb cash on cash: 3.64% Traditional cash on cash: 3.83% Airbnb Rental Income: $2847 Traditional Rental Income: $2259 Airbnb ROI: 3.64% Traditional ROI: 3.83%

Your search for investment property begins and ends here

Single Family Homes 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%