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
6 LOOKOUT PT Ocean Pines, MD Waterfront living at it finest. Enjoy tranquil, single-level living in this rare rancher...	3 beds \| 2 baths \| N/A	$627,000	Airbnb cash on cash: -0.5% Traditional cash on cash: 1.7% Airbnb Rental Income: $1227 Traditional Rental Income: $2125 Airbnb ROI: -0.5% Traditional ROI: 1.7%
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	$450,000	Airbnb cash on cash: -0.09% Traditional cash on cash: 2.91% Airbnb Rental Income: $1227 Traditional Rental Income: $2098 Airbnb ROI: -0.09% Traditional ROI: 2.91%
3 BIRDNEST Drive Ocean Pines, MD MOTIVATED SELLER! MAJOR PRICE IMPROVEMENT. Welcome to 3 Birdnest, a charming 1973 cottage ...	2 beds \| 1 baths \| 720 sq.ft.	$280,000	Airbnb cash on cash: -0.19% Traditional cash on cash: 3.38% Airbnb Rental Income: $934 Traditional Rental Income: $1532 Airbnb ROI: -0.19% Traditional ROI: 3.38%
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%
33 LIBERTY STREET Ocean Pines, MD Enjoy the best of Coastal living in Ocean Pines, one of Marylands premier waterfront commu...	3 beds \| 2 baths \| 1,316 sq.ft.	$358,000	Airbnb cash on cash: 0.31% Traditional cash on cash: 3.49% Airbnb Rental Income: $1227 Traditional Rental Income: $1902 Airbnb ROI: 0.31% Traditional ROI: 3.49%
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.	$614,888	Airbnb cash on cash: -0.68% Traditional cash on cash: 3.35% Airbnb Rental Income: $1132 Traditional Rental Income: $3069 Airbnb ROI: -0.68% Traditional ROI: 3.35%
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.	$350,000	Airbnb cash on cash: 0.17% Traditional cash on cash: 4.85% Airbnb Rental Income: $1132 Traditional Rental Income: $2291 Airbnb ROI: 0.17% Traditional ROI: 4.85%
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.	$457,500	Airbnb cash on cash: -0.16% Traditional cash on cash: 3.21% Airbnb Rental Income: $1132 Traditional Rental Income: $2199 Airbnb ROI: -0.16% Traditional ROI: 3.21%
756 OCEAN Parkway Ocean Pines, MD Wow! This lovely home is for your family and all your friends. A spacious well-maintained ...	5 beds \| 2 baths \| 2,054 sq.ft.	$415,000	Airbnb cash on cash: 1.78% Traditional cash on cash: 4.75% Airbnb Rental Income: $2050 Traditional Rental Income: $2674 Airbnb ROI: 1.78% Traditional ROI: 4.75%
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%
438 OCEAN PARKWAY unit: 44 #44 Ocean Pines, MD Welcome to Borderlinks at Ocean Pines Centrally located in the heart of Ocean Pines and di...	2 beds \| 2 baths \| 1,098 sq.ft.	$245,000	Airbnb cash on cash: 0.18% Traditional cash on cash: 5.43% Airbnb Rental Income: $934 Traditional Rental Income: $1804 Airbnb ROI: 0.18% Traditional ROI: 5.43%
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 JUST REDUCED UNDER APPRAISED VALUE! Welcome to this beautiful waterfront home in the desir...	3 beds \| 3 baths \| 1,978 sq.ft.	$629,900	Airbnb cash on cash: -0.61% Traditional cash on cash: 3.09% Airbnb Rental Income: $1227 Traditional Rental Income: $3004 Airbnb ROI: -0.61% Traditional ROI: 3.09%
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 PRICE IMPROVEMENT! Step into 31 Watergreen Lane-a comfortable, single-level home tucked ri...	3 beds \| 2 baths \| 1,386 sq.ft.	$399,000	Airbnb cash on cash: 0.43% Traditional cash on cash: 3.78% Airbnb Rental Income: $1227 Traditional Rental Income: $2090 Airbnb ROI: 0.43% Traditional ROI: 3.78%
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	$460,000	Airbnb cash on cash: -0.14% Traditional cash on cash: 3.76% Airbnb Rental Income: $1227 Traditional Rental Income: $2511 Airbnb ROI: -0.14% Traditional ROI: 3.76%
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%
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%
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: 0.1% Traditional cash on cash: 5.19% Airbnb Rental Income: $1132 Traditional Rental Income: $2792 Airbnb ROI: 0.1% Traditional ROI: 5.19%
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%
438 OCEAN unit: 40 #40 Ocean Pines, MD List price to be opening bid at online only auction. Online Auction Only! Bidding begins F...	3 beds \| 2 baths \| 1,332 sq.ft.	$150,000	Airbnb cash on cash: 2.83% Traditional cash on cash: 9.96% Airbnb Rental Income: $1227 Traditional Rental Income: $1856 Airbnb ROI: 2.83% Traditional ROI: 9.96%
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 Cheers to 2026!! All offers will be considered!!! Discover refined coastal living in this ...	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 NEW PRICE FOR THIS plus, plus, plus home! Ready for immediate enjoyment, this 1 level cont...	3 beds \| 2 baths \| 1,770 sq.ft.	$445,000	Airbnb cash on cash: 0.08% Traditional cash on cash: 3.91% Airbnb Rental Income: $1227 Traditional Rental Income: $2429 Airbnb ROI: 0.08% Traditional ROI: 3.91%
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.	$364,225	Airbnb cash on cash: 0.58% Traditional cash on cash: 3.57% Airbnb Rental Income: $1227 Traditional Rental Income: $1856 Airbnb ROI: 0.58% Traditional ROI: 3.57%
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%
438 OCEAN Parkway unit: 47 #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.	$375,000	Airbnb cash on cash: 0.69% Traditional cash on cash: 4.76% Airbnb Rental Income: $1227 Traditional Rental Income: $2268 Airbnb ROI: 0.69% Traditional ROI: 4.76%
113 TEAL Circle Ocean Pines, MD Your waterfront dream home is all spruced up and ready for your immediate enjoyment. There...	3 beds \| 2 baths \| 1,256 sq.ft.	$662,500	Airbnb cash on cash: -0.19% Traditional cash on cash: 1.88% Airbnb Rental Income: $1227 Traditional Rental Income: $2116 Airbnb ROI: -0.19% Traditional ROI: 1.88%

Real Estate investment in Ocean-pines, MD

There are 32 properties for sale in the city of Ocean Pines . The median list price in Ocean Pines is $422,450 and the average price per square foot is $262. In January 2026, the average monthly cash on cash return in Ocean Pines is 4.00%. The average monthly rental income in Ocean Pines is $2,218.

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

There are 32 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

6 LOOKOUT PT

Ocean Pines, MD

3 beds | 2 baths | N/A

$627,000

Airbnb cash on cash: -0.5%

Traditional cash on cash: 1.7%

Airbnb Rental Income: $1227

Traditional Rental Income: $2125

Airbnb ROI: -0.5%

Traditional ROI: 1.7%

2 DINGHY CT

Ocean Pines, MD

3 beds | 2 baths | N/A

$450,000

Airbnb cash on cash: -0.09%

Traditional cash on cash: 2.91%

Airbnb Rental Income: $1227

Traditional Rental Income: $2098

Airbnb ROI: -0.09%

Traditional ROI: 2.91%

3 BIRDNEST Drive

Ocean Pines, MD

2 beds | 1 baths | 720 sq.ft.

$280,000

Airbnb cash on cash: -0.19%

Traditional cash on cash: 3.38%

Airbnb Rental Income: $934

Traditional Rental Income: $1532

Airbnb ROI: -0.19%

Traditional ROI: 3.38%

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%

33 LIBERTY STREET

Ocean Pines, MD

3 beds | 2 baths | 1,316 sq.ft.

$358,000

Airbnb cash on cash: 0.31%

Traditional cash on cash: 3.49%

Airbnb Rental Income: $1227

Traditional Rental Income: $1902

Airbnb ROI: 0.31%

Traditional ROI: 3.49%

1404 N CHASE Street

Ocean Pines, MD

4 beds | 3 baths | 2,283 sq.ft.

$614,888

Airbnb cash on cash: -0.68%

Traditional cash on cash: 3.35%

Airbnb Rental Income: $1132

Traditional Rental Income: $3069

Airbnb ROI: -0.68%

Traditional ROI: 3.35%

103 OCEAN Parkway

Ocean Pines, MD

4 beds | 2 baths | 1,458 sq.ft.

$350,000

Airbnb cash on cash: 0.17%

Traditional cash on cash: 4.85%

Airbnb Rental Income: $1132

Traditional Rental Income: $2291

Airbnb ROI: 0.17%

Traditional ROI: 4.85%

120 ROBIN HOOD

Ocean Pines, MD

4 beds | 2 baths | 1,402 sq.ft.

$457,500

Airbnb cash on cash: -0.16%

Traditional cash on cash: 3.21%

Airbnb Rental Income: $1132

Traditional Rental Income: $2199

Airbnb ROI: -0.16%