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
13 DOG LEG Court Ocean Pines, MD Major price adjustment!! Imagine waking up to panoramic golf course views, the morning lig...	4 beds \| 3 baths \| 2,354 sq.ft.	$575,000	Airbnb cash on cash: -0.31% Traditional cash on cash: 3.8% Airbnb Rental Income: $1301 Traditional Rental Income: $3106 Airbnb ROI: -0.31% Traditional ROI: 3.8%
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: 0.11% Traditional cash on cash: 3.22% Airbnb Rental Income: $1357 Traditional Rental Income: $2326 Airbnb ROI: 0.11% Traditional ROI: 3.22%
240 CHARLESTON Road Ocean Pines, MD Located in Whitetail Sanctuary, a beautiful 100+ acre neighborhood nestled in the amenity ...	4 beds \| 4 baths \| 3,174 sq.ft.	$658,500	Airbnb cash on cash: -0.56% Traditional cash on cash: 3.85% Airbnb Rental Income: $1301 Traditional Rental Income: $3606 Airbnb ROI: -0.56% Traditional ROI: 3.85%
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.	$399,900	Airbnb cash on cash: 0.48% Traditional cash on cash: 4.27% Airbnb Rental Income: $1357 Traditional Rental Income: $2363 Airbnb ROI: 0.48% Traditional ROI: 4.27%
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	$514,500	Airbnb cash on cash: -0.01% Traditional cash on cash: 2.13% Airbnb Rental Income: $1357 Traditional Rental Income: $1975 Airbnb ROI: -0.01% Traditional ROI: 2.13%
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.	$430,000	Airbnb cash on cash: 0.13% Traditional cash on cash: 6.67% Airbnb Rental Income: $1301 Traditional Rental Income: $3529 Airbnb ROI: 0.13% Traditional ROI: 6.67%
18 HINGHAM Lane Ocean Pines, MD You will enjoy the peaceful setting of this traditional home located in the Innerlinks nei...	3 beds \| 3 baths \| 1,675 sq.ft.	$429,900	Airbnb cash on cash: 0.3% Traditional cash on cash: 3.95% Airbnb Rental Income: $1357 Traditional Rental Income: $2411 Airbnb ROI: 0.3% Traditional ROI: 3.95%
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: -0.36% Traditional cash on cash: 3.13% Airbnb Rental Income: $1357 Traditional Rental Income: $2979 Airbnb ROI: -0.36% 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: 0.02% Traditional cash on cash: 4.5% Airbnb Rental Income: $1357 Traditional Rental Income: $2870 Airbnb ROI: 0.02% Traditional ROI: 4.5%
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.	$649,888	Airbnb cash on cash: 0.05% Traditional cash on cash: 3.64% Airbnb Rental Income: $1301 Traditional Rental Income: $3069 Airbnb ROI: 0.05% Traditional ROI: 3.64%
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.	$1,139,000	Airbnb cash on cash: -0.85% Traditional cash on cash: 1.01% Airbnb Rental Income: $1301 Traditional Rental Income: $2861 Airbnb ROI: -0.85% Traditional ROI: 1.01%
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: 0.49% Traditional cash on cash: 4.45% Airbnb Rental Income: $1301 Traditional Rental Income: $2291 Airbnb ROI: 0.49% Traditional ROI: 4.45%
2108 POINTS REACH Ocean Pines, MD Bayfront Luxury with Breathtaking Water Views! Discover the perfect blend of comfort and c...	3 beds \| 2 baths \| 1,896 sq.ft.	$497,400	Airbnb cash on cash: -0.04% Traditional cash on cash: 3.71% Airbnb Rental Income: $1357 Traditional Rental Income: $2688 Airbnb ROI: -0.04% Traditional ROI: 3.71%
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.	$649,000	Airbnb cash on cash: -0.49% Traditional cash on cash: 3.89% Airbnb Rental Income: $1301 Traditional Rental Income: $3553 Airbnb ROI: -0.49% Traditional ROI: 3.89%
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.	$389,000	Airbnb cash on cash: 0.53% Traditional cash on cash: 5.11% Airbnb Rental Income: $1357 Traditional Rental Income: $2614 Airbnb ROI: 0.53% Traditional ROI: 5.11%
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: 0.14% Traditional cash on cash: 3.1% Airbnb Rental Income: $1301 Traditional Rental Income: $2199 Airbnb ROI: 0.14% Traditional ROI: 3.1%
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.	$435,000	Airbnb cash on cash: 1.8% Traditional cash on cash: 4.49% Airbnb Rental Income: $2119 Traditional Rental Income: $2674 Airbnb ROI: 1.8% Traditional ROI: 4.49%
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: 0.62% Traditional cash on cash: 4% Airbnb Rental Income: $1357 Traditional Rental Income: $2052 Airbnb ROI: 0.62% Traditional ROI: 4%
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: 1.16% Traditional cash on cash: 3.04% Airbnb Rental Income: $1278 Traditional Rental Income: $1356 Airbnb ROI: 1.16% 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.	$419,900	Airbnb cash on cash: 0.6% Traditional cash on cash: 3.94% Airbnb Rental Income: $1357 Traditional Rental Income: $2259 Airbnb ROI: 0.6% Traditional ROI: 3.94%
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.	$309,900	Airbnb cash on cash: 0.97% Traditional cash on cash: 4.17% Airbnb Rental Income: $1357 Traditional Rental Income: $1876 Airbnb ROI: 0.97% Traditional ROI: 4.17%
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: 1.42% Traditional cash on cash: 5.43% Airbnb Rental Income: $1278 Traditional Rental Income: $1804 Airbnb ROI: 1.42% Traditional ROI: 5.43%
140 PINEHURST Road Ocean Pines, MD This well maintained 2053 sq. ft., 3-bedroom, 2.5-bath home situated on a cleared, flat lo...	3 beds \| 3 baths \| 2,053 sq.ft.	$469,900	Airbnb cash on cash: 0.01% Traditional cash on cash: 3.87% Airbnb Rental Income: $1357 Traditional Rental Income: $2638 Airbnb ROI: 0.01% Traditional ROI: 3.87%
843 YACHT CLUB Drive Ocean Pines, MD Cape May Seaside Style Waterfront Townhouse in Marina Village. . Popular Floor plan with H...	3 beds \| 3 baths \| 1,784 sq.ft.	$535,000	Airbnb cash on cash: -0.03% Traditional cash on cash: 3.17% Airbnb Rental Income: $1357 Traditional Rental Income: $2539 Airbnb ROI: -0.03% Traditional ROI: 3.17%
19 CROSSBOW TRL Ocean Pines, MD Room for the entire family, Four Bedrooms in quiet wooded Ocean Pines community. Two mas...	4 beds \| 2 baths \| N/A	$390,000	Airbnb cash on cash: 0.36% Traditional cash on cash: 4.74% Airbnb Rental Income: $1301 Traditional Rental Income: $2499 Airbnb ROI: 0.36% Traditional ROI: 4.74%
438 OCEAN PARKWAY unit: 17 #17 Ocean Pines, MD Welcome to the Borderlinks, centrally located in the Ocean Pines Community and right on th...	2 beds \| 2 baths \| 1,098 sq.ft.	$245,000	Airbnb cash on cash: 1.42% Traditional cash on cash: 5.57% Airbnb Rental Income: $1278 Traditional Rental Income: $1838 Airbnb ROI: 1.42% Traditional ROI: 5.57%
10 CATALPA Lane Ocean Pines, MD Wonderful opportunity to own a single family home in the popular Ocean Pines Community, ju...	3 beds \| 2 baths \| 1,245 sq.ft.	$399,900	Airbnb cash on cash: 0.46% Traditional cash on cash: 3.67% Airbnb Rental Income: $1357 Traditional Rental Income: $2143 Airbnb ROI: 0.46% Traditional ROI: 3.67%
55 HIGH SHERIFF Trail Ocean Pines, MD Spacious and updated, this 4-bedroom, 3-bath home sits on a large lot with a bright open f...	4 beds \| 3 baths \| 1,584 sq.ft.	$406,900	Airbnb cash on cash: 0.31% Traditional cash on cash: 4.49% Airbnb Rental Income: $1301 Traditional Rental Income: $2489 Airbnb ROI: 0.31% Traditional ROI: 4.49%
62 OCEAN Parkway Ocean Pines, MD Turn-key, 3 bedroom, 2 bath rancher in desirable Ocean Pines convenient to North Gate! Fea...	3 beds \| 2 baths \| 1,256 sq.ft.	$384,900	Airbnb cash on cash: 0.58% Traditional cash on cash: 2.53% Airbnb Rental Income: $1357 Traditional Rental Income: $1643 Airbnb ROI: 0.58% Traditional ROI: 2.53%
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.	$424,900	Airbnb cash on cash: 0.19% Traditional cash on cash: 4.46% Airbnb Rental Income: $1301 Traditional Rental Income: $2594 Airbnb ROI: 0.19% Traditional ROI: 4.46%
85 PINEHURST Road Ocean Pines, MD This well-maintained 3-bedroom, 2-bathroom single-level home has been thoughtfully updated...	3 beds \| 2 baths \| 1,056 sq.ft.	$335,000	Airbnb cash on cash: 0.76% Traditional cash on cash: 3.79% Airbnb Rental Income: $1357 Traditional Rental Income: $1896 Airbnb ROI: 0.76% Traditional ROI: 3.79%
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 \| 1,914 sq.ft.	$650,000	Airbnb cash on cash: -0.44% Traditional cash on cash: 2.96% Airbnb Rental Income: $1357 Traditional Rental Income: $3004 Airbnb ROI: -0.44% Traditional ROI: 2.96%
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.	$609,990	Airbnb cash on cash: 0.16% Traditional cash on cash: 3.8% Airbnb Rental Income: $1301 Traditional Rental Income: $2968 Airbnb ROI: 0.16% Traditional ROI: 3.8%
1212 OCEAN PKWY Ocean Pines, MD You are going to love this Open Floor Plan Ranch Style Home with Cathedral 9+ ft. Ceilings...	3 beds \| 2 baths \| N/A	$459,900	Airbnb cash on cash: 0.15% Traditional cash on cash: 2.62% Airbnb Rental Income: $1357 Traditional Rental Income: $2006 Airbnb ROI: 0.15% Traditional ROI: 2.62%
14 LIBERTY Street Ocean Pines, MD Experience effortless single-level living in this elegant 3-bedroom, 2-bath residence, tho...	3 beds \| 2 baths \| 1,739 sq.ft.	$459,000	Airbnb cash on cash: 0.32% Traditional cash on cash: 3.8% Airbnb Rental Income: $1357 Traditional Rental Income: $2440 Airbnb ROI: 0.32% Traditional ROI: 3.8%
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: 0.63% Traditional cash on cash: 3.55% Airbnb Rental Income: $1357 Traditional Rental Income: $2090 Airbnb ROI: 0.63% 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: 0.76% Traditional cash on cash: 3.99% Airbnb Rental Income: $1357 Traditional Rental Income: $2088 Airbnb ROI: 0.76% 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	$525,000	Airbnb cash on cash: -0.02% Traditional cash on cash: 3.18% Airbnb Rental Income: $1357 Traditional Rental Income: $2511 Airbnb ROI: -0.02% Traditional ROI: 3.18%
284 OCEAN Parkway Ocean Pines, MD Contemporary 3-bedroom, 2-bath home with a first-floor primary suite and open-concept livi...	3 beds \| 2 baths \| 1,398 sq.ft.	$299,900	Airbnb cash on cash: 1.28% Traditional cash on cash: 5.35% Airbnb Rental Income: $1357 Traditional Rental Income: $2091 Airbnb ROI: 1.28% Traditional ROI: 5.35%
6 WEEPING WILLOW Court Ocean Pines, MD Inviting Living Spaces This charming home features an open-concept living area filled with...	3 beds \| 2 baths \| 1,248 sq.ft.	$300,000	Airbnb cash on cash: 1.33% Traditional cash on cash: 5.39% Airbnb Rental Income: $1357 Traditional Rental Income: $2089 Airbnb ROI: 1.33% Traditional ROI: 5.39%

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 $429,950 and the average price per square foot is $253. In October 2025, the average monthly cash on cash return in Ocean Pines is 4.00%. The average monthly rental income in Ocean Pines is $2,426.

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 $1,357.

Your search for investment property begins and ends here

Investment Property for Sale in Ocean Pines, MD

13 DOG LEG Court

Ocean Pines, MD

4 beds | 3 baths | 2,354 sq.ft.

$575,000

Airbnb cash on cash: -0.31%

Traditional cash on cash: 3.8%

Airbnb Rental Income: $1301

Traditional Rental Income: $3106

Airbnb ROI: -0.31%

Traditional ROI: 3.8%

4 ABBEY Circle

Ocean Pines, MD

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

$474,900

Airbnb cash on cash: 0.11%

Traditional cash on cash: 3.22%

Airbnb Rental Income: $1357

Traditional Rental Income: $2326

Airbnb ROI: 0.11%

Traditional ROI: 3.22%

240 CHARLESTON Road

Ocean Pines, MD

4 beds | 4 baths | 3,174 sq.ft.

$658,500

Airbnb cash on cash: -0.56%

Traditional cash on cash: 3.85%

Airbnb Rental Income: $1301

Traditional Rental Income: $3606

Airbnb ROI: -0.56%

Traditional ROI: 3.85%

123 CAMELOT Circle

Ocean Pines, MD

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

$399,900

Airbnb cash on cash: 0.48%

Traditional cash on cash: 4.27%

Airbnb Rental Income: $1357

Traditional Rental Income: $2363

Airbnb ROI: 0.48%

Traditional ROI: 4.27%

67 HIGH SHERIFF

Ocean Pines, MD

3 beds | 2 baths | N/A

$514,500

Airbnb cash on cash: -0.01%

Traditional cash on cash: 2.13%

Airbnb Rental Income: $1357

Traditional Rental Income: $1975

Airbnb ROI: -0.01%

Traditional ROI: 2.13%

37 HARPOON Road

Ocean Pines, MD

4 beds | 4 baths | 2,000 sq.ft.

$430,000

Airbnb cash on cash: 0.13%

Traditional cash on cash: 6.67%

Airbnb Rental Income: $1301

Traditional Rental Income: $3529

Airbnb ROI: 0.13%

Traditional ROI: 6.67%

18 HINGHAM Lane

Ocean Pines, MD

3 beds | 3 baths | 1,675 sq.ft.

$429,900

Airbnb cash on cash: 0.3%

Traditional cash on cash: 3.95%

Airbnb Rental Income: $1357

Traditional Rental Income: $2411

Airbnb ROI: 0.3%

Traditional ROI: 3.95%

354 OCEAN PARKWAY

Ocean Pines, MD

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

$625,000

Airbnb cash on cash: -0.36%

Traditional cash on cash: 3.13%

Airbnb Rental Income: $1357

Traditional Rental Income: $2979

Airbnb ROI: -0.36%