Address Search

Ocean Pines Waterfront Condos

Ocean Pines offers an unparalleled selection of waterfront homes nestled in a serene setting near Ocean City, MD. These exquisite condos for sale boast breathtaking views of the bay and the Sinepuxent River, making them some of the most desirable real estate in the area. Surrounded by 3,000 acres of lush woodlands, Ocean Pines is a safe, family-friendly community with its own police and fire departments, ensuring peace of mind for its residents. The community is replete with modern amenities, including scenic walking trails, a yacht and beach club, marinas, and the lively Ocean Pines Farmers Market, showcasing fresh local produce and artisan crafts. Its proximity to the pristine beaches of Ocean City without the influx of tourists makes Ocean Pines an idyllic choice for those seeking a close-knit community atmosphere with all the benefits of coastal living. Explore the latest waterfront condos in Ocean Pines today and embrace the perfect blend of tranquility and convenience that this unique locale offers.

Ocean Pines Waterfront Condos, MD Condos for Sale

Explore the Area

Berlin Fenwick Island DE Ocean City West Ocean City
Just Listed

Ocean Pines Waterfront Condos for Sale

Selling Your Ocean Pines Waterfront Condo?

Thinking about selling your Ocean Pines Waterfront Condo? We can help! Learn more about listing your condo with Grant Fritschle, including the tools and resources we offer our sellers, our marketing strategies, and our featured listings.

Most Accurate

Professional home valuation

Fastest

Instant home valuation

Ocean Pines Waterfront Homes for Sale

The waterfront homes in Ocean Pines are some of the finest in the area. Surrounded by 3,000 acres of woodlands, many of these impressive homes have incredible views of the bay and/or Sinepuxent river. A safe and friendly environment, Ocean Pines has its own police and fire departments, and is a very self-contained community.

With its many walking trails, yacht club, beach club, gazebos, marinas, and expansive views of the Isle of Wight Bay, Ocean Pines is the perfect place for those who want to be close to the ocean and enjoy an abundance of amenities. Ocean Pines even has its own farmers' market with plenty of fresh, local produce and artisans. Located only a short distance from the clean beaches of Ocean City, you’ll find that Ocean Pines gives you the close-knit community feel without the hustle-and-bustle of summer tourists.

Ocean Pines waterfront properties are in high demand, and it’s easy to understand why. With everything you need right out your front door, and the beach just around the corner, what more could you ask for? Take a look at the most recent waterfront homes for sale in Ocean Pines, listed below, and don’t hesitate to reach out if you have any questions or need help finding something specific!

Recent Blogs

Ready to Find Your Dream Ocean Pines Waterfront Home?

Searching for Ocean Pines Waterfront Condo or want to learn more about what it’s like to live here? We’ve got the resources to help you out! Contact us to learn more and schedule a showing of your favorite condo, or browse our Buyer’s Resources below.

Selling your condo at Ocean Pines Waterfront Condos We can certainly help you out with that, too!

Ocean City Real Estate Market

Stay informed on the latest trends in the Ocean City and Ocean Pines Waterfront Condos real estate market. As local experts, we know the area’s homes, condos, and neighborhoods inside and out—and can help you make the best decisions whether you're buying or selling in today’s market. Contact us for questions or to request more detailed market statistics.

Popular Coastal Maryland & Delaware Communities

Browse top Maryland and Delaware resort communities, golf and waterfront neighborhoods, and featured oceanfront condo buildings. From scenic homes in Berlin and Ocean Pines to high-rise condos along the Ocean City shore, discover the best of coastal living. Start your beach area property search here.

Popular Resort Area Searches

Ocean City Featured Condos

The Fritschle Barker Group

Top Ocean Pines Waterfront Condos Real Estate Agents

The Fritschle Barker Group was founded on trust, respect, and a shared vision between Grant and Jon, whose partnership began with the complete sale of 196 premier residences at The Gateway Grand. That success laid the foundation for a real estate team built not just on transactions, but on meaningful relationships.

Today, they are recognized nationally as a top-performing group of charismatic, skilled Agents deeply connected to the vibrant towns of the Eastern Shore. More than agents, they are trusted advisors and community advocates, blending local knowledge with national strategy to deliver exceptional results.

Ocean Pines Waterfront Condos, MD Real Estate Agent

Latest Ocean Pines Waterfront Homes and Condos for Sale

14 Goldeneye Ct, Ocean Pines image
14 Goldeneye Ct, Ocean Pines $1,276,000

WATERFRONT LUXURY | 73' BULKHEAD | BOAT LIFT | BAY ACCESS | 2.5-CAR GARAGE | OCEAN PINES! Experience the best of Eastern Shore waterfront living at 14 Goldeneye Court, ...

  • COMING SOON Status
  • 4 Beds
  • 3 Baths
  • MDWO2041266 MLS
Courtesy of Long & Foster Real Estate, Inc.

Listing courtesy of Long & Foster Real Estate, Inc.. Contact: (410) 520-2707

15 Riverside Ct, Ocean Pines image
15 Riverside Ct, Ocean Pines $1,275,000

From sunrise to sunset, this property offers breathtaking, wide-angle river vistas, while maintaining a secure, protected harbor for your watercraft and a picturesque wid...

  • COMING SOON Status
  • 4 Beds
  • 3 Baths
  • MDWO2041270 MLS
Courtesy of Hileman Real Estate-Berlin

Listing courtesy of Hileman Real Estate-Berlin. Contact: (410) 208-9200

1202 Points Reach Unit #1202, Ocean Pines image
1202 Points Reach Unit #1202, Ocean Pines — Points Reach $509,900

Waterfront Living at Its Finest in Points Reach, Ocean Pines. Welcome to an exceptional 3-bedroom, 2-full-bath condo in the sought-after Points Reach community of Ocean P...

  • ACTIVE Status
  • 3 Beds
  • 2 Baths
  • MDWO2041126 MLS
Courtesy of Hileman Real Estate-Berlin

Listing courtesy of Hileman Real Estate-Berlin. Contact: (410) 208-9200

38 Pintail Dr, Ocean Pines image
38 Pintail Dr, Ocean Pines $799,000

**Live the Coastal Dream in Pintail Isle!** This unique coastal-style home in the desirable Pintail Isle section of Ocean Pines offers the waterfront lifestyle you’ve bee...

  • ACTIVE Status
  • 2 Beds
  • 2 Baths
  • MDWO2040964 MLS
Courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP. Contact: 4102083500

84 Newport Dr, Ocean Pines image
84 Newport Dr, Ocean Pines $875,000

We're going to call this canal-front because technically, that's what it is. Just don't expect it to look like most canal-front homes in Ocean Pines!! Walk out back and ...

  • ACTIVE Status
  • 3 Beds
  • 3 Baths
  • MDWO2040246 MLS
Courtesy of Keller Williams Realty Delmarva

Listing courtesy of Keller Williams Realty Delmarva. Contact: 4105246400

74 Wood Duck Dr, Ocean Pines image
74 Wood Duck Dr, Ocean Pines $949,000 ▼

Featuring over $80,000 in brand-new capital upgrades—including a brand-new bulkhead, new dock, new roof, and newer dual zone HVAC system with full ductwork—this premier W...

  • ACTIVE Status
  • 4 Beds
  • 3 Baths
  • MDWO2039564 MLS
Courtesy of ERA Martin Associates, Shamrock Division

Listing courtesy of ERA Martin Associates, Shamrock Division. Contact: 4106415000

23 Mallard Dr E, Ocean Pines image
23 Mallard Dr E, Ocean Pines — Wood Duck Ii $2,490,000 ▼

Welcome to one of Ocean Pines’ most extraordinary waterfront estates, where luxury, recreation, and coastal living come together in a truly one-of-a-kind offering. Situat...

  • ACTIVE Status
  • 5 Beds
  • 6 Baths
  • MDWO2038200 MLS
Courtesy of Atlantic Shores Sotheby's International Realty

Listing courtesy of Atlantic Shores Sotheby's International Realty. Contact: (410) 524-0919

24 Stacy Ct, Ocean Pines image
24 Stacy Ct, Ocean Pines $1,300,000 ▼

Waterfront Home in Terns Landing – Ocean Pines 2nd lot in from the end of the canal wiwth Bay Views Welcome to this beautiful 4-bedroom, 2.5-bath waterfront home located ...

  • ACTIVE Status
  • 4 Beds
  • 3 Baths
  • MDWO2039378 MLS
Courtesy of Coldwell Banker Realty

Listing courtesy of Coldwell Banker Realty. Contact: 4438562211

13 Widows Watch Ct, Ocean Pines image
13 Widows Watch Ct, Ocean Pines $1,375,000

Original lot for Boise Cascade to promote Ocean Pines from their sales center when it was first being developed. The original house was torn down and this lovely home em...

  • ACTIVE Status
  • 4 Beds
  • 4 Baths
  • MDWO2039326 MLS
Courtesy of Long & Foster Real Estate, Inc.

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

945 Yacht Club Dr, Ocean Pines image
945 Yacht Club Dr, Ocean Pines — Marina Village $550,000

Beautiful Townhome in Prestigious Marina Village! This Lovely Unit is situated on a Wide Quiet Canal! Enjoy Sunrises or Sunsets from Your Waterfront Deck (Under the Awnin...

  • ACTIVE Status
  • 3 Beds
  • 3 Baths
  • MDWO2039272 MLS
Courtesy of Shoreline Properties

Listing courtesy of Shoreline Properties. Contact: (410) 524-6688

9 Harborview Dr, Ocean Pines image
9 Harborview Dr, Ocean Pines $974,900 ▼

Exceptional canal-front home with a pier and direct access to the bay. Thoughtfully updated throughout, this spacious 4-bedroom, 2.5-bath home offers the potential for a ...

  • ACTIVE Status
  • 4 Beds
  • 3 Baths
  • MDWO2039060 MLS
Courtesy of Coastal Life Realty Group LLC

Listing courtesy of Coastal Life Realty Group LLC. Contact: (443) 235-8382

8 Grand Port Rd, Ocean Pines image
8 Grand Port Rd, Ocean Pines $949,900 ▼

This beautifully renovated 5-bedroom, 3 full bath canal-front beach retreat is ready for its next chapter. Thoughtfully updated by a trusted local home improvement compan...

  • ACTIVE Status
  • 5 Beds
  • 3 Baths
  • MDWO2038632 MLS
Courtesy of ERA Martin Associates, Shamrock Division

Listing courtesy of ERA Martin Associates, Shamrock Division. Contact: 4106415000

19 Duck Cove, Ocean Pines image
19 Duck Cove, Ocean Pines $1,089,999 ▼

Comfort, privacy, and waterfront living come together in this fully renovated three-level contemporary home, ideally positioned along one of the quietest canals in Ocean ...

  • ACTIVE Status
  • 4 Beds
  • 4 Baths
  • MDWO2038556 MLS
Courtesy of Atlantic Shores Sotheby's International Realty

Listing courtesy of Atlantic Shores Sotheby's International Realty. Contact: (410) 524-0919

2208 Points Reach Unit #2208, Ocean Pines image
2208 Points Reach Unit #2208, Ocean Pines — Points Reach $510,000 ▼

Price Adjustment! Welcome to recently renovated luxurious bayfront condo in the prestigious community of Points Reach in Ocean Pines! This stunning 3-bedroom, 2-bath one...

  • ACTIVE Status
  • 3 Beds
  • 2 Baths
  • MDWO2038334 MLS
Courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP. Contact: 4102083500

101 White Sail Cir, Ocean Pines image
101 White Sail Cir, Ocean Pines $499,000

Back to Active and Fully Available! Buyers failed to sell their home. Tucked along the canal in the sought after community of Ocean Pines, this charming A-frame retreat...

  • ACTIVE Status
  • 3 Beds
  • 2 Baths
  • MDWO2038454 MLS
Courtesy of Atlantic Shores Sotheby's International Realty

Listing courtesy of Atlantic Shores Sotheby's International Realty. Contact: (410) 524-0919

23 Harlan Trce, Ocean Pines image
23 Harlan Trce, Ocean Pines $1,560,000

One of a kind custom designed home! Walk up the grand stone steps and enter thru double doors to a tile foyer with a walk-in coat closet, half bath, and laundry across f...

  • ACTIVE Status
  • 4 Beds
  • 4 Baths
  • MDWO2038474 MLS
Courtesy of NBI Realty, LLC

Listing courtesy of NBI Realty, LLC. Contact: 7032440081

19 Pintail Dr, Ocean Pines image
19 Pintail Dr, Ocean Pines $657,999 ▼

WATERFRONT HOME on Deep Water Canal with Direct Access to the Bay Spacious Rancher, 3 Bedrooms, 2 Baths, Attached oversized 2 car garage, Wide asphalt driveway with parki...

  • ACTIVE Status
  • 3 Beds
  • 2 Baths
  • MDWO2037660 MLS
Courtesy of Save 6, Incorporated

Listing courtesy of Save 6, Incorporated. Contact:

72 Boston, Ocean Pines image
72 Boston, Ocean Pines $837,453 ▲

Rare opportunity to build your dream home on this homesite with Bay to Beach Builders! Please note: no home is currently built on this property. The list price reflects a...

  • ACTIVE Status
  • 3 Beds
  • 3 Baths
  • MDWO2036636 MLS
Courtesy of Coldwell Banker Realty

Listing courtesy of Coldwell Banker Realty. Contact: 4438562211

26 West Mallard, Ocean Pines image
26 West Mallard, Ocean Pines $2,100,000 ▼

Welcome to a rare waterfront masterpiece on a premier point lot in Ocean Pines. Located at 26 W Mallard Drive on a quiet cul-de-sac, this exceptional direct bayfront coas...

  • ACTIVE Status
  • 8 Beds
  • 9 Baths
  • MDWO2035268 MLS
Courtesy of Coldwell Banker Realty

Listing courtesy of Coldwell Banker Realty. Contact: 4438562211

36 Leigh Dr, Ocean Pines image
36 Leigh Dr, Ocean Pines $2,295,000 ▼

The opportunity to own the premier property in Ocean Pines comes around only once in a blue moon. Situated on a point lot on Leigh Drive with the most unobstructed views ...

  • ACTIVE Status
  • 4 Beds
  • 4 Baths
  • MDWO2033424 MLS
Courtesy of Coldwell Banker Realty

Listing courtesy of Coldwell Banker Realty. Contact: 4438562211

72 Boston Dr, Ocean Pines image
72 Boston Dr, Ocean Pines $250,000 ▼

WATERFRONT HOMESITE WITH SIGNIFICANT ENVIRONMENTAL DUE DILIGENCE ALREADY COMPLETED + NO BUILDER TIE IN. Build your custom coastal retreat on this 0.18-acre waterfront lot...

  • ACTIVE Status
  • MDWO2031912 MLS
Courtesy of Coldwell Banker Realty

Listing courtesy of Coldwell Banker Realty. Contact: 4438562211

392 Ocean Pkwy, Ocean Pines image
392 Ocean Pkwy, Ocean Pines $335,000 ▲

Welcome to this beautiful Bulkheaded waterfront lot in Ocean Pines Teal Bay Community. This pristine lot is available to Build your dream home on .21 acres with a bullh...

  • ACTIVE Status
  • MDWO2030022 MLS
Courtesy of Keller Williams Realty Delmarva

Listing courtesy of Keller Williams Realty Delmarva. Contact: 4105246400

21 Alden Ct, Ocean Pines image
21 Alden Ct, Ocean Pines $129,900 ▼

Welcome to 21 Alden Ct, a serene 0.15-acre lot tucked at the end of a peaceful cul-de-sac in the sought-after Ocean Pines community. This prime lot offers the rare benefi...

  • ACTIVE Status
  • MDWO2023118 MLS
Courtesy of Keller Williams Keystone Realty

Listing courtesy of Keller Williams Keystone Realty. Contact: 7176345921

Address Search

Ocean City Featured Condos