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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

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Berlin Fenwick Island DE Ocean City West Ocean City
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Ocean Pines Waterfront Condos for Sale

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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.

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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!

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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.

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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.

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Latest Ocean Pines Waterfront Homes and Condos for Sale

24b Pines Point B Unit BSB24, Ocean Pines image
24b Pines Point B Unit BSB24, Ocean Pines $89,000

An excellent opportunity for boaters! Enjoy your days cruising, fishing, and exploring all the Eastern Shore has to offer with this 24 ft deeded boat slip in Pines Point ...

  • ACTIVE Status
  • MDWO2042020 MLS
Courtesy of Samson Properties

Listing courtesy of Samson Properties. Contact:

20 Ivanhoe Ct, Ocean Pines image
20 Ivanhoe Ct, Ocean Pines — None Available $789,000

Welcome to canal-front living in Ocean Pines! 20 Ivanhoe Court offers 2,500 square feet with 4 bedrooms, an office and 3 full baths on a quiet cul de sac, with room for e...

  • ACTIVE Status
  • 4 Beds
  • 3 Baths
  • MDWO2041678 MLS
Courtesy of Real Broker, LLC

Listing courtesy of Real Broker, LLC. Contact:

39 Pines Pt Unit BSB39, Ocean Pines image
39 Pines Pt Unit BSB39, Ocean Pines $89,000

Calling all boat owners—why rent when you can own? Enjoy your own 24' deeded private boat slip at beautiful Pines Point Marina, complete with water, electric, approx. 52'...

  • ACTIVE Status
  • MDWO2041514 MLS
Courtesy of Coldwell Banker Realty

Listing courtesy of Coldwell Banker Realty. Contact:

33 Wood Duck Dr, Ocean Pines image
33 Wood Duck Dr, Ocean Pines — None Available $1,100,000

WATERFRONT LIVING AT ITS BEST IN OCEAN PINES! Located in desirable Wood Duck Isle I, this impressive waterfront residence offers over 4,000 sq. ft. of living space, 6 bed...

  • ACTIVE Status
  • 6 Beds
  • 3 Baths
  • MDWO2041082 MLS
Courtesy of Long & Foster Real Estate, Inc.

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

15 Riverside Ct, Ocean Pines image
15 Riverside Ct, Ocean Pines — None Available $1,249,000 ▼

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...

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

Listing courtesy of Hileman Real Estate-Berlin. Contact:

1202 Points Reach Unit 1202, Ocean Pines image
1202 Points Reach Unit 1202, Ocean Pines — Points Reach $499,900 ▼

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:

38 Pintail Dr, Ocean Pines image
38 Pintail Dr, Ocean Pines — None Available $749,000 ▼

$50,000 Price adjustment **Live the Coastal Dream in Pintail Isle!** This unique coastal-style home in the desirable Pintail Isle section of Ocean Pines offers the waterf...

  • 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:

23 Mallard Dr E, Ocean Pines image
23 Mallard Dr E, Ocean Pines — Wood Duck Ii $2,323,000 ▼

23 SPECIAL! SCHEDULE A TOUR TODAY!! Welcome to one of Ocean Pines’ most extraordinary waterfront estates, where luxury, recreation, and coastal living come together in ...

  • 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:

24 Stacy Ct, Ocean Pines image
24 Stacy Ct, Ocean Pines — None Available $1,249,500 ▼

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:

13 Widows Watch Ct, Ocean Pines image
13 Widows Watch Ct, Ocean Pines — None Available $1,295,000 ▼

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:

9 Harborview Dr, Ocean Pines image
9 Harborview Dr, Ocean Pines — None Available $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:

8 Grand Port Rd, Ocean Pines image
8 Grand Port Rd, Ocean Pines — None Available $899,900 ▼

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:

19 Duck Cv, Ocean Pines image
19 Duck Cv, Ocean Pines — None Available $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:

23 Harlan Trce, Ocean Pines image
23 Harlan Trce, Ocean Pines — None Available $1,495,000 ▼

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:

19 Pintail Dr, Ocean Pines image
19 Pintail Dr, Ocean Pines — None Available $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 — None Available $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:

36 Leigh Dr, Ocean Pines image
36 Leigh Dr, Ocean Pines — None Available $2,195,000 ▼

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:

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:

21 Alden Ct, Ocean Pines image
21 Alden Ct, Ocean Pines $119,900 ▼

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:

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:

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