Ocean Pines Real Estate Search

Ocean Pines, MD Real Estate & Community Guide

Located just minutes inland from the beaches of Ocean City, Maryland, Ocean Pines is a premier 3,000-acre master-planned residential resort community in Worcester County. Known for its heavily wooded lots, deep-water canals, top-tier amenities, and strong sense of community, Ocean Pines provides the ideal setting for year-round residents, retirees, and vacation homeowners.

With over 8,400 platted lots, Ocean Pines combines quiet coastal woodland living with immediate access to golf, boating, swimming, and private beach parking in Ocean City.

Why Buyers Choose Ocean Pines, MD 

 Ocean Pines offers one of the most comprehensive amenity packages on the Delmarva Peninsula, making it a standout choice for single-family living near the beach.

Unrivaled Resort Amenities

  • Ocean Pines Beach Club: A private oceanfront beach club located at 49th Street in Ocean City, featuring a private pool, restaurant, bar, and beach access exclusively for community residents and guests.

  • Golf & Racquet Sports: Home to a 18-hole championship golf course designed by Robert Trent Jones Sr., complete with a clubhouse, pro shop, and driving range, alongside extensive tennis and pickleball courts.

  • Aquatics & Parks: Five community swimming pools (including an indoor heated pool), multiple playgrounds, walking trails, a dog park, and a community marina with boat slips.

Diverse Property Styles & Waterfront Access

  • Waterfront & Canal Homes: Hundreds of homes feature private boat docks, lifts, and direct navigable access to St. Martin River and Isle of Wight Bay.

  • Golf Course & Wooded Lots: Enjoy private views overlooking fairway greens or quiet pine-forested lots.

  • Single-Family & Low-Maintenance Living: Choose between detached single-family homes, single-level ranch style layouts, or low-maintenance townhomes and condominiums.

Frequently Asked Questions About Ocean Pines, MD Real Estate

Where is Ocean Pines located in relation to Ocean City, MD?

Ocean Pines is situated in Worcester County directly across the Isle of Wight Bay, accessible via the Route 90 bridge. Residents are typically just a 10 to 15-minute drive from the beaches and boardwalk of Ocean City.

What does the Ocean Pines HOA fee cover?

The Ocean Pines Association (OPA) annual assessment covers the maintenance of community infrastructure, roads, drainage systems, parks, 24/7 private police department protection, fire/EMS facilities, and common grounds. Specific amenity memberships (golf, pool passes, boat slips) can be added based on resident preference.

What school district serves Ocean Pines?

Ocean Pines is served by the acclaimed Worcester County Public Schools district. Students typically attend Showell Elementary School, Stephen Decatur Middle School, and Stephen Decatur High School.

Local Resources & Helpful Links

Ocean Pines Newest Listings

1228 Ocean Pkwy, Ocean Pines
$299,900
3 Beds ⋅ 2 Baths ⋅ MDWO2042466 MLS ⋅ None Available BLDG.
BEST VALUE IN OCEAN PINES! Now’s your chance to be part of the Ocean Pines lifestyle! You’ll love the convenience of one-level living in this updated 3 bedroom 1.5 bath rancher in Sherwood Forest. Relax or entertain in your spacious sun-drenched family room that leads into an eat-in kitchen with updated appliances and enclosed laundry room. From the kitchen, step into the spacious screened-in porch and large partially fenced back yard overlooking trees. Ocean Pines offers an exceptional array of amenities including multiple pools, boat ramps, playgrounds, walking trails, a community center, and much more. All of this is only a few miles from Ocean City where you’ll find the Ocean Pines beach club with a pool, restaurant, locker rooms and other activities. Ocean Pines isn't just a neighborhood it’s a vibrant community with something for everyone. If you’re looking for an investment, this property has been partially rented generating a steady income.

1228 Ocean Pkwy, Ocean Pines
186 Ocean, Ocean Pines
$459,500
3 Beds ⋅ 2 Baths ⋅ MDWO2042442 MLS ⋅ None Available BLDG.
Welcome HQME to 186 Ocean Parkway! Offering nearly 2,000 square feet of single-level living, this three-bedroom, two-full-bath home combines a spacious, functional floor plan with the convenience of coastal living in Ocean Pines. The generous living room features vaulted ceilings, creating an open and inviting gathering space. A spacious kitchen flows into a dedicated dining area with included extra-long table, making everyday meals and entertaining equally comfortable. The primary suite offers a walk-in closet and private bathroom with a separate soaking tub and shower, while two additional bedrooms and a full hall bathroom provide flexibility for family, guests, or a home office. Enjoy additional living space in the enclosed screen porch, with an adjoining deck perfect for outdoor dining or relaxing. An attached 2-car garage provides convenient parking and storage. Located in the established Ocean Pines community, residents enjoy access to a variety of recreational amenities, including golf, swimming pools, marinas, parks, and community activities. Assateague National Seashore and Ocean City's beaches, restaurants, and entertainment are just a short drive away, making this an ideal location for year-round living or a coastal getaway. With its generous room sizes, practical single-level layout, and inviting indoor and outdoor living spaces, 186 Ocean Parkway offers an excellent opportunity to enjoy the Eastern Shore lifestyle. Reach out to set up your showing today!

186 Ocean, Ocean Pines
25 Tail Of The Fox Dr, Ocean Pines
$435,000
3 Beds ⋅ 2 Baths ⋅ MDWO2042388 MLS ⋅ None Available BLDG.
Welcome to this adorable, extremely well kept Cape Cod home located in the very desirable community of Ocean Pines. It has everything you need for quiet days and serene evenings relaxing by yourself and also has plenty of room and ambiance for entertaining. With 3 bedrooms (2 upstairs and 1 on the main floor) you have ample space for guests to sleep over or for office or gym space. The home also offers 2 cozy living areas, a separate dining room, breakfast nook in kitchen, laundry room off of the kitchen, and a screened porch on the back of the home that leads to the amazing backyard complete with planter benches and swing. The Ocean Pines community has so much to offer! You're located very close to the bay and not far from the ocean for all of your beach relaxation or water enjoyment. The community itself has a pool, tennis courts, fitness center, library, dog park, beach club, basketball courts, bike trail, shopping and dining, and SO much more! Tell your agent that this is the ONE and have them schedule your showing today! :)

25 Tail Of The Fox Dr, Ocean Pines
2 Cottonwood Ct, Ocean Pines
$117,500
MDWO2042532 MLS
There are very few vacant lots left in the Award-Winning and Amenity-Filled Community of Ocean Pines! Showcase your new home on this beautiful wooded corner lot located in the Sherwood Forest section, with access to public water and sewer. Just a short walk or ride to multiple parks, restaurants, banks, post office, library and much more. Only a few miles to the Ocean City beaches, boardwalk, entertainment and amusements. You may also enjoy nature at Assateague Island National Seashore or antiquing and events in nearby historic Berlin. This destination truly has it all, see why the locals love living here!

2 Cottonwood Ct, Ocean Pines
64 Capetown Rd, Ocean Pines
$389,900
3 Beds ⋅ 2 Baths ⋅ MDWO2042364 MLS ⋅ None Available BLDG.
Welcome to 64 Capetown Road! Situated on a corner lot in amenity-rich Ocean Pines, this 3-bedroom, 2-bath home offers a great combination of practical features and thoughtful updates, at a price below its recent appraised value! The desirable floor plan features a primary suite separate from the two additional bedrooms. Inside, you'll find beautifully maintained LVP flooring, fresh-looking paint, and updated stainless steel appliances. Outside, enjoy both front and rear decks, a fenced-in area for your four-legged friends, and a storage shed for all the extras. The one-car garage adds even more convenience and storage space. Whether you're looking for a year-round residence, a vacation home, or an investment property, this home is a great opportunity to enjoy all that Ocean Pines has to offer, including pools, parks, golf, marinas, and more!

64 Capetown Rd, Ocean Pines
83 Wood Duck Dr, Ocean Pines
$1,625,000
5 Beds ⋅ 3 Baths ⋅ MDWO2042460 MLS ⋅ None Available BLDG.
Exceptional Waterfront Retreat on 83 Wood Duck Drive in Ocean Pines Welcome to this rare and beautifully refreshed . waterfront residence offering nearly 400 linear feet of water frontage on TWO LOTS and sweeping 180° bay views. Perfectly positioned for both relaxed coastal living and active boating, the home features two boat slips for easy access to the waterways. Inside, enjoy a modern updated kitchen that anchors the open living spaces. LVP tile flooring flows throughout the main living area, complemented by new carpet in the bedrooms and a fresh coat of interior and exterior paint that gives the entire home a clean, move-in-ready feel. One of the standout features is the indoor covered pool with a retractable roof—ideal for year-round swimming and entertaining, whether you prefer the open-air feel or a fully enclosed space. Combined with the expansive water frontage, private boat slips, and panoramic bay vistas, this property delivers the ultimate Ocean Pines lifestyle. Located in the desirable Wood Duck Isle community, residents also enjoy the full suite of Ocean Pines amenities, including pools, golf, marinas, and more, all just minutes from the Ocean City beaches. This is a rare opportunity to own a significant waterfront property with outstanding views, private boating, and a unique indoor pool. Schedule your private showing today.

83 Wood Duck Dr, Ocean Pines
1212 Ocean Pkwy, Ocean Pines
$435,000
3 Beds ⋅ 2 Baths ⋅ MDWO2042456 MLS ⋅ None Available BLDG.
Welcome to Sherwood Forest...in Ocean Pines that is! This contemporary ranch home features 3 bedrooms, 2 full baths, an open living room that flows into the dining area and kitchen, rear sunroom and a walk-up attic which is accessed via the interior of the garage. All of this on a 0.17 +/- acre parcel that backs up to a peaceful wooded area. As part of the 3,000 +/- acre Ocean Pines Community, amenities abound to engage all facets of yourlifestyle! Located approximately 3 miles from Ocean Downs Casino, 8 miles from the boardwalk, beach andAtlantic Ocean in Ocean City, MD and 13 miles from the Assateague Island National Seashore Park. EasternShore living at its finest!Restricted to owner-occupants, non-profits and government agencies through 11/16/2026. HUD Case #241-900265. Seller may contribute up to 3% of the buyer’s closing costs. Equal Housing Opportunity.

1212 Ocean Pkwy, Ocean Pines
110 High Sheriff Trl, Ocean Pines
$379,900
3 Beds ⋅ 2 Baths ⋅ MDWO2042420 MLS ⋅ None Available BLDG.
South Ocean Pines rancher with a 3 year old roof, attached garage, crown molding throughout, primary en-suite with two closets and a full bath with easy-access shower plus a tub. as well as new LVP flooring in the kitchen, dining area and laundry. The 4-season sunroom offers lots of natural light and opens to the spacious living room. A gas tankless water heater offers efficient on demand hot water.

110 High Sheriff Trl, Ocean Pines
27 Seafarer Ln, Ocean Pines
$449,000
3 Beds ⋅ 2 Baths ⋅ MDWO2042298 MLS ⋅ None Available BLDG.
Welcome to 27 Seafarer Lane in beautiful Ocean Pines. This cozy well-maintained Brick Front Rancher offers 3 spacious Bedrooms and 2 Full Baths, 1 Car Detached Garage (15x20) with ample parking, Front covered Porch, Rear Deck (12x16), and enjoy the screened (steel) rear porch (12x12) backing to trees for privacy and Huntington Park. Featuring an open floor plan with many thoughtful updates throughout, Primary Bath, Entire Home Freshly painted, luxury vinyl flooring, new carpet, newer appliances and Gutter Guards. An abundance of Storage with 2 Attic Areas with pull down steps and partial flooring. Separate laundry room includes a new washer and dryer and pantry shelving. Ocean Pines residents enjoy access to the beautiful waterfront yacht club, marina, boat ramp, multiple pools, a beach club, golf course, racquet sports, and so much more. Only a few miles to the gorgeous Atlantic Ocean and Ocean City Beaches. Don’t miss your opportunity to enjoy Coastal Living! New Roof 2015 – 1 Year Home Warranty included.

27 Seafarer Ln, Ocean Pines
35 Tail Of The Fox Dr, Ocean Pines
$389,900
3 Beds ⋅ 2 Baths ⋅ MDWO2042192 MLS ⋅ None Available BLDG.
Welcome to 35 Tail of the Fox Drive, nestled in the desirable community of Ocean Pines! This inviting 3 bedrooms, 2-bath ranch style home offers comfortable one-level living with a blend of modern updates and peaceful wooded setting. Step inside to discover a bright and welcoming interior featuring a spacious family room that bring in natural light an create an open, airy feel. The upgraded kitchen features beautiful quartz countertops, providing a stylish and functional space for everyday cooking and entertaining. The thoughtfully designed layout offers comfortable living spaces and room to make this home your own. Outside, enjoy the privacy of the approximately one-third-acre wooded lot, relax on the deck, or take advantage of the additional storage offered by the backyard shed. Located in the amenity-rich Ocean Pines community, residents can enjoy a variety of recreational opportunities, with shopping, dinning, golf, and the beautiful beaches of Ocean City just a shore drive away. Whether you're looking for a year-round residence, a weekend gateway, or a place to enjoy the relaxed Eastern Shore lifestyle, this home offers a wonderful possibilities!

35 Tail Of The Fox Dr, Ocean Pines
26 St Martins Ln, Ocean Pines
$425,000
3 Beds ⋅ 3 Baths ⋅ MDWO2042402 MLS ⋅ None Available BLDG.
Welcome to the best of coastal living in this spacious move-in ready home in Ocean Pines’ sought-after Somerset neighborhood. Situated on a desirable corner lot, this home was built in 2007 and offers a modern open layout ideal for both everyday living and entertainment. The expansive eat-in kitchen flows seamlessly into the family room creating a comfortable gathering space. The primary bedroom features two walk-in closets and a luxurious en-suite bath. A versatile upper-level room with its own full bathroom provides additional living space perfect for a guest room, home office, exercise space or other needs. Relax and unwind on the large screened porch that flows directly into the kitchen and family room spaces. Other highlights include a dedicated laundry room and an oversized 1½-car garage offering plenty of room for parking, a workshop and storage of your beach, golf and boating gear. The Somerset neighborhood enjoys close proximity to the golf course, community center, Somerset and Whitehorse Parks, boat ramp, kayak rentals/launch, marina, racquet club and pool. Ocean Pines offers an exceptional lifestyle with an impressive array of community amenities including indoor and outdoor swimming pools, a private beach club in Ocean City (with private parking), championship golf, yacht club, marinas, boat ramps, tennis and pickleball courts, parks, playgrounds, walking trails, and recreational facilities. With convenient access to Ocean City's beaches, shopping, dining, and entertainment, this home offers the perfect combination of modern comfort, coastal charm, and resort-style living!

26 St Martins Ln, Ocean Pines
119 Pine Forest Dr, Ocean Pines
$874,900
4 Beds ⋅ 5 Baths ⋅ MDWO2042302 MLS ⋅ None Available BLDG.
Exceptional craftsmanship, exquisite architectural details, and beautifully designed living spaces make this custom-built Ocean Pines home truly special! Meticulously maintained and thoughtfully designed, this impressive residence offers an open, inviting floor plan with soaring ceilings, beautiful hardwood flooring, extensive custom millwork, and elegant finishes throughout. The dramatic two-story great room is a stunning centerpiece, featuring an impressive coffered ceiling, fireplace, beautiful arched window, and an abundance of natural light. The beautifully appointed chef's kitchen showcases gorgeous custom cabinetry with elaborate trim detailing, granite countertops, tile backsplash, upscale appliances, and a spacious center island with counter seating. A sun-filled dining area surrounded by windows provides a wonderful setting for everyday living and entertaining. Offering four spacious bedrooms, including two generously sized primary suites—one on each level—each featuring a spacious private bathroom and walk-in closet. All four bedrooms enjoy direct access to a bathroom, providing comfort and convenience for family and guests. A first-floor office/den with French doors, cozy upstairs sitting area, and additional bonus room offer versatile spaces for working from home, hobbies, or relaxation. Additional highlights include two energy-efficient geothermal HVAC systems, with the second-floor air handler replaced in 2019, and two Rinnai tankless water heaters, one replaced in 2024. Recent updates also include a newer refrigerator, dishwasher, microwave, and washing machine. Beautiful hardwood flooring throughout many of the main living areas adds to the home's timeless appeal. Furniture is negotiable. Outdoor living is equally inviting, with a welcoming covered front porch and expansive paver patio with a decorative fountain. Beautifully landscaped grounds with a full irrigation system enhance the setting. An attached two-car garage and detached garage/storage building provide additional convenience and storage. Ideally situated in a desirable Ocean Pines neighborhood, residents enjoy access to exceptional community amenities, including golf, swimming pools, marinas, and the Yacht Club, all just a short drive from the beaches of Ocean City.

119 Pine Forest Dr, Ocean Pines
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