281 houses for sale in Jockey Beach Club

Canalfront coastal living in prestigious South Bethany Harbor-just a short walk to the beach. This fully furnished 3bed, 2fullbath, 2halfbath home delivers the ideal blend of comfort, entertainment, and waterfront lifestyle. Enjoy LVP flooring, Berber carpeted bedrooms, and expansive Trex decking that creates exceptional outdoor living space. A large deck and dedicated entertaining areas-including a tiki bar-make this home perfect for gatherings. The property features a boat slip directly against the bulkhead, an outdoor shower, and a large storage room that can flex as additional living space. With multiple outdoor zones, generous interior flow, and unbeatable access to both the canal and the beach, this home is a rare opportunity in one of the area's most soughtafter waterfront communities

A truly rare opportunity in the heart of Midtown Ocean City! Just one block from the beach, 104 Bering Rd offers an exceptional property featuring two separate homes on one lota unique offering that's seldom available in Ocean City. Whether you're looking for a primary residence with guest accommodations, a vacation retreat for extended family, or an investment with incredible flexibility, the possibilities are endless. Lovingly maintained by a caring owner, this property blends classic Old Ocean City coastal charm with thoughtful modern updates. Its prime Midtown location puts you within walking distance of restaurants, shopping, entertainment, 94th Street Park, and just around the corner from the Caribbean Dr. Public boat ramp. The MAIN HOME offers approximately 1,508 sq. Ft. with 3 bedrooms and 2.5 baths. Step inside to a bright sunroom with tile flooring and abundant natural light. The cozy living room features a gas fireplace, while the beautifully updated kitchen (2021) boasts gr

Welcome to 542 Ocean Parkway in the highly desirable community of Ocean Pines a truly unique coastal retreat offering 4 bedrooms, 2 full bathrooms, and an unforgettable cabin-inspired design rarely found this close to the beach. Nestled among mature trees on a beautifully landscaped lot backing the golf course, this meticulously maintained home blends warmth, character, and modern upgrades. Step inside to soaring vaulted ceilings, dramatic walls of windows, rich wood finishes, and an open-concept layout filled with natural light. The spacious living area creates the perfect cozy-yet-grand atmosphere with elevated architectural detail throughout. The updated gourmet kitchen is designed for both everyday living and entertaining, featuring newer stainless steel appliances, a cooktop, built-in microwave drawer, updated cabinetry, generous prep space, and an oversized island overlooking the main living space. Both full bathrooms have been tastefully renovated with modern finishes, and the h

The hardest part about buying an actual beach'home' isn't finding one. It's finding one that doesn't make you sacrifice. Four bedrooms. Three full bathrooms. A private fenced yard. A one-car garage. Vaulted ceilings. An open floorplan. Ocean views. A new roof. Beautiful furnishings. A strong rental history. And EASY access to the beach. If that sounds like your wish list. Then 8802 W. Biscayne Drive deserves your attention! Located in'Little Salisbury', one of Ocean City's most desirable residential neighborhoods, this beautifully maintained home offers approximately 2,200 square feet of living space that feels just as comfortable as a full-time residence, a second home, or an investment property. The split-bedroom floorplan gives everyone their own space while keeping the main living areas open and filled with natural light. Walk upstairs and you'll understand why this home'feels' so different. Vaulted cathedral ceilings, hardwood flooring, large windows, and an elevated second-floor

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. Situated on a beautifully positioned waterfront homesite with 75 feet of newly bulkheaded shoreline, this remarkable residence encompasses approximately 9,200 square feet of thoughtfully designed living space with 5 bedrooms, 5.5+ baths, and an unmatched collection of resort-style amenities. Designed for entertaining on every level, the home features a spectacular 63-foot indoor pool with a 7-foot depth, private locker room, movie theater, expansive game room with wet bar, sunroom, and an oversized chefs kitchen that opens seamlessly into light-filled living and dining spaces framed by soaring ceilings and walls of glass overlooking the water. The outdoor living experience is equally impressive. Enjoy expansive waterfront decking, an enclosed brick courtyard with a charcoal grill, multiple spaces for gathering, a rooftop obse

Perfectly positioned near the end of a canal with beautiful views stretching across Manklin Creek, this spacious 4-bedroom, 2.5-bath waterfront home in the desirable Wood Duck Isle I section of Ocean Pines offers the ideal blend of comfort, quality, and coastal living. Designed for both everyday living and entertaining, the first floor features a spectacular waterfront primary suite with a beautifully updated bathroom and an oversized walk-in closet. A dramatic two-sided brick gas fireplace creates a warm focal point, shared between the primary bedroom and the dining room. The main level also includes a spacious waterfront great room with hardwood flooring, a sunroom filled with natural light, a private den or study, a powder room, and a well-appointed kitchen conveniently located just beyond the mudroom/laundry room, which connects directly to the oversized two-car garage. Upstairs finds three distinctive bedrooms and an updated full bathroom providing plenty of space for family and g

This 3 bedroom 2 bath home is designed for easy living. Just off the great room is a 3 season room and deck that overlooks a private back yard. Providing an outdoor entertainment area or an area for quiet mornings with your coffee or tea. Great room with its bright and airy feel is accented by a cathedral ceiling. First floor main bedroom with bath. Second floor has two bedrooms and a bath. Oodles of floored storage space in attic eaves with doored access. Detached shed for lawn care items, tools, bikes and/or beach toys. Over sized one car garage and a paved driveway. This home is perfect for living, relaxing, entertaining, or enjoying the coastal lifestyle. Conveniently located near Ocean Pines' many amenities, including pools, parks, marina facilities, yacht club, golf course, walking trails, and more. Whether you're searching for a primary residence, vacation getaway, or investment property, this home is ready for its next owner

Beautiful End Unit Condo fully furnished, re-done with new furnishings, New kitchen, New appliances, New Storm door and New Fixtures. Discover your serene retreat in the charming Ocean City bayside community. This beautifully renovated 2-bedroom, 1-bathroom apartment in the Summer Winds boasts a coastal architectural style and features modern appliances, including an ENERGY STAR dishwasher, electric oven, and convenient in-unit washer and dryer. Enjoy the warmth of laminate plank flooring throughout, creating a cozy atmosphere. The community offers delightful amenities, including a refreshing pool and easy access to the stunning bay, perfect for leisurely afternoons. The neighborhood is walking distance to the beach and a host of activities, providing ample space for outdoor activities and relaxation. With off-street parking for two vehicles and a vibrant community spirit, this home is not just a place to live but a place to enjoy. Embrace the comfort and convenience of this inviting s

Welcome to this well-maintained home in the desirable Nantucket section of Ocean Pines, offering the perfect blend of comfort, functionality, and low-maintenance living. Situated on a nicely wooded lot with just the right amount of privacy, the yard is easy to maintain while still offering plenty of opportunity for gardening or additional landscaping. Enjoy relaxing on the inviting front porch or unwind in the fenced backyard featuring a fire pit and seating area, perfect for entertaining or quiet evenings at home. Inside, this gently used second home has been meticulously cared for. The flexible floor plan includes a main-level bedroom and full bathroom, making it ideal for guests or first-floor living. The combined living and dining area is anchored by a cozy wood-burning fireplace, while engineered hardwood flooring runs throughout the home with beautifully stained oak stairs adding warmth and character. The kitchen offers abundant Thomasville cabinetry, generous storage, and a prac

Quality Craftsmanship meets exceptional care in this beautifully maintained home, built by Piney Island Builders. Neatly nestled on a large private lot backing to peaceful woods in the heart of Ocean Pines, this home offers the perfect blend of comfort, privacy, and timeless appeal. Designed for easy living, the home features a spacious first-floor primary suite, providing convenience and flexibility for everyday life. Recent updates include a newer roof, composite decking, and updated kitchen appliances, allowing you to move in with confidence. Step outside and enjoy the beautifully landscaped Backyard, where you'll find a charming treehouse and plenty of space to relax, entertain, or simply take in the serene wooded setting. A large garage offers ample room for vehicles, storage, and hobbies. Two more outbuildings, a large shed, and an adorable greenhouse complete the yard. This exceptional home showcases quality construction, thoughtful updates, and a peaceful setting. Making it a w

Welcome to your stunning fairway view! This beautifully maintained two-story, 3-bedroom, 2-bath end-unit townhome in the desirable Borderlinks community of Ocean Pines is an ideal choice for a primary residence or relaxing resort getaway. The open-concept living area is perfect for entertaining guests or simply unwinding while taking in serene golf course vistas. Featuring all-new flooring and numerous interior updates, this bright and welcoming home exudes charm and comfort. Make Borderlinks your home and embrace the premier resort lifestyle that Ocean Pines is known for, including championship pickleball and tennis courts, a Robert Trent Jones Sr. Designed golf course, dining options, yacht club, private beach club in Ocean City, multiple pools, parks, marinas, the area's largest farmers and artisans market, and so much more!

Welcome to 12105 Salt Point Road, a newly constructed coastal residence completed in 2024 by Euro Homes. Set within Bay View Estates, this 3,200+ square foot home captures something truly rare: uninterrupted water on two sides and near 360-degree bay views, where virtually every window becomes its own vantage point. The ground level is designed for real life by the water, featuring a spacious living and recreation area, a flexible room ideal as a den, office, or additional bedroom, and a full bath with walk-in shower thoughtfully customized as a dog wash. A generously sized laundry and mudroom adds everyday functionality, while direct access to the insulated two-car garage keeps everything seamless. Upstairs, the home opens in a way that feels both expansive and intentional. Natural light pours into a dramatic two-story family room, where floor-to-ceiling windows, a statement shiplap fireplace, and coffered ceilings stained to match the flooring create a striking focal point. The chef’

Major Price Adjustment! Welcome to this beautifully maintained, light-filled home perfectly positioned along the 12th hole of golf course in the highly sought-after community of Ocean Pines. Offering space, comfort, and thoughtful upgrades throughout, this 4-bedroom, 2.5-bath home is designed for both everyday living and effortless entertaining. First level features hardwood floors throughout, creating a warm and cozy feel across the living spaces. The impressive great room is a true centerpiece of the home, showcasing soaring cathedral ceilings and dramatic sliding glass doors and windows that flood the space with natural light while offering beautiful golf course views. The oversized first-floor primary suite provides the convenience of main-level living and features hardwood flooring and an expansive walk-in closet, creating a comfortable private retreat. The upper level offers additional bedrooms, bath and loft with flexible living space ideal for guests, hobbies, or a home office.

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 eminates the spirit of Ocean Pines! Located on a wide canal with gorgeous evening sunsets will captivate you. The beautiful, open, floorplan is a must see. Great for entertaining and admired by family and friends. There is close access to the Assawoman Bay and the Swim and Racket Club. The primary suite is on the main level with it's own private bath

Calling all investors! This 3-bedroom 2 bath Rancher with a one car garage and three season room is in need of some cosmetic updating but has excellent potential and is priced to sell! The Ocean Pines Community is located just minutes from Ocean City, Maryland and the BEACH! Ocean Pines Beach Club is right in the town of Ocean City direct Ocean front on 49th St. So, pack your beach bags, and spend the day at the beach. Beach Club offers community parking, outdoor pool, volleyball even a restaurant and bar. At the beach! What more could you ask for? The Community is Packed with amenities. Features indoor and outdoor community pools, Community Center, Recreation and Parks. Ocean Pines Yacht Club, and Golf Course. The Ocean Pines Community has a community Police Department, and Fire Department within the Community. Ocean Pines Public Library, and Ocean Pines Post Office. Grocery Store and The Manklin Creek Shopping Center within the community

Welcome to this well-appointed 3-bedroom, 2-bathroom home in Bishopville, MD, built in 2021 and offering modern finishes, an inviting open floor plan, and a peaceful canal-front setting. Relax on the covered front porch before stepping inside to a spacious living room featuring vaulted ceilings and a cozy propane fireplace. The kitchen is designed for both everyday living and entertaining with upgraded countertops, an island with seating, stainless steel appliances, and a bright breakfast area. The private primary suite features elegant tray ceilings, an oversized dual-sink vanity, a soaking tub, and a walk-in tile shower. Two additional bedrooms share a full bathroom, providing comfortable accommodations for family or guests. Step outside to the back patio and enjoy the canal views, creating the perfect backdrop for relaxing or entertaining outdoors. Built in 2021, this home offers the benefits of modern construction while being conveniently located just a short drive from the beaches

Amazing Waterfront 3-Bedroom, 2-Bath Cottage in Ocean Pines Resort! Experience waterfront living at its finest in this charming 3-bedroom, 2-bath cottage featuring an expansive bulkhead with room for both your boat and Jet Skis. Whether you're heading out for a day on the water or enjoying the peaceful views from home, this property offers the perfect coastal lifestyle. The oversized rear deck and spacious backyard create an ideal setting for entertaining family and friends or simply relaxing while taking in the beautiful waterfront scenery. Inside, you'll find an updated custom kitchen complete with granite countertops, stainless steel appliances, and abundant custom cabinetry. Beautiful hardwood floors flow throughout the main level, leading to a spacious living room with a cozy wood-burning fireplace, built-in wood storage, and remarkable water views. The large dining area provides plenty of space for gatherings and is conveniently located adjacent to the kitchen. Step directly from

Welcome to 9 Lookout Point, nestled in the highly desirable Teal Bay section of Ocean Pines. Situated on an oversized lot and boasting one of the larger fenced rear yards in the community, this well-maintained ranch-style home offers the perfect blend of comfort, convenience, and coastal lifestyle. From the moment you arrive, youll appreciate the expansive front yard with plenty of room for beach toys, watercraft storage, and all of your outdoor recreational needs. Step onto the inviting front porch, the perfect spot to enjoy your morning coffee while taking in the peaceful surroundings. Inside, the thoughtfully designed floor plan features three bedrooms, two full baths, an open-concept kitchen with breakfast nook, a separate dining room, and a spacious living room highlighted by elevated ceilings and a cozy fireplace. Natural light fills the home, creating a warm and welcoming atmosphere throughout. Step outside onto the generous rear deck where family and friends can gather for summ

Golf course living meets everyday comfort in this spacious 4 to 5 bedroom home located in the sought after Innerlinks community of Ocean Pines. Overlooking the fairway and surrounded by mature trees, this home offers an open floor plan, soaring ceilings, and abundant natural light throughout. The dramatic 2 story great room with hardwood floors and a gas fireplace flows seamlessly into the updated kitchen featuring quartz countertops, stainless steel appliances, a center island, and a convenient pass through window. The 1st floor primary suite provides the ease of one level living and features a spacious ensuite bath with a glass enclosed shower, corner soaking tub, dual vanities, and linen cabinetry. Upstairs offers additional bedrooms plus flexible bonus space ideal for a home office, media room, playroom, or potential 5th bedroom. Step outside to an expansive deck overlooking the golf course, perfect for relaxing or entertaining. Enjoy all that Ocean Pines has to offer including gol

ONCE UPON A TIME in a sweeping coastal vista with an architectural world-class design, there is a TIMELESS, premiere Lighthouse Sound estate. Truly an unparalleled level of both privacy and prestige. Fashioned in the classic Shingle-Style design, otherwise known as'Coastal Seaside Architecture'. Many expensive homes are large, but few expensive homes are proportioned this well. The symmetry here creates a feeling of both permanence and luxury. The (installed summer 2026) roof is exceptionally interesting with its multiple gables that adds both character and ceiling height inside. Copper accent roofs feature standing seams. The rooftop Widow's Watch, or observation deck, (OR crow's nest! )is an amazing feature. Especially when YOU are up there taking a good look at the 360-degree views of the bay, or fireworks displays, or enjoying your favorite beverage. All rooms in this house feature exquisite hand-crafted architectural elements and views of the natural, coastal habitats. Enter into

Dont Miss your Chance to enjoy the BEST panoramic Canal and Golf Course Views in Ocean Pines! The extra large, rear deck and fully screened porch offer unobstructed scenic views. There are roll-down sunshades on the screened porch, and beautifully landscaped grounds with irrigation, paver walkways, and a private boat dock with lift. Brand new stainless steel appliances, single basin sink, quartz countertops, and Fabuwood cabinets highlight the welcoming kitchen. The living room features a beautiful corner-set gas fireplace and built-in display storage shelving. Real bamboo hardwood flooring accents all living areas and bedrooms, while porcelain tile is found in the foyer, kitchen, and baths. All three bathrooms have been tastefully updated, while all bedroom closets have built-in organizers and lighting. In the garage with extra-tall ceiling height, you will find lots of cabinet storage, work surface, and a utility sink. A brand new dehumidifier was recently installed in the crawlspace

Come Enjoy Coastal Living in the Sought-Out Community of Ocean Pines! This 3 Bedroom 2 Full Bath WATERFRONT move-in Ready Home shows pride of ownership and is waiting for you! Live the good life you have been waiting for! Boat Dock, Boat Lift, Detached Garage, Three Season porch, all conveniently located in the amenity strong community of Ocean Pines. Close distance to the Ocean City, Beach and Famous Boardwalk, so come and experience all the Entertainment and Amusement Parks that Ocean City, MD has to offer! This Home is Bright and Cheerful, letting the sunshine in! Open floor plan that enhances natural light with two sliders in the living area, and skylight. One slider leads to the three-season closed in Porch, and the other slider leads to the deck, perfect for entertaining and dining at home, or just enjoy a relaxing space to unwind. Kitchen is equipped with stainless steel appliances, stunning custom cabinets with ample cabinet space, custom tile back splash, and recess lighting.

New waterfront listing in the desirable Wood Duck II section of Ocean Pines. This updated, mostly furnished 4-bedroom, 3-bath home with garage includes a 21 Bennington pontoon boatperfect for enjoying coastal living. Take in bay and Ocean City views, beautiful sunsets, and a private dock with bulkhead and boat lift for up to a 24-foot boat. Offering over 2,400 square feet, 3 of the 4 bedrooms are conveniently located on the first level. All 3 full baths have been remodeled. Featuring two primary suitesone on each level and both have direct deck access. The spacious remodeled upper suite includes a sitting area, ideal for home office/desk, exercise equipment or just a quiet cozy alcove to relax. Outdoor living shines with cedar siding, spacious wood decking, a gas-heated standalone pool, Trex deck off the primary bedroom. Various exterior nooks and crannies to have a cup of tea and read a book. All are ideal for relaxing or entertaining. Inside, enjoy expansive living areas including a

Waterfront Living Private Docks 4 Private Decks No HOA or Condo Fees Welcome to 617 Bayshore Court, Unit B, a spacious 3-story semi-detached waterfront home in the sought-after Bayshore Estates community. This fee simple property offers 3 bedrooms, 3 full baths, 2,356 sq. Ft. of living space, an attached garage, 4 private decks, and 2 fully owned docks all with no HOA, no condo fees, and no ground rent. Enjoy direct canal-front living with two private docks, including a floating jet ski dock and boat lift. Three of the oversized decks face south over the canal, while the fourth offers a northern view with a peek of the Isle of Wight Bay. The home also features cedar siding, a slab-on-grade foundation, extensive garage shelving, and a hot tub for added outdoor enjoyment. Interior Layout 1st Floor: Flexible multipurpose room currently used as a family room, complete with a pellet stove, utility area, refrigerator, water heater, half bath, and access to the attached garage. 2nd Floor: Mai

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 5th bedroom and features new windows, flooring, renovated bathrooms, and an updated kitchen. Modern glass stair railings add a stylish contemporary touch, while the primary suite boasts a generous walk-in closet. Enjoy stunning water views from the spacious living areas, screened porch, and multiple decks. Outside, the beautifully landscaped and fenced yard provides the perfect setting for entertaining or relaxing by the water. Additional features include a fireplace, attached 2-car garage, and pier for boating, fishing, and crabbing right from your backyard. Ideally located just around the corner from one of Ocean Pines waterfront beach clubs, residents can enjoy convenient access to a pool, sandy beach area, and waterfront recreation. Enjoy all the amenities Ocean Pines has to offer, including pools, golf, marina, ya