Refine Search
Sort by
$2,250,000
5 Beds 7 Baths
Experience breathtaking water views from this expansive three-level waterfront home designed for comfort, convenience, and entertaining. Featuring a private elevator, two garages, concrete driveway, and a whole-house generator, this property offers exceptional space for everyday living and hosting guests. The home has also undergone a complete exterior overhaul, including the installation of a brand-new metal roof, providing both durability and long-term peace of mind. The main living area showcases a spacious island kitchen with granite countertops, stainless steel appliances, and a breakfast room, along with formal living and dining rooms. Additional spaces include a family room, office, sunroom, exercise room, studio, entertainment room, workshop, and abundant storage. Two impressive primary suites provide luxurious retreats. The main suite features a private deck, walk-in closets, gas fireplace with marble hearth, a spa-style bath with whirlpool tub, marble floors and tile, and a separate powder room. The second suite includes a walk-in whirlpool tub/shower combination. Additional highlights include hardwood floors, surround sound, central vacuum, security system, two washer/dryer sets, two water heaters, and three-zone heating and cooling. Outdoor living is just as impressive with five decks, front and rear paver patios, and exceptional boating amenities, including a 90’ vinyl bulkhead, a 6’ x 33’ dock, and two boat lifts installed in 2020. Prepare to be impressed by the space, views, and waterfront lifestyle this remarkable home offers.

26 Leigh Dr, Ocean Pines

Listing courtesy of EXP Realty, LLC. Contact: 8888607369

$599,000
2 Beds 2 Baths
Penthouse Oceanfront Condominium with Breathtaking Ocean & Bay Views Experience coastal living at its finest in this exceptional penthouse, top‑floor oceanfront condominium. Spanning two stories, this residence features 2 bedrooms and 2 full baths, offering the perfect blend of space, comfort, and unmatched views. Step inside on the first level which features an ensuite bedroom. Be instantly captivated by panoramic Bay vistas that fill the room with natural light. The second level features an open living area which flows seamlessly to large windows and an elevated perch that makes you feel as though you’re floating above the shoreline. From sunrise over the Atlantic to sunset glowing across the Bay, this home delivers incredible dual‑waterfront scenery from every angle. The private bedrooms provide peaceful retreats, each designed to maximize the stunning coastal backdrop. The primary suite boasts its own spectacular Bay view/stunning Sunsets, creating a serene escape at the end of each day. Whether you’re entertaining guests, enjoying quiet mornings on the balcony, or unwinding to the sound of the waves, this penthouse offers an unparalleled coastal lifestyle. Spacious living areas, and its one‑of‑a‑kind top‑floor position make this oceanfront gem truly unique. A rare opportunity to own a two‑story penthouse where ocean elegance meets sweeping bay beauty.

9900 Coastal Hwy Unit #2505, Ocean City

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

$1,249,000
3 Beds 4 Baths
** STUNNING TOWNHOME, BEAUTIFULLY RENOVATED COASTAL STYLE, NEW STAIR RAILINGS, PLENTY OF PARKING, GORGEOUS NEW BATHROOMS, ADDED STORAGE FEATURES, VERSATILE DOWNSTAIRS BONUS AREA AND A MASSIVE PRICE ADJUSTMENT! Coastal Living at its finest in this stunning Townhome situated in prestigious Harbour Island, renowned as the host of the 53rd White Marlin Open! This magnificent & completely renovated unit is just perfect for summer fun with all of your family and friends. - **Prime Location:** This beautifully renovated Coastal Townhome is nestled in the private and tranquil yacht basin of Harbour Island , just a short stroll from the boardwalk, beach, dining, and shopping. - **Spacious Living:** The open-concept design seamlessly connects the living areas, dining and kitchen which is ideal for entertaining anytime. There is abundant room on the balcony overlooking the water at Harbour Island too! In fact 2 decks provide great views on both the Main level and the upper level. - **Modern Upgrades:** New luxury engineered hardwood flooring throughout and elegantly updated spacious bathrooms with custom gorgeous tile, new stair railings, added storage features, all with thoughtful upgraded appealing design features. - **Generous Accommodations:** No need to worry about space as this unit boasts a very versatile downstairs bonus area and an additional full bath, bringing the total to three + bedrooms and two and a half bathrooms on the 2nd and 3rd floors, in addition to the bonus room and full bath on the lower level. Enjoy the impressive views from the primary suite, along with gorgeous new bathrooms, additional storage and balconies overlooking the water from both levels. - **Parking and Storage:** An oversized garage with additional storage ensures convenience and organization and plenty of parking. This unit is perfect for enjoying the excitement of the White Marlin Open, the largest billfish tournament in the world, now in its 53rd year! Various options for slips available to buyer as well, inquire with agent. **Community Perks:** - Enjoy the on-site restaurant The Reel Inn and the expansive outdoor pool, surrounded by fencing for safety and for added fun all around. - Harbour Island's prime location offers quick walking access to the beach, local attractions, shopping, boardwalk and lots of entertainment and other restaurants… making this the ultimate coastal lifestyle destination. Don’t miss this unique opportunity to own a beautifully improved unit in Harbour Island.

403 14th St Unit #13, Ocean City

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

$585,000
3 Beds 2 Baths
Welcome to your beach retreat in the highly desirable Caine Woods community in North Ocean City. Perfectly suited for year-round living, a relaxing vacation getaway, or a savvy investment opportunity, this updated contemporary beach cottage offers bright, easy coastal living just a few blocks from the ocean. As you enter the home, you are welcomed by a gorgeous two-story foyer that creates an immediate sense of openness. Filled with natural light, the home features a spacious living room with abundant windows and a striking architecturally significant spiral staircase that adds character and a modern aesthetic. The open feel continues into the sunny dining area, where sliding glass doors lead to a deck overlooking the fenced rear yard, an ideal space for outdoor dining, relaxing, or entertaining after a day at the beach. The bright white kitchen offers a clean, coastal feel with stainless steel appliances, quartz countertops, and a convenient breakfast bar for casual meals or morning coffee. Just off the kitchen you’ll find a full bath and a conveniently located laundry area, adding functionality to the main level. Upstairs, the generously sized loft-style primary suite is filled with light and features double closets and a private bath that also offers hall access to serve the two additional upstairs bedrooms. Luxury vinyl plank flooring runs throughout the home, providing both durability and a stylish coastal aesthetic. Additional highlights include an attached garage and driveway, offering ample off-street parking as well as additional storage space for all of your beach gear. Located in the popular Caine Woods neighborhood in North Ocean City, this home offers easy access to some of the area’s best dining, shopping, and entertainment, with the beautiful beach just a short stroll away. With its bright interior, charming design, and unbeatable location, this property is an ideal coastal escape, primary residence, or investment opportunity.

14009 North Ocean Rd, Ocean City

Listing courtesy of Northrop Realty. Contact: (302) 539-2900

$1,303,000
4 Beds 4 Baths
To Be Built Imagine the possibilities with this to-be-built custom home by award-winning Bay to Beach Builders, known for their Amish craftsmanship and exceptional attention to detail. The Rehoboth B offers 2,584 sq. ft. of thoughtfully designed living space with 4 bedrooms, 3.5 baths, and an open-concept layout perfect for entertaining and modern family living. This home features a first-floor guest suite, a luxurious owner’s suite with a private balcony, and ample outdoor living with a rear porch ideal for enjoying coastal breezes and sunsets on a waterfront view. Nestled in the desirable Synepuxent Landing community on Lot #20 South Hills Drive, this 2.70-acre parcel offers privacy and a peaceful setting while being just minutes from the beaches of Assateague Island and Ocean City. The lot abuts conservation land for added seclusion, allows a second building—perfect for a guest house, or in-law suite—and provides access to a private marina and boat ramp. Choose the Rehoboth B as shown, or explore a variety of models and custom options to create the perfect home for this exceptional setting that fits your lifestyle and vision. Concept home pending final approvals. This spacious parcel offers privacy, a peaceful setting. There is also a kayak and canoe launch area, and crabbing pier. Enjoy world class boating and fishing at your leisure. This lot is next to a large conservation area so no one can build a home next door giving you extra privacy. Also permitted on this lot is a second building for extra garage space, guest house or in-law suite. Enjoy the best of coastal living just minutes from Assateague Island and Ocean City.

Lot #20 South Hills Dr, Berlin

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty-WOC. Contact: 4105202600

$739,900
2 Beds 3 Baths
HUGE PRICE CHANGE!!! Seller is motivated! Incredible Coastal Living for you in Ocean City, Maryland! Deeded Boat Slip #2 is available for separate purchase of $140k. It will house up to a 40 foot Vessel. -- Taxes and Condo fees are separate for slip. There is a Boat Slip available for additional cost- has electric and water. Step into your dream getaway with this completely updated coastal-style condominium, perfectly designed for relaxation and enjoyment. This stunning improved two-bedroom, two-and-a-half-bath unit offers a blend of modern elegance and beach-side charm, making it the ideal retreat for anyone looking to embrace the vibrant Ocean City lifestyle. The Interior Highlights include: Fully renovated kitchen. Enjoy cooking in your state-of-the-art kitchen featuring stainless steel appliances, gorgeous quartz countertops, and abundant cabinetry that provides ample storage. Enjoy the spacious layout.... the open floor plan is enhanced by new luxury vinyl plank flooring that effortlessly combines style and durability, making it perfect for beach living. Many finishing touches that are thoughtful design elements adding a touch of sophistication and comfort. There is additional storage space in the garage underneath of the unit and a storage closet that stays locked as well for anything that you may need to place there for safekeeping. Harbour Island is home to the 53 yr old. World’s Largest Billfishing Tournament!" This could be right out your back door for 1 week in August each year!! So exciting and a huge event for Ocean City! **Outdoor and Community Amenities:** - **Boat Slip **: available too!! Size is 12 x 38, could hold a possibly a 40 ft vessel. Imagine the convenience of easily parking your boat right here, or even renting it out for additional income for WMO. If you need some extra room for guests, they could sleep peacefully right on your boat!! - **Harbour Island Community**: Take advantage of the outdoor pools, or the Reel Inn Restaurant which is perfect for summer relaxation or entertaining friends and family. **Location, Location, Location:** - **Proximity to the Beach**: A short stroll takes you up to the beach, where you can soak up the sun, enjoy the waves, and create lasting summer memories. Explore a variety of nearby restaurants and shops, catering to all tastes and preferences. Whether you’re a fishing enthusiast or simply love the beach atmosphere, this location has it all! This beautifully renovated condominium is not just a home; it’s a lifestyle waiting for you to embrace. Don’t miss the chance to own this piece of paradise in Ocean City—schedule your viewing today and experience coastal living at its finest! Here you will have a front row seat to the largest White Marlin Tournament on the East Coast!!

401 S 14th St Unit #4, Ocean City

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

$899,999
3 Beds 3 Baths
****NEWLY renovated in 2026, this stunning two-story oceanside townhouse is located in the prestigious Carly E, a luxury condominium known for its prime location and effortless access in to and out of Ocean City. Offering over 2,300 square feet of beautifully updated living space, this residence blends upscale design with relaxed coastal comfort. The home features brand-new carpeting, fresh designer paint, and a modernized kitchen highlighted by Italian Calacatta quartz countertops. The open-concept living area flows seamlessly beneath dramatic hardwood cathedral ceilings and is anchored by a cozy fireplace—ideal for cooler seaside evenings. With three spacious bedrooms and three full baths, the layout is both functional and elegant. Expansive wraparound balconies on both levels provide breathtaking ocean and bay views, creating the perfect setting for entertaining or unwinding at sunrise and sunset. Additional highlights include a secured lobby ,indoor pool, smart-home upgrades allowing lights and fans to be controlled by an app. and dedicated labeled parking spaces - a rare and valuable convenience at the beach. Close to restaurants, bars, and shopping. this exceptional Carly E residence offers luxury, convenience and coastal living at the finest, all in a location that makes coming and going a breeze.

6301 Atlantic Ave Unit #403, Ocean City

Listing courtesy of Coldwell Banker Realty. Contact: 4438562211

$289,900
3 Beds 3 Baths
With major price reduction , this is priced to sell firm and AS IS Beautiful 3 bedroom 3 bath first floor condo with open floor plan in the highly sought after River Run gated community. (Garage was converted into the third bed and bath) Plenty of storage and a nice back deck overlooking the golf course! Updated luxury vinyl plank flooring , fresh paint , updated bathrooms and granite countertops . Bonus , you are steps away from the pool , restaurant , fitness center and pier. River Run boasts a beautiful 18-hole golf course, pro-shop, restaurant/pub, exercise facility, tennis courts, docks, kayak launch, and a community pool, all on campus. An absolute bonus for this location is that the location is an only 10 minutes into the town of Berlin, with easy access to get wherever you need to go! This community is just minutes from Ocean City beaches. The River Run Golf Club & Community offers tranquil scenery, great amenities and a warm community with a world class Gary Player designed golf course that received a four-star Golf Digest rating. The River Run Community provides the premier experience in Ocean City Living.

11602 Masters Ln Unit #120, Berlin

Listing courtesy of Coldwell Banker Realty. Contact: 4438562211

$1,490,000
4 Beds 4 Baths
MOTIVATED SELLER JUST REDUCED another $100K and OFFERING 5% OWNER FINANCING - CALL LISTING AGENT FOR DETAILS! Bring your buyers and offers for this beautiful new construction home nestled within the prestigious Lighthouse Sound community!! This exceptional 2025 new construction residence offers the perfect blend of coastal elegance, natural beauty, and modern luxury. Set on an expansive 1.22-acre private oasis homesite, the property is surrounded by lush trees, tidal wetlands, and open lowlands, delivering daily wildlife sightings and breathtaking sunset views over the bay and the scenic landscape of Worcester County. Designed for both refined living and effortless entertaining, the open-concept layout seamlessly connects the gourmet kitchen to the inviting family room. The kitchen is a true showpiece, featuring solid surface countertops, an oversized island, butler’s pantry, built-in drawer microwave, gas oven/range, and a premium refrigerator with on-demand hot water. A cozy gas fireplace anchors the living space, while walls of windows flood the home with natural light and frame the peaceful surroundings. The main level offers a private bedroom suite with full bath, ideal for guests or multigenerational living, along with a convenient laundry room and access to the attached two-car garage with paved driveway. Upstairs, the grand primary suite is a serene retreat, complete with spa-inspired bath, soaking tub, walk-in shower, and a private deck where sunsets and coastal wildlife create a daily backdrop. Each additional bedroom features walk-in closets, providing both comfort and functionality. Outdoor living is equally impressive, with expansive multi-level decking perfect for relaxing or entertaining while enjoying the tranquil setting. Located adjacent to The Links at Lighthouse Sound golf course, the home is surrounded by natural beauty and premier recreational opportunities. Just minutes away, residents enjoy Isle of Wight Nature Park, Assawoman Bay water activities, and easy access to the beaches and boardwalks of Ocean City, Maryland. Dining favorites such as Grove Market Restaurant & Smokehouse and Lighthouse Sound Restaurant are extremely close and convenient while there is also an abundance of various coastal culinary options from casual to fine dining - just minutes from your new home. In addition, the close proximity to Delaware adds additional convenience for shopping, dining, and many tax-free excursions. Meticulously crafted and truly move-in ready, this home offers years of worry-free living in a setting that perfectly balances luxury, privacy, and coastal lifestyle. Experience refined waterfront-inspired living where every detail has been thoughtfully designed to elevate everyday life. There is no sign on the property. An agent must accompany ALL showings.

12738 Heathland Dr, Bishopville

Listing courtesy of Coldwell Banker Realty. Contact: 4105434545

$694,950
3 Beds 3 Baths
Located in the highly sought-after **Piney Island** community—an established neighborhood known for its custom-built homes and timeless curb appeal—this beautifully maintained residence, crafted by respected local builder **OR White Builders**, offers a rare opportunity to own in one of the area’s most desirable settings. Now back on the market due to previous buyer financing, this exceptional home is ready for its next chapter. Offering three bedrooms and two-and-a-half baths, the home reflects true pride of ownership with quality craftsmanship and thoughtful design throughout. Gleaming hardwood floors welcome you into an inviting open floor plan designed for both comfortable everyday living and effortless entertaining. The spacious kitchen features a center island with sit-down bar seating, seamlessly connecting to the main gathering areas and creating the perfect place for casual dining, conversation, or hosting guests. A separate living room anchored by a cozy gas fireplace provides an ideal retreat for quiet evenings and seasonal gatherings alike. The first-floor primary suite delivers comfort and convenience with a private bath featuring double vanities, a soaking tub, separate shower, and walk-in closet. Upstairs, two additional bedrooms share a full bath, offering flexible accommodations for family, guests, or a home office setup. One of the home’s standout features is the expansive floored attic space above the garage—perfect for additional storage, hobby space, or future possibilities. Outdoor living is equally impressive with mature landscaping, classic English boxwoods, and attractive brick hardscaping that enhance the home’s exceptional curb appeal. Relax on the charming front porch complete with swing, entertain on the rear brick patio with grilling area, or enjoy the spacious backyard featuring a children’s playset and Amish-built storage shed. An oversized blacktop driveway offers generous parking for family and visitors. This is more than just a home—it’s an opportunity to become part of a well-established community where sidewalks, beautifully maintained homes, and neighborhood pride create lasting value and an unmatched lifestyle. Homes in Piney Island are rarely available, making this a truly special offering. Settle into a lifestyle, not just a home.

10641 Piney Island Dr, Bishopville

Listing courtesy of Keller Williams Realty. Contact: steve@srarealty.com

$649,000
2 Beds 2 Baths
Enjoy Unobstructed Panoramic Views of the Beach, Ocean, Boardwalk, and Bay! Experience breathtaking water views from this top-floor, end-unit, two-story split-level condo — designed to feel like your own private townhouse by the sea. This stunning, fully updated residence features ceramic tile flooring, upgraded kitchen cabinets, granite countertops, custom paint, and completely remodeled bathrooms. Extra side windows fill the condo with natural light and expand your spectacular views. Relax on your oceanfront balcony overlooking the beach and boardwalk, or unwind on your private bayside balcony, where you can enjoy picturesque bay views and unforgettable sunsets. Perfectly located on the boardwalk, within walking distance to shops, restaurants, SunFest, Ocean’s Calling, Country Callings, and more — this condo puts the best of coastal living right at your doorstep. Truly a rare find and a great buy, priced to sell! Don’t miss your chance — schedule your showing today!

401 Atlantic Ave Unit #506, Ocean City

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

$850,000
3 Beds 4 Baths
Coastal Living at Its Best in Island Cove Imagine waking up to the gentle shimmer of the water and the scent of salty ocean air. This beautiful three-year-young condo in Island Cove captures the essence of coastal living, offering serene water views, modern finishes, the perfect blend of comfort and convenience, and is being sold fully furnished for a turnkey experience. Situated between the ocean and the bay, this contemporary retreat features three levels of outdoor living, each with its own balcony to take in the ocean breezes and stunning views. Step outside your front door, hop on your boat, and set off for your next adventure, whether it’s boating, fishing, or simply cruising the bay. Inside, you’ll find light-filled spaces styled in soothing coastal tones. The entry level features a private bedroom with a sliding barn door leading to an attached bath, plus direct access to the two-car garage. The main living level is open and airy, designed for easy entertaining and relaxed everyday living. The kitchen boasts white quartz countertops, sleek tile backsplash, stainless steel appliances, and an island with seating that’s perfect for gathering with friends and family. Flowing seamlessly from the kitchen are the dining area and spacious living room, which opens to a balcony where you can unwind and enjoy the view. Durable LVP flooring runs throughout this level, adding both beauty and practicality. Upstairs, you’ll find two spacious bedrooms, each with its own private en suite bath. The primary suite is a true retreat, featuring a vaulted ceiling, private balcony, and a spa-inspired bathroom with a dual vanity and a glass-enclosed tiled shower with a rain shower head. Whether you’re looking for a full-time residence, vacation home, or investment property, this Island Cove condo offers a low-maintenance, high-style lifestyle just moments from the sand, surf, shopping, and dining.

212 25th St, Ocean City

Listing courtesy of Northrop Realty. Contact: (302) 539-2900

$684,900
4 Beds 3 Baths
Major price reduction! Lowest priced single-family home in Glen Riddle! Discover the unparalleled allure of this gorgeous 4-bedroom, 2 1/2 bath home, nestled within the prestigious private gated community of Glen Riddle, where luxury meets convenience just minutes away from the breathtaking beaches of Ocean City, Assateague Island, and Historic Berlin! Custom-built by the esteemed Piney Island Construction, this exquisite residence boasts a serene and private setting, thanks to the protected woodlands at the rear of the property and the scenic golf course across the street in the front. This is unique to just a few properties on the street. At the heart of Glen Riddle lies a state-of-the-art private owner's community center, offering an incredible outdoor pool, a fully-equipped fitness center, sauna-equipped locker rooms, and an inviting sports lounge/game room, ensuring endless enjoyment and relaxation. Additional amenities, including a 96-slip marina and lit tennis/pickleball courts perfect for evening play, make this community epitomize the dream lifestyle you've always desired. Lawn maintenance is also included, allowing you to focus on what truly matters – enjoying your new home! Let's not forget Ruth's Chris Steak House is just a golf cart ride away. Call today to schedule your exclusive private tour and experience firsthand the charm and luxury that await you in Glen Riddle! *Some photos show rooms that have been virtually staged

11708 Maid At Arms Ln, Berlin

Listing courtesy of Seaside Resort Group, LLC. Contact:

$1,499,900
3 Beds 4 Baths
A stunning small townhome community is right off Route 50 with incredible water views on BOTH sides and direct water access right out your back door! This is not just a home – it’s a lifestyle. Step inside and be wowed by the gourmet main kitchen, spacious open-concept living area, with designer finishes throughout, including elegant custom crown molding and custom tile work in every bathroom. The layout is ideal for entertaining, with a second kitchenette and walk-out access to your large deep water dock just steps away – perfect for hopping on the water in minutes. Wake up to the sunrise from your primary suite's private waterfront deck, and enjoy the sights and sounds of coastal Maryland right from bed. Each bedroom is tastefully designed with comfort and style in mind, and natural light fills every corner of this home. Enjoy the community pool and convenient access to the OC bridge, a private dock, multiple balconies, and water views from nearly every window, this property truly offers the best of Eastern Shore coastal living.

13000 Marina View Ln Unit #20, Ocean City

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

$1,150,000
4 Beds 3 Baths
Welcome to this rare opportunity to own a beautifully maintained four-bedroom, two-and-a-half bath single-family home in the coveted waterfront community of Nantucket Point. Located on a peaceful cul-de-sac, this home offers the perfect blend of privacy, comfort, and coastal charm. Lovingly owned by the original family for decades, this residence has been the backdrop for countless cherished memories. The home conveys with a deep-water boat slip at the private, gated community pier—just a short stroll away—along with access to the community pool, making it a boater’s and beach lover’s dream. Step inside to find light-filled living spaces, including a cozy living room with a fireplace, a charming sunroom off the kitchen, and a spacious deck ideal for al fresco dining or quiet mornings with coffee. Large windows throughout the home bring in an abundance of natural light, accentuating the warmth and elegance of each room. Outdoors, the mature landscaping offers beauty and privacy, anchored by a stunning magnolia tree in the front yard. A partially fenced backyard, paver patio, outdoor shower, and lush greenery create the perfect coastal oasis. Nantucket Point remains one of Ocean City’s best-kept secrets—a quiet, friendly enclave hidden away in North Ocean City, yet close to everything. Whether you’re looking for a serene primary residence or a luxurious coastal retreat, this is a rare chance to own in one of the area’s most sought-after waterfront communities Open House 4/19 canceled due to weather

13506 Yellow Banks Ct, Ocean City

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

$1,999,999
4 Beds 4 Baths
Welcome to the Best of West Ocean City – Where Coastal Elegance Meets Waterfront Luxury This exceptional south-facing waterfront residence offers panoramic, unobstructed views of the Ocean City skyline, blending refined coastal design with high-end amenities for a truly one-of-a-kind lifestyle. With 60± feet of bulkhead, a brand-new seawall, and a private boat lift just steps from your outdoor living area, this is a water lover’s paradise designed for effortless enjoyment and entertaining. Step into resort-style living with a fully screened, Florida-style heated pool oasis featuring a tranquil waterfall, outdoor bar/kitchenette, beverage fridge, ice maker, sink and microwave, and bar seating. Whether you’re hosting sunset cocktails or al fresco dinners under the stars, this outdoor retreat brings relaxation and sophistication together beautifully. Inside, the home offers a thoughtfully designed layout with multiple living zones. The first floor includes a poolside family room with its own washer and dryer, a private guest suite, and two additional serene sleeping retreats—ideal as guest bedrooms, reading nooks, home office, home gym or flex spaces for extended family. Upstairs, the open-concept living area features a dramatic great room, chef’s kitchen with gas cooktop and premium appliances, and a spacious dining area—perfectly designed for entertaining. The luxurious primary suite is a private sanctuary, offering a electric fireplace, whirlpool spa bath, walk-in closet, and a private balcony overlooking the peaceful canal. Two additional bedrooms, plus the iconic “Whiskey Room” with its cozy fireplace and sweeping bay views, complete the second level. Additional highlights include an elevator, oversized garage, city sewer, private well with water softener, and recent upgrades including a new roof, updated HVAC system, and an owned propane tank. From luxury finishes to resort-style outdoor living, this extraordinary property delivers the ultimate in coastal living. Don’t miss your chance to own a true slice of paradise in one of Ocean City’s most coveted waterfront communities.

12608 Selsey Rd, Ocean City

Listing courtesy of Keller Williams Realty Delmarva. Contact: 4105246400

$5,999,999
5 Beds 5 Baths
Welcome to “The Nautilus” – one of the most breathtaking waterfront properties in all of Maryland. This stunning 4-story home is located in the quiet harbor area of West Ocean City and offers unmatched views in every direction. Look out over the Ocean City Inlet, downtown skyline, Assateague Island, and the Atlantic Ocean—all from your own home. It truly feels like you’re living on a luxury cruise ship, surrounded by water and endless horizons, while enjoying the calm and privacy of the bay. Enjoy 5 bedrooms, 3 full and 2 half bathrooms, 2 full kitchens, a private elevator, and an incredible rooftop deck with sunrise and sunset views. Step out your back door to your private dock with a boat slip and lift, giving you direct access to the water. This location offers both peace and convenience—tucked away in a quiet neighborhood but just minutes from Ocean City’s beaches, restaurants, and marinas. The Nautilus is more than a home—it’s a once-in-a-lifetime property with views you won’t find anywhere else.

12957 Harbor Rd, Ocean City

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

$799,000
3 Beds 4 Baths
An extraordinary opportunity awaits with this remarkable canal-front home offering direct water access to Assawoman Bay via Greys Creek—your personal gateway to Ocean City by boat. With no HOA fees, oversized garage storage for boats or RVs, and a newer private dock with water, electric, and a separate SlideMoor docking system, this home is a true gem for boaters and waterfront enthusiasts. Built in 2008 and impeccably maintained, this 3-bedroom home with 2 large bonus rooms (one over garage and another additional bonus room upstairs- plus a loft), boasts over 3600 sq ft of stylish, open-concept living space. There is updated flooring throughout the main level and carpeting upstairs. Fresh paint throughout—a true blank canvas to personalize. The kitchen features recently replaced countertops, updated appliances, plus a walk-in pantry. There are two cooking areas, a gas cooktop and a separate range/oven. The first-floor primary suite has a remodeled en suite bath and a spacious walk-in closet. The two-story family room has a newer pellet stove and overlook from the 2nd-floor loft. Multiple flex spaces: den/office, formal dining, bonus room, and second living areas upstairs and down. Enjoy seamless indoor/outdoor living with a screened porch, freshly re-screened, leading to a low-maintenance composite deck with two propane hookups—ideal for a grill and outdoor fireplace. The attached garage features 3 automatic doors (2 front, 1 rear), 12' ceilings (room for RV, boat, or car lift), back-up heating system to support the home’s energy-efficient geothermal water furnace system. There is a newer well pump and an encapsulated crawlspace with dehumidifier. Located on a county-maintained road, no city taxes, and easy access to both Ocean City & DE Beaches. This property is ideal as a full-time residence or vacation escape. Whether you're relaxing indoors, entertaining outdoors, or setting off by boat to the beach, this home offers effortless Eastern Shore living at its finest. Don’t miss this rare waterfront value—schedule your private showing today!

12212 Brant Rd, Bishopville

Listing courtesy of Coldwell Banker Realty. Contact: 4438562211

$1,199,900
4 Beds 5 Baths
This beautiful home in West Ocean City offers stunning water views of the Ocean City inlet and Assateague Island. The home is in a prime location, just a short walk or bike ride from the Marina, Sunset Grille, Harbour Side, and more. It’s the perfect spot to enjoy everything West Ocean City has to offer! This townhome has been meticulously upgraded with luxury features throughout, ensuring both style and functionality. The spacious layout includes 4 beautifully appointed bedrooms, 5 full bathrooms, and a bonus room that can be used as an office, sitting room, or even a 5th bedroom. The home features not one, but two fully equipped kitchens, including 4 refrigerators and a bait chest freezer, making it perfect for entertaining or preparing meals with ease. The addition of a water softener system ensures the highest quality water throughout the home, and with 2 washers and 2 dryers, laundry days are a breeze. The living spaces are designed with the finest details in mind, offering an elegant coastal charm with modern amenities. From the beautiful, high-end finishes to the custom features that elevate this home, no detail has been overlooked. A new HVAC system ensures optimal comfort year-round, while the built-in elevator provides accessibility and ease of movement between floors. This property offers the best of luxury living in one of Ocean City's most desirable locations. With amazing views, top-of-the-line upgrades, and a great spot close to everything, this is a home you won’t want to miss!

12920 Carmel Ave Unit #2, Ocean City

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

$2,100,000
6 Beds 5 Baths
POSSIBLE OWNER FINANCING!! Discover the Ultimate in Coastal Living on Harbour Island! Experience luxury, flexibility, and breathtaking water views in this extraordinary end-unit townhome located in the exclusive gated community of Harbour Island. Spanning 4,354 sq ft, this versatile dual-unit townhome, offering direct bayfront living with coveted southern exposure, is currently configured as one expansive home with six bedrooms and four and a half bathrooms, but can easily be separated back into two independent townhomes. This home invites you to enjoy sunset reflections dancing across the water and spend your evenings enjoying coastal breezes from the comfort of your private wrap-around patio. Boating enthusiasts will appreciate the deeded boat slip, offering seamless access to the open bay for spontaneous sunset cruises or weekend adventures. Inside, you'll find six spacious bedrooms and four full bathrooms, plus a powder room, offering ample space for family, guests, or a multi-generational lifestyle. This is more than just a home - it's a lifestyle. Nestled in one of the most desirable waterfront enclaves on the Eastern shore, home of the famous "White Marlin Open", this Harbour Island gem delivers upscale amenities and unparalleled views of the weighing of the Marlins from the south balcony. Don't miss this chance to make this exclusive property your own.

415 14th St Unit #55A, Ocean City

Listing courtesy of Newport Bay Realty. Contact: 4102137040

$3,900,000
6 Beds 6 Baths
Most waterfront properties give you a view. This one gives you an entire Peninsula. Set on 6.39 private acres in the prestigious South Point Farms community, this extraordinary waterfront estate offers more than 700 feet of direct bayfront and a setting that feels worlds away from everything, yet minutes from the best of the Eastern Shore. Properties like this are not simply waterfront. They are surrounded by it. From its rare peninsula-style position, the estate captures sweeping, unobstructed water views in nearly every direction. Sunrises over the bay. Evening light reflecting across open water. Quiet mornings where the only sound is the tide moving along the shoreline. The custom built property was designed to blur the line between indoor comfort and outdoor living. Anchoring the estate is a 4,165 square foot main residence, thoughtfully positioned to take full advantage of the panoramic waterviews and endless skyline. Inside, nearly every room faces the bay. Soaring ceilings frame a grand great room with a traditional fireplace, while the chef’s kitchen, dining area, and sitting spaces flow naturally toward the surrounding decks and water views. The main-home offers four bedrooms, four and a half baths, two dedicated home offices, and multiple gathering spaces designed for both everyday living and large waterfront entertaining. Step outside and the experience continues. IPE Brazilian hardwood decks stretch along the waterfront side of the home, creating an ideal setting for sunset dinners, crab feasts, and long summer evenings overlooking the bay. A thoughtfully placed bay-facing 'bonus' garage provides convenient storage for boating gear, waterfront equipment or a perfect place for a home gym. Just steps away from the main-house is the 1,619 square foot guest-home, creating a private retreat for visiting family and friends. Two bedrooms, a full bath with sauna, a vaulted wood ceiling family room with fireplace, and a professional-grade kitchen allow guests to settle in comfortably for extended stays. The guest house overlooks the estate’s 50' x 24' bay-facing in-ground pool, where wide water views become the perfect backdrop for both relaxing and entertaining. A fully conditioned oversized-garage and game room adds another layer of entertainment space and is attached to the back of the guest house. For boaters, the waterfront infrastructure is equally impressive. A 250 foot private pier extends into the bay, providing quick access to open water, with more than enough room for your boat and your wave-runners. More than 700 feet of newly installed rip-rap shoreline protects the property while preserving its natural beauty. The grounds themselves are as memorable as the waterfront. Professionally landscaped acreage surrounds the home, highlighted by a half-acre deep-water pond, expansive lawn areas, and a circular drive that creates a grand yet welcoming arrival. And while the estate feels remarkably private, the location keeps you connected to the region’s most celebrated destinations. Assateague Island National Seashore is just minutes away, offering protected beaches, wild ponies, and miles of untouched coastline. The shops, restaurants, and charm of Historic Downtown Berlin, consistently ranked among America’s best small towns, are nearby. And when you want the energy of the coast, the beaches, boardwalk, and marinas of Ocean City are only a short drive away. Waterfront estates of this scale, privacy, and peninsula positioning rarely become available in Worcester County, or anywhere on Marylands Eastern Shore. Especially not with this combination of acreage, infrastructure, and proximity to the coast. For those who understand what a property like this represents, it is more than a home. It is a legacy waterfront setting that simply cannot be recreated.

5711 Waterside Dr, Berlin

Listing courtesy of Keller Williams Realty Delmarva. Contact: 4105246400

$419,990
4 Beds 2 Baths
Immaculate 4BR/2BA home - Custom built by local builders in 2023 in sought-after Jenkin's Orchard community. Large .7 acre lot backing to trees. Welcoming exterior features a handsome stone foundation on 3 sides, covered porch. Wide open concept floor plan, 9' ceilings, with a large dining area and family room. Dream kitchen - wood cabinets with moulding, upgraded granite countertops, oversized island, stainless-steel appliance package, pantry. Spacious primary bedroom boasts 2 walk-in closets, full, en-suite bath -- custom tile shower w/bench and tile niche, extended double-sink vanity with granite counters. 2 additional first floor bedrooms. A 2nd full bath with granite counters and a tub/shower combo, LVP flooring. Laundry room w/ storage area leads into the oversize 2-car garage. 2nd floor houses the 4th bedroom / flex space.Incredible location - across the street from Newtown Park and Recreation area - 2mi to Historic Downtown Pocomoke - a charming small town with rich history, art scene, boutique shops - even its own movie theatre - public parks and boat docks, & unique restaurants on the banks of the Pocomoke River. Location qualifies for 100% Financing! 19mi to NASA Wallops Facility, 19mi to beloved Chincoteague Island, and the incredible wild horses and sandy Atlantic beaches of Assateague. Close to everything Worcester County has to offer - boating, world-class fishing, crabbing, wildlife estuaries, incredible state parks - a true paradise for nature lovers, photographers, boaters - anyone who wants to enjoy the more relaxed pace of the Eastern Shore. Just 2-3 hours to major metro areas - Virginia Beach/Norfolk, Washington DC, Baltimore, Philadelphia, NYC. Life in Worcester County is good - from the beaches to the bays & beyond! Sizes, taxes are approximate.

2054 Groton Rd, Pocomoke City

Listing courtesy of EXP Realty, LLC. Contact: 8888607369