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$15,000,000
Never before offered. One of the most pristine, incredible waterfront properties that has been fully approved, subdivided, utilities in place, roads in place, boat docks in place, all lots perc approved and ready for the new owners. 16 total lots, 1 of which is 165+- acres of open space with ample marsh lands. 15 subdivided lots ranging in size from 2+ acres to 11.57 acres. 10 of the 15 subdivided lots are either direct riverfront or creek front. All lots come with a boat dock. This is truly one of Worcester Counties BEST. Listing agent must accompany on all showings. Locked gate at entrance.

St Martins Neck Rd, Bishopville

Listing courtesy of Coldwell Banker/Bud Church Rea. Contact: (410) 524-7888
$11,995,000
4 Beds ⋅ 5 Baths
Private Island at 1546 Teal Drive, Ocean City, Maryland is a truly unique offering — the bay's only island estate. Included is an adjacent buildable waterfront lot just inside the entrance gates before crossing the private bridge. The improved .29-acre parcel features approximately 95 feet of bulkheaded shoreline with boardwalk, paved driveway, irrigation, and landscaping, offering flexibility for a future guest house or single-family residence, additional parking, or expanded waterfront enjoyment. Located off 15th Street in downtown Ocean City, the property offers seclusion and accessibility, 3 blocks to the Boardwalk and beach, minutes to the Ocean City Inlet and Assateague Island by boat, and a block from Harbor Island, home of the world-renowned White Marlin Open. Hidden behind a brick wall and accessed through a 6-foot gate, the arrival continues across a private 120-foot vehicular bridge from Mallard Island. The island encompasses more than 3 acres of native marshlands and coastal landscape with panoramic views of the open bay, the Rt. 50 Bridge to the south, Rt. 90 Bridge to the north, and the rare combination of breathtaking sunrises and sunsets across the water. Architecturally, the home is an iconic shingle-style residence inspired by Nantucket architecture, with exterior renovations and enhancements by renowned Lyman Perry Architects Ltd. of Nantucket, Massachusetts. The approximately 5,000-square-foot home features custom woodworking, Carlisle wide-plank hand-finished pine flooring, new Andersen doors throughout, approximately 3,250 square feet of wraparound decking, and expansive water views. Upon entering, a dramatic 24-foot atrium features a 12-foot by 15-foot overhead skylight and floor-to-ceiling Coral Rock fireplace feature connecting the surrounding living spaces. Designed to maximize open bay views throughout, the main living area features custom built-in cabinetry and flows into the separate dining and gathering spaces. The kitchen/family room creates an inviting area for entertaining, with custom solid birch painted cabinetry by Premier Cabinetry of New Holland, Pennsylvania, and a 5-foot by 8-foot teak island countertop. A custom wood spiral staircase provides secondary access between the main and upper levels. The main level also includes a home office with built-in cabinetry and pull-out file storage, plus an additional guest bedroom and full bath. Upstairs, an open bridge hallway overlooks the atrium while separating the primary suite from two guest bedroom suites. The four-room primary suite includes a bedroom retreat with bayfront deck, sitting/entertainment/dressing room with vaulted ceilings, custom cherry wood built-ins and four closets, en-suite bath with double vanity and dressing table, and a second dressing room with vaulted ceilings, four double-door deep closets, and an arched window with window seat dividing two built-in tall chests. Two additional bedrooms each feature en-suite baths and private decks. Outdoors, an island retreat features a pool and spa by Sea Glass Pools, expansive decking, gazebo bar with cabinetry and quartz countertops, full bath with shower, docking, 10,000-pound boat lift, and fish cleaning station. Significant recent investments include bulkhead improvements, reinforced helical pilings, bridge renovations, active security and surveillance systems, and maintained structural and mechanical systems. Surrounded by abundant birdlife and endless open-water vistas, this distinguished estate embodies timeless elegance.

1546 Teal Dr, Ocean City

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact: 4105247000
$9,500,000
6 Beds ⋅ 5 Baths
This 37-acre Waterfront Estate in the desirable West Ocean City Community of Captains Hill stands among Worcester County’s true legacy properties. A rare combination of Coastal Luxury, privacy, acreage and future opportunity. Set on a expansive rise overlooking the bay, the Estate commands sweeping water and skyline views that shift elegantly from sunrise to the golden glow of sunset. A long driveway leads you to the 8000+ Sq Ft Coastal Residence, a grand yet serene retreat surrounded by park-like grounds and mature landscape that creates an atmosphere of total privacy. The main Estate and grounds encompass 27 acres that feature a diverse landscape designed for both beauty and functionality. Such highlights include a 3-acre freshwater pond that anchors the properties tranquil setting, an outdoor pool with surrounding deck ideal for families and entertaining, an expansive lawn for gatherings and pets, a large covered porch perfect for enjoying the broad water views and nature, covered parking entrance and a three-car garage. The residence itself offers the architectural presence and scale expected of a Coastal Estate of this magnitude, with generous living spaces, impressive ceiling heights and endless potential for customization or enhancement. In addition, this Estate offers additional parcels and development potential that allows for flexibility for future use. Included in the offering is a 2.73-acre Waterfront Lot and 20 plated lots with their own road frontage. This rare land portfolio provides exceptional opportunities, ideal for a private compound, multi-generational retreat, curated development or long-term investment that makes this property uniquely valuable. Opportunities of this size, location and versatility rarely ever come to market. With commanding views, coastal proximity, and expansive acreage, this Captain’s Hill Estate stands as one of the region’s premier offerings, a property with both present-day grandeur and limitless future potential. A Coastal Treasure without equal.

12903 Windy Dr, Ocean City

Listing courtesy of Holiday Real Estate. Contact: 4105247700
$6,975,000
Remarkable opportunity to own a piece of Ocean City History. 54 unit (all efficiency) motel on the Ocean Side @71st street. Large rooms(efficiencies) ample size pool. Excess parking. Recent renovations over the last several years. New heat and air. brand new laundry facility. Locations like this do not become available. Summer is here and rooms are booked. Call listing agent for all showings.

7100 Coastal Hwy, Ocean City

Listing courtesy of Coldwell Banker/Bud Church Rea. Contact: (410) 524-7888
$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
$5,490,000
Tremendous opportunity to own a wonderful 38 room well run very profitable motel which has had extensive renovation work over the last several years. Located a short distance to Ocean Cities famous boardwalk. All suites many units with kitchens. New Decks , New stairwells , electrical work with new panels, new parking lot. A great well run motel. Pool, and not to mention, a great "food truck" that has increased in sales every year. Private office. Call listing agent for all showings.

203 9th St Unit #AND 805 P, Ocean City

Listing courtesy of Coldwell Banker/Bud Church Rea. Contact: (410) 524-7888
$5,450,000
A truly rare chance to own a landmark property in Ocean City. This offering includes two parcels totaling 35,598 sq ft. The larger parcel is commercially zoned and features a turnkey, approximately 9,500 sq ft restaurant that is fully equipped and ready to open immediately. The second parcel is a fantastic ocean block lot, just a few buildings from direct oceanfront access. Whether you continue operating the existing restaurant or explore redevelopment opportunities, the size, zoning, and proximity to lower Delaware make this an exceptional investment. Opportunities to acquire real estate of this caliber complete with an established structure are few and far between. Don’t miss your chance to secure this unique property. Contact the listing agent for details and to schedule a showing.

14410 Coastal Hwy Unit #& 9-145TH STREET, Ocean City

Listing courtesy of Coldwell Banker Realty. Contact: 4438562211
$4,999,999
Discover an extraordinary opportunity to own 47.11 acres of prime waterfront land overlooking Grey's Creek with breathtaking views of the Ocean City skyline. This expansive property offers a rare blend of serene natural beauty and captivating coastal scenery, making it an ideal canvas for your vision. Nestled along the tranquil shores of Grey's Creek, the property boasts a picturesque setting where winding waterways meet vast open skies. Imagine waking up to the gentle sounds of the creek, with panoramic views that stretch to the vibrant lights of Ocean City in the distance. While the land is currently raw with no site plan in place, it is positioned between established high-end subdivisions, presenting an exceptional opportunity for development or investment. Most of the property is cleared and is divided by a quiet country road. The waterfront section features large trees that are protected by a conservation easement and subject to critical area restrictions, ensuring the preservation of this natural beauty. Whether you envision a private estate, a recreational retreat, or a future community, this remarkable parcel provides endless potential. With ample acreage, direct water access, and proximity to coastal attractions, this property invites you to embrace the best of waterfront living. Don’t miss this chance to own a piece of Maryland's Eastern Shore paradise – where nature's beauty meets the charm of coastal life.

Lot 1 Muskrattown Rd, Bishopville

Listing courtesy of Coldwell Banker Premier - Rehoboth. Contact: (302) 227-5000
$4,850,000
Investment opportunity located on Harbor Rd in West Ocean City. Two parcels to include Pier 23 Restaurant and Parking Lot directly across the street. Unique Deepwater Marina Fronting Location w/ 11 Boat Slips. Fully Equipped Restaurant.

12817 Harbor Rd, Ocean City

Listing courtesy of Rinnier Development Co. Contact: (410) 742-8151
$4,795,000
A once in a lifetime opportunity to own one of Worcester Counties most prestigious and amazingly well cared for farms. 125 acres of direct waterfront. Over 1 mile of waterfront on Ayres/Trappe Creek. This farm has been transformed into something special many will not see in a lifetime. Multiple barns that have been rebuilt and restored to today's modern standards. Approximately 14,000 sq ft. Roads and waterfowl impoundments have been built to Ducks Unlimited standards by the best in the business. Orion Wildlife. Any and all permits are available. 4 acres of Sunflowers are planted each year, protected from the deer by electrical fencing. Massive restoration of all electrical work completed to standard on entire farm including electric and water which has been run to the brand new 6 slip marina. 3 of those slips have new lifts already installed. Brand new never used 8 stall horse barn with pasture area ready to go. Multiple wells all permitted. 7 permitted duck blind sites in the approximate 30 acres of marshland that conveys as a part of this sale. Deep water pond, with dock in a restocked pond ( large mouth, small mouth, bluegill) Private lane, private roads something like this is never offered. No restrictions, no conservation easements. No government programs. Just 125 acres of incredible farmland in immaculate condition. Call listing agent for all showings. Do not enter this farm without representation.

8416 Burbage Rd, Berlin

Listing courtesy of Coldwell Banker/Bud Church Rea. Contact: (410) 524-7888
$4,395,000
4 Beds ⋅ 4 Baths
This West Ocean City waterfront home is all about the setting. The views, the boating access, and the location come together in a way that is hard to find. From multiple levels of the home, you can take in water views with sightlines toward the inlet, Assateague, and the Ocean City skyline. Custom built in 2003, the home offers 4 bedrooms, 4 baths, an open kitchen and living area with a wall of glass facing the water, generous bedroom spaces, two fireplaces, and an elevator serving every level, including the rooftop deck. The main living area is comfortable and easy to enjoy, with the kitchen, dining, and living spaces all centered around the view. The primary suite has its own fireplace, great natural light, water views, a custom bathroom, and an additional walk-in dressing room/closet. Outdoor space is a major part of the property, with five separate seating areas including covered and uncovered balconies, a waterside deck, and a rooftop deck. For boating, the property includes two boat slips with lifts, one set up for Jet-Skis and the other a boat, giving you direct access to the surrounding waterways. You are also close to restaurants, marinas, beaches, shopping, entertainment, and everything that makes West Ocean City such a convenient coastal location. If you are looking for a waterfront home with views, usable outdoor space, boating access, and a true West Ocean City location, this one is worth a closer look.

12959 Harbor Rd, Ocean City

Listing courtesy of Harbor Living. Contact: 3025861000
$4,200,000
It would be difficult to find a better location in town for your next project! Located directly north of the Cambria Hotel in downtown Ocean City, this lot offers an ideal location with visibility from the Rt 50 bridge, as well close proximity to the boardwalk, dining, entertainment and more - not to mention the panoramic bay views. 'By-Right', can build 27 unit residential project, with public water and sewer and on-site parking available. Deed restriction in place that prohibits the property from being used for a hotel, motel, resort, extended stay or a business use that would compete with the Cambria Hotel located on Parcel A. Reach out to the listing agent for further details!

13 Saint Louis Ave, Ocean City

Listing courtesy of Coldwell Banker Realty. Contact: 4438562211
$3,690,000
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
$3,599,000
6 Beds ⋅ 8 Baths
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 the main hall and your eyes will be immediately drawn to the direct view of the water. ** Moving forward into the LIVING ROOM, or great hall, is a complete wall of windows soaring 20 feet high. An aged-glass mirror adorns the limestone woodburning fireplace beneath. (mirror included) Most of the floors throughout are walnut, finished on site and stained. (Refinished July 2026!) **The BILLIARD ROOM and adjoining den/MEDIA ROOM showcases brilliant walls of Honduran mahogany. A solid wood pocket door separates the two rooms, if desired. A full wet bar area with granite counters grace the side of the billiard room, including an under counter fridge. Adjoining the billiard room is a side porch with a "cat-slide" roof, adding yet additional character to the overall design. Speaking of design, the Becker-Morgan Group in Salisbury, MD were the architect engineers of this project along with collaboration from both Washington, D.C. And New York City design teams. The **DINING ROOM displays custom wallpaper that was hand painted and depicts the natural elements and scenes from the ponds and surrounding environments. The dining room features a grand bay window, framing magnificent sunsets for guests to admire. **The chef-inspired KITCHEN is appointed with premier Wolf appliances and striking Carrara Italian marble. It features an exquisite copper tile backsplash framing the six-burner gas range and griddle, complemented by an integrated, refined sitting area for elegant entertaining. The floor is limestone from Paris Ceramics. Color is called Irish Blue but shows as black. **A BUTLER'S PANTRY offers granite counters, a 120 bottle wine refrigerator, a copper sink and a beverage refrigerator. The three-story TURRET overlooks the gated 40 X 16 heated swimming pool and hot tub. First floor of the turret is a wonderful and bright SUNROOM, while the second level of the turret is the YOGA ROOM located next to the immense PRIMARY BEDROOM SUITE that features a sprawling "dressing room", or could easily be converted into a nursery. The primary bedroom features a gas fireplace plus an additional adjoining sitting room overlooking the bay and offers access out to the private primary bedroom's balcony. The PRIMARY BATH features marble counters, Thassos 12 X 12 white natural marble floor, quarried in Greece, and the third floor of the turret showcases an office tower/observatory/office. INCREDIBLE architecture and INCREDIBLE views from this 1.47 acre lot! There are SO MANY additional custom features in this spacious home, we've added a special list for you to review upon your request. Although encompassing more than 8,200 square feet, this storybook waterfront residence is gracious in scale but intimate in how it lives. Rarely will you ever find such an enchanted home to call your own. Here's your opportunity to LIVE HAPPILY EVER AFTER. **Current furnishings and décor may differ from those shown in the photographs.

12353 Southhampton Dr, Bishopville

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact: 3025372616
$3,500,000
The Crystal Sands Motel is a well-maintained, 25-room ocean block property just steps from the beach. This turn-key motel is in pristine condition and clearly reflects pride of ownership throughout—making it ideal for investors looking for a strong income-producing asset in a high-demand resort town. Guests love the unbeatable proximity to the beach, boardwalk, dining, and entertainment, while operators will appreciate the smooth, ready-to-go operation with minimal upkeep needed. Whether you're expanding your hospitality portfolio or entering the Ocean City market, Crystal Sands Motel offers immediate revenue potential and long-term value in one of the East Coast’s most popular vacation destinations.

1705 N Baltimore Ave, Ocean City

Listing courtesy of Coastal Life Realty Group LLC. Contact: (443) 235-8382
$3,490,000
5 Beds ⋅ 5 Baths
Experience coastal luxury at its finest in this exceptional waterfront residence, offering sweeping views of the bay, Assateague Island, and the Ocean City skyline. Encompassing over 6,000 sq. ft., this elegant home is perfectly positioned on a quiet cul‑de‑sac surrounded by other distinguished coastal properties. A rare opportunity, it blends refined living with an unparalleled waterfront lifestyle and includes a deeded deep‑water slip accommodating a boat up to 35 ft. Welcome to your coastal dream home. First Floor - Enter through an impressive foyer that leads down to the first level—an inviting space ideal for guests or multi‑generational living. This floor features: Two guest bedrooms and a full bath A spacious living room with a fireplace and access to a bay‑view deck The Captain’s Quarters: a private suite with its own exterior entrance, full kitchen, full bath, laundry, and interior access to the main home. Main Level - A few steps up from the foyer, the main living area is designed for both grand entertaining and everyday comfort. Highlights include: A formal dining room with wainscoting and abundant natural light. A butler’s pantry leading into a gourmet kitchen with stainless steel appliances, granite countertops, custom cabinetry, pantry, and a large island with seating. Dining area that opens to a spacious deck with direct water views. Bright living room with a stone fireplace, wet bar, and expansive windows framing the bay, private den perfect for quiet moments or work‑from‑home needs. Owner’s Retreat – Third Floor- The top floor is a luxurious sanctuary with breathtaking views. The primary suite includes: A generous bedroom with sitting area and fireplace, three walk‑in closets, spa‑inspired bath with double vanities, jetted tub, tiled shower, and water closet An additional bedroom—currently used as a custom dressing room—can easily be converted back to a fifth bedroom. A convenient utility area provides space for morning coffee or snacks. Follow the spiral staircase to the Coastal Overlook, a stunning vantage point offering panoramic views that must be seen to be believed. Additional Features: Elevator access to all three floors, hardwood and tile flooring throughout, thoughtful upgrades and refined finishes in every room. HOA‑approved short‑term rentals, community marina, clubhouse, and pool with reasonable HOA fees. This extraordinary home offers elegance, comfort, and unmatched coastal views. Schedule your visit today—your dream waterfront lifestyle awaits.

9600 Oceanview Ln, Ocean City

Listing courtesy of Meredith Fine Properties. Contact: 4108226272
$3,300,000
Fully leased with triple net leases!! 6200 Coastal Highway is positioned in the heart of Ocean City along the island’s primary commercial corridor, offering exceptional visibility and accessibility within one of the East Coast’s most established resort destinations. Located directly on Coastal Highway at the Rt. 90 bridge intersection, the property benefits from being at the entrance of one of the only access points to get on the island, which offers the property consistent year-round traffic counts and unparalleled exposure to the millions of visitors who travel to Ocean City annually. Ocean City’s barrier-island geography creates a significant barrier to new development, with virtually no land remaining for meaningful commercial expansion. As a result, existing commercial assets along Coastal Highway continue to experience strong tenant demand and long-term value stability driven by limited supply and sustained market growth.

6200 Coastal Hwy Unit #1, Ocean City

Listing courtesy of SVN/Miller Commercial Real Estate. Contact: 410-543-2440
$2,999,900
Rare opportunity to own all three brand-new luxury townhomes in one of Ocean City's most desirable bayside locations. Offered together as a package, this unique investment includes three beautifully crafted residences, each featuring stunning bay views, high-end custom finishes, and thoughtful design throughout. Built by a respected local custom builder, every unit offers expansive living spaces, conditioned garages with striking glass garage doors, and water views from each unit. Located on a short bay block from the bay and an easy walk to the beach, owners and guests will appreciate access to a quieter, low-density stretch of shoreline without the crowds. The prime location places you close to restaurants, entertainment, shopping, and everything Ocean City has to offer while maintaining a more relaxed coastal atmosphere. With no HOA or condo fees, ownership is simple and cost-effective. The property also presents tremendous rental income potential—rent all three units or keep one for personal use while generating income from the other two. Whether you're seeking a premier investment property, family compound, corporate retreat, or luxury coastal getaway, opportunities like this are exceptionally rare. Three brand-new townhomes. Bay views from every unit. No HOA or condo fees. Endless possibilities.

116 78th St, Ocean City

Listing courtesy of Coastal Life Realty Group LLC. Contact: (443) 235-8382
$2,999,900
9 Beds ⋅ 9 Baths
Rare opportunity to own all three brand-new luxury townhomes in one of Ocean City's most desirable bayside locations. Offered together as a package, this unique investment includes three beautifully crafted residences, each featuring stunning bay views, high-end custom finishes, and thoughtful design throughout. Built by a respected local custom builder, every unit offers expansive living spaces, conditioned garages with striking glass garage doors, and water views from each unit. Located on a short bay block from the bay and an easy walk to the beach, owners and guests will appreciate access to a quieter, low-density stretch of shoreline without the crowds. The prime location places you close to restaurants, entertainment, shopping, and everything Ocean City has to offer while maintaining a more relaxed coastal atmosphere. With no HOA or condo fees, ownership is simple and cost-effective. The property also presents tremendous rental income potential—rent all three units or keep one for personal use while generating income from the other two. Whether you're seeking a premier investment property, family compound, corporate retreat, or luxury coastal getaway, opportunities like this are exceptionally rare. Three brand-new townhomes. Bay views from every unit. No HOA or condo fees. Endless possibilities.

Ocean City

Listing courtesy of Coastal Life Realty Group LLC. Contact: (443) 235-8382
$2,999,000
This is a once in a lifetime opportunity to own an undeveloped southern exposure bayfront parcel of land in Ocean City, MD. Enjoy incredible sunsets from your home once this property is developed and live a convenient relaxing lifestyle with a short walk or bike ride to the beach. Sale also includes the bay view parcel located at 401 Bering Road directly behind the bayfront parcel. Buyer has the option to build two homes, one on each separate parcel or build an estate over the entire parcel. Buyers should rely on the recorded subdivision plat attached to the listing for lot line placement. Yellow perimeter lines in pictures are not exact representation of lot lines. No builder tie-in but ask listing agent about building plans that have already been designed and fitted to this stunning property.

8601 Chesapeake Dr, Ocean City

Listing courtesy of Keller Williams Realty Delmarva. Contact: 4105246400
$2,999,000
5 Beds ⋅ 5 Baths
Just in time for White Marlin Open, this Boater's Paradise has been Price Reduced by $130,000 and checks off all your 'Must Have' boxes as the perfect waterfront retreat at the beach! Nestled along the serene Turville Creek, this exquisite 5-bedroom, 4.5-bathroom residence offers a luxurious lifestyle defined by elegance and comfort, spanning over 4,400 square feet and situated on just under a 1 acre lot with No HOA. The expansive circular driveway leads to an oversized, fully Heated and Cooled garage, providing ample parking for guests and substantial storage space for all of your outdoor accessories. Step inside to discover an inviting open floor plan adorned with crown moldings and rich hardwood flooring. A fully equipped, gourmet kitchen is perfect for culinary enthusiasts with a wrap-around counter that seats seven and situated directly adjacent to an open, formal dining area, is ideal for entertaining large groups. Gather around to relax by the fireplace in an elegant living room with floor to ceiling glass sliders featuring southern exposure for breathtaking evening skies. In addition to a full Laundry Room off the garage and a Half Bath, the first floor of the home offers Two Bedrooms with a shared Full Bathroom. The second floor greets you with a cozy second living space with panoramic windows overlooking the open water, two waterfront primary suites plus a third Bedroom/Bonus Room currently situated with 3 Queen Beds and a Full Bath. The Master bedroom boasts breathtaking open water views and a spacious walk-in closet, while the spa-like bathroom feature walk-in showers for a touch of indulgence. Outside, the nearly one-acre lot is a private oasis, complete with a heated pool, rip-rapped landscaping, and a dock large enough for two 28' boats, ensuring both beauty and functionality. With plenty of deep water here, playing the tides is not a concern for this boater's paradise, allowing unlimited boating enjoyment for the short commute to the Isle of Wight Bay and Ocean City's myriad waterfront destinations. Safety and convenience are paramount, with a state-of-the-art security system, exterior cameras, and motion detectors. This home is not just a residence; it's a lifestyle, offering tranquility and sophistication in a picturesque setting. Experience the perfect blend of luxury and comfort in this exceptional property, where every detail has been thoughtfully curated for your enjoyment. Call to schedule your Private Tour today.

11640 Gum Point Rd, Berlin

Listing courtesy of Keller Williams Realty Delmarva. Contact: 4105246400
$2,975,000
Unique 3.64 Acre Site - Many Development Possibilites. Great Frontage and Visibility on US 50 and MD 707. Owner will consider Multi Use Development/Subdivision. Property Highlights: • High Visibility with Many Potential Use • Great Road Frontage Price: $6,850,000 Together or Subdivide .75 ac @ $1,612,500 1.14 ac @ $2,262,500 1.75 ac @ $2,975,000; or $507,000 Annual Ground Lease Size: 3.64 Acres w/ C2 Commercial Zoning

12325 Old Bridge Rd, Ocean City

Listing courtesy of Rinnier Development Co. Contact: (410) 742-8151
$2,900,000
5 Beds ⋅ 5 Baths
Discover unmatched coastal living in this 5‑bedroom, 4.5‑bath waterfront retreat, perfectly positioned on a picturesque point along Grey’s Creek off Assawoman Bay. Offering 330 feet of private waterfront, this property delivers sweeping water views, unforgettable sunsets, and a rare blend of privacy, space, and tranquility—just minutes from the ocean yet worlds away from the bustle. A gated entrance leads to an extended driveway and an impressive oversized 3‑car garage, designed with high ceilings ideal for vehicle stacking, storage, or hobby space. For boating enthusiasts, this is truly a boater’s paradise—complete with a private pier, boat lift, and effortless access to the creek and bay. Inside, the home is crafted for comfort and efficiency, featuring geothermal heating and cooling and generous square footage for hosting, relaxing, or working from home. Multiple rooms capture serene water views, including a striking panorama of the Ocean City skyline in the distance. Outdoor living shines with a large screened porch and a spacious waterfront deck, perfect for dining, entertaining, or simply soaking in the peaceful setting and nightly sunsets. The 1.23‑acre fenced lot provides exceptional space for pets, gatherings, and privacy. This property stands out as a premier opportunity for buyers seeking a private waterfront estate with modern systems, exceptional outdoor living, and direct water access in one of Bishopville’s most desirable locations—true coastal serenity on Grey’s Creek, without bayfront crowds.

12301 Point View Rd, Bishopville

Listing courtesy of O'Conor, Mooney & Fitzgerald. Contact: (410) 449-4900
$2,900,000
5 Beds ⋅ 5 Baths
Ocean City’s only direct oceanfront new construction in a prime midtown location with a low-density beach! This 5BR/4.5BA home features an open layout, spacious bedrooms, and stunning oceanfront decks with unobstructed views. Fee simple ownership—no condo or HOA fees. Includes 4 off-street parking spaces and an elevator. Rare opportunity for luxury coastal living or a high-performing investment property just steps from the sand!

8305 Atlantic Ave, Ocean City

Listing courtesy of Coastal Life Realty Group LLC. Contact: (443) 235-8382
$2,900,000
"Rare Downtown Ocean City Hospitality Compound " Investors you'll love the scalability, multiple income streams and operational flexibility * Located in the heart of downtown Ocean City * This unique hospitality investment opportunity features three separate buildings offering multiple income streams, exceptional guest amenities and prime redevelopment potential in one of the East Coast's most desirable beach destinations * The main building operates as a motel positioned in a highly sought-after downtown location just moments, 1.5 blocks , from the beach, boardwalk, restaurants, nightlife and entertainment. Attached to the main structure is an amenity-focused building featuring a pool, tiki bar and dedicated parking area creating a resort-style atmosphere for guests and visitors alike * The West building includes six additional units along with supplemental parking offering expanded lodging capacity and operational flexibility for short term, seasonal, employee housing or boutique concepts.

1210 Philadelphia Ave, Ocean City

Listing courtesy of Sea Grace @ North Beach Realtors. Contact: 443-614-3901
$2,795,000
5 Beds ⋅ 6 Baths
Welcome to 12355 Southampton Drive, the crown jewel of Lighthouse Sound, one of the Eastern Shore's most prestigious waterfront golf communities. This is a rare opportunity to own arguably the finest homesite in the neighborhood, where this extraordinary custom residence captures sweeping panoramic views of Assawoman Bay and the sparkling Ocean City skyline from nearly every rear-facing room. A dramatic two-story foyer with a graceful curved staircase sets the tone, drawing your eye straight through the soaring great room to the breathtaking water beyond. The two-story family room is anchored by a stunning natural stone fireplace with gas insert, creating an unforgettable gathering space framed by walls of glass. Designed for both everyday living and effortless entertaining, the chef's kitchen features gas cooking, granite countertops, a large center island, breakfast bar, sunny dining nook, walk-in pantry, and a fully equipped butler's pantry complete with wet bar and sink. Every space is thoughtfully connected to the expansive rear decks, ensuring the spectacular views are always part of the experience. The luxurious first-floor primary suite is a true private retreat, offering direct deck access, uninterrupted bay views, two professionally organized walk-in closets, and a spa-inspired bath with dual vanities, soaking tub, and oversized walk-in shower. A private study, spacious dining room, and main-level laundry complete the first floor. Upstairs, an impressive open landing overlooks the great room below and leads to four generously sized guest suites, each with private vanity and dressing areas and convenient en-suite bath access, providing exceptional comfort for family and guests alike. The outdoor living is every bit as remarkable as the interior. Nearly 1,700 square feet of wraparound Trex decking spans the rear of the home across two levels, creating an unparalleled setting for morning coffee, sunset cocktails, entertaining under the stars, or relaxing around the fire pit while watching boats drift across the bay and the Ocean City skyline come alive each evening. During the summer, enjoy a front-row seat to the free fireworks display every Sunday evening, launched from Northside Park just across the bay, a spectacular tradition that can be enjoyed from the comfort of your own deck. Additional highlights include Brazilian cherry hardwood flooring throughout, an oversized three-bay garage with abundant storage for vehicles and water toys, recessed lighting, ceiling fans, and quality craftsmanship throughout. Residents of Lighthouse Sound enjoy championship golf, an elegant clubhouse, dining, and one of the most spectacular waterfront settings on Maryland's Eastern Shore. Luxury. Views. Lifestyle. Rare opportunity. This isn't simply a home, it's a front-row seat to one of the most breathtaking waterfront panoramas on the East Coast. Once you experience the views from 12355 Southampton Drive, everywhere else feels ordinary.

12355 Southhampton Dr, Bishopville

Listing courtesy of Northrop Realty. Contact: (302) 539-0800
$2,790,000
This is a tremendous opportunity to own eight 2-bedroom, 1-bathroom units, along with an additional building featuring a 4-bedroom, 2.5-bathroom complex and dedicated office space. The buildings have undergone extensive renovations over the last several years. The property also includes an open picnic area perfect for barbecues and family gatherings. All of this is ideally located just off Ocean City’s famous boardwalk. Please call the listing agent to schedule all showings, Sale includes 105 14th Street Acct#2410039185.

1308 Philadelphia Ave Unit #AND 105 14TH STREET, Ocean City

Listing courtesy of Coldwell Banker/Bud Church Rea. Contact: (410) 524-7888
$2,750,000
Commercial location with the highest exposure in Worcester County. Possibilities are endless. 2624 sq ft concrete building at the base of the Rt 50 bridge. Traffic count is endless. In excess of 7 million visitors each year. Parking is ample.

106 N Division St, Ocean City

Listing courtesy of Coldwell Banker/Bud Church Rea. Contact: (410) 524-7888
$2,600,000
Excellent commercial development opportunity along Racetrack Road situated across from Ocean Downs Casino. Also located just minutes from Ocean Pines, this 9.26+/- -acre parcel includes approximately 7.89 acres of commercially zoned land. Public sewer & water was just made available, while there is still an existing well, septic system, and electric service in place. Recent improvements include re-zoning to C2 Commercial, an environmental wetland survey with all non-tidal wetlands plated, verified boundary and critical area lines, an approved rezoning removing the Resource Protected line, and a conceptual site plan. Worcester County’s engineering study has deemed public water and sewer feasible, with approximately 363 EDUs available for a buyer to purchase (buyer to verify on their own with the County), with full availability expected in roughly three years. With strong visibility across from the Ocean Downs Casino, good traffic counts along this primary growth corridor, and as one of the larger commercially zoned parcels with public sewer available, the property offers exceptional potential for hotel, restaurant, office, or mixed-use development.

10329 Racetrack Rd, Berlin

Listing courtesy of SVN/Miller Commercial Real Estate. Contact: 410-543-2440
$2,495,000
7 Beds ⋅ 8 Baths
Waterfront Estate | Headwaters of the Shingle Landing River | Positioned on over two private waterfront acres at the headwaters of the Shingle Landing River, this exceptional custom residence by White Creek Homes, Inc. embodies refined coastal living at its finest. Encompassing over 7,000 square feet, the home offers 7 bedrooms, 5 full baths, and 3 half bath, thoughtfully designed to balance architectural presence with everyday comfort. A sweeping approach framed by professional landscaping and curated hardscapes sets a distinguished tone. Beyond, your private dock invites effortless days on the water—boating to nearby waterfront restaurants, fishing at sunrise, or enjoying peaceful afternoons kayaking along the river. Inside, the architectural flow is intentional and elegant. The foyer introduces gracious formal and informal living spaces, including a formal dining room, a refined living room with fireplace, and a separate sitting room anchored by its own fireplace. Expansive windows frame serene water views throughout. The main-level primary suite is a private sanctuary featuring panoramic river vistas, a spa-inspired bath with soaking tub and glass-enclosed tiled shower, a dedicated dressing room, and generous walk-in closets—offering a five-star retreat experience at home. The kitchen reflects both craftsmanship and performance, appointed with Sub-Zero and Wolf appliances, custom cabinetry, and seamless connectivity to a sunlit breakfast room overlooking the water. An adjacent fireside gathering space creates an inviting setting for relaxed mornings and intimate evenings. The second level is thoughtfully configured for both privacy and functionality, offering two en suite bedrooms, two additional bedrooms connected by a Jack-and-Jill bath, and a fifth bedroom serviced by a full bath located just off the private fitness studio. A dedicated laundry room enhances convenience on this level. The third floor provides an additional family retreat with access to a private rear deck overlooking the waterway—an elevated vantage point for quiet reflection or relaxed entertaining. Outdoor living is equally compelling, with expansive hardscapes, integrated gas grill, and fire feature creating a resort-style terrace designed for refined gatherings. A detached garage with unfinished bonus space above offers flexibility for guest quarters, studio, or executive workspace. Ideally located, the property offers convenient access to the charm and fine dining of Berlin, the beaches and boardwalk of Ocean City, and the coastal lifestyle of Fenwick Island. Regional and private air travel is easily accommodated via Salisbury Regional Airport, making this estate as accessible as it is private. This is not simply a home—it is a private waterfront estate curated for those who value craftsmanship, discretion, and an uncompromising coastal lifestyle.

10542 Egret Ct, Bishopville

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