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5711 Waterside Dr, Berlin
$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:

Lot 1 Muskrattown, Bishopville
$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, Bishopville

Listing courtesy of Coldwell Banker Premier - Rehoboth. Contact:

1 Cutlass Dr, Berlin
$349,900
3 Beds ⋅ 2 Baths
New Price! Everything Recently Updated. Three bedroom, two bath home in Mystic Harbor. Neighborhood offers residents a variety of amenities including a community pool, playground, trash pick up, sport court, and boat/RV storage for homeowners . The community also has a clubhouse, and homeowners association (HOA) that manages common areas, including snow removal, grass cutting and trash services. Kitchen has all new appliances . stove, refrigerator, dishwasher, and a new sink. Bathrooms are like new! New carpet throughout along and hardwood floors in the living room All new front porch and updated side porch accessed from the kitchen. Just installed, All NEW HVAC system! This home is like new in all respects. A few minutes from Ocean City, and Historic Berlin Maryland. Vacant and available to show anytime. Call listing agent for access.

1 Cutlass Dr, Berlin

Listing courtesy of Bruce Howe Realty. Contact:

8703 Mediterranean Dr, Ocean City
$550,000
Amazing build-able lot located in the highly sought after little Salisbury neighborhood In Ocean City. This is a great location within walking distance to all the great pubs and restaurants the 94th street area is famous for along with playgrounds and basketball/tennis courts. Build your dream home on this lot and with the right design capture amazing sunset bay views plus possibly a peak of the ocean. Not directly on the water but the boat ramp is right there for the convenience of all your water sport activities. Short walk to the beach. No condo fees and no home owners association fees are just an added bonus. There isn't much land left in this beautiful town so don't miss this opportunity!!

8703 Mediterranean Dr, Ocean City

Listing courtesy of Coastal Life Realty Group LLC. Contact: