5711 Waterside Dr, Berlin, MD 21811
Local realty services provided by:CENTURY 21 Alliance
5711 Waterside Dr,Berlin, MD 21811
$3,690,000
- 6 Beds
- 6 Baths
- 6,312 sq. ft.
- Single family
- Active
Listed by: grant k fritschle
Office: keller williams realty delmarva
MLS#:MDWO2029066
Source:BRIGHTMLS
Price summary
- Price:$3,690,000
- Price per sq. ft.:$584.6
About this home
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....
Contact an agent
Home facts
- Year built:1998
- Subdivision & Development:SOUTH POINT FARMS
- Listing ID #:MDWO2029066
- Added:560 day(s) ago
- Updated:September 13, 2026 at 01:50 PM
Rooms and interior
- Bedrooms:6
- Total bathrooms:6
- Full bathrooms:5
- Half bathrooms:1
- Flooring:Hardwood
- Bathrooms Description:Primary Bath(s)
- Kitchen Description:2nd Kitchen, Dishwasher, Exhaust Fan, Freezer, Kitchen - Gourmet, Kitchen - Island, Oven - Double, Oven/Range - Electric, Range Hood, Refrigerator, Stainless Steel Appliances, Upgraded Countertops, Wet/Dry Bar
- Bedroom Description:Primary Bedroom - Bay Front
- Living area:6,312 sq. ft.
Heating and cooling
- Cooling:Central A/C
- Heating:Electric, Forced Air, Geo-thermal
Structure and exterior
- Roof:Architectural Shingle
- Year built:1998
- Building area:6,312 sq. ft.
- Lot area:6.39 Acres
- Lot Features:Bayfront, Cleared, Cul-de-sac, Front Yard, Landscaping, Pond, Poolside, Premium, Private, Rear Yard
- Architectural Style:Art Deco, Coastal, Contemporary
- Construction Materials:Frame
- Exterior Features:Balconies- Multiple, Deck(s), Extensive Hardscape, Exterior Lighting, Lawn Sprinkler, Outbuilding(s), Outside Shower, Patio(s), Porch(es), Private Beach, Screened
- Foundation Description:Concrete Perimeter, Crawl Space
- Levels:2 1/2 Stories
Utilities
- Water:Private/Community Water
- Sewer:Private Septic Tank
Finances and disclosures
- Price:$3,690,000
- Price per sq. ft.:$584.6
- Tax amount:$13,929 (2024)
Features and amenities
- Laundry features:Dryer, Dryer In Unit, Washer, Washer In Unit
- Amenities:Ceiling Fan(s), Primary Bedroom - Bay Front, Sauna, Water Treat System, Wet/Dry Bar
- Pool features:In Ground
Parking
- Parking description:Additional Storage Area, Attached Garage, Circular Driveway, Detached Garage, Garage - Front Entry, Garage - Rear Entry, Garage Door Opener, Inside Access, Off Street, Oversized, Paved Driveway, Private
- Garage:Yes
- Garage spaces:8
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