5711 Waterside Dr, BERLIN, MD 21811
Local realty services provided by:ERA Martin Associates



Listed by:grant k fritschle
Office:keller williams realty delmarva
MLS#:MDWO2029066
Source:BRIGHTMLS
Price summary
- Price:$4,100,000
- Price per sq. ft.:$649.56
About this home
A Rare Opportunity to Own an Exceptional Waterfront Estate.
Nestled in the prestigious South Point Farms community, this breathtaking 6.39-acre waterfront estate presents a once-in-a-lifetime opportunity to experience unparalleled luxury, privacy, and natural beauty. With its peninsula-style bayfront setting and an expansive 700 feet of direct waterfront, this property offers a truly unique waterfront lifestyle—one where history, tranquility, and modern conveniences converge to create the ultimate coastal retreat.
Designed for effortless indoor-outdoor living, the estate features a magnificent main residence, a spacious guest house, and an oversized detached garage/work-shop, all perfectly positioned to capture sweeping, unobstructed views of the bay. Whether you're drawn to the peaceful serenity of a quiet morning by the water or the thrill of high-speed boating adventures, this property offers the best of all worlds.
-- THE MAIN HOME, spanning an impressive 4,165 square feet, is a masterpiece of thoughtful design and elegant craftsmanship. Nearly every room is graced with panoramic water views, allowing you to fully immerse yourself in the beauty of the bay. The home features:
Four spacious bedrooms and four and a half baths.
A grand great room with soaring ceilings and a traditional fireplace.
A professional chef’s kitchen.
Two dedicated home offices.
A sitting room and dining area that seamlessly blend comfort with sophistication
An attached bay-facing garage, ideal for water toys and gear
Multiple IPE Brazilian hardwood decks, perfect for soaking in the waterfront ambiance.
A newly installed roof on both the main and guest houses.
-- THE GUEST HOUSE: Just steps from the main house, a 1,619-square-foot guest house offers an additional retreat for family and friends. Featuring two bedrooms, a full bath with a sauna, a vaulted wood ceiling family room with a fireplace, and a professional-grade kitchen with a breakfast bar, this space is ideal for hosting guests in comfort and style. Overlooking the shimmering 50’ x 24’ bay-facing in-ground pool, the guest house serves as a private sanctuary & guest oasis. Unwind in the fully-conditioned Guest House garage & game room, complete with pool table and more.
UNMATCHED OUTDOOR AMENITIES: For those who love life on the water, this estate is a dream come true. A 250-foot pier/dock provides ample space for mooring boats (with a lift) offering quick access to the bay. Over 700 feet of newly installed rip-rap along the shoreline ensures years of worry free waterfront living.
ADDITIONAL OUTDOOR HIGHLIGHTS:
A large spa-inspired outdoor pool-side full-bath, perfect for rinsing off after a day on the water
Beautifully landscaped grounds featuring a half-acre pond
A spacious IPE wood deck ideal for crab feasts and alfresco dining
A circular driveway providing a grand entrance to the estate
THE BEST OF ALL WORLDS: Serenity, Convenience, and Adventure
While this estate offers a private, peaceful escape, it is also ideally situated near some of the Eastern Shore’s most beloved destinations. Just minutes away, Assateague Island National Seashore awaits with its pristine beaches, wild ponies, and breathtaking coastal scenery, offering a nature lover’s paradise. The historic charm of Downtown Berlin, named America’s Coolest Small Town, is also close by, featuring boutique shopping, fine dining, and vibrant cultural events. For those seeking excitement, the bustling beaches and boardwalk of Ocean City are just a short drive away, providing endless entertainment, renowned restaurants, and world-class golf courses.
A LEGACY OF COASTAL LUXURY:
This estate is more than just a home—it is a rare and extraordinary opportunity to own a tasteful waterfront retreat that will never be matched. Whether you're looking for a luxurious year-round residence or a private coastal getaway, this exceptional property promises a lifetime of opportunity and enjoyment.
Contact an agent
Home facts
- Year built:1998
- Listing Id #:MDWO2029066
- Added:167 day(s) ago
- Updated:August 16, 2025 at 01:49 PM
Rooms and interior
- Bedrooms:6
- Total bathrooms:6
- Full bathrooms:5
- Half bathrooms:1
- 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
Utilities
- Water:Private/Community Water
- Sewer:Private Septic Tank
Finances and disclosures
- Price:$4,100,000
- Price per sq. ft.:$649.56
- Tax amount:$13,929 (2024)
New listings near 5711 Waterside Dr
- New$379,500Active3 beds 2 baths1,648 sq. ft.
18 Coastal Dr, BERLIN, MD 21811
MLS# MDWO2032648Listed by: HAWKINS REAL ESTATE COMPANY - New$529,900Active3 beds 3 baths2,350 sq. ft.
12736 Carnouste Ln #1, BERLIN, MD 21811
MLS# MDWO2032322Listed by: COLDWELL BANKER REALTY - New$659,900Active3 beds 4 baths2,536 sq. ft.
11324 River Run Ln, BERLIN, MD 21811
MLS# MDWO2031860Listed by: SHEPPARD REALTY INC - New$995,900Active3 beds 3 baths3,018 sq. ft.
12048 Pimlico Ln, BERLIN, MD 21811
MLS# MDWO2032578Listed by: COLDWELL BANKER REALTY - New$334,900Active2 beds 2 baths1,152 sq. ft.
7 Cutlass Dr, BERLIN, MD 21811
MLS# MDWO2032594Listed by: COLDWELL BANKER REALTY - New$985,000Active4 beds 4 baths2,900 sq. ft.
River Run Lane- #lot 166, BERLIN, MD 21811
MLS# MDWO2032570Listed by: BERKSHIRE HATHAWAY HOMESERVICES PENFED REALTY - OP - New$1,149,000Active5 beds 4 baths3,268 sq. ft.
River Run Lane #lot 179, BERLIN, MD 21811
MLS# MDWO2032592Listed by: BERKSHIRE HATHAWAY HOMESERVICES PENFED REALTY - OP - $225,000Pending2 beds 1 baths748 sq. ft.
341 Timberline Cir, BERLIN, MD 21811
MLS# MDWO2032534Listed by: O'NEILL ENTERPRISES REALTY - Coming Soon$432,100Coming Soon5 beds 3 baths
232 Ocean Pkwy, BERLIN, MD 21811
MLS# MDWO2032444Listed by: COLDWELL BANKER REALTY - Open Sat, 1 to 3pmNew$317,500Active3 beds 2 baths1,080 sq. ft.
11 Keel Dr, BERLIN, MD 21811
MLS# MDWO2032502Listed by: COLDWELL BANKER REALTY