Features & Amenities

Interior

  • Total Bedrooms

    4

  • Bathrooms

    4

  • 1/2 Bathrooms

    2

  • Above Grade Finished Area

    8372.0

  • Basement YN

    NO

  • Cooling YN

    YES

  • Cooling

    Central Air, Electric

  • Fireplace YN

    YES

  • Heating YN

    YES

  • Heating

    Propane, Heat Pump

  • Main Level Bedrooms

    4

  • Pet friendly

    N/A

Exterior

  • Garage

    Yes

  • Garage spaces

    5

  • Construction Materials

    Vinyl Siding

  • Parking

    Garage, Attached

  • Pool

    Yes

  • Pool Features

    In Ground, Private

  • Waterfront YN

    YES

Area & Lot

  • Lot Features

    Waterfront

  • Lot Size(acres)

    8.7

  • Property Type

    Residential

  • Property Sub Type

    Single Family Residence

  • Architectural Style

    Traditional

Price

  • Sales Price

    $4,249,000

  • Tax Amount

    18109.0

  • Sq. Footage

    8, 372

  • Price/SqFt

    $507

HOA

  • Association

    No

School District

  • Elementary School

    OCEAN CITY

  • Middle School

    STEPHEN DECATUR

  • High School

    STEPHEN DECATUR

Property Features

  • Accessibility Features

    Accessible Elevator Installed

  • Foundation Details

    Slab

  • Senior Community YN

    NO

  • Sewer

    Septic Tank

  • Tax Lot

    7

  • Water Source

    Well

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Location

County

WORCESTER

Elementary School

OCEAN CITY

Middle School

STEPHEN DECATUR

High School

STEPHEN DECATUR

Listing Courtesy of David Dypsky , Newport Bay Realty

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Welcome to 11209 Woodside Drive, an unparalleled waterfront masterpiece nestled on 8.7 private acres in South Point Farms, just minutes from Ocean City, MD and downtown Berlin, MD.  Offering stunning views of Newport Bay, this custom-built luxury home boasts 8,372 square feet of meticulously crafted living space.
Designed for both comfort and elegance, this 4-bedroom, 4-full and 2-half-bathroom estate features dramatic second-floor living and entertaining spaces, making it perfect for hosting guests—whether an intimate gathering or a grand celebration. The heart of the home is the chef’s kitchen, outfitted with top-of-the-line appliances and abundant storage space, while artistic custom features throughout elevate the home’s unique appeal.
The third-level primary suite provides a private retreat with a cozy fireplace, expansive closets, and sweeping water views. Outdoors, enjoy multiple porches, decks, and seating areas—ideal for watching spectacular sunsets or observing local wildlife. The 20x20 poolside 3-season porch invites year-round relaxation, and the private dock and nearby boat ramp offers direct access to 140 square miles of pristine, unspoiled waterways of Newport, Sinepuxent, and Chincoteague Bays, ideal for endless recreational water activities and enjoyment.
Additional highlights include an elevator servicing all three levels, a home gym, a climate-controlled dog room with exterior access, and a 5-car garage. This home is as functional as it is luxurious, with vast storage spaces, flexible living areas, and an abundance of indoor-outdoor living options.
Located just minutes from the acclaimed town of Berlin, Ocean City MD, and famous Assateague Island, this home offers a rare opportunity to experience the best of Eastern Shore coastal living. With world-class fishing, championship golf courses, and a variety of entertainment and dining options nearby, you’ll enjoy a lifestyle of unmatched convenience and serenity. Welcome to your dream waterfront retreat!

11209 WOODSIDE DRIVE

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Related Properties

Immerse yourself in beautiful nature and privacy yet be only 15 minutes away from charming Berlin and vibrant Ocean City in this South Point world class home.  Just minutes from Assateague Island and championship golf courses, this finely crafted home is built for the ages. 

Extremely energy efficient and low maintenance, the home is dual fuel, completely insulated with spray foam, has 50 year roof shingles, #1 Clear Canadian Cedar Siding,  Butler stone and Loewen high efficiency windows and Jeldwen solid core interior doors.  All exterior trim is Azek. Built with fire safety in mind, the home has a fully grounded lightning rod system and all drywall is 5/8” fire code certified.

All custom cabinetry, main stairs, music room floor, and game room are hand milled sapele. Ceiling and crown trim are handmade custom plaster. Pool deck marble is Florida rated for non-skid and comfortable temperature. Pool has a salt system and propane heater. The extra details continue with an interesting brick chimney with copper pot, copper turret and gutters, granite curbed drive, Cabot sealed dock, Sunsetter awnings, and full irrigation system. The delicious well water from the Manokin aquafer will have you never buying a bottle of water again!

Indoors featuring both private and entertaining spaces, this four bedroom (6 1/2 bath) home has it all.  The first floor boasts a chef's kitchen with two pantries, one of which has a service bar and commercial dishwasher, main laundry, a cozy family room with wood stove and incredible views, formal dining room and living/music parlor, ensuite game room with wet bar, and elegant master suite with his and hers walk-in closets, large master bath and access to the pool deck.  Upstairs, which can be accessed by the front or back stairs, has three ensuite bedrooms, a separate laundry and ensuite office.  Storage spaces abound
including a walk-up attic accessed by a hidden doorway.  Stroll down your dock for fun on the water, with your boat on the 20,000 lb boat lift.  The almost 3 acre lot also has room for building an additional outbuilding/carriage house.

Don’t miss this rare opportunity to own a very special house!
#MDWO2022536

BERLIN

6513 HAMPTON ROAD

4 Beds

6 Baths

5,000 Sq.Ft.

$3,965,000

MLS#: MDWO2022536

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.
#MDWO2029066

BERLIN

5711 WATERSIDE DRIVE

6 Beds

5 Baths

6,312 Sq.Ft.

$4,100,000

MLS#: MDWO2029066

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