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5711 Waterside DriveBerlin, MD 21811Price: $3,900,000

  • Price: $3,900,000
  • Est. Mortgage of $/month
  • 499 Days on Market
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$
%
$/month over payments
Federal 30-year interest rate: 6.49% last updated on Jul 9, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.
  • $3,900,000List Price
  • 6Bedrooms
  • 6Bathrooms
  • 6,312Square Feet
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.
Listed by Grant K Fritschle of Keller Williams Realty Delmarva

Driving Directions

Railey Vacations
Railey Vacations
Office: 301-387-2124
5 Vacation Way
McHenry, MD 21541

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More Info

Location Information

  • Date Listed03/03/2025
  • ZoningR
  • MLS Area MajorWest Ocean City
  • UsmAreaBerlin - West Ocean City

Basic Information

Location

  • Address5711 Waterside Drive
  • Area Total6,312
  • SubdivisionSouth Point Farms
  • TownBerlin
  • StateMD
  • Zip21811
  • CountyWorcester

Interior

  • FlooringHardwood
  • Appliances Included
    • Dishwasher
    • Dryer
    • Exhaust Fan
    • Freezer
    • Oven - Double
    • Oven/Range - Electric
    • Range Hood
    • Refrigerator
    • Stainless Steel Appliances
    • Washer
  • Heating YNYes
  • CoolingCentral A/C

Property Information

  • Lot Size Square Feet278,348
  • Above Grade Finished Area6312

Amenities

  • Pool FeaturesIn Ground
  • PoolYes - Personal
  • Slips3
  • PricePerSqFt618
  • Other Amenities
    • Beachfront
    • Dock
    • Fireplace
    • Pool
    • Water View
    • Waterfront

Other

  • Other Structures List2nd House, Garage(s), Guest House
  • ExclusionsSee Inventory Addendum
  • View Count1

Basic Information

  • MLS NumberMDWO2029066
  • Ownership InterestFee Simple
  • List Price$3,900,000
  • Square Feet6,312
  • Acreage6.39
  • Year Built1998
  • MLS Property TypeResidential
  • StatusACT

Building

  • Num Detached Garage Spaces6
  • ViewBay, Other, Panoramic, Pond, Scenic Vista, Water
  • Water Oriented YNYes
  • Interior Features2nd Kitchen, Ceiling Fan(s), Kitchen - Gourmet, Kitchen - Island, Primary Bath(s), Primary Bedroom - Bay Front, Upgraded Countertops, Water Treat System, Wet/Dry Bar, Wood Floors, Stove - Wood, Sauna
  • High School DistrictWorcester County Public Schools
  • LocationTypeBayfront
  • Broker NameKeller Williams Realty Delmarva
  • Building Number5711
  • Federal Flood ZoneAE
  • Direction FacesNorth
  • DirectionsFrom Rt 50 take Rt 611/Stephen Decatur Hwy towards Assateague Island. Slight right onto S Point Rd. Turn right onto Waterside Dr. 5711 Waterside Dr is on your left.
  • Num Attached Garage Spaces2
  • Main Level Total Baths3
  • Main Level Bedrooms2
  • Main Level Half Baths1
  • Main Level Full Baths2
  • Upper Level2 Total Baths2
  • Upper Levels Total Full Baths3
  • Upper Levels Total Bedrooms4
  • Upper Levels Total Baths3
  • Upper Level2 Full Baths2
  • Upper Level1 Bedrooms2
  • Upper Level1 Full Baths1
  • Upper Level2 Bedrooms2
  • Upper Level1 Total Baths1
  • Story ListMain, Upper 1, Upper 2
  • Structure Design TypeDetached
  • Construction MaterialsFrame
  • Property StyleContemporary, Art Deco, Coastal
  • Builder NameM&O Builders 2009-2011 remodel and Guest Home
  • Bedrooms6
  • Full Bath5
  • Bathroom6
  • Half Baths1
  • Laundry TypeDryer In Unit, Washer In Unit
  • Levels2.5
  • Fireplace FeaturesGas/Propane, Stone, Wood
  • Fireplace YNYes
  • Fireplace4
  • Garage Type
    • Additional Storage Area
    • Garage - Front Entry
    • Garage - Rear Entry
    • Garage Door Opener
    • Inside Access
    • Oversized
  • Garage Spaces8
  • GarageYes
  • Patio And Porch FeaturesDeck(s), Balconies- Multiple, Patio(s), Porch(es), Screened

Tax Information

  • Total Taxes Payment FrequencyAnnually
  • Tax Year2024
  • Taxes$13,929

Parking

  • Parking FeaturesCircular Driveway, Paved Driveway, Private
  • Parking TypesAttached Garage, Detached Garage, Driveway, Off Street
  • Total Garage And Parking Spaces14

Property

  • Lot Size Dimensions0.00 x 0.00
  • New Construction YNN
  • Lot Description
    • Cleared
    • Cul-de-sac
    • Front Yard
    • Landscaping
    • Pond
    • Poolside
    • Premium
    • Private
    • Rear Yard

Exterior

  • RoofArchitectural Shingle
  • FoundationConcrete Perimeter, Crawl Space
  • Exterior FeaturesExtensive Hardscape, Hot Tub, Outbuilding(s), Exterior Lighting, Lawn Sprinkler, Outside Shower, Private Beach, Other

Utilities

  • Water SourcePrivate/Community Water
  • SewerPrivate Septic Tank
  • Central Air YNYes
  • Cooling FuelElectric, Geothermal
  • Water HeaterElectric
  • Heating FuelElectric, Geo-thermal
  • Heat SystemForced Air
  • Green Energy EfficientHVAC
  • Internet ServicesCable

Water Body

  • Water View YNYes
  • Waterfront FeaturesRip-Rap, Sandy Beach, Navigable Water
  • WaterfrontYes
  • Water Body TypeBay
  • Water Body NameChincoteague Bay, Sinepuxent Bay, Newport Bay
  • Water FeaturesFishing Allowed, Boat - Powered
  • Water AccessYes
  • Tidal Water YNYes
  • Dock Type And FeaturesHoist/Lift Electric, Private
  • Dock Slip Conveyance MultiDeeded
  • Dock1

Copyright 2026 BRIGHT, All Rights Reserved.  Information Deemed Reliable But Not Guaranteed. The data relating to real estate for sale on this website appears in part through the BRIGHT Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms in which Railey Vacations participates, and is provided by BRIGHT through a licensing agreement. The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.Data last updated July 14, 2026. Some properties which appear for sale on this website may no longer be available because they are under contract, have Closed or are no longer being offered for sale.

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