5499 ANDERBY HALL RD, Royal Oak, MD 21662

• 3 beds |
• 4 baths |
• 5,921 sqft

Property Description

Now offered at an improved price of $5,000,000. Excellent opportunity to own your own private Eastern Shore estate in Royal Oak. Anderby Hall, part of an original 1680 land grant, spans a breathtaking 12+/- acre parcel featuring 3,260’+/- of rip-rapped shoreline. This exceptional property includes a tidal pond, a private cove, and an exclusive island peninsula accessed by bridge. Pass through the gated driveway to discover the main residence: a 3,000+/- sq. ft. Colonial showcasing a great room with a fireplace, charming old pine floors, hand-hewn ceiling beams, and a granite island kitchen. The luxury primary suite features his-and-her closets alongside a second-floor office/den. Nearly every room frames gorgeous, unobstructed views of Irish Creek. Outside, brick walkways lead to a spectacular waterside pool. Boaters will love the private dock offering 5' MLW, located just minutes from the Choptank River. Additional amenities include a 2,600 sq. ft. guest house, tennis courts (easily convertible to pickleball) with a gazebo, a 30x50 detached 3-car garage, an additional 1-car garage with a workshop, and a service shed. Complete with a licensed shoreline and abundant local wildlife (geese, ducks, deer, and turkey), this estate is convenient to Easton and St. Michaels. Experience an unmatched lifestyle of luxury, privacy, and waterfront beauty at an incredible new value.

Listing Status:

Active

Date Added:

October 11, 2025

Data Last Updated:

July 6, 2026 at 7:19PM

Listing Office:

Coldwell Banker Realty : 4105434545

Listing Agent:

Valerie P Brown : 4104633627

MLS ID:

MDTA2011958

Interior

• General: AtticBathroom - Jetted TubBathroom - Stall ShowerBathroom - Tub ShowerBathroom - Walk-In ShowerBreakfast AreaBuilt-InsCarpetCedar Closet(s)Ceiling Fan(s)Combination Kitchen/DiningDining AreaEntry Level BedroomExposed BeamsFamily Room Off KitchenFloor Plan - TraditionalKitchen - IslandPrimary Bath(s)Recessed LightingSkylight(s)Upgraded CountertopsWalk-in Closet(s)Water Treat SystemWood FloorsWindow Treatments
• Rooms: Living RoomDining RoomPrimary BedroomBedroom 2Bedroom 3KitchenSun/Florida RoomOfficeBathroom 2Bathroom 3Primary Bathroom
• Appliances: CooktopCooktop - Down DraftDishwasherDryer - ElectricExhaust FanExtra Refrigerator/FreezerIcemakerMicrowaveOven - DoubleOven - Self CleaningOven - WallOven/Range - GasRefrigeratorStoveWasherWater Conditioner - OwnedWaterHeater
• Laundry: Main Floor
• Flooring: CarpetCeramic tileHardwoodSlateTile brickVinyl
• A/C: Central A/CCeiling Fan(s)DehumidifierProgrammable ThermostatZoned
• Heating: CentralProgrammable ThermostatZonedPropane - Owned
• Fireplace: BrickEquipmentMantel(s)ScreenWoodFireplaceFireplaces: 5
• Disability Feature: Level Entry - Main

Exterior

• General: Awning(s)Extensive HardscapeExterior LightingOutbuilding(s)Satellite DishSidewalksTennis Court(s)Above GradeBelow Grade
• Style: Colonial
• Other Structures: PorchBalconyBrickWrapAroundPatio
• Pool: HeatedIn groundConcrete
• Parking: Asphalt DrivewayCircular DrivewayPrivate

Construction

• General: BrickStick Built2Crawl Space

Location

• Originating MLS: BRIGHT_MAIN
• School District: TALBOT COUNTY PUBLIC SCHOOLS
• County: TALBOT-MD

Lot

• Zoning: RC2102081636
• View: Creek/StreamWater
• Fencing: PartiallySplit Rail
• Waterfront: 3050

Utilities

• Utilities: PropaneUnder ground
• Water: Well
• Sewer: Septic Exists

Financial

• Source: BRIGHT_MAIN