5499 Anderby Hall Road • Royal Oak, MD 21662

$5,000,000 Beds: 3 • Baths: 4 full • Sq. Feet: 5921 • MLS ID: MDTA2011958 • Subdivision: ROYAL OAK • School Dist: TALBOT COUNTY PUBLIC SCHOOLS
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. View this listing at: http://kenshomesales.com/mls=MDTA2011958

Property Features

  • Garage: 3
  • Taxes: $19,088
  • Wooded: Yes
  • Exterior: Brick,Stick Built
  • Parking Notes: 3 Total Parking Spaces
  • Special View Info: Creek/Stream,Water
  • Lot Size: 12.79 Acres
  • Lot Dimensions: 12.79 Acre(S)
  • Heating: Central,Programmable Thermostat,Zoned
  • Fuel Type: Propane - Owned
  • Cooling: Central A/C,Ceiling Fan(s),Dehumidifier,Programmab
  • Year Built: 1980
  • Fireplaces: 5
  • Water: Well
  • Sewer: Septic Exists
  • Stories: 2.0
  • Accessibility: Level Entry - Main
  • Additional Structures: Above Grade,Below Grade
  • Fencing Description: Partially, Split Rail
  • Location Description: Creek/Stream
  • Lot Description: Front Yard, Landscaping, Partly Wooded, Premium, Private, Rear Yard, Road Frontage, Secluded, SideYard(s), Stream/Creek, Trees/Wooded, Pond
  • Structure Type: Detached
  • Total Garage/Parking Spaces: 3
  • Parking Features: Asphalt Driveway,Circular Driveway,Private
  • Appliances: Cooktop,Cooktop - Down Draft,Dishwasher,Dryer - Electric,Exhaust Fan,Extra Refrigerator/Freezer,Icemaker,Microwave,Oven - Double,Oven - Self Cleaning,Oven - Wall,Oven/Range - Gas,Refrigerator,Stove,Washer,Water Conditioner - Owned,Water Heater
  • Rooms: Living Room,Dining Room,Primary Bedroom,Bedroom 2,Bedroom 3,Kitchen,Sun/Florida Room,Office,Bathroom 2,Bathroom 3,Primary Bathroom
  • Lake Name: Irish Creek
  • Swimming Pool: Heated,In Ground,Concrete
  • SQFT Total Finished: 5921
  • SQFT Above Finished: 5921
  • Exterior: Awning(s),Extensive Hardscape,Exterior Lighting,Outbuilding(s),Satellite Dish,Sidewalks,Tennis Court(s)
  • Interior: Attic,Bathroom - Jetted Tub,Bathroom - Stall Shower,Bathroom - Tub Shower,Bathroom - Walk-In Shower,Breakfast Area,Built-Ins,Carpet,Cedar Closet(s),Ceiling Fan(s),Combination Kitchen/Dining,Dining Area,Entry Level Bedroom,Exposed Beams,Family Room Off Kitchen,Floor Plan - Traditional,Kitchen - Island,Primary Bath(s),Recessed Lighting,Skylight(s),Upgraded Countertops,Walk-in Closet(s),Water Treat System,Wood Floors,Window Treatments
  • Fireplace: Brick,Equipment,Mantel(s),Screen,Wood
  • Flooring: Carpet,Ceramic Tile,Hardwood,Slate,Tile/Brick,Vinyl
  • Waterfront: Private Dock Site,Rip-Rap
  • Water Access: Boat - Powered,Canoe/Kayak,Fishing Allowed,Personal Watercraft (PWC),Private Access
  • Utilities: Propane,Under Ground

Room Sizes

  • Living Room: 27 x 15 Level: Main
  • Dining Room: 15 x 15 Level: Main
  • Kitchen: 24 x 14 Level: Main
  • Primary Bedroom: 27 x 18 Level: Main
  • Primary Bathroom: 12 x 11 Level: Main
  • Sun/Florida Room: 31 x 13 Level: Main
  • Bathroom 2: 11 x 10 Level: Main
  • Bedroom 2: 21 x 15 Level: Upper 1
  • Bedroom 3: 17 x 15 Level: Upper 1
  • Office: 20 x 13 Level: Upper 1
  • Bathroom 3: 10 x 6 Level: Upper 1

School Information

  • School District: TALBOT COUNTY PUBLIC SCHOOLS
Printed June 04, 2026


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