5499 Anderby Hall Road Royal Oak, MD 21662
Listing Courtesy of: BRIGHT IDX / Listed By: Valerie "Val" Powell Brown, Coldwell Banker Realty

  5499 Anderby Hall Road Royal Oak, MD 21662

Active (237 Days)
$5,000,000 (USD)
3
BED
4
BATH
5,921
SQFT

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.

MLS #:
MDTA2011958
Taxes
$19,089(2025)
Lot Size
12.79 acres
Type
Single-Family Home
Year Built
1980
Style
Colonial
School District
Talbot County Public Schools
County
Talbot County

Listed By

Valerie "Val" Powell Brown, Coldwell Banker Realty
Source
BRIGHT IDX
Last checked Jun 4 2026 at 10:44 PM GMT+0000
Bathroom Details
  • Full Bathrooms: 4
Interior Features
  • Dining Area
  • Built-Ins
  • Window Treatments
  • Wood Floors
  • Floor Plan - Traditional
  • Cooktop
  • Dishwasher
  • Extra Refrigerator/Freezer
  • Microwave
  • Washer
  • Refrigerator
  • Oven - Wall
  • Water Heater
  • Combination Kitchen/Dining
  • Exhaust Fan
  • Icemaker
  • Stove
  • Walls/Ceilings: Cathedral Ceilings
  • Oven - Double
  • Entry Level Bedroom
  • Oven/Range - Gas
  • Walls/Ceilings: Beamed Ceilings
  • Breakfast Area
  • Family Room Off Kitchen
  • Upgraded Countertops
  • Kitchen - Island
  • Oven - Self Cleaning
  • Walls/Ceilings: Dry Wall
  • Recessed Lighting
  • Water Conditioner - Owned
  • Walls/Ceilings: Vaulted Ceilings
  • Cooktop - Down Draft
  • Walls/Ceilings: Wood Ceilings
  • Walls/Ceilings: Wood Walls
  • Walls/Ceilings: Brick
  • Skylight(s)
  • Water Treat System
  • Exposed Beams
  • Attic
  • Carpet
  • Dryer - Electric
  • Cedar Closet(s)
  • Walk-In Closet(s)
  • Ceiling Fan(s)
  • Primary Bath(s)
  • Bathroom - Tub Shower
  • Bathroom - Stall Shower
  • Bathroom - Walk-In Shower
  • Bathroom - Jetted Tub
Subdivision
  • Royal Oak
Lot Information
  • Stream/Creek
  • Secluded
  • Private
  • Trees/Wooded
  • Partly Wooded
  • Landscaping
  • Pond
  • Premium
  • Front Yard
  • Rear Yard
  • Sideyard(s)
  • Road Frontage
Property Features
  • Above Grade
  • Below Grade
  • Fireplace: Equipment
  • Fireplace: Mantel(s)
  • Fireplace: Screen
  • Fireplace: Wood
  • Fireplace: Brick
  • Foundation: Crawl Space
Heating and Cooling
  • Zoned
  • Central
  • Programmable Thermostat
  • Central A/C
  • Ceiling Fan(s)
  • Dehumidifier
Pool Information
  • In Ground
  • Heated
  • Concrete
Flooring
  • Tile/Brick
  • Vinyl
  • Hardwood
  • Carpet
  • Ceramic Tile
  • Slate
Exterior Features
  • Brick
  • Stick Built
Utility Information
  • Utilities: Under Ground, Propane
  • Sewer: Septic Exists
  • Fuel: Propane - Owned
Parking
  • Circular Driveway
  • Asphalt Driveway
  • Private
Stories
  • 2
Living Area
  • 5,921 sqft

Listing Price History

Date
Event
Price
% Change
$ (+/-)
Jun 04, 2026
Price Changed
$5,000,000
-9%
-$500,000
Mar 09, 2026
Price Changed
$5,500,000
-8%
-$500,000
Location
   
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Disclaimer: Copyright 2026 Bright MLS IDX. All rights reserved. This information is deemed reliable, but not guaranteed. The information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated 6/4/26 15:44