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

Description

Exceptional opportunity to own a private Eastern Shore estate in Royal Oak. Anderby Hall, rooted in an original 1680 land grant, spans 12± breathtaking acres with over 3,260 feet of rip-rapped shoreline. Complete with a tidal pond, private cove, and an exclusive island peninsula connected by bridge, this estate offers unmatched privacy and natural beauty.Pass through the gated entrance to the 3,000± sq. ft. main residence featuring hand-hewn ceiling beams, antique pine floors, a great room with a fireplace, and a gourmet kitchen with a granite island. The main-floor primary suite boasts dual closets, while a second-floor office/den provides a quiet workspace. Nearly every room frames unobstructed views of Irish Creek.Step outside to brick walkways leading to a waterside custom pool. Boaters will appreciate the private deep-water dock (5' MLW) with two slips, offering quick access to the Choptank River. Outstanding property features include a 2,600 sq. ft. guest house, a tennis/pickleball court with a gazebo, a 30'x50' insulated 3-car garage, an additional 1-car garage/workshop, a new well, and a service shed. Enjoy an extraordinary coastal lifestyle surrounded by abundant wildlife, just minutes from St. Michaels and Easton.

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 Sep 26 2026 at 5:58 AM 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)
  • Primary Bath(s)
  • Ceiling Fan(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
$ (+/-)
Sep 25, 2026
Price Changed
$4,000,000
-20%
-$1,000,000
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 9/25/26 22:58