5499 Anderby Hall Rd, ROYAL OAK, MD

$5,000,000

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3

Beds

4

Baths

5,921

Square feet

12.79

Acres

About 5499 Anderby Hall Rd

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, new well, 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.

Features of 5499 Anderby Hall Rd

MLS® # MDTA2011958
Price $5,000,000
Bedrooms 3
Bathrooms 4.00
Full Baths 4
Square Footage 5,921
Acres 12.79
Year Built 1980
Type Residential
Sub-Type Detached
Style Colonial
Status Active

Community Information

Address 5499 Anderby Hall Rd
Subdivision ROYAL OAK
City ROYAL OAK
County TALBOT-MD
State MD
Zip Code 21662

Amenities

Amenities Attic, Bathroom - Jetted Tub, Bathroom - Stall Shower, Bathroom - Tub Shower, Bathroom - Walk-In Shower, Built-Ins, Carpet, Cedar Closet(s), Ceiling Fan(s), Entry Level Bedroom, Exposed Beams, Primary Bath(s), Recessed Lighting, Skylight(s), Upgraded Countertops, Walk-in Closet(s), Water Treat System, Wood Floors, Window Treatments
Utilities Propane, Under Ground
Parking Asphalt Driveway, Circular Driveway, Private
# of Garages 3
Garages Garage - Front Entry, Garage Door Opener, Oversized, Additional Storage Area
View Creek/Stream, Water
Is Waterfront Yes
Waterfront Creek/Stream
Has Pool Yes
Pool Heated, In Ground, Concrete

Interior

Interior Features Floor Plan - Traditional
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
Heating Central, Programmable Thermostat, Zoned
Cooling Central A/C, Ceiling Fan(s), Dehumidifier, Programmable Thermostat, Zoned
Has Basement No
Fireplace Yes
# of Fireplaces 5
Fireplaces Brick, Equipment, Mantel(s), Screen, Wood
Stories 2

Exterior

Exterior Brick
Exterior Features Awning(s),Extensive Hardscape,Exterior Lighting,Outbuilding(s),Satellite Dish,Sidewalks,Tennis Court(s),Balcony,Brick,Patio(s),Porch(es),Wrap Around,Partially,Split Rail,Heated,In Ground,Concrete
Lot Description Front Yard, Landscaping, Partly Wooded, Premium, Private, Rear Yard, Road Frontage, Secluded, SideYard(s), Stream/Creek, Trees/Wooded, Pond
Construction Brick, Stick Built
Foundation Crawl Space

School Information

District TALBOT COUNTY PUBLIC SCHOOLS

Additional Information

Date Listed October 11th, 2025
Days on Market 332
Zoning RC
Foreclosure No
Short Sale No
RE / Bank Owned No

Listing Details

OfficeColdwell Banker Realty

Listing Map

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