Change Real Estate Presents:

5499 Anderby Hall Road
Royal Oak MD 21662

For Sale: $5,000,000.00 Active

List Date: 2025-10-11

Royal Oak
3 bedrooms
4 bathrooms
5,921 build ft2
12.79 land acres

About This Property

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.

Listing Agent: Valerie P Brown. Coldwell Banker Realty 410-463-3627 val.brown@cbrealty.com

Virtual Tours / Videos

https://youtu.be/zvemor-iJoE?si=qnuX5h8MD8C-CMQ8

Property Features

Location Information
County:
Subdivision: ROYAL OAK
Interior Features
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, WaterHeater
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
Laundry:
Furnished: None
Flooring: Carpet, CeramicTile, Hardwood, Slate, Tile/Brick, Vinyl
Water: Well
Cooling: Central A/C, Ceiling Fan(s), Dehumidifier, Programmable Thermostat, Zoned
Heating: Central, Programmable Thermostat, Zoned
Fireplaces: 5
Windows:
Utilities: Propane, Under Ground
Sewer: Septic Exists
Rooms
Room Type: Bedroom 2
Features: Fireplace - Wood Burning, Flooring - Solid Hardwood, Window Treatments
Level: Upper 1
Room Type: Bedroom 3
Features: Ceiling Fan(s), Fireplace - Wood Burning, Flooring - Solid Hardwood, Window Treatments
Level: Upper 1
Room Type: Office
Features: Attached Bathroom, Attic - Access Panel, Cedar Lined Closet, Flooring - Carpet, Skylight(s), Walk-In Closet(s)
Level: Upper 1
Room Type: Bathroom 3
Features: Bathroom - Tub Shower, Flooring - Ceramic Tile
Level: Upper 1
Room Type: Living Room
Features: Fireplace - Wood Burning, Flooring - Solid Hardwood, Window Treatments
Level: Main
Room Type: Dining Room
Features: Flooring - Solid Hardwood, Lighting - Ceiling, Window Treatments
Level: Main
Room Type: Kitchen
Features: Breakfast Nook, Ceiling Fan(s), Countertop(s) - Granite, Dining Area, Double Sink, Flooring - Other, Flooring - Solid Hardwood, Island, Kitchen - Country, Kitchen - Propane Cooking, Lighting - Pendants, Lighting - Recessed, Window Treatments
Level: Main
Room Type: Primary Bedroom
Features: Ceiling Fan(s), Fireplace - Wood Burning, Flooring - Carpet, Primary Bedroom - Dressing Area, Walk-In Closet(s), Window Treatments
Level: Main
Room Type: Primary Bathroom
Features: Bathroom - Soaking Tub, Bathroom - Walk-In Shower, Double Sink, Flooring - Ceramic Tile, Lighting - Recessed
Level: Main
Room Type: Sun/Florida Room
Features: Ceiling Fan(s), Flooring - Tile/Brick
Level: Main
Room Type: Bathroom 2
Features: Bathroom - Walk-In Shower, Flooring - Vinyl, Lighting - Recessed
Level: Main
Exterior Features
Year Built: 1980
Legal Subdivision: *
Subdivision Name: Royal Oak
Exterior Features: Awning(s), Extensive Hardscape, Exterior Lighting, Outbuilding(s), Satellite Dish, Sidewalks, Tennis Court(s)
Parking: Asphalt Driveway, Circular Driveway, Private
Garage Spaces: 3.0
Schools
Elementary School: None
Junior High School: None
High School: None

IDXListing Courtesy of Valerie P Brown. Coldwell Banker Realty 410-463-3627 val.brown@cbrealty.com

Property Photos [Click to enlarge]

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