- Overview
- Description
- Property Details
- Location
- Facts & Features
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$4,000,000
Monthly Est:$19,909
3 Beds
- 4 Baths
4 full baths
5,921sqft
5499 Anderby Hall Rd, Royal Oak, MD 21662
$4,000,000
$19,909/moEst:
Get Pre-Approved
Single Family Residence
Built in 1980
$-- HOA
12.79 acres lot
$676/sq.ft
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.
- Houzeo last checked: 8 hours ago
- Listing updated: September 25, 2026 at 12:56 pm
- Listing Provided by: Valerie P Brown (410) 463-3627 | Coldwell Banker Realty (410) 543-4545
- Source: Bright MLS-NJ | MLS#: MDTA2011958

Property Details
Status
Active
Type
Single Family Residence
No. of Stories
-
County
City
Neighborhood
--
Year Built
1980
HOA Fees
-
Finished Area
5,921 sqft
Lot Size
12.79 acres lot
Basement Area
- sqft
MLS Name
Bright MLS
MLS Number
MDTA2011958
MLS Status
ACTIVE-BRIGHT
Days on Market
350

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Location
Facts & Features
Rooms
Bedrooms & bathrooms
Bedrooms: 3
Bathrooms: 4
Interior
Flooring
Carpet, Ceramic Tile, Hardwood, Slate, Tile/brick, Vinyl
Sewer
Septic Exists
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
Exterior Features
Awning(s), Extensive Hardscape, Exterior Lighting, Outbuilding(s), Satellite Dish, Sidewalks, Tennis Court(s)
Interior Features
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
Heating
Central, Programmable Thermostat, Zoned
Cooling
Central A/c, Ceiling Fan(s), Dehumidifier, Programmable Thermostat, Zoned
Construction
Year Built
Year Built: 1980
Home type
Single Family Residence
Foundation Details
Crawl Space
Architectural Style
Colonial
Construction Materials
Brick, Stick Built
Utilities & Energy
Pool Features
Heated, In Ground, Concrete
Fireplace Features
Brick, Equipment, Mantel(s), Screen, Wood
Parking Features
Asphalt Driveway, Circular Driveway, Private
Water Source
Well
Security Features
Exterior Cameras, Motion Detectors, Security Gate, Security System, Smoke Detector, Surveillance Sys
Utilities
Propane, Under Ground
Other Features
Subdivision Name
Royal Oak
Patio And Porch Features
Balcony, Brick, Patio, Porch, Wrap Around
Lot Features
Front Yard, Landscaping, Partly Wooded, Premium, Private, Rear Yard, Road Frontage, Secluded, Side Yard(s), Stream/creek, Trees/wooded, Pond
Price History
| Date | Event | Price |
|---|---|---|
09/25/2026 Source: | Price Decreased | $4,000,000 -20.00% $676/sqft |
06/04/2026 Source: | Price Decreased | $5,000,000 -9.09% $844/sqft |
03/09/2026 Source: | Price Increased | $5,500,000 +37.50% $929/sqft |
10/11/2025 Source: | Listed for Sale | $4,000,000 -33.33% $676/sqft |
10/11/2025 Source: | Price Increased | $6,000,000 +160.87% $1,013/sqft |
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Based on information from Bright MLS through Oct 09, 2026, 02:30PM. Listing information is from various brokers who participate in the Bright MLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. © 2026 Bright MLS, Inc. All Rights Reserved. Click here for more information
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