Refine Search

5499 Anderby Hall Road, Royal Oak, MD 21662

$5,000,000
  • 5499 Anderby Hall Road, Royal Oak, MD 21662 Main Photo

87 Total Photos [Click to View All]

ACTIVE Price Reduced by $500,000 on June 4th, 2026
BEDS3 BATHS4 full SQUARE FEET5,921 MLS#MDTA2011958
STATUSACTIVE PROPERTY TYPEResidential - Single Family SUBDIVISIONROYAL OAK SCHOOLTALBOT COUNTY PUBLIC SCHOOLS

Property 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.

5499 Anderby Hall Road | MLS# MDTA2011958

This single family home located at 5499 Anderby Hall Road, Royal Oak, MD 21662 is currently listed for sale with an asking price of $5,000,000. This property was built in 1980 and has 3 bedrooms and 4 full baths with 5921 sq. ft. Anderby Hall Road is located in the ROYAL OAK subdivision within the TALBOT COUNTY PUBLIC SCHOOLS school district. Search ROYAL OAK real estate on mfreeman.maverickrealtyusa.com today.

Property Features

Property Type: Residential - Single Family
Cooling: Central A/C, Ceiling Fan(s), Dehumidifier, Programmab
Fireplaces: 5
Fuel Type: Propane - Owned
Garage: 3
Heating: Central, Programmable Thermostat, Zoned
Home Style: Colonial
Lot Size: 12.79 Acres
Stories: 2.0
Taxes: $19,088
Year Built: 1980

Feature Descriptions

Accessibility: Level Entry - Main
Additional Structures: Above Grade, Below Grade
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
Days on Site: 244
Exterior: Brick, Stick Built
Exterior: Awning(s), Extensive Hardscape, Exterior Lighting, Outbuilding(s), Satellite Dish, Sidewalks, Tennis Court(s)
Fencing: Partially, Split Rail
Fireplace: Brick, Equipment, Mantel(s), Screen, Wood
Flooring: Carpet, Ceramic Tile, Hardwood, Slate, Tile/Brick, Vinyl
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
Lake Name: Irish Creek
Location: Creek/Stream
Lot: Front Yard, Landscaping, Partly Wooded, Premium, Private, Rear Yard, Road Frontage, Secluded, SideYard(s), Stream/Creek, Trees/Wooded, Pond
Lot Dimensions: 12.79 Acre(S)
Parking Features: Asphalt Driveway, Circular Driveway, Private
Parking Notes: 3 Total Parking Spaces
Rooms: Living Room, Dining Room, Primary Bedroom, Bedroom 2,Bedroom 3,Kitchen, Sun/Florida Room, Office, Bathroom 2,Bathroom 3,Primary Bathroom
Sewer: Septic Exists
Special View Info: Creek/Stream, Water
SQFT Above Finished: 5921
SQFT Total Finished: 5921
Structure Type: Detached
Swimming Pool: Heated, In Ground, Concrete
Total Garage/Parking Spaces: 3
Utilities: Propane, Under Ground
Water: Well
Water Access: Boat - Powered, Canoe/Kayak, Fishing Allowed, Personal Watercraft (PWC), Private Access
Waterfront: Private Dock Site, Rip-Rap
Wooded: Yes

Room Sizes

Living Room: 27 x 15 Level - Main
Dining Room: 15 x 15 Level - Main
Kitchen: 24 x 14 Level - Main
Primary Bedroom: 27 x 18 Level - Main
Primary Bathroom: 12 x 11 Level - Main
Sun/Florida Room: 31 x 13 Level - Main
Bathroom 2: 11 x 10 Level - Main
Bedroom 2: 21 x 15 Level - Upper 1
Bedroom 3: 17 x 15 Level - Upper 1
Office: 20 x 13 Level - Upper 1
Bathroom 3: 10 x 6 Level - Upper 1

Local Schools

School District: TALBOT COUNTY PUBLIC SCHOOLS

Listed By / Shown By

Listed By

Agency Name: Coldwell Banker Realty
Agency Phone: 4105434545

Shown By

Agent Name: Marlowe Freeman
Agent Phone: (267) 233-8210
Agency Title: Maverick Realty, LLC

IDX logo

Estimate Your Payment

Estimated Payment

$ 14,176.83 per month $11,127.83 Principal & Interest $1,590.67 Property Tax $1,458.33 Homeowner's Insurance

Change Payment Information

%
years/fixed
yearly
yearly (est.)
(Payments are an estimate and may vary by lender)
Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided 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. Information on this site was last updated 06/04/2026. The listing information on this page last changed on 06/04/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Thu 06/04/2026 12:00:33 AM EST) or Bright MLS (last updated Wed 06/03/2026 11:50:33 PM EST). Real estate listings held by brokerage firms other than Maverick Realty, LLC may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.
Privacy Policy / DMCA Notice / ADA Accessibility

Login to My Homefinder

Pixel