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$6,000,000

  • For Sale
  • Active
  • Single Family
  • 3 Beds
  • 4 Full Baths
  • 5,921 Sq. Ft.
  • 3 Car Garage
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Royal Oak - escape to your own Eastern Shore estate. Anderby Hall is part of an original 1680 land grant. This 12 +/- acre parcel features 3,260' +/- of shoreline (mostly rip rapped) including a tidal pond and island (accessed by bridge)to a private peninsula and private cove. The gated driveway leads to the main house- a 3000 +/- sq.ft. Colonial featuring a great room with fireplace, charming old pine floors and hand hewn ceiling beams. Granite kitchen with island. Primary suite with his/her closets and second floor office/den area. Almost every room offers a gorgeous view of Irish Creek. Brick walkways ways lead to the water side pool. The dock has 5'MLW and you are minutes to the Choptank RIver. Additional 2600 sq. foot guest house. Tennis courts (could be picklebal!l) with gazebo. 30x50 detached 3 car garage, and an additional 1 car garage with workshop and a service shed. Licensed shoreline. Geese, ducks, deer, turkey. Convenient to Easton and St. Michaels Enjoy a lifestyle of luxury, privacy, and natural beauty. Embrace the exclusive charm of waterfront living today!

Full Property Details for 5499 Anderby Hall Rd

General

  • Price: $6,000,000
  • Taxes: $19,088 (2025)
  • Status: Active
  • Type: Single Family
  • Source: BrightMLSMidAtlantic
  • MLS ID: MDTA2011958
  • Updated: 12/17/2025
  • Added to Site: 98 day(s) ago

Interior

  • Rooms/Areas: Living Room, Dining Room, Primary Bedroom, Bedroom 2, Bedroom 3, Kitchen, Sun/Florida Room, Office, Bathroom 2, Bathroom 3, Primary Bathroom
  • 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
  • Fireplace: Yes
  • Number of Fireplaces: 5
  • Fireplace(s): Brick, Equipment, Mantel(s), Screen, Wood
  • 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
  • Flooring: Carpet, Ceramic Tile, Hardwood, Slate, Tile/Brick, Vinyl

Rooms

Bathrooms

  • Total Bathrooms: 4
  • Full Bathrooms: 4
  • Upper Floor Baths: 2
  • Upper - Full Baths: 2
  • Main Floor Baths: 2
  • Main - Full Baths: 2

Bedrooms

  • Total Bedrooms: 3
  • Bedrooms Upper: 2
  • Bedrooms Main & Up: 1

Other Rooms

  • Laundry: Main Floor

Additional Information

  • Pool: Yes
  • Private Pool: Yes
  • Pool Description: Heated, In Ground, Concrete
  • Security/Safety: Exterior Cameras, Motion Detectors, Security Gate, Security System, Smoke Detector, Surveillance Sys

Exterior

  • Exterior Features: Awning(s), Extensive Hardscape, Exterior Lighting, Outbuilding(s), Satellite Dish, Sidewalks, Tennis Court(s)
  • Porch/Patio/Deck: Balcony, Brick, Patio(s), Porch(es), Wrap Around

Parking

  • Garage: Yes
  • Garage Spaces: 3
  • Total Spaces: 3
  • Parking Features: Asphalt Driveway, Circular Driveway, Private
  • Parking Type: Detached Garage, Driveway
  • Garage Description: Garage - Front Entry, Garage Door Opener, Oversized, Additional Storage Area

Location

  • County: TALBOT
  • Subdivision: ROYAL OAK
  • Driving Directions: use GPS
  • Location Details: Creek/Stream

School Information

  • School District: Talbot County Public Schools

Heating & Cooling

  • Central air: Yes
  • Cooling Type: Central A/C, Ceiling Fan(s), Dehumidifier, Programmable Thermostat, Zoned
  • Cooling Fuel: Electric
  • Heating Type: Central, Programmable Thermostat, Zoned
  • Heating Fuel: Propane - Owned
  • Water Heater: Electric

Utilities

  • Sewer: Septic Exists
  • Water: Well
  • Utility Description: Propane, Under Ground

Structural Information

  • Architectural Style: Colonial
  • Structure Type: Detached
  • Construction: Brick, Stick Built
  • Foundation: Crawl Space
  • Walls/Ceilings: Beamed Ceilings, Brick, Cathedral Ceilings, Dry Wall,
  • Doors: Sliding Glass
  • Stories Description: Main, Upper 1
  • Square Feet: 5,921
  • Sq. Ft. Source: Assessor
  • Living Area: 5,921 Sq. Ft.
  • Finished Above Grnd: 5,921 Sq. Ft.
  • Year Built: 1980
  • Year Built Source: Assessor

Additional Structures

  • Other Structures: 2nd Garage, Gazebo, Guest House, Shed, Other, Shed Shop

Lot Features

  • Property View: Creek/Stream, Water
  • Lot Size (Acres): 12.79
  • Lot Size (Sq. Ft.): 557,132
  • Lot Size Source: Assessor
  • Zoning: RC
  • Lot Description: Front Yard, Landscaping, Partly Wooded, Premium, Private, Rear Yard, Road Frontage, Secluded, SideYard(s), Stream/Creek, Trees/Wooded, Pond
  • Fencing (Description): Partially, Split Rail

Water Features

  • Water Front: Yes
  • Water View: Yes
  • Navigable Water: Yes
  • Water Access: Yes
  • Water Access Desc: Boat - Powered, Canoe/Kayak, Fishing Allowed, Personal Watercraft (PWC), Private Access
  • Water Front Type: Creek/Stream
  • Water Front Name: Irish Creek
  • Dock/Slip Conveys: Yes
  • Docks: 1

Financial Considerations

  • Price Per Sq. Ft.: $1,013.34
  • Assessment Year: 2025
  • County Tax: $19,088
  • County Tax Freq: Annually
  • Tax w/Assessment: $2,265,000
  • Tax Amount: $19,088
  • Tax Year: 2025
  • Tax Total Finished Sq. Ft.: 5921

Disclosures and Reports

  • Ownership: Fee Simple
Buyer's Brokerage Compensation: Contact Listing Agent
Not binding unless confirmed by separate agreement among applicable parties.

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— 5499 Anderby Hall Rd —

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NMLS#: 1598647

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NMLS#: 1598647

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Schools serving 5499 Anderby Hall Rd

School District:Talbot County Public Schools
NameGradesDistance
St. Michaels Elementary School
100 Seymour Avenue, Saint Michaels, MD 21663
PK-65.5 mi
St. Michaels Middle/High School
200 Seymour Avenue, Saint Michaels, MD 21663
7-125.4 mi
Easton High School
723 Mecklenburg Avenue, Easton, MD 21601
9-128.6 mi
Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 5499 Anderby Hall Rd Get Price Alerts and Save Property

Date
Details
Price
Change
Source
10/11/2025
Listed
$6,000,000
160.87%
MLS
11/15/2010
Sold
$2,300,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 5499 Anderby Hall Rd

Year
Property Taxes
Change
Tax Assessment
Change
2023
$16,618
—
$2,265,000
4%
2023
$16,618
—
$2,167,800
5%
2023
$16,618
6%
$2,070,600
5%
2022
$15,669
12%
$1,973,400
3%
2020
$13,946
1%
$1,925,133
3%
2021
$13,828
1%
$1,876,867
3%
2020
$13,703
3%
$1,828,600
—
2019
$13,251
5%
$1,828,600
—
2018
$12,606
-2%
$1,828,600
-5%
2017
$12,830
2%
$1,928,400
—
2016
$12,617
1%
$1,928,500
—
2015
$12,443
-11%
$1,928,500
-13%
2014
$13,937
—
$2,214,200
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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5499 Anderby Hall Road, Royal Oak, MD 21662 (MLS# MDTA2011958) is a Single Family property with 3 bedrooms and 4 full bathrooms. 5499 Anderby Hall Road is currently listed for $6,000,000 and was received on October 11, 2025. This property is listed by The Powell Legacy Group of Coldwell Banker Realty from our Salisbury Office.Want to learn more about 5499 Anderby Hall Road? Do you have questions about finding other Single Family real estate for sale in Royal Oak? You can browse all Royal Oak real estate or contact a Coldwell Banker agent to request more information.

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