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Talbot
5499 ANDERBY HALL ROAD
$4,000,000
↓ $1M (20%)
● House - For Sale

5499 ANDERBY HALL ROAD

ROYAL OAK, MD 21662
bedrooms
3 Beds
bathrooms
4 Baths
square feet
5,921 Ft²
$21,232
Est. Monthly
0.22%
Cap Rate

About This Property

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.
Unit Size
5,921 Ft²
Days on Market
-
Land Size
12.79 acres
Price per sqft
$676
Property Type
House
Property Taxes
$1,591
HOA Dues
-
Year Built
1980

Listed By

Valerie Brown
Charles C. Powell, Inc. Realtors

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Last updated: 2 months ago (Bright MLS #MDTA2011958)

Price History

Date / Event Date Event Price
Sep 25, 2026 Price Decreased $4,000,000
↓ $1M (20%)
Price Decreased
Jun 4, 2026 Price Decreased $5,000,000
↓ $500K (9.1%)
Price Decreased
Mar 9, 2026 Price Decreased $5,500,000
↓ $500K (8.3%)
Price Decreased
Oct 11, 2025 Listed by Coldwell Banker Realty $6,000,000
Listed by Coldwell Banker Realty
Nov 29, 2024 Listed $6,000,000
Listed
Welcome to 5499 Anderby Hall, a stunning waterfront estate which is steeped in history dating back to a land grant given in 1680 to Richard Peacock , who at that time was the chief surveyor of Talbot County! Just shy of 13 beautiful acres on Irish Creek which is a tributary of the Choptank River, you will enjoy privacy along with serene and tranquil water views from every room of the Main Residence as well as from the spacious Guest House. This very unique offering boasts a park-like setting, 3260' of shoreline, mostly rip-rapped, 3000+ sq. ft. Main Residence, private dock with 5' mlw, a 2693" sq. ft. waterfront Guest House with an additional 3 bedrooms, 2 baths and vaulted ceilings. Entertaining your family and friends will be so easy as they can enjoy the waterside inground Pool, brick Patio, Tennis Court and Gazebo not to mention fishing and boating the waterways! To complete the estate's amenities are a 30' X 50' Detached 3 Car Garage, another Detached Single Car Garage & Workshop, Shed for extra storage, a bridged Tidal Pond and your very own peninsula to explore or simply enjoy the nature that abounds. Security Gates, landscaped grounds, paved circular drive & brick sidewalks and so much more compliment this beautiful estate. The Seller is conveying an historic album relating to the estate as well as another album he has prepared with the many improvements he has made over the 14 years of ownership. This estate combines historic charm with modern elegance. It is not just a home - it's a legacy! Ideal for those seeking tranquility, outdoor recreation or an entertainer's paradise. Close to Easton and St. Michaels, this estate is your gateway to the best of Chesapeake Bay living. Now is the time to escape to the Eastern Shore and enjoy this unique offering as your primary residence or as an amazing getaway from the hustle and bustle of city life! Just imagine yourself on this private point! This could be your very own piece of paradise!
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Property Highlights

Garage
Air Conditioning
Fireplace
With View
Parking Details
Has Garage
Has Open Parking
Parking Features: Circular Driveway, Private, Detached, Garage, Driveway, Asphalt Driveway
Garage Spaces: 3
Interior Details
Full Bathrooms: 4
Interior Features: Breakfast Bar, Built-in Features, Cedar Closet(s), Ceiling Fan(s), Kitchen Island, Recessed Lighting, Walk-In Closet(s), Attic, Bathroom - Jetted Tub, Bathroom - Stall Shower, Bathroom - Tub Shower, Bathroom - Walk-In Shower, Carpet, Combination Kitchen/Dining, Dining Area, Entry Level Bedroom, Exposed Beams, Family Room Off Kitchen, Floor Plan - Traditional, Primary Bath(s), Skylight(s), Upgraded Countertops, Water Treat System, Wood Floors, Window Treatments
Appliances: Cooktop, Dishwasher, Dryer, Exhaust Fan, Refrigerator, Ice Maker, Microwave, Double Oven, Self Cleaning Oven, Gas Oven, Washer, Water Heater, Oven - Wall, Stove, Water Conditioner - Owned
Flooring Type: Carpet, Ceramic Tile, Hardwood, Slate, Brick, Vinyl
Door Features: Sliding Glass
Has Fireplace
Fireplace Features: Brick, Equipment, Mantel(s), Screen, Wood
Fireplaces: 5
Exterior Details
Square Footage: 5921
Square Footage Source: $0
Security Features: Security Gate, Security System, Smoke Detector(s), Exterior Cameras, Motion Detectors, Surveillance Sys
Architectural Style: Colonial
Year Built Source: Assessor
Year Built: 1980
Waterfront Features: Private Dock Site, Rip-Rap
Waterbody Name: Irish Creek
Levels: 2
Other Structures: Above Grade, Below Grade
Construction Materials: Brick, Stick Built
Patio and Porch Features: Patio, Porch, Wrap Around, Balcony, Brick
Pool Features: Heated, In Ground, Concrete
Pool is Private
Lot Features: Front Yard, Wooded, Private, Secluded, Landscaping, Premium, Rear Yard, Road Frontage, SideYard(s), Stream/Creek, Pond
Lot Size Area: 557132
Lot Size Units: Square Feet
Lot Size Acres: 12.79
Lot Size Square Feet: 557132
Water Source: Well
Financial Details
Tax Assessed Value: $2,265,000
Tax Annual Amount: $19,089
Utilities Details
Cooling Type: Central Air, Ceiling Fan(s), Zoned, Dehumidifier, Programmable Thermostat
Heating Type: Central, Zoned, Programmable Thermostat
Sewer : Septic Exists

Building Info

Overview

    General

  • Year Built: 1980
  • Effective Year Built: 1980
  • Building Count: 2
  • Bedroom Count: 0
  • Bathroom Count: 4
  • Full Bathrooms: 4
  • Partial Bathrooms: 4
  • Building Condition: 6
  • Building Quality: 8
  • Construction Type: 0
  • Building Style: 0
  • Exterior Walls Type: 2
  • Interior Walls Type: 0
  • Roof Shape Type: 0
  • Roof Cover Type: 3
  • Floor Count: 200
  • Floor Cover: 0
  • Basement Type: 5
  • Basement Area: 0
  • Garage Type: 4
  • Garage Square Area: 600
  • Parking Space Count: 2
  • Patio Type: 0
  • Porch Type: 7
  • Pool Type: 8
  • Location Influence Type: 23

    Dimensions

  • Lot Size Square Feet: 557,132
  • Total Building Area: 3,924
  • Gross Building Area: 3,924
  • Building Area: 3,924
  • Building Area Measurement: T

    Heating and Cooling

  • Fireplace Count: 1
  • Air Conditioning: 13
  • Heating: 8
  • Heated Square Feet: 3,924
  • Heating Fuel Type: 0

    Utilities

  • Sewer System: 5
  • Water Service: 6

Building

  • Building Type: 0
  • Property Class: R
  • Land Acres: 0000012790
  • Standard Land Use Code: 1001
  • County Land Use Code: R-B001
  • Legal Description 1: 12.79 AC W/S FERRY NECK RD

Neighborhood

  • School District Name: Talbot County Public Schools
  • Census Tract: 960600

Geography

  • Assessors Map Reference: 46 16 101
  • Account Number: 081636
  • District: 02
  • Parcel: 02-081636
  • Latitude: 38.7022
  • Longitude: -76.2097

    Address

  • Full Address: 5499 Anderby Hall Rd
  • Address - House Number: 5499
  • Address - Street Name: Anderby Hall
  • Address - Suffix Type: Rd
  • State: MD
  • City Name: Royal Oak
  • Carrier Code: H062
  • 4-Digit Zip Code: 1214
  • Zip Code: 21662

Valuation

    Tax

  • Tax Year: 2023
  • Tax Amount: $1,661,812

    Appraisal Valuation

  • Standard Deviation: 0.2209
  • Valuation Date: Sep 13, 2023
  • Confidence Score: 69
  • Final Value: 3,701,110
  • High Value: 4,518,775
  • Low Value: 2,883,445

    Market Valuation

  • Market Total Value: $2,265,000
  • Market Land Value: $1,203,300
  • Market Improvement Value: $1,061,700

    Assessments Valuation

  • Assessed Year: 2023
  • Assessed Total Value: $2,070,600

    Exemptions

  • Homeowner Exemption: Yes

    Sales

  • Current Sale Contract Date: Nov 17, 2010
  • Current Sale Recording Date: Nov 17, 2010
  • Current Sale Price:
  • Current Sale Document Type: 27
  • Current Sale Input Document Number: 101048
  • Previous Sale Recording Date: Sep 09, 2010
  • Previous Sale Contract Date: Sep 09, 2010
  • Previous Sale Amount: $1,685,000
  • Previous Sale Document Type: 27
Data used for valuation calculations is provided by RealtyHop, and other third party sources

Comparables

Unit
Status
Type
Beds
Baths
ft²
Price/ft²
Asking Price
Listed On
Closing Price
Sold On
HOA + Taxes

About Talbot


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Frequently Asked Questions

When was property at 5499 Anderby Hall Road built and last sold?
The property at 5499 Anderby Hall Road was built in 1980 and last sold on Nov 17, 2010 for $2,300,000.
How much is this home worth?
The estimated value of the home located at 5499 Anderby Hall Road is $3,914,241.
What are some comparable homes to 5499 Anderby Hall Road?
There are currently no comparable homes to 5499 Anderby Hall Road.