For Sale181d on market
5499 Anderby Hall Rd
Royal Oak, MD, 21662 • 21662 • Talbot County
$5,500,000
$929/sqft
-$500,000 since Mar 9, 2026
Down payment assistance available
3Beds
4Baths
5,921Sqft
12.8 acLot
1980Built
Property DNA
On the Irish Creek
Private Dock Site, Rip-Rap, Creek/Stream, Boat - Powered, Canoe/Kayak, Fishing Allowed, Personal Watercraft (PWC), Private Access
Scenic Views
Creek/Stream · Water
Colonial Style
Built 1980 · 46 years of history
Royal Oak
21662
Gated & Secured
Exterior Cameras · Motion Detectors · Security Gate
Outdoor Living
Brick · Patio · Porch · Wrap Around
5 Fireplaces
Brick · Equipment · Mantel(s) · Screen · Wood Burning
Special Features
Above Grade · Below Grade · Outbuilding
This home is getting attention
Listed 181 days ago · 453 views · 12 saves
Market activity
Demand and pricing signals for this listing
453 views
People checking out this listing
12 saves
Buyers have saved this home
181 days on market
Established listing
$929/sqft
Price per square foot
About this home
Single Family · Built 1980
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!
Standout features identified
Our analysis highlights water side pool, private cove, and gated driveway as key attractions of this home.
Estimated monthly payment
Based on current rates
$34,640/month
Principal & Interest$27,307
Property Tax$5,500
Insurance$1,833
Down payment20% ($1,100,000)
3%50%
Est. 6.33% rate · 30yr fixed · $4,400,000 loan
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At a glance
Key facts and listing details
TypeSingle Family Residence
Year Built1980
HeatingCentral, Programmable Thermostat, Zoned, Propane
CoolingCentral Air, Ceiling Fan(s), Humidity Control, Programmable Thermostat, Zoned, Electric
Parking3 Garage spaces
Lot12.79 Acres
Days on Zillow181 Days
Price/sqft$929
Property
Home typeSingle Family
Sub-typeSingle Family Residence
StyleColonial
Year built1980
Stories2
Systems
HeatingCentral, Programmable Thermostat, Zoned, Propane
CoolingCentral Air, Ceiling Fan(s), Humidity Control, Programmable Thermostat, Zoned, Electric
ConstructionBrick, Stick Built
Water / SewerWell / Septic Exists
Parking & Outdoor
ParkingGarage Faces Front, Garage Door Opener, Oversized, Storage, Asphalt, Circular Driveway, Private, Detached, Driveway
Garage3 spaces
Fireplaces5
FencingPartial,Split Rail
Lot12.79 Acres
Location & Tax
Neighborhood21662
ZoningRC
Annual tax$19,088
Parcel02081636
Bathrooms & Fees
Full baths4
Features & details
19 categories of property features
Interior Features
Interior
Attic
Bathroom - Stall Shower
Bathroom - Tub Shower
Bathroom - Walk-In Shower
Breakfast Area
Built-in Features
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
Upgraded Countertops
Walk-In Closet(s)
Beamed Ceilings
Cathedral Ceiling(s)
Dry Wall
Vaulted Ceiling(s)
Wood Ceilings
Wood Walls
Appliances
Cooktop
Down Draft
Dishwasher
Dryer
Exhaust Fan
Extra Refrigerator/Freezer
Ice Maker
Microwave
Double Oven
Self Cleaning Oven
Oven
Oven/Range - Gas
Refrigerator
Washer
Water Conditioner - Owned
Water Heater
Water Treat System
Electric Water Heater
Flooring
Carpet
Ceramic Tile
Hardwood
Slate
Tile/Brick
Vinyl
Wood
Heating
Central
Programmable Thermostat
Zoned
Propane
Cooling
Central Air
Ceiling Fan(s)
Humidity Control
Programmable Thermostat
Zoned
Electric
Laundry
Main Level
Fireplace
Brick
Equipment
Mantel(s)
Screen
Wood Burning
Windows
Skylight(s)
Window Treatments
Accessibility
Accessible Entrance
Exterior Features
Exterior
Awning(s)
Extensive Hardscape
Lighting
Satellite Dish
Sidewalks
Tennis Court(s)
Balcony
Parking
Garage Faces Front
Garage Door Opener
Oversized
Storage
Asphalt
Circular Driveway
Private
Detached
Driveway
Construction
Brick
Stick Built
Patio & Porch
Brick
Patio
Porch
Wrap Around
Lot Features
Front Yard
Landscaped
Wooded
Premium
Private
Rear Yard
Secluded
SideYard(s)
Stream/Creek
Pond
Security
Exterior Cameras
Motion Detectors
Security Gate
Security System
Smoke Detector(s)
Views
Creek/Stream
Water
Pool Features
Heated
In Ground
Concrete
Private
Utilities
Propane
Underground Utilities
Other Structures
Above Grade
Below Grade
Outbuilding
Room details
11 rooms detailed
Primary Bedroom
Main27×18 ft486 sqft
Ceiling Fan(s)Fireplace - Wood BurningFlooring - CarpetPrimary Bedroom - Dressing AreaWalk-In Closet(s)Window Treatments
Bedroom2
Upper21×15 ft315 sqft
Fireplace - Wood BurningFlooring - Solid HardwoodWindow Treatments
Bedroom3
Upper17×15 ft255 sqft
Ceiling Fan(s)Fireplace - Wood BurningFlooring - Solid HardwoodWindow Treatments
Primary Bathroom
Main12×11 ft132 sqft
Soaking TubBathroom - Walk-In ShowerDouble SinkFlooring - Ceramic TileRecessed Lighting
Bathroom2
Main11×10 ft110 sqft
Bathroom - Walk-In ShowerFlooring - VinylRecessed Lighting
Bathroom3
Upper10×6 ft60 sqft
Bathroom - Tub ShowerFlooring - Ceramic Tile
Listing insights
Market data and value estimates
StatusFor Sale
Days on market181
Est. value$4,908,000
Est. rent$6,240/mo
Tax rate0.66%
Price/sqft$929
On marketOct 11, 2025
PostedOct 11, 2025
Last sold$2,300,000
MLS updatedMar 9, 2026
Tour days9
Views453
Favorites12
How are the schools in Royal Oak?
2 schools rated nearby
Location
Royal Oak, MD, 21662
Price history
8 events
DateEventPrice$/sqftSource
Mar 9, 2026Price Change$5,500,000$929Bright MLS
Oct 11, 2025Listed For Sale$6,000,000$1,013Bright MLS
Feb 12, 2025Listing Removed$6,000,000$1,013Bright MLS
Nov 29, 2024Listed For Sale$6,000,000$1,013Bright MLS
Nov 17, 2010Sold$2,300,000$388Public Record
Sep 9, 2010Sold$1,685,000$285Public Record
Jun 5, 2010Price Change$1,900,000$321Benson & Mangold, LLC
Apr 17, 2010Listed For Sale$2,150,000$363Benson & Mangold, LLC
Price Change$5,500,000
Mar 9, 2026•$929/sqft•Bright MLS
Listed For Sale$6,000,000
Oct 11, 2025•$1,013/sqft•Bright MLS
Listing Removed$6,000,000
Feb 12, 2025•$1,013/sqft•Bright MLS
Listed For Sale$6,000,000
Nov 29, 2024•$1,013/sqft•Bright MLS
Sold$2,300,000
Nov 17, 2010•$388/sqft•Public Record
Sold$1,685,000
Sep 9, 2010•$285/sqft•Public Record
Price Change$1,900,000
Jun 5, 2010•$321/sqft•Benson & Mangold, LLC
Listed For Sale$2,150,000
Apr 17, 2010•$363/sqft•Benson & Mangold, LLC
Tax history
25 years of records
YearTax paidAssessed value
Apr 10, 2025—$2,265,000
Apr 10, 2024$19,575$2,167,800
Apr 10, 2023$17,712$2,070,600
Apr 10, 2022$15,669$1,973,400
Apr 10, 2021$14,423$1,925,133
Apr 10, 2020$14,061$1,876,867
Apr 10, 2019$13,700$1,828,600
Apr 10, 2018$13,131$1,828,600
Apr 10, 2017$12,486$1,828,600
Apr 10, 2016$12,360$1,928,400
Apr 10, 2015$12,513$1,928,500
Apr 10, 2014$12,360$1,928,500
Apr 10, 2013—$2,214,200
Apr 10, 2012—$2,214,200
Apr 10, 2011—$2,214,200
Apr 10, 2010—$2,845,720
Apr 10, 2009—$2,586,550
Apr 10, 2008—$2,327,380
Apr 10, 2007—$2,068,210
Apr 10, 2006—$1,886,440
Apr 10, 2005—$1,704,670
Apr 10, 2004—$1,522,900
Apr 10, 2003—$1,335,562
Apr 10, 2002—$1,148,226
Apr 10, 2001—$960,890
Nearby homes
Neighborhood details
Local context around this listing
Royal Oak, MD • Talbot County
Nearby cities
BozmanCordovaEastonOxfordQueen AnneRoyal OakSaint MichaelsTrappe
Nearby zip codes
2165421662
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