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!
For sale
Price cut: $500K (3/9)
$5,500,000
5499 Anderby Hall Rd, Royal Oak, MD 21662
3beds
5,921sqft
Est.:
Single Family Residence
Built in 1980
12.79 Acres Lot
$4,874,300 Zestimate®
$929/sqft
$-- HOA
What's special
Water side poolPrivate coveGated drivewayHand hewn ceiling beamsOld pine floorsGreat room with fireplacePrivate peninsula
- 167 days |
- 647 |
- 8 |
Zillow last checked: 7 hours ago
Listing updated: March 09, 2026 at 07:13am
Listed by:
Val Brown 410-463-3627,
Coldwell Banker Realty 4105434545,
Listing Team: The Powell Legacy Group
Source: Bright MLS,MLS#: MDTA2011958
Tour with a local agent
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 4
- Full bathrooms: 4
- Main level bathrooms: 2
- Main level bedrooms: 1
Rooms
- Room types: Living Room, Dining Room, Primary Bedroom, Bedroom 2, Bedroom 3, Kitchen, Sun/Florida Room, Office, Bathroom 2, Bathroom 3, Primary Bathroom
Primary bedroom
- Features: Ceiling Fan(s), Fireplace - Wood Burning, Flooring - Carpet, Primary Bedroom - Dressing Area, Walk-In Closet(s), Window Treatments
- Level: Main
- Area: 486 Square Feet
- Dimensions: 18 X 27
Bedroom 2
- Features: Fireplace - Wood Burning, Flooring - Solid Hardwood, Window Treatments
- Level: Upper
- Area: 315 Square Feet
- Dimensions: 15 X 21
Bedroom 3
- Features: Ceiling Fan(s), Fireplace - Wood Burning, Flooring - Solid Hardwood, Window Treatments
- Level: Upper
- Area: 255 Square Feet
- Dimensions: 15 X 17
Primary bathroom
- Features: Soaking Tub, Bathroom - Walk-In Shower, Double Sink, Flooring - Ceramic Tile, Recessed Lighting
- Level: Main
- Area: 132 Square Feet
- Dimensions: 11 X 12
Bathroom 2
- Features: Bathroom - Walk-In Shower, Flooring - Vinyl, Recessed Lighting
- Level: Main
- Area: 110 Square Feet
- Dimensions: 10 X 11
Bathroom 3
- Features: Bathroom - Tub Shower, Flooring - Ceramic Tile
- Level: Upper
- Area: 60 Square Feet
- Dimensions: 6 X 10
Dining room
- Features: Flooring - Solid Hardwood, Lighting - Ceiling, Window Treatments
- Level: Main
- Area: 225 Square Feet
- Dimensions: 15 X 15
Kitchen
- Features: Breakfast Nook, Ceiling Fan(s), Granite Counters, Dining Area, Double Sink, Flooring - Other, Flooring - Solid Hardwood, Kitchen Island, Kitchen - Country, Kitchen - Propane Cooking, Lighting - Pendants, Recessed Lighting, Window Treatments
- Level: Main
- Area: 336 Square Feet
- Dimensions: 14 X 24
Living room
- Features: Fireplace - Wood Burning, Flooring - Solid Hardwood, Window Treatments
- Level: Main
- Area: 405 Square Feet
- Dimensions: 15 X 27
Office
- Features: Attached Bathroom, Attic - Access Panel, Cedar Closet(s), Flooring - Carpet, Skylight(s), Walk-In Closet(s)
- Level: Upper
- Area: 260 Square Feet
- Dimensions: 13 X 20
Other
- Features: Ceiling Fan(s), Flooring - Tile/Brick
- Level: Main
- Area: 403 Square Feet
- Dimensions: 13 X 31
Heating
- Central, Programmable Thermostat, Zoned, Propane
Cooling
- Central Air, Ceiling Fan(s), Humidity Control, Programmable Thermostat, Zoned, Electric
Appliances
- Included: 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
- Laundry: Main Level
Features
- 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
- Flooring: Carpet, Ceramic Tile, Hardwood, Slate, Tile/Brick, Vinyl, Wood
- Doors: Sliding Glass
- Windows: Skylight(s), Window Treatments
- Has basement: No
- Number of fireplaces: 5
- Fireplace features: Brick, Equipment, Mantel(s), Screen, Wood Burning
Interior area
- Total structure area: 5,921
- Total interior livable area: 5,921 sqft
- Finished area above ground: 5,921
- Finished area below ground: 0
Video & virtual tour
Property
Parking
- Total spaces: 3
- Parking features: Garage Faces Front, Garage Door Opener, Oversized, Storage, Asphalt, Circular Driveway, Private, Detached, Driveway
- Garage spaces: 3
- Has uncovered spaces: Yes
Accessibility
- Accessibility features: Accessible Entrance
Features
- Levels: Two
- Stories: 2
- Patio & porch: Brick, Patio, Porch, Wrap Around
- Exterior features: Awning(s), Extensive Hardscape, Lighting, Satellite Dish, Sidewalks, Tennis Court(s), Balcony
- Has private pool: Yes
- Pool features: Heated, In Ground, Concrete, Private
- Has spa: Yes
- Spa features: Bath
- Fencing: Partial,Split Rail
- Has view: Yes
- View description: Creek/Stream, Water
- Has water view: Yes
- Water view: Creek/Stream,Water
- Waterfront features: Private Dock Site, Rip-Rap, Creek/Stream, Boat - Powered, Canoe/Kayak, Fishing Allowed, Personal Watercraft (PWC), Private Access
- Body of water: Irish Creek
- Frontage type: Road Frontage
- Frontage length: Water Frontage Ft: 3050
Lot
- Size: 12.79 Acres
- Features: Front Yard, Landscaped, Wooded, Premium, Private, Rear Yard, Secluded, SideYard(s), Stream/Creek, Pond
Details
- Additional structures: Above Grade, Below Grade, Outbuilding
- Parcel number: 2102081636
- Zoning: RC
- Special conditions: Standard
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Colonial
- Property subtype: Single Family Residence
Materials
- Brick, Stick Built
- Foundation: Crawl Space
Condition
- New construction: No
- Year built: 1980
Utilities & green energy
- Sewer: Septic Exists
- Water: Well
- Utilities for property: Propane, Underground Utilities
Community & HOA
Community
- Security: Exterior Cameras, Motion Detectors, Security Gate, Security System, Smoke Detector(s)
- Subdivision: Royal Oak
HOA
- Has HOA: No
Location
- Region: Royal Oak
Financial & listing details
- Price per square foot: $929/sqft
- Tax assessed value: $2,265,000
- Annual tax amount: $19,088
- Date on market: 10/11/2025
- Listing agreement: Exclusive Right To Sell
- Ownership: Fee Simple
Estimated market value
$4,874,300
$4.63M - $5.12M
$6,240/mo
Price history
Price history
| Date | Event | Price |
|---|---|---|
| 3/9/2026 | Price change | $5,500,000-8.3%$929/sqft |
Source:  Bright MLS #MDTA2011958 Report a problem | ||
| 10/11/2025 | Listed for sale | $6,000,000$1,013/sqft |
Source: Bright MLS #MDTA2011958 Report a problem | ||
| 2/12/2025 | Listing removed | $6,000,000$1,013/sqft |
Source: Bright MLS #MDTA2009468 Report a problem | ||
| 11/29/2024 | Listed for sale | $6,000,000+160.9%$1,013/sqft |
Source: Bright MLS #MDTA2009468 Report a problem | ||
| 11/17/2010 | Sold | $2,300,000+36.5%$388/sqft |
Source: Public Record Report a problem | ||
| 9/9/2010 | Sold | $1,685,000-11.3%$285/sqft |
Source: Public Record Report a problem | ||
| 6/5/2010 | Price change | $1,900,000-11.6%$321/sqft |
Source: Benson & Mangold, LLC #TA7310681 Report a problem | ||
| 4/17/2010 | Listed for sale | $2,150,000$363/sqft |
Source: Benson & Mangold, LLC #TA7310681 Report a problem | ||
Public tax history
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | -- | $2,265,000 +4.5% |
| 2024 | $19,575 +10.5% | $2,167,800 +4.7% |
| 2023 | $17,712 +13% | $2,070,600 +4.9% |
| 2022 | $15,669 +8.6% | $1,973,400 +2.5% |
| 2021 | $14,423 +2.6% | $1,925,133 +2.6% |
| 2020 | $14,061 +2.6% | $1,876,867 +2.6% |
| 2019 | $13,700 +4.3% | $1,828,600 |
| 2018 | $13,131 +5.2% | $1,828,600 |
| 2017 | $12,486 +1% | $1,828,600 -5.2% |
| 2016 | $12,360 -1.2% | $1,928,400 0% |
| 2015 | $12,513 +1.2% | $1,928,500 |
| 2014 | $12,360 | $1,928,500 -12.9% |
| 2013 | -- | $2,214,200 |
| 2012 | -- | $2,214,200 |
| 2011 | -- | $2,214,200 -22.2% |
| 2010 | -- | $2,845,720 +10% |
| 2009 | -- | $2,586,550 +11.1% |
| 2008 | -- | $2,327,380 +12.5% |
| 2007 | -- | $2,068,210 +9.6% |
| 2006 | -- | $1,886,440 +10.7% |
| 2005 | -- | $1,704,670 +11.9% |
| 2004 | -- | $1,522,900 +14% |
| 2003 | -- | $1,335,562 +16.3% |
| 2002 | -- | $1,148,226 +19.5% |
| 2001 | -- | $960,890 |
Find assessor info on the county website
BuyAbility℠ payment
Est. payment
$30,850/mo
Principal & interest
$27825
Property taxes
$3025
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Climate risks
Neighborhood: 21662
Nearby schools
GreatSchools rating
- 5/10St. Michaels Elementary SchoolGrades: PK-5Distance: 5.5 mi
- 5/10St. Michaels Middle/High SchoolGrades: 6-12Distance: 5.5 mi
Schools provided by the listing agent
- District: Talbot County Public Schools
Source: Bright MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
Local experts in 21662
- Maryland
- Talbot County
- Royal Oak
- 21662
- 5499 Anderby Hall Rd
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