26090 Royal Oak Rd

5,207 Sq. Ft.
$382 / Sq. Ft.
5,207
Sq. Ft.
$382
per Sq. Ft.

Description

Welcome to Terrapin Point, an extraordinary waterfront estate nestled in the heart of Royal Oak, Maryland—one of Talbot County’s most coveted and picturesque settings. Built in 1890, this timeless Victorian residence evokes the charm of a bygone era, blending old-world elegance with the serene beauty of Maryland’s Eastern Shore. Set gracefully on a private point along the tranquil waters of Oak Creek, the property offers sweeping, uninterrupted waterfront views and a rare sense of peace and seclusion....Welcome to Terrapin Point, an extraordinary waterfront estate nestled in the heart of Royal Oak, Maryland—one of Talbot County’s most coveted and picturesque settings. Built in 1890, this timeless Victorian residence evokes the charm of a bygone era, blending old-world elegance with the serene beauty of Maryland’s Eastern Shore. Set gracefully on a private point along the tranquil waters of Oak Creek, the property offers sweeping, uninterrupted waterfront views and a rare sense of peace and seclusion. With minimal boat traffic and protected waters just off the Miles River, Terrapin Point is a true sanctuary for those seeking quiet coastal living and the wonders of nature. A long, tree-lined driveway creates a grand and memorable approach, opening to a storybook setting reminiscent of a Norman Rockwell painting. The home itself is filled with natural light and architectural character, including soaring ceilings, elegant archways, and a stunning dining room with exposed beams that overlooks the water—perfectly framing the estate’s breathtaking surroundings. Designed for both relaxation and entertaining, the home features a spacious kitchen and dining area ideal for hosting, along with an oversize screened porch that invites you to unwind while enjoying gentle breezes off the creek. Outdoors, a beautifully positioned in-ground pool sits just at the water’s edge, offering a resort-like vacation experience. On the edge of the trees sits a beautifully designed potential "glamping" cabin, art or music studio where you can enjoy the birds singing and watch the light through the trees. Perfectly located, the property sits equidistant between the charming towns of Easton and St. Michaels, allowing effortless access to renowned dining, shopping, and cultural attractions while maintaining a peaceful, tucked-away feel. The 12 acre point of land and home embodies the quintessential Eastern Shore lifestyle—refined yet relaxed, elegant yet inviting. A rare offering where timeless architecture, premier waterfront, and an exceptional location come together to create a truly unforgettable property. Seller currently resides at the property in the main floor primary suite. Several pictures have been visually enhanced with virtual staging.
  1. Listed by Kate Koeppen • Chesapeake Bay Real Estate Plus, LLC
    P: (410)-829-0705 katekoeppen@lovsmre.com

Property Details for 26090 Royal Oak Road

Tax ID Number
2102070057
Ownership
Fee Simple
Condo Coop Association
No
HOA
No
Structure Type
Detached
Style
Victorian
Levels/Stories
3
Waterfront
Yes
LISTING UPDATED: 04/19/2026 06:42 PM

Property Details for 26090 Royal Oak Road

StatusActive Under Contract
MLS #MDTA2013440
Days on Market4
Taxes$16,197 / year
HOA Fees-
Condo/Co-op Fees-
Property TypeSingle Family
MLS TypeResidential / Fee Simple
Year Built1890
Lot Size11.59 AC / 504,860 SF
CountyTalbot County

Location

Listing Courtesy of Chesapeake Bay Real Estate Plus, LLC
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Building Information for 26090 Royal Oak Road

Stories3Year Built1890Building Size-Lot Size11.59 AC / 504,860 SF

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Property Information for 26090 Royal Oak Road

Location
Location
  • In City Limits: No
  • Transportation: Airport less than 10 miles
  • School District Name: TALBOT COUNTY PUBLIC SCHOOLS
  • School District County ID: 121138072466
  • SchoolDistrictSource: Listing Agent
  • County: TALBOT
Waterfront / Water Access
Waterfront / Water Access
  • Water View: Yes
  • Water Access: Yes
  • Water Access Features: Private Access
  • Water Oriented: Yes
  • Navigable Water: Yes
  • Tidal Water: Yes
  • Water Body Name: Oak Creek
  • Water Body Type: Creek
  • Water Frontage In Feet: 829.0
  • Docks Count: 1
  • Dock Type and Features: Private
  • Dock/Slip Conveys Y/N: true
  • Dock/Slip Conveyance: Exclusive Use
  • Slips Count: 2
  • Boats Power Count: 2
  • Boats Nonpower Count: 2
  • Mean Low Water Feet: 3.00
Association / Community Info
Association / Community Info
  • Property Manager Y/N: No
  • Senior Community: No
  • Association Recreation Fee Y/N: No
Taxes and Assessment
Taxes and Assessment
  • Tax Year: 2026
  • Tax Assessed Value: $1,633,833
  • Year Assessed: 2024
  • City Town Tax: $16,197
  • Clean Green Assessed: No
  • Municipal Trash: No
  • Land Use Code: RC
  • Loss Mitigation Fee: No
  • Zoning: RC
  • Tax Page Number: 61
  • Automatically Update Tax Values Y/N: No
Lease Information
Lease Information
  • Pets Allowed: Yes
  • Pet Restrictions: No Pet Restrictions
Rooms
Main
  • # Bedrooms Count Main Level: 1
  • # Bathrooms Count Main Level: 2
  • # Bathrooms Full Main Level: 2
  • # Bathrooms Half Main Level: 0
All Upper Levels
  • # Bedrooms Count All Upper Levels: 3
  • # Bathrooms Count All Upper Levels: 3
  • # Bathrooms Full All Upper Levels: 3
  • # Bathrooms Half All Upper Levels: 0
Upper Level 1
  • # Bedrooms Count Upper Level: 2
  • # Bathrooms Count Upper Level: 2
  • # Bathrooms Full Upper Level: 2
  • # Bathrooms Half Upper Level: 0
Upper Level 2
  • # Bedrooms Count Upper Level: 1
  • # Bathrooms Count Upper Level: 1
  • # Bathrooms Full Upper Level: 1
  • # Bathrooms Half Upper Level: 0
Rooms
  • Room List: Living Room, Dining Room, Primary Bedroom, Bedroom 2, Kitchen, Family Room, Great Room, Laundry, Office, Bathroom 2, Bathroom 3, Primary Bathroom, Full Bath, Screened Porch, Additional Bedroom
  • Stories: Main, Upper 1, Upper 2
Rooms Information
Room 1
  • Room Type: Bedroom 2
  • Room Level: Upper 1
  • Room Exists: Yes
  • Room Features: Walk-In Closet(s)
Room 2
  • Room Type: Primary Bedroom
  • Room Level: Upper 1
  • Room Exists: Yes
  • Room Features: Attached Bathroom, Bathroom - Jetted Tub, Bathroom - Walk-In Shower, Flooring - HardWood, Flooring - Engineered Wood, Primary Bedroom - Dressing Area
Room 3
  • Room Type: Primary Bedroom
  • Room Level: Main
  • Room Exists: Yes
Room 4
  • Room Type: Primary Bathroom
  • Room Level: Main
  • Room Exists: Yes
Room 5
  • Room Type: Bathroom 2
  • Room Level: Main
  • Room Exists: Yes
Room 6
  • Room Type: Primary Bathroom
  • Room Level: Upper 1
  • Room Exists: Yes
Room 7
  • Room Type: Bathroom 3
  • Room Level: Upper 1
  • Room Exists: Yes
Room 8
  • Room Type: Screened Porch
  • Room Level: Main
  • Room Exists: Yes
Room 9
  • Room Type: Dining Room
  • Room Level: Main
  • Room Exists: Yes
Room 10
  • Room Type: Family Room
  • Room Level: Main
  • Room Exists: Yes
Room 11
  • Room Type: Kitchen
  • Room Level: Main
  • Room Exists: Yes
Room 12
  • Room Type: Laundry
  • Room Level: Main
  • Room Exists: Yes
Room 13
  • Room Type: Living Room
  • Room Level: Main
  • Room Exists: Yes
Room 14
  • Room Type: Office
  • Room Level: Main
  • Room Exists: Yes
Room 15
  • Room Type: Office
  • Room Level: Upper 1
  • Room Exists: Yes
Room 16
  • Room Type: Additional Bedroom
  • Room Level: Upper 2
  • Room Exists: Yes
Room 17
  • Room Type: Great Room
  • Room Level: Upper 2
  • Room Exists: Yes
Room 18
  • Room Type: Full Bath
  • Room Level: Upper 2
  • Room Exists: Yes
Building Info
Building Info
  • Year Major Reno Remodel: 1996
  • Building Level Count: 3
  • Total Finished SQFT: 5,207.00
  • Total Finished SQFT Source: Estimated
  • Total SQFT: 5,207.00
  • Total SQFT Source: Estimated
  • Main Entrance Orientation: West
  • Construction Materials: Frame
  • Roof: Architectural Shingle
  • Wall and Ceiling Types: Cathedral Ceilings, Vaulted Ceilings
  • Flooring Type: Hardwood, Carpet, Ceramic Tile
  • Basement Type: Connecting Stairway, Improved, Interior Access, Sump Pump, Outside Entrance, Water Proofing System
  • Foundation Details: Brick/Mortar
  • Room and Floor: Bedrooms-Main Level-1, Bathrooms Full-Main Level-1, Bathrooms Full-Main Level-2, Bedrooms-Upper Level 1-1, Bedrooms-Upper Level 1-2, Bathrooms Full-Upper Level 1-1, Bathrooms Full-Upper Level 1-2, Bedrooms-Upper Level 2-1, Bathrooms Full-Upper Level 2-1
  • # Bathrooms Full: 5
  • # Bathrooms Half: 0
  • Other Structure: Garage(s), Office/Studio
Lot / Land Information
Lot / Land Information
  • Lot Size Source: Estimated
  • Lot Features: Secluded, Backs to Trees, Hunting Available, Rip-Rapped, Tidal Wetland, Trees/Wooded, Stream/Creek
  • Road Responsibility: City/County, Private
  • Road Frontage Length: 898.00
  • Location Type: River
  • Additional Parcels: No
  • Ground Rent Exists: No
Parking
Parking
  • Type Of Parking: Driveway, Detached Garage
  • Num of Detached Garage Spaces: 1
  • Driveway - # of Spaces: 10
  • Total Garage Spaces: 1
  • Parking Features: Gravel Driveway
  • Garage Features: Additional Storage Area, Garage - Front Entry
Interior Features
Interior Features
  • Interior Features: Additional Stairway, Bathroom - Soaking Tub, Bathroom - Walk-In Shower, Built-Ins, Cedar Closet(s), Ceiling Fan(s), Crown Moldings, Curved Staircase, Exposed Beams, Family Room Off Kitchen, Floor Plan - Traditional, Kitchen - Gourmet, Primary Bedroom - Bay Front, Recessed Lighting, Skylight(s), Spiral Staircase, Stain/Lead Glass, Stove - Pellet, Studio, Upgraded Countertops, Walk-in Closet(s), Wood Floors
  • Fireplace: Yes
  • Fireplaces Count: 3
  • Fireplace Features: Non-Functioning
  • Appliances: Built-In Range, Dishwasher, Dryer, Oven - Wall, Refrigerator, Six Burner Stove, Washer
  • Accessibility Features: 2+ Access Exits
  • Window Features: Skylights, Screens, Storm, Transom
  • Laundry Type: Main Floor
Exterior Features
Exterior Features
  • Exterior Features: Exterior Lighting, Flood Lights, Gutter System, Outbuilding(s)
  • Outdoor Living Structures: Deck(s), Enclosed, Porch(es), Screened, Wrap Around
  • Pool: Yes - Personal
  • Personal Pool Features: In Ground
  • Horse: No
Utilities
Utilities
  • Heating: Yes
  • Cooling Type: Central A/C
  • Cooling Fuel: Electric
  • Heating Type: Heat Pump(s)
  • Heating Fuel: Propane - Owned
  • Hot Water: Electric
  • Water Source: Private
  • Sewer Septic: Septic Exists
Confidential Data
Listing Office
  • List Agent AOR: Mid-Shore Board of REALTORS
  • List Agent URL: www.lovestmichaelsrealestate.com

Property History for 26090 Royal Oak Road

DateEvent & SourcePriceAppreciation
Apr 19, 2026

Active Under Contract

BRIGHT #MDTA2013440

Apr 16, 2026

Listed (Active)

BRIGHT #MDTA2013440

$1,990,000
Nov 14, 2025

Withdrawn

BRIGHT #MDTA2009634

DateEvent & SourcePrice
04/19/2026

Active Under Contract

BRIGHT #MDTA2013440

04/16/2026

Listed (Active)

BRIGHT #MDTA2013440

$1,990,000
11/14/2025

Withdrawn

BRIGHT #MDTA2009634

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 26090 Royal Oak Road

Taxable ValueLand$1,068,700Additions$701,100Total$1,769,800
Tax Record2023$5,721 ($477 / month)
Home Facts
Beds0Baths2.5Total Finished SqFt4,343 SqFtAbove Grade Finished SqFt4,343 SqFtStories3Lot Size504,860 SqFtStyleSingle Family ResidenceYear Built1890CountyTALBOTAPN02-070057Fireplace TypeHas Fireplace

Schools near 26090 Royal Oak Road

This home is within Talbot County Public Schools.
Rating
School
Type
Grades
Distance
Public - PK to 5
Public - 6 to 12
Public - 9 to 12
Rating
School
Distance
St. Michaels Elementary School
PublicPK to 5

St. Michaels Middle/High School
Public6 to 12

Easton High School
Public9 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of Chesapeake Bay Real Estate Plus, LLC

© 2026 Bright MLS. All rights reserved. All information is deemed reliable, but accuracy is not guaranteed. Listing information is from various brokers who participate in IDX and not all listings may be visible on the site. The property information being provided is for the consumer’s personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated on 04/19/2026 06:42 PM