21485 Island Club Rd

$2,499,000
Price
5
Beds
4,303 Sq. Ft.
$581 / Sq. Ft.
4,303
Sq. Ft.
$581
per Sq. Ft.

Description

Discover the essence of refined Eastern Shore living in this meticulously renovated contemporary waterfront retreat, gracefully set along the tranquil shores of Harris Creek and looking out to the Choptank River. Every detail of this remarkable home exemplifies elegance. Step inside to a breathtaking panorama of water views framed by expansive windows that fill the home with ethereal lighting. Designed for both the passionate cook and the gracious host, the gourmet kitchen features professional-grade...Discover the essence of refined Eastern Shore living in this meticulously renovated contemporary waterfront retreat, gracefully set along the tranquil shores of Harris Creek and looking out to the Choptank River. Every detail of this remarkable home exemplifies elegance. Step inside to a breathtaking panorama of water views framed by expansive windows that fill the home with ethereal lighting. Designed for both the passionate cook and the gracious host, the gourmet kitchen features professional-grade Wolf appliances, a Cambria quartz oversized island, and custom cabinetry. The main level primary suite offers panoramic views of Harris Creek, custom millwork, and a spa-worthy bath showcasing a deep soaking tub and beautifully tiled shower. An additional main-level bedroom with private ensuite provides ideal accommodations for guests. On the second floor, three spacious bedrooms await. One a second private primary suite with custom closet and balcony. Two bedrooms, sharing a thoughtfully designed Jack and Jill bath, all centered around a loft-style lounge. Additional amenities include a thoughtfully designed mudroom and a garage with epoxy-coated floors and sleek Clopay glass garage doors. The covered porch creates a seamless space for indoor-outdoor entertaining. Situated on a large, private lot within an exclusive HOA waterfront community, the property offers a rare sense of seclusion while still providing access to coveted amenities such as a community dock and pool. With all new electric, plumbing, HVAC and more, this house has been taken down to the studs and rebuilt to its timeless architecture. From its elevated finishes to its extraordinary setting, 21485 Island Club Drive captures the essence of luxury coastal living on Maryland’s Eastern Shore.
  1. Listed by Alicia Gannon Dulin • Benson & Mangold, LLC
    P: (410)-200-6378 adulin@bensonandmangold.com

Property Details for 21485 Island Club Road

Tax ID Number
2105193532
Ownership
Fee Simple
Condo Coop Association
No
HOA
Yes
Structure Type
Detached
Style
Contemporary, Coastal
Levels/Stories
2
Furnished
No
LISTING UPDATED: 12/02/2025 10:37 AM

Property Details for 21485 Island Club Road

StatusActive
MLS #MDTA2010266
Days on Market50
Taxes$8,659 / year
HOA Fees$2,292 / year
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeResidential / Fee Simple
Year Built1999
Lot Size0.96 AC / 41,873 SF
CountyTalbot County

Location

Listing Courtesy of Benson & Mangold, LLC
Add your commute

Building Information for 21485 Island Club Road

Stories2Year Built1999Building Size-Lot Size0.96 AC / 41,873 SF

Payment Calculator

$13,261 per month

30 year fixed, 6.28% Interest

Principal and Interest

$12,348

Property Taxes

$722

HOA Dues

$191

The Payment Calculator is for illustrative purposes only.

Property Information for 21485 Island Club Road

Location
Location
  • In City Limits: No
  • 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 Oriented: Yes
  • Navigable Water: Yes
  • Water Body Name: Harris Creek to Choptank River
  • Water Body Type: River
  • Water Frontage In Feet: 170.0
Association / Community Info
Association / Community Info
  • HOA Name: TILGHMAN ON CHESAPEAKECOMMUNITY ASSOCIATION
  • HOA Condo Coop Amenities: Club House, Common Grounds, Marina/Marina Club, Picnic Area, Pool - Outdoor, Swimming Pool
  • Senior Community: No
  • Association Recreation Fee Y/N: No
  • Type of Condo: Home Owner Association
Taxes and Assessment
Taxes and Assessment
  • Tax Year: 2024
  • Tax Assessed Value: $958,867
  • Year Assessed: 2024
  • County Tax: $8,659
  • Improvement Assessed Value: $524,900
  • City Town Tax: $0
  • Land Assessed Value: $347,500
  • Clean Green Assessed: No
  • Municipal Trash: No
  • Land Use Code: R
  • Zoning: RESIDENTIAL
  • Tax Lot: 6
  • School Tax: $0
  • Automatically Update Tax Values Y/N: Yes
Rooms
Main
  • # Bedrooms Count Main Level: 2
  • # Bathrooms Count Main Level: 3
  • # Bathrooms Full Main Level: 2
  • # Bathrooms Half Main Level: 1
All Upper Levels
  • # Bedrooms Count All Upper Levels: 3
  • # Bathrooms Count All Upper Levels: 2
  • # Bathrooms Full All Upper Levels: 2
Upper Level 1
  • # Bedrooms Count Upper Level: 3
  • # Bathrooms Count Upper Level: 2
  • # Bathrooms Full Upper Level: 2
Rooms
  • Room List: Living Room, Dining Room, Primary Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Kitchen, Foyer, Laundry
  • Stories: Main, Upper 1
Rooms Information
Room 1
  • Room Type: Living Room
  • Room Level: Main
  • Room Exists: Yes
  • Room Features: Cathedral/Vaulted Ceiling, Flooring - Carpet
Room 2
  • Room Type: Kitchen
  • Room Level: Main
  • Room Exists: Yes
  • Room Features: Built-Ins, Countertop(s) - Granite, Crown Molding, Flooring - Tile/Brick
Room 3
  • Room Type: Dining Room
  • Room Level: Main
  • Room Exists: Yes
Room 4
  • Room Type: Laundry
  • Room Level: Main
  • Room Exists: Yes
Room 5
  • Room Type: Foyer
  • Room Level: Main
  • Room Exists: Yes
Room 6
  • Room Type: Bedroom 2
  • Room Level: Upper 1
  • Room Exists: Yes
  • Room Features: Flooring - Carpet
Room 7
  • Room Type: Bedroom 3
  • Room Level: Upper 1
  • Room Exists: Yes
  • Room Features: Cathedral/Vaulted Ceiling, Flooring - Carpet, Walk-In Closet(s)
Room 8
  • Room Type: Bedroom 4
  • Room Level: Upper 1
  • Room Exists: Yes
  • Room Features: Flooring - Carpet, Built-Ins, Ceiling Fan(s), Crown Molding
Room 9
  • Room Type: Primary Bedroom
  • Room Level: Main
  • Room Exists: Yes
  • Room Features: Built-Ins, Flooring - HardWood, Walk-In Closet(s), Bathroom - Soaking Tub, Bathroom - Walk-In Shower, Lighting - Recessed
Building Info
Building Info
  • Builder Name: Chance and Associates
  • Year Major Reno Remodel: 2025
  • Total Finished SQFT: 4,303.00
  • Total Finished SQFT Source: Estimated
  • Tax Total Finished SQFT: 3,240.00
  • Total SQFT: 4,303.00
  • Total SQFT Source: Estimated
  • Construction Materials: Frame, HardiPlank Type
  • Roof: Architectural Shingle
  • Wall and Ceiling Types: Dry Wall, Paneled Walls
  • Flooring Type: Hardwood
  • Foundation Details: Crawl Space
  • Room and Floor: Bedrooms-Main Level-1, Bedrooms-Main Level-2, Bathrooms Full-Main Level-1, Bathrooms Full-Main Level-2, Bathrooms Half-Main Level-1, Bedrooms-Upper Level 1-1, Bedrooms-Upper Level 1-2, Bedrooms-Upper Level 1-3, Bathrooms Full-Upper Level 1-1, Bathrooms Full-Upper Level 1-2
  • # Bathrooms Full: 4
  • # Bathrooms Half: 1
  • Other Structure: Above Grade, Below Grade
Lot / Land Information
Lot / Land Information
  • Lot Size Source: Assessor
  • Lot Features: Landscaping, Premium, Rear Yard, Rip-Rapped
  • Location Type: River
  • Parcel ID: 5302213
  • Ground Rent Exists: No
Parking
Parking
  • Type Of Parking: Driveway, Attached Garage
  • Num of Attached Garage Spaces: 2
  • Total Garage Spaces: 2
  • Garage Features: Garage Door Opener, Garage - Side Entry, Inside Access
Interior Features
Interior Features
  • Interior Features: Bathroom - Soaking Tub, Bathroom - Walk-In Shower, Built-Ins, Ceiling Fan(s), Dining Area, Entry Level Bedroom, Family Room Off Kitchen, Floor Plan - Open, Kitchen - Gourmet, Kitchen - Island, Primary Bath(s), Primary Bedroom - Bay Front, Recessed Lighting, Skylight(s), Upgraded Countertops, Walk-in Closet(s), Wood Floors
  • Fireplace: Yes
  • Fireplaces Count: 1
  • Fireplace Features: Gas/Propane, Mantel(s), Marble
  • Appliances: Built-In Microwave, Built-In Range, Dishwasher, Dryer - Front Loading, Energy Efficient Appliances, Exhaust Fan, Instant Hot Water, Microwave, Oven/Range - Gas, Range Hood, Refrigerator, Six Burner Stove, Washer - Front Loading, Water Heater - Tankless
  • Accessibility Features: None
  • Door Features: Double Entry, French
  • Window Features: Energy Efficient, Skylights
  • Laundry Type: Main Floor
Exterior Features
Exterior Features
  • Exterior Features: Extensive Hardscape, Exterior Lighting, Gutter System
  • Outdoor Living Structures: Porch(es), Deck(s), Patio(s)
  • Pool: Yes - Community
Utilities
Utilities
  • Heating: Yes
  • Cooling Type: Central A/C, Ceiling Fan(s)
  • Cooling Fuel: Electric
  • Heating Type: Heat Pump(s)
  • Heating Fuel: Electric
  • Hot Water: Natural Gas, Tankless
  • Water Source: Private
  • Sewer Septic: Public Sewer
Confidential Data
Listing Office
  • List Agent AOR: Mid-Shore Board of REALTORS

Property History for 21485 Island Club Road

DateEvent & SourcePriceAppreciation
Nov 7, 2025

Listed (Active)

BRIGHT #MDTA2010266

$2,499,000
Aug 12, 2021

Closed (Public Record)

Public Record #1468855275

$925,000
Aug 12, 2021

Closed

BRIGHT #MDTA141384

$925,000
Jul 16, 2021

Pending

BRIGHT #MDTA141384

Jul 2, 2021

Listed (Active)

BRIGHT #MDTA141384

Jun 4, 2021

Withdrawn

BRIGHT #MDTA141384

Jun 4, 2021

Listed (Active)

BRIGHT #MDTA141384

$750,000
DateEvent & SourcePrice
11/07/2025

Listed (Active)

BRIGHT #MDTA2010266

$2,499,000
08/12/2021

Closed (Public Record)

Public Record #1468855275

$925,000
08/12/2021

Closed

BRIGHT #MDTA141384

$925,000
07/16/2021

Pending

BRIGHT #MDTA141384

07/02/2021

Listed (Active)

BRIGHT #MDTA141384

06/04/2021

Withdrawn

BRIGHT #MDTA141384

06/04/2021

Listed (Active)

BRIGHT #MDTA141384

$750,000

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

Public Records for 21485 Island Club Road

Taxable ValueLand$347,500Additions$654,600Total$1,002,100
Tax Record2023$7,832 ($653 / month)
Home Facts
Beds0Baths4Total Finished SqFt3,240 SqFtAbove Grade Finished SqFt3,240 SqFtStories2Lot Size41,873 SqFtStyleSingle Family ResidenceYear Built1999CountyTALBOTAPN05-193532Fireplace TypeHas Fireplace

Schools near 21485 Island Club 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
Tilghman 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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21485 Island Club Road is a single family home for sale in Tilghman, MD 21671. This property was listed for sale on November 7, 2025 by Benson & Mangold, LLC, it's currently listed at $2,499,000. It has been on the market for a total of 50 days and was last sold on August 12, 2021. This listing's school district is Talbot County Public Schools. Nearby schools include Tilghman Elementary School, St. Michaels Middle/High School and Easton High School. 21485 Island Club Road is a 5-bed, 5-bath, 4,303 sqft single family home built in 1999.

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 makes no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of Benson & Mangold, LLC

© 2025 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 12/02/2025 10:37 AM