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Listing provided courtesy of Benson & Mangold, LLC- MLS# MDTA2010266MLS ProviderContact Information: [email protected] - 4108226665

21485 ISLAND CLUB ROADTILGHMAN, MD 21671

Single Family · 5 Beds · 4 Full Baths · 1 Half Bath · 4,303 Sq. ft. | 0.96 Acres
$1,950,000 ACTIVE

21485 ISLAND CLUB ROAD Overview

Time on Site:
234 days
Visits:
14

Back on the market due to Buyers unable to fulfill home sale contingency- 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.

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21485 ISLAND CLUB ROAD Facts & Features

  • Type Single Family
  • Sq. ft. 4,303
  • Price/Sq.ft. $453
  • Lot 0.96 Acres

Details

General

Association/HOA

  • Association Amenities: Club House, Common Grounds, Marina/Marina Club, Picnic Area, Pool - Outdoor, Swimming Pool
  • Association Fee: $2,292.00
  • Association Fee Frequency: Annually
  • Association Name: TILGHMAN ON CHESAPEAKECOMMUNITY ASSOCIATION
  • Association: Yes
  • Condo/Coop Association: No

Listing Information

  • Real Estate Owned: No
  • Short Sale: No

Building Information

  • Builder Name: Chance and Associates
  • New Construction: No
  • Pool: Yes - Community
  • Total SQFT: 4303
  • Year Built: 1999

Location/Region

  • Country: US
  • County: TALBOT
  • County Or Parish: TALBOT
  • In City Limits: No
  • Subdivision Name: TILGHMAN ON CHESAPEAKE

Parking Information

  • Total Parking Spaces: 2
  • Type of Parking: Driveway,Attached Garage

Tax Information

  • City/Town Tax Payment Frequency: Annually
  • County Tax: 8659.00
  • County Tax Payment Frequency: Annually
  • Tax Annual Amount: $8,659.00
  • Tax Assessed Value: 958867.00
  • Tax Year: 2024

General Information

  • Furnished: No
  • Municipal Trash: No
  • Property Condition: Excellent
  • Property Type: Residential
  • School District Name: TALBOT COUNTY PUBLIC SCHOOLS
  • Senior Community: No
  • Special Listing Conditions: Standard
  • Vacation Rental: No
  • Year Assessed: 2024
  • Zoning: RESIDENTIAL

Interior

Building Information

  • Cooling Fuel: Electric
  • Heating Fuel: Electric

Parking Information

  • Garage Features: Garage Door Opener,Garage - Side Entry,Inside Access
  • Garage Spaces: 2.00
  • Garage: Yes

Beds/Baths

  • Bathrooms Full: 4
  • Bathrooms Full Main Level: 2
  • Bathrooms Half: 1
  • Bathrooms Half Main Level: 1
  • Bathrooms Total: 5
  • Bedrooms Total: 5

Building Exterior/Construction

  • Structure Type: Detached
  • Wall & Ceiling Types: Dry Wall,Paneled Walls

Building Interior

  • Above Grade Finished Area: 4303
  • Above Grade Finished Area Source: Estimated
  • Above Grade Finished Area Units: Square Feet
  • Below Grade Finished Area: 0
  • Below Grade Finished Area Source: Assessor
  • Below Grade Finished Area Units: Square Feet
  • Central Air: Yes
  • Hot Water: Natural Gas,Tankless
  • Laundry Type: Main Floor

General Information

  • Accessibility Features: None
  • 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
  • Basement: No
  • Cooling: Central A/C, Ceiling Fan(s)
  • Door Features: Double Entry,French
  • Fireplace Features: Gas/Propane,Mantel(s),Marble
  • Fireplace: Yes
  • Fireplaces Total: 1
  • Flooring: Hardwood
  • Foundation Details: Crawl Space
  • 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
  • Levels: 2
  • Living Area: 4303
  • Living Area Source: Estimated
  • Main Level Bathrooms: 3.00
  • Main Level Bedrooms: 2
  • Window Features: Energy Efficient, Skylights

Room Information

  • Room List: Living Room,Dining Room,Primary Bedroom,Bedroom 2,Bedroom 3,Bedroom 4,Kitchen,Foyer,Laundry

Exterior

Lot Information

  • Lot Features: Landscaping, Premium, Rear Yard, Rip-Rapped
  • Lot Size Acres: 0.96
  • Lot Size Source: Assessor
  • Lot Size Square Feet: 41873.00
  • Lot Size Units: Square Feet
  • Water Source: Private

Waterfront/View

  • View: River, Water, Garden/Lawn
  • Water Body Name: Harris Creek to Choptank River
  • Water Body Type: River
  • Water Oriented: Yes
  • Water View: Yes
  • Waterfront Features: Rip-Rap
  • Waterfront: Yes

Building Exterior/Construction

  • Architectural Style: Contemporary, Coastal
  • Construction Materials: Frame, HardiPlank Type
  • Patio And Porch Features: Porch(es), Deck(s), Patio(s)
  • Roof: Architectural Shingle

General Information

  • Exterior Features: Extensive Hardscape, Exterior Lighting, Gutter System
  • Other Structures: Above Grade,Below Grade
  • Sewer: Public Sewer
  • Water Access: Yes

Find, Buy & Move into Your Home with Us.

Instead of having a mortgage team here, an insurance agent there, a REALTOR® down the street, an inspector and a moving company across town, you have one team with one goal and one focus: you. Ask for “All-Inclusive” Buying.

Enjoy the sense of confidence knowing your Long & Foster full team can handle it all. Your agent is supported by a team of specialists in Mortgage, Insurance, Title, Inspection, Moving and Property Management who are there to guide you every step of the way. They’ll make sure things run smoothly, closing happens on time, and you arrive at your dream home according to plan.

Accolades:
98 %
Customer
Satisfaction
4.8

311 Reviews
Top Services:
  • Buying
  • Selling
  • Rental Properties
  • Investment Properties
  • Luxury Properties
Key Advantages:
  • Be your guide with expert knowledge of your area
  • Help find your home and offer objective information and opinions
  • Stand in your corner during negotiations
  • Assist with paperwork and details to get you to closing
  • Connect you to vendors if work is needed

Our mortgage affiliate, Prosperity Home Mortgage, will get you approved for a mortgage before shopping for a home. This will make your offer stand out and give you an edge in a highly competitive market. If you are already pre-approved, no problem, we can take a “second look” and try to get you even better terms.

Accolades:
97 %
Customer
Satisfaction
5.0

3,803 Reviews
Top Services:
  • Fixed & adjustable rate mortgages
  • FHA and VA mortgage programs
  • Rapid Close™
  • USDA Loans
Key Advantages:
  • Full suite of mortgage programs to meet your specific needs
  • Friendly professionals guide through every step of the loan process
  • We help you find and lock in on the market’s best interest rate
  • We work closely with your title company to ensure accurate closing

We help you make good decisions when you’re buying a home and learn how to be a better homeowner after you move-in. We streamline your inspection journey, provide thorough and accurate results, and get you to closing peacefully. Schedule a confirmed inspection online 24x7.

Accolades:
97 %
Customer
Satisfaction
5.0

240 Reviews
Top Services:
  • Home Inspection
  • Radon Gas
  • Termite Inspection
  • Test Indoor Air Quality
  • Pay at Closing*
Key Advantages:
  • Scheduling online 24x7 confirm a convenient date & time for you & your agents
  • High-tech journey makes it easy to sign agreement, make payment, view reports
  • One stop shop for home, radon & termite
  • Knowledgeable, friendly inspectors teach you about your home and property
  • Custom homeowner’s manual teaches you how to maintain your home

* A Long & Foster exclusive benefit. If you work with RGS Title or Sage Title Group and Insight Inspections, your can enjoy a $55 discount and the flexibility to pay for the inspection at settlement. This new approach combines the best of both the title and inspection worlds, creating a seamless and integrated journey.

We carefully examine your new home’s title, get your legal documents in order, and safeguard your investment. With a team of specialists who expect the unexpected, you can anticipate an on-time, worry-free closing.

Accolades:
97 %
Customer
Satisfaction
4.9

Reviews
Top Services:
  • Title Search & Status
  • Title Insurance
  • Document Prep
  • Closing Coordination
  • Filing & Recording
Key Advantages:
  • Ensure that there are no unresolved claims or liens on your home’s title
  • Help secure insurance against unexpected title challenges
  • Prepare closing paperwork to ensure documents are in compliance with laws
  • Coordinate with all parties to schedule final closing
  • File & record your paperwork with the courthouse

We help you secure the proper coverage at a competitive price to protect your largest investment — your home. Our insurance agents work closely with you to understand your risk exposures, educate you on your options, protect you from the unexpected, and develop insurance strategies to offer ongoing service to address your ever-changing insurance needs.

Accolades:
98 %
Customer
Satisfaction
4.9

77 Reviews
Top Services:
  • Home Insurance
  • Auto Insurance
  • Umbrella Insurance
  • Motorcycle, Boat, RV and more
Key Advantages:
  • Specialize in real estate and bundle other policies for savings
  • Work with 10+ leading carriers to secure the best coverage at the best cost
  • Save you time by shopping for you
  • We’re independent - we find and present you with the best offers and let you decide
  • Guide you with ongoing service and support

We ensure a smooth, stress-free move so you can start enjoying your new home as soon as you move in. Whether you’re headed down the street or across the country, our moving specialists will make sure you don’t have to lift a finger.

Accolades:
98 %
Customer
Satisfaction
4.6

953 Reviews
Top Services:
  • Packing & Unpacking
  • Decluttering
  • Storage
  • Local or Long Distance
  • International Moving
Key Advantages:
  • 30-minute guided virtual survey with next business day Guaranteed quote
  • Best Price Guarantee*†
  • 2-months free storage*‡
  • $20,000 full value protection*
  • Personal move concierge - from first call until last box is delivered

* Long & Foster Customers Only. † Examples of qualified movers: any major van line (United, Mayflower, Atlas, North American, etc) for local: JK, Hilldrup, Town and Country, Able, Interstate, All my Sons, Olympia, Gentle Giant. ‡ 2 Months Free Storage Program: If you’re moving from DE, MD, DC or VA and to DE, MD, DC or VA, we offer 2 months of free storage for all of the contents of your home. There is no charge for the storage of the items for 2 months. There is a cost for pickup of the items to go to storage and for delivery of items from storage to the new home.

We are the next generation of property management. With our streamlined processes, best-in-class service, and transparent financial updates, we help investors achieve financial success through real estate.

Accolades:
98 %
Customer
Satisfaction
4.8

120 Reviews
Top Services:
  • Property Surveys
  • Marketing
  • Tenant Screening
  • Maintenance
  • Lease Enforcement
Key Advantages:
  • We’ll guide and help identify the right properties to invest in
  • Use of smart devices, predictive data and analytics to help maintain properties
  • Get more free time when we handle billing and payments
  • We continuously monitor state and federal landlord/tenant laws
  • Become more knowledgeable with quarterly portfolio reviews & guidance

  • Enjoy the sense of confidence knowing your Long & Foster full team can handle it all. Your agent is supported by a team of specialists in Mortgage, Insurance, Title, Inspection, Moving and Property Management who are there to guide you every step of the way. They’ll make sure things run smoothly, closing happens on time, and you arrive at your dream home according to plan.

    Accolades:
    98 %
    Customer
    Satisfaction
    4.8

    311 Reviews
    Top Services:
    • Buying
    • Selling
    • Rental Properties
    • Investment Properties
    • Luxury Properties
    Key Advantages:
    • Be your guide with expert knowledge of your area
    • Help find your home and offer objective information and opinions
    • Stand in your corner during negotiations
    • Assist with paperwork and details to get you to closing
    • Connect you to vendors if work is needed

  • Our mortgage affiliate, Prosperity Home Mortgage, will get you approved for a mortgage before shopping for a home. This will make your offer stand out and give you an edge in a highly competitive market. If you are already pre-approved, no problem, we can take a “second look” and try to get you even better terms.

    Accolades:
    97 %
    Customer
    Satisfaction
    5.0

    3,803 Reviews
    Top Services:
    • Fixed & adjustable rate mortgages
    • FHA and VA mortgage programs
    • Rapid Close™
    • USDA Loans
    Key Advantages:
    • Full suite of mortgage programs to meet your specific needs
    • Friendly professionals guide through every step of the loan process
    • We help you find and lock in on the market’s best interest rate
    • We work closely with your title company to ensure accurate closing

  • We carefully examine your new home’s title, get your legal documents in order, and safeguard your investment. With a team of specialists who expect the unexpected, you can anticipate an on-time, worry-free closing.

    Accolades:
    97 %
    Customer
    Satisfaction
    4.9

    Reviews
    Top Services:
    • Title Search & Status
    • Title Insurance
    • Document Prep
    • Closing Coordination
    • Filing & Recording
    Key Advantages:
    • Ensure that there are no unresolved claims or liens on your home’s title
    • Help secure insurance against unexpected title challenges
    • Prepare closing paperwork to ensure documents are in compliance with laws
    • Coordinate with all parties to schedule final closing
    • File & record your paperwork with the courthouse

  • We help you secure the proper coverage at a competitive price to protect your largest investment — your home. Our insurance agents work closely with you to understand your risk exposures, educate you on your options, protect you from the unexpected, and develop insurance strategies to offer ongoing service to address your ever-changing insurance needs.

    Accolades:
    98 %
    Customer
    Satisfaction
    4.9

    77 Reviews
    Top Services:
    • Home Insurance
    • Auto Insurance
    • Umbrella Insurance
    • Motorcycle, Boat, RV and more
    Key Advantages:
    • Specialize in real estate and bundle other policies for savings
    • Work with 10+ leading carriers to secure the best coverage at the best cost
    • Save you time by shopping for you
    • We’re independent - we find and present you with the best offers and let you decide
    • Guide you with ongoing service and support

  • We help you make good decisions when you’re buying a home and learn how to be a better homeowner after you move-in. We streamline your inspection journey, provide thorough and accurate results, and get you to closing peacefully. Schedule a confirmed inspection online 24x7.

    Accolades:
    97 %
    Customer
    Satisfaction
    5.0

    240 Reviews
    Top Services:
    • Home Inspection
    • Radon Gas
    • Termite Inspection
    • Test Indoor Air Quality
    • Pay at Closing*
    Key Advantages:
    • Scheduling online 24x7 confirm a convenient date & time for you & your agents
    • High-tech journey makes it easy to sign agreement, make payment, view reports
    • One stop shop for home, radon & termite
    • Knowledgeable, friendly inspectors teach you about your home and property
    • Custom homeowner’s manual teaches you how to maintain your home

    * A Long & Foster exclusive benefit. If you work with RGS Title or Sage Title Group and Insight Inspections, your can enjoy a $55 discount and the flexibility to pay for the inspection at settlement. This new approach combines the best of both the title and inspection worlds, creating a seamless and integrated journey.

  • We ensure a smooth, stress-free move so you can start enjoying your new home as soon as you move in. Whether you’re headed down the street or across the country, our moving specialists will make sure you don’t have to lift a finger.

    Accolades:
    98 %
    Customer
    Satisfaction
    4.6

    953 Reviews
    Top Services:
    • Packing & Unpacking
    • Decluttering
    • Storage
    • Local or Long Distance
    • International Moving
    Key Advantages:
    • 30-minute guided virtual survey with next business day Guaranteed quote
    • Best Price Guarantee*†
    • 2-months free storage*‡
    • $20,000 full value protection*
    • Personal move concierge - from first call until last box is delivered

    * Long & Foster Customers Only. † Examples of qualified movers: any major van line (United, Mayflower, Atlas, North American, etc) for local: JK, Hilldrup, Town and Country, Able, Interstate, All my Sons, Olympia, Gentle Giant. ‡ 2 Months Free Storage Program: If you’re moving from DE, MD, DC or VA and to DE, MD, DC or VA, we offer 2 months of free storage for all of the contents of your home. There is no charge for the storage of the items for 2 months. There is a cost for pickup of the items to go to storage and for delivery of items from storage to the new home.

  • We are the next generation of property management. With our streamlined processes, best-in-class service, and transparent financial updates, we help investors achieve financial success through real estate.

    Accolades:
    98 %
    Customer
    Satisfaction
    4.8

    120 Reviews
    Top Services:
    • Property Surveys
    • Marketing
    • Tenant Screening
    • Maintenance
    • Lease Enforcement
    Key Advantages:
    • We’ll guide and help identify the right properties to invest in
    • Use of smart devices, predictive data and analytics to help maintain properties
    • Get more free time when we handle billing and payments
    • We continuously monitor state and federal landlord/tenant laws
    • Become more knowledgeable with quarterly portfolio reviews & guidance

21485 ISLAND CLUB ROAD Neighborhood

Community

21671 (TILGHMAN) Demographics

55
Median Age
145
Population Density (per sq. mile)
31%
College Educated
$53,708
Estimated Median Income
303
Estimated Total Home Owners
50
Estimated Total Renters
86% / 14%
Estimated Owner / Renter Divide
2
Estimated Average Household Size
Community data courtesy of LiveBy, Inc.

Schools

School data courtesy of LiveBy, Inc. School ratings are based on a scale of 1-5, with 5 being the highest rating and 1 being the lowest rating.

21485 ISLAND CLUB ROAD Monthly Cost

$
$ %
%
$
$
* All calculations are estimates and provided by Reliance Network, for informational purposes only. Actual amounts may vary. ** Assumes 6.50% APR, 20% down payment, and conventional 30-year fixed rate first mortgage. Rates cited are for instructional purposes only; current rates are subject to change at any time without notice. You should not make any decisions based simply on the information provided. Additional required amounts such as taxes, insurance, homeowner association dues, assessments, mortgage insurance premiums, flood insurance or other such required payments should also be considered. Contact your mortgage company for current rates and additional information. Any mortgage broker or insurance agent that may appear is independent and is not affiliated with, endorsed by, or provided by the MLS.

21485 ISLAND CLUB ROAD Market Data

Based on the last 30 days in this zip code

$964,777
Average List Price
$399
Average Price per Square Foot
2
Properties Sold
114
Average Days on Market
19
Properties for Sale
Calculations provided by Reliance Network

21485 ISLAND CLUB ROAD History

Date Event Value Agent
5/13/2026Source: BRIGHT MLS Status Change
ACTIVE
4/29/2026Source: BRIGHT MLS Status Change
PENDING
4/3/2026Source: BRIGHT MLS Price Reduction
$1,950,000 -22.0%
11/7/2025Source: BRIGHT MLS Added to Database
November 07, 2025
12/3/2024Source: BRIGHT MLS Added to Database
August 09, 2021