- Overview
- Description
- Property Details
- Location
- HOA Management
- Facts & Features
- Getting Around
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$1,750,000
Monthly Est:$8,710
5 Beds
- 5 Baths
4 full baths + 1 half bath
4,303sqft
21485 Island Club Rd, Tilghman, MD 21671
$1,750,000
$8,710/moEst:
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Single Family Residence
Built in 1999
$191/mo HOA
41,873 sqft lot
$407/sq.ft
Description
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.
- Houzeo last checked: 12 hours ago
- Listing updated: September 16, 2026 at 12:30 pm
- Listing Provided by: Lish Rachel Gannon (410) 200-6378 | Benson & Mangold, LLC (410) 822-6665
- Source: Bright MLS-NJ | MLS#: MDTA2010266

Property Details
Status
Active
Type
Single Family Residence
No. of Stories
-
County
City
Neighborhood
--
Year Built
1999
HOA Fees
$191/mo
Finished Area
4,303 sqft
Lot Size
41,873 sqft lot
Basement Area
- sqft
MLS Name
Bright MLS
MLS Number
MDTA2010266
MLS Status
ACTIVE-BRIGHT
Days on Market
301

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Location
HOA Management
TILGHMAN ON CHESAPEAKECOMMUNITY ASSOCIATION
HOA Fees
$2,292/ Annually
Amenities
Amenities and services may be covered by one or multiple associations and service providers.
Club House
Pool
Common Area
Picnic Area
Marina/Marina Club
Disclaimer: Amenities are based on third-party information and may vary; buyers must independently verify all amenities, as information is deemed reliable but not guaranteed.
Facts & Features
Rooms
Bedrooms & bathrooms
Bedrooms: 5
Bathrooms: 5
Interior
Sewer
Public Sewer
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
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
Window Features
Energy Efficient, Skylights
Exterior Features
Extensive Hardscape, Exterior Lighting, Gutter System
Flooring
Hardwood
Cooling
Central A/c, Ceiling Fan(s)
Heating
Heat Pump(s)
Construction
Year Built
Year Built: 1999
Home type
Single Family Residence
Property Condition
Excellent
Foundation Details
Crawl Space
Architectural Style
Contemporary, Coastal
Roof
Architectural Shingle
Construction Materials
Frame, Hardi Plank Type
Utilities & Energy
Water Source
Private
Fireplace Features
Gas/propane, Mantel(s), Marble
Association Amenities
Club House, Common Grounds, Marina/marina Club, Picnic Area, Pool Outdoor, Swimming Pool
Other Features
Patio And Porch Features
Porch, Deck, Patio
Lot Features
Landscaping, Premium, Rear Yard, Rip Rapped
Subdivision Name
Tilghman On Chesapeake
Price History
| Date | Event | Price |
|---|---|---|
05/13/2026 Source: | Listed for Sale | $1,950,000 +11.43% $453/sqft |
05/13/2026 Source: | Price Decreased | $1,750,000 -10.26% $407/sqft |
04/29/2026 Source: | Pending | $1,950,000 $453/sqft |
04/03/2026 Source: | Price Decreased | $1,950,000 -21.97% $453/sqft |
11/07/2025 Source: | Listed for Sale | $2,499,000 +170.16% $581/sqft |
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Based on information from Bright MLS through Oct 09, 2026, 02:30PM. Listing information is from various brokers who participate in the Bright MLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. © 2026 Bright MLS, Inc. All Rights Reserved. Click here for more information
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