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.
For sale
$2,499,000
21485 Island Club Rd, Tilghman, MD 21671
5beds
4,303sqft
Est.:
Single Family Residence
Built in 1999
0.96 Acres Lot
$2,379,900 Zestimate®
$581/sqft
$191/mo HOA
What's special
- 51 days |
- 660 |
- 34 |
Zillow last checked: 8 hours ago
Listing updated: December 02, 2025 at 02:37am
Listed by:
Alicia G Dulin 410-200-6378,
Benson & Mangold, LLC 4108226665
Source: Bright MLS,MLS#: MDTA2010266
Tour with a local agent
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 5
- Bathrooms: 5
- Full bathrooms: 4
- 1/2 bathrooms: 1
- Main level bathrooms: 3
- Main level bedrooms: 2
Rooms
- Room types: Living Room, Dining Room, Primary Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Kitchen, Foyer, Laundry
Primary bedroom
- Features: Built-in Features, Flooring - HardWood, Walk-In Closet(s), Soaking Tub, Bathroom - Walk-In Shower, Recessed Lighting
- Level: Main
Bedroom 2
- Features: Flooring - Carpet
- Level: Upper
Bedroom 3
- Features: Cathedral/Vaulted Ceiling, Flooring - Carpet, Walk-In Closet(s)
- Level: Upper
Bedroom 4
- Features: Flooring - Carpet, Built-in Features, Ceiling Fan(s), Crown Molding
- Level: Upper
Dining room
- Level: Main
Foyer
- Level: Main
Kitchen
- Features: Built-in Features, Granite Counters, Crown Molding, Flooring - Tile/Brick
- Level: Main
Laundry
- Level: Main
Living room
- Features: Cathedral/Vaulted Ceiling, Flooring - Carpet
- Level: Main
Heating
- Heat Pump, Electric
Cooling
- Central Air, Ceiling Fan(s), Electric
Appliances
- Included: Microwave, Built-In Range, Dishwasher, Dryer, Energy Efficient Appliances, Exhaust Fan, Instant Hot Water, Oven/Range - Gas, Range Hood, Refrigerator, Six Burner Stove, Washer, Tankless Water Heater, Gas Water Heater
- Laundry: Main Level, Laundry Room
Features
- Soaking Tub, Bathroom - Walk-In Shower, Built-in Features, Ceiling Fan(s), Dining Area, Entry Level Bedroom, Family Room Off Kitchen, Open Floorplan, Kitchen - Gourmet, Kitchen Island, Primary Bath(s), Primary Bedroom - Bay Front, Recessed Lighting, Upgraded Countertops, Walk-In Closet(s), Dry Wall, Paneled Walls
- Flooring: Hardwood, Wood
- Doors: Double Entry, French Doors
- Windows: Energy Efficient, Skylight(s)
- Has basement: No
- Number of fireplaces: 1
- Fireplace features: Gas/Propane, Mantel(s), Marble
Interior area
- Total structure area: 4,303
- Total interior livable area: 4,303 sqft
- Finished area above ground: 4,303
- Finished area below ground: 0
Video & virtual tour
Property
Parking
- Total spaces: 2
- Parking features: Garage Door Opener, Garage Faces Side, Inside Entrance, Driveway, Attached
- Attached garage spaces: 2
- Has uncovered spaces: Yes
Accessibility
- Accessibility features: None
Features
- Levels: Two
- Stories: 2
- Patio & porch: Porch, Deck, Patio
- Exterior features: Extensive Hardscape, Lighting, Rain Gutters
- Pool features: Community
- Has view: Yes
- View description: River, Water, Garden
- Has water view: Yes
- Water view: River,Water
- Waterfront features: Rip-Rap, River
- Body of water: Harris Creek To Choptank River
- Frontage length: Water Frontage Ft: 170
Lot
- Size: 0.96 Acres
- Features: Landscaped, Premium, Rear Yard, Rip-Rapped
Details
- Additional structures: Above Grade, Below Grade
- Parcel number: 2105193532
- Zoning: RESIDENTIAL
- Special conditions: Standard
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Contemporary,Coastal
- Property subtype: Single Family Residence
Materials
- Frame, HardiPlank Type
- Foundation: Crawl Space
- Roof: Architectural Shingle
Condition
- Excellent
- New construction: No
- Year built: 1999
- Major remodel year: 2025
Details
- Builder name: Chance and Associates
Utilities & green energy
- Sewer: Public Sewer
- Water: Private
Community & HOA
Community
- Subdivision: Tilghman On Chesapeake
HOA
- Has HOA: Yes
- Amenities included: Clubhouse, Common Grounds, Marina/Marina Club, Picnic Area, Pool
- HOA fee: $2,292 annually
- HOA name: TILGHMAN ON CHESAPEAKECOMMUNITY ASSOCIATION
Location
- Region: Tilghman
Financial & listing details
- Price per square foot: $581/sqft
- Tax assessed value: $958,867
- Annual tax amount: $8,659
- Date on market: 11/7/2025
- Listing agreement: Exclusive Right To Sell
- Ownership: Fee Simple
Estimated market value
$2,379,900
$2.26M - $2.50M
$3,493/mo
Price history
Price history
| Date | Event | Price |
|---|---|---|
| 11/8/2025 | Listed for sale | $2,499,000+170.2%$581/sqft |
Source:  Bright MLS #MDTA2010266 Report a problem | ||
| 8/12/2021 | Sold | $925,000+56.8%$215/sqft |
Source: Bright MLS #MDTA141384 Report a problem | ||
| 5/13/2021 | Sold | $590,000$137/sqft |
Source: Public Record Report a problem | ||
Public tax history
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | -- | $1,002,100 +4.5% |
| 2024 | $8,659 +10.5% | $958,867 +4.7% |
| 2023 | $7,832 +13.1% | $915,633 +5% |
Find assessor info on the county website
BuyAbility℠ payment
Est. payment
$12,130/mo
Principal & interest
$9690
Property taxes
$1374
Other costs
$1066
Climate risks
Neighborhood: 21671
Nearby schools
GreatSchools rating
- 4/10Tilghman Elementary SchoolGrades: PK-5Distance: 0.5 mi
- 5/10St. Michaels Middle/High SchoolGrades: 6-12Distance: 8 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.
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