Listed price in listed location currency (USD).
$2,995,000

565

MLS® MDTA2014280

  • Key Facts
  • Description
  • Rooms
  • Map

Key Facts

Type Single Family Residence
Levels Residential
Size 6487 sqft
Garage Yes
Taxes $15,421
Lot Size 21.360001 Acres
Approx. Age 2007
Avg. Price Per Sqft $461
MLS® Number MDTA2014280

Property Address: 8781 Tilghman Island Rd, WITTMAN, MD, 21676

Average square foot calculated using Size range provided by listing agent.

Description

8781 Tilghman Island Road presents a rare opportunity to own a custom-designed, Daffin-built Chesapeake Bay estate set on 21±acres between historic St. Michaels and Tilghman Island. Constructed with a timeless brick exterior and encompassing approximately 6, 500± square feet, this five-bedroom, five-and-a-half-bath residence was thoughtfully designed to embrace its extraordinary waterfront setting, where expansive Chesapeake Bay views and unforgettable western sunsets become part of everyday life. The home's classic architecture is highlighted by stacked waterfront porches, a spacious front balcony, and walls of windows that capture panoramic views from nearly every principal room. Two gas fireplaces add warmth to the generous living spaces, while abundant storage and a thoughtful floor plan provide comfort and functionality for both everyday living and entertaining. The main level is anchored by a spacious waterfront primary suite featuring a walk-in closet, oversized water closet, an en-suite bath with a tile walk-in shower and a separate tub, and a private enclosed porch overlooking the Bay. Upstairs, three generously sized en-suite bedrooms offer exceptional accommodations. Two bedrooms open to the front balcony, while the waterfront suite enjoys direct access to the upper waterfront porch. The third floor offers an additional en-suite bedroom along with a versatile bonus room ideal as a home office, craft room, playroom, fitness space, or additional storage. Outside, approximately 662± feet of riprapped Chesapeake Bay shoreline frames the property, while mature trees create a beautiful natural setting. Approximately four acres lie outside of the agricultural assessment, with the remaining acreage benefiting from agricultural tax status. Positioned along the Eastern Bay Water Trail, the property offers experienced kayakers direct access to one of the region's premier paddling routes and the opportunity to explore the Chesapeake Bay from your own shoreline. A detached garage offers exceptional flexibility and could serve as a future pool house, workshop, studio, or, where permitted, guest accommodations. The home is equipped with five-zone heat pumps with central air conditioning, along with separate ductless HVAC systems serving both waterfront porches and the detached garage, providing year-round comfort throughout the property. Combining quality craftsmanship, a premier Chesapeake Bay location, and over 21± acres of land, this exceptional waterfront estate offers an increasingly rare opportunity to enjoy privacy, space, and some of the Eastern Shore's most spectacular sunset views.
MLS® NumberMDTA2014280
Laundry LevelMain
Central VacNo
FireplaceYes
Acreage
Exterior
GarageYes
Approx. Age2007
Basement
DrivewayAsphalt Driveway, Detached Garage, Driveway, Attached Garage
Garage Spaces
HeatHeat Pump(s), Electric
A/CCentral A/C, Electric

Extras

Rooms

Other:19 × 21 ft
Office:14 × 19 ft
Other:14 × 33 ft
Other:18 × 20 ft
Bedroom 3:14 × 15 ft
Living Room:21 × 22 ft
Bedroom 4:14 × 19 ft
Bedroom 5:17 × 16 ft
Bonus Room:16 × 12 ft
Kitchen:16 × 19 ft
Dining Room:17 × 21 ft
Other:10 × 42 ft
Bedroom 2:14 × 16 ft

Price History

-End Date
-Sold Price

Pending

Jul 2, 2026List Date
$2,995,000List Price
-End Date
Not Sold YetSold Price

For Sale

Sep 15, 2025List Date
$3,495,000List Price
  • Commute

Commute

Starting Address
Destination Address
8781 Tilghman Island Rd, Wittman, MD

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