8781 Tilghman Island Rd

Wittman, MD 21676

$2,995,000
Price
5
Beds
6,487 Sq. Ft.
$462 / Sq. Ft.
6,487
Sq. Ft.
$462
per Sq. Ft.
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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....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.
  1. Listed by Chuck V Mangold Jr. • Benson & Mangold, LLC
    P: (410)-924-8832 chuck@chuckmangold.com

Property Details for 8781 Tilghman Island Road

Tax ID Number
2105185726
Ownership
Fee Simple
Condo Coop Association
No
HOA
No
Structure Type
Detached
Style
Colonial
Levels/Stories
3
Waterfront
Yes
LISTING UPDATED: 07/02/2026 01:53 PM

Property Details for 8781 Tilghman Island Road

StatusActive
MLS #MDTA2014280
Days on Market1
Taxes$15,421 / year
HOA Fees-
Condo/Co-op Fees-
Property TypeSingle Family
MLS TypeResidential / Fee Simple
Year Built2007
Lot Size21.36 AC / 930,442 SF
CountyTalbot County
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Location

Listing Courtesy of Benson & Mangold, LLC
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Building Information for 8781 Tilghman Island Road

Stories3Year Built2007Building Size-Lot Size21.36 AC / 930,442 SF

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$16,210 per month

30 year fixed, 6.36% Interest

Principal and Interest

$14,924

Property Taxes

$1,285

HOA Dues

$0

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Property Information for 8781 Tilghman Island 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: No
  • Water Access: Yes
  • Water Oriented: Yes
  • Navigable Water: Yes
  • Water Body Type: Bay
  • Water Frontage In Feet: 662.0
Association / Community Info
Association / Community Info
  • Senior Community: No
Taxes and Assessment
Taxes and Assessment
  • Tax Year: 2025
  • Tax Assessed Value: $1,870,300
  • Year Assessed: 2026
  • County Tax: $15,421
  • Improvement Assessed Value: $1,700,700
  • Land Assessed Value: $540,200
  • Clean Green Assessed: No
  • Land Use Code: A
  • Zoning: RC
  • School Tax: $0
  • Automatically Update Tax Values Y/N: Yes
Rooms
Main
  • # Bedrooms Count Main Level: 1
  • # Bathrooms Count Main Level: 2
  • # Bathrooms Full Main Level: 1
  • # Bathrooms Half Main Level: 1
All Upper Levels
  • # Bedrooms Count All Upper Levels: 4
  • # Bathrooms Count All Upper Levels: 4
  • # Bathrooms Full All Upper Levels: 4
Upper Level 1
  • # Bedrooms Count Upper Level: 3
  • # Bathrooms Count Upper Level: 3
  • # Bathrooms Full Upper Level: 3
Upper Level 2
  • # Bedrooms Count Upper Level: 1
  • # Bathrooms Count Upper Level: 1
  • # Bathrooms Full Upper Level: 1
Rooms
  • Room List: Living Room, Dining Room, Primary Bedroom, Sitting Room, Bedroom 2, Bedroom 3, Bedroom 4, Bedroom 5, Kitchen, Sun/Florida Room, Office, Storage Room, Bonus Room
  • Stories: Main, Upper 1, Upper 2
Rooms Information
Room 1
  • Room Type: Bonus Room
  • Room Length: 12.0
  • Room Width: 16.0
  • Room Level: Upper 2
  • Room Exists: Yes
Room 2
  • Room Type: Kitchen
  • Room Length: 19.0
  • Room Width: 16.0
  • Room Level: Main
  • Room Exists: Yes
  • Room Features: Island, Kitchen - Gas Cooking
Room 3
  • Room Type: Bedroom 2
  • Room Length: 16.0
  • Room Width: 14.0
  • Room Level: Upper 1
  • Room Exists: Yes
Room 4
  • Room Type: Bedroom 3
  • Room Length: 15.0
  • Room Width: 14.0
  • Room Level: Upper 1
  • Room Exists: Yes
Room 5
  • Room Type: Bedroom 4
  • Room Length: 19.0
  • Room Width: 14.0
  • Room Level: Upper 1
  • Room Exists: Yes
Room 6
  • Room Type: Office
  • Room Length: 19.0
  • Room Width: 14.0
  • Room Level: Upper 1
  • Room Exists: Yes
  • Room Features: Built-Ins
Room 7
  • Room Type: Sitting Room
  • Room Length: 21.0
  • Room Width: 19.0
  • Room Level: Upper 1
  • Room Exists: Yes
  • Room Features: Fireplace - Gas
Room 8
  • Room Type: Storage Room
  • Room Length: 33.0
  • Room Width: 14.0
  • Room Level: Upper 1
  • Room Exists: Yes
  • Room Features: Attic - Finished
Room 9
  • Room Type: Bedroom 5
  • Room Length: 16.0
  • Room Width: 17.0
  • Room Level: Upper 2
  • Room Exists: Yes
Room 10
  • Room Type: Living Room
  • Room Length: 22.0
  • Room Width: 21.0
  • Room Level: Main
  • Room Exists: Yes
  • Room Features: Flooring - HardWood, Fireplace - Gas
Room 11
  • Room Type: Primary Bedroom
  • Room Length: 20.0
  • Room Width: 18.0
  • Room Level: Main
  • Room Exists: Yes
  • Room Features: Flooring - HardWood
Room 12
  • Room Type: Dining Room
  • Room Length: 21.0
  • Room Width: 17.0
  • Room Level: Main
  • Room Exists: Yes
  • Room Features: Flooring - HardWood
Room 13
  • Room Type: Sun/Florida Room
  • Room Length: 42.0
  • Room Width: 10.0
  • Room Level: Main
  • Room Exists: Yes
Building Info
Building Info
  • Total Finished SQFT: 6,487.00
  • Total Finished SQFT Source: Assessor
  • Tax Total Finished SQFT: 6,487.00
  • Total SQFT: 6,487.00
  • Total SQFT Source: Assessor
  • Construction Materials: Brick
  • Ext Main Mid-res: http://bright-media02.prd.brightmls.com/bright/images/0000/8051/1410/5894/805114105894_512_384_WM_QqKp8wlpbxaQ9ymt.jpg
  • Foundation Details: Crawl Space
  • Room and Floor: Bedrooms-Main Level-1, Bathrooms Full-Main Level-1, 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-Upper Level 1-3, Bedrooms-Upper Level 2-1, Bathrooms Full-Upper Level 2-1
  • # Bathrooms Full: 5
  • # Bathrooms Half: 1
  • Other Structure: Above Grade, Below Grade
Lot / Land Information
Lot / Land Information
  • Lot Size Source: Assessor
  • Parcel ID: 5301616
Parking
Parking
  • Type Of Parking: Detached Garage, Driveway, Attached Garage
  • Num of Attached Garage Spaces: 3
  • Num of Detached Garage Spaces: 2
  • Driveway - # of Spaces: 6
  • Total Garage Spaces: 5
  • Parking Features: Asphalt Driveway
  • Garage Features: Garage - Side Entry, Inside Access
Interior Features
Interior Features
  • Interior Features: Attic, Bathroom - Walk-In Shower, Bathroom - Tub Shower, Built-Ins, Carpet, Ceiling Fan(s), Central Vacuum, Dining Area, Entry Level Bedroom, Floor Plan - Traditional, Kitchen - Island, Primary Bath(s), Primary Bedroom - Bay Front, Walk-in Closet(s), Wood Floors
  • Fireplace: Yes
  • Fireplaces Count: 2
  • Fireplace Features: Gas/Propane
  • Appliances: Built-In Microwave, Built-In Range, Central Vacuum, Cooktop, Dishwasher, Dryer, Washer, Water Heater, Stainless Steel Appliances, Refrigerator, Oven - Wall, Extra Refrigerator/Freezer
  • Accessibility Features: None
  • Laundry Type: Main Floor
  • Virtual Tour URL Unbranded: https://vimeo.com/1206530150?fl=ip&fe=ec
Exterior Features
Exterior Features
  • Exterior Features: Outbuilding(s)
  • Outdoor Living Structures: Balcony, Brick, Patio(s), Porch(es), Enclosed
  • Pool: No Pool
Utilities
Utilities
  • Heating: Yes
  • Cooling Type: Central A/C
  • Cooling Fuel: Electric
  • Heating Type: Heat Pump(s)
  • Heating Fuel: Electric
  • Hot Water: Electric
  • Water Source: Well
  • Sewer Septic: Public Sewer
Confidential Data
Listing Office
  • List Agent AOR: Mid-Shore Board of REALTORS
  • List Agent URL: www.chuckmangold.com

Property History for 8781 Tilghman Island Road

DateEvent & SourcePriceAppreciation
Jul 2, 2026

Listed (Active)

BRIGHT #MDTA2014280

$2,995,000—
Jun 23, 2026

Expired

BRIGHT #MDTA2011878

—
May 25, 2026

Price Change

BRIGHT #MDTA2011878

$3,495,000—
DateEvent & SourcePrice
07/02/2026

Listed (Active)

BRIGHT #MDTA2014280

$2,995,000
06/23/2026

Expired

BRIGHT #MDTA2011878

—
05/25/2026

Price Change

BRIGHT #MDTA2011878

$3,495,000

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

Public Records for 8781 Tilghman Island Road

Taxable ValueLand$464,200Additions$1,220,800Total$1,685,000
Tax Record2023$11,421 ($952 / month)
Home Facts
Beds0Baths4.5Total Finished SqFt6,487 SqFtAbove Grade Finished SqFt6,487 SqFtStories3Lot Size930,442 SqFtStyleMiscellaneous ResidentialYear Built2007CountyTALBOTAPN05-185726Fireplace TypeHas Fireplace

Schools near 8781 Tilghman Island Road

This home is within Talbot County Public Schools.
Rating
School
Type
Grades
Distance
Tilghman Elementary School
Public - PK to 5
St. Michaels Middle/High School
Public - 6 to 12
Easton High School
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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More information about 8781 Tilghman Island Road, Wittman, MD 21676

8781 Tilghman Island Road is a single family home for sale in Wittman, MD 21676. This property was listed for sale on July 2, 2026 by Benson & Mangold, LLC, it's currently listed at $2,995,000. It has been on the market for a total of 1 days and was last sold on January 18, 2006. 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. 8781 Tilghman Island Road is a 5-bed, 6-bath, 6,487 sqft single family home built in 2007.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim 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 seller's discretion. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of Benson & Mangold, LLC

© 2026 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 07/02/2026 01:53 PM