105 HIGH St, Chestertown, MD 21620
- Beds
- 5
- Baths
- 5
- Sqft
- 3,243
- Garage
- Yes
View property features, location on map, relevant school information and overview from seller's agent.
- 1
- 0
Overview
Rebuilt in 1863, the Tilley Residence showcases classic Second Empire architecture on one of Chestertown’s most prominent historic corners across from the Custom House, one of the first British Royal Ports of Entry to the Americas. Completely restored in 2025 by one of the Eastern Shore’s iconic builders, the home blends historic character with modern comfort through thoughtful updates, new systems, and refined living spaces. Just one block to the waterfront promenade or to morning coffee at Evergrain, the location captures the rhythm of Chestertown living—laid back yet polished, historic yet vibrant. This is more than a home; it is an irreplaceable asset and a true legacy property within one of Maryland’s most beloved waterfront towns.
Location
Full feature list
Basic info
- Property type
- Other residential
- Number of bedrooms
- 5
- Number of bathrooms
- 5
- Square feet
- 3,243
- Lot size (acres)
- 0.06
- Year built
- 1863
Interior features
- Basement
- Yes
- Fireplaces
- 2
Garage and parking
- Garage parking spaces
- 1
Utilities
- Heating
- Electric
- Cooling
- Central Air
- Sewer
- Public Sewer
- Water
- Public Water
Taxes
- Tax Annual Amount (2025)
- $20,218
Public schools
Disclaimer: Certain information displayed on this listing has been derived from parties other than Final Offer, LLC. Information provided and their sources have been deemed reliable, but accuracy of information is not guaranteed and therefore should be independently verified.
Sourced from: Bright MLS MLS®#: MDKE2005890 Last checked: …
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