$ 1,245,500
-
$1,245,500
Price -
5
Bed -
5
Bath -
3,243
SqFt
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About the Listing CBCE2 - 3337613
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.
Listing Highlights
Interior Details
- Bedrooms: 5
- Bathrooms: 4 Full / 1 Half
- Appliances:
- Air Cond: Central A/C
- Heating: Heat Pump(s)
- Fireplaces: 2, 2 Fireplaces
- Floor:
- Above Ground Sq Ft: 3243
- Below Ground Sq Ft: 0
- Basement: Improved,Interior Access
- Other:
- Water: Public
Exterior Details
- Lot Description: Not New Construction,Horse Property: No,In City Limits
- Garage Capacity: 1 car
- Parking Spaces: 1
- Zoning: R-3
- Roof:
- Others:
- Sewer: Public Sewer
- Parking Features: Garage - Side Entry,Detached Garage,1+ Spaces
Financial Details
- Tax Amount: $20,218
- Taxes w/Assessments: N/A
- Tax/Property ID: N/A
- Tax Year: 2025
Payment Calculator
Monthly Payment
- in Principal and Interest
- in Taxes
Questions About..
105 High St Chestertown, MD 21620
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