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.
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Listing Snapshot
Price
$1,245,500
Days On Site
330 Days
Bedrooms
5
Inside Area (SqFt)
3,243 sqft
Total Baths
5
Full Baths
4
Partial Baths
1
Lot Size
0.06 Acres
Year Built
1863
MLS® Number
MDKE2005890
Status
Active
Property Tax
$20,218
HOA/Condo/Coop Fees
N/A
Sq Ft Source
Assessor
Friends & Family
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Recent Activity
a month ago
Listing updated with changes from the MLS®
3 months ago
Price changed to $1,245,500
11 months ago
Listing first seen on site
General Features
Acres
0.06
Cross Street
Water Street
Foundation
Permanent
Garage
Yes
Garage Spaces
1
Levels
Three Or More
Parking
GarageDetached
Parking Spaces
1
Property Sub Type
Single Family Residence
Sewer
Public Sewer
Special Circumstances
Standard
SqFt Above
3243
SqFt Total
4235
Style
Victorian
Water Source
Public
Zoning
R-3
Interior Features
Appliances
Gas Water Heater
Basement
Interior Entry
Cooling
Central AirElectric
Fireplace
Yes
Fireplaces
2
Heating
ElectricPropaneHeat Pump
Bathroom 1
Bathroom 2
Bedroom 1
Bedroom 2
Bedroom 3
Half Bath
Level - Main
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Exterior Features
Construction Details
Frame
Patio And Porch
PorchPatio
Pool Features
None
View
WaterRiverScenic
Waterfront Features
River Front
Waterview
WaterRiverScenic
Community Features
School District
KENT COUNTY PUBLIC SCHOOLS
Schools
School District
KENT COUNTY PUBLIC SCHOOLS
Elementary School
Unknown
Middle School
Unknown
High School
Unknown
Listing courtesy of Coldwell Banker Chesapeake Real Estate Company
