Victorian
105 HIGH STREET
CHESTERTOWN , MD 21620
MLS#: MDKE2005890
$1,395,500
Property
Beds
5
Full Baths
4
1/2 Baths
1
Year Built
1863
Sq.Footage
3,243
This masterpiece is finally complete. Rebuilt in 1863, the Tilley Residence showcases classic Second Empire style on one of Chestertown’s most prominent corners, neighboring Widehall and the Custom House. Expertly restored in 2024–2025 by one of Kent County’s premier builders, the home offers new HVAC, electrical, plumbing, roofing, flooring, and a refreshed open layout. Custom kitchen and baths balance modern comfort with timeless character. A grand three-story staircase and arched entryways welcome you inside. The front porch overlooks town and offers water views. The primary suite includes a fireplace, walk-in closet, and a tiled shower room with views from two sides. The Mansard roof provides a full third floor, and the basement includes a great wine cellar opportunity plus ample storage. A fenced rear yard, off-street parking, and a detached garage complete this rare offering—historic charm blended with modern amenities.
Features & Amenities
Interior
-
Total Bedrooms
5
-
Bathrooms
4
-
1/2 Bathrooms
1
-
Above Grade Finished Area
3243.0
-
Basement YN
YES
-
Cooling YN
YES
-
Cooling
Central Air, Electric
-
Fireplace YN
YES
-
Heating YN
YES
-
Heating
Electric, Propane, Heat Pump
-
Pet friendly
N/A
Exterior
-
Garage
Yes
-
Garage spaces
1
-
Construction Materials
Frame
-
Parking
Garage, Detached
-
Patio and Porch Features
Porch, Patio
-
Pool
Yes
-
Pool Features
None
-
Waterfront YN
NO
-
View
Water, River, Scenic
Area & Lot
-
Lot Size(acres)
0.06
-
Property Type
Residential
-
Property Sub Type
Single Family Residence
-
Architectural Style
Victorian
Price
-
Sales Price
$1,395,500
-
Tax Amount
20218.0
-
Sq. Footage
3, 243
-
Price/SqFt
$430
HOA
-
Association
No
School District
-
Elementary School
N/A
-
Middle School
N/A
-
High School
N/A
Property Features
-
Foundation Details
Permanent
-
Senior Community YN
NO
-
Sewer
Public Sewer
-
Water Source
Public
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Location
County
KENT
Elementary School
Middle School
High School
Listing Courtesy of Michael ONeill , Coldwell Banker Chesapeake Real Estate Company
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