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$1,195,000
352 Days On Site

105 HIGH STREET
CHESTERTOWN, MD21620

For Sale|Single Family Residence|Active
5
Beds
5
Total Baths
4
Full Baths
1
Partial Bath
3,243
SqFt
$368
/SqFt
1863
Built
Subdivision:
CHESTERTOWN HISTORIC DISTRICT
County:
KENT
Listing courtesy of Coldwell Banker Chesapeake Real Estate Company
Call Now: 443.632.3000
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443.632.3000
Upcoming Open Houses
Sun, Nov 1, 11:00 AM - 1:00 PM
105 HIGH STREET105 HIGH STREET105 HIGH STREET105 HIGH STREET
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Morning light pours through restored original windows. The river shimmers a block away, and a mansard roof that has watched over High Street since 1863 frames it all. Rebuilt after the fire of its day, the Tilley Residence has been brought back since 2022 by a top builder and his designer sister. A grand staircase, refinished by hand over many months, rises past glimpses of the water. The new custom kitchen is made for gathering. Upstairs, the primary suite has its own fireplace, and there are 4.5 brand-new baths. Below, a bright lower level holds a wine cellar. Everything unseen is new, too: HVAC, electrical, plumbing, roof and insulation. Outside, there’s a private fenced yard, a remodeled garage, and the historic Custom House next door. Shops, galleries, dining and the marina are all a short stroll away. There is no better chance to drop your keys and create your legacy in Chestertown's Historic District.

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Listing Snapshot
Price 
$1,195,000
Days On Site 
352 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
Recent Activity
17 hours agoListing updated with changes from the MLS
6 days agoPrice changed to $1,195,000
12 months agoListing 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



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Neighborhood & Commute
Source: Walkscore
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