Do Real Estate on the Go!
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Do Real Estate on the Go!
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$1,295,500
5 Beds
5 Baths4 full baths + 1 half bath
3,243sqft
105 High St, Chestertown, MD 21620
$1,295,500
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Single Family Residence
Built in 1863
$-- HOA
2,688 sqft lot
$399/sq.ft
Description
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 legac...
Continue Reading- Houzeo last checked: 11 Hours ago
- Listing updated: May 18, 2026 at 12:45 pm
- Listing Provided by: Michael ONeill (443) 480-4275 | Coldwell Banker Chesapeake Real Estate Company (410) 778-0330
- Source: Bright MLS-NJ | MLS#: MDKE2005890
Property Details
Status
Active
Type
Single Family Residence
No. of Stories
-
County
City
Neighborhood
--
Year Built
1863
HOA Fees
-
Finished Area
3,243 sqft
Lot Size
2,688 sqft lot
Basement Area
- sqft
MLS Name
Bright MLS
MLS Number
MDKE2005890
MLS Status
ACTIVE-BRIGHT
Days on Market
193
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