105 High St, Chestertown, MD 21620

Local realty services provided by:ERA Cole Realty
105 High St,Chestertown, MD 21620
$1,395,500
  • 5 Beds
  • 5 Baths
  • 3,243 sq. ft.
  • Single family
  • Active
Upcoming open houses
  • Sat, Nov 22
    11:00 am - 01:00 pm
Listed by: michael oneill
Office: coldwell banker chesapeake real estate company
MLS#:MDKE2005890
Source:BRIGHTMLS

Price summary

  • Price:$1,395,500
  • Price per sq. ft.:$430.31

About this home

This masterpiece is finally complete. The Tilley Residence was rebuilt in 1863 and celebrates the Second Empire style reminiscent of the Champs-Á‰lysÁ©es in Paris. The neighboring properties on this sought after corner are some of the area's most important including Widehall and the Custom House which was one of the original British Royal Ports of Entry to the Americas. The current owners include one of Kent County's renowned builders and craftsmen who decided to take on this restoration as a passion project to honor its beauty and significance in the community. The home was completely updated in 2024 and 2025 with new HVAC, Electrical, Plumbing, roofing, and wood flooring. The floor plan was opened up to accommodate your lifestyle in 2025. New bathrooms and kitchen were custom designed. A grand 3 story staircase greets you at the foyer along with arched entryways to introduce you to the level of detail to be found throughout. The front porch allows you to sit back to watch

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Home facts

  • Year built:1863
  • Listing ID #:MDKE2005890
  • Added:233 day(s) ago
  • Updated:November 17, 2025 at 02:44 PM

Rooms and interior

  • Bedrooms:5
  • Total bathrooms:5
  • Full bathrooms:4
  • Half bathrooms:1
  • Living area:3,243 sq. ft.

Heating and cooling

  • Cooling:Central A/C
  • Heating:Electric, Heat Pump(s), Propane - Leased

Structure and exterior

  • Year built:1863
  • Building area:3,243 sq. ft.
  • Lot area:0.06 Acres

Utilities

  • Water:Public
  • Sewer:Public Sewer

Finances and disclosures

  • Price:$1,395,500
  • Price per sq. ft.:$430.31
  • Tax amount:$20,218 (2025)

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