105 High St, CHESTERTOWN, MD 21620
Local realty services provided by:Better Homes and Gardens Real Estate Valley Partners



105 High St,CHESTERTOWN, MD 21620
$1,395,500
- 5 Beds
- 5 Baths
- 3,243 sq. ft.
- Single family
- Active
Listed by:michael oneill
Office:coldwell banker chesapeake real estate company
MLS#:MDKE2005002
Source:BRIGHTMLS
Price summary
- Price:$1,395,500
- Price per sq. ft.:$430.31
About this home
Pricing reflects the property fully finished and professionally cleaned. This is a rare chance to own a completely restored Second Empire home on Chestertown Historic District's most prominent corner. Water views are appreciated from two sides. Great balance of modern amenities and layout matched with historic design elements and style. The builders who took on this passion project are some of the most renowned in Kent County. 30-60 day estimated timeframe to complete upon contract acceptance. The detached garage is a huge plus with highly sought after off street parking.
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Home facts
- Year built:1863
- Listing Id #:MDKE2005002
- Added:141 day(s) ago
- Updated:August 17, 2025 at 01:46 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:$8,208 (2024)
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