522 High St, Chestertown, MD 21620

Chestertown
Local realty services provided by:Better Homes and Gardens Real Estate Community Realty
522 High St,Chestertown, MD 21620
$289,900
  • 2 Beds
  • 3 Baths
  • 1,518 sq. ft.
  • Single family
  • Pending
Listed by: taylor leaverton
Office: benson & mangold, llc.
MLS#:MDKE2006614
Source:BRIGHTMLS

Price summary

  • Price:$289,900
  • Price per sq. ft.:$190.97

About this home

✨ Historic Charm in the Heart of Downtown Chestertown ✨ Step back in time and discover the character, craftsmanship, and endless potential of this circa-1820 historic home. Nestled in the heart of downtown Chestertown, this property is filled with the original architectural details and timeless charm that historic home lovers dream about. Featuring 2 spacious bedrooms with the potential for a 3rd, 3 full bathrooms, a welcoming kitchen with an eat-in area, and a generously sized dining room, this home offers a solid foundation for restoration and reimagining. While the property is in need of some repairs and renovation, it presents an incredible opportunity for the buyer who has always dreamed of owning a piece of history; or the savvy investor looking for their next restoration project. Outside, escape to your own private backyard sanctuary complete with a brick patio, fountain, and peaceful garden setting, an unexpected retreat right in town. Please note that the home is...

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Home facts

  • Year built:1820
  • Subdivision & Development:CHESTERTOWN HISTORIC DISTRICT
  • Listing ID #:MDKE2006614
  • Added:111 day(s) ago
  • Updated:September 19, 2026 at 07:51 AM

Rooms and interior

  • Bedrooms:2
  • Total bathrooms:3
  • Full bathrooms:3
  • Flooring:Wood
  • Living area:1,518 sq. ft.

Heating and cooling

  • Heating:Baseboard - Hot Water, Propane - Owned

Structure and exterior

  • Roof:Architectural Shingle
  • Year built:1820
  • Building area:1,518 sq. ft.
  • Lot area:0.08 Acres
  • Architectural Style:Federal
  • Construction Materials:Brick
  • Foundation Description:Brick/Mortar
  • Levels:2 Stories

Utilities

  • Water:Public
  • Sewer:Public Sewer

Finances and disclosures

  • Price:$289,900
  • Price per sq. ft.:$190.97
  • Tax amount:$4,636 (2025)

Features and amenities

  • Laundry features:Dryer In Unit, Washer In Unit

Parking

  • Parking description:On Street

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