Login

522 High St, Chestertown, MD 21620

Chestertown
Local realty services provided by:CENTURY 21 Charles Smith Agency, Inc.
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...

Contact an agent

contact an agent

Yes, I would like more information. Please use and/or share my information with an independent agent affiliated with the CENTURY 21®  brand to contact me about my real estate needs. By clicking Send message, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If an independent agent affiliated with the CENTURY 21®  brand is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE® , Coldwell Banker® , Corcoran® , ERA® , Sotheby's International Realty® ). I acknowledge that I have read and agree to theTerms of useandPrivacy notice

Home facts

  • Year built:1820
  • Subdivision & Development:CHESTERTOWN HISTORIC DISTRICT
  • Listing ID #:MDKE2006614
  • Added:104 day(s) ago
  • Updated:September 12, 2026 at 08:12 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

New listings near 522 High St