349 & 351 High St, Chestertown, MD 21620

Local realty services provided by:Better Homes and Gardens Real Estate Reserve
349 & 351 High St,Chestertown, MD 21620
$395,000
  • 6 Beds
  • - Baths
  • 3,664 sq. ft.
  • Multi-family
  • Pending
Listed by: cheryl hurt
Office: coldwell banker chesapeake real estate company
MLS#:MDKE2003720
Source:BRIGHTMLS

Price summary

  • Price:$395,000
  • Price per sq. ft.:$107.81

About this home

A Rare Opportunity in the Heart of Historic Chestertown Discover a truly special offering in the vibrant core of Chestertown’s Historic and Arts & Entertainment Districts. Owned by the same family for over 50 years, this multi-family property sits on a generous double lot known historically as the Laurence Lots—featured on original town maps and steeped in local heritage. Brimming with character and potential, the property currently features a townhouse on one side and two apartments on the other, offering a flexible layout ideal for renovation, income generation, or a creative reimagining. Whether you're envisioning a stately single-family residence, a dynamic live/work space, or a thoughtfully restored multi-unit investment, the possibilities are as expansive as the lot itself. That said, this is not a turnkey property. Significant settling has occurred over the years, and a substantial renovation will be required to bring it back to life. Offered strictly as-is, this is a true

Contact an agent

contact an agent

Yes, I would like more information. Please use and/or share my information with a BHGRE®  affiliated agent 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 a BHGRE®  affiliated agent 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 (CENTURY 21® , 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:1900
  • Listing ID #:MDKE2003720
  • Added:646 day(s) ago
  • Updated:January 08, 2026 at 08:34 AM

Rooms and interior

  • Bedrooms:6
  • Living area:3,664 sq. ft.

Heating and cooling

  • Cooling:Window Unit(s)
  • Heating:Oil, Radiator

Structure and exterior

  • Year built:1900
  • Building area:3,664 sq. ft.
  • Lot area:0.13 Acres

Utilities

  • Water:Public
  • Sewer:Public Sewer

Finances and disclosures

  • Price:$395,000
  • Price per sq. ft.:$107.81
  • Tax amount:$5,442 (2024)

New listings near 349 & 351 High St