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349 High St, 
Chestertown, MD 21620

$395,000


7

Beds


4

Baths


3,664

Sq Ft


Townhouse

Active

Listed by

Cheryl Hurt

Last updated:

June 27, 2025, 01:56 PM

MLS#

MDKE2004076

Source:

BRIGHTMLS

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About This Home

349 High St

A Rare Opportunity in the Heart of Historic ChestertownDiscover 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 fixer-upper for the visionary buyer ready to take on a transformative project.Situated within both the Arts & Entertainment District and Enterprise Zone, this location supports both residential and commercial uses‹”making it an ideal candidate for those looking to merge lifestyle, business, and history.Bring your vision, creativity, and tools‹”and seize the chance to breathe new life into a piece of Chestertown's storied past. Opportunities like this don't come along often.Schedule your showing today and imagine the future you can build here.

Home Facts

Townhouse

4 Baths

7 Bedrooms

Built in 1900

Price Summary

395,000

$107 per Sq. Ft.

MLS #:

MDKE2004076

Last Updated:

June 27, 2025, 01:56 PM

Added:

a year ago


Rooms & Interior

Bedrooms

Total Bedrooms:

7

Bathrooms

Total Bathrooms:

4

Full Bathrooms:

3

Interior

Living Area:

3,664 Sq. Ft.


Structure

Structure

Architectural Style:

Victorian

Building Area:

3,664 Sq. Ft.

Year Built:

1900


Lot

Lot Size (Sq. Ft):

5,662


Finances & Disclosures

Finances

Price:

$395,000

Price per Sq. Ft:

$107 per Sq. Ft.

349 High St
Source:BRIGHTMLS
The information being provided by Bright MLS is for the consumer’s personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The information is deemed reliable but not guaranteed and should therefore be independently verified. © 2025 Bright MLS All rights reserved.

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By clicking Contact I agree a Coldwell Banker Agent may contact me by phone or text message including by automated means and prerecorded messages about real estate services, and that I can access real estate services without providing my phone number. I acknowledge that I have read and agree to the Terms of Use and Privacy Notice.