349 & 351 High St

Chestertown, MD 21620
  • $395,000

    Price
  • 6

    Bed
  • Bath
  • 3,664

    SqFt

About the Listing CBCE2 - 3291606

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 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 business uses—making it an ideal candidate for those looking to merge lifestyle, business, and history. **See updated zoning info and description from town office in Documents. 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.

Listing Highlights for 349 & 351 High St

Status Active With Contingency
Days on Site 585
Property Type Multi-Family
MLS ® MDKE2003720
Year Built 1900
Total Square Footage 3,664
Lot/Acreage 0.13
County Kent
School District Kent County Public Schools

Interior Details

  • Bedrooms: 6
  • Bathrooms: Full
  • Appliances:
  • Air Cond: Window Unit(s)
  • Heating: Radiator
  • Fireplaces: 1, 1 Fireplace
  • Floor:
  • Above Ground Sq Ft: 3664
  • Below Ground Sq Ft: 0
  • Basement:
  • Other:
  • Water: Public

Exterior Details

  • Lot Description: Not New Construction,Horse Property: No,In City Limits
  • Garage Capacity: N/A
  • Zoning: See attached document from relevant portion of the zoning ordinance.
  • Roof:
  • Others:
  • Sewer: Public Sewer
  • Parking Features: On Street

Financial Details

  • Tax Amount: $5,442
  • Taxes w/Assessments: N/A
  • Tax/Property ID: N/A
  • Tax Year: 2024

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Listing Location

Questions About..

349 & 351 High St Chestertown, MD 21620

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Originating MLS: BRIGHT_MAIN

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