349 & 351 High Street

CHESTERTOWN, MD 21620

  • 0 Bed(s)
  • 0 Bath(s)
  • 3,664 Sqft
  • 5737
    Sqft(Lot)
$395,000

Description

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 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.

  • Property Type

    Multi-Family

  • County

    KENT

  • Style

    Victorian

  • AD ID

    45415789

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Property Details

  • Water/Sewer

    • Water Source : Public

    Heating & Cooling

    • Cooling: Window Unit(s)
    • Heating: Radiator
    • Cooling Fuel: Electric
    • Heating Fuel: Oil

  • Building Information

    • Year Built: 1900
    • Structure: End of Row/Townhouse
    • Fireplace: 1
    • New Construction: No
    • Total Units: 2
    • Built: 1900
    • Construction Material: Frame
    • Foundation/Basement: Pilings
    • Architecture: Victorian
    • Pool/Private: No Pool

    Pool Information

    • Pool: No Pool

    Utility Features

    • Sewer: Public Sewer

    Water

    • Water Heat: Tankless

  • Lot Information

    • Lot Size: 5,737
    • Lot Size (Acres): 0.13
    • Architectural Style: Victorian
    • Stories Total: 3
    • Main Square Feet: 5,737

    Property Information

    • SQ ft: 3,664
    • SQ ft (Living Area): 3,664
    • Total Lot SQ ft: 5,737
    • Financing: Cash,Conventional
    • Total Acreage: 0.13
    • New Construction: No
    • Type: Victorian

  • Listing Information

    • Possession: Negotiable
    • Days Of Market: 418

  • Tax Information

    • Annual Tax: $5,442
    • Tax Year: 2024
    • Total Taxes Payment Frequency: Annually

    Possession

    • Negotiable

    Assessment Information

    • Taxes Assessment Amount: $347,267

  • Parking Information

    • Parking Type: On Street

    Multi-Unit Information

    • Acceptable Financing: Cash,Conventional

    Homeowners Association Information

    • Direction: Rt213 N - L on Spring Ave, R on High St - Property on L

  • School Information

    • School District: KENT COUNTY PUBLIC SCHOOLS

    Fire Place Information

    • Total Fire Place: 1

    Utility Information

    • Water Source: Public
    • Sewer: Public Sewer
    • Cooling Fuel: Electric
    • Heating Fuel: Oil
    • Hot Water: Tankless

    Location Information

    • Direction: Rt213 N - L on Spring Ave, R on High St - Property on L
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BuyOwner last updated this listing 06/21/2025 @ 05:16

  • MLS: MDKE2003720
  • LISTING PROVIDED COURTESY OF: ,
  • SOURCE: BRIGHT MLS

is a Other, with 0 bedrooms which is for sale, it has 3,664 sqft, 5,737 sized lot, and 0 parking. are nearby neighborhoods.