Victorian

349 HIGH STREET

CHESTERTOWN , MD 21620

MLS#: MDKE2004076

$395,000

Status: Active
Listing number: MDKE2004076
Listing provided by: Coldwell Banker Chesapeake Real Estate Company
Listing agent phone: None
Last update: a month ago
On site: 1 year, 1 month ago
Browse Properties
HISTORIC DISTRICT CHESTERTOWN - Residential

Property

Beds

7

Full Baths

3

1/2 Baths

1

Year Built

1900

Sq.Footage

3,664

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.

Features & Amenities

Interior

  • Total Bedrooms

    7

  • Bathrooms

    3

  • 1/2 Bathrooms

    1

  • Above Grade Finished Area

    3664.0

  • Basement YN

    NO

  • Cooling YN

    YES

  • Cooling

    Window Unit(s), Electric

  • Fireplace YN

    NO

  • Heating YN

    YES

  • Heating

    Oil, Radiant

  • Main Level Bedrooms

    1

Exterior

  • Garage

    No

  • Construction Materials

    Frame

  • Parking

    On Street

  • Pool

    Yes

  • Pool Features

    None

  • Waterfront YN

    NO

Area & Lot

  • Lot Size(acres)

    0.13

  • Property Type

    Residential

  • Property Sub Type

    Townhouse

  • Architectural Style

    Victorian

Price

  • Sales Price

    $395,000

  • Tax Amount

    5442.0

  • Sq. Footage

    3, 664

  • Price/SqFt

    $107

HOA

  • Association

    NO

School District

  • Elementary School

    N/A

  • Middle School

    N/A

  • High School

    N/A

Property Features

  • Foundation Details

    Pillar/Post/Pier

  • Senior Community YN

    NO

  • Sewer

    Public Sewer

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Location

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KENT

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Listing Courtesy of Cheryl Hurt , Coldwell Banker Chesapeake Real Estate Company

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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.

349 HIGH STREET

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