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    349 High St Chestertown, MD 21620

    Under Contract
    For Sale
    $395,000

    MULTI_FAMILY - Victorian - CHESTERTOWN, MD

    Property size:
    3,664 SF
    Lot size:
    0.13 Acres
    Days on Market:
    89
    Last Refresh:
    Dec 5 at 8:06 pm

    Property Features for 349 High St

    General Information

    Property type
    Residential Multi Family
    Property subtype
    Other
    Standard status
    Active Under Contract
    Parking features
    On Street
    Fireplace
    1
    Size
    3,664 SF
    Lot size
    0.13 Acres

    Utilities

    Heating system
    Other (Heating)
    Cooling system
    Window Unit(s)

    Building Details

    Year built
    1900
    Number of units
    2
    Building materials
    Frame
    Architectural style
    Victorian

    Coldwell Banker Chesapeake Real Estate Co, LLC (410) 822-9000 [email protected]

    Listing agent Cheryl Hurt (619) 755-7730 License #676679

    Listing date Sep 8, 2025

    Copyright © 2025 Bright MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

    Overview

    Historic Chestertown Multi-Family Renovation Opportunity

    Located in the heart of Chestertown's Historic and Arts & Entertainment Districts, this multi-family property presents a rare opportunity. The property, owned by the same family for over 50 years, is situated on a double lot historically known as the Laurence Lots. The property features a townhouse on one side and two apartments on the other, offering a flexible layout. The property is ideal for renovation, income generation, or creative reimagining. The location supports both residential and business uses, making it an ideal candidate for those looking to merge lifestyle, business, and history. Significant settling has occurred over the years, and a substantial renovation will be required. The property is offered strictly as-is. The property size is 3,664 square feet and the lot size is 0.13 acres. The property is located in Chestertown, MD. The property is within the Arts & Entertainment District and Enterprise Zone. The property is a true fixer-upper for the visionary buyer ready to take on a transformative project.
    Property Profile Insight Report Location Intelligence

    Current Use by Public Records

    Apartment buildings

    Suggested Use

    Law Firm Realty agency Restaurant Spa & Massage Dental Office Hair Salon Nail Salon Clothing Store Building Supply Gym & Fitness

    Zoning and permitted uses should be independently verified with local authorities.

    Location Insight

    • Map
    • Local Demand
    City
    Chestertown
    County
    Queen Anne's
    State
    Maryland
    Longitude
    -76.0683706
    Latitude
    39.2099399

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    FAQs

    What type of property is this?
    Apartment building - Multi-family property in Chestertown's Historic and Arts & Entertainment District.
    Where is this apartment building located?
    The property is located at 349 High St Chestertown, MD.
    What is the asking price?
    The asking price for this property is $395,000.
    What are key features of this property?
    This property features: - Rare multi-family property on a double lot in the heart of Chestertown's Historic and Arts & Entertainment Districts.; - Flexible layout suitable for renovation into a single-family home, live/work space, or multi-unit investment property.; - Located within both the Arts & Entertainment District and Enterprise Zone, supporting residential and business uses.
    (619) 755-7730
    Request Owner's contact information
    349 High St Chestertown, MD 21620
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    Chestertown, MD 21620
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    Realmo Value Estimation

    Realmo estimates a property’s market value using a proprietary methodology that incorporates public data and user-submitted information. This cumulative value is generated by integrating a variety of conventional and innovative methods. 

    Disclaimer

    These figures are not official appraisals and should not be used as a substitute for a valuation performed by a licensed appraiser.

    Actual market value may differ due to factors not captured in the data. Estimates are offered for informational purposes only, and users should conduct independent research before making financial or investment decisions.

    By using this feature, you acknowledge that Realmo is not responsible for actions taken based on these estimates.

    AI approach

    Realmo AI Method estimates property value using machine learning models trained on millions of comparable listings, transactions, and market signals. It analyzes property features, location intelligence data, and current market dynamics to predict the most probable market value in real time.

    Cap approach

    Capitalization Method calculates value based on estimated net operating income (NOI) and applying a market-based capitalization rate (cap rate), we estimate what a typical investor might be willing to pay for it.

    Comparable approach

    Comparable estimate is based on recent sales of similar nearby properties, adjusted for factors like size, condition, and location.

    Relative

    Relative property class coefficient uses factors that account for typical price differences between various asset types (e.g., retail vs. industrial) to provide a more accurate market-aligned estimate.

    Geo

    Comparable Sales Method, enhanced by Geo coefficients — location-based adjustment factors that reflect differences in price levels across neighborhoods, cities, or regions ensuring a more accurate, market-sensitive valuation.

    Alternative use

    Estimate considers the property’s potential value if used for a different purpose-based on zoning, demand, and market feasibility.

    More about this property
    349 High St Chestertown, MD 21620
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