Skip main navigation
For sale
  • $1,395,500

    105 High St, Chestertown, MD 21620

    5beds
    3,243sqft
    : 
    Single Family Residence
    Built in 1863
    2,688 Square Feet Lot
    $-- Zestimate®
    $430/sqft
    $-- HOA

    What's special

    Sought after cornerMansard roofSpacious walk in closetUpdated layoutTiled shower roomArched entrywaysDetached garage
    Pricing reflects the property fully finished and professionally cleaned. This is a rare chance to own a completely restored Second Empire home on Chestertown Historic District’s most prominent corner. Water views are appreciated from two sides. Great balance of modern amenities and layout matched with historic design elements and style. The builders who took on this passion project are some of the most renowned in Kent County. 30-60 day estimated timeframe to complete upon contract acceptance. The detached garage is a huge plus with highly sought after off street parking.
    132 days
    on Zillow
    |
    568
    |
    10
    |

    Zillow last checked: 7 hours ago

    Listing updated: June 17, 2025 at 12:17am

    Listed by:

    Murphy ONeill 443-480-4275,

    Coldwell Banker Chesapeake Real Estate Company 410-778-0330

    Source: Bright MLS,MLS#: MDKE2005002MLS Logo
    Travel times

    Tour with a buyer's agent

    We'll find a local expert to take you on a private tour of 105 High St.

    Next available tour time:Today at 11am

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 5
    • Bathrooms: 5
    • Full bathrooms: 4
    • 1/2 bathrooms: 1
    • Main level bathrooms: 2
    Basement
    • Area: 992
    Heating
    • Heat Pump, Electric, Propane
    Cooling
    • Central Air, Electric
    Appliances
    • Included: Water Heater
    Features
    • Basement: Improved,Interior Entry
    • Number of fireplaces: 2
    Interior area
    • Total structure area: 4,235
    • Total interior livable area: 3,243 sqft
    • Finished area above ground: 3,243
    • Finished area below ground: 0

    Property

    Parking
    • Total spaces: 1
    • Parking features: Garage Faces Side, Detached
    • Garage spaces: 1
    Accessibility
    • Accessibility features: None
    Features
    • Levels: Four
    • Stories: 4
    • Patio & porch: Porch, Patio
    • Pool features: None
    • Has view: Yes
    • View description: Water, Scenic Vista, River
    • Has water view: Yes
    • Water view: Water,River
    • Waterfront features: River
    • Body of water: Chester River
    Lot
    • Size: 2,688 Square Feet
    • Features: Downtown
    Details
    • Additional structures: Above Grade, Below Grade
    • Parcel number: 1504018273
    • Zoning: R-3
    • Special conditions: Standard

    Construction

    Type & style
    • Home type: SingleFamily
    • Architectural style: Victorian
    • Property subtype: Single Family Residence
    Materials
    • Frame
    • Foundation: Permanent
    Condition
    • New construction: No
    • Year built: 1863

    Utilities & green energy

    • Sewer: Public Sewer
    • Water: Public

    Community & HOA

    Community
    • Subdivision: Chestertown Historic District
    HOA
    • Has HOA: No
    Location
    • Region: Chestertown
    • Municipality: Chestertown

    Financial & listing details

    • Price per square foot: $430/sqft
    • Tax assessed value: $633,867
    • Annual tax amount: $8,208
    • Date on market: 3/28/2025
    • Listing agreement: Exclusive Right To Sell
    • Ownership: Fee Simple
    • Loading
    • Loading