105 High Street

CHESTERTOWN, MD 21620

  • 5 Bed(s)
  • 4.5 Bath(s)
  • 3,243 Sqft
  • 2688
    Sqft(Lot)
$1,395,000

Description

This is your chance to own one of the most prominent homes in chestertown's historic district already completely upgraded and finished to suit. the tilley residence was rebuilt in 1863 and celebrates the second empire style reminiscent of the champs-Élysées in paris. the neighboring properties on this sought after corner are some of the area's most important including widehall and the custom house which was one of the original british royal ports of entry to the americas. the current owners include one of kent county's renowned builders and craftsmen who decided to take on this restoration as a passion project to honor its beauty and significance in the community. the home was completely updated in 2024 with new hvac, electrical, plumbing, roofing, and wood flooring. the floor plan was opened up to accommodate your lifestyle in 2025. new bathrooms and kitchen were custom designed. a grand 3 story staircase greets you at the foyer along with arched entryways to introduce you to the level of detail to be found throughout. the front porch allows you to sit back to watch everything happening in town or simply admire the water. the updated layout is designed for optimal flow and natural light. the primary suite captivates you with a fireplace, spacious walk in closet, and tiled shower room with views of the water from two sides. the mansard roof allows for the full third floor. in the basement there is a partially finished space perfect for your wine cellar along with extra unfinished tidy space for storage. there is also a fenced in rear yard perfect for intimate gatherings, pets, and gardening. off street parking is a huge plus as well with a detached garage connecting to the rear yard. due to this property's grandeur and scope of work, the sellers are going to let you decide on finishes such as countertops, floor stains, wall colors, and fixtures to make you feel you spend wisely. allowance lists to be provided to interested parties. turn this important and updated piece of chestertown history into your legacy property.

  • Property Type

    Residential

  • Subdivision

    Chestertown Historic District

  • County

    KENT

  • Style

    Victorian

  • AD ID

    49126968

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Property Details

  • Bedroom Information

    • Total Bedrooms : 5
    • Total Bedroom (Upper): 5
    • Bedroom Upper Level 1: 3
    • Bedroom Upper Level 1: 2

    Bathroom Information

    • Total Baths: 5
    • Full Baths: 4
    • Half Baths: 1

    Water/Sewer

    • Water Source : Public

    Room Information

    • Patio/Porch Features: Porch(es),Patio(s)

    Interior Features

    • Basement Description: Improved,Interior Access

    Heating & Cooling

    • Cooling: Central A/C
    • Heating: Heat Pump(s)
    • Cooling Fuel: Electric
    • Heating Fuel: Electric,Propane - Leased

  • Building Information

    • Year Built: 1863
    • Structure: Detached
    • Fireplace: 2
    • New Construction: No
    • Built: 1863
    • Construction Material: Frame
    • Foundation/Basement: Permanent
    • Architecture: Victorian
    • Pool/Private: No Pool

    Pool Information

    • Pool: No Pool

    Utility Features

    • Water: Chester River
    • Sewer: Public Sewer

    Water

    • Water Heat: Propane

  • Lot Information

    • Lot Size: 2,688
    • Lot Size (Acres): 0.06
    • Architectural Style: Victorian
    • Main Square Feet: 2,688

    Property Information

    • SQ ft: 4,235
    • SQ ft (Living Area): 3,243
    • Total Lot SQ ft: 2,688
    • View: Water,Scenic Vista,River
    • Subdivision: CHESTERTOWN HISTORIC DISTRICT
    • Total Acreage: 0.06
    • New Construction: No
    • Type: Victorian

  • Listing Information

    • Possession: Settlement
    • Days Of Market: 6

  • Tax Information

    • Annual Tax: $8,208
    • Tax Year: 2024
    • Total Taxes Payment Frequency: Annually

    Possession

    • Settlement

    Assessment Information

    • Taxes Assessment Amount: $633,867

  • Parking Information

    • Garage: 1
    • Garage Type: Garage - Side Entry
    • Parking Type: Detached Garage

    Homeowners Association Information

    • Direction: From Chestertown's waterfront at the end of High Street, walk past the Customs House (one of the original British Ports of Entry) then it will be the next house on your left.

  • School Information

    • School District: KENT COUNTY PUBLIC SCHOOLS

    Fire Place Information

    • Total Fire Place: 2

    Utility Information

    • Water Source: Public
    • Sewer: Public Sewer
    • Cooling Fuel: Electric
    • Heating Fuel: Electric,Propane - Leased
    • Hot Water: Propane

    Location Information

    • Location Type: Downtown
    • Direction: From Chestertown's waterfront at the end of High Street, walk past the Customs House (one of the original British Ports of Entry) then it will be the next house on your left.
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BuyOwner last updated this listing 04/04/2025 @ 14:51

  • MLS: MDKE2005002
  • LISTING PROVIDED COURTESY OF: ,
  • SOURCE: BRIGHT MLS

is a Home, with 5 bedrooms which is for sale, it has 3,243 sqft, 2,688 sized lot, and 1 parking. are nearby neighborhoods.