105 High St

Chestertown, MD 21620
  • $1,195,000

    Price
  • 5

    Bed
  • 5

    Bath
  • 3,243

    SqFt
  • 0.06

    Acre

About the Listing CBCE2 - 3337613

Morning light pours through restored original windows. The river shimmers a block away, and a mansard roof that has watched over High Street since 1863 frames it all. Rebuilt after the fire of its day, the Tilley Residence has been brought back since 2022 by a top builder and his designer sister. A grand staircase, refinished by hand over many months, rises past glimpses of the water. The new custom kitchen is made for gathering. Upstairs, the primary suite has its own fireplace, and there are 4.5 brand-new baths. Below, a bright lower level holds a wine cellar. Everything unseen is new, too: HVAC, electrical, plumbing, roof and insulation. Outside, there’s a private fenced yard, a remodeled garage, and the historic Custom House next door. Shops, galleries, dining and the marina are all a short stroll away. There is no better chance to drop your keys and create your legacy in Chestertown's Historic District.

Listing Highlights for 105 High St

Status Active
Days on Site 370
Property Type Residential
MLS ® MDKE2005890
Year Built 1863
Total Square Footage 3,243
Lot/Acreage 0.06

Interior Details

  • Bedrooms: 5
  • Bathrooms: 4 Full / 1 Half
  • Appliances:
  • Air Cond: Central A/C
  • Heating: Heat Pump(s)
  • Fireplaces: 2, 2 Fireplaces
  • Floor:
  • Above Ground Sq Ft: 3243
  • Basement: Improved,Interior Access
  • Other:
  • Water: Public

Exterior Details

  • Lot Description: Not New Construction,Horse Property: No,In City Limits
  • Garage Capacity: 1 car
  • Parking Spaces: 1
  • Zoning: R-3
  • Roof:
  • Others:
  • Sewer: Public Sewer
  • Parking Features: Garage - Side Entry,Detached Garage,1+ Spaces

Financial Details

  • Tax Amount: $20,218
  • Taxes w/Assessments: N/A
  • Tax/Property ID: N/A
  • Tax Year: 2025

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Listing Location

Questions About..

105 High St Chestertown, MD 21620

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Originating MLS: BRIGHT_MAIN

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Sarah Forti

Realtor and Team Owner of Forti Homes | Forti Homes | KW Devon Wayne

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