105 High Street, Chestertown, MD 21620-1515 $1,395,000

Open House: Sat, Apr 19, 11:00AM-1:00PM
Beds/Baths: 5/4.1
Interior Sq. Ft: 3,243
Acreage: 0.06
Age:162 years
Style:
Victorian
MLS#: MDKE2005002
Subdivision: Chestertown Historic District
Design/Type:
Detached

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.

Taxes: $8,208
Home Assoc: No
Condo Assoc: No
Garage: Y
Basement: Y
Pool: No Pool
School Dist: Kent County Public Schools

Features

Water
Water Oriented: Yes; Water Front: No; Water Access: No; Water Body Name: Chester River; Water Body Type: River; Navigable: No;

Utilities
Heat Pump(s), Electric, Propane - Leased, Central A/C, Electric, Hot Water - Propane, Public Water, Public Sewer

Garage/Parking
Detached Garage, Garage - Side Entry, Detached Garage Spaces #: 1;

Interior
Improved Basement, Interior Access Basement

Exterior
Permanent Foundation, Frame Exterior, Patio(s), Porch(es)

Lot
Downtown, River View, Scenic Vista View, Water View

Contact Information

Listing Courtesy of: Coldwell Banker Chesapeake Real Estate Company

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Listing data as of 4/05/2025.