105 HIGH ST, Chestertown, MD 21620
See all 46 photos
105 HIGH ST, Chestertown, MD 21620
105 HIGH ST, Chestertown, MD 21620
105 HIGH ST, Chestertown, MD 21620
105 HIGH ST, Chestertown, MD 21620
REQUEST A TOUR If you would like to see this home without being there in person, select the "Virtual Tour" option and your agent will contact you to discuss available opportunities.
In-PersonVirtual Tour
David J. Moore

David J. Moore

David J. Moore & Associates of REAL Broker, LLC

+1(443) 249-9696
Listed by Murphy ONeill • Coldwell Banker Chesapeake Real Estate Company
$ 1,195,000
Est. payment /mo
Price Dropped by $50K

105 HIGH ST Chestertown, MD 21620

5 Beds

5 Baths

3,243 SqFt


Open House

Sun Nov 01, 11:00am - 1:00pm

UPDATED:

Key Details

Property Type Single Family Home

Sub Type Detached

Listing Status Active

Purchase Type For Sale

Square Footage 3,243 sqft

Price per Sqft $368

Subdivision Chestertown Historic District

MLS Listing ID MDKE2005890

Style Victorian

Bedrooms 5

Full Baths 4

Half Baths 1

HOA Y/N N

Abv Grd Liv Area 3,243

Year Built 1863

Annual Tax Amount $20,218

Tax Year 2025

Lot Size 2,688 Sqft

Acres 0.06

Property Sub-Type Detached

Source BRIGHT

Property Description

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.

Location

State MD

County Kent

Zoning R-3

Rooms

Other Rooms Bedroom 2, Bedroom 3, Bedroom 1, Bathroom 1, Bathroom 2, Half Bath

Basement Improved, Interior Access

Interior

Hot Water Propane

Heating Heat Pump(s)

Cooling Central A/C

Fireplaces Number 2

Fireplace Y

Heat Source Electric, Propane - Leased

Exterior

Exterior Feature Porch(es), Patio(s)

Parking Features Garage - Side Entry

Garage Spaces 1.0

Water Access N

View Water, Scenic Vista, River

Accessibility None

Porch Porch(es), Patio(s)

Total Parking Spaces 1

Garage Y

Private Pool No

Building

Story 4

Foundation Permanent

Above Ground Finished SqFt 3243

Sewer Public Sewer

Water Public

Architectural Style Victorian

Level or Stories 4

Additional Building Above Grade, Below Grade

New Construction N

Schools

School District Kent County Public Schools

Others

Senior Community No

Tax ID 1504018273

Ownership Fee Simple

SqFt Source 3243

Special Listing Condition Standard

Virtual Tour https://www.youtube.com/watch?v=bOoR9Fi5cM8&t=1s


Bright MLS (BMLS)

Nearby Locations

David J. Moore

David J. Moore

Broker Associate License ID: 609287

+1(443) 249-9696

GET MORE INFORMATION

Name
Phone*
Message

Go tour this home

105 HIGH ST