Patterson-Schwartz Real Estate105 High Street, Chestertown, MD 21620-1515 $1,395,000
Interior Sq. Ft: 3,243
Acreage: 0.06
Age:162 years
Style:
Victorian
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.
Home Assoc: No
Condo Assoc: No
Basement: Y
Pool: No Pool
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
Select a school from the following list. Schools are grouped by school type.
The schools on this list are selected by their proximity of up to 5 miles to the property address.
Proximity does not guarantee enrollment eligibility. Please contact the school directly for more information on enrollment requirements.
* If there are more than 5 schools of any type within a close proximity, click on the button to see additional schools of that type near the search address.
Public Elementary (1 schools)
| School | District | Grades | Place | Distance |
|---|---|---|---|---|
| H. H. Garnett Elementary | Kent County Public Schools | Preschool–5 | Chestertown | 0.52 mi |
Public Middle (1 schools)
| School | District | Grades | Place | Distance |
|---|---|---|---|---|
| Kent County Middle School | Kent County Public Schools | 6–8 | Chestertown | 0.73 mi |
Private (5 schools)
| School | Grades | Place | Distance | |
|---|---|---|---|---|
| Chester River Adventist School | Seventh-Day Adventist | 1–8 | Chestertown | 0.41 mi |
| Chestertown Christian Academy | Baptist | Preschool–12 | Chestertown | 1.15 mi |
| Radcliffe Creek School | Nonsectarian | K–8 | Chestertown | 1.31 mi |
| Kent School | Nonsectarian | Preschool–8 | Chestertown | 3.05 mi |
| Friendship Montessori School | Nonsectarian | Preschool–K | Worton | 4.99 mi |
© 2025 LiveBy. All Rights Reserved.
This report is a detailed community overview for Chestertown (21620), Maryland.
Community Quick Facts
- Average travel time to work for people in this community: 25
- Average salary of people in this community: $45,273
Community Summary
- Population Density (ppl / mile): 96
- Household Size (ppl): 2.23
- Households w/ Children: 37%
Housing Inventory
- Owned: 3,311 (53.4%)
- Rented: 1,775 (28.6%)
- Vacant: 1,110 (17.9%)
- Total: 6,196
Population Demographics
The population of the community broken down by age group. The numbers at the top of each bar indicate the number of people in the age bracket below.
Climate and Weather
The Temperature chart displays average high and low values for January and July, and is designed to provide an indication of both seasonal and daily temperature variability. The Weather Risk Index indicates the calculated risk of each type of weather event occurring in the future. This risk is based on historical localized storm events and weather patterns. The national average for each type of weather event equals a score of 100, so a score of 200 would represent twice the risk as the national average, and a score of 50 would represent half the risk of the national average.
Temperature
Education
Highest Level of Education Attained
- Less than 9th Grade: 4.6%
- Some High School: 6.1%
- High School Graduate: 28.4%
- Some College: 16.5%
- Associate Degree: 5.8%
- Bachelor's Degree: 19.2%
- Graduate Degree: 19.4%
Income by dollar range
Median Income: $63,806
Fair Market Rents
The Fair Market Rents show average gross rent estimates based on figures provided by the U.S. Department of Housing and Urban Development (HUD).
- One Bedroom: $578
- Two Bedroom: $897
- Three Bedroom: $1,260
© 2025 LiveBy. All Rights Reserved.
Contact Information
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or call me now at 302-285-5100
Listing Courtesy of: Coldwell Banker Chesapeake Real Estate Company
The data relating to real estate for sale on this website appears in part through the BRIGHT Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms in which Patterson-Schwartz Real Estate participates, and is provided by BRIGHT through a licensing agreement. The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
Information Deemed Reliable But Not Guaranteed.
Copyright BRIGHT, All Rights Reserved
Listing data as of 3/31/2025.
Broker Compensation
An offer of broker compensation or seller concession is not a guarantee. All compensation offers and concessions are negotiable and subject to written agreement between the parties. Please consult with your real estate agent for more information.
