119 High Street, Chestertown, MD 21620-1515 $1,250,000

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Interior Sq. Ft: 4,275
Acreage: 0.25
Age:149 years
Style:
Traditional, Georgian
Subdivision: Historic District Chestertown
Design/Type:
Detached
Description
From within and without, from the front, the sides and the back, this exceptional 1876 and 1998 residence sings. Every passer-by has stopped and gazed upon the wrap around porch. No doubt, many a conversation "over the railing" has taken place for decades. Those fortunate enough to have enjoyed hospitality inside this German-wood clad home have experienced both its expansive flow of inter-connected rooms with center hall, the cozy grandness of an era long ago and comfortable living today amidst an eclectic mix of modern art and furniture, antiques, and other treasures. Prominent historic downtown location. Significant land parcel. 5 bedrooms, office, 6 public rooms on first floor, 3 and 1 half baths. Beautiful side and rear garden, with pond, brick paths, and exceptional specimens. Former garage converted to studio with full bath. Come visit Charleston or Savanah in Chestertown./
Bedroom 5: Upper 2
Bathroom 3: Upper 2
Office: Upper 2
Primary Bed: Upper 1
Primary Bath: Upper 1
Sitting Room: Upper 1
Bedroom 2: Upper 1
Bedroom 3: Upper 1
Bathroom 2: Upper 1
Laundry: Upper 1
Dining Room: Main
Breakfast Room: Main
Kitchen: Main
Sun/Florida Room: Main
Family Room: Main
Half Bath: Main
Utility Room: Lower 1
Laundry: Lower 1
Workshop: Lower 1
Home Assoc: No
Condo Assoc: No
Basement: Y
Pool: No Pool
Features
Utilities
Baseboard - Hot Water Heating, Oil, Propane - Owned, Central A/C, Electric, Hot Water - Electric, Public Water, Public Sewer, Basement Laundry, Upper Floor Laundry, Electric Available, Propane
Garage/Parking
Detached Garage, Driveway, Off Street, Other, Detached Garage Spaces #: 1;
Interior
Breakfast Area, Built-Ins, Ceiling Fan(s), Partially Finished Basement, Poured Concrete , Basement Shelving, Side Entrance Basement, Basement - Space For Rooms, Basement Workshop, Hardwood Flooring, Partially Carpeted Flooring, Gas/Propane Fireplace, Wood Fireplace, Dry Wall, High Ceilings, Plaster Walls, Bay/Bow Windows, Wood Frame Windows, French Doors, Storm Doors, Carbon Monoxide Detector(s), Security System, Smoke Detector
Exterior
Block Foundation, Stone Foundation, Architectural Shingle Roof, Metal Roof, Shake Roof, Wood Siding, Balconies- Multiple, Patio(s), Porch(es), Wrap Around Porch/Deck, Gutter System
Lot
Landscaping, Rear Yard, SideYard(s), Garden/Lawn View, Street View, Privacy Fence, Wood Fence, Wrought Iron Fence
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 | 0.48 mi |
Public Middle (1 schools)
School | District | Grades | Place | Distance |
---|---|---|---|---|
Kent County Middle School | Kent County Public Schools | 6–8 | Chestertown | 0.71 mi |
Private (5 schools)
School | Grades | Place | Distance | |
---|---|---|---|---|
Chester River Adventist School | Seventh-Day Adventist | 1–8 | Chestertown | 0.39 mi |
Chestertown Christian Academy | Baptist | Preschool–12 | Chestertown | 1.13 mi |
Radcliffe Creek School | Nonsectarian | K–8 | Chestertown | 1.27 mi |
Kent School | Nonsectarian | Preschool–8 | Chestertown | 3.08 mi |
Friendship Montessori School | Nonsectarian | Preschool–K | Worton | 4.96 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 302-285-0977
Listing Courtesy of: Cross Street Realtors LLC , (443) 480-3453, stacy@csrealtors.com
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Listing data as of 9/28/2025.
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.