- 7 beds
- 4 baths
- 3,664 sqft
- 5,737 sqft lot
- $107 per sqft
- 1900 build
A Rare Opportunity in the Heart of Historic Chestertown Discover a truly special offering in the vibrant core of Chestertown’s Historic and Arts & Entertainment Districts. Owned by the same family for over 50 years, this multi-family property sits on a generous double lot known historically as the Laurence Lots—featured on original town maps and steeped in local heritage. Brimming with character and potential, the property currently features a townhouse on one side and two apartments on the other, offering a flexible layout ideal for renovation, income generation, or a creative reimagining. Whether you're envisioning a stately single-family residence, a dynamic live/work space, or a thoughtfully restored multi-unit investment, the possibilities are as expansive as the lot itself. That said, this is not a turnkey property. Significant settling has occurred over the years, and a substantial renovation will be required to bring it back to life. Offered strictly as-is, this is a true fixer-upper for the visionary buyer ready to take on a transformative project. Situated within both the Arts & Entertainment District and Enterprise Zone, this location supports both residential and commercial uses—making it an ideal candidate for those looking to merge lifestyle, business, and history. Bring your vision, creativity, and tools—and seize the chance to breathe new life into a piece of Chestertown’s storied past. Opportunities like this don’t come along often. Schedule your showing today and imagine the future you can build here.
Last checked:
As a licensed real estate brokerage, Estately has access to the same database professional Realtors use: the Multiple Listing Service (or MLS). That means we can display all the properties listed by other member brokerages of the local Association of Realtors—unless the seller has requested that the listing not be published or marketed online.
The MLS is widely considered to be the most authoritative, up-to-date, accurate, and complete source of real estate for-sale in the USA.
Estately updates this data as quickly as possible and shares as much information with our users as allowed by local rules. Estately can also email you updates when new homes come on the market that match your search, change price, or go under contract.
Checking…
•
Last updated Jun 9, 2025
•
MLS# MDKE2004076 —
The Building
-
Year Built:1900
-
Year Built Source:Assessor
-
New Construction:No
-
Construction Materials:Frame
-
Structure Type:End of Row/Townhouse
-
Architectural Style:Victorian
-
Levels:3
-
Accessibility Features:None
-
Foundation Details:Pillar/Post/Pier
-
Basement:No
-
Total SqFt Source:Assessor
-
Total Below Grade SqFt Source:Assessor
-
Above Grade Finished Area Units:Square Feet
-
Above Grade Finished SqFt:3664
-
Above Grade Finished SqFt Source:Assessor
-
Below Grade Finished Area Units:Square Feet
-
Below Grade Unfinished Area Units:Square Feet
-
Below Grade Finished SqFt Source:Assessor
-
Below Grade Unfinished SqFt Source:Assessor
-
Tax Total Finished SqFt:3664
Interior
-
Fireplace:No
-
Living Area SqFt Source:Assessor
Room Dimensions
-
Total SqFt:3664
-
Living Area SqFt:3,664 Sqft
Financial & Terms
-
Sale Type:Standard
-
Acceptable Financing:Cash, Conventional
-
Possession:Negotiable
Location
-
Directions:Rt 213N - L on Spring, R on High St, property on L
-
Cross Street:Mill St
-
Latitude:39.21000000
-
Longitude:-76.06827000
The Property
-
Property Type:Residential
-
Lot Size Units:Square Feet
-
Lot Size Acres:0.13
-
Lot Size Source:Assessor
-
Lot SqFt:5,737 Sqft
-
Zoning:C-2
-
In City Limits:Yes
-
Other Structures:Above Grade, Below Grade
-
Horse:No
-
Waterview:No
-
Waterfront:No
-
Water Oriented:No
-
Water Access:No
-
Navigable Water:No
-
Tidal Water:No
-
Land Use Code:R
-
Ground Rent Exists:No
-
Riparian Rights:No
Listing Agent
- Contact info:
- Agent phone:
- (619) 755-7730
- Office phone:
- (410) 778-0330
Taxes
-
Tax ID Number:1504006259
-
Tax Year:2024
-
Tax Annual Amount:$5,442
-
Tax Assessed Value:$347,267
-
Year Assessed:2024
-
County Tax:3938.00
-
City/Town Tax:1504.00
-
Total Taxes Payment Frequency:Annually
Beds
-
Bedrooms:7
-
Bedrooms Main Level:1
-
Upper Level Bedrooms:6
-
Upper Level 1 Bedrooms:4
-
Bedrooms Upper Level:2
Baths
-
Total Baths:4
-
Full Baths:3
-
Half Baths:1
-
Main Level Baths:2.00
-
Main Level Full Baths:1
-
Main Level Half Baths:1
-
Upper Level Full Baths:2
-
Upper Level Total Baths:2
-
Upper Level Total Baths:2.00
-
Upper Level Full Baths:2
Heating & Cooling
-
Cooling Type:Window Unit(s)
-
Central Air:No
-
Cooling Fuel:Electric
-
Heating:Yes
-
Heating Type:Radiator
-
Heating Fuel:Oil
Utilities
-
Sewer/Septic:Public Sewer
-
Hot Water:Electric
-
Water Source:Public
Schools
-
School District Name:Kent County Public Schools
-
School District Source:Listing Agent
The Community
-
Subdivision Name:Historic District Chestertown
-
Senior Community:No
-
Pool:No Pool
-
Spa:No
-
HOA:No
-
Condo/Coop Association:No
Parking
-
Garage:No
-
Type of Parking:On Street
Extra Units
-
Vacation Rental:No
Monthly cost estimate

Asking price
$395,000
Expense | Monthly cost |
---|---|
Mortgage
This calculator is intended for planning and education purposes only. It relies on assumptions and information provided by you regarding your goals, expectations and financial situation, and should not be used as your sole source of information. The output of the tool is not a loan offer or solicitation, nor is it financial or legal advice. |
$2,115
|
Taxes | $453 |
Insurance | $108 |
Utilities | $320 See report |
Total | $2,996/mo.* |
*This is an estimate |
Walk Score®
Provided by WalkScore® Inc.
Walk Score is the most well-known measure of walkability for any address. It is based on the distance to a variety of nearby services and pedestrian friendliness. Walk Scores range from 0 (Car-Dependent) to 100 (Walker’s Paradise).
Bike Score®
Provided by WalkScore® Inc.
Bike Score evaluates a location's bikeability. It is calculated by measuring bike infrastructure, hills, destinations and road connectivity, and the number of bike commuters. Bike Scores range from 0 (Somewhat Bikeable) to 100 (Biker’s Paradise).
Air Pollution Index
Provided by ClearlyEnergy
The air pollution index is calculated by county or urban area using the past three years data. The index ranks the county or urban area on a scale of 0 (best) - 100 (worst) across the United Sates.
Sale history
Date | Event | Source | Price | % Change |
---|---|---|---|---|
3/10/25
Mar 10, 2025
|
Price Changed | BRIGHT | $395,000 | -7.1% |
6/3/24
Jun 3, 2024
|
Listed / Active | BRIGHT | $425,000 |