Pricing reflects the property fully finished and professionally cleaned. This is a rare chance to own a completely restored Second Empire home on Chestertown Historic District’s most prominent corner. Water views are appreciated from two sides. Great balance of modern amenities and layout matched with historic design elements and style. The builders who took on this passion project are some of the most renowned in Kent County. 30-60 day estimated timeframe to complete upon contract acceptance. The detached garage is a huge plus with highly sought after off street parking.
For sale
$1,395,500
105 High St, Chestertown, MD 21620
5beds
3,243sqft
Est.:
Single Family Residence
Built in 1863
2,688 Square Feet Lot
$-- Zestimate®
$430/sqft
$-- HOA
What's special
Sought after cornerMansard roofSpacious walk in closetUpdated layoutTiled shower roomArched entrywaysDetached garage
- 132 days
- on Zillow |
- 568 |
- 10 |
Zillow last checked: 7 hours ago
Listing updated: June 17, 2025 at 12:17am
Listed by:
Murphy ONeill 443-480-4275,
Coldwell Banker Chesapeake Real Estate Company 410-778-0330
Source: Bright MLS,MLS#: MDKE2005002

Travel times
Tour with a buyer's agent
Tour with a buyer's agent
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 5
- Bathrooms: 5
- Full bathrooms: 4
- 1/2 bathrooms: 1
- Main level bathrooms: 2
Basement
- Area: 992
Heating
- Heat Pump, Electric, Propane
Cooling
- Central Air, Electric
Appliances
- Included: Water Heater
Features
- Basement: Improved,Interior Entry
- Number of fireplaces: 2
Interior area
- Total structure area: 4,235
- Total interior livable area: 3,243 sqft
- Finished area above ground: 3,243
- Finished area below ground: 0
Property
Parking
- Total spaces: 1
- Parking features: Garage Faces Side, Detached
- Garage spaces: 1
Accessibility
- Accessibility features: None
Features
- Levels: Four
- Stories: 4
- Patio & porch: Porch, Patio
- Pool features: None
- Has view: Yes
- View description: Water, Scenic Vista, River
- Has water view: Yes
- Water view: Water,River
- Waterfront features: River
- Body of water: Chester River
Lot
- Size: 2,688 Square Feet
- Features: Downtown
Details
- Additional structures: Above Grade, Below Grade
- Parcel number: 1504018273
- Zoning: R-3
- Special conditions: Standard
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Victorian
- Property subtype: Single Family Residence
Materials
- Frame
- Foundation: Permanent
Condition
- New construction: No
- Year built: 1863
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
Community & HOA
Community
- Subdivision: Chestertown Historic District
HOA
- Has HOA: No
Location
- Region: Chestertown
- Municipality: Chestertown
Financial & listing details
- Price per square foot: $430/sqft
- Tax assessed value: $633,867
- Annual tax amount: $8,208
- Date on market: 3/28/2025
- Listing agreement: Exclusive Right To Sell
- Ownership: Fee Simple
- Loading
- Loading