Change Real Estate Presents:

407 High Street
Chestertown MD 21620

For Sale: $828,000.00 Active

List Date: 2026-05-07

Chestertown
3 bedrooms
5 bathrooms
3,047 build ft2
6,286 land ft2

About This Property

Built in 1780/1840, "Highcroft" is in the heart of the Historic District near the Chester River. A rare in-town property that offers a 2-car garage with a second floor and a long driveway for tons of off-street parking. 3 bedrooms, 4 full baths and 1 half bath. Primary bedroom has his and hers private baths. 8.2 kw solar array on the garage. EV level 2 charger. Easy room flow from front to back for entertaining. Just steps to restaurants, bars, and shops. This is an ultra efficient "green" house.

Listing Agent: Lisa P Raffetto. Coldwell Banker Chesapeake Real Estate Company 410-708-0174 lisar@cbchesapeake.com

Property Features

Location Information
County:
Subdivision: NONE AVAILABLE
Interior Features
Appliances: Dishwasher, Cooktop, Cooktop - Down Draft, Disposal, Dryer, Exhaust Fan, Microwave, Oven - Wall, Refrigerator, Six Burner Stove, Washer
Interior: Kitchen - Gourmet, Combination Kitchen/Living, Dining Area, Primary Bath(s), Crown Moldings, Curved Staircase, Wood Floors, Floor Plan - Traditional
Laundry:
Furnished: None
Flooring:
Water: Public
Cooling: Ductless/Mini-Split
Heating: Forced Air, Heat Pump(s), Hot Water, Radiator, Wall Unit
Fireplaces: 2
Windows: Casement, Vinyl Clad, DoublePaneWindows, Insulated, Skylights, Storm, Wood Frame
Utilities:
Sewer: Public Sewer
Rooms
Room Type: Attic
Features: Attic - Finished, Flooring - HardWood
Level: Upper 2
Room Type: Bedroom 3
Dimensions: 16 X 16
Features: Flooring - HardWood
Level: Upper 2
Room Type: Primary Bedroom
Dimensions: 15 X 15
Features: Flooring - HardWood
Level: Upper 1
Room Type: Bedroom 2
Dimensions: 16 X 16
Features: Flooring - HardWood
Level: Upper 1
Room Type: Dining Room
Dimensions: 15 X 15
Features: Flooring - HardWood, Fireplace - Wood Burning
Level: Main
Room Type: Family Room
Dimensions: 16 X 16
Features: Flooring - HardWood, Fireplace - Gas
Level: Main
Room Type: Kitchen
Dimensions: 15 X 15
Features: Flooring - HardWood, Fireplace - Other
Level: Main
Room Type: Living Room
Dimensions: 16 X 16
Features: Flooring - HardWood, Wood Stove
Level: Main
Room Type: Laundry
Features: Flooring - HardWood
Level: Main
Room Type: Mud Room
Dimensions: 8 X 8
Features: Flooring - HardWood
Level: Main
Room Type: Den
Dimensions: 8 X 8
Features: Flooring - HardWood
Level: Main
Exterior Features
Year Built: 1780
Subdivision Name: None Available
Garage Spaces: 2.0
Schools
Elementary School: None
Junior High School: None
High School: Kent County

IDXListing Courtesy of Lisa P Raffetto. Coldwell Banker Chesapeake Real Estate Company 410-708-0174 lisar@cbchesapeake.com

Property Photos [Click to enlarge]

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