407 High Street, Chestertown, MD 21620

$828,000
  • 407 High Street, Chestertown, MD 21620 Main Photo

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New to the Market ACTIVE
BEDS3 BATHS3 full 1 partial SQUARE FEET3,047 MLS#MDKE2006496
STATUSACTIVE PROPERTY TYPEResidential - Single Family SCHOOLKENT COUNTY PUBLIC SCHOOLS

Property Description

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. # 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.

407 High Street | MLS# MDKE2006496

This single family home located at 407 High Street, Chestertown, MD 21620 is currently listed for sale with an asking price of $828,000. This property was built in 1780 and has 3 bedrooms and 3 full and 1 partial baths with 3047 sq. ft. High Street is located within the KENT COUNTY PUBLIC SCHOOLS school district. Search Chestertown real estate on www.realtymark.net today.

Property Features

Property Type: Residential - Single Family
Basement: Yes
Basement: Outside Entrance, Connecting Stairway, Sump Pump, Other, Partial, Unfinished
Cooling: Ductless/Mini-Split
Fireplaces: 2
Fuel Type: Electric
Garage: 2
Heating: Forced Air, Heat Pump(s), Hot Water, Radiator, Wall Un
Home Style: Victorian
Lot Size: 0.14 Acres
Roof Type: Metal, Asphalt
Stories: 3.0
Taxes: $10,781
Year Built: 1780

Feature Descriptions

Additional Structures: Above Grade, Below Grade
Appliances: Dishwasher, Cooktop, Cooktop - Down Draft, Disposal, Dryer, Exhaust Fan, Microwave, Oven - Wall, Refrigerator, Six Burner Stove, Washer
Days on Site: 3
Exterior: Frame
Fencing: Partially, Rear
Fireplace: Gas/Propane, Mantel(s)
Interior: Kitchen - Gourmet, Combination Kitchen/Living, Dining Area, Primary Bath(s), Crown Moldings, Curved Staircase, Wood Floors, Floor Plan - Traditional
Lot: Landscaping
Lot Dimensions: 0.14 Acre(S)
Municipality: Chestertown
Parking Notes: 2 Total Parking Spaces
Rooms: Living Room, Dining Room, Primary Bedroom, Bedroom 2,Bedroom 3,Kitchen, Family Room, Den, Laundry, Mud Room, Attic
Sewer: Public Sewer
SQFT Above Finished: 3047
SQFT Total Finished: 3047
Structure Type: Detached
Total Garage/Parking Spaces: 2
Water: Public
Windows: Casement, Vinyl Clad, Double Pane, Insulated, Skylights, Storm, Wood Frame

Room Sizes

Primary Bedroom: 15 x 15 Level - Upper 1
Bedroom 2: 16 x 16 Level - Upper 1
Bedroom 3: 16 x 16 Level - Upper 2
Dining Room: 15 x 15 Level - Main
Kitchen: 15 x 15 Level - Main
Mud Room: 8 x 8 Level - Main
Family Room: 16 x 16 Level - Main
Living Room: 16 x 16 Level - Main
Den: 8 x 8 Level - Main

Local Schools

High School: KENT COUNTY
School District: KENT COUNTY PUBLIC SCHOOLS

Listed By / Shown By

Listed By

Agency Name: Coldwell Banker Chesapeake Real Estate Company
Agency Phone: 4107780330

Shown By

Agency Title: RealtyMark
Agency Phone: 888-260-0400

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Estimated Payment

$ 2,982.69 per month $1,842.77 Principal & Interest $898.42 Property Tax $241.50 Homeowner's Insurance

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All commissions are negotiable Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information on this site was last updated 05/07/2026. The listing information on this page last changed on 05/07/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Thu 05/07/2026 12:00:01 AM EST) or Stellar MLS (last updated Wed 05/06/2026 11:44:18 PM EST) or GSMLS (last updated Wed 05/06/2026 11:54:12 PM EST) or Emerald Coast MLS (last updated Wed 05/06/2026 11:55:27 PM EST) or Central Panhandle Association of Realtors (last updated Wed 05/06/2026 11:57:51 PM EST) or Beaches MLS (last updated Wed 05/06/2026 11:56:44 PM EST) or Naples MLS (last updated Wed 05/06/2026 11:40:24 PM EST) or Bright MLS (last updated Wed 05/06/2026 11:50:44 PM EST) or OneKey MLS (last updated Wed 05/06/2026 11:17:45 AM EST). Real estate listings held by brokerage firms other than RealtyMark may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.
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