407 High Street Chestertown, MD $ 828,000
407 High Street
$ 828,000
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407 High Street

Chestertown, MD, 21620
$ 828,000
Bedrooms3 Baths4.1 Sq 3,047

Monthly Estimate*

$ 5,098

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Single Family Home for sale in Chestertown, MD

for $828,000 with 3 bedrooms and 4 full baths, 1 half bath. This 3,047 square foot home was built in 1780 on a lot size of 0.14.

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.

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Single Family Active

Price

$ 828,000

Bedrooms

3

Full Bath

4

Half Bath

1

Property Type

Single Family

Taxes

$ 10,781

Style

Victorian

Lot Size

0.14

Year Built

1780

Town/City

Chestertown

County/Region

Kent

MLS | Web ID

MDKE2006496

Features
General
Living Area 3047
Sewer Public Sewer
Heating Forced Air Heat Pump(s) Hot Water Radiator Wall Unit
Cooling Ductless/Mini-Split
Possession Settlement
Roof Metal Asphalt
Appliances Dishwasher Cooktop Cooktop - Down Draft Disposal Dryer Exhaust Fan Microwave Oven - Wall Refrigerator Six Burner Stove Washer
Zoning R-5
Garage Spaces 2.00
Patio/Porch Features Patio(s) Porch(es)
Architectural Style Victorian
Construction Materials Frame
School District KENT COUNTY PUBLIC SCHOOLS
Year Built 1780
Levels 3
Tax Year 2025
Ownership Fee Simple
Cool Fuel Electric
Municipality Chestertown
Accessibility None
County KENT
New Construction N
Property Type Residential
HOA N
Subdivision Name NONE AVAILABLE
Garage Y/N Y
Water Access Y/N N
Other Structures Above Grade Below Grade
Full Baths 4
Status ACTIVE
Directions Cross Chester River bridge left on Spring St. right on High St. property on left. Sign posted
City CHESTERTOWN
Disclosures Prop Disclaimer
Senior Community Y/N N
Lot Size Units Square Feet
Lot Size Square Feet 6286.00
Tax Annual Amount 10781.0
Property Condition Excellent
Structure Type Detached
Condo/Coop Association fee Y/N N
Bathrooms Full Main Level 0
Bathrooms Count Main Level 1.00
Price Per Sq Ft Total AG 271.74
Historic Y/N Y
Vacation Rental Y/N N
Standard Status Active
Year Built Source Estimated
Tax Lot 6
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Interior
Interior Amenities Kitchen - Gourmet Combination Kitchen/Living Dining Area Primary Bath(s) Crown Moldings Curved Staircase Wood Floors Floor Plan - Traditional
Heating Fuel Electric
Basement Outside Entrance Connecting Stairway Sump Pump Other Partial Unfinished
Total Fireplaces 2
Fireplace Features Gas/Propane Mantel(s)
Hot Water Bottled Gas Tankless
Basement (Y/N) Y
Heating Y/N Y
Window Features Casement Vinyl Clad Double Pane Insulated Skylights Storm Wood Frame
Fireplace Y/N Y
Above Grade Finished Area 3047
Half Baths 1
Central Air Y/N N
Total Bedrooms 3
Below Grade Finished Area 0
Room Type Living Room Dining Room Primary Bedroom Bedroom 2 Bedroom 3 Kitchen Family Room Den Laundry Mud Room Attic
Main Level Bedrooms 0
Below Grade Finished Area Unit Type Square Feet
Laundry Type Main Floor
Below Grade Finished Area Source Assessor
Above Grade Finished Area Source Assessor
Above Grade Finished Area Unit Type Square Feet
Total Baths 5
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Exterior
Pool No Pool
Fencing Partially Rear
Lot Features Landscaping
Water Source Public
Garage Features Garage Door Opener Garage - Side Entry
Type of Parking Off Street Detached Garage
Foundation Details Slab
Water View Y/N N
Lot Size Acres 0.14
Lot Size Source Assessor
Waterfront Y/N N
Door Features Sliding Glass
Road Responsibility City/County
Land Assessed Value 204200.00
Navigable Water Y/N N
Water Oriented Y/N N
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Internal Only
Street Number 1 407
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* Excluded Features
List By
Coldwell Banker Chesapeake Real Estate Company

Broker

lisar@cbchesapeake.com

Email

Affordability Calculator

$5,997
Per Month
85%
15%
0%
Monthly Principal & Interest
$5,098
Monthly Property Taxes
$898
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
3535796 Elementary School
3533824 Middle School
Kent County High School High School
Pricing History
DatePricePrice ChangeDescription
5/3/2026$828,000 Listed Price

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407 High Street, Chestertown, MD, 21620 is a Single Family Home for sale at $828,000 with 3,047 sqft and a lot size of 0.14. 407 High Street has 3 bedrooms, 4.1 baths, and was built in 1780. The property's zip code is 21620 which is in Chestertown, MD