522 High Street Chestertown, MD $ 450,000
522 High Street
$ 450,000
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522 High Street

Chestertown, MD, 21620
$ 450,000
Bedrooms2 Baths3.0 Sq 1,518

Monthly Estimate*

$ 2,771

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Single Family Home for sale in Chestertown, MD

for $450,000 with 2 bedrooms and 3 full baths. This 1,518 square foot home was built in 1820 on a lot size of 0.08.

Historic Charm in the Heart of Downtown Chestertown Step back in time and discover the character, craftsmanship, and endless potential of this circa-1820 historic home. Nestled in the heart of downtown Chestertown, this property is filled with the original architectural details and timeless charm that historic home lovers dream about. Featuring 2 spacious bedrooms with the potential for a 3rd, 3 full bathrooms, a welcoming kitchen with an eat-in area, and a generously sized dining room, this home offers a solid foundation for restoration and reimagining. While the property is in need of some repairs and renovation, it presents an incredible opportunity for the buyer who has always dreamed of owning a piece of history; or the savvy investor looking for their next restoration project. Outside, escape to your own private backyard sanctuary complete with a brick patio, fountain, and peaceful garden setting, an unexpected retreat right in town. Please note that the home is currently furnished and filled with dcor and personal property. All furniture, dcor, and contents currently in the home will be auctioned prior to settlement and are not included in the sale unless otherwise agreed upon. If you've been waiting for the right historic home to make your own, this is your chance to bring new life to a true Chestertown treasure.

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Single Family Active

Price

$ 450,000

Bedrooms

2

Full Bath

3

Property Type

Single Family

Taxes

$ 4,636

Style

Federal

Lot Size

0.08

Year Built

1820

Town/City

Chestertown

County/Region

Kent

MLS | Web ID

MDKE2006614

Features
General
Living Area 1518
Sewer Public Sewer
Heating Baseboard - Hot Water
Cooling None
Possession 0-30 Days CD Negotiable Settlement
Roof Architectural Shingle
Zoning R-5
Architectural Style Federal
Construction Materials Brick
School District KENT COUNTY PUBLIC SCHOOLS
Year Built 1820
Levels 2
Tax Year 2025
Ownership Fee Simple
Cool Fuel None
Municipality Chestertown
Accessibility 2+ Access Exits
County KENT
New Construction N
Property Type Residential
HOA N
Subdivision Name CHESTERTOWN HISTORIC DISTRICT
Garage Y/N N
Water Access Y/N N
Other Structures Above Grade Below Grade
Full Baths 3
Status ACTIVE
Directions West on High St property will be on the left side - East on High St property is on the right side
City CHESTERTOWN
Senior Community Y/N N
Lot Size Units Square Feet
Lot Size Square Feet 3640.00
Tax Annual Amount 4636.0
Structure Type Detached
Condo/Coop Association fee Y/N N
Bathrooms Full Main Level 1
Bathrooms Count Main Level 1.00
Price Per Sq Ft Total AG 296.44
Historic Y/N Y
Vacation Rental Y/N N
Standard Status Active
Year Built Source Assessor
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Interior
Heating Fuel Propane - Owned
Flooring Wood
Total Fireplaces 1
Fireplace Features Gas/Propane
Hot Water Tankless
Basement (Y/N) N
Heating Y/N Y
Fireplace Y/N Y
Above Grade Finished Area 1518
Central Air Y/N N
Total Bedrooms 2
Below Grade Finished Area 0
Below Grade Finished Area Unit Type Square Feet
Laundry Type Dryer In Unit Washer In Unit
Below Grade Finished Area Source Assessor
Above Grade Finished Area Source Assessor
Above Grade Finished Area Unit Type Square Feet
Total Baths 3
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Exterior
Pool No Pool
Water Source Public
Type of Parking On Street
Foundation Details Brick/Mortar
Water View Y/N N
Lot Size Acres 0.08
Lot Size Source Assessor
Waterfront Y/N N
Land Assessed Value 121600.00
Navigable Water Y/N N
Water Oriented Y/N N
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Internal Only
Street Number 1 522
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* Excluded Features
List By
Benson & Mangold, Llc

Broker

taylorl@chesapeakebayproperties.com

Email

Affordability Calculator

$3,157
Per Month
88%
12%
0%
Monthly Principal & Interest
$2,771
Monthly Property Taxes
$386
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
Unknown High School High School
Pricing History
DatePricePrice ChangeDescription
5/30/2026$450,000 Listed Price

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522 High Street, Chestertown, MD, 21620 is a Single Family Home for sale at $450,000 with 1,518 sqft and a lot size of 0.08. 522 High Street has 2 bedrooms, 3.0 baths, and was built in 1820. The property's zip code is 21620 which is in Chestertown, MD