517 High Street Chestertown, MD ^$ 389,900

517 High Street

^$ 389,900

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517 High Street

Chestertown, MD, 21620

^$ 389,900

Bedrooms3 Baths0.0

Monthly Estimate*

^$ 2,432

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Multi-Family Home for sale in Chestertown, MD

for $389,900 with 3 bedrooms. This home was built in 1900 on a lot size of 0.1.

Strongly encouraging back up offers! Highly sought after downtown Historic Chestertown. This 3 unit property is ready to rent. Recently updated and renovated throughout the years, pride of ownership is apparent. The main level has a Studio with new kitchen, full bath and large living area. There is a door to the new deck and quiet back yard. Heating is a gas unit and cooling would be a window unit- super efficient space. The main level also has a 1 bedroom unit. It too has a door to the deck and back yard. The upper level has a 2 bedroom unit. The wood floors have been refinished and other flooring has been updated. Each unit has a seperate leased propane tank. The front porch was re-decked 3 years ago. Live in one and rent the others- great way to get to live in this spectacular historic town!! Too many updates to list. Book a tour today

Multi-Family Contingent

Price

^$ 389,900

Bedrooms

Property Type

Multi-Family

Taxes

^$ 2,695

Style

Colonial

Lot Size

0.1

Year Built

1900

Town/City

Chestertown

County/Region

Kent

MLS | Web ID

MDKE2005736

Features

General

Living Area 1728

Sewer Public Sewer

Heating 90% Forced Air

Cooling Central A/C

Possession Coin w/Sell Sett

Zoning R-5

Architectural Style Colonial

Construction Materials Other

School District KENT COUNTY PUBLIC SCHOOLS

Year Built 1900

Property Subtype Triplex

Tax Year 2024

Ownership Fee Simple

Cool Fuel Electric

Municipality Chestertown

Accessibility None

County KENT

New Construction N

Property Type Multi-Family

Garage Y/N N

Water Access Y/N N

Other Structures Above Grade Below Grade

Status ACTIVE UNDER CONTRACT

Directions Use GPS

City CHESTERTOWN

Number Of Units Total 1

Lot Size Units Square Feet

Lot Size Square Feet 4504.00

Tax Annual Amount 2695.0

Two Bedroom 1

Structure Type Detached

Price Per Sq Ft Total AG 225.64

Vacation Rental Y/N N

Lease Type None

Standard Status Active Under Contract

Year Built Source Assessor

Interior

Heating Fuel Propane - Leased

Total Fireplaces 1

Hot Water Multi-tank

Heating Y/N Y

Fireplace Y/N Y

Central Air Y/N Y

Exterior

Pool No Pool

Water Source Public

Type of Parking On Street

Foundation Details Other

Water View Y/N N

Lot Size Acres 0.10

Lot Size Source Assessor

Waterfront Y/N N

Land Assessed Value 85600.00

Navigable Water Y/N N

Water Oriented Y/N N

Internal Only

Street Number 1 517

* Excluded Features

List By

L. C. Parker Real Estate

Broker

kmidash@gmail.com

Affordability Calculator

$2,657

Per Month

Monthly Principal & Interest: $2,432
Monthly Property Taxes: $225
Monthly Home Insurance: --

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Default based on a 30-year fixed rate of 6.375% 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

Trends
Schools

Multi-family listings in Chestertown, MD

Average List Price ^$392,450

Percent of Sale Price 1%

About Chestertown, MD

5,312 Population

10% Since 2002

^$47,055 Median Income

32.86 Median Age

18% Households with Children

View more area information

Trends Information provided by ATTOM Data Solutions.

3535796 Elementary School

3533824 Middle School

Unknown High School High School

See complete school information

Pricing History

Date	Price	Price Change	Description
9/25/2025	$389,900		Listed Price

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517 High Street, Chestertown, MD, 21620 is a Multi-Family Home for sale at $389,900 with a lot size of 0.1. 517 High Street has 3 bedrooms, 0.0 baths, and was built in 1900. The property's zip code is 21620 which is in Chestertown, MD

*Information deemed reliable but not guaranteed.

Financial calculator disclaimer: Default based on a 30-year fixed rate of 6.375% 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.

Information Deemed Reliable But Not Guaranteed. The data relating to real estate for sale on this website appears in part through the BrightMLS Broker Reciprocity^SM program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms in which Weichert, Realtors® participates, and is provided by BrightMLS through a licensing agreement.

Real estate listings held by brokerage firms other than Weichert, Realtors® are marked with the Broker Reciprocity icon (a little black house) and detailed information about each listing includes the name of the listing broker.

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517 High Street

Multi-Family Home for sale in Chestertown, MD

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