Change Real Estate Presents:

200 High Street
Chestertown MD 21620

For Sale: $2,300,000.00 Active

List Date: 2026-01-29

Chestertown
6,098 land ft2

About This Property

A rare turnkey, profitable, investment property in downtown Chestertown. Renovated to the studs in 2022, 200-202-204 High Street has 5 apartments and 3 storefronts and since renovations has had no vacancies, with solid leases in place. During the renovations every major system in the building was replaced. Upgrades include new electric service, meters and new wiring throughout, all new plumbing using PEX, new energy efficient water heaters and appliances, rebuilt foundation, new Jeldwen Auralast windows, insulation and air sealing, new roof on rear portions of building (front cedar roof was replaced in early 2000s), new water and sewer lines and rear egress, a monitored fire alarm system and much more. Two of the storefronts are rented to a local arts non-profit and a yoga and pilates studio will be moving into the third commercial space in April. The 5 apartments consist of two 2-bedroom units and three 1-bedroom apartments. The steady income stream from the units is complemented by a generous property tax credit through 2032 (buyer to verify transferability). The property also has a Limited Lead-Free certificate, which requires only an exterior visual inspection every two years, and exempts the owner from MDE registration requirements. Complete income and expense information available after signing a confidentiality agreement. Limited photos posted for tenants' privacy. Contact for a private tour today. Please do not disrupt the businesses, they are tenants and the businesses are not part of the sale.

Listing Agent: Julie H SANTOBONI. Taylor Properties 202-607-6762 santobonire@gmail.com

Property Features

Location Information
County:
Subdivision: DOWNTOWN CHESTERTOWN
Interior Features
Appliances:
Interior:
Laundry:
Furnished: None
Flooring: Laminate Plank
Water: Public
Cooling: Central A/C, Ductless/Mini-Split, Energy Star Cooling System, Heat Pump(s), Multi Units, Programmable Thermostat
Heating: Heat Pump - Electric BackUp, Programmable Thermostat
Fireplaces: None
Windows:
Utilities:
Sewer: Public Sewer
Exterior Features
Year Built: 1860
Subdivision Name: Downtown Chestertown
Parking: Private, Surface
Schools
Elementary School: None
Junior High School: None
High School: None

IDXListing Courtesy of Julie H SANTOBONI. Taylor Properties 202-607-6762 santobonire@gmail.com

Property Photos [Click to enlarge]

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