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Turnkey Investment Property in Chestertown

200 HIGH St, Chestertown, MD 21620

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For Sale

$2,300,000

Profitable mixed-use property with apartments and storefronts in downtown Chestertown.

Type:Commercial

HighLights

Turnkey, profitable investment property with no vacancies since 2022 renovation.
Solid leases in place for 5 apartments and 3 storefronts in downtown Chestertown.
Generous property tax credit through 2032 (buyer to verify transferability).
Complete renovation to the studs in 2022 with new electric, plumbing, water heaters, appliances, foundation, windows, insulation, roof (rear), water/sewer lines, and rear egress.
Two storefronts rented to a local arts non‑profit with a yoga/pilates studio moving into the third.
Limited Lead‑Free certificate requiring only exterior visual inspection every two years.

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Listing Contact

Julie H SANTOBONI

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For Sale

$2,300,000

Profitable mixed-use property with apartments and storefronts in downtown Chestertown.

Type:Commercial

Added:: Apr 24, 2026
Days on Market:: 53
Last Refresh:: Apr 24 at 7:52 pm

Property Features for 200 HIGH St

General Information

Standard status: Active
Property subtype: Commercial

Building Details

Year Built: 1860

We can help!

Listing Contact

Julie H SANTOBONI

Listing agent Julie H SANTOBONI License #672033

Listing office Taylor Properties

Listing date Apr 24, 2026

Source Elliman

Displayed information is deemed reliable but is not guaranteed and should be independently verified.

All listing content including descriptions, pricing, images are the copyrighted material of Taylor Properties

HighLights

Turnkey, profitable investment property with no vacancies since 2022 renovation.
Solid leases in place for 5 apartments and 3 storefronts in downtown Chestertown.
Generous property tax credit through 2032 (buyer to verify transferability).
Complete renovation to the studs in 2022 with new electric, plumbing, water heaters, appliances, foundation, windows, insulation, roof (rear), water/sewer lines, and rear egress.
Two storefronts rented to a local arts non‑profit with a yoga/pilates studio moving into the third.
Limited Lead‑Free certificate requiring only exterior visual inspection every two years.

Overview

This turnkey investment property is located in downtown Chestertown. Renovated to the studs in 2022, the property features 5 apartments and 3 storefronts. The property has had no vacancies since renovations, with solid leases in place. Every major system in the building was replaced during the renovations. 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, and a monitored fire alarm system. 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 property has a Limited Lead-Free certificate, which requires only an exterior visual inspection every two years, and exempts the owner from MDE registration requirements. The property also benefits from a property tax credit through 2032 (buyer to verify transferability). The bike score is 53, indicating it is bikeable, and the walk score is 67, indicating it is somewhat walkable.

Location Intelligence

Current Use by Public Records

Art on High Art Gallery Silver Linings of Chestertown (Bike/Boat/Book/etc) Store

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Location Insight

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Local Demand

City: Chestertown
County: Queen Anne's
State: Maryland
Longitude: -76.064976
Latitude: 39.2084202

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What type of property is this?

Mixed-use property - Profitable mixed-use property with apartments and storefronts in downtown Chestertown.

Where is this mixed-use property located?

The property is located at 200 HIGH St Chestertown, MD.

What is the asking price?

The asking price for this property is $2,300,000.

What are key features of this property?

This property features: Turnkey, profitable investment property with no vacancies since 2022 renovation.; Solid leases in place for 5 apartments and 3 storefronts in downtown Chestertown.; Generous property tax credit through 2032 (buyer to verify transferability).