Scannable QR Code Link for 200 High Street property details

Berkshire Hathaway HomeServices Homesale Realty

+18003833535

200 High Street, Chestertown, MD 21620Asking Price of: $2,300,000

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Berkshire Hathaway HomeServices Homesale Realty

Primary property photo for 200 High Street
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.
Scannable QR Code Link for 200 High Street property details

Photos for 200 High Street, Chestertown, MD 21620

+18003833535

Scannable QR Code Link for 200 High Street property details

Details for 200 High Street, Chestertown, MD 21620

+18003833535

Property Details

  • Address: 200 High Street, Chestertown, MD 21620
  • Bedrooms: 0
  • Subdivision: DOWNTOWN CHESTERTOWN
  • Area: CHESTERTOWN
  • School District: KENT COUNTY PUBLIC SCHOOLS
  • MLS ID: MDKE2006092
  • Status: ACTIVE

Property School Information

  • School District: KENT COUNTY PUBLIC SCHOOLS

Property Features

  • Taxes: $8,359
  • Roof Type: Architectural Shingle,Asphalt,Rubber,Shake
  • Exterior: Advanced Framing,Combination,Spray Foam Insulation
  • Parking Notes: Private,Surface
  • Lot Size: 0.14 Acres
  • Lot Dimensions: 0.14 Acre(S)
  • Heating: Heat Pump - Electric BackUp,Programmable Thermosta
  • Fuel Type: Electric
  • Cooling: Central A/C,Ductless/Mini-Split,Energy Star Coolin
  • Year Built: 1860
  • Water: Public
  • Sewer: Public Sewer
  • Location Description: Downtown
  • Lot Description: Corner
  • Total Garage/Parking Spaces: 6
  • Flooring: Laminate Plank




Property information as of Saturday, April 18, 2026 at 2:02 AM America/New_York
Scannable QR Code Link for 200 High Street property details

Contact information for 200 High Street, Chestertown, MD 21620

+18003833535

Listed By

Agency Name: Taylor Properties
Agency Phone: 3019702447

Shown By

Agency Title: Berkshire Hathaway HomeServices Homesale Realty
Agency Phone: +18003833535