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200 High Street

CHESTERTOWN, MD 21620
  • $2,300,000
  • STATUS: Active
  • ON SITE: 19 Days
  • ID#: MDKE2006092
UPDATED: 63 min ago
$2,300,000
  • 0
    BEDS
  • 0.14
    ACRES
  • 0
    BATHS
  • 0
    1/2 BATHS
Neighborhood:
Type:
Commercial
Built:
1860
County:

School Ratings & Info

School District:

Description

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.

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©2026 Bright MLS, All Rights Reserved. IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale may no longer be available because they are for instance, under contract, sold, or are no longer being offered for sale. Information is deemed reliable but is not guaranteed accurate by the MLS or Keller Williams Leesburg/Winchester. Some real estate firms do not participate in IDX and their listings do not appear on this website. Some properties listed with participating firms do not appear on this website at the request of the seller. Data last updated: 2026-02-18T14:55:04.713.
www.kwwinchesterteam.com/homes/172548161
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200 High Street CHESTERTOWN, MD 21620

  • Price: $2,300,000
  • Status: Active
  • On Site: 19 Days
  • Updated: 63 min ago
  • ID#: MDKE2006092
0
Beds
0
Baths
0
½ Baths
0.14
Acres
1860
Built
Neighborhood:
Downtown Chestertown
County:
Kent
School District:
Kent County Public Schools
Property Description
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.
Exterior Features

Construction Materials Advanced FramingCombinationSpray Foam InsulationWood SidingHardiPlank Type Garage YN No Location Type Downtown Lot Features Corner Parking Features PrivateSurface Parking Types Off Site Property Condition Excellent Roof Architectural ShingleAsphaltRubberShake Water Access YN No Water View YN No Waterfront YN No

Interior Features

Building Area Total 6918.00 Cooling Central A/CDuctless/Mini-SplitEnergy Star Cooling SystemHeat Pump(s)Multi UnitsProgrammable Thermostat Flooring Laminate Plank Heating Heat Pump - Electric BackUpProgrammable Thermostat Heating YN Yes Net Square Feet 6918.00 Security Features Fire Detection SystemMonitoredSmoke Detector

Property Features

Acceptable Financing Bank PortfolioCashConventional Accessibility Features None Central Air YN Yes Cooling Fuel Electric Cross Street Queen St Green Energy Efficient AppliancesHVACIncentives Heating Fuel Electric Historic YN Yes Hot Water Electric Lease Considered YN No Navigable Water YN N New Construction YN No Original MLSNumber 804483380236 Ownership Interest Fee Simple Property Sub Type Five Or More Units Sale Type Standard Sewer Public Sewer Tax Annual Amount 8359.00 Vacation Rental YN No Water Source Public Year Built Effective 2022 Zoning C2 Zoning Description C-2 zoning

Listing courtesy of Taylor Properties: .


©2026 Bright MLS, All Rights Reserved. IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale may no longer be available because they are for instance, under contract, sold, or are no longer being offered for sale. Information is deemed reliable but is not guaranteed accurate by the MLS or Keller Williams Leesburg/Winchester. Some real estate firms do not participate in IDX and their listings do not appear on this website. Some properties listed with participating firms do not appear on this website at the request of the seller. Data last updated: 2026-02-18T14:55:04.713.
 
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