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105 HIGH Street
CHESTERTOWN MD 21620 US

$1,395,500

Active Listing ID MDKE2005002
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5 bed
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5.00 Bath (4 Full , 1 Half)
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Lot: 0.06 Acres
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Other

$1,395,500

Active Listing ID MDKE2005002
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105 HIGH Street ***Photos reflect the progress as of 3 months ago. The property is now nearly completed and is simply awaiting a finishing coat of paint and a layer of sod on the newly fenced in rear yard. A superb level of craftsmanship and scope of work not to be missed.*** Pricing reflects the property fully finished and professionally cleaned. This is a rare chance to own a completely restored legacy home on Chestertown Historic District's most prominent corner. Water views are appreciated from two sides. Great balance of modern amenities and layout matched with historic design elements and style. The builders who took on this passion project are some of the most renowned in Kent County. 30 day estimated timeframe to complete upon contract acceptance. The detached garage is a huge plus with highly sought after off street parking.

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Property Features

  • Facts
  • Lot Size: 0.06 Acres
  • Property Type: Residential
  • Property Sub-type: Other
  • Features
  • Full Bathrooms: 4
  • 1/2 Bathrooms: 1
  • Cooling System: Central Air
  • Heating Fuels: Fireplace(s), Heat Pump (Heating)
  • Additional Features
  • Fireplace

Property

  • propertytype: Residential
  • propertysubtype: Other
  • listprice: 1395500
  • unparsedaddress: 105 HIGH Street
  • postalcity: CHESTERTOWN
  • stateorprovince: MD
  • country: US
  • postalcode: 21620
  • bathroomsfull: 4
  • bathroomshalf: 1
  • bathroomsonequarter: 0
  • bathroomsthreequarter: 0
  • lotsizeacres: 0.06
  • lotsizeunits: Acres
  • lotsizearea: 0.06
  • livingarea: 3243
  • livingareaunits: Square Feet
  • latitude: 39.20731
  • longitude: -76.06417
  • listagentfullname: Michael ONeill
  • listagentemail: murphy@cbchesapeake.com
  • listagentkey: 3yd-TRENDPA-3337613
  • listagentmlsid: 3337613
  • listagentpreferredphone: 4434804275
  • listagentofficephone: 4434804275
  • listofficekey: 3yd-TRENDPA-CBCE2
  • listagentstatelicense: 5010912
  • listofficemlsid: CBCE2
  • disclaimer: Copyright © 2025 Bright MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.
  • sourcesystemid: TRENDPA
  • yearbuilt: 1863
  • listingcontractdate: 2025-03-28
  • listagenturl: http://www.cbchesapeake.com
  • countyorparish: KENT
  • elementaryschooldistrict: KENT COUNTY PUBLIC SCHOOLS
  • middleorjuniorschooldistrict: KENT COUNTY PUBLIC SCHOOLS
  • highschooldistrict: KENT COUNTY PUBLIC SCHOOLS
  • cooling: Central Air
  • constructionmaterials: Frame
  • heating: Heat Pump (Heating)
  • fireplaceyn: True
  • transactiontype: ForSale
  • storiestotal: 4
  • parkingtotal: 1
  • parkingfeatures: Garage - Detached
  • waterfrontyn: False
  • franchiseaffiliation: None
  • architecturalstyle: Victorian
  • rooms: Bedroom 1, Bathroom 4, Bedroom 4, Bedroom 3, Bathroom 2, Bathroom 5, Basement, Bedroom 2, Bedroom 5, Bathroom 3, Bathroom 1
  • dock: False
  • poolprivateyn: False
  • spayn: False
  • internetaddressdisplayyn: True
  • internetautomatedvaluationdisplayyn: True
  • internetconsumercommentyn: True
  • location: -76.06417, 39.20731
  • customfields: {"AdditionalInformation":{}, "AlternatePrices":[], "BrokerName":"Coldwell Banker Chesapeake Real Estate Co, LLC", "BuilderEmail":null, "BuilderFax":null, "BuilderPhone":null, "City":null, "Country":null, "CustomSourceId":null, "Expenses":[], "GeocodeOptions":null, "LeadRoutingEmail":"murphy@cbchesapeake.com", "ListBrokerageCity":"Easton", "ListBrokerageCountry":"US", "ListBrokerageEmail":"hsmith@cbchesapeake.com", "ListBrokerageLogoUrl":"http://brokerlogos.listhub.net/TRENDPA/8bda8931b37511e7a2a30242ac11000a/20180604162215026.png", "ListBrokerageName":"Coldwell Banker Chesapeake Real Estate Co, LLC", "ListBrokeragePhone":"(410) 822-9000", "ListBrokeragePostalCode":"21601", "ListBrokerageStateOrProvince":"MD", "ListBrokerageUnitNumber":null, "ListBrokerageUnparsedAddress":"208 E Dover St", "ListBrokerageWebsiteUrl":"http://www.cbchesapeake.com", "ListOfficeAddress1":"114 B S CROSS Street ", "ListOfficeAddress2":null, "ListOfficeBrokerMlsId":"CBCE2", "ListOfficeCity":"Chestertown", "ListOfficeCountry":"USA", "ListOfficeEmail":"hsmith@cbchesapeake.com", "ListOfficePostalCode":"21620", "ListOfficeStateOrProvince":"MD", "ListPriceCurrencyType":"USD", "ListingTitle":"SINGLE_FAMILY - Victorian - CHESTERTOWN, MD", "ListingURL":"https://www.realtor.com/realestateandhomes-detail/105-High-St_Chestertown_MD_21620_M53559-04553?f=listhub&s=TRENDPA&m=MDKE2005002&c=rexren", "MLSModificationTimestamp":"2025-10-21 14:27:19", "Neighborhoods":[{"Description":null, "Name":"CHESTERTOWN HISTORIC DISTRICT"}], "PostalCode":null, "RoomCount":null, "StateOrProvince":null, "Taxes":[{"TaxAnnualAmount":8208, "TaxDescription":null, "TaxYear":null}], "UnitNumber":null, "UnparsedAddress":null}
Listing Changed: 10/21/2025 2:39:02 PM GMT
Source Updated Date: 12/7/2025 12:56:07 PM GMT

Courtesy of: Michael ONeill, Coldwell Banker Chesapeake Real Estate Company, murphy@cbchesapeake.com

Copyright © 2025 Bright MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.