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107 E CHESTNUT Street E
SAINT MICHAELS MD 21663 US

$1,295,000

Active Listing ID MDTA2011802
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2 bed
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2.00 Bath (2 Full)
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Lot: 0.08 Acres
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Other

$1,295,000

Active Listing ID MDTA2011802
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107 E CHESTNUT Street E St. Michaels charm in this Circa 1870 Certified Plaque home, although historical data reflects original construction between 1805-1820.Updates include plumbing , wiring, New upstairs HVAC, encapsulated crawl space, kitchen , upgraded light fixtures, motorized window shades and many architectural details, freshly painted in 2024 . Recently upgraded Primary bedroom window seats with cushions, built-ins and storage. Magnificent main level 2 story glass enclosed solarium! This home has been meticulously maintained and cared for. Enjoy evenings on the front porch or on the rear screen porch overlooking the gardens. The rear yard also has an old time boat house/shed which is insulated and heated and the current owners have gone through the local Historic approvals to renovate the boathouse/shed into a guest house. See documents for plans and drawings. Convenient walking distance to St. Michaels Harbor, Chesapeake Bay Maritime Museum, and numerous shops and great restaurants. This home is Gem so don't miss out on this opportunity!

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Property Features

  • Facts
  • Lot Size: 0.08 Acres
  • Property Type: Residential
  • Property Sub-type: Other
  • Features
  • Full Bathrooms: 2
  • Cooling System: Ceiling Fan(s), Central Air
  • Heating Fuels: Forced Air, Heat Pump (Heating), Zoned, Ceiling
  • Additional Features
  • Fireplace

Property

  • propertytype: Residential
  • propertysubtype: Other
  • listprice: 1295000
  • unparsedaddress: 107 E CHESTNUT Street E
  • postalcity: SAINT MICHAELS
  • stateorprovince: MD
  • country: US
  • postalcode: 21663
  • bathroomsfull: 2
  • bathroomshalf: 0
  • bathroomsonequarter: 0
  • bathroomsthreequarter: 0
  • lotsizeacres: 0.08
  • lotsizeunits: Acres
  • lotsizearea: 0.08
  • livingarea: 2024
  • livingareaunits: Square Feet
  • latitude: 38.7829
  • longitude: -76.22248
  • listagentfullname: Robert L Fitton II
  • listagentemail: rfitton@monogram-homes.com
  • listagentkey: 3yd-TRENDPA-13541
  • listagentmlsid: 13541
  • listagentpreferredphone: 7035771747
  • listagentofficephone: 7035771747
  • listofficekey: 3yd-TRENDPA-ESFFP1
  • listofficemlsid: ESFFP1
  • 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: 1870
  • listingcontractdate: 2025-09-12
  • listagenturl: http://www.meredithfineproperties.com
  • countyorparish: TALBOT
  • elementaryschooldistrict: TALBOT COUNTY PUBLIC SCHOOLS
  • middleorjuniorschooldistrict: TALBOT COUNTY PUBLIC SCHOOLS
  • highschooldistrict: TALBOT COUNTY PUBLIC SCHOOLS
  • appliances: Built-In Microwave, Dishwasher, Disposal, Dryer - Electric, Freezer, Instant Hot Water, Oven/Range - Electric, Range Hood, Refrigerator, Stainless Steel Appliances, Washer, WaterHeater
  • cooling: Central Air, Ceiling Fan(s)
  • constructionmaterials: Combination, Vinyl Siding, Wood Siding
  • heating: Ceiling, Zoned, Heat Pump (Heating), Forced Air
  • fireplaceyn: True
  • transactiontype: ForSale
  • storiestotal: 2
  • parkingtotal: 0
  • parkingfeatures: Off Street, On Street, Driveway
  • waterfrontyn: False
  • franchiseaffiliation: None
  • interiorfeatures: Bathroom - Stall Shower, Built-Ins, Ceiling Fan(s), Exposed Beams, Kitchen - Gourmet, Recessed Lighting, Upgraded Countertops, Walk-in Closet(s), Window Treatments, Wood Floors
  • architecturalstyle: Victorian
  • rooms: Bedroom 1, Bedroom 2, Bathroom 1, Bathroom 2
  • dock: False
  • poolprivateyn: False
  • spayn: False
  • internetaddressdisplayyn: True
  • internetautomatedvaluationdisplayyn: True
  • internetconsumercommentyn: True
  • location: -76.22248, 38.7829
  • customfields: {"AdditionalInformation":{}, "AlternatePrices":[], "BrokerName":"Eastern Shore Fine Properties, INC", "BuilderEmail":null, "BuilderFax":null, "BuilderPhone":null, "City":null, "Country":null, "CustomSourceId":null, "Expenses":[], "GeocodeOptions":null, "LeadRoutingEmail":"rfitton@monogram-homes.com", "ListBrokerageCity":"Easton", "ListBrokerageCountry":"US", "ListBrokerageEmail":"mre@goeaston.net", "ListBrokerageLogoUrl":"http://brokerlogos.listhub.net/TRENDPA/efe73f11b37311e7bf520242ac110005/20230203183445557.png", "ListBrokerageName":"Eastern Shore Fine Properties, INC", "ListBrokeragePhone":"(410) 822-2001", "ListBrokeragePostalCode":"21601", "ListBrokerageStateOrProvince":"MD", "ListBrokerageUnitNumber":null, "ListBrokerageUnparsedAddress":"127 N. Washington St.", "ListBrokerageWebsiteUrl":"http://www.meredithfineproperties.com", "ListOfficeAddress1":"127 S N Washington Street ", "ListOfficeAddress2":null, "ListOfficeBrokerMlsId":"ESFFP1", "ListOfficeCity":"Easton", "ListOfficeCountry":"USA", "ListOfficeEmail":"mre@goeaston.net", "ListOfficePostalCode":"21601", "ListOfficeStateOrProvince":"MD", "ListPriceCurrencyType":"USD", "ListingTitle":"SINGLE_FAMILY - Victorian - SAINT MICHAELS, MD", "ListingURL":"https://www.realtor.com/realestateandhomes-detail/107-E-Chestnut-St-E_Saint-Michaels_MD_21663_M91290-12868?f=listhub&s=TRENDPA&m=MDTA2011802&c=rexren", "MLSModificationTimestamp":"2025-10-25 19:24:18", "Neighborhoods":[{"Description":null, "Name":"ST. MICHAELS"}], "PostalCode":null, "RoomCount":null, "StateOrProvince":null, "Taxes":[{"TaxAnnualAmount":6175, "TaxDescription":null, "TaxYear":null}], "UnitNumber":null, "UnparsedAddress":null}
Listing Changed: 10/25/2025 7:34:01 PM GMT
Source Updated Date: 12/6/2025 6:41:39 AM GMT

Courtesy of: Robert L Fitton II, Meredith Fine Properties, rfitton@monogram-homes.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.