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50 High Street
Winchester CT 06098 US

$324,900

Active Under Contract Listing ID 24199721
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4 bed
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3,044 square feet
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2.00 Bath (2 Full)
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Lot: 0.56 Acres
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Other

$324,900

Active Under Contract Listing ID 24199721
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50 High Street Well-maintained two-family home offering spacious apartments, separate utilities, and a convenient location within walking distance to downtown amenities. The first-floor apartment features approximately 1, 620 sq. ft. with a kitchen, living room, dining room, full bath, and 2-3 bedrooms. The second-floor apartment offers approximately 1, 424 sq. ft. with a similar layout including a kitchen, living room, dining room, full bath, and 2-3 bedrooms. Each unit is serviced by its own efficient natural gas boiler and hot water and features a covered porch for additional outdoor living space. Situated on a generous .56-acre lot, the property also includes a two-story barn offering excellent storage and additional possibilities. A nicely maintained property with spacious units and a desirable location close to shopping, restaurants, and other downtown conveniences. An excellent opportunity for an owner-occupant or investor.

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Property Features

  • Facts
  • Lot Size: 0.56 Acres
  • Property Type: Residential Multi Family
  • Property Sub-type: Other
  • Features
  • Full Bathrooms: 2
  • Cooling System: Window Unit(s)
  • Exterior Finish: Porch-Wrap Around, Porch-Enclosed, Porch, Barn
  • Heating Fuels: Hot Water(Heating)
  • Additional Features
  • Basement
  • Fireplace
  • Patio

School Information

  • School
  • Per Board of Ed(Elementary)
  • Gilbert(HighSchool)

Property

  • propertytype: Residential Multi Family
  • propertysubtype: Other
  • listprice: 324900
  • unparsedaddress: 50 High Street
  • postalcity: Winchester
  • stateorprovince: CT
  • country: US
  • postalcode: 06098
  • bathroomsfull: 2
  • bathroomshalf: 0
  • bathroomsonequarter: 0
  • bathroomsthreequarter: 0
  • lotsizeacres: 0.56
  • lotsizeunits: Acres
  • lotsizearea: 0.56
  • livingarea: 3044
  • livingareaunits: Square Feet
  • latitude: 41.922138
  • longitude: -73.073245
  • listagentfullname: David Sartirana
  • listagentemail: dsart3@hotmail.com
  • listagentkey: 3yd-CTMLS-sartda
  • listagentmlsid: sartda
  • listagentpreferredphone: 8608060225
  • listagentofficephone: 8603797245
  • listofficekey: 3yd-CTMLS-NWCT40
  • listofficemlsid: NWCT40
  • disclaimer: Copyright © 2026 SmartMLS, Inc. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.
  • sourcesystemid: CTMLS
  • yearbuilt: 1900
  • listingcontractdate: 2026-08-17
  • listagenturl: http://www.nwctrealty.com
  • countyorparish: Litchfield
  • elementaryschool: Per Board of Ed
  • highschool: Gilbert
  • cooling: Window Unit(s)
  • heating: Hot Water(Heating)
  • fireplaceyn: True
  • transactiontype: ForSale
  • storiestotal: 0
  • parkingtotal: 6
  • waterfrontyn: False
  • franchiseaffiliation: None
  • exteriorfeatures: Porch-Wrap Around, Porch-Enclosed, Porch, Barn
  • architecturalstyle: Other
  • rooms: Bedroom 1, Bedroom 4, Basement, Bathroom 1, Bedroom 2, Bathroom 2, Bedroom 3
  • patioandporchfeatures: Porch
  • basement: Full
  • dock: False
  • poolprivateyn: False
  • spayn: False
  • internetaddressdisplayyn: True
  • internetautomatedvaluationdisplayyn: True
  • internetconsumercommentyn: True
  • location: -73.07324, 41.92214
  • customfields: {"AdditionalInformation":{}, "AlternatePrices":[], "BrokerName":"Northwest CT Realty", "BuilderEmail":null, "BuilderFax":null, "BuilderPhone":null, "City":null, "Country":null, "CustomSourceId":null, "Expenses":[], "GeocodeOptions":null, "LeadRoutingEmail":"dsart3@hotmail.com", "ListBrokerageCity":"Winsted", "ListBrokerageCountry":"US", "ListBrokerageEmail":"dsart3@hotmail.com", "ListBrokerageLogoUrl":null, "ListBrokerageName":"Northwest CT Realty", "ListBrokeragePhone":"(860) 379-7245", "ListBrokeragePostalCode":"06098", "ListBrokerageStateOrProvince":"CT", "ListBrokerageUnitNumber":null, "ListBrokerageUnparsedAddress":"98 Main St.", "ListBrokerageWebsiteUrl":"http://www.nwctrealty.com", "ListOfficeAddress1":"98 Main Street ", "ListOfficeAddress2":null, "ListOfficeBrokerMlsId":"NWCT40", "ListOfficeCity":"Winsted", "ListOfficeCountry":"US", "ListOfficeEmail":"dsart3@hotmail.com", "ListOfficePostalCode":"06098", "ListOfficeStateOrProvince":"CT", "ListPriceCurrencyType":"USD", "ListingTitle":"Multi-Family For Sale, Units on different Floors, Winchester, CT", "ListingURL":"https://www.realtor.com/realestateandhomes-detail/50-High-St_Winsted_CT_06098_M31533-64859?f=listhub&s=CTMLS&m=24199721&c=rexren", "MLSModificationTimestamp":"2026-08-25 01:21:03", "Neighborhoods":[{"Description":null, "Name":"Winsted"}], "PostalCode":null, "RoomCount":12, "StateOrProvince":null, "Taxes":[{"TaxAnnualAmount":2256, "TaxDescription":null, "TaxYear":"2026"}], "UnitNumber":null, "UnparsedAddress":null}
Listing Changed: 8/25/2026 2:06:45 AM GMT
Source Updated Date: 8/27/2026 12:33:51 PM GMT

Courtesy of: David Sartirana, Northwest CT Realty, dsart3@hotmail.com

Copyright © 2026 SmartMLS, Inc. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.