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99 High Street
Winchester CT 06098 US

$575,000

Active Listing ID 24209933
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14 bed
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3,012 square feet
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12.00 Bath (10 Full , 2 Half)
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Lot: 0.23 Acres
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Other

$575,000

Active Listing ID 24209933
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99 High Street A multi family residential property. The Building was built in 1958 and includes 4 units as well as a garage for multi purpose storage use. It has a large swing up garage door for excellent storage. There is also a small office with an interior bathroom. 1 unit is a 2 bedroom 1.5 bath. 3 units are a 1 bedroom, 1 bath. Each unit is rented with a stable long term paying tenant. The garage is also rented to a long term tenant. The driveway parking area was recently redone with new concrete for parking access. The exterior was recently painted and has been well maintained, a new furnace has been added as well, 3 of the 4 units have been updated.

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Property Features

  • Facts
  • Lot Size: 0.23 Acres
  • Property Type: Residential Multi Family
  • Property Sub-type: Other
  • Features
  • Full Bathrooms: 10
  • 1/2 Bathrooms: 2
  • Heating Fuels: None (Heating)

School Information

  • School
  • Harry P. Hinsdale(Elementary)
  • Per Board of Ed(HighSchool)

Property

  • propertytype: Residential Multi Family
  • propertysubtype: Other
  • listprice: 575000
  • unparsedaddress: 99 High Street
  • postalcity: Winchester
  • stateorprovince: CT
  • country: US
  • postalcode: 06098
  • bathroomsfull: 10
  • bathroomshalf: 2
  • bathroomsonequarter: 0
  • bathroomsthreequarter: 0
  • lotsizeacres: 0.23
  • lotsizeunits: Acres
  • lotsizearea: 0.23
  • livingarea: 3012
  • livingareaunits: Square Feet
  • latitude: 41.922621
  • longitude: -73.070991
  • listagentfullname: Ralph Harvey
  • listagentemail: ralph@listwithfreedom.com
  • listagentkey: 3yd-CTMLS-843415
  • listagentmlsid: 843415
  • listagentpreferredphone: (855) 455-4945
  • listagentofficephone: 8554564945
  • listofficekey: 3yd-CTMLS-LWFD01
  • listofficemlsid: LWFD01
  • 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: 2026-09-25
  • listagenturl: http://listwithfreedom.com/
  • countyorparish: Litchfield
  • elementaryschool: Harry P. Hinsdale
  • highschool: Per Board of Ed
  • heating: None (Heating)
  • fireplaceyn: False
  • transactiontype: ForSale
  • storiestotal: 0
  • parkingtotal: 0
  • waterfrontyn: False
  • franchiseaffiliation: None
  • architecturalstyle: Other
  • rooms: Bathroom 9, Bathroom 10, Bedroom 12, Bathroom 5, Bathroom 1, Bedroom 4, Bedroom 11, Bedroom 1, Bedroom 9, Bathroom 6, Bedroom 6, Bathroom 2, Bedroom 13, Bathroom 12, Bedroom 14, Bathroom 8, Bedroom 7, Bathroom 3, Bedroom 2, Bedroom 5, Bathroom 11, Bedroom 8, Bedroom 3, Bathroom 7, Bedroom 10, Bathroom 4
  • dock: False
  • poolprivateyn: False
  • spayn: False
  • internetaddressdisplayyn: True
  • internetautomatedvaluationdisplayyn: True
  • internetconsumercommentyn: True
  • location: -73.07099, 41.922623
  • customfields: {"AdditionalInformation":{}, "AlternatePrices":[], "BrokerName":"ListWithFreedom.com", "BuilderEmail":null, "BuilderFax":null, "BuilderPhone":null, "City":null, "Country":null, "CustomSourceId":null, "Expenses":[], "GeocodeOptions":null, "LeadRoutingEmail":"ralph@listwithfreedom.com", "ListBrokerageCity":"Boynton Beach", "ListBrokerageCountry":"US", "ListBrokerageEmail":"ralph@listwithfreedom.com", "ListBrokerageLogoUrl":null, "ListBrokerageName":"ListWithFreedom.com", "ListBrokeragePhone":"(855) 455-4945", "ListBrokeragePostalCode":"33437", "ListBrokerageStateOrProvince":"FL", "ListBrokerageUnitNumber":"Suite 172", "ListBrokerageUnparsedAddress":"6615 Boynton Beach Blvd", "ListBrokerageWebsiteUrl":"http://listwithfreedom.com/", "ListOfficeAddress1":"5724 SW 77th Avenue Rd ", "ListOfficeAddress2":"Suite 172", "ListOfficeBrokerMlsId":"LWFD01", "ListOfficeCity":"Ocala", "ListOfficeCountry":"US", "ListOfficeEmail":"ralph@listwithfreedom.com", "ListOfficePostalCode":"34474", "ListOfficeStateOrProvince":"FL", "ListPriceCurrencyType":"USD", "ListingTitle":"Multi-Family For Sale, 4updown - Unit(s) per Floor, Winchester, CT", "ListingURL":"https://www.realtor.com/realestateandhomes-detail/99-High-St_Winsted_CT_06098_M38283-83143?f=listhub&s=CTMLS&m=24209933&c=rexren", "MLSModificationTimestamp":"2026-09-25 23:50:00", "Neighborhoods":[{"Description":null, "Name":"Winsted"}], "PostalCode":null, "RoomCount":4, "StateOrProvince":null, "Taxes":[{"TaxAnnualAmount":7016, "TaxDescription":null, "TaxYear":"2027"}], "UnitNumber":null, "UnparsedAddress":null}
Listing Changed: 9/26/2026 12:06:50 AM GMT
Source Updated Date: 9/26/2026 12:48:20 PM GMT

Courtesy of: Ralph Harvey, ListWithFreedom.com, ralph@listwithfreedom.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.