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424 E Wakefield Boulevard
Winchester CT 06098 US

$1,595,000

Pending Listing ID 24171266
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5 bed
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2.00 Bath (2 Full)
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Lot: 0.59 Acres
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Other

$1,595,000

Pending Listing ID 24171266
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424 E Wakefield Boulevard Stunning Lakehouse! Victorian charm! One of the earliest Highland Lake homes with extensive custom upgrades and quality renovation. A true lakefront sanctuary offering spacious living areas, extensive outdoor living areas and wide open lake views offering South and West exposure for incredible sunsets. Lakefront dock system with hydraulic boat lift, Recently renovated kitchen /dining with newer appliances and farm sink, open floorplan greatroom with fireplace. Separate oversized two car detached garage with second floor and HVAC units for heating/cooling.

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Property Features

  • Facts
  • Lot Size: 0.59 Acres
  • Property Type: Residential
  • Property Sub-type: Other
  • Features
  • Full Bathrooms: 2
  • Exterior Finish: Porch-Screened, Porch, Garden Area, Covered Deck, French Doors
  • Heating Fuels: Hot Water(Heating)
  • Additional Features
  • Basement
  • Fireplace
  • Patio
  • Waterfront

School Information

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

Property

  • propertytype: Residential
  • propertysubtype: Other
  • listprice: 1595000
  • unparsedaddress: 424 E Wakefield Boulevard
  • postalcity: Winchester
  • stateorprovince: CT
  • country: US
  • postalcode: 06098
  • bathroomsfull: 2
  • bathroomshalf: 0
  • bathroomsonequarter: 0
  • bathroomsthreequarter: 0
  • lotsizeacres: 0.59
  • lotsizeunits: Acres
  • lotsizearea: 0.59
  • livingarea: 3693
  • livingareaunits: Square Feet
  • latitude: 41.906582
  • longitude: -73.090297
  • listagentfullname: Karen Newton
  • listagentemail: knewton@wpsir.com
  • listagentkey: 3yd-CTMLS-NEWTKA
  • listagentmlsid: NEWTKA
  • listagentpreferredphone: 8603090032
  • listagentofficephone: 8605670806
  • listofficekey: 3yd-CTMLS-PSOTH43
  • listofficemlsid: PSOTH43
  • 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: 1890
  • listingcontractdate: 2026-04-30
  • listagenturl: http://www.litchfieldhillssir.com
  • countyorparish: Litchfield
  • elementaryschool: Per Board of Ed
  • highschool: Per Board of Ed
  • appliances: Gas Range, Microwave, Refrigerator, Dishwasher, Washer, Dryer
  • heating: Hot Water(Heating)
  • fireplaceyn: True
  • transactiontype: ForSale
  • storiestotal: 0
  • parkingtotal: 4
  • waterfrontyn: True
  • franchiseaffiliation: Sotheby's International Realty
  • interiorfeatures: Cable - Pre-wired, Open Floor Plan, Security System
  • exteriorfeatures: Porch-Screened, Porch, Garden Area, Covered Deck, French Doors
  • waterfrontfeatures: Lake
  • architecturalstyle: Victorian
  • rooms: Bathroom 2, Bedroom 5, Bedroom 2, Bedroom 3, Bedroom 1, Bathroom 1, Basement, Bedroom 4
  • securityfeatures: Security System
  • patioandporchfeatures: Porch
  • basement: Full, Unfinished
  • dock: False
  • poolprivateyn: False
  • spayn: False
  • internetaddressdisplayyn: True
  • internetautomatedvaluationdisplayyn: True
  • internetconsumercommentyn: True
  • location: -73.090294, 41.90658
  • openhouse: { "AppointmentRequiredYN": false, "ListingKey": "3yd-CTMLS-24171266", "OpenHouseEndTime": "2026-05-17 14:00:00", "OpenHouseId": "4112019", "OpenHouseRemarks": null, "OpenHouseStartTime": "2026-05-17 12:00:00", "OpenHouseType": null, "VirtualOpenHouseURL": null }
  • customfields: {"AdditionalInformation":{}, "AlternatePrices":[], "BrokerName":"William Pitt Sotheby's Int'l", "BuilderEmail":null, "BuilderFax":null, "BuilderPhone":null, "City":null, "Country":null, "CustomSourceId":null, "Expenses":[], "GeocodeOptions":null, "LeadRoutingEmail":"knewton@wpsir.com", "ListBrokerageCity":"Litchfield", "ListBrokerageCountry":"U", "ListBrokerageEmail":"jking@williampitt.com", "ListBrokerageLogoUrl":null, "ListBrokerageName":"William Pitt Sotheby's Int'l", "ListBrokeragePhone":"8605670806", "ListBrokeragePostalCode":"06759", "ListBrokerageStateOrProvince":"CT", "ListBrokerageUnitNumber":null, "ListBrokerageUnparsedAddress":"10 South Street, P.O. Box 275 ", "ListBrokerageWebsiteUrl":"http://www.litchfieldhillssir.com", "ListOfficeAddress1":"10 South Street, P.O. Box 275 ", "ListOfficeAddress2":null, "ListOfficeBrokerMlsId":"PSOTH43", "ListOfficeCity":"Litchfield", "ListOfficeCountry":"US", "ListOfficeEmail":"jking@williampitt.com", "ListOfficePostalCode":"06759", "ListOfficeStateOrProvince":"CT", "ListPriceCurrencyType":"USD", "ListingTitle":"SINGLE_FAMILY - Winchester, CT", "ListingURL":"https://www.realtor.com/realestateandhomes-detail/424-E-Wakefield-Blvd_Winsted_CT_06098_M46572-06074?f=listhub&s=CTMLS&m=24171266&c=rexren", "MLSModificationTimestamp":"2026-06-02 19:27:59", "Neighborhoods":[{"Description":null, "Name":"Winsted"}], "PostalCode":null, "RoomCount":8, "StateOrProvince":null, "Taxes":[{"TaxAnnualAmount":22026, "TaxDescription":null, "TaxYear":"2026"}], "UnitNumber":null, "UnparsedAddress":null}
Listing Changed: 6/3/2026 12:48:52 AM GMT
Source Updated Date: 6/4/2026 12:54:43 AM GMT

Courtesy of: Karen Newton, William Pitt Sotheby's Int'l, knewton@wpsir.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.