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50 Overlook Road
Winchester CT 06098 US

$339,900

Active Listing ID 24210012
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3 bed
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1,488 square feet
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1.00 Bath (1 Full)
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Lot: 0.97 Acres
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Other

$339,900

Active Listing ID 24210012
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50 Overlook Road Lovingly maintained by the same family since it was built in 1949, this 3-bedroom Colonial offers approximately 1, 500 sq. ft. of living space on a 1-acre lot on the outskirts of town, yet within walking distance to the beach at Highland Lake. The main level features a spacious living room, large kitchen, dining room, full bath and inviting 3-season porch. Upstairs are three comfortable bedrooms with ample closet space. Hardwood floors run throughout the home, adding to its classic charm. Energy-conscious features include three heating sources: an oil-fired boiler, pellet stove in the living room and a magnificent soapstone wood stove in the lower level. The home also offers plenty of insulation, thermopane windows and a roof installed in 2021. Outside, you'll find excellent garage and storage space, including a large barn/garage with room for vehicles and a workshop, plus an additional detached garage. Set on nearly an acre with convenient access to Highland Lake and town amenities, this well-cared-for home is ready for its next chapter. This one is worth seeing!

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Property Features

  • Facts
  • Lot Size: 0.97 Acres
  • Property Type: Residential
  • Property Sub-type: Other
  • Features
  • Full Bathrooms: 1
  • Exterior Finish: Porch
  • Heating Fuels: Hot Water(Heating)
  • Additional Features
  • Basement
  • Patio

School Information

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

Property

  • propertytype: Residential
  • propertysubtype: Other
  • listprice: 339900
  • unparsedaddress: 50 Overlook Road
  • postalcity: Winchester
  • stateorprovince: CT
  • country: US
  • postalcode: 06098
  • bathroomsfull: 1
  • bathroomshalf: 0
  • bathroomsonequarter: 0
  • bathroomsthreequarter: 0
  • lotsizeacres: 0.97
  • lotsizeunits: Acres
  • lotsizearea: 0.97
  • livingarea: 1488
  • livingareaunits: Square Feet
  • latitude: 41.921196
  • longitude: -73.092103
  • 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: 1949
  • listingcontractdate: 2026-09-26
  • listagenturl: http://www.nwctrealty.com
  • countyorparish: Litchfield
  • elementaryschool: Per Board of Ed
  • highschool: Gilbert
  • appliances: Oven/Range, Refrigerator, Washer, Dryer
  • heating: Hot Water(Heating)
  • fireplaceyn: False
  • transactiontype: ForSale
  • storiestotal: 0
  • parkingtotal: 8
  • waterfrontyn: False
  • franchiseaffiliation: None
  • interiorfeatures: Cable - Available
  • exteriorfeatures: Porch
  • architecturalstyle: Colonial
  • rooms: Bedroom 2, Bedroom 3, Bathroom 1, Bedroom 1, Basement
  • patioandporchfeatures: Porch
  • basement: Concrete, Full
  • dock: False
  • poolprivateyn: False
  • spayn: False
  • internetaddressdisplayyn: True
  • internetautomatedvaluationdisplayyn: True
  • internetconsumercommentyn: True
  • location: -73.0921, 41.921196
  • 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":"Single Family For Sale, Colonial, Winchester, CT", "ListingURL":"https://www.realtor.com/realestateandhomes-detail/50-Overlook-Rd_Winsted_CT_06098_M36926-51685?f=listhub&s=CTMLS&m=24210012&c=rexren", "MLSModificationTimestamp":"2026-09-26 15:05:15", "Neighborhoods":[{"Description":null, "Name":"Winsted"}], "PostalCode":null, "RoomCount":7, "StateOrProvince":null, "Taxes":[{"TaxAnnualAmount":4284, "TaxDescription":null, "TaxYear":"2027"}], "UnitNumber":null, "UnparsedAddress":null}
Listing Changed: 9/27/2026 11:07:00 AM GMT
Source Updated Date: 9/28/2026 6:58:27 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.