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44 Winding Road
Madison CT 06443 US

$400,000

Active Listing ID 24197194
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4 bed
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1,698 square feet
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2.00 Bath (2 Full)
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Lot: 1.62 Acres
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Single Family Residence

$400,000

Active Listing ID 24197194
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44 Winding Road Situated on 1.62 acres, this 4-bedroom, 2-bath ranch offers endless potential for investors, contractors, or buyers looking to create their dream home. The expansive backyard, once used as a sports field, provides an incredible amount of usable outdoor space that's rarely found. Inside, you'll find hardwood floors in many rooms, a spacious living room with a fireplace, a 2-car attached garage, and a bright sunroom/family room just off the kitchen featuring walls of windows overlooking the backyard. The home does require significant updating and repairs, but the layout, lot, and location provide an exceptional opportunity to add value. Conveniently located close to downtown shops, restaurants, and commuter routes.

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Property Features

  • Facts
  • Lot Size: 1.62 Acres
  • Property Type: Residential
  • Property Sub-type: Single Family Residence
  • Features
  • Full Bathrooms: 2
  • Heating Fuels: Baseboard
  • Additional Features
  • Basement

School Information

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

Property

  • propertytype: Residential
  • propertysubtype: Single Family Residence
  • listprice: 400000
  • unparsedaddress: 44 Winding Road
  • postalcity: Madison
  • stateorprovince: CT
  • country: US
  • postalcode: 06443
  • bathroomsfull: 2
  • bathroomshalf: 0
  • bathroomsonequarter: 0
  • bathroomsthreequarter: 0
  • lotsizeacres: 1.62
  • lotsizeunits: Acres
  • lotsizearea: 1.62
  • livingarea: 1698
  • livingareaunits: Square Feet
  • latitude: 41.340455
  • longitude: -72.646892
  • listagentfullname: Mark Mermelstein
  • listagentemail: mmerms@gmail.com
  • listagentkey: 3yd-CTMLS-MERMELSTEM
  • listagentmlsid: MERMELSTEM
  • listagentpreferredphone: 3476342123
  • listagentofficephone: 8668283951
  • listofficekey: 3yd-CTMLS-EXPC01
  • listofficemlsid: EXPC01
  • 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: 1968
  • listingcontractdate: 2026-08-06
  • listagenturl: https://ct.exprealty.com/
  • countyorparish: New Haven
  • elementaryschool: Per Board of Ed
  • highschool: Per Board of Ed
  • appliances: Oven/Range, Refrigerator
  • heating: Baseboard
  • fireplaceyn: False
  • transactiontype: ForSale
  • storiestotal: 0
  • parkingtotal: 0
  • waterfrontyn: False
  • franchiseaffiliation: None
  • architecturalstyle: Ranch
  • rooms: Bathroom 1, Bathroom 2, Bedroom 2, Bedroom 4, Bedroom 3, Bedroom 1, Basement
  • basement: Full
  • dock: False
  • poolprivateyn: False
  • spayn: False
  • internetaddressdisplayyn: True
  • internetautomatedvaluationdisplayyn: True
  • internetconsumercommentyn: True
  • location: -72.64689, 41.340454
  • customfields: {"AdditionalInformation":{}, "AlternatePrices":[], "BrokerName":"eXp Realty of CT, LLC", "BuilderEmail":null, "BuilderFax":null, "BuilderPhone":null, "City":null, "Country":null, "CustomSourceId":null, "Expenses":[], "GeocodeOptions":null, "LeadRoutingEmail":"mmerms@gmail.com", "ListBrokerageCity":"Stamford", "ListBrokerageCountry":"US", "ListBrokerageEmail":"Ct.broker@exprealty.net", "ListBrokerageLogoUrl":"http://brokerlogos.listhub.net/CTMLS/99f1da51866111e2ad141231391eb37a/20220329193008268.png", "ListBrokerageName":"eXp Realty of CT, LLC", "ListBrokeragePhone":"(866) 828-3951", "ListBrokeragePostalCode":"06902", "ListBrokerageStateOrProvince":"CT", "ListBrokerageUnitNumber":"Suite 700R", "ListBrokerageUnparsedAddress":"1266 E. Main Street, ", "ListBrokerageWebsiteUrl":"https://ct.exprealty.com/", "ListOfficeAddress1":"1266 E Main Street Ste 700R ", "ListOfficeAddress2":"Suite 700R", "ListOfficeBrokerMlsId":"EXPC01", "ListOfficeCity":"Stamford", "ListOfficeCountry":"US", "ListOfficeEmail":"ct.broker@exprealty.net", "ListOfficePostalCode":"06902", "ListOfficeStateOrProvince":"CT", "ListPriceCurrencyType":"USD", "ListingTitle":"SINGLE_FAMILY - Madison, CT", "ListingURL":"https://www.realtor.com/realestateandhomes-detail/44-Winding-Rd_Madison_CT_06443_M31104-37917?f=listhub&s=CTMLS&m=24197194&c=rexren", "MLSModificationTimestamp":"2026-08-06 18:44:09", "Neighborhoods":[], "PostalCode":null, "RoomCount":7, "StateOrProvince":null, "Taxes":[{"TaxAnnualAmount":7052, "TaxDescription":null, "TaxYear":"2026"}], "UnitNumber":null, "UnparsedAddress":null}
Listing Changed: 8/10/2026 12:49:12 AM GMT
Source Updated Date: 8/12/2026 12:56:16 AM GMT

Courtesy of: Mark Mermelstein, eXp Realty, mmerms@gmail.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.