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5140 N Kennedy Road
Milton WI 53563-0000 US

$1,599,900

Active Under Contract Listing ID 1999282
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4 bed
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5.00 Bath (4 Full , 1 Half)
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Lot: 31.00 Acres
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Single Family Residence

$1,599,900

Active Under Contract Listing ID 1999282
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5140 N Kennedy Road Amazingly beautiful property! This exclusive custom built 31-acre estate is ideally located between Chicago and Madison. Offering spacious living areas, stunning year-round views & an array of upscale amenities. Inside you’ll find a relaxing sauna, a jacuzzi tub & a chef’s kitchen complete w/double ovens, built-in indoor grill w/ both breakfast & formal dining areas. Outdoors, the meticulously curated arboretum showcases a diverse collection of trees, 2 stocked ponds & direct access to the iconic Ice Age Trail. Equestrian enthusiasts will appreciate the 7-stall horse barn, while summer days are made for the 22x44 in-ground pool, complete w/ a pool house. This estate is more than a home—it's a lifestyle. This retreat offers a rare combination of privacy, luxury & nature.

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Property Features

  • Facts
  • Lot Size: 31.00 Acres
  • Property Type: Residential
  • Property Sub-type: Single Family Residence
  • Features
  • Full Bathrooms: 4
  • 1/2 Bathrooms: 1
  • Cooling System: Central Air
  • Exterior Finish: Patio, Pool - in ground, Backup Generator, Barn(s), Outbuilding(s), Aquaculture
  • Heating Fuels: Fireplace(s), Forced Air, Zoned (Heating)
  • Additional Features
  • Fireplace
  • Patio
  • Pool

School Information

  • School
  • Harmony(Elementary)
  • Milton(MiddleSchool)
  • Milton(HighSchool)

Property

  • propertytype: Residential
  • propertysubtype: Single Family Residence
  • listprice: 1599900
  • unparsedaddress: 5140 N Kennedy Road
  • postalcity: Milton
  • stateorprovince: WI
  • country: US
  • postalcode: 53563-0000
  • bathroomsfull: 4
  • bathroomshalf: 1
  • bathroomsonequarter: 0
  • bathroomsthreequarter: 0
  • lotsizeacres: 31
  • lotsizeunits: Acres
  • lotsizearea: 31
  • livingarea: 5828
  • livingareaunits: Square Feet
  • latitude: 42.745476
  • longitude: -88.999532
  • listagentfullname: Trisha Rose
  • listagentemail: trisharosec21@gmail.com
  • listagentkey: 3yd-SCWMLSWI-80945
  • listagentmlsid: 80945
  • listagentpreferredphone: 6082905866
  • listagentofficephone: 6083651481
  • listofficekey: 3yd-SCWMLSWI-505
  • listofficemlsid: 505
  • disclaimer: Copyright © 2025 South Central Wisconsin MLS Corporation. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.
  • sourcesystemid: SCWMLSWI
  • yearbuilt: 1970
  • listagenturl: http://www.Century21Affiliated.com
  • buildername: Helgesen
  • countyorparish: Rock
  • parcelnumber: 0140150031
  • elementaryschool: Harmony
  • highschool: Milton
  • elementaryschooldistrict: Milton
  • middleorjuniorschooldistrict: Milton
  • highschooldistrict: Milton
  • appliances: Dishwasher, Garbage Disposer, Microwave, Range, Refrigerator, Washer
  • cooling: Central Air
  • constructionmaterials: Brick
  • heating: Fireplace(s), Forced Air, Zoned (Heating)
  • fireplaceyn: True
  • transactiontype: ForSale
  • storiestotal: 2
  • parkingtotal: 3
  • parkingfeatures: Heated, Paved or Surfaced
  • waterfrontyn: False
  • franchiseaffiliation: Century 21 Real Estate
  • interiorfeatures: Walk-in closet(s), Washer, Dryer, Water softener inc, Security system, Jetted bathtub, Sauna, Wet bar, Cable available, Split bedrooms, Walk thru bedroom, Steam Shower
  • exteriorfeatures: Patio, Pool - in ground, Backup Generator, Barn(s), Outbuilding(s), Aquaculture
  • waterfrontfeatures: Pond
  • architecturalstyle: Tudor
  • rooms: Basement, Bathroom 1, Bathroom 2, Bathroom 3, Bathroom 4, Bathroom 5, Bedroom 1, Bedroom 2, Bedroom 3, Bedroom 4, Bonus Room, Dining Room, Exercise Room, Family Room, Great Room, Kitchen, Laundry, Living Room, Sauna
  • securityfeatures: Security System
  • otherstructures: Barn(s), Outbuilding
  • utilities: Cable Available, Water Available
  • patioandporchfeatures: Patio
  • dock: False
  • poolprivateyn: True
  • spayn: False
  • internetaddressdisplayyn: True
  • internetautomatedvaluationdisplayyn: True
  • internetconsumercommentyn: True
  • location: -88.999535, 42.745476
  • customfields: {"AdditionalInformation":{}, "AlternatePrices":[], "BrokerName":"Century 21 Affiliated", "BuilderEmail":null, "BuilderFax":null, "BuilderPhone":null, "City":null, "Country":null, "Expenses":[], "GeocodeOptions":null, "LeadRoutingEmail":"trisharosec21@gmail.com", "ListBrokerageCity":"Madison", "ListBrokerageCountry":"US", "ListBrokerageEmail":"billk@c21affiliated.com", "ListBrokerageLogoUrl":"http://brokerlogos.listhub.net/SCWMLSWI/ff80808118a32ee70118a34e15ca001e/20080821101033757.jpg", "ListBrokerageName":"Century 21 Affiliated", "ListBrokeragePhone":"(608) 221-2121", "ListBrokeragePostalCode":"53713", "ListBrokerageStateOrProvince":"WI", "ListBrokerageUnitNumber":null, "ListBrokerageUnparsedAddress":"221 W Beltline Hwy", "ListBrokerageWebsiteUrl":"http://www.Century21Affiliated.com", "ListOfficeAddress1":"120 W Grand Ave", "ListOfficeAddress2":null, "ListOfficeBrokerMlsId":"12601", "ListOfficeCity":"Beloit", "ListOfficeCountry":"US", "ListOfficeEmail":"billk@c21affiliated.com", "ListOfficePostalCode":"53511-6209", "ListOfficeStateOrProvince":"WI", "ListPriceCurrencyType":"USD", "ListingTitle":"2 story, Tudor/Provincial - Milton, WI", "ListingURL":"https://www.realtor.com/realestateandhomes-detail/5140-N-Kennedy-Rd_Milton_WI_53563_M70034-00681?f=listhub&s=SCWMLSWI&m=1999282&c=rexren", "MLSModificationTimestamp":"2025-10-17T23:40:50Z", "Neighborhoods":[{"Description":null, "Name":"Harmony"}], "PostalCode":null, "RawPropertySubType":"2 story", "RawPropertyType":"Single Family", "RoomCount":null, "StateOrProvince":null, "Taxes":[{"TaxAnnualAmount":14018, "TaxDescription":null, "TaxYear":"2024"}], "UnitNumber":null, "UnparsedAddress":null}
Listing Changed: 10/18/2025 2:02:38 AM GMT
Source Updated Date: 12/5/2025 6:42:08 PM GMT

Courtesy of: Trisha Rose, Century 21 Affiliated, trisharosec21@gmail.com

Copyright © 2025 South Central Wisconsin MLS Corporation. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.