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2412 CHANTILLY AVENUE
WINTER PARK FL 32789 US

$7,150,000

Active Listing ID O6383456
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Lot: 0.27 Acres
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Triplex

$7,150,000

Active Listing ID O6383456
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2412 CHANTILLY AVENUE This exclusive trifecta investment opportunity combines luxury real estate, dual-lane income potential, and powerful tax advantages—all in one of the fastest-growing markets in the country. Investors can capitalize on long-term rental cap rates around 8% or tap into short-term rental returns reaching upward of 13%, while benefiting from substantial first-year cost-segregation deductions of approximately $679, 000 for long-term rentals and $850, 000 for short-term rentals. Located in booming Central Florida, where property values have surged 164% over the past decade, these premium assets offer both immediate cash-flow strength and exceptional long-term appreciation potential.

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Property Features

  • Facts
  • Lot Size: 0.27 Acres
  • Property Type: Residential Multi Family
  • Property Sub-type: Triplex
  • Features
  • Cooling System: Central Air
  • Exterior Finish: Fence, Pool
  • Roof Type: Membrane
  • Heating Fuels: Central, Fireplace(s)
  • Additional Features
  • Fireplace
  • Pool

Property

  • propertytype: Residential Multi Family
  • propertysubtype: Triplex
  • listprice: 7150000
  • unparsedaddress: 2412 CHANTILLY AVENUE
  • postalcity: WINTER PARK
  • stateorprovince: FL
  • country: US
  • postalcode: 32789
  • bathroomsfull: 0
  • bathroomshalf: 0
  • bathroomsonequarter: 0
  • bathroomsthreequarter: 0
  • lotsizeacres: 0.27
  • lotsizeunits: Acres
  • lotsizearea: 0.27
  • livingarea: 12500
  • livingareaunits: Square Feet
  • latitude: 28.621568
  • longitude: -81.332327
  • listagentfullname: Tab Bish LLC
  • listagentemail: 4wealthtab@gmail.com
  • listagentkey: 3yd-MFRMLSFL-260564213
  • listagentmlsid: 260564213
  • listagentpreferredphone: 8632065755
  • listagentofficephone: 8632065755
  • listofficekey: 3yd-MFRMLSFL-805521714
  • listagentstatelicense: 691069
  • listofficemlsid: 805521714
  • disclaimer: Copyright © 2026 Stellar MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.
  • sourcesystemid: MFRMLSFL
  • yearbuilt: 2026
  • listingcontractdate: 2026-02-15
  • countyorparish: Orange
  • parcelnumber: 32-21-30-9428-01-090
  • cooling: Central Air
  • constructionmaterials: Block
  • heating: Central, Fireplace(s)
  • numberofunitstotal: 3
  • fireplaceyn: True
  • transactiontype: ForSale
  • storiestotal: 0
  • parkingtotal: 0
  • parkingfeatures: Garage, Garage - Attached
  • roof: Membrane
  • waterfrontyn: False
  • interiorfeatures: Solid Surface Counters
  • exteriorfeatures: Fence, Pool
  • architecturalstyle: Other
  • dock: False
  • poolprivateyn: True
  • spayn: False
  • fencing: Fenced
  • internetaddressdisplayyn: True
  • internetautomatedvaluationdisplayyn: True
  • internetconsumercommentyn: True
  • location: -81.33233, 28.621569
  • customfields: {"AdditionalInformation":{}, "AlternatePrices":[], "BrokerName":"Real Broker, LLC.", "BuilderEmail":null, "BuilderFax":null, "BuilderPhone":null, "City":null, "Country":null, "Expenses":[], "GeocodeOptions":null, "LeadRoutingEmail":"Kevin.Tison@joinreal.com", "ListBrokerageCity":"Winter Haven", "ListBrokerageCountry":"US", "ListBrokerageEmail":"kevin.tison@joinreal.com", "ListBrokerageLogoUrl":"http://brokerlogos.listhub.net/MFRMLSFL/64e81e1151ef11ecbd390242ac110004/20211130151331295.png", "ListBrokerageName":"Real Broker, LLC.", "ListBrokeragePhone":"863-206-5755", "ListBrokeragePostalCode":"33880", "ListBrokerageStateOrProvince":"FL", "ListBrokerageUnitNumber":"Recker Highway", "ListBrokerageUnparsedAddress":"2752", "ListBrokerageWebsiteUrl":null, "ListOfficeAddress1":"122 W Pine St, Ste 300", "ListOfficeAddress2":"Ste 300, ", "ListOfficeBrokerMlsId":null, "ListOfficeCity":"Orlando", "ListOfficeCountry":"US", "ListOfficeEmail":"flbroker@therealbrokerage.com", "ListOfficePostalCode":"32801", "ListOfficeStateOrProvince":"FL", "ListPriceCurrencyType":"USD", "ListingTitle":"Triplex - WINTER PARK, FL", "ListingURL":"https://www.realtor.com/realestateandhomes-detail/2412-Chantilly-Ave_Winter-Park_FL_32789_M53769-66289?f=listhub&s=MFRMLSFL&m=O6383456&c=rexren", "MLSModificationTimestamp":"2026-02-19T12:28:14Z", "Neighborhoods":[], "PostalCode":null, "RawPropertySubType":"Triplex", "RawPropertyType":"Residential Income", "RoomCount":null, "StateOrProvince":null, "Taxes":[{"TaxAnnualAmount":4778.9, "TaxDescription":null, "TaxYear":"2024"}], "UnitNumber":null, "UnparsedAddress":null}
Listing Changed: 2/19/2026 6:37:46 PM GMT
Source Updated Date: 2/21/2026 1:11:41 PM GMT

Courtesy of: Tab Bish LLC, REAL BROKER, LLC, 4wealthtab@gmail.com

Copyright © 2026 Stellar MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.