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423 OLOLU DRIVE
WINTER PARK FL 32789 US

$599,000

Active Listing ID O6369976
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3 bed
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3.00 Bath (3 Full)
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Lot: 0.21 Acres
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Single Family Residence

$599,000

Active Listing ID O6369976
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423 OLOLU DRIVE Welcome to this distinctive 3-bedroom, 3-bath, two-story residence in Winter Park, offering a rare and versatile layout ideal for multi-generational living, college roommates or those seeking flexible space. Thoughtfully designed with two separate living areas, this home provides privacy, functionality, and room to grow—all just minutes from major highways and the charm of downtown Winter Park. The interior has been extensively updated, featuring wood-look tile flooring throughout and a beautifully renovated kitchen that anchors the main living space. Recent improvements include updated bathrooms, fresh paint throughout, newer roof (2016), HVAC (2019), windows (2019), full electrical re-wire (2018), plumbing updates (2018), and a complete repipe (2016). The home is set on a spacious, gated lot with plenty of parking and a fully fenced-in yard. Nature lovers. will love the outdoor living space with a wraparound balcony where you can enjoy a water view of Lake Killarney. You will enjoy easy access to shopping, dining, and everything that makes Winter Park so desirable, including Rollins College. A truly unique opportunity for buyers seeking flexibility, updates, and location—this is not a cookie-cutter home, but one with character, function, and lifestyle at its core. Book your private showing today to see for yourself.

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Property Features

  • Facts
  • Lot Size: 0.21 Acres
  • Property Type: Residential
  • Property Sub-type: Single Family Residence
  • Features
  • Full Bathrooms: 3
  • Cooling System: Central Air
  • Exterior Finish: Fencing, Balcony, Private Yard
  • Floor Covering: Tile, Tile - Ceramic
  • Roof Type: Shingle
  • Heating Fuels: Central

School Information

  • School
  • Killarney Elem(Elementary)
  • College Park Middle(MiddleSchool)
  • Edgewater High(HighSchool)

Property

  • propertytype: Residential
  • propertysubtype: Single Family Residence
  • listprice: 599000
  • unparsedaddress: 423 OLOLU DRIVE
  • postalcity: WINTER PARK
  • stateorprovince: FL
  • country: US
  • postalcode: 32789
  • bathroomsfull: 3
  • bathroomshalf: 0
  • bathroomsonequarter: 0
  • bathroomsthreequarter: 0
  • lotsizeacres: 0.21
  • lotsizeunits: Acres
  • lotsizearea: 0.21
  • livingarea: 1920
  • livingareaunits: Square Feet
  • latitude: 28.601079
  • longitude: -81.383833
  • listagentfullname: Jill Healey
  • listagentemail: jillhealey@kw.com
  • listagentkey: 3yd-MFRMLSFL-261219069
  • listagentmlsid: 261219069
  • listagentpreferredphone: 4077971420
  • listagentofficephone: 4075456430
  • listofficekey: 3yd-MFRMLSFL-261012230
  • listagentstatelicense: 3487400
  • listofficemlsid: 261012230
  • 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: 1981
  • listingcontractdate: 2026-01-08
  • countyorparish: Orange
  • parcelnumber: 02-22-29-4168-00-380
  • elementaryschool: Killarney Elem
  • highschool: Edgewater High
  • appliances: Dishwasher, Dryer, Garbage Disposer, Microwave, Range, Refrigerator, Washer
  • cooling: Central Air
  • constructionmaterials: Block, Stucco
  • flooring: Tile, Tile - Ceramic
  • heating: Central
  • fireplaceyn: False
  • transactiontype: ForSale
  • storiestotal: 0
  • parkingtotal: 0
  • roof: Shingle
  • waterfrontyn: False
  • franchiseaffiliation: Keller Williams Realty
  • interiorfeatures: Ceiling Fans(s), Eat-in Kitchen, Open Floorplan, Primarybedroom Upstairs, Solid Wood Cabinets, Stone Counters, Thermostat, Walk-in Closet(s)
  • exteriorfeatures: Fencing, Balcony, Private Yard
  • architecturalstyle: Other
  • rooms: Bathroom 1, Bathroom 2, Bathroom 3, Bedroom 1, Bedroom 2, Bedroom 3, Family Room, Kitchen, Living Room
  • dock: False
  • poolprivateyn: False
  • spayn: False
  • fencing: Fenced
  • internetaddressdisplayyn: True
  • internetautomatedvaluationdisplayyn: False
  • internetconsumercommentyn: False
  • location: -81.383835, 28.60108
  • openhouse: { "AppointmentRequiredYN": false, "ListingKey": "3yd-MFRMLSFL-O6369976", "OpenHouseEndTime": "2026-01-16T18:00:00+00:00", "OpenHouseId": "O6369976", "OpenHouseRemarks": null, "OpenHouseStartTime": "2026-01-16T16:00:00+00:00", "OpenHouseType": null, "VirtualOpenHouseURL": null }, { "AppointmentRequiredYN": false, "ListingKey": "3yd-MFRMLSFL-O6369976", "OpenHouseEndTime": "2026-01-17T20:00:00+00:00", "OpenHouseId": "O6369976", "OpenHouseRemarks": "", "OpenHouseStartTime": "2026-01-17T17:00:00+00:00", "OpenHouseType": null, "VirtualOpenHouseURL": null }, { "AppointmentRequiredYN": false, "ListingKey": "3yd-MFRMLSFL-O6369976", "OpenHouseEndTime": "2026-01-18T19:00:00+00:00", "OpenHouseId": "O6369976", "OpenHouseRemarks": "", "OpenHouseStartTime": "2026-01-18T17:00:00+00:00", "OpenHouseType": null, "VirtualOpenHouseURL": null }
  • customfields: {"AdditionalInformation":{}, "AlternatePrices":[], "BrokerName":"Keller Williams Winter Park", "BuilderEmail":null, "BuilderFax":null, "BuilderPhone":null, "City":null, "Country":null, "Expenses":[], "GeocodeOptions":null, "LeadRoutingEmail":"jillhealey@kw.com", "ListBrokerageCity":"Winter Park", "ListBrokerageCountry":"US", "ListBrokerageEmail":"klrw974@kw.com", "ListBrokerageLogoUrl":null, "ListBrokerageName":"Keller Williams Winter Park", "ListBrokeragePhone":"(407) 545-6430", "ListBrokeragePostalCode":"32789", "ListBrokerageStateOrProvince":"FL", "ListBrokerageUnitNumber":null, "ListBrokerageUnparsedAddress":"147 W. Lyman Ave", "ListBrokerageWebsiteUrl":null, "ListOfficeAddress1":"147 W Lyman Ave", "ListOfficeAddress2":null, "ListOfficeBrokerMlsId":null, "ListOfficeCity":"Winter Park", "ListOfficeCountry":"US", "ListOfficeEmail":"denisel@kw.com", "ListOfficePostalCode":"32789", "ListOfficeStateOrProvince":"FL", "ListPriceCurrencyType":"USD", "ListingTitle":"Single Family Residence - WINTER PARK, FL", "ListingURL":"https://www.realtor.com/realestateandhomes-detail/423-Ololu-Dr_Winter-Park_FL_32789_M58024-22509?f=listhub&s=MFRMLSFL&m=O6369976&c=rexren", "MLSModificationTimestamp":"2026-01-13T12:53:11Z", "Neighborhoods":[], "PostalCode":null, "RawPropertySubType":"Single Family Residence", "RawPropertyType":"Residential", "RoomCount":6, "StateOrProvince":null, "Taxes":[{"TaxAnnualAmount":4029.85, "TaxDescription":null, "TaxYear":"2024"}], "UnitNumber":null, "UnparsedAddress":null}
Listing Changed: 1/13/2026 8:36:28 PM GMT
Source Updated Date: 1/15/2026 6:46:38 PM GMT

Courtesy of: Jill Healey, KELLER WILLIAMS WINTER PARK, jillhealey@kw.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.