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1249 Osceola Drive
Fort Myers FL 33901 US

$881,000

Active Listing ID 2025016791
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3 bed
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4.00 Bath (4 Full)
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Lot: 0.29 Acres
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Single Family Residence

$881,000

Active Listing ID 2025016791
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1249 Osceola Drive Two houses for the price of one. Old homes are unique, full of charm and history. This historic home checks all the boxes, and one the best locations as well as close to downtown, schools, hospitals, kept mostly original to its original build, with updated electrical and plumbing, roof is only 3 years old. Never any flooding from any hurricanes in 22 years of ownership. In a neighborhood known for its close-knit neighbors, kid friendly sidewalks, pet friendly sidewalks, almost Norman Rockwell like neighborhood. With a multi-family designation, the super cute guest house has many possibilities or a rental? 3-bedroom main house, and a 1-bedroom guest house. Two car garage with plenty of room to store a boat or RV. Remember this is a 100-year-old home, antique homes are known for lack of closet space, kitchen is outdated as well, all bedrooms are upstairs. Tremendous possibilities or keep as is. If you like historic old homes, this is the one. Home is featured in Pam Miners book 'River & Road' Fort Myers Architecture from Craftsman to Modern. Chapter One. This is a unique home for that unique buyer. Location, location

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Property Features

  • Facts
  • Lot Size: 0.29 Acres
  • Property Type: Residential
  • Property Sub-type: Single Family Residence
  • Features
  • Full Bathrooms: 4
  • Cooling System: Electric, Central Air
  • Exterior Finish: Deck, Fence, Awnings
  • Floor Covering: Wood
  • Roof Type: Shingle
  • Heating Fuels: Electric (Heating), Central
  • Additional Features
  • Patio

School Information

  • School
  • ALLEN PARK(Elementary)
  • FORT MYERS(MiddleSchool)
  • FORT MYERS(HighSchool)

Property

  • propertytype: Residential
  • propertysubtype: Single Family Residence
  • listprice: 881000
  • unparsedaddress: 1249 Osceola Drive
  • postalcity: Fort Myers
  • stateorprovince: FL
  • country: US
  • postalcode: 33901
  • bathroomsfull: 4
  • bathroomshalf: 0
  • bathroomsonequarter: 0
  • bathroomsthreequarter: 0
  • lotsizeacres: 0.289
  • lotsizeunits: Acres
  • lotsizearea: 0.289
  • livingarea: 3467
  • livingareaunits: Square Feet
  • latitude: 26.617188
  • longitude: -81.887196
  • listagentfullname: Cliff Glansen
  • listagentemail: info@flatfee.com
  • listagentkey: 3yd-FMSWFL-F707077
  • listagentmlsid: F707077
  • listagentpreferredphone: 9549653990
  • listagentofficephone: 9549653990
  • listofficekey: 3yd-FMSWFL-FSHER
  • listagentstatelicense: 278017259
  • listofficemlsid: FSHER
  • disclaimer: Copyright © 2026 Florida Gulf Coast Multiple Listing Service, 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: FMSWFL
  • yearbuilt: 1924
  • listingcontractdate: 2025-10-24
  • countyorparish: Lee
  • parcelnumber: 26-44-24-P4-0290C.0170
  • elementaryschool: ALLEN PARK
  • highschool: FORT MYERS
  • appliances: Dryer, Dishwasher, Microwave, Range, Refrigerator, Washer
  • cooling: Electric, Central Air
  • constructionmaterials: Brick, Block, Concrete, WoodFrame
  • flooring: Wood
  • heating: Electric (Heating), Central
  • fireplaceyn: False
  • transactiontype: ForSale
  • storiestotal: 2
  • parkingtotal: 0
  • parkingfeatures: Garage, Open
  • roof: Shingle
  • waterfrontyn: False
  • franchiseaffiliation: None
  • interiorfeatures: LivingDiningRoom, TubShower, SplitBedrooms
  • exteriorfeatures: Deck, Fence, Awnings
  • architecturalstyle: Other
  • rooms: Bedroom 1, Bathroom 3, Bathroom 4, Bedroom 2, Bedroom 3, Bathroom 1, Dining Room, Bathroom 2
  • patioandporchfeatures: Deck
  • dock: False
  • poolprivateyn: False
  • spayn: False
  • fencing: Fenced
  • internetaddressdisplayyn: True
  • internetautomatedvaluationdisplayyn: False
  • internetconsumercommentyn: False
  • location: -81.8872, 26.617188
  • customfields: {"AdditionalInformation":{}, "AlternatePrices":[], "BrokerName":"Sheridan Real Estate", "BuilderEmail":null, "BuilderFax":null, "BuilderPhone":null, "City":null, "Country":null, "CustomSourceId":null, "Expenses":[], "GeocodeOptions":null, "LeadRoutingEmail":"info@flatfee.com", "ListBrokerageCity":null, "ListBrokerageCountry":null, "ListBrokerageEmail":null, "ListBrokerageLogoUrl":null, "ListBrokerageName":"Sheridan Real Estate", "ListBrokeragePhone":"877-575-5505", "ListBrokeragePostalCode":null, "ListBrokerageStateOrProvince":null, "ListBrokerageUnitNumber":null, "ListBrokerageUnparsedAddress":null, "ListBrokerageWebsiteUrl":null, "ListOfficeAddress1":"1050 NW 55th Street ", "ListOfficeAddress2":null, "ListOfficeBrokerMlsId":"FSHER", "ListOfficeCity":"FT. Lauderdale", "ListOfficeCountry":"US", "ListOfficeEmail":"info@flatfee.com", "ListOfficePostalCode":"33309", "ListOfficeStateOrProvince":"FL", "ListPriceCurrencyType":"USD", "ListingTitle":"SINGLE_FAMILY - Other - Fort Myers, FL", "ListingURL":"https://www.realtor.com/realestateandhomes-detail/1249-Osceola-Dr_Fort-Myers_FL_33901_M65896-27055?f=listhub&s=FMSWFL&m=2025016791&c=rexren", "MLSModificationTimestamp":"2026-08-01 00:58:51", "Neighborhoods":[{"Description":null, "Name":"RIVERSIDE"}], "PostalCode":null, "RoomCount":null, "StateOrProvince":null, "Taxes":[{"TaxAnnualAmount":5323, "TaxDescription":"RIVERSIDE BLK C PB 3 PG 63 LOT 17", "TaxYear":"2023"}], "UnitNumber":null, "UnparsedAddress":null}
Listing Changed: 1/1/2020 12:00:00 AM GMT
Source Updated Date: 8/5/2026 12:36:28 PM GMT

Courtesy of: Cliff Glansen, Flatfee.com, info@flatfee.com

Copyright © 2026 Florida Gulf Coast Multiple Listing Service, Inc. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.