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1249 Osceola Drive Fort Myers FL 33901US3 Bed, 4.00 Bath (4 Full Bath), 2025016791
1249 Osceola Drive Fort MyersFL33901
859000.0000 1/1/1900 12:00:00 AM
Realty Executives Southwest Florida
3820 Colonial Blvd, Suite 200Ft MyersFL33966
239-823-6849

1249 Osceola Drive
Fort Myers FL 33901 US

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

Realty Executives Southwest Florida
3820 Colonial Blvd, Suite 200
Ft Myers, FL, US 33966
239-823-6849

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1249 Osceola Drive
Fort Myers FL 33901 US

$859,000

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

$859,000

Active Listing ID 2025016791
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Maps

1249 Osceola Drive Historic charm, built in 1924, well maintained as close to original build as possible with upgraded plumbing and electrical. Complete new roof is two years old with transferable warranty. Many consider between Gasparilla and Caloosa Drive on the riverside of McGregor the best location in Fort Myers. Active community, kid friendly and pet friendly sidewalks and streets. This is a unique home for that unique buyer that appreciates old historic warmth and charm. Room for a pool or maybe a pickleball court, quest house is one of the cutest self-contained guest houses with all new plumbing. Guest house has one bedroom, living room, dining area and small kitchen with a bathroom. With a multi-family designation, can be legally rented. Main house and guest house, you are getting two beautiful historic homes for the price of one. Two car garage and room to store RV or boat. Preserving the historical charm is something that has been admired by many. All bedrooms are upstairs. Home is featured in Pam Miners book 'River & Road' Fort Myers Architecture from Craftsman to Modern. Chapter One. Location, 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: Central Air, Electric
  • Exterior Finish: Deck, Fence, Awnings
  • Floor Covering: Wood
  • Roof Type: Shingle
  • Heating Fuels: Central, Electric (Heating)
  • Additional Features
  • Patio

School Information

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

Property

  • propertytype: Residential
  • propertysubtype: Single Family Residence
  • listprice: 859000
  • 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 © 2025 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: Central Air, Electric
  • constructionmaterials: Brick, Block, Concrete, WoodFrame
  • flooring: Wood
  • heating: Central, Electric (Heating)
  • 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: Bathroom 2, Bedroom 2, Bathroom 4, Bedroom 1, Bedroom 3, Bathroom 3, Dining Room, Bathroom 1
  • 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":"USA", "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":"2025-12-16 19:38:50", "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: 12/16/2025 8:13:53 PM GMT
Source Updated Date: 12/17/2025 6:45:25 PM GMT

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

Copyright © 2025 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.

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