New price, Awesome possibilities, Historic charm, built in 1924

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Home For Sale

1249 Osceola Dr

Fort Myers, Florida 33901

Lee County

Community: RIVERSIDE

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$881,000 3 br, 4.0 bath 3467 sq. ft. 0.289 acres

New price, Awesome possibilities, Historic charm, built in 1924, unique preserved historic home that is part of Fort Myers Florida history, ready for a new owner caretaker, current owner is ready to move, owner is no longer requesting a contingency of finding a replacement home, can close quickly, well maintained as close to original historic build as possible with upgraded plumbing and electrical. Never any flooding from any of the recent storms like hurricane Ian, zero floodingplete new roof is three years new. Many consider between Gasparilla and Caloosa Drive on the riverside of McGregor the best location in Fort Myers. Socially active community, Quiet, kid friendly and pet friendly sidewalks and streets. Norman Rockwell like. This is a unique home for that unique buyer that appreciates old historic warmth and charm. Room for a pool, 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. Priced to sell

Interior:
  • Bedrooms: 3
  • Baths: 4.0
  • Sq Ft: 3467
  • Year Built: 1924
  • Utilities: 
  • Fireplaces: 
  • Stories: 2
  • Heat/AC: Central, Electric (Heating)
  • Garage: Open, Garage
Exterior:
  • Lot Size: 0.289 acre
  • Lot Dimensions: 
  • View Types: 
  • Yard: 
  • Siding: Brick, Block, Concrete, WoodFrame
  • Roof: Shingle
  • Property Taxes: $5,323
  • MLS #: 2025016791
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Contact Information:
Beach Home For Sale in Fort Myers, Florida
Listing Agent: Cliff Glansen, Sheridan Real Estate, 954-965-3990, 954-965-3990 Listing Site, Listing Status: Active
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.
Ad Number: 6984486
Viewed 94 times.
Updated: May 28, 2026

This property is a Home located at 1249 Osceola Dr, Fort Myers, Florida 33901, and is currently For Sale at $881,000. This Home has 3 bedrooms, 4.0 baths, 3467 sq ft.