1249  Osceola Drive            $853,000
        
    
            Historic charm, built in 1924, well maintained as close to original build as possible with upgraded plumbing and electrical. Newer roof, roof is two years old. 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 has one bedroom, living room, dining area and small kitchen with a bathroom. Can be legally rented. Main house and guest house, you are getting two beautiful historic homes for the price of one. Never any flooding in 21 years of ownership, 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
                                
                                    
                                        
                                            
                                        
                                        
                                            
                                        
                                    
                                
                                
                                    
                                        
                                            
                                        
                                        
                                            
                                        
                                    
                                
                                
                                    
                                        
                                            
                                        
                                        
                                            
                                        
                                    
                                
                                
                                    
                                        
                                            
                                        
                                        
                                            
                                        
                                    
                                
                                
                                    
                                        
                                            
                                        
                                        
                                            
                                        
                                    
                                
                                
                                    
                                        
                                            
                                        
                                        
                                            
                                        
                                    
                                        
                    General Amenities
Interior Amenities
Exterior Amenities
Landscape Amenities
Community Amenities
Appliance Amenities
- Beds
 - 3
 
- Baths
 - 4.00
 
- Ft2
 - 3,467
 
- Lot Acres
 - 0.29
 
- Year Built
 - 1924
 
- Heat
 - Central,Electric
 
- Roof
 - Shingle
 
1249  Osceola Drive
Fort Myers, Florida 33901
United States
Fort Myers, Florida 33901
United States
Subdivision: RIVERSIDE
County: Lee
Sale Type: For Sale
Ref #: 2025016791
Last Updated: Monday, 03 November 2025 01:10
Type of Home: Single Family
Listed by Flatfee.com on Friday, 24 October 2025 [For Sale]
            - Beds
 - 3
 
- Baths
 - 4.00
 
- Ft2
 - 3,467
 
- Lot Acres
 - 0.29
 
- Heat
 - Central,Electric
 
- Cooling
 - CentralAir,Electric
 
- Roof
 - Shingle
 
- Year Built
 - 1924
 
- Garage Size
 - 2
 
- Beds
 - 3
 
- Baths
 - 4.00
 
- Ft2
 - 3,467
 
- Lot Acres
 - 0.29
 
- Year Built
 - 1924
 
- Heat
 - Central,Electric
 
- Roof
 - Shingle
 
1249  Osceola Drive
Fort Myers, Florida 33901
United States
Fort Myers, Florida 33901
United States
Subdivision: RIVERSIDE
County: Lee
Sale Type: For Sale
Ref #: 2025016791
Last Updated: Monday, 03 November 2025 01:10
Type of Home: Single Family
Listed by Flatfee.com on Friday, 24 October 2025 [For Sale]
            
				
										
										
                    
                            
                            
                            
                            
                            
                            
                            
                            
                            
                            
                            
                            
                            
                            
                            
                            
                            
                            
                            
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