About 1249 Osceola Dr
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
Features of 1249 Osceola Dr
| MLS® # | 2025016791 |
|---|---|
| Price | $853,000 |
| Bedrooms | 3 |
| Bathrooms | 4.00 |
| Full Baths | 4 |
| Square Footage | 3,467 |
| Acres | 0.29 |
| Year Built | 1924 |
| Type | Residential |
| Sub-Type | Single Family Residence, Single Family |
| Style | Two Story, Single Family |
| Status | Active |
Community Information
| Address | 1249 Osceola Dr |
|---|---|
| Area | FM01 - Fort Myers Area |
| Subdivision | RIVERSIDE |
| City | FORT MYERS |
| County | Lee |
| State | FL |
| Zip Code | 33901 |
Amenities
| Amenities | None |
|---|---|
| Parking | Detached |
| # of Garages | 2 |
| Garages | Detached |
| Is Waterfront | No |
| Waterfront | None |
| Has Pool | No |
Interior
| Interior Features | Other |
|---|---|
| Appliances | Dishwasher, Dryer, Microwave, Range, Refrigerator, Washer |
| Heating | Central Electric |
| Cooling | Central Electric |
| Fireplace | No |
Exterior
| Exterior | Concrete Block, Wood Frame, Brick |
|---|---|
| Exterior Features | Awning(s) |
| Lot Description | Regular |
| Roof | Shingle |
| Construction | Concrete Block, Wood Frame, Brick |
School Information
| Elementary | ALLEN PARK |
|---|---|
| Middle | FORT MYERS |
| High | FORT MYERS |
Additional Information
| Date Listed | October 24th, 2025 |
|---|---|
| Zoning | RS-5 |
| Foreclosure | No |
| Short Sale | No |
Listing Details
| Office | Flatfee.com |
|---|
