About 1249 Osceola Dr
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 Remember this is a 100-year-old home, antique homes are known for lack of closet space, kitchen is outdated as well, all bedrooms are upstairs.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
Features of 1249 Osceola Dr
| MLS® # | 2025016791 |
|---|---|
| Price | $889,500 |
| Bedrooms | 3 |
| Bathrooms | 4.00 |
| Full Baths | 4 |
| Square Footage | 3,467 |
| Square Footage | 3467 |
| Acres | 0.29 |
| Year Built | 1924 |
| Type | Residential |
| Sub-Type | Single Family |
| Style | Two Story |
| 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 |
|---|---|
| Utilities | Cable Available |
| Features | Rectangular Lot |
| Parking | Garage, Garage Door Opener, Detached, Two Spaces |
| # of Garages | 2 |
| Garages | Garage, Garage Door Opener, Detached, Two Spaces |
| Is Waterfront | No |
| Waterfront | None |
| Has Pool | No |
Interior
| Interior | Wood |
|---|---|
| Interior Features | Split Bedrooms, Living/Dining Room, Other, Tub Shower |
| Appliances | Dishwasher, Microwave, Range, Refrigerator, Dryer, Washer |
| Heating | Central, Electric |
| Cooling | Central Air, Electric |
| Fireplace | No |
| # of Stories | 2 |
| Stories | 2 |
| Has Basement | No |
Exterior
| Exterior | Block, Concrete, Brick, Wood Frame |
|---|---|
| Exterior Features | Awning(s), Deck, Fence, None |
| Lot Description | Rectangular Lot |
| Roof | Shingle |
| Construction | Block, Concrete, Brick, Wood Frame |
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 |
| RE / Bank Owned | No |
Listing Details
| Office | Flatfee.com |
|---|