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3 Beds
4 Baths
3,467 sqft

$895,000

1249 Osceola DR, Fort Myers FL, 33901

Price per sqft$258.15
Built in1924
Property size3,467 sqft
Property typeResidential

Overview

Active

Listed Oct 24, 2025

Updated 10h ago

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 Remember this is a 100-year-old home, antique homes are known for lack of closet space, kitchen is outdated as well, all bedrooms are upstairs.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. Most historic homes have been altered and changed many times over the years, this home has been kept and maintained as original as possible. Hence the new owner with have an original canvas to work with. Keep as is, or? 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.

$5,954/mo

Est. mortgage payment based on a $895,000 home price.

All estimates are provided by Luxury Presence for informational purposes only. Actual amounts may vary.

Additional information

MLS® ID
2025016791

Interior Features

Bedrooms
3
Bathrooms
4
Cooling
Yes
Heating
Yes
Basement
No

Exterior Features

Lot Size
0.29 Acres

Other Property Details

Taxes
$5,323
Tax Frequency
Annually
Secondary Association Fee
Not Listed
Garage
Yes
Pets Allowed
Yes
55+/Senior Community
No

Listed by Cliff Glansen, Flatfee.com

Listing Contact: 954-965-3990 

All information deemed reliable but not guaranteed and should be independently verified. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) nor Aston Rose Sports and Entertainment shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless.

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Data last updated 11:22 AM UTC, 10/8/2026

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