Listing Provided Courtesy of Flatfee.com
Historic charm, built in 1924, well maintained as close to original build as possible with upgraded plumbing and electrical. Complete new roof is two years old with transferable warranty. 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 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. 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. Location, location, location
Property Details
Price:
$853,000
MLS #:
2025016791
Status:
Active
Beds:
3
Baths:
4
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
RIVERSIDE
Neighborhood:
riverside
Listed Date:
Oct 24, 2025
Finished Sq Ft:
3,467
Total Sq Ft:
3,467
Lot Size:
12,589 sqft / 0.29 acres (approx)
Year Built:
1924
See this Listing
Schools
Elementary School:
ALLEN PARK
Middle School:
FORT MYERS
High School:
FORT MYERS
Interior
Appliances
Dishwasher, Dryer, Microwave, Range, Refrigerator, Washer
Bathrooms
4 Full Bathrooms
Cooling
Central Electric
Flooring
Wood
Heating
Central Electric
Laundry Features
In Garage
Exterior
Architectural Style
Two Story, Single Family
Association Amenities
None
Construction Materials
Concrete Block, Wood Frame, Brick
Exterior Features
Awning(s)
Parking Features
Detached
Parking Spots
2
Roof
Shingle
Financial
Tax Year
2023
Taxes
$5,323
Map
Community
- Address1249 Osceola DR FORT MYERS FL
- SubdivisionRIVERSIDE
- CityFORT MYERS
- CountyLee
- Zip Code33901
Market Summary
Current real estate data for Single Family in FORT MYERS as of Dec 02, 2025
1,741
Single Family Listed
116
Avg DOM
292
Avg $ / SqFt
$696,799
Avg List Price
Property Summary
- Located in the RIVERSIDE subdivision, 1249 Osceola DR FORT MYERS FL is a Single Family for sale in FORT MYERS, FL, 33901. It is listed for $853,000 and features 3 beds, 4 baths, and has approximately 3,467 square feet of living space, and was originally constructed in 1924. The current price per square foot is $246. The average price per square foot for Single Family listings in FORT MYERS is $292. The average listing price for Single Family in FORT MYERS is $696,799. To schedule a showing of MLS#2025016791 at 1249 Osceola DR in FORT MYERS, FL, contact your Carney Realty & Associates, Inc. agent at 239-574-1965.
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