Listing Provided Courtesy of List In MLS Realty, LLC
Step into a piece of history with this captivating 1925 Spanish Colonial home, thoughtfully updated for modern living while preserving its timeless charm. OWNER FINANCING available with a substantial down payment, providing an excellent opportunity to make this dream home yours. Situated in the heart of the historic McGregor District in Old Fort Myers, this exceptional property offers an unmatched blend of elegance and comfort. Nestled on nearly half an acre just a stone’s throw from the river, this beautiful residence boasts 4 spacious bedrooms, 2 bathrooms, a den, and a bright, inviting family room. The expansive kitchen is a chef’s delight, featuring a center island, double sinks, recessed oven, wood cabinets with stained glass accents, and an eat-in breakfast nook. French doors open to an extensive lanai and an oversized pool, perfect for entertaining or relaxing. Enjoy formal dinners in the stately dining room or unwind in the cozy sitting room by the wood-burning fireplace. A charming private courtyard adds to the home’s unique appeal. The property also includes a separate guest house with 2 bedrooms, 1 bath, a kitchen, and living areas above an oversized 3-car garage, ideal for visitors or in-laws. Recent updates include new roofs and plumbing in 2020, restored hardwood floors, and hurricane-rated windows, ensuring both beauty and peace of mind. The location offers easy access to Fort Myers Country Club, the Edison-Ford Winter Estates, hospitals, top-rated public and private schools, diverse dining and shopping options, RSW Airport, and the pristine beaches of the Gulf of Mexico. Enjoy evening strolls in this wonderful neighborhood with sidewalks lined with mature trees. Don’t miss your chance to own a piece of Fort Myers history in a highly sought-after community. Schedule your private showing today! No water intrusion or storm damage from Ian.
Property Details
Price:
$1,350,000
MLS #:
2026006878
Status:
Active
Beds:
6
Baths:
3
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
RIVERSIDE
Neighborhood:
riverside
Listed Date:
Feb 8, 2026
Finished Sq Ft:
3,582
Total Sq Ft:
4,352
Lot Size:
21,475 sqft / 0.49 acres (approx)
Year Built:
1925
See this Listing
Schools
Interior
Appliances
Dishwasher, Disposal, Self Cleaning Oven, Wall Oven, Warming Tray
Bathrooms
3 Full Bathrooms
Cooling
Ceiling Fan(s), Central Electric
Flooring
Tile, Wood
Heating
Central Electric
Laundry Features
Washer/Dryer Hookup, In Garage, Laundry in Residence
Exterior
Architectural Style
Two Story, Single Family
Association Amenities
None
Construction Materials
Concrete Block, Stucco
Exterior Features
Screened Lanai/Porch
Other Structures
Gazebo
Parking Features
Driveway Paved, Paved, RV-Boat, Detached
Parking Spots
3
Roof
Tile
Financial
Tax Year
2025
Taxes
$12,200
Map
Community
- Address1248 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 Feb 22, 2026
1,887
Single Family Listed
118
Avg DOM
298
Avg $ / SqFt
$726,833
Avg List Price
Property Summary
- Located in the RIVERSIDE subdivision, 1248 Osceola DR FORT MYERS FL is a Single Family for sale in FORT MYERS, FL, 33901. It is listed for $1,350,000 and features 6 beds, 3 baths, and has approximately 3,582 square feet of living space, and was originally constructed in 1925. The current price per square foot is $377. The average price per square foot for Single Family listings in FORT MYERS is $298. The average listing price for Single Family in FORT MYERS is $726,833. To schedule a showing of MLS#2026006878 at 1248 Osceola DR in FORT MYERS, FL, contact your Carney Realty & Associates, Inc. agent at 239-574-1965.
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