About 1248 Osceola DR, Fort Myers, Florida, 33901
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.
Bedroom Features: First Floor Bedroom
DiningRoom Features: Eat-in Kitchen, Formal
Kitchen Description: Island
Additional Rooms: Den - Study, Family Room, Home Office, Laundry in Garage, Laundry in Residence, Screened Lanai/Porch
Pets Allowed : Yes
Irrigation Source: Central, Well
Maintenance : None
Water Source : Central
Parking Features: Driveway Paved, Paved, RV-Boat, Detached
3 Parking Spaces
3 Garage Spaces
Fencing : Fenced
Exterior Features: Screened Lanai/Porch
Lot Features : Regular
Patio And Porch Features : Patio
Roof : Tile
Road Frontage Type : Paved
Architectural Style : Two Story, Single Family
Structure Type : House
Equipment:Auto Garage Door, Dishwasher, Disposal, Self Cleaning Oven, Wall Oven, Warming Tray, Washer/Dryer Hookup
RS-5
Pool Features:Below Ground, Concrete, Equipment Stays, Electric Heat, Screen Enclosure
Cooling: Ceiling Fan(s), Central Electric
Heating : Central Electric
Construction Materials: Concrete Block, Stucco
Foundation Details: Concrete Block
Interior Features: Fireplace, French Doors
Building Description : 2 Story
Building Features : DSL/Cable Available
Appliances : Dishwasher, Disposal, Self Cleaning Oven, Wall Oven, Warming Tray
Equipment : Auto Garage Door, Dishwasher, Disposal, Self Cleaning Oven, Wall Oven, Warming Tray, Washer/Dryer Hookup
Door Features:
Flooring : Tile, Wood
Levels : 2
LaundryFeatures : Washer/Dryer Hookup, In Garage, Laundry in Residence
Other Structures: Gazebo
Bedroom Features: First Floor Bedroom
DiningRoom Features: Eat-in Kitchen, Formal
Kitchen Description: Island
Additional Rooms: Den - Study, Family Room, Home Office, Laundry in Garage, Laundry in Residence, Screened Lanai/Porch
Pets Allowed : Yes
Irrigation Source: Central, Well
Maintenance : None
Water Source : Central
Parking Features: Driveway Paved, Paved, RV-Boat, Detached
3 Parking Spaces
3 Garage Spaces
Fencing : Fenced
Exterior Features: Screened Lanai/Porch
Lot Features : Regular
Patio And Porch Features : Patio
Roof : Tile
Road Frontage Type : Paved
Architectural Style : Two Story, Single Family
Structure Type : House
Equipment:Auto Garage Door, Dishwasher, Disposal, Self Cleaning Oven, Wall Oven, Warming Tray, Washer/Dryer Hookup
RS-5
Pool Features:Below Ground, Concrete, Equipment Stays, Electric Heat, Screen Enclosure
Cooling: Ceiling Fan(s), Central Electric
Heating : Central Electric
Construction Materials: Concrete Block, Stucco
Foundation Details: Concrete Block
Interior Features: Fireplace, French Doors
Building Description : 2 Story
Building Features : DSL/Cable Available
Appliances : Dishwasher, Disposal, Self Cleaning Oven, Wall Oven, Warming Tray
Equipment : Auto Garage Door, Dishwasher, Disposal, Self Cleaning Oven, Wall Oven, Warming Tray, Washer/Dryer Hookup
Door Features:
Flooring : Tile, Wood
Levels : 2
LaundryFeatures : Washer/Dryer Hookup, In Garage, Laundry in Residence
Other Structures: Gazebo

Street Address: 1248 Osceola DR
City: Fort Myers
State: Florida
Postal Code: 33901
County: Lee

Property Information :
Listing Status: Active
Size: 3,582 Sqft
Lot Size: 0.49 Acres
MLS #: 2026006878
Bedrooms: 6 bd
Bathrooms: 3 ba
Price: $1,350,000
Tax Amount: 12200
Construction Status: Built in 1925
Last Modified : Feb 11 2026 11:36AM
Amenities :
Pool
Fireplace

Courtesy of: Mark Hetrick, List In MLS Realty, LLC (MLS# FLIST)
Source MLS: NABOR