About 1248 Osceola Drive, 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.
Irrigation Source : Municipal, Well
Utilities : CableAvailable
Water Source : Public
Sewer System : PublicSewer
Community Features : NonGated
Association : false
Association Fee : 0
Association Fee Includes : None
Parking Features : Fence, None, Patio
Garage : Yes.
Garage Spaces: 3
Exterior Features : Fence, None, Patio
Lot Features : RectangularLot
Road Surface Type : Paved
Roof : Tile
Architectural Style : TwoStory
Property Sub-Type Additional : SingleFamilyResidence
Property Condition : Resale
Zoning Description : RS-5
Pool Features : Concrete, ElectricHeat, Heated, InGround, PoolEquipment, ScreenEnclosure
Heating : Yes.
Heating : Central, Electric
Cooling : Yes.
Cooling : CentralAir, CeilingFans, Electric
Construction Materials : Block, Concrete, Stucco
Interior Features : BedroomOnMainLevel, SeparateFormalDiningRoom, DualSinks, EatInKitchen, FrenchDoorsAtriumDoors, Fireplace, KitchenIsland, ShowerOnly, SeparateShower, CableTv, HomeOffice
Laundry Features : WasherHookup, DryerHookup, Inside, InGarage
Appliances : BuiltInOven, Dishwasher, Disposal, SelfCleaningOven, WarmingDrawer
Door Features : FrenchDoors
Window Features : SingleHung
Flooring : Tile, Wood
Irrigation Source : Municipal, Well
Utilities : CableAvailable
Water Source : Public
Sewer System : PublicSewer
Community Features : NonGated
Association : false
Association Fee : 0
Association Fee Includes : None
Parking Features : Fence, None, Patio
Garage : Yes.
Garage Spaces: 3
Exterior Features : Fence, None, Patio
Lot Features : RectangularLot
Road Surface Type : Paved
Roof : Tile
Architectural Style : TwoStory
Property Sub-Type Additional : SingleFamilyResidence
Property Condition : Resale
Zoning Description : RS-5
Pool Features : Concrete, ElectricHeat, Heated, InGround, PoolEquipment, ScreenEnclosure
Heating : Yes.
Heating : Central, Electric
Cooling : Yes.
Cooling : CentralAir, CeilingFans, Electric
Construction Materials : Block, Concrete, Stucco
Interior Features : BedroomOnMainLevel, SeparateFormalDiningRoom, DualSinks, EatInKitchen, FrenchDoorsAtriumDoors, Fireplace, KitchenIsland, ShowerOnly, SeparateShower, CableTv, HomeOffice
Laundry Features : WasherHookup, DryerHookup, Inside, InGarage
Appliances : BuiltInOven, Dishwasher, Disposal, SelfCleaningOven, WarmingDrawer
Door Features : FrenchDoors
Window Features : SingleHung
Flooring : Tile, Wood

Street Address: 1248 Osceola Drive
City: Fort Myers
State: Florida
Postal Code: 33901
County: Lee
Directions: McGregor Blvd to West on Osceola Dr to 1248 on the Left.

Property Information :
Listing Status: Active
Size: 4,352 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 1:30PM
Amenities :
Pool
Fireplace

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