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1248 Osceola Drive

Fort Myers, FL 33901
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Bed 6

Bed

Bath 3

Bath

SqFt3,582

Sqft

Acres0.49

Acre(Lot)

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 home is located in a quiet, highly desirable community known for its socially active lifestyle, with sidewalks and streets that are both kid and pet friendly. 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. A downstairs bedroom provides added flexibility for guests or multigenerational living. The property also offers abundant parking, ideal for a boat, RV, or additional recreational toys. The property 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 front of the property is scheduled for a full re-landscaping, designed to further enhance curb appeal and create an even more impressive, picturesque estate entrance. 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 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.

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Detail Ic Property Details

Property Type : Residential

Price : $1,354,000

AD Id : 75166078

MLS Id : 2026006878

Beds : 6

Lot Size : 0.49 Acre

Living Area Size : 3,582

Year Built : 1925

Garage : 3

County : Lee

Subdivision: Riverside

  • Map Map

Map

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Feature Features

  • Bedroom Information

    Total beds: 6

    Bathroom Information

    Total Baths: 3 Full Baths: 3

    Roofing Information

    Tile

    Flooring Information

    Tile, Wood
  • Interior Features

    BedroomOnMainLevel, SeparateFormalDiningRoom, DualSinks, EatInKitchen, FrenchDoorsAtriumDoors, Fireplace, KitchenIsland, ShowerOnly, SeparateShower, CableTv, HomeOffice
    Roof: Tile
    Appliances: BuiltInOven, Dishwasher, Disposal, SelfCleaningOven, WarmingDrawer
    Laundry Features: WasherHookup, DryerHookup, Inside, InGarage
    Window Features: SingleHung
  • Heating & Cooling

    Has Heating: Yes Heating: Central, Electric Has Cooling: Yes Cooling: CentralAir, CeilingFans, Electric

  • Building Information

    Year Built: 1925
    Building Area Total: 4352
    Construction Materials: Block, Concrete, Stucco
    Stories: 2
    Patio And Porch Features: Lanai, Patio, Porch, Screened
    Pool Features: Concrete, ElectricHeat, Heated, InGround, PoolEquipment, ScreenEnclosure
    Private Pool: Yes
    Water front Features: None
    View: Landscaped
  • Exterior Features

    Exterior Features: Fence, None, Patio

  • Lot Information

    Lot Dimensions: 120 x 175 x 121 x 181 Main Square Feet: 0.493 Lot Size Acres: 0.493 Lot Size Source: Appraiser Lot Description: RectangularLot

    Property Information

    Subdivision: RIVERSIDE Source Property Type: Residential Zoning Description: RS-5 Property SubType: Single Family Residence Direction Faces: North Levels: Two Property Age: 101

  • Listing Price Information

    Listing Price: $1354000
    Original Price: $1350000
    AllFinancingConsidered, Cash, OwnerMayCarry, OwnerMayCarrySecond

  • Tax Information

    Parcel Number: 26-44-24-P4-0290G.0030 Tax Lot: 3 Tax Block: G Tax Year: 2025 Annual Tax: $12200 Tax Legal Desc: RIVERSIDE BLK G PB 3 PG 63 LOT 3 + E 1/2 LOT 4

  • Parking Information

    Driveway, Detached, Garage, Paved, RvAccessParking, TwoSpaces, GarageDoorOpener

    Garage Information

    Has Garage: Yes Garage Space: 3 Pets Allowed: Yes

    Homeowners Association Information

    Included Fees: None
    Association Amenities: None
    Community Features: NonGated

  • Utility Information

    CableAvailable
  • Location Information

    Direction: McGregor Blvd to West on Osceola Dr to 1248 on the Left. WaterSource: Public
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The information being provided by Miami Association of REALTORS® is for the consumer's personal, non-commercial use. Any information relating to real estate for sale referenced on this web site comes from the Internet Data Exchange (IDX) program of the Miami Association of REALTORS®. The accuracy of all information is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals. The data contained herein is copyrighted by Miami Association of REALTORS® and is protected by all applicable copyright laws. Any unauthorized dissemination of this information is in violation of copyright laws and is strictly prohibited. Copyright 2026 Miami Association of REALTORS®. All rights reserved.

ByOwner last updated this listing 06/21/2026 @ 16:34

MLS: 2026006878 LISTED BY: Mark Hetrick, List In MLS Realty, LLC 239-936-5478 SOURCE: FGC

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