For Sale House MLS# 2026006878

1248 Osceola DR

FORT MYERS, FL 33901

$1,354,000

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About 1248 Osceola DR

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.

Property details

Property

Type
Single Family Residence
MLS type
Single Family Home
Status
Active
Year built
1925
Stories
2
Living area
3,582 sqft
Price / sqft
$378
Lot
0.493
Full baths
3
Furnished
Unfurnished
Original price
$1,350,000
MLS #
2026006878

Interior

Features
true, Ceiling Fan(s), Central Electric, Eat-in Kitchen, Formal, Fireplace, French Doors, true, Central Electric, Island, Washer/Dryer Hookup, In Garage, Laundry in Residence, Tile, Wood, Fireplace, Dishwasher, Disposal, Self Cleaning Oven, Wall Oven, Warming Tray
Appliances
Dishwasher, Disposal, Self Cleaning Oven, Wall Oven, Warming Tray
Flooring
Tile, Wood
Heating
true, Central Electric
Cooling
true, Ceiling Fan(s), Central Electric
Laundry
Washer/Dryer Hookup, In Garage, Laundry in Residence

Exterior & lot

Features
Below Ground, Concrete, Equipment Stays, Electric Heat, Screen Enclosure, Two Story, Single Family, Screened Lanai/Porch, Gazebo, Driveway Paved, Paved, RV-Boat, Detached, Parking spaces: 3
Construction
Concrete Block, Stucco, 2, Concrete Block, Tile
Roof
Tile
Foundation
Concrete Block
Lot
Landscaped Area, View, RS-5, 26-44-24-P4-0290G.0030, Fenced
Fence
Fenced
View
Landscaped Area
Pool
Below Ground, Concrete, Equipment Stays, Electric Heat, Screen Enclosure
Parking
Driveway Paved, Paved, RV-Boat, Detached
Garage spaces
3

Schools

District
Lee County School District

Utilities

Utilities
Central
Water
Central

Financial

Financial
Florida Gulf Coast
Annual tax
$12,200
Tax year
2025
Parcel
26-44-24-P4-0290G.0030

Location

Subdivision
RIVERSIDE
Area
RIVERSIDE
County
Lee
Neighborhood
Riverside
Community
Lee, Paved, 0.0, Florida Gulf Coast

Location

Neighborhood
Riverside
Subdivision
RIVERSIDE
School district
Lee County School District

Ask about this property

Questions on 1248 Osceola DR, FORT MYERS, FL 33901, or want to see it in person?

Listed by Mark Hetrick, List In MLS Realty, LLC

Listing information is provided by the participating MLS / IDX program and is deemed reliable but not guaranteed. All information should be independently verified. Equal Housing Opportunity.