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Single family home for sale at 1248 Osceola Dr, Fort Myers, FL 33901 | MLS# 2026006878 | Listing updated on 2026-05-08
Photo 1 of Single family home for sale at 1248 Osceola Dr, Fort Myers, FL 33901 | MLS# 2026006878 | Listing updated on 2026-05-08
Photo 2 of Single family home for sale at 1248 Osceola Dr, Fort Myers, FL 33901 | MLS# 2026006878 | Listing updated on 2026-05-08
Photo 3 of Single family home for sale at 1248 Osceola Dr, Fort Myers, FL 33901 | MLS# 2026006878 | Listing updated on 2026-05-08
Photo 4 of Single family home for sale at 1248 Osceola Dr, Fort Myers, FL 33901 | MLS# 2026006878 | Listing updated on 2026-05-08
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$1,354,000

Monthly Est:$6,739

  • Beds Icon6 Beds
  • Beds Icon
    3 Baths
  • Beds Icon3,582sqft

1248 Osceola Dr, Fort Myers, FL 33901

$6,739/moEst:

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  • Single Family Residence

  • Built in 1925

  • $-- HOA

  • 0.49 acre lot

  • $378/sq.ft

Description

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.

  • Houzeo last checked: 6 minutes ago
  • Listing updated: May 8, 2026 at 8:02 pm
  • Listing Provided by: Mark Hetrick (239) 826-8037 DRE #261070196 | List In MLS Realty, LLC (239) 936-5478
  • Source: Florida Gulf Coast MLS, Fort Myers-FL | MLS#: 2026006878 Florida Gulf Coast MLS, Fort Myers-FL

Property Details

  • Status

    Active

  • Type

    Single Family Residence

  • No. of Stories

    2

  • County

    Lee County

  • City

    Fort Myers

  • Neighborhood

    Riverside Park

  • Year Built

    1925

  • HOA Fees

    -

  • Finished Area

    3,582 sqft

  • Lot Size

    0.49 acre lot

  • Basement Area

    - sqft

  • MLS Name

    Florida Gulf Coast MLS, Fort Myers

  • MLS Number

    2026006878

  • MLS Status

    Active

  • Days on Market

    242

  • Cumulative Days on Market

    89

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Location

Facts & Features

Rooms

  • Bedrooms & bathrooms

    Bedrooms: 6

    Bathrooms: 3

Interior

  • Interior Features

    Bedroom On Main Level, Separate Formal Dining Room, Dual Sinks, Eat In Kitchen, French Doors Atrium Doors, Fireplace, Kitchen Island, Shower Only, Separate Shower, Cable Tv, Home Office

  • Flooring

    Tile, Wood

  • Appliances

    Built In Oven, Dishwasher, Disposal, Self Cleaning Oven, Warming Drawer

  • Sewer

    Public Sewer

  • Cooling

    Central Air, Ceiling Fans, Electric

  • Heating

    Central, Electric

  • Exterior Features

    Fence, None, Patio

  • Window Features

    Single Hung

Construction

  • Year Built

    Year Built: 1925

  • Home type

    Single Family Residence

  • Architectural Style

    Two Story

  • Roof

    Tile

  • Property Condition

    Resale

  • Construction Materials

    Block, Concrete, Stucco

Utilities & Energy

  • Pool Features

    Concrete, Electric Heat, Heated, In Ground, Pool Equipment, Screen Enclosure

  • Water Source

    Public

  • Laundry Features

    Washer Hookup, Dryer Hookup, Inside, In Garage

  • Association Amenities

    None

  • Utilities

    Cable Available

  • Parking Features

    Driveway, Detached, Garage, Paved, Rv Access Parking, Two Spaces, Garage Door Opener

Other Features

  • Patio And Porch Features

    Lanai, Patio, Porch, Screened

  • Community Features

    Non Gated

  • Subdivision Name

    Riverside

  • Lot Features

    Rectangular Lot

Price History

DateEventPrice

02/08/2026

Source: mls_logoFlorida Gulf Coast MLS, Fort Myers-FL #2026006878

Listed for Sale

$1,350,000 -0.30%

$377/sqft

02/08/2026

Source: mls_logoFlorida Gulf Coast MLS, Fort Myers-FL #2026006878

Price Decreased

$1,354,000 -9.73%

$378/sqft

06/06/2024

Source: mls_logoFlorida Gulf Coast MLS, Fort Myers-FL #224049313

Listed for Sale

$1,500,000

$419/sqft

06/06/2024

Source: mls_logoFlorida Gulf Coast MLS, Fort Myers-FL #224049313

Off Market

$1,500,000 +141.94%

$419/sqft

01/08/2021

Source: mls_logoFlorida Gulf Coast MLS, Fort Myers-FL #220057060

Sold

$620,000

$173/sqft

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Based on information from the Florida Gulf Coast Multiple Listing Service, Inc. through Oct 09, 2026, 07:45AM. IDX information is provided exclusively for consumers’ personal, non-commercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. All information provided is deemed reliable but is not guaranteed and should be independently verified. Some IDX listings have been excluded from this website. © 2026 Florida Gulf Coast Multiple Listing Service - All Rights Reserved.

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