View Property

1248 Osceola DR

Agent Name: Mark Hetrick

Office Name: List In MLS Realty, LLC

Office Address: 10600 Sharon Dr.

$550,000

4,352 per sqft

Active

6 Beds

3 Baths

3,582 sqft

Condo

Built in 1925

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.

2026006878

MLSⓇ ID

02/08/2026

LISTED

N/A

UPDATED

Map

1248 Osceola DR

Interior Features

Total Stories

2

Bedrooms

6 Beds

Bathrooms

3 Baths

Interior Features

Fireplace, French Doors,

Appliances

--

Floor Description

Tile, Wood,

Fireplace

Yes

Cooling

Yes

Cooling Description

Ceiling Fan(s), Central Electric,

Heating

Yes

Heating Description

Central Electric,

Exterior/Building Features

Architectual Style

Two Story, Single Family,

Roof

Tile,

Other Property Details

Area Name

Inland

Taxes

$12,200.00

Tax Frequency

Annually

Association Amenities

No

Garage

Yes

Garage Spaces

3

Parking

Driveway Paved, Paved, RV-Boat, Detached,

View

Yes

View Description

Landscaped Area,

Country

Lee

Pool

Below Ground, Concrete, Equipment Stays, Electric Heat, Screen Enclosure,

Premier Sotheby's International Realty

Jon Busch

[contact-form-7 id="84ad6c3" title="Contact form 1"]

©2025 Florida Listing Experts LLC. All Rights Reserved. Florida Listing Experts™ and the FLE logo are trademarks of Florida Listing Experts LLC. All information deemed reliable but not guaranteed. All properties are subject to prior sale, change, or withdrawal. Neither listing broker(s), Florida Listing Experts LLC, Bridge Interactive, nor data providers, including the Naples Area Board of REALTORS® (NABOR®), shall be responsible for any typographical errors, misinformation, or misprints and shall be held harmless. Listing information is provided for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

The data relating to real estate for sale on this website comes in part from the Internet Data Exchange (IDX) program provided by Bridge Interactive and the Naples Area Board of REALTORS® (NABOR®), and may include listings from other real estate brokerage firms. Information on this site was last updated on 03/08/2026. The listing information on this page last changed on 03/09/2026. Real estate listings held by brokerage firms other than Florida Listing Experts LLC may be marked with the IDX logo and include the name of the listing broker(s) as required. Florida Listing Experts LLC is an independently owned and operated real estate brokerage licensed in the state of Florida. All rights reserved.

Broker

Nella Christina DeCesare
BK3327989

Business Office

2260 Randall Blvd.
Naples, FL 34119

Broker

Nella Christina DeCesare
BK3327989

Business Office

2260 Randall Blvd.,
Naples, FL 34119