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1248 Osceola DR, FORT MYERS, FL - photo 1

$1,354,000

1248 Osceola DR

FORT MYERS, FL 33901

Estimated payment $7,422/month

HOA not listed, not included · estimated tax · estimated insurance · 20% down, 6.5%, 30 yr

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6Beds
3Baths
3,582Sq Ft
$378Price/Sq Ft

Preferred partner

Kinsfolk Realty

Kinsfolk Signature Realty

Powered by Hometrino

(813) 602-0498

Highlights

Private Pool
Fireplace
Garage
Built in 1925
21,475 sqft Lot

About This Home

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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Facts & features

Bedrooms & bathrooms

  • •Bedrooms:6
  • •Bathrooms:3
  • •Full bathrooms:0

Heating

  • •Has Heating:Yes

Interior area

  • •Total structure area:3,582 sqft
  • •Total interior livable area:3,582 sqft

Parking

  • •Parking features:N/A
  • •Garage spaces:0
  • •Has attached garage:No

Lot

  • •Size:21,475 sqft

Details

  • •Parcel number:N/A

Type & style

  • •Home type:Single Family Residence
  • •Property subtype:Residential

Materials

  • • N/A

Condition

  • •Year built:1925

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Price history

DateEventPrice
2026-02-08T00:00:00.000ZListed for sale$1,354,000$378/sqft

Listing Agent

Mark Hetrick

List In MLS Realty, LLC

Brokerage Phone: 239-936-5478

Source: NABOR Naples · MLS #2026006878

Data Powered by Home Junction, Inc.

Nearby

Schools

ALLEN PARK ELEMENTARY SCHOOL

Elementary · 0.7 mi

FORT MYERS HIGH SCHOOL

High · 1.0 mi

CORONADO HIGH SCHOOL

High · 1.0 mi

Supermarkets

Halal Meat & Grocery

1.0 mi

Save-A-Lot

1.1 mi

Bk's Wholesale

1.2 mi

Dining

Subway

0.1 mi

Edison Restaurant, Bar & Banquets

0.5 mi

Bell Towers Shops

0.6 mi

Parks

Kennon (Caloosa) Park

0.1 mi

ROW Park (Florida Ave)

0.3 mi

5. ROW Park (Gasparilla Drive)

0.4 mi

Beaches

Bowditch Point Park Beach

11.4 mi

Lynn Hall Memorial Park Beach

11.9 mi

Fort Myers Beach

12.0 mi

Nearby amenity locations include data © OpenStreetMap contributors.