ActiveMLS# 9d2a1ac11fb43b46b68a24e847f3815d275 days on market
$1,354,000
$378 / sq ft
1248 Osceola DR
FORT MYERS, FL, 33901
6Bedrooms
3Bathrooms
3,582Sq Ft
1925Year Built
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About This Property

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.

Key Features

  • 0.493 Acres Lot
  • Built in 1925

Property Details

  • Type: Single Family Home
  • Year Built: 1925
  • Lot Size: 0.493 sq ft
  • Sq Ft: 3,582
  • Price / Sq Ft: $378
  • HOA: Contact Agent
  • Bedrooms: 6
  • Bathrooms: 3
  • Feature: 0.493 Acres Lot
  • Feature: Built in 1925
  • Status: Active
  • MLS Number: 9d2a1ac11fb43b46b68a24e847f3815d
  • Days on Market: 275
  • Listed By: List In MLS Realty, LLC · Mark Hetrick
  • Zip Code: 33901
Listing information © 2026 Miami MLS. Information deemed reliable but not guaranteed. This listing is represented by TruDeals Realty at 0.5% seller commission. Buyer's agent commission is separate and negotiable.
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$1,354,0001248 Osceola DR, FORT MYERS, FL
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