1357 Osceola Dr, Fort Myers, Florida 33901
Overview
- 2026022632
- Single Family Residence, Residential
- 5
- 4
- 2
- 8377 Sqft
- 0.638 Acres
- 2000
Description
Welcome to this fabulous estate home located in one of the area’s most sought-after neighborhoods, just moments from the historic Edison & Ford Winter Estates. Located one block from the beautiful Caloosahatchee River. Situated outside of a designated flood zone, this property offers the added peace of mind and convenience of no required flood insurance. This expansive residence offers over 3, 900 square feet of living space with five bedrooms and three-and-a-half bathrooms, designed perfectly for a large family or anyone who loves to entertain. As you enter through the elegant French glass front doors from the charming front porch, you are welcomed by a spacious and inviting layout. To the right, you’ll find a beautiful formal living room or den, while the left side features an elegant dining room perfect for gatherings and holiday dinners. The heart of the home is the stunning open-concept kitchen, showcasing glass-front cabinetry, beautiful appliances, and generous space for entertaining, all flowing seamlessly into the oversized family room. The split floor plan offers privacy and functionality. On the right side of the home, you’ll find three spacious bedrooms and two full bathrooms. On the opposite wing, the luxurious primary suite features a cozy double-sided fireplace connecting the bedroom and spa-inspired bathroom, complete with a soaking tub and separate shower. The primary suite also offers direct access to the pool area. An additional bedroom and bathroom are also located on this side of the home. Step outside to your enormous outdoor living space, featuring a sparkling pool surrounded by beautiful travertine tile, creating the perfect Florida retreat for relaxing or entertaining guests. The property also includes a detached garage with endless possibilities—ideal for a mother-in-law suite conversion, private guest retreat, antique car storage, or whatever your vision may be. An additional flex space currently serves as an impressive home gym but could easily be transformed into a studio, office, or recreational area. Additional highlights include gorgeous oak and tile flooring throughout, breathtaking mature oak trees in the front yard, and an unbeatable location just minutes from Downtown Fort Myers dining, shopping, and entertainment. Located just minutes from Downtown Fort Myers, you’ll enjoy quick access to waterfront dining, live music, shopping, breweries, art walks, and community events. Spend weekends exploring the River District, catching sunsets along the water, visiting nearby marinas, or taking a short drive to Southwest Florida’s beautiful beaches, golf courses, and nature preserves. Rarely does a home combine this much space, versatility, charm, and location in one extraordinary package. This is more than just a home—it’s a lifestyle opportunity to experience the very best of Southwest Florida living.
THINKING OF SELLING? Keep $40,000+ On A $1M Sale. Realty of Naples FL
Full-service listing at 1% commission — professional photography, MLS exposure, and Scott's 35 years of Naples negotiation experience handling every offer and every closing detail personally.
The home valuation is free, the conversation is free, and there's zero obligation. Find out exactly what your home is worth — and exactly how much commission you'd keep.
What Will You Pay to Insure This Property?
Annual insurance estimates for this ZIP code, property type, and price tier. SWFL-specific breakdown.
What Does the HOA Actually Cost — and Cover?
Your true monthly payment goes well beyond the mortgage. Here's the full picture including HOA, taxes, and insurance.
Estimated Annual Property Tax — This Property
Based on Collier County millage rates and Florida exemption rules.
Around this property
How Far Is Everything from This Property?
Real drive times calculated from this address — not straight-line distance.
What Will This Home Actually Cost Over 5 & 10 Years?
Beyond the mortgage — taxes, insurance, HOA, maintenance, and projected equity. Pre-filled from this listing.
SELLING? We Are ONE % Commission. Realty of Naples FL
When you list at 1% commission with Realty of Naples, Scott handles your sale personally — not a call center, not a junior agent. 35 years of Naples negotiation experience working every offer to your bottom line.
The valuation is free, the conversation is free, and there's zero obligation. The only thing you risk by reaching out is finding out how much more than 1% commission you've been paying.
Who Lives Here — and What Has the Market Done?
Demographics and 5-year price trends for this area. Key data for buyers relocating from the Northeast.
Days on Market & Price History
Listing activity for this property.
Schools Serving This Property
Public school assignments for this address based on ZIP code boundaries.
Price Per Sq Ft — How Does This Home Compare?
Flood Risk Assessment — This Property
Hurricane Risk Assessment — This Property
Historical storm track data and risk scoring for this ZIP code.
Estimate Your Monthly Payment
Pre-filled with data from this listing. Adjust any field.
Interested in this property?
Realty of Naples represents buyers and sellers across Southwest Florida at 1% commission. Whether you want to schedule a showing or list your own home, our team saves you tens of thousands compared to a traditional brokerage.
4845 20th Ave Se, Naples, Florida 34117
- $769,900
- Beds: 4
- Baths: 2
- Garages: 2
- 1.59 Acres
- Single Family Residence, Residential
4580 Skysail Dr, Naples, Florida 34120
- $439,900
- Beds: 3
- Baths: 2
- Garages: 2
- Villa Attached, Residential
Details
-
Property ID 2026022632
-
Price $1,150,000
-
Property Size 8377 Sqft
-
Land Area 0.638 Acres
-
Bedrooms 5
-
Bathrooms 4
-
Garages 2
-
Year Built 2000
-
Property Status Active, For Sale
-
Property Type Single Family Residence, Residential
Additional details
-
Roof Shingle
-
Cooling Ceiling Fan(s), Central Electric
-
Heating Central Electric
-
Flooring Carpet, Tile, Wood
-
County Lee
-
Property Type Residential
-
Pool Below Ground
-
Parking Detached, Detached Carport
-
Community Features Fitness Center
-
Waterfront None
-
Architectural Style Ranch, Single Family
