1357 Osceola Dr, Fort Myers, FL, 33901
About This Home
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. NO FLOOD ZONE! 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.
Getting Around
Car-Dependent
Very Limited Transit
Somewhat BikeableSchools
Construction
Condition
- Property condition: Resale
- Year built: 2000
Materials
- Roof: Shingle
- Construction materials: Block,Concrete,Stucco
Type & Style
- Home type: SingleFamily
- Architectural style: Ranch,One Story
- Property subType: Single Family Residence
Interior
Appliances
- Appliances included: Cooktop,Dryer,Dishwasher,Electric Cooktop,Disposal,Ice Maker,Refrigerator,RefrigeratorWithIce Maker,Separate Ice Machine,Trash Compactor,Washer
- Laundry features: Inside,Laundry Tub
Bedrooms & Bathrooms
- Bedrooms: 5
- Bathrooms: 4
- Full bathrooms: 3
- 1/2 bathrooms: 1
Features
- Breakfast Bar,Built-in Features,Breakfast Area,Tray Ceiling(s),Separate/Formal Dining Room,Dual Sinks,Entrance Foyer,Eat-in Kitchen,Family/Dining Room,French Door(s)/Atrium Door(s),Fireplace,Jetted Tub,Kitchen Island,Living/Dining Room,Multiple Shower Heads,Pantry,Cable TV,Walk-In Pantry,Walk-In Closet(s),High Speed Internet,Home Office,Bathroom,Den,Exercise Room,Family Room,Guest Quarters,Office,Screened Porch,Great Room
- Door features: French Doors
- Window features: Single Hung,Shutters
- Flooring: Carpet,Tile,Wood
- Fireplace: Yes
Heating & Cooling
- Heating features: Central,Electric
- Cooling features: Central Air,Ceiling Fan(s),Electric
Interior Area
- Total structure area: 8,377
- Total interior livable area: 3,928 sqft
Property
Details
- Parcel number: 264424P40290D.0080
- Lease amount: 0
- Zoning description: RS-5
Features
- Stories: 1
- Private pool: Yes
- Pool features: In Ground
- Patio & porch: Balcony,Lanai,Open,Patio,Porch,Screened
- Exterior features: Fire Pit,None,Patio,Storage
- Has view: Yes
- View description: Landscaped
- Waterfront features: None,Across the Road Water Frontage
Lot
- Lot size: 0.64 Acres
- Features: Multiple lots
- Lot size dimensions: 195 x 182 x 139 x 161
Parking
- Total spaces: 3
- Parking features: Detached,Garage,Detached Carport,Garage Door Opener
- Has garage: Yes
- Attached garage spaces: 2
- Covered spaces: 3
- Carport: Yes
- Carport spaces: 1
Climate Risk is Financial Risk
Every home has a financial story beyond the listing price. Below, you’ll see the climate risks that could affect this property — and in Bills & Affordability, how those risks may influence repairs, insurance, utilities, and long-term value.
Biggest Threats for This Home
- Hurricane
- Coastal Flooding
- Lightning
- Tsunami
How This Home’s Risks Compare
FEMA Declared Disasters in Lee County and Florida
Understanding the Costs
Financial advisors generally recommend spending no more than 30% of your gross household income on housing costs. In practice, many households stretch to 35% or beyond — especially in high-cost markets.
Estimated Costs Today
| Monthly | Annual | |
|---|---|---|
| Mortgage | $5,051 | $60,612 |
| Home Insurance * | $1,176 | $14,112 |
| Property Taxes | $1,406 | $16,872 |
| Electricity | $395 | $4,743 |
| Total | $8,028 | $96,336 |
Income You'd Need if You Spent...
Florida FAIR Plan Programs
How Costs Could Change Over Time
Climate risk is quickly impacting all of the major home ownership costs. Adjust the growth rates and percentage of income spent on housing below to see how your housing costs could change over the next 10 years — and what income you'd need to keep up.
Comparing Against the Market
Price Per Sq Ft
vs Other Active Listings
Avg $/sqft
vs Homes Sold Last Month
Median $/sqft
Current Market Trends
Median Price Per Square Foot
The median price per square foot of homes sold in this area each month. Compare this to this listing's price per square foot to gauge whether the home is priced in line with recent sales.
Historicals for This Listing
Zestimate History ($/sqft)
Price History
| Date | Event | Price |
|---|---|---|
| 2026-08-07 | Price change | $995,000 |
| 2026-07-29 | Price change | $999,000 |
| 2026-06-16 | Price change | $1,075,000 |
| 2026-05-28 | Listed for sale | $1,150,000 |
| 2025-11-24 | Listing removed | $1,200,000 |
| 2025-05-30 | Listed for sale | $1,200,000 |
| 2024-10-23 | Listing removed | $1,350,333 |
| 2024-08-29 | Price change | $1,350,333 |
| 2024-08-12 | Price change | $1,590,444 |
| 2024-04-30 | Listed for sale | $1,649,222 |
| 2022-09-30 | Listing removed | -- |
| 2022-01-05 | Price change | $1,150,000 |
| 2021-11-17 | Listed for sale | $1,200,000 |
| 1999-06-02 | Sold | $80,000 |
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