1357 Osceola Drive Fort Myers, FL 33901
For Sale MLS# 2026022632
5 beds 4 baths 3,928 sq ft Single Family
Details for 1357 Osceola Drive
MLS# 2026022632
Description for 1357 Osceola Drive, Fort Myers, FL, 33901
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.
Listing Information
Property Type: Residential, Single Family Residence
Status: Active
Bedrooms: 5
Bathrooms: 4
Lot Size: 0.64 Acres
Square Feet: 3,928 sq ft
Year Built: 2000
Garage: Yes
Stories: 1 Story
Construction: Block,Concrete,Stucco
Subdivision: Riverside
Furnished: Yes
County: Lee
Days On Market: 20
Construction Status: Resale
Room Information
Bathrooms
Full Baths: 3
1/2 Baths: 1
Additonal Room Information
Laundry: Inside, Laundry Tub
Interior Features
Appliances: Separate Ice Machine, Electric Cooktop, RefrigeratorWithIce Maker, Ice Maker, Cooktop, Dishwasher, Disposal, Dryer, Refrigerator, Trash Compactor, Washer
Flooring: Carpet,Tile,Wood
Doors/Windows: Single Hung, Shutters
Additional Interior Features: Kitchen Island, Walk-In Closet(s), High Speed Internet, Fireplace, Cable TV, Eat-In Kitchen, Pantry, Entrance Foyer, Family/Dining Room, French Door(s)/Atrium Door(s), Tray Ceiling(s), Breakfast Area, Breakfast Bar, Built-in Features, Home Office, Jetted Tub, Living/Dining Room, Multiple Shower Heads, Walk-In Pantry, Separate/Formal Dining Room, Dual Sinks
Utilities
Water: Public, Assessment Paid
Sewer: Assessment Paid, Public Sewer
Other Utilities: Cable Available
Cooling: Ceiling Fan(s), Electric, Central Air
Heating: Electric, Central
Exterior / Lot Features
Garage Spaces: 2
Parking Description: Detached Carport, Garage, Garage Door Opener, Detached
Roof: Shingle
Pool: In Ground
Lot View: Landscaped
Lot Dimensions: 195 x 182 x 139 x 161
Zoning: RS-5
Additional Exterior/Lot Features: Fire Pit, None, Patio, Storage, Screened, Open, Patio, Porch, Balcony, Lanai, Multiple lots
Waterfront Details
Water Front Features: Across the Road Water Frontage, None
Community Features
Community Features: Non-Gated
Security Features: Smoke Detector(s)
Association Amenities: Storage, Fitness Center, Guest Suites, Hobby Room
Driving Directions
North on McGregor left on Osceola Drive home is on the right.
Financial Considerations
Terms: All Financing Considered,Cash
Tax/Property ID: 26-44-24-P4-0290D.0080
Tax Amount: 10915.74
Tax Year: 2025
A broker reciprocity listing courtesy: RE/MAX Trend
Based on information provided by FGCMLS. Internet Data Exchange information is provided exclusively for consumers’ personal, non-commercial use, and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. This data is deemed reliable but is not guaranteed to be accurate by Edina Realty, Inc., or by the MLS. Edina Realty, Inc., is not a multiple listing service (MLS), nor does it offer MLS access.
Copyright 2026 FGCMLS. All Rights Reserved.
Payment Calculator
Interest rate and annual percentage rate (APR) are based on current market conditions, are for informational purposes only, are subject to change without notice and may be subject to pricing add-ons related to property type, loan amount, loan-to-value, credit score and other variables. Estimated closing costs used in the APR calculation are assumed to be paid by the borrower at closing. If the closing costs are financed, the loan, APR and payment amounts will be higher. If the down payment is less than 20%, mortgage insurance may be required and could increase the monthly payment and APR. Contact us for details. Additional loan programs may be available. Accuracy is not guaranteed, and all products may not be available in all borrower's geographical areas and are based on their individual situation. This is not a credit decision or a commitment to lend.
Sales History & Tax Summary for 1357 Osceola Drive
Sales History
| Date | Price | |
|---|---|---|
| Currently not available. | ||
Tax Summary
| Tax Year | Estimated Market Value | Total Tax |
|---|---|---|
| Currently not available. | ||
Data powered by ATTOM Data Solutions. Copyright© 2026. Information deemed reliable but not guaranteed.
Schools
Schools nearby 1357 Osceola Drive
| Schools in attendance boundaries | Grades | Distance | Rating |
|---|---|---|---|
| Loading... | |||
| Schools nearby | Grades | Distance | Rating |
|---|---|---|---|
| Loading... | |||
Data powered by ATTOM Data Solutions. Copyright© 2026. Information deemed reliable but not guaranteed.
The schools shown represent both the assigned schools and schools by distance based on local school and district attendance boundaries. Attendance boundaries change based on various factors and proximity does not guarantee enrollment eligibility. Please consult your real estate agent and/or the school district to confirm the schools this property is zoned to attend. Information is deemed reliable but not guaranteed.
SchoolDigger ® Rating
The SchoolDigger rating system is a 1-5 scale with 5 as the highest rating. SchoolDigger ranks schools based on test scores supplied by each state's Department of Education. They calculate an average standard score by normalizing and averaging each school's test scores across all tests and grades.
Coming soon properties will soon be on the market, but are not yet available for showings.