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1357 Osceola Drive Fort Myers FL 33901

$1,075,000
$1,150,000
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1357 Osceola Drive, Fort Myers, FL 33901 - MLS#2026022632 1357 Osceola Drive, Fort Myers, FL 33901 - MLS#2026022632 1357 Osceola Drive, Fort Myers, FL 33901 - MLS#2026022632 1357 Osceola Drive, Fort Myers, FL 33901 - MLS#2026022632

Zev Freidus Broker / President
Zev Freidus
Broker / President
561-235-2161
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Overview of 1357 Osceola Dr

5 Bedrooms
3/1 Bathrooms
2 Car Garage
8,377 Square Feet
3,928SF Living Area
Pool:
Yes
Water: None
Year Built 2000
Listed For 26 Days

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.

This luxury single family home was built in 2000 and features 5 bedrooms, and 3 full bathrooms plus 1 half bath. This home for sale is 8,377 square feet, with 3,928 sq ft being air conditioned living space. The home has a 2 car garage and has a private swimming pool.

Directions to this property are as follows: North On Mcgregor Left On Osceola Drive Home Is On The Right.

Please contact your BEX agent for more information about MLS# 2026022632 or any other homes for sale in Fort Myers or elsewhere in the Lee County area.

Features & Amenities

Appliances

Cooktop, Dryer, Dishwasher, Electric Cooktop, Disposal, Ice Maker, Refrigerator, Refrigerator With Ice Maker, Separate Ice Machine, Trash Compactor, Washer

Architecture

Ranch, One Story

Cooling

Central Air, Ceiling Fans, Electric

Heating

Central, Electric

Flooring

Carpet, Tile, Wood

Parking

Detached, Garage, Detached Carport, Garage Door Opener

Lot Dimensions

195 x 182 x 139 x 161

Lot Size

Acres

View

Landscaped view

Construction Materials

Block, Concrete, Stucco

Security Features

Smoke Detectors

Interior Features

Breakfast Bar, Built In Features, Breakfast Area, Tray Ceilings, Separate Formal Dining Room, Dual Sinks, Entrance Foyer, Eat In Kitchen, Family Dining Room, French Doors Atrium Doors, Fireplace, Jetted Tub, Kitchen Island, Living Dining Room, Multiple Shower Heads, Pantry, Cable Tv, Walk In Pantry, Walk In Closets, High Speed Internet, Home Office

Furnished

Unfurnished

Exterior Features

Fire Pit, None, Patio, Storage

Lot Features

Multiple Lots

Property Condition

Resale

Patio And Porch Features

Balcony, Lanai, Open, Patio, Porch, Screened

Pool Features

In Ground

Door Features

French Doors

Roof

Shingle

Window Features

Single Hung, Shutters

Utilities

Cable Available

Waterfront Features

None, Across The Road Water Frontage

Irrigation Source

Included In Assessment

Laundry

Inside, Laundry Tub

Number Of Stories

1

Year Built

2000

Pets Allowed

Yes

Annual Real Estate Taxes

$10,916 (2025)

Legal Description

Riverside Blk D Pb 3 Pg 63 Lots 8+9

Property Type

Single Family Home

Association Fee Includes

None

Association Amenities

Fitness Center, Guest Suites, Hobby Room, Storage

Community Features

Non Gated

Direction Faces

South

MLS Number

2026022632

Universal Property Id

U S-12071-N-264424 P40290 D0080-R-N

Days On Market

26

Community Name

Riverside

1357 Osceola Dr Price Calculator

Get Mortgage Quote For This Home

The payment calculator figures for 1357 Osceola Dr should be used as an estimate only. Loan terms including interest rate, and required downpayment will vary with each lender and/or individual. RE taxes for this home for sale are estimated based on the actual property taxes for this property for the tax year 2025 which are $10,916 but will likely change when this home sells. These estimations are calculated from a list price of $1,075,000 and a 25% down payment and do not include homeowners insurance which will vary greatly depending on the home characteristics and location.

Recent Home Sales near 1357 Osceola Dr

Address Sale Price Bed Bth Size Location Sale Date
1263 Caloosa DR $Log in to view 4 4/0 4,506SF Riverside 10/09/2025
1230 Caloosa DR $Log in to view 4 4/0 3,670SF Riverside 03/09/2026
3325 AVOCADO DR $Log in to view 3 2/0 1,821SF Riverside 06/12/2026
3540 Stuart CT $Log in to view 5 5/0 7,216SF Stuart Subdivision 05/05/2026
3914 W Riverside DR $Log in to view 5 5/1 10,194SF Seminole Estates 03/11/2026
1201 Walden DR $Log in to view 4 3/2 6,325SF Waldens Riviera Estates 02/10/2026
1265 Canterbury DR $Log in to view 4 4/1 9,425SF Burtwood 05/15/2026
2840 Valencia WAY $Log in to view 4 4/2 8,091SF Lynns Add 02/06/2026
1200 Walden DR $Log in to view 4 5/0 7,010SF Waldens Riviera Estates 01/26/2026

MLS# 2026022632 Listing History

05/21/2026 Listed for sale by RE/MAX Trend with MLS# 2026022632 with a list price of $1,150,000.

Lee County Schools

Elementary School

Middle School

This listing of 1357 Osceola Dr Fort Myers FL 33901 was last updated on 2026-06-17 17:00:49. Listing courtesy of RE/MAX Trend.
MLS

Map of 1357 Osceola Dr Fort Myers FL 33901

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Zev Freidus Broker / President
Zev Freidus
Broker / President
561-235-2161
Call Me
Text Me
Email Me
When clicking Submit Request, you are registering to this website and agreeing that ZFC Real Estate, its affiliates or associated third parties may contact you, including with calls or texts by automated means. You also agree to our Terms of Use and Privacy Policy

The data relating to homes for sale or lease or other real estate for sale or for rent on the BEX Realty website comes in part from a cooperative data exchange program of the MLS in which this Broker participates. The real estate displayed may not be all of the homes in the database, or all of the properties listed with Brokers participating in the cooperative data exchange program. Homes for sale that are listed by Brokers other than this Broker are marked with either the listing Broker's name or the MLS name or a logo provided by the MLS and the details page about such properties includes the name of the listing Brokers. Information provided is thought to be reliable but is not guaranteed to be accurate; you are advised to verify facts that are important to you. No warranties, expressed or implied, are provided for the data herein, or for their use or interpretation by the user. BEX Realty, the Florida Association of Realtors and its cooperating Multiple Listing Services do not create, control or review the property data displayed herein and take no responsibility for the content of such records. Federal law including the fair housing act prohibits discrimination on the basis of race, color, religion, sex, handicap, familial status or national origin in the sale, rental or financing of housing. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed.

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