Pending
Price CutPrice Drop: $4K (09/24)
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Sale Pending at 1357 Osceola Dr, Fort Myers, FL 33901 | MLS# 2026022632 | Listing updated on 2026-09-24
Photo 1 of Sale Pending at 1357 Osceola Dr, Fort Myers, FL 33901 | MLS# 2026022632 | Listing updated on 2026-09-24
Photo 2 of Sale Pending at 1357 Osceola Dr, Fort Myers, FL 33901 | MLS# 2026022632 | Listing updated on 2026-09-24
Photo 3 of Sale Pending at 1357 Osceola Dr, Fort Myers, FL 33901 | MLS# 2026022632 | Listing updated on 2026-09-24
Photo 4 of Sale Pending at 1357 Osceola Dr, Fort Myers, FL 33901 | MLS# 2026022632 | Listing updated on 2026-09-24
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$985,500

Monthly Est:$4,905

  • Beds Icon5 Beds
  • Beds Icon
    4 Baths
  • Beds Icon3,928sqft

1357 Osceola Dr, Fort Myers, FL 33901

$4,905/moEst:

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  • Single Family Residence

  • Built in 2000

  • $-- HOA

  • 0.64 acre lot

  • $251/sq.ft

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. 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.

  • Houzeo last checked: 6 minutes ago
  • Listing updated: September 24, 2026 at 2:12 pm
  • Listing Provided by: Tara Krueger-Rose (239) 265-1739 DRE #258012171 | RE/MAX Trend (239) 541-1661
  • Source: Florida Gulf Coast MLS, Fort Myers-FL | MLS#: 2026022632 Florida Gulf Coast MLS, Fort Myers-FL

Property Details

  • Status

    Pending

  • Type

    Single Family Residence

  • No. of Stories

    1

  • County

    Lee County

  • City

    Fort Myers

  • Neighborhood

    Riverside Park

  • Year Built

    2000

  • HOA Fees

    -

  • Finished Area

    3,928 sqft

  • Lot Size

    0.64 acre lot

  • Basement Area

    - sqft

  • MLS Name

    Florida Gulf Coast MLS, Fort Myers

  • MLS Number

    2026022632

  • MLS Status

    Pending

  • Days on Market

    133

  • Cumulative Days on Market

    119

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Location

Facts & Features

Rooms

  • Bedrooms & bathrooms

    Bedrooms: 5

    Bathrooms: 4

Interior

  • Sewer

    Assessment Paid, Public Sewer

  • Appliances

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

  • Cooling

    Central Air, Ceiling Fans, Electric

  • Heating

    Central, Electric

  • Exterior Features

    Fire Pit, None, Patio, Storage

  • 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

  • Window Features

    Single Hung, Shutters

  • Flooring

    Carpet, Tile, Wood

Construction

  • Year Built

    Year Built: 2000

  • Home type

    Single Family Residence

  • Property Condition

    Resale

  • Architectural Style

    Ranch, One Story

  • Construction Materials

    Block, Concrete, Stucco

  • Roof

    Shingle

Utilities & Energy

  • Security Features

    Smoke Detectors

  • Laundry Features

    Inside, Laundry Tub

  • Pool Features

    In Ground

  • Parking Features

    Detached, Garage, Detached Carport, Garage Door Opener

  • Utilities

    Cable Available

  • Water Source

    Assessment Paid, Public

  • Association Amenities

    Fitness Center, Guest Suites, Hobby Room, Storage

Other Features

  • Lot Features

    Multiple Lots

  • Community Features

    Non Gated

  • Subdivision Name

    Riverside

  • Patio And Porch Features

    Balcony, Lanai, Open, Patio, Porch, Screened

Price History

DateEventPrice

08/26/2026

Source: mls_logoFlorida Gulf Coast MLS, Fort Myers-FL #2026022632

Pending

$985,500 -0.40%

$251/sqft

08/22/2026

Source: mls_logoFlorida Gulf Coast MLS, Fort Myers-FL #2026022632

Price Decreased

$989,500 -0.55%

$252/sqft

08/07/2026

Source: mls_logoFlorida Gulf Coast MLS, Fort Myers-FL #2026022632

Price Decreased

$995,000 -0.40%

$253/sqft

07/29/2026

Source: mls_logoFlorida Gulf Coast MLS, Fort Myers-FL #2026022632

Price Decreased

$999,000 -7.07%

$254/sqft

06/16/2026

Source: mls_logoFlorida Gulf Coast MLS, Fort Myers-FL #2026022632

Price Decreased

$1,075,000 -6.52%

$274/sqft

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Based on information from the Florida Gulf Coast Multiple Listing Service, Inc. through Oct 09, 2026, 06:30AM. IDX information is provided exclusively for consumers’ personal, non-commercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. All information provided is deemed reliable but is not guaranteed and should be independently verified. Some IDX listings have been excluded from this website. © 2026 Florida Gulf Coast Multiple Listing Service - All Rights Reserved.

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