Riverside, 1357 Osceola Dr

5
Beds
31/2
Baths
3,928
SqFt
$251
$/SqFt
Pending
Premium House
Built in 2000
2 Parking
Landscaped Area View
Ranch, Single Family
Open Porch/Lanai
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.
MLS Number: 2026022632
Updated: 15 Days ago
Page Views: 0

Features

Bedrooms
  • Bedrooms: 5
Bathrooms
  • Bathrooms: 3
  • Half Bathrooms: 1
Exterior and Lot Features
  • Exterior Features: Open Porch/Lanai, Screened Balcony, Screened Lanai/Porch, Built-In Wood Fire Pit, Storage
  • View: Landscaped Area
Interior, Heating and Cooling
  • Interior Features: Built-In Cabinets, Fireplace, Foyer, French Doors, Laundry Tub, Pantry, Smoke Detectors, Tray Ceiling(s), Walk-In Closet(s)
  • Equipment / Appliances: Cooktop, Electric Cooktop, Dishwasher, Disposal, Dryer, Ice Maker - Stand Alone, Refrigerator/Icemaker, Trash Compactor, Washer
  • Heating Description: Central Electric
  • Cooling Description: Ceiling Fan(s), Central Electric
Building and Construction
  • Floor Description: Carpet, Tile, Wood
  • Windows/Treatment: No info
  • Construction Type: House
  • Year Built: 2000
  • Style: Ranch, Single Family
Waterfront and Water Access
  • Waterfront Frontage: No info
School Information
    Other Property Info
    • Garage: 2
    • Pets Allowed: Yes
    Taxes, Fees & More
    • Maintenance Includes: None
    • Taxes: 10915.74
    • Security Information: Smoke Detector(s)
    • Parking Description: Detached, Detached Carport
    • Total Floors in Building: 1
    • Total Units in Building: No info

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    Price History

    Current
    $986K
    High
    $1.2M
    Low
    $986K
    Total Change
    -14.3%
    $1.2M$1.1M$966KMay 26Jun 26Jul 26Aug 26Aug 26Aug 26
    Date
    Event
    Price
    Change
    Price Per
    08/26/2026
    Sold
    $986K
    -0.4%
    $251 ft2
    $2,701 m2
    08/22/2026
    Price Reduced
    $990K
    -0.55%
    $252 ft2
    $2,712 m2
    08/07/2026
    Price Reduced
    $995K
    -0.4%
    $253 ft2
    $2,727 m2
    07/29/2026
    Price Reduced
    $999K
    -7.07%
    $254 ft2
    $2,738 m2
    06/16/2026
    Price Reduced
    $1.1M
    -6.52%
    $274 ft2
    $2,946 m2
    05/28/2026
    Listed
    $1.2M
     
    $293 ft2
    $3,151 m2
    08/26/2026
    $986K
    Event
    Sold
    Change
    -0.4%
    Price Per
    $251 ft2
    $2,701 m2
    08/22/2026
    $990K
    Event
    Price Reduced
    Change
    -0.55%
    Price Per
    $252 ft2
    $2,712 m2
    08/07/2026
    $995K
    Event
    Price Reduced
    Change
    -0.4%
    Price Per
    $253 ft2
    $2,727 m2
    07/29/2026
    $999K
    Event
    Price Reduced
    Change
    -7.07%
    Price Per
    $254 ft2
    $2,738 m2
    06/16/2026
    $1.1M
    Event
    Price Reduced
    Change
    -6.52%
    Price Per
    $274 ft2
    $2,946 m2
    05/28/2026
    $1.2M
    Event
    Listed
    Price Per
    $293 ft2
    $3,151 m2
    Price per square foot and days on website are not provided values and are calculated by Subdivisions.
    Listed by Tara Krueger-RoseRE/MAX Trend • Buyer Agency Compensation .

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    Scores

    Walk Score®
    Car-Dependent. Almost all errands require a car
    12

    100
    Bike Score®
    Somewhat Bikeable. Minimal bike infrastructure
    31

    100
    Sound Score®
    Bearable noise
    79

    100
    Airport Score
    Close to airports. Noticeable airport activity
    0

    100
    Traffic Score
    Congested area. Frequent traffic delays
    26

    100
    Local Score
    Limited local amenities nearby
    0

    100
    Community Snapshot
    3 – 6 BR
    Bedrooms
    $881K – $1.4M
    Price Tier
    1,379 - 8,677
    SqFt Range
    1953
    Year Build
    2
    Total Floors

    Subdivision Amenities

    Fitness Center
    Guest Room
    Internet Access
    See Remarks
    Shopping
    Sidewalk
    Streetlight
    Bike And Jog Path
    Fitness Center
    Internet Access
    None
    Park
    Sidewalk
    Streetlight

    Fort Myers
    Premium
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