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$985,500

1357 Osceola Dr

Fort Myers, FL
Pending
5
Bedrooms
3.5
Bathrooms
8,377
Square Feet
0.64
Lot Size (acres)
2000
Year Built
129
Days On Market

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.

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Listing Information

Listing Updated
9 days ago
Listed By
Tara Krueger-Rose, 2392651739 · RE/MAX Trend, 2395411661
MLS#
2026022632
Source
Florida Gulf Coast Multiple Listing Service
Status
Pending

Facts & Features

Location

Community Information

Address
1357 Osceola Dr, Fort Myers, FL 33901
City
Fort Myers
County
Lee
Neighborhood
RIVERSIDE
Zip Code
33901

Architecture

Bedrooms
5
Bathrooms
3.5
Stories
1
Year Built
2000
Style
Ranch, One Story
Construction Materials
Stucco, Block, Concrete
Building Area
8,377 sq. ft.
Roof
Shingle
Garage
Yes
Garage Spaces
2
Parking Features
Garage Door Opener, Garage, Detached, Detached Carport

Features & Amenities

Interior Features
High Speed Internet, Eat-in Kitchen, Walk-In Closet(s), Pantry, Kitchen Island, Breakfast Bar, Entrance Foyer, Tray Ceiling(s), Built-in Features
Appliances
Dryer, Dishwasher, Refrigerator, Washer, Disposal, Cooktop, Ice Maker, Trash Compactor, Electric Cooktop
Flooring
Tile, Carpet, Wood
Exterior Features
Storage, None, Balcony, Fire Pit
Patio and Porch
Patio, Porch, Screened
Cooling
Ceiling Fan(s), Central Air, Electric
Heating
Electric, Central

Property Features

Lot Size
0.64 Acres
Water
Public
Sewer
Public Sewer
Utilities
Cable Available
Zoning
RS-5

Square Footage

Total
3,928 sq. ft.

Tax & Financial Information

List Price
$985,500
Annual Taxes
$10,915
Association Amenities
Fitness Center, Storage

Schools

99/100
Fort Myers Middle Academy
Middle · Grades 06–08 · 1.3 mi
City
Fort Myers
Students
448
Parent reviews
3.0★ avg · 2 reviews
Student body
57% Black · 28% Hispanic / Latino · 11% White
Free/reduced lunch
93%
Phone
(239) 936-1759
99/100
Unity Charter School Of Fort Myers
Grades M–M · 1.8 mi
City
Fort Myers
Students
247
Parent reviews
2.5★ avg · 4 reviews
Student body
47% Hispanic / Latino · 29% Black · 19% White
Free/reduced lunch
77%
Phone
(239) 333-0766
78/100
Coronado High School
High · Grades 07–12 · 0.9 mi
City
Fort Myers
Students
497
Student body
35% Hispanic / Latino · 33% Black · 29% White
Free/reduced lunch
39%
Phone
(239) 337-9140
76/100
City Of Palms Charter High School
High · Grades 09–12 · 2.1 mi
City
Fort Myers
Students
179
Parent reviews
5.0★ avg · 1 review
Student body
49% Black · 30% Hispanic / Latino · 18% White
Free/reduced lunch
98%
Phone
(239) 561-6611
72/100
Allen Park Elementary School
Elementary · Grades PK–05 · 0.5 mi
City
Fort Myers
Students
984
Parent reviews
4.4★ avg · 5 reviews
Student body
34% White · 30% Hispanic / Latino · 27% Black
Free/reduced lunch
52%
Phone
(239) 936-1459
56/100
Edison Park Creative And Expressive Arts School
Elementary · Grades PK–05 · 1.3 mi
City
Fort Myers
Students
367
Student body
44% White · 33% Black · 16% Hispanic / Latino
Free/reduced lunch
59%
Phone
(239) 334-6232
54/100
Fort Myers High School
High · Grades 09–12 · 0.9 mi
City
Fort Myers
Students
1,867
Student body
51% White · 21% Hispanic / Latino · 20% Black
Free/reduced lunch
31%
Phone
(239) 334-2167
53/100
Orangewood Elementary School
Elementary · Grades PK–05 · 1.1 mi
City
Fort Myers
Students
595
Student body
41% Hispanic / Latino · 34% Black · 19% White
Free/reduced lunch
61%
Phone
(239) 936-2950

School ratings are provided for informational purposes only and are subject to change. Attendance boundaries are for reference only — contact the school or district directly to verify enrollment eligibility.

Historical Data

Price History

DateEventPrice
08/26/2026Price change$985,500
05/28/2026Listed for sale$1,150,000

Listed by Tara Krueger-Rose · RE/MAX Trend · 2395411661


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. The listing broker’s offer of compensation is made only to participants of the MLS where the listing is filed.

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