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1357 Osceola Dr, Fort Myers, FL 33901

$1,075,000
  • 1357 Osceola Dr, Fort Myers, FL 33901 Main Photo
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Active
BEDS5 BATHS3 full 1 partial SQUARE FEET3,928 MLS#2026022632
STATUSActive PROPERTY TYPEResidential - Single Family SUBDIVISIONRIVERSIDE

Property 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.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.

1357 Osceola Dr | MLS# 2026022632

This single family home located at 1357 Osceola Dr, Fort Myers, FL 33901 is currently listed for sale with an asking price of $1,075,000. This property was built in 2000 and has 5 bedrooms and 3 full and 1 partial baths with 3928 sq. ft. Osceola Dr is located in the RIVERSIDE subdivision. Search RIVERSIDE real estate on www.realtymark.net today.

Property Features

Property Type: Residential - Single Family
Cooling: Ceiling Fan(s), Central Electric
Garage: 2
Heating: Central Electric, Fireplace(s)
Lot Size: 0.64 Acres
Roof Type: Shingle
Stories: 1.0
Taxes: $10,915
Year Built: 2000

Amenities

Screened Balcony
Built-In Wood Fire Pit
Storage

Feature Descriptions

Bedroom: 5 Bed
Carport: 1
Construction: Concrete Block, Stucco
Days on Site: 49
Dining: Breakfast Bar, Breakfast Room, Dining - Family, Eat-in Kitchen, Formal
Directions: North on McGregor left on Osceola Drive home is on the right.
Exterior: Concrete Block, Stucco
Flooring: Carpet, Tile, Wood
Furnished: Unfurnished
GEO Area: FM01 - Fort Myers Area
Hoa Fee: $0
Home Warranty Y/N: No
Interior: Great Room, Split Bedrooms, Den - Study, Exercise Room, Family Room, Guest Bath, Guest Room, Home Office, Built-In Cabinets, Wired for Data, Entrance Foyer, Pantry, Tray Ceiling(s), Walk-In Closet(s)
Irrigation: Assessment Paid
Kitchen: Kitchen Island, Walk-In Pantry
Laundry: Inside, Sink
Lease Considered Y/N: No
Listing Terms: Buyer Finance/Cash
Lot: 3 Lots, Across From Waterfront
Ownership: Single Family
Parcel #: 26-44-24-P4-0290D.0080
Parking: Garage Door Opener, Detached, Detached Carport
Pets: No Approval Needed
Pool: In Ground
Property Attached Y/N: No
Property Sub-Type: Single Family Residence
Sewer: Assessment Paid, Central
Sewer: Assessment Paid, Central
SQFT Total: 8377
Swimming Pool: Yes
Transfer Fee: 0
Units in Building: Square Feet
View: Landscaped Area
Water: Assessment Paid, Central
Water: Assessment Paid, Central
Windows: Single Hung, Decorative Shutters

Listed By / Shown By

Listed By

Agency Name: RE/MAX Trend
Agency Phone: 239-541-1661

Shown By

Agency Title: RealtyMark
Agency Phone: 888-260-0040

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Estimated Payment

$ 3,615.61 per month $2,392.48 Principal & Interest $909.58 Property Tax $313.54 Homeowner's Insurance

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All commissions are negotiable Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers 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 on this site was last updated 07/16/2026. The listing information on this page last changed on 07/16/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Thu 07/16/2026 12:48:40 AM EST) or Stellar MLS (last updated Thu 07/16/2026 12:43:54 AM EST) or GSMLS (last updated Thu 07/16/2026 12:24:10 AM EST) or Emerald Coast MLS (last updated Thu 07/16/2026 12:05:25 AM EST) or Fort Myers (last updated Wed 07/15/2026 11:04:48 PM EST) or Central Panhandle Association of Realtors (last updated Thu 07/16/2026 12:47:19 AM EST) or Northeast Florida MLS (last updated Thu 07/16/2026 12:18:59 AM EST) or Beaches MLS (last updated Thu 07/16/2026 12:38:19 AM EST) or Naples MLS (last updated Wed 07/15/2026 11:40:22 PM EST) or Bright MLS (last updated Thu 07/16/2026 12:38:31 AM EST) or OneKey MLS (last updated Thu 07/16/2026 12:42:26 AM EST). Real estate listings held by brokerage firms other than RealtyMark may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.
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