Sands REPM

1357 Osceola DR photos

Outdoor swimming pool with a white perimeter fence and surrounding concrete decking
Expansive brick paver driveway leading to a residence with a covered front porch featuring white railings and columns
Expansive paver driveway leading to a stucco residence featuring a covered front porch with white railing, a detached structure with a hip roof, and mature landscaping including palm trees
1357 Osceola DR photo 4
Exterior facade featuring a covered porch with white fluted columns, a concrete walkway, and a white railing system
Spacious garage featuring a large sectional door, concrete flooring, recessed lighting, and a dedicated workspace with built-in shelving
Entryway featuring double doors with decorative glass panels
Dining area featuring tile flooring, a multi-pane window, and a prominent chandelier
Living area featuring wood-finish flooring, a stone fireplace, recessed lighting, and a ceiling fan
1357 Osceola DR photo 10
Kitchen featuring a stainless steel island range hood, built-in wall ovens, recessed lighting, wood cabinetry, and contrasting countertops
Spacious kitchen featuring wood cabinetry, blue countertops, stainless steel appliances, and an island with a built-in cooktop
Kitchen featuring stainless steel appliances, wood-finish cabinetry, tile flooring, and recessed lighting
Spacious open-concept living area featuring a built-in entertainment center, recessed lighting, and tile flooring
Open concept living area featuring terracotta-style tile flooring throughout
Spacious kitchen featuring warm wood cabinetry, stainless steel appliances, a central island with a breakfast bar, recessed lighting, and tile flooring
Expansive kitchen featuring tile flooring, recessed lighting, wood cabinetry with glass-front uppers, and stainless steel appliances
1357 Osceola DR photo 18
Expansive room featuring a tray ceiling with recessed lighting, carpet flooring, and two sets of window blinds
1357 Osceola DR photo 20
Custom closet system featuring extensive shelving, built-in drawer units, shoe cubbies, and multiple hanging rods
Bathroom featuring a built-in jetted tub, extensive tilework, a double vanity with light green cabinetry, and an integrated fireplace
Bathroom featuring a jetted soaking tub, a separate tiled shower, a vanity with a built-in sink, and a framed mirror
Carpeted room featuring a ceiling fan, crown molding, and bi-fold closet doors
Dedicated office space featuring two windows with horizontal blinds, a corner desk, and green wall accents
Double vanity with integrated sinks and a light-colored countertop
Staged Spacious living Bedroom that goes out to the pool, featuring vibrant purple carpeting, olive green walls, and white ceiling
Staged Carpeted bedroom featuring a ceiling fan, a window with vertical blinds, and neutral-toned baseboards
Bathroom vanity featuring a single basin sink set into a blue countertop, white cabinetry with silver hardware, and a large wall-mounted mirror
Laundry room featuring tiled flooring, a white paneled door, and two rows of built-in wire shelving
Spacious room featuring wood-finish flooring, a full-wall mirrored section, and a ceiling fan
Spacious covered patio featuring large format tile flooring, multiple French doors, beige walls with red and white trim, and an overhead light fixture
Aerial perspective showcasing a residential neighborhood with surrounding water and a distant bridge
Image quality insufficient for description
Aerial perspective highlighting a property with a private pool
Aerial perspective showcasing a residential neighborhood with mature landscaping and proximity to a body of water
Aerial perspective of a residential area featuring multiple single-family homes with varying rooflines and landscaping
Expansive outdoor area featuring a rectangular swimming pool with surrounding concrete decking
Rectangular swimming pool with light blue water and surrounding concrete patio
Rectangular swimming pool surrounded by a light-colored concrete deck
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1357 Osceola DR, FORT MYERS

Single Family Residence

Active

$985,500

▼ $4,000 (0%)

5

Beds

4

Baths

3,928

Sqft

Est. $5,745/mo · Get pre-qualified

Home Type: Single Family ResidenceYear Built: 2000Sqft: 3,928Price/Sqft: $251Lot Size: 0.638 acres

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.

99 days on market · Listing updated August 27, 2026

Location

Facts & Features

Interior Features:
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)
Appliances:
Cooktop, Electric Cooktop, Dishwasher, Disposal, Dryer, Ice Maker, Refrigerator/Icemaker, Trash Compactor, Washer
Flooring:
Carpet, Tile, Wood
Laundry:
Inside, Sink
Primary Bathroom:
Dual Sinks, Jetted Tub, Multiple Shower Heads
Kitchen:
Kitchen Island, Walk-In Pantry
Dining Room:
Breakfast Bar, Breakfast Room, Dining - Family, Eat-in Kitchen, Formal
Entry Level:
0
Heating:
Central Electric, Fireplace(s)
Cooling:
Ceiling Fan(s), Central Electric
Utilities:
Cable Available
Sewer:
Assessment Paid, Central
Water Source:
Assessment Paid, Central
Security:
Smoke Detector(s), Smoke Detectors
Exterior Features:
Screened Balcony, Built-In Wood Fire Pit, Storage
Construction:
Concrete Block, Stucco
Roof:
Shingle
Patio / Porch:
Open Porch/Lanai, Screened Lanai/Porch, Patio
View:
Landscaped Area
Waterfront:
None
Direction Faces:
South
Lot Features:
3 Lots, Across From Waterfront
Irrigation:
Assessment Paid
Parking:
Garage Door Opener, Detached, Detached Carport
Garage Spaces:
2
Carport Spaces:
1
Pool:
In Ground
Windows:
Single Hung, Decorative Shutters
Doors:
French Doors
Community Features:
Fitness Center, Extra Storage, Guest Room, Hobby Room, Internet Access, Non-Gated
Subdivision:
RIVERSIDE
Zoning:
RS-5
Annual Taxes:
$10,916
Pets Allowed:
No Approval Needed
Furnished:
Unfurnished
Possession:
Close Of Escrow
Listing Terms:
Buyer Finance/Cash

Price History

DateEventPrice
Aug 27, 2026Price change$985,500
May 21, 2026Original list price$1,150,000

Reflects listing data on file, not a complete transaction history.

Listed by Tara Krueger-Rose, RE/MAX Trend

$985,500

1357 Osceola DR, FORT MYERS

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$5,745

est. monthly payment

Estimate only — actual payment depends on your lender, credit profile, and final loan terms.

The data relating to real estate for sale displayed on this Website comes in part from the Multiple Listing Service of the Bonita Springs-Estero Association of REALTORS®, Inc., under License No. BK3468074. Properties displayed on this Website include properties listed with brokerage firms other than Sands Real Estate & Property Management. Detailed information about such properties includes the name of the brokerage firm with which the seller has listed the property. The properties displayed may not be all the properties listed with brokerage firms participating in the Bonita Springs-Estero Association of REALTORS® Multiple Listing Service, or contained in the database compilation of the Bonita Springs-Estero Association of REALTORS® Multiple Listing Service.