Back 1255 Osceola Drive
Active

1255 Osceola Drive

Fort Myers FL 33901

6
5
2
5130 sq. ft.
12981 sq. ft.
Single-Family
Currently for sale - view listing

Overview

Classic. Curated. Designed. Step into the serene coastal enclave of historic riverside McGregor, where luxury meets coastal charm in this impeccably renovated residence. Nestled in one of the area's most coveted neighborhoods, this timeless classic home offers a haven of refined elegance and modern comforts. Beyond the grand mahogany front doors lies a sanctuary of sophistication, where substantial renovations have transformed the interior into a masterpiece of design and functionality. Revel in the allure of a new kitchen and bathrooms, exuding contemporary style and practicality at every turn. All bedrooms upstairs provide ultimate privacy, complete with ensuite bathrooms. Storage dilemmas become a thing of the past with endless storage and attic space, while the office closet's clever conversion for clothing adds versatility to your living arrangements. Ideal for multi-generational families or income potential, the separate guest house/mother-in-law suite presents a myriad of possibilities. Three additional bedrooms, a bathroom, living room and kitchen complete the guest house. Accessibility is paramount, thanks to the inclusion of an elevator and handicap-accessible features throughout. As evening descends, three wood-burning fireplaces cast a warm glow, creating inviting spaces for intimate gatherings and relaxation. With a 1,000-gallon propane tank and a generator capable of powering the entire house for 90 days, peace of mind reigns supreme. Indulge in boutique-style luxury within the primary closet, where organization meets opulence. Outside, a new saltwater pool beckons for leisurely afternoons spent basking in the sun. A sprawling deck, pavered patio, outdoor shower, grass area for your furry family members, and detached garage make this outdoor space the ultimate oasis. Discover the epitome of coastal living in this prestigious neighborhood, where every detail reflects the essence of luxury and comfort. Don't miss your chance to experience your dream lifestyle at its finest in this truly remarkable home. Seller to provide a one year home warranty through Home Shield and a $10,000 credit towards painting the exterior of the main house to the buyer at closing.

Features

6 bedrooms
5 bathrooms
2 carspaces
2 garage spaces
5130 sq. ft. floor area
12981 sq. ft. lot size
Single-Family

Property history for 1255 Osceola Drive

2021
Sold
$999,000
02 Dec 2021 by Todd Swaney, of Berkshire Hathaway Florida
2014
Sold
$545,000
24 Jun 2014 by Tara Molloy, of Riverside Realty Group, LLC

Happy sellers in Fort Myers

85%
85% of sellers in Fort Myers reported that their sale price either exceeded or met their price expectations.

Fort Myers stands out for consistently delivering exceptional satisfaction and strong market results for homeowners.

This is based on voluntary sentiment collected from 4 reviews in Fort Myers over the last 12 months.

Local market activity for 6 bedroom single-family properties in Fort Myers

© 2026 RateMyAgent