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Riverside - Fort Myers

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Riverside – Historic Waterfront Neighborhood in Fort Myers, FL

Home > Fort Myers Real Estate > Riverside -  Homes for Sale

Riverside is a picturesque waterfront community of single-family homes in Fort Myers, Florida, located along the scenic Caloosahatchee River just west of McGregor Boulevard. Known for its timeless charm and historic appeal, Riverside offers properties built from the 1920s through the 1950s, showcasing a variety of architectural styles — from classic Florida bungalows to elegant Mediterranean-inspired estates.

Living in Riverside means enjoying breathtaking river views, mature tree-lined streets, and close proximity to Fort Myers’ River District, shopping, dining, and cultural attractions. This highly desirable neighborhood offers both historic character and prime waterfront access, making it a sought-after location for homebuyers.

Contact us today for more information or to schedule a private tour of available homes for sale in Riverside, Fort Myers.

Riverside - Homes For Sale

3209 W Riverside Drive, Fort Myers image
3209 W Riverside Drive, Fort Myers $715,000

Welcome to 3209 W Riverside Drive and one of the most desirable neighborhoods in SW Florida. Set on an oversized corner lot of nearly half an acre, this beautifully renov...

  • 3 Beds
  • 3 Baths
  • 2026037725 MLS
1337 Caloosa Drive, Fort Myers image
1337 Caloosa Drive, Fort Myers $1,940,000

This exceptional new-construction opportunity brings together elegant coastal design, modern functionality, and the best of Florida living, ideal for buyers seeking a ref...

  • 2026032570 MLS
1248 Osceola Drive, Fort Myers image
1248 Osceola Drive, Fort Myers $1,354,000 ▲

Step into a piece of history with this captivating 1925 Spanish Colonial home, thoughtfully updated for modern living while preserving its timeless charm. OWNER FINANCING...

  • 6 Beds
  • 3 Baths
  • 2026006878 MLS
1249 Osceola Drive, Fort Myers image
1249 Osceola Drive, Fort Myers $889,500 ▲

Two houses for the price of one. Old homes are unique, full of charm and history. This historic home checks all the boxes, and one the best locations as well as close to ...

  • 3 Beds
  • 4 Baths
  • 2025016791 MLS
1219 Osceola Drive, Fort Myers image
1219 Osceola Drive, Fort Myers $895,000 ▼

Stunning remodel. Designer details. Ultimate location. Enter a residence where timeless charm meets high-design living—this completely reimagined three-bedroom, three-bat...

  • 3 Beds
  • 3 Baths
  • 225056672 MLS
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