Skip main navigation
  • Building Photo
  • 5565 Trailwinds Dr - Unclaimed

    5565 Trailwinds Dr, Fort Myers, FL 33907

    Located in Villas, Fort Myers zip code 33907
    Apartment building

    Neighborhood: Villas

    Skip to the end of the carousel
    • Shopping Scene
      Bustling retail hubs with boutiques, shops, and convenient everyday essentials.
      Dining Scene
      From casual bites to fine dining, a haven for food lovers.
      Highway Access
      Quick highway connections for seamless travel and regional access.
      Downtown Close
      Proximity to downtown offers quick access to jobs, dining, and culture.
    Skip to the beginning of the carousel

    Centered along S Cleveland Ave (US‑41) in Fort Myers, 33907 blends suburban calm with easy access to shopping, dining, and everyday conveniences. Expect warm, tropical weather with breezy winters and summer afternoon showers. The area orbits Bell Tower for restaurants, coffee, a movie theater, and Dave & Buster’s, while Page Field—an historic WWII‑era airfield—anchors a corridor of retailers like Publix, The Fresh Market, and Sam’s Club, plus gyms and fitness studios. Outdoor time is easy on the John Yarbrough Linear Park trail, with Lakes Park and Gulf beaches a short drive via Summerlin or College Pkwy. Culture lovers catch touring shows nearby at the Barbara B. Mann Performing Arts Hall. The community skews practical and friendly, with a mix of long‑time locals, students, and seasonal residents, and many pet‑friendly patios. According to Zillow’s recent market trends, the median asking rent in 33907 is around $1,800, with most listings ranging roughly $1,400–$2,300 over the past few months.

    Powered by Zillow data and AI technology.

    Areas of interest

    Use our interactive map to explore the neighborhood and see how it matches your interests.

    Building Location

    Walk, Transit & Bike Scores

    23 / 100
    Car-Dependent
    65 / 100
    Bikeable

    Nearby schools in Fort Myers

    GreatSchools rating

    Frequently asked questions

    What is the walk score of 5565 Trailwinds Dr?

    5565 Trailwinds Dr has a walk score of 23, it's car-dependent.

    What schools are assigned to 5565 Trailwinds Dr?

    The schools assigned to 5565 Trailwinds Dr include Villas Elementary School, Cypress Lake Middle School, and South Fort Myers High School.

    What neighborhood is 5565 Trailwinds Dr in?

    5565 Trailwinds Dr is in the Villas neighborhood in Fort Myers, FL.

    There are currently no available units for 5565 Trailwinds Dr on Zillow. Find rental availability at nearby or similar apartment buildings below.
    Do you manage this property?

    Claiming gives you access to insights and data about this property.

    Building Photo
    Building Photo