Contributing Writer

Cari Oleskewicz

headshot of Cari Oleskewicz

Cari Oleskewicz writes about Florida communities and news for 55places.com. She has created content for dozens of other online and print publications including ConsumerAffairs, The Washington Post, USA Today, PocketSense.com, and The Nest. In the last seven years, Cari has been invited to contribute blogs and articles for real estate and property management companies across the country, and has delivered presentations on the importance of content and web copy in building a real estate business.

Before launching her writing career, Cari was a communications and editorial strategist for a digital advertising agency in Tampa and managed the communications department of a nonprofit organization serving people with disabilities in Maryland. She has also taught middle school and writes poetry. Cari graduated from Marist College in Poughkeepsie, New York in 1994, with a BA in Communications/Journalism. She currently lives in Tampa, travels frequently, and recently helped her father find the perfect 55+ community to call home.

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404 Articles by Cari Oleskewicz

  • The Best Communities in Fort Myers, Florida

    by Cari Oleskewicz on July 27th, 2021

    Fort Myers is full of sunshine, recreation, and history. It's also a popular relocation destination for active adults who want to enjoy golf, culture, and nature while wearing shorts in February. Here are some of the best active adult communities in Fort Myers.


  • 55+ Communities in the Tampa Area Offering Condos

    by Cari Oleskewicz on July 26th, 2021

    Buyers looking for Tampa real estate are smart to consider condominiums. They're more affordable, easy to maintain, and often provide great views and outstanding amenities. In the Tampa Bay area, there are more than a dozen 55+ communities with condos for sale.


  • Exploring the Active Adult Communities in Bonita Springs, FL

    by Cari Oleskewicz on July 22nd, 2021

    Bonita Springs is a convivial community on the Gulf of Mexico, just south of Fort Myers and north of Naples. It's easily accessible from Interstate 75, close to airports, shopping, and beaches, and an ideal community for active adults who may be thinking about a Florida retirement.


  • Oak Run vs. Stone Creek

    by Cari Oleskewicz on July 21st, 2021

    Ocala is a Florida city that's growing in popularity, especially among active adults who want to live with year-round sunshine and plenty of recreation without welcoming more traffic and crowded conditions into their lives. Two of Ocala's best communities are Oak Run and Stone Creek.


  • New Community Alert: Esplanade at Skye Ranch in Sarasota, FL

    by Cari Oleskewicz on July 19th, 2021

    Homebuyers looking for Sarasota, FL homes for sale should consider taking a look at Esplanade at Skye Ranch. This new community offers a variety of home styles and thoughtfully designed amenities for residents to take advantage of.