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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416 Articles by Cari Oleskewicz

  • 55+ Communities With Golf Courses in Orlando

    by Cari Oleskewicz on November 30th, 2021

    Florida has more golf courses than any other state--more than 1,250 of them. In Central Florida, the Orlando area is one of the best places to play and to live. Take a look at these six Orlando area golf course communities for active adults 55 and over.


  • Central Florida Communities With Lakes and Boat Access

    by Cari Oleskewicz on November 23rd, 2021

    Living in Central Florida is a great way to enjoy year-round sunshine without the crowds often found on the coasts. Another benefit of living inland is that the area is surrounded by freshwater lakes and rivers. Active adult homebuyers looking for Central Florida homes for sale with water access have a few excellent options.


  • The Best Communities for Downsizing in Sarasota, Florida

    by Cari Oleskewicz on November 22nd, 2021

    Downsizing can mean living the Florida retirement dream that many active adults desire. Buyers seeking Sarasota homes for sale that allow them to simplify their lives have some great options in the area's most popular communities. Let's take a look at the homes as well as the amenities and lifestyle activities offered.


  • Latitude Margaritaville Daytona Beach Opens Phase Two Amenities

    by Cari Oleskewicz on November 18th, 2021

    If you've been considering life at Latitude Margaritaville but want to know more about the community's amenities, you're in luck. This highly sought-after community is finally opening a second phase of amenities.


  • 5 Things to Know About Oak Run

    by Cari Oleskewicz on November 16th, 2021

    Ocala is perhaps one of the best-kept secrets in Central Florida. While nearby cities like Orlando and Tampa get well-deserved attention, Ocala has its own charm and a really impressive quality of life. Ocala is also where you'll find Oak Run.