Northeast Florida

Jacksonville, St. Marys, Palatka

55 Plus Communities in Jacksonville, FL for Movers and Doers

If you’re ready for something new – something exciting and invigorating – you owe it to yourself to consider one of our Jacksonville 55 plus communities. That’s because Jacksonville offers the best of the Sunshine State – from the abundant natural splendor of the park system and endless beaches, to the unforgettable street arts scene and historical neighborhoods steeped in fascinating history.

Upside offers hundreds of hand-picked apartments throughout Jacksonville’s 55 plus communities so you’ll never need to settle on a floor plan you don’t adore. If you’re already enjoying an active lifestyle, or you’d like to start, retiring in Jacksonville, FL with Upside could be the perfect move for this stage of your life.

Is Jacksonville, Florida a Good Place to Retire?

The answer depends on what you mean by “retire.” If your idea of retirement is the opportunity to learn new things, make new memories, and share unforgettable experiences with the people who matter most, you’re going to love our Jacksonville 55 plus communities. If Bingo night is more your speed, well, you can do that anywhere. So what makes Jacksonville, Florida such a great option for fun-loving adults? For starters, your dollar stretches further here. There is no need to sacrifice your quality of living nor your access to a reliable network of community healthcare providers. And with a rich, diverse selection of cultural treasures to discover and share with friends, every day can be a new adventure. Perhaps the question you should be asking is what took you so long to get here? All of this and more is waiting for you at our 55 plus communities in Jacksonville, Florida. Let’s take a closer look at some of the best features, benefits, and amenities making Northeast Florida the perfect place to settle – or unsettle – down.

Northeast Florida Apartments

Not Your Typical Retirement Communities in South Florida

In fact, don’t think about retirement at all. Instead, think about the upside of hand-selecting your dream apartment from a wide variety of active retirement communities near Ft. Lauderdale and the surrounding areas, including Miami, Boca Raton, Port St. Lucie and West Palm Beach.

Then, imagine how good you’ll feel knowing you can start each day with access to everything the greater Miami Metropolitan Area has to offer – including a reliable network of community healthcare providers. We could spend all day talking about the vibrant lifestyle at our 55 and over communities in Miami, but here are some of the highlights:

Fun Things To Do in Jacksonville

Get in Touch With Nature: Jacksonville has all of the parks – seriously. The city is known to have the largest urban park system in the country, totaling more than 80,000 acres across hundreds of state parks and three nationally recognized attractions. With year-round warm temperatures, it’s always a great time for surfing, swimming, boating, fishing, and anything else best enjoyed under the Florida sun.

Explore the History, Arts, and Culture: Our 55 plus communities in Jacksonville, Florida are within arm’s reach of a thriving arts and culture scene. Take your pick from more than a dozen museums, year-round public art events, and a performing arts community that will blow you away.

Chew on Something Delicious: Jacksonville, like other great Florida cities, is a sea-food-lover’s dream come true. That’s because this area is known for bountiful, fresh-caught seafood pulled out of the nearby waters and served to perfection on your dinner plate. Whether you’ve got a taste for down-home dining brimming with Southern charm, or an upscale culinary tour de force at any of the area’s elegant bistros, there’s a menu with your name on it.

Live Like a Local in St. Augustine

Attend a Community Event: Thanks to the pleasant weather, there’s always a fun community event to enjoy no matter what time of year it is. From Concerts in the Plaza and Music By the Sea, to weekly First Friday Art Walks, St. Augustine community events offer something for everyone to get excited about.

Make Your Way to the Marina: The St. Augustine Marina is smack-dab in the heart of downtown historic St. Augustine. From here you can access the open Atlantic ocean or amble along the intracoastal waterways. But it’s not all boats and buoys! Landlovers will find charming antique shops, art galleries, and highly rated restaurants – all just a short, safe walk from the marina.

Dig Up Some History: They call it Florida’s “historic coast” for more than one reason. Not only does St. Augustine claim to be the oldest city in America, it’s also home to an on-going archeological dig site dating back thousands of years to the area’s earliest Native American inhabitants. If you’re interested in contributing to new discoveries, consider volunteering in the archeology program. It’s one of a select few operating in the country today and averages 70 investigations annually.

Get More Out of Life When Retiring in Jacksonville, FL With Upside

Our Jacksonville 55 plus communities put you in the center of an incredible city with easy access to the local nightlife, a thriving arts and culture scene, and all the natural splendor of Northeast Florida. Forget about rigid daily schedules, cookie-cutter apartments, and hidden fees. Instead, learn more about becoming an Upside member and start exploring our 55 and older communities in Jacksonville, Florida.


Dedicated Upside Manager

Programs & Activities

Housekeeping Services

Technology Support

Companion Visits

Dining and Cuisine


Upside Corporate Headquarters

6365 NW 6TH Way, Suite 200

Fort Lauderdale, FL 33309