Midwestern work ethic, Gulf coast life
Realtor® with Realty ONE Group MVP · Licensed since 1995 · Your Pickleball Realtor
From Michigan to Naples, on purpose
Originally from Michigan, Jill Jacobs understands what it means to make the move from the Midwest to Southwest Florida. Her passion is helping new residents discover the Naples and SWFL lifestyle and confidently navigate the journey from their current home to their Florida dream home.
Jill is proud to be known as the local Pickleball Realtor, combining her love of the game with her knowledge of Southwest Florida's many pickleball communities. For today's pickleball enthusiast, finding the right home can be about much more than the house itself. Jill knows the communities, amenities and neighborhoods where players find the courts, social opportunities and active lifestyle they're looking for.
Licensed since 1995, Jill brings decades of experience across the whole housing industry: primarily residential sales, along with mortgage loan origination and property management. That gives her real insight into both sides of a transaction.
Every client starts with a conversation and a "client-centric, needs-based analysis," so the advice fits your goals, not a script.
When she's not helping clients, Jill soaks up everything the Sunshine State has to offer: Gulf sunsets, beach days, dining out (she's a self-confessed foodie), cooking and entertaining friends and family, and of course, pickleball. She's the TeamReach leader of the Fabulous Ladies of Naples, and at home she's outnumbered by two orange tabby cats, Simba and Pumba.
Experience on both sides of the table
30+ years in sales
Licensed since 1995 and a million-dollar producer in Oakland and Wayne counties before bringing that experience to Naples.
Michigan & Florida
A Realtor® with Realty ONE Group MVP in Naples, with deep Michigan roots for coordinated two-state moves.
Mortgage origination
A lending background means she spots financing issues early, before they cost you a home.
Property management
Practical knowledge of HOAs, rentals and upkeep. Helpful for snowbirds and investors.

Because community is the real amenity
Naples is often called the pickleball capital of the world and has hosted the US Open Pickleball Championships. For many newcomers, the courts are where they make their first friends in Florida. That's why Jill treats a community's pickleball scene as seriously as its square footage.
- Tracks court counts community by community
- Helps you compare membership structures and true monthly costs
- Plays herself and leads a ladies' group in Naples
- Knows the public court options too
5.0 stars from 20 reviews
Reviews from Jill's clients on Realtor.com, plus a 4.9-star rating on Zillow.
Jill did her homework on our property and listed it at a good price. It quickly attracted a lot of interest and we had an amazing offer within a day. Her expertise helped us negotiate very favorable occupancy terms and an appraisal gap guarantee - things other realtors may not have insisted upon.
We have worked with Jill Jacobs on multiple occasions as both a buyer and seller, and wouldn't use anyone else for our real estate needs. Jill is knowledgeable, professional, and very responsive… She is simply the BEST!
Finding a new home in a new location can be extremely emotional and without Jill's expertise, knowledge and wonderful sense of humor, we would have never found the home of our dreams!
Jill sold it on the first day and went over in detail the three offers that I had. It was done very fast and we closed within a month. I could not be happier.
Jill Jacobs is a rock star when it comes to real estate. If you are looking for professional yet personable realtor she is the right choice. Jill asked our needs/wants and found us our perfect dream home.
Jill Jacobs goes above and beyond… she is not only knowledgable of potential issues she is also prepared and ready for them… Jill Jacobs made it happen and got me to the closing table!
Backed by Realty ONE Group MVP
A national brand with full MLS access, marketing tools and a nationwide referral network behind every transaction. Office: 1495 Pine Ridge Rd, Suite 1, Naples, FL 34109.
Ready to find your place in paradise?
Let Jill put her Michigan work ethic, Southwest Florida expertise and passion for helping others to work for you.