Naples Pickleball Realtor & Relocation Specialist
Find Your Place in Paradise, Court-Side
Naples & Southwest Florida real estate. Licensed since 1995, a Michigan native, and the local expert in pickleball communities. From your first Florida home to your forever court-side retreat, let's make it happen.
Licensed since 1995
Michigan work ethic. Southwest Florida expertise.
"For today's pickleball enthusiast, finding the right home is about much more than the house itself."
Originally from Michigan, Jill understands what it means to make the move from the Midwest to the Gulf coast. She knows the Naples communities, amenities and neighborhoods where pickleball players find the courts, social opportunities and active lifestyle they're looking for.
Licensed since 1995 and a former million-dollar producer in Metro Detroit, Jill has worked in residential sales, mortgage origination and property management. She sees both sides of every transaction and keeps yours organized, honest and as stress-free as possible.
One agent for the whole move
Whether you're chasing sunshine, courts or a simpler life, every step is handled by one person you can actually reach.
Pickleball Communities
Naples communities ranked by court count, with area, style and what to ask before you buy.
See the list →Michigan → Naples Relocation
Taxes, homestead, insurance, timing, snowbird vs. full-time, and how to buy from 1,300 miles away.
Relocation guide →Buy a Home
Live MLS search, private showings, video tours for out-of-state buyers and skilled negotiation.
Buyer's guide →Sell Your Home
Data-driven pricing, professional marketing, and a plan for selling while you're still up north.
Seller's guide →Free Home Valuation
An instant estimate, then a personal market analysis built from real Naples comparables.
What's my home worth? →Let's Talk Courts & Homes
A free 20-minute call. No pressure. Tell Jill what you're looking for and she'll tell you honestly where to look.
Book a call →Top pickleball communities in Naples, FL
Ranked by dedicated court count from club and community information. Four courts in a big community can mean waiting lists; eight or more usually means plenty of open play.
Homes Jill has represented
New Listing
Sold
SoldListing data courtesy of Realty ONE Group MVP and the SWFL MLS. Draft photos are illustrative.
Simple, organized, stress-free
Tell Jill your goals
A quick call or text about lifestyle, budget, timing and how much you want to play. Jill starts with a needs-based conversation, not a sales pitch.
Get a personal plan
Communities that actually fit, a pricing or offer strategy, and clear next steps. Out of state? Everything can start by video.
Move with confidence
Showings, negotiation, inspections, paperwork and closing coordination, handled. You focus on the sunshine.
5.0 stars from 20 reviews
Real words 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!
Southwest Florida, one neighborhood at a time
Questions buyers ask first
Who is the Pickleball Realtor in Naples, Florida?
Jill Jacobs of Realty ONE Group MVP is known locally as the Pickleball Realtor. She helps buyers find homes in Naples and Southwest Florida communities with strong pickleball amenities, and specializes in relocation from Michigan. Call or text (734) 673-5940.
Which Naples communities have the most pickleball courts?
Based on club and community information, Pelican Bay and Fiddler's Creek have about 10 courts each, Valencia Sky has 9 planned, and Grey Oaks, The Vineyards, Treviso Bay, Valencia Trails, Caymas and Esplanade by the Islands have about 8. See the full Naples pickleball communities list.
Can Jill help me move from Michigan to Naples?
Yes. Jill is a Michigan native who made the move herself. She helps with community selection, video tours, homestead and insurance questions, and coordinating the sale of a Michigan home. Read the Michigan to Naples relocation guide.
How do I find out what my Naples home is worth?
Start with the free instant home value estimate, then ask Jill for a personal market analysis based on recent comparable sales in your community.
Let's find your place in paradise
Call, text or send a note. Jill personally answers every message.