Your Midwest to SWFL Real Estate Connection aka Your Pickleball Realtor
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.
Jill doesn't just sell pickleball communities. She plays in them.
Ladies' days, round robins, holiday games and the tournament she sponsors. When you move here, Jill introduces you to the people you'll be playing with.
Homes Jill has represented
Listing data courtesy of Realty ONE Group MVP and the SWFL MLS. Some 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
Naples
Beaches, golf, the pier and some of the most pickleball courts in America.
Bonita Springs
Relaxed, coastal and close to everything, with a downtown that’s having a moment.
Estero
Newer resort communities between Naples and Fort Myers.
Marco Island
Island living, wide beaches and waterfront homes.
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 (239) 409-0901.
Which Naples communities have the most pickleball courts?
Based on club and community information, Glades Golf & Country Club and Isles of Collier Preserve lead with 12 courts, Fiddler's Creek and Pelican Bay have 10, Valencia Sky has 9, and Caymas, Cypress Woods, Grey Oaks, Valencia Trails, Esplanade by the Islands and Treviso Bay have 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.
