September 17, 2026
If you have walked down Western Lake Drive any time since February, you have seen the fence. Construction crews moved onto the WaterColor Tennis Center site that month, and the site has been in some state of demolition, utility work, or foundation pouring ever since. By early May, the Community Association was reporting that crews were pouring footers for a new Pro Shop and Fitness Center, finishing site prep on the pickleball courts, and waiting on a contractor called American Tennis Courts to start the actual court construction. The five Har-Tru clay courts, three with lights and one with stadium seating, have stayed open the entire time. The pickleball courts have not. A temporary Pro Shop trailer has been standing in for the real thing, and Director of Tennis Drew Machholz and his staff have kept lessons and drills running out of it.
That is the visible story. It is not the one that tells you the most about how WaterColor is actually changing.
The Association's own language has been consistent since February: courts stay open, pickleball waits, and the whole facility is due back "in the fall" with six pickleball courts, a new gym, a real Pro Shop, and the same five clay courts residents already know. As of the most recent construction update posted, that is still the plan, without a firmer date attached to it. If you live here and you have been checking the calendar for a reopening week, the honest answer right now is that fall is the target, not a specific date on it.
What is worth noticing is what the rebuild actually adds. A fitness center is not something a family renting a week in July asks about before booking. It is something someone who plays tennis three mornings a week and wants a place to lift afterward has been waiting on. The same goes for doubling the pickleball footprint. These are additions built for people who will use them across a season, not people who will use them once.
There is a second change this year that gets far less attention than a construction fence, and it addresses a friction almost every WaterColor owner has run into. Golf cart rentals inside the community run through a single authorized operator, the Electric Cart Company, and the number of carts allowed in circulation at any given time is capped. Rentals are first come, first served. If you own a condo rather than a house, you cannot rent a cart through that program at all. Anyone who has tried to book a cart for a busy August week and found the pool already claimed knows exactly what that scarcity feels like.
This year, the Association added a long-term cart leasing option specifically for owners. It does not touch the capped, day-to-day rental pool that guests compete for. It is a separate track that lets a homeowner secure a cart for a season rather than gambling on availability week to week. It is a narrow fix, but it is aimed at exactly the person the rental cap was never designed to help: someone who is here often enough that a single week's availability was never the real problem.
The Association also rolled out an on-demand trolley app this year, letting anyone request a ride to the Beach Club, Camp WaterColor, the Tennis Center, or the pools instead of flagging one down or calling ahead. The trolley itself still runs its usual hours, daily from 9 a.m. to 7 p.m. with the last ride request at 6:45. The app does not change who can ride. It changes how routine the process feels for someone using it three times a week instead of once during a vacation.
The Beach Club also introduced a new lounge chair saving policy this year. The Association has not published the specific terms anywhere residents can point to, so it is worth being direct about what is and is not known: a policy exists, and it is new. What it fits into is a pattern of formalizing small daily habits at an amenity that residents use constantly and guests use for a week. Rules like this tend to get written when the same friction repeats often enough that someone finally puts it in writing, and that kind of repetition is a resident's experience, not a renter's.
None of this year's flagship events are new arrivals. They are both hitting milestones or formats that reward showing up more than once.
| Event | Dates | Location |
|---|---|---|
| Harvest Wine & Food Festival, 10th Annual | October 15 to 18, 2026, Grand Tasting Saturday Oct. 17, 1 to 4 p.m. | Cerulean Park |
| Mountainfilm on Tour | November 6 to 7, 2026, gates 5:45 p.m., films begin 7 p.m. | Marina Park Amphitheater |
The Harvest Wine & Food Festival is marking its tenth year in WaterColor this October, produced by the Destin Charity Wine Auction Foundation, which now supports 16 children's charities across Northwest Florida and has directed more than $38 million to that mission since it started. The weekend runs Thursday through Sunday: celebrity winemaker dinners on the 15th, Harvest After Dark in Cerulean Park on the 16th, the Grand Tasting on the 17th, and a festival brunch to close it out on the 18th. A tenth anniversary is not a marketing hook. It is what happens when an event keeps coming back to the same park for a decade.
Mountainfilm on Tour works differently but points the same way. It is a two-night documentary showcase at the Marina Park Amphitheater, gates opening at 5:45 with films starting at 7 both nights. A festival built around two consecutive evenings only works if enough of the audience is still around for both of them. That is a different kind of draw than a single Saturday event built for whoever happens to be in town that week.
None of these four updates, the Tennis Center, the cart lease, the trolley app, or the chair policy, are dramatic on their own. Put together, they describe a community investing in the parts of daily life that only compound if you are here often enough to notice them compound. A fitness center pays off over a season of visits. A long-term cart lease pays off over months, not a week. An app you open out of habit is worth more to someone with the habit. A chair policy only needs writing once people are showing up to the same nine chairs often enough to have opinions about them.
If you already call WaterColor home, none of this requires you to do anything differently this week. The fence on Western Lake Drive will come down when it comes down, the cart lease is worth a call to the Association if a week-to-week rental has been frustrating you, and the calendar has two dates worth keeping open in October and November. If you are watching WaterColor from outside and wondering what ownership here actually looks like day to day rather than during a single vacation week, that is a conversation worth having before the season turns.
Enslen Coastal Group has spent years walking clients through exactly what a property in WaterColor, or anywhere else along 30A, actually costs to own and enjoy across a full year, not just a single visit. Get in Touch With Our Team when you're ready to talk through what that looks like for you.
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