Happy Friday and welcome to First Class Fridays!
Since it’s the season of giving, I thought we’d take a fun look at the Top Ten Highest-Priced Listings currently on the market — the real estate equivalent of flipping through a luxury holiday catalog.
If you’ve ever wondered what to buy for the person who already owns everything (and I mean everything), consider this your guide. Because when someone already has a private chef, a custom golf cart, and a dog that eats better than most humans… well, maybe a multi-million-dollar waterfront estate is the only gift left that will surprise them.
These top-tier properties deliver the kind of features that make holiday shopping feel downright joyful: sweeping ocean views, private docks, resort-style pools, and enough space for every relative — even the ones who only show up for the free food.
🌟 Spotlight Gift: Coccoloba — The Showstopper
Among this week’s Top Ten, one listing deserves its own shiny bow: Coccoloba, a true once-in-a-lifetime estate that feels more like your own private resort than a home.
Nestled on over five acres of pristine oceanfront, Coccoloba brings together award-winning architecture, botanical artistry, and rare privacy. Designed by Siskind Architects with gardens crafted by Raymond Jungles — winner of Florida’s ASLA Garden of the Year — this estate blends luxury with nature in a way few properties anywhere can match.
You’ll find:
Nearly 11,000 sq ft of bespoke air-conditioned interiors
Verandas and outdoor living bringing the total to almost 18,000 sq ft
Oasis pool, grotto, swim-jet therapy, and beach entry
Protected boat basin, two lifts, 450-ft dock, and private beach
Helipad-ready peninsula lounge and tiki bar
Collector’s A/C garage
Elevated summer kitchen with pizza oven and push-button TV
It’s a masterpiece made for collectors, entertainers, and anyone shopping for a gift that says, “I really, really like you.”
But let’s get back to the rest of the list — because even the “runner-up gifts” this week are spectacular in their own right.
🏝 The Holiday Top Ten: Luxury Listings Worth Unwrapping
While Coccoloba steals the spotlight, the remaining top ten listings bring their own jaw-dropping amenities. Think private islands, modern architectural gems, deep-water docks, sky-high ceilings, chef’s kitchens, and living spaces designed for complete relaxation.
Each home on this list offers:
✔ Elevated coastal living
✔ Premier Florida Keys locations
✔ Resort-level outdoor areas
✔ Distinctive features that make them unforgettable
Whether you're dreaming, browsing, or truly shopping for someone special this season, these listings deliver inspiration and wonder.
🎄 A Holiday Wish Book for Grown-Ups
So pour yourself some cocoa (or something a little stronger), settle in, and explore the finest homes the market has to offer right now. The holidays are all about joy — and nothing sparks joy like a little luxury home browsing.
And hey… if you did decide to gift someone a multi-million-dollar home, I promise not to tell them it was my idea.
Click here to start dreaming of the perfect gift
