Hidden Gems: The 3 Most Expensive Penthouse Residences in Naples You Won’t Find on the MLS

Hidden Gems: The 3 Most Expensive Penthouse Residences in Naples You Won’t Find on the MLS

  • 12/6/25

The Quiet Upper Tier of Naples Real Estate

In Naples, the most exceptional properties often change hands quietly. They aren’t featured on MLS feeds or national websites. They circulate through trusted networks, offered discreetly or not at all.

Here are three of the most prestigious penthouses in Naples — all not currently on the market. Each one represents a different vision of beachfront luxury, combining space, design, and exclusivity in ways that set them far apart.


1. PH-C — The Naples Beach Club (Four Seasons)

Price: $100 Million
Interior Size: 15,385 sq ft
Bedrooms/Baths: 7 Bedrooms | 10 Full Baths | 3 Half Baths

A Gulf-Front Estate in the Sky

Perched above the new Naples Beach Club resort and managed by Four Seasons, PH‑C is a singular residence. With more than 15,000 square feet of living space, it’s the most expensive private home ever associated with Naples.

Highlights include:

  • A private wellness suite with sauna, fitness room, and therapeutic plunge pool

  • Three pools total, including a family pool and elliptical pool

  • Gallery spaces, wine room, and expansive indoor-outdoor flow

  • Located within a world-class beachfront club with elite-level privacy and service

Not on the market, this residence is widely known as Naples' crown jewel — a home that may never be publicly available again.  Call 239-248-7558 or email [email protected] for floor plans and details.


2. Penthouse 5 — Rosewood Residences Naples

Price: $50 Million
Interior Size: 9,673 sq ft
Bedrooms/Baths: 6 Bedrooms | 6 Full Baths | 2 Half Baths

Elegance with Edge on the Gulf

Set within the architecturally striking Rosewood Residences, this penthouse delivers nearly 10,000 square feet of refined Gulf-front living. While it’s not publicly listed, it stands as one of the most anticipated new residences on the coast.

Notable features:

  • Expansive living areas with floor-to-ceiling Gulf views

  • Private club room and den

  • Seamless blend of natural materials, modern design, and intelligent layout

  • Full access to Rosewood’s legendary service and amenities

The combination of design pedigree and beachfront privacy makes this a rare opportunity — whether or not it reaches public offering.  Call 239-248-7558 or email [email protected] for floor plans and details.


3. Penthouse 1204 — The Ritz-Carlton Residences, Naples Grande

Price: Privately offered, with pricing guidance at $35 million with an interior designer package included
Interior Size: 9,872 sq ft
Bedrooms/Baths: 5 Bedrooms | 6.5 Baths

Rooftop Luxury with an Iconic Name

This nearly 10,000-square-foot penthouse offers a lifestyle few others can match — including a private rooftop retreat that rivals some estates on the ground. Set within the Ritz-Carlton Residences, this is a vertical mansion with access to legendary service and amenities.

Key elements:

  • Owner’s suite with his and her baths, wardrobes, sauna, and morning bar

  • VIP guest suite with en-suite bath

  • Private gallery foyer, club room, and multiple terraces

  • A rooftop cabana with pool, spa, fireplace, bar, and outdoor kitchen

  • Private service and passenger elevators for seamless access

Though not on the market, this residence embodies the essence of Naples luxury — understated, immaculate, and elevated in every sense.  Call 239-248-7558 or email [email protected] for floor plans and details.


The Value of What You Can’t Find Online

These penthouses aren’t just rare — they’re almost never publicly available. That’s part of what makes them so desirable. In a world where everything seems searchable, true exclusivity is harder to come by.

Discerning buyers value:

  • Privacy: No listing photos, no open houses, no fanfare.

  • Scale: These are not condos — they are estates above the Gulf.

  • Service: White-glove amenities from globally respected brands.

  • Longevity: Properties that hold value and inspire generational ownership.


Why Naples?

From private golf clubs to sunset coastlines, Naples continues to attract those looking for a lifestyle rooted in natural beauty, personal freedom, and refined leisure.

  • No state income tax

  • World-class beaches, boating, and golf

  • International-level healthcare and dining

  • Discreet, secure communities favored by those who prioritize peace of mind


📞 Interested in Naples’ Most Private and Prestigious Properties?
I specialize in helping buyers discover the Naples you won’t find online — including quiet opportunities in landmark buildings and exclusive beachfront enclaves. Whether you're planning a move or simply exploring options, I’d be honored to guide you through what’s possible.

📲 Contact me today for a personalized consultation.

🌐 naplesjamie.com | 📞 239-248-7558

Hidden Gems: The 3 Most Expensive Penthouse Residences in Naples You Won’t Find on the MLS

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Jamie specializes in luxury residential properties throughout Naples’ most exclusive and sought after communities. Whether you are looking for a new home or thinking about selling your current home, call me today.

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