Most Expensive Gated Communities in Naples Florida

Naples, Florida is synonymous with luxury living. From the sugar-white beaches of the Gulf to its world-class golf courses and elite private clubs, Naples defines what it means to live in style. But among the hundreds of upscale neighborhoods, a select few stand above the rest — the most expensive gated communities in Naples Florida, where world-class amenities, privacy, and architectural excellence converge.

These ultra-exclusive enclaves represent the top 5% of Naples real estate — offering not just homes, but entire lifestyle experiences designed for those who expect the best. Here, we’ll explore Naples’ five most expensive gated communities, complete with home price examples, luxury amenities, and what makes each neighborhood the pinnacle of Gulf Coast living.

1. Port Royal

Price Range: $10 million – $40 million+
Highlights:

Deep-water Gulf access and private yacht docks
Membership to the Port Royal Club (private beachfront club)
Architectural estates on large waterfront lots
24-hour patrol and exclusive access streets

Overview:
When it comes to prestige, Port Royal stands in a league of its own. Widely considered the most exclusive neighborhood in Naples — and one of the most prestigious in the United States — Port Royal offers unmatched privacy and sophistication. Though not a single gated entrance encloses it, every street is secured by restricted access, monitored patrols, and private beach privileges reserved for residents.

The neighborhood is composed almost entirely of custom-built estates on expansive lots, many with private docks offering direct Gulf or Naples Bay access. Architecture ranges from Mediterranean-inspired villas to sleek contemporary mansions designed by world-renowned architects.

Lifestyle:
Residents of Port Royal enjoy membership in the Port Royal Club, a private beachfront facility featuring a fine dining restaurant, oceanside pool, spa, fitness center, and tennis complex. The club hosts elegant galas, charity events, and exclusive social gatherings.

Example Homes:

5-bed bayfront home with 120 ft dock: ~$12M
7-bed contemporary waterfront estate: ~$22M
10-bed Gulf-access mansion with 200 ft frontage: $35M–$40M+

Why It’s Exclusive:
Every detail in Port Royal — from the meticulously landscaped streets to the private yacht moorings — reflects elite coastal luxury. It’s Naples’ version of Palm Beach exclusivity, with limited availability and generational ownership.

2. Bay Colony

Price Range: $5 million – $20 million+
Highlights:

Private beachfront access and club with Ritz-Carlton privileges
Gated security with on-site patrol
High-rise luxury towers and custom villas
Exclusive membership to Bay Colony Beach Club

Overview:
Located within the Pelican Bay master community, Bay Colony is Naples’ premier beachfront gated enclave. This ultra-luxury neighborhood includes a collection of oceanfront high-rises, elegant villas, and custom single-family estates, each designed to maximize Gulf views and coastal sophistication.

Security is among the most advanced in Naples — with staffed gates, private guards, and direct access only for residents and guests.

Lifestyle:
The Bay Colony Beach Club is the centerpiece of the community, offering private beachfront dining, cabana service, and a serene pool overlooking the Gulf. Residents also enjoy membership in the Ritz-Carlton Naples, which borders Bay Colony, granting access to world-class spas, fine dining, and exclusive concierge amenities.

For recreation, the Bay Colony Tennis Club and nearby Pelican Bay Golf Club complete the experience.

Example Homes:

3-bed Gulf-view condo in Remington Tower: ~$6M
4-bed villa in Bay Colony Shores: ~$9.5M
Gulf-front estate home: $15M–$20M+

Why It’s Exclusive:
Bay Colony offers the rare combination of gated beachfront access and Ritz-Carlton-level hospitality. Its homes are limited in number, and resale opportunities are rare, making it one of the most sought-after addresses in Southwest Florida.

3. Grey Oaks & The Estuary at Grey Oaks

Price Range: $3.5 million – $12 million+
Highlights:

Three championship golf courses
Two grand clubhouses and fine dining
30,000 sq. ft. wellness and spa complex
Concierge services and social memberships

Overview:
Grey Oaks Country Club, along with its ultra-exclusive enclave The Estuary at Grey Oaks, represents the height of Naples golf and estate living. Situated just minutes from downtown Naples, Grey Oaks offers the convenience of central Naples with the privacy of a gated resort.

The Estuary section is the most exclusive — featuring oversized lots, custom-built estates, and views of the Estuary golf course and nature preserves.

Lifestyle:
Residents of Grey Oaks enjoy unparalleled access to club amenities, including fine dining restaurants, a spa and salon, a wellness center, and resort pools. Social events, tennis leagues, and charity galas keep the community vibrant year-round.

The golf program includes three distinct courses: the Pine, Palm, and Estuary, each offering a championship-caliber experience.

Example Homes:

4-bed villa with fairway views: ~$4.2M
5-bed custom estate with pool & spa: ~$6.8M
6-bed mansion in The Estuary: $10M–$12M+

Why It’s Exclusive:
Grey Oaks strikes a balance between classic elegance and modern sophistication. The Estuary section, in particular, is Naples’ hidden gem for those who want a private, gated setting close to the heart of the city.

4. Quail West

Price Range: $3 million – $9 million+
Highlights:

Two Arthur Hills-designed golf courses
70,000 sq. ft. clubhouse with multiple dining venues
Spa and full-service salon
Private wine rooms and event lounges

Overview:
Set on over 1,000 acres of lush preserves and lakes, Quail West offers some of Naples’ most majestic estate homes. This gated golf community combines privacy, space, and elegance — making it a favorite among those seeking grand residences in a secure, resort-style environment.

Each home is custom-built on oversized lots, with architectural styles ranging from Mediterranean-inspired estates to modern coastal mansions. The community is fully guarded, offering peace and exclusivity at every turn.

Lifestyle:
The Quail West Club features two championship golf courses, fine and casual dining, a luxury spa, and a wellness center. Residents enjoy social events, fitness classes, and wine tastings in an intimate, club-like setting.

With only around 500 residences, Quail West feels like a private resort community rather than a neighborhood.

Example Homes:

4-bed golf course villa: ~$3.2M
5-bed lakefront estate: ~$5.8M
7-bed Mediterranean mansion: ~$8.9M

Why It’s Exclusive:
Quail West is known for its large, private home sites and country club luxury without the congestion of denser developments. It offers the perfect mix of sophistication and serenity.

5. Mediterra

Price Range: $2.5 million – $8 million+
Highlights:

Two Tom Fazio golf courses
Private Beach Club on the Gulf
Spa, fitness, and sports complex
Fine dining and social programming

Overview:
Mediterra is a masterpiece of community design — combining Mediterranean architecture, lush landscaping, and luxury amenities into a seamless living experience. Located in North Naples, it’s home to custom estates, villas, and coach homes built by the region’s premier luxury builders.

The entire community is gated, with multiple private entrances and 24-hour patrols. Residents are surrounded by lakes, preserves, and walking trails that weave through 1,700 acres of meticulously maintained land.

Lifestyle:
Mediterra’s Beach Club offers residents private Gulf access, beachfront dining, and cabanas. The main clubhouse provides fine dining, spa services, tennis, and fitness facilities. Golfers can enjoy two Tom Fazio-designed championship courses — among the best in Florida.

Social life at Mediterra centers around wine dinners, charity events, and member-only gatherings, fostering a sense of community among its residents.

Example Homes:

3-bed luxury villa with pool: ~$2.8M
4-bed golf estate with lanai: ~$4.6M
6-bed lakefront mansion: ~$7.5M–$8M

Why It’s Exclusive:
Mediterra perfectly blends resort living and timeless design. It’s one of the few Naples communities that offer both private beach access and world-class golf — a rare combination that keeps it in Naples’ top luxury tier.

Comparison Table: Most Expensive Gated Communities in Naples Florida

Community	Price Range	Signature Amenities	Distinguishing Feature
Port Royal	$10M–$40M+	Yacht docks, beach club, private patrols	Naples’ most elite waterfront enclave
Bay Colony	$5M–$20M+	Ritz-Carlton access, beach club, tennis	Exclusive beachfront gated luxury
Grey Oaks / Estuary	$3.5M–$12M+	3 golf courses, spa, concierge	Central Naples prestige & privacy
Quail West	$3M–$9M+	2 golf courses, wine lounge, spa	Expansive estates with country club living
Mediterra	$2.5M–$8M+	Beach club, golf, fine dining	Mediterranean design with Gulf access

What Defines Naples’ Most Expensive Gated Communities

The top 5% of Naples communities share one core trait: they offer a lifestyle beyond luxury. Homes in these neighborhoods are meticulously designed, crafted with premium materials, and positioned in Naples’ most coveted locations — near the beach, golf courses, and private clubs.

Typical features include:

Custom architecture by award-winning builders
Private club memberships and concierge service
Gulf access or private beach rights
High-end spas, wellness centers, and fine dining
World-class golf or yachting opportunities

These communities attract CEOs, entrepreneurs, and long-time Naples residents who expect complete privacy, unmatched amenities, and timeless design.