Port Royal

Just past the trendy shopping and dining of Third Street in Olde Naples sits one of the country’s most highly regarded waterfront communities.

Lavish, perfectly manicured and exceptionally beautiful, Port Royal is the crown jewel of exclusivity in Naples.

Just past the trendy shopping and dining of Third Street in Olde Naples sits one of the country’s most highly regarded waterfront communities. 

Lavish, perfectly manicured and exceptionally beautiful, Port Royal is the crown jewel of exclusivity in Naples. Comprised of just over 500 estates, Port Royal lies within the boundaries of the Gulf of Mexico to the West, Naples Bay to the East and Gordon Pass to the South. 

Estate homes on the Gulf enjoy magnificent views of the sandy beaches, the turquoise waters of the Gulf and breathtaking Florida sunsets, while homes on the opposite side of Gordon Drive enjoy tranquil bay or lake views, lush, tropical surroundings and deep water canal access for boating. 

Whether on the beach or the bay, these homes are nothing short of exceptional.

Port Royal Naples History

Port Royal was little more than swamp and mangroves when John Glen Sample moved to the area in the late 1930’s. 

As he began buying up the parcels that make up the Port Royal we know today, he envisioned designing a community to his exact specifications. 

Named after a 17th century Jamaican city full of pirating and riches, Port Royal went under development in the 1950’s. 

Lots began to sell- but at first only to buyers that Sample personally liked and found impressive enough to reside in his Port Royal.

By the end of the 1950’s, the Port Royal Club opened up as the foremost amenity in Port Royal. 

For many years membership in the club was based solely on approval by Sample and his wife, and chances of being able to purchase property in Port Royal were diminished without approval to the Club. 

After Sample died in 1971, this policy was reversed. Still to this day, however, acceptance to the Port Royal Club is an honor available to only a select few. 

Today the Club offers social and dining events, beautiful beach access, a heated pool, exercise and tennis facilities, and luxurious spa services. 

Over fifty years after the initial development of Port Royal, original homes in the area are hard to come by as most have been torn down and replaced with some of the most magnificent estate mansions in the world. 

Take a drive down the wide, tree-lined streets and see for yourself why Port Royal is considered the grandest neighborhood in Naples and one of the most beautiful residential landmarks in the world.

Port Royal Listings
  • sold
    • Loading

    100 Captains Pl

    Naples, FL 34102

    $4,900,000

    This exquisite lakefront estate, located in Port Royal, is among the premier properties in the southwest Florida. Situated on a cul-de-sac lot and spread...

    • Bedrooms5
    • Baths7
    • Parking2+ Spaces
    • Sq Ft7,493
    • Year Built2006
    • CommunityPort Royal
    • TypeSingle Family
  • sold
    • Loading

    1777 Galleon Dr

    Naples, FL 34102

    $22,900,000

    As the featured cover story in Florida Home and Design magazine…Sweeping water vistas and contemporary interiors are a sublime match at this superb modern...

    • Bedrooms5
    • Baths5
    • ParkingDriveway Paved
    • Sq Ft10,400
    • Year Built2017
    • CommunityPort Royal
    • TypeSingle Family
  • sold
    • Loading

    1000 Admiralty Parade

    Naples, FL 34102

    $19,900,000

    This one of a kind magnificent estate property commands outstanding long water views with 340 feet of unobstructed water front in Port Royal. Striking...

    • Bedrooms6
    • Baths10
    • ParkingDriveway Paved
    • Sq Ft15,569
    • Year Built2002
    • CommunityPort Royal
    • TypeSingle Family
  • sold
    • Loading

    575 Admiralty Parade

    Naples, FL 34102

    $17,999,999

    Stunning wide water views from this Legacy Port Royal Estate home. Located on 2 1/4 lots with 250 feet of water frontage. Perfect entertaining...

    • Bedrooms6
    • Baths10
    • ParkingCircle Drive
    • Sq Ft9,581
    • Year Built1985
    • CommunityPort Royal
    • TypeSingle Family
  • sold
    • Loading

    4395 Gordon Dr

    Naples, FL 34102

    $13,475,000

    Built by London Bay Homes, this two-story, waterfront grand estate home is designed with a second-floor master suite and private balcony to maximize water...

    • Bedrooms4
    • Baths5
    • Parking2+ Spaces
    • Sq Ft4,667
    • Year Built2018
    • CommunityPort Royal
    • TypeSingle Family
  • sold
    • Loading

    555 Admiralty Parade W

    Naples, FL 34102

    $9,550,000

    Entering from Admiralty Parade, one first notices that the grounds and the structure blend, in the French tradition, in an impressionistic palette of earthen...

    • Bedrooms4
    • Baths5
    • Sq Ft6,637
    • Year Built2000
    • CommunityPort Royal
    • TypeSingle Family
  • sold
    • Loading

    1081 Galleon Dr

    Naples, FL 34102

    $10,990,000

    Looking for more living space in a beautiful and safe community with spectacular weather? Presenting one of Naples most well-built luxury waterfront estates. Masterfully...

    • Bedrooms6
    • Baths6
    • Sq Ft9,200
    • Year Built2006
    • CommunityPort Royal
    • TypeSingle Family
  • sold
    • Loading

    2361 Lantern Ln

    Naples, FL 34102

    $7,900,000

    H.13795 An extensive renovation has transformed this exquisite property into a modern show piece. Located on almost an acre of land on navigable water....

    • Bedrooms4
    • Baths5
    • Sq Ft4,982
    • Year Built1998
    • CommunityPort Royal
    • TypeSingle Family
  • pending
    • Loading

    1741 Galleon Dr

    Naples, FL 34102

    $6,995,000

    With beautiful, sweeping vistas of Naples Bay this custom built home sits on one of only two properties in Port Royal that offers a...

    • Bedrooms4
    • Baths4
    • Sq Ft3,802
    • Price Per Sq Ft$1,839.82
    • Year Built1997
    • CommunityPort Royal
    • TypeSingle Family
  • pending
    • Loading

    800 Galleon Dr

    Naples, FL 34102

    $5,995,000

    Highly sought after southern exposure with commanding long water views over Runaway Bay. This expansive building site permits a significant building envelope and a...

    • CommunityPort Royal
    • TypeResidential Lot
  • pending
    • Loading

    475 Galleon Dr

    Naples, FL 34102

    $4,295,000

    Port Royal Direct Gulf Access Lot Bargain on Jamaica Channel. Great Investment. Immediate Port Royal Club Membership Eligibility. Design and Build your own or...

    • CommunityPort Royal
    • TypeResidential Lot
  • pending
    • Loading

    2540 Half Moon Walk

    Naples, FL 34102

    $3,950,000

    Completely renovated in 2018! Beautiful western exposure home is just steps to the Port Royal Club and is move-in ready. This modern residence features...

    • Bedrooms5
    • Baths4
    • Sq Ft4,050
    • Price Per Sq Ft$975.31
    • Year Built1996
    • CommunityPort Royal
    • TypeSingle Family
  • sold
    • Loading

    4100 Gordon Dr

    Naples, FL 34102

    $13,900,000

    L.1571 – Escape to paradise! Rare opportunity to buy directly on the Gulf of Mexico in Port Royal. Vacant homesite boasts 100 ft of...

    • CommunityPort Royal
    • TypeResidential Lot
  • sold
    • Loading

    801 Galleon Dr

    Naples, FL 34102

    $10,350,000

    Build your dream home. Panoramic views looking up Naples Bay. Over an acre with 207 ft. of water frontage. Existing boathouse is rare and...

    • CommunityPort Royal
    • TypeResidential Lot
  • sold
    • Loading

    3200 Gin Ln

    Naples, FL 34102

    $6,495,000

    Exciting new building opportunity with approximately 161 feet of water frontage (as per plat and/or deed) situated on a lot and one half on...

    • CommunityPort Royal
    • TypeResidential Lot
  • pending
    • Loading

    1365 Spyglass Ln

    Naples, FL 34102

    $5,195,000

    BRING OFFERS! Very Motivated Seller! Very nice reduction! This is a virtual rendering from the plans that accompany the purchase of the lot. The...

    • CommunityPort Royal
    • TypeResidential Lot
  • sold
    • Loading

    3240 Gin Ln

    Naples, FL 34102

    $4,795,000

    L.2235 – An opportunity to buy in the prestigious Port Royal neighborhood on deep navigable water and build your luxurious dream home, dock your...

    • CommunityPort Royal
    • TypeResidential Lot
  • sold
    • Loading

    3233 Gin Ln

    Naples, FL 34102

    $4,950,000

    An exceptional Port Royal building site on Gin Lane with wide water frontage and beautiful water views over Hidden Bay. Brand new rip rap...

    • CommunityPort Royal
    • TypeResidential Lot
  • sold
    • Loading

    1188 Galleon Dr

    Naples, FL 34102

    $8,750,000

    Charmingly situated on an expansive Port Royal estate lot, this gracious residence, with a timeless island colonial architecture and interior design, offers an exciting...

    • Bedrooms6
    • Baths4
    • Sq Ft6,298
    • Year Built2001
    • CommunityPort Royal
    • TypeSingle Family
  • sold
    • Loading

    3435 Gordon Dr

    Naples, FL 34102

    $3,975,000

    L.2175 – Big price drop on a wonderful vacant lot! Beach access via easement right across the street from this beautiful .54 acre homesite!...

    • CommunityPort Royal
    • TypeResidential Lot
Back to Top