Naples. Florida, United States

So, back in January I made a list of the most expensive single family houses for sale in Naples. Here we are now, and most of the listings have changed. Everything is selling, regardless of price. Did you see this one that sold in the Port Royal section of Naples?

A nearly 1.5-acre beachfront property in Naples sold April 6 for $36 million, making it the highest sale this year in...

Posted by Tim's In the Know on Tuesday, April 26, 2022

Isle of Capri just set a record with this sale.

A 5,134 square-foot Isles of Capri home sold April 14 for $5.6 million, the highest-priced residential sale ever...

Posted by Tim's In the Know on Thursday, April 28, 2022

The housing market in Southwest Florida seems to be ignoring the rising interest rates, and the warnings of a possible recession. There seems to be some FOMO, because the prices just seem to keep going up with no end in sight. Florida is the number one state to retire to, and if you’re coming down with deep pockets, I’ve compiled a list of the 10 most expensive houses for sale in Naples right now.

Naples Florida

So maybe you were that lucky person in Arizona and just won the Powerball and want to check out houses for sale in Naples. Or a big raise at the job. No problem, but if you’re looking to finance, better do it quick because interest rates are likely to keep going up. Financing a 30 million dollar house is roughly $150,000 a month for principal and interest. I don’t think they do PMI on loans that big so you better bring something to put down. Don’t forget the taxes, and since many of the homes are on or very near the beach – there’s a lot more upkeep involved. That salt water takes a toll. You live in Naples long enough you’ll see mansions bulldozed and rebuilt.

Many of these homes are pending or even contingent. The Naples market is still hot right now, so if you see something you like best to grab it quick. Shout out to my realtor neighbor Mark, who drives an obnoxious Black Corvette that looks like the Batmobile. He also just got all new furniture in his house, so I know those commission checks are rolling in. I should have been a realtor.

I did a search on for properties in Naples over $900,000 and it came back with 1,545 results. That’s about 500 more than there was in January. Because the prices keep going up.  I’m way too lazy to write an article that long, so just to whittle this down, let’s just look at the ten most expensive properties for sale today. And get this – all 10 are MORE than 20 million.



  • 10. 3300 Fort Charles Dr - $22,495,000

    Someone bought this for 15 mil just one year ago.

    3300 Fort Charles Dr, Naples, FL 34102 |®

    Recently completed, fully furnished, and perfectly positioned on Old Harbour channel. This impeccably appointed residence represents a special opportunity in todays market. Masterfully constructed by Viv Homes and penned by Stofft Cooney Architects, the home is West Indies inspired, seamlessly blending transitional finishes highlighted by wide plank wood flooring, grays, whites and touches of color.


  • 9. 818 Nelsons Walk - $24,750,000

    This was just listed this morning.

    818 Nelsons Walk, Naples, FL 34102 |®

    Contact agent for a private showing. Request a private showing Outstanding opportunity to purchase a one of a kind custom home on nearly three quarters of an acre in prestigious Port Royal! This exquisite estate has 132 feet of water frontage complete with boat dock and lift.


  • 8. 555 Kings Town Dr - $24,900,000

    They’re not even gonna let us see what it looks like, because we can’t afford it. Ha.

    555 Kings Town Dr, Naples, FL 34102 |®

    Enjoy some of the finest wide water and panoramic views in all of Port Royal! The extraordinarily large building envelope coupled with significant water frontage allows for a myriad of exciting design opportunities. This unique offering is in close proximity to all of the Port Royal Club amenities.


  • 7. 970 Aqua Cir, Naples - $25,000,000

    This one has an outdoor kitchen bigger than my indoor kitchen.

    970 Aqua Cir, Naples, FL 34102 |®

    Contact agent for a private showing. Request a private showing One-of-a-kind, iconic timeless estate. Rare opportunity to own one of the most desirable oversized lots in Naples with 158 ft on Naples Bay. Situated in Aqualane Shores at the end of a quiet street with expansive, private, gated and fenced grounds.

  • 6. 3701 Nelsons Walk - $26,000,000

    I think I saw this place on one of those Pure Florida sightseeing tours that sail out of Tin City.

    3701 Nelsons Walk, Naples, FL 34102 |®

    Sweeping panoramic views of Naples Bay with over 250 feet of waterfront present a yachtsman's dream in this rarely available opportunity to own one of the most desirable Port Royal properties on the highly coveted Nelson's Walk. The private enclave known as Dolphin Cove is nestled at the end of a Banyan Tree-lined cul-de-sac offering ultimate privacy.


  • 5. 4115 Cutlass Ln - $26,900,000

    This is listed as a ‘new construction opportunity’. I’m gonna need someone smarter to explain.

    4115 Cutlass Ln, Naples, FL 34102 |®

    Some of the finest long water, panoramic views in all of Port Royal! An exciting new construction opportunity located on coveted Cutlass Lane designed by Stofft Cooney Architects, LLC, with interiors by Ficarra Design Associates, Inc., and built by Stock Custom Homes.


  • 4. 3595 Gin Ln - $27,900,000

    This sold for 11.3 million last year. I’m guessing they did some renovations.

    3595 Gin Ln, Naples, FL 34102 |®

    Contact agent for a private showing. Request a private showing Boaters Paradise....Rare 188 ft. of water-frontage. This gated property is situated on nearly an acre overlooking Hidden Bay with quick access to the Gulf of Mexico. There is a 50 ft. swimming pool, with outdoor kitchen and living area.


  • 3. 1330 Galleon Dr - $27,900,000

    Band new for those of you who don’t want to live in a ‘used mansion’.

    1330 Galleon Dr, Naples, FL 34102 |®

    Contact agent for a private showing. Request a private showing Situated on nearly an acre with 142' of waterfront this incredible, new construction opportunity has been creatively designed by Stofft-Cooney Architects, exquisitely appointed by NP Interior Design, Inc. and masterfully orchestrated by BBA Development, Inc.


  • 2. 1700 Galleon Dr - $29,950,000

    Someone bought this 5 months ago and is looking to make 12 million on the flip.

    1700 Galleon Dr, Naples, FL 34102 |®

    At a time when inventory in Port Royal is extremely limited, a rare opportunity to purchase a property with one of the finest waterfront views in all of Port Royal is now available! Situated on a large lot and one half, this exquisite estate has panoramic views over the wide waters of Galleon Cove, a most sought after location within Port Royal.


  • 1. 4100 Gulf Shore Blvd N - $35,000,000

    That’s right. 35 million. You could send the entire day just cleaning the windows.

    4100 Gulf Shore Blvd N, Naples, FL 34103 |®

    Contact agent for a private showing. Request a private showing The jewel of Park Shore, this contemporary masterpiece hovers over the Venetian Bay like a diamond, taking advantage of every shimmering view. The minimalist interior offers a monochromatic palette while featuring geometric architectural details and pops of cheerful colors, leaving you inspired.

    Here’s the video on this one:


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