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.

Or maybe you 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 before interest rates go up. Financing a 30 million dollar house is roughly $131,000 a month for principal and interest. 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.

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 Brandon Plotnick who did an article on “The 9 Most Expensive Fayetteville Homes“. I’ve never been to Fayetteville but by looking at the list, a million dollars goes a lot further than it does here in Naples. Also shout out to my realtor neighbor Mark, who drives an obnoxious Black Corvette that looks like the Batmobile.

I did a search on Realtor.com for properties in Naples over $900,000 and it came back with 1,042 results. 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.

  • 10. 625 Kings Town Dr - $19,900,000

    I think it’s hilarious that they listed it for 19-9.  Like, I can do 19 million 900 thousand but 20? Yeah, 20 million is just too much.

    625 Kings Town Dr, Naples, FL 34102 | realtor.com®

    This stunning Dutch-West Indies masterpiece designed by Stofft Cooney Architects is ideally nestled on Kings Town Drive and offers expansive Bay views of Treasure Cove. Enveloped by lush tropical landscape, the 7, 745 sq. ft.

  • 9. 3240 Gin Ln - $21,950,000

    So much for “keep it under 20”. This house is new construction so it’s one of my favs. Like I want to buy a ‘used mansion’?

    3240 Gin Ln, Naples, FL 34102 | realtor.com®

    Tropical paradise will be found at this West Indies-inspired new-construction opportunity on the navigable waters of Smugglers Bay in Port Royal. This custom-built home created by Kukk Architecture & Design and Adelyn Charles Interiors features a stunning mix of thoughtfully designed details that will reflect a distinctive lifestyle.


  • 8. 3300 Fort Charles Dr - $22,495,000

    I’m looking at the names of these roads and none of them sound familiar. I do love this night time shot.

    3300 Fort Charles Dr, Naples, FL 34102 | realtor.com®

    Contact agent for a private showing. Request a private showing 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.


  • 7. 1857 Galleon Dr - $22,500,000

    This house is contingent so you may have missed your chance. I love Port Royal.

    1857 Galleon Dr, Naples, FL 34102 | realtor.com®

    Contact agent for a private showing. Request a private showing Enjoy breathtaking panoramic water views from one of the most desirable Port Royal properties available in 40 years! With a lot-and-a-half at .89 Acres, this private and serene estate encompasses nearly an acre of waterfront property with 151Â' of deep water-frontage on Naples Bay.


  • 6. 3131 Gin Ln - $23,950,000

    Another new construction on the same road as the last one. Been busy over there.

    3131 Gin Ln, Naples, FL 34102 | realtor.com®

    A dynamic setting on the navigable waters for those seeking a brand-new, thoughtfully designed, high-quality, well-built home in Naples, Florida. Luxury interiors and furnishings appointed by the reputable Adelyn Charles Interiors team. Wide bay views will be perfectly framed with floor-to-ceiling windows and doors for abundant lighting throughout.


  • 5. 555 Kings Town Dr - $24,900,000

    This listing just went up today. Pictures aren’t even up yet. Hurry!

    555 Kings Town Dr, Naples, FL 34102 | realtor.com®

    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.


  • 4. 300 Capri Blvd - $24,900,000

    Not seeing anything you like so far? Build your own estate on this 2.89 acre lot in the Isle of Capri. Just a short boat trip to some of my favorite places, the Snook Inn and Keewaydin.

    300 Capri Blvd, Naples, FL 34113 | realtor.com®

    Going once, going twice, sold to the highest bidder. Or, get it before it's gone.This absolutely fabulous waterfront land is now available on the Isles of Capri. A collection of 8 contiguous lots Located between Marco Island and Naples , is scheduled for auction at the end of January 2022.


  • 3. 275 Gulf Shore Blvd N - $27,000,000

    Sale pending on this one. Someone won the lottery before we did.

    275 Gulf Shore Blvd N, Naples, FL 34102 | realtor.com®

    Like no other. This is a once-in-a-lifetime opportunity to build the home of your dreams on one of the most desirable residential building sites on Florida's Gulf Coast. Behind the seagrass and sea grape windbreak that borders its western edge, this 1.61-acre lot with 189 feet of frontage on the Gulf of Mexico and a depth of approximately 367 feet can be the setting for a custom estate home of any style.


  • 2. 1330 Galleon Dr - $27,900,000

    Sale pending on this one. I like how the house wraps around so you can look through the window and wave to someone at the other end.

    1330 Galleon Dr, Naples, FL 34102 | realtor.com®

    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. Offering over 8, 400 square feet of AC space on a single level this home will live graciously.


  • 1. 2050 Gordon Dr - $29,990,000

    The most expensive house you can buy in Naples right now and clearly my favorite on this list.

    • 4 bed
    • 4.5 bath
    •  square feet

    Just look at the pictures.

    2050 Gordon Dr, Naples, FL 34102 | realtor.com®

    H.14115 - The pinnacle of beachfront luxury living in a small, gated enclave on Gordon Drive toting magnificent panoramic Gulf views from nearly every vantage point!


  • What about us renters?

    I wouldn’t forget you. At a very affordable $135,000 a month you can snag this beauty. Come prepared with first and last months rent. It doesn’t mention a pet deposit.

    960 17th Ave S, Naples, FL 34102 - Home for Rent | realtor.com®

    Welcome to Vista Point Estate, your private gated enclave in Aqualane Shores. Designed by Stofft Cooney and built by BCB Homes in 2013, this home had several custom redesigns in 2016, encompasses almost 10, 000 sq ft of total living area, and offers over 300 feet of Naples Bay water frontage.


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