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 properties for sale in Fort Myers right now. If you’re coming down with bags, I’d suggest you check out The 10 Most Expensive Houses For Sale In Naples Right Now. I think the most expensive house for sale in Fort Myers wouldn’t even crack the top 20 in Naples.

So if you’ve got the cash, or maybe you just won the Powerball and want to check out houses for sale in Fort Myers. 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 16 million dollar house is roughly $69,000 a month for principal and interest. Don’t forget the taxes, and since many of the homes are on or very near the beach, some of these properties are their own island – there’s a lot more upkeep involved. That salt water takes a toll.

Many of these homes are pending or even contingent. The Fort Myers market is super 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 Southwest Florida. 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 Fort Myers over $900,000 and it came back with 165 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. 9150 Penzance Blvd - $4,499,000

    It’s a pretty house, sure, but what that 4 and half million really gets you is that 10 acre lot.

    9150 Penzance Blvd, Fort Myers, FL 33912 | realtor.com®

    Contact agent for a private showing. Request a private showing Amazing 10 acre custom estate! The main residence features a 5, 929 sq. ft. home with 4 bedrooms and 5 baths, walk-in wine cooler, sauna, large office with private entrance, well appointed gourmet kitchen, negative edge pool/spa, outdoor kitchen with ample space for entertaining, generator, and oversized 3 car garage.


  • 9. 826 Cal Cove Dr - $4,750,000

    If you’re not by the pool every night for sunset what are you doing.

    826 Cal Cove Dr, Fort Myers, FL 33919 | realtor.com®

    Breathtaking sunsets and sweeping water views are among the many features of this custom home located in Town and River, SWFLÂ's premier boating community. Built in 2018 by Florida Lifestyle Homes, the home boasts 4400+ SF, 4 bedrooms, 5 full baths, home office, fitness room, media room and WidowÂ's Peak balcony.


  • 8. 1201 Carlene Ave - $5,000,000

    An infinity pool that overlooks the Caloosahatchee. Wow.

    1201 Carlene Ave, Fort Myers, FL 33901 | realtor.com®

    Contact agent for a private showing. Request a private showing One of Fort Myers finest waterfront properties! This rarest type of specimen location measures 0.8 acre fronting both the Caloosahatchee River and navigable canal. 367 linear ft of seawall with 150ft captains walk along the river.


  • 7. Beautiful Island - $5,000,000

    This looks to be about a third of Beautiful Island. if you really don’t want neighbors, this may be your route.

    Beautiful Is, Fort Myers, FL 33905 | realtor.com®

    Ultimate in seclusion, but not isolation. Beautiful Island located in Southwest Florida is a private island in the middle of the Caloosahatchee River, accessible by boat, and minutes away to city life, getting the best of both worlds. The dock located on the property is in disrepair.


  • 6. 3336 W Riverside Dr - $5,300,000

    Getting into the big ones, now.

    3336 W Riverside Dr, Fort Myers, FL 33901 | realtor.com®

    Over the top luxury w/ this exclusive Dan Sater designed SWFL waterfront estate...It's all here to enjoy in this exciting five bedroom home with over 7000 ft.² of living sitting on 150 feet of frontage.


  • 5. 21900 State Road 82 - $5,800,000

    Honestly, the house isn’t that special. But it comes with 91 acres and you OWN YOUR OWN LAKE!

    21900 State Road 82, Fort Myers, FL 33913 | realtor.com®

    Peacefulness and uniqueness. Welcome to Eden Ski Lake, located in Fort Myers. This magnificent 91-acre property is a unique opportunity to make your dreams come true. If you are looking to relocate to the Sunshine State, this property can be your piece of paradise. Eden Ski Lake offers many different opportunities.


  • 4. 11240 Longwater Chase Ct SW - $6,499,000

    This place looks like a resort.

    11240 Longwater Chase Ct SW, Fort Myers, FL 33908 | realtor.com®

    Spectacular Deep Water Riverfront Estate minutes to the Gulf of Mexico, no bridges or locks, in the finest Yachting community in SWFL.This 14, 000 under air and 18, 000 under roof Estate home was designed on Two Waterfront Lots with unobstructed waterfront views from Every Room.


  • 3. San Carlos Park??????? - $6,750,000

    It’s 11 and a half acres along 41 just north of the San Carlos Park McDonald’s. Like, you could walk to the McDonald’s. Until they bring back the McRib, I’m gonna scroll past this one.

    Access Undetermined, Fort Myers, FL 33908 | realtor.com®

    Two side by side parcels currently zoned commercial, totaling 11.68 acres. Northern parcel is part of a CPD and the southern parcel has a CS-1 and CN-2 zoning. Urban community future land use district permits multi-family as well as commercial. More information available upon request.


  • 2. Beautiful Island - $7,200,000

    At an almost 50% higher price, this must be the ‘good side’ of the island.

    5 Beautiful Is, Fort Myers, FL 33905 | realtor.com®

    Ultimate in seclusion, but not isolation. Beautiful Island located in Southwest Florida is a private island in the middle of the Calooshatchee River that can only be accessed by boat and minutes away to city life, getting the best of both worlds.


  • 1. 1240 Coconut Dr - $15,950,000

    And number one by by a lot – is this beast on Coconut Drive. It’s got it’s own theater.

    1240 Coconut Dr, Fort Myers, FL 33901 | realtor.com®

    Idyllically situated on over 2 acres of private waterfront property in iconic Southwest Florida, this custom estate features pristine, Palladian-inspired architecture, world-class amenities, and bespoke European finishes.


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