The 10 Most Expensive Homes for Sale in Florida

Home to ultra-sleek condo high-rises, sprawling retirement communities and luxurious waterfront properties, Florida’s real estate market is one of the most dynamic nationwide, with Cape Coral and Tampa considered among the cities with the top highest homeownership rates in the country. The Sunshine State boasts the 4th most expensive zip code in the U.S. – Miami Beach’s 33109, where the median sale price is a scorching $3,400,000. To top it off, 2016 was a banner year for Florida home buyers, with state-wide transaction volume jumping to $78.9 billion, more than double the level recorded in 2011, according to Florida REALTORS.

Part of that gain, according to market players, was due to international buyers turning away from New York’s luxury and ultra-luxury markets towards gateway markets such as Florida, where a dollar stretches farther and property taxes are lower. And while Florida’s overall housing stock decreased in 2016, luxury inventory expanded by a whopping 13.1 percent – meaning that 2017 could bring a buyer’s market to Florida’s luxury housing segment.

Slightly more modest prices in the luxury market don’t necessarily spell affordability for the average buyer. Florida is home to some of the most lavish properties in the nation, with prices in the eight- and nine-figure category for a single-family home – well, compound. Or island.

So prepare to be wowed as we count down the top 10 most expensive homes for sale in Florida right now. Ranging in price from $58 million to $195 million, these luxurious homes come with everything from 20,000-bottle wine cellars to mega-yacht marinas. As far as our top property goes, it’s been home to pharma and publishing magnates and a Capote “Swan”.


2750 Gordon Drive, Naples

Asking price: $58,000,000

Dubbed La Capanna, this 18,172-square-foot beachfront property is one of Naples‘ premier estates. The Mediterranean resort-like property boasts 6 bedrooms; 8 full baths; 6 half baths; a 5-bay collectors garage; a 500-bottle wine room; fitness center; beachside game room; Zero Edge pool; his and her studies; park-like grounds; and a poolside cabana complete with full kitchen.


1485 S Ocean Boulevard, Palm Beach

Asking price: $59,500,000

Another Mediterranean-style pad, this 7-bedroom Palm Beach property sprawls on 2+ acres with over 300 feet of intracoastal water frontage. The 22,164-square-foot lakeside estate features breathtaking waterfront views, a temperature-controlled wine room, lanai, library, guesthouse, elevator and a recent $8 million price slash.


2500 Gordon Drive, Naples

Asking price: $60,900,000

Another lavish Naples home, this 5-bedroom estate has welcomed Presidents and hosted large charity events, according to the brokers at Gulf Coast International Properties. The waterfront property is built in the Lowcountry style and has all the usual trappings of high-end homes: vaulted ceilings, wet bar, swimming pool, pool house, sun room, several guest houses, multiple garages and a “secret garden”.


511 S Beach Road, Hobe Sound

Asking price: $65,000,000

Taking 30 years and 4 parcels to finish, this 18-bed compound can host up to 30 people in 8 separate structures. The vast Italian Renaissance-style estate covers 8.5 acres, nestled between the Atlantic Ocean and the Intracoastal Waterway. Among its bevy of insanely lavish features are 3 pools, a private spa, gym, 2 deep-water multiple-vessel docks and several guest lodgings.


46 Star Island Drive, Miami Beach

Asking price: $65,000,000

On the market for the first time in 30 years, this historic property was built by Miami Beach pioneer Carl Fisher. Sitting on the tip of the prestigious Star Island, the estate revels in 255-degree panoramic waterfront views. The 10-bedroom, 40-room property was fully renovated in 2016, and features a 3,000-bottle wine cellar, 3 offices, a ballroom-sized living room and 61,000 square feet of land.


800 S Pointe Drive Apt 2204, Miami Beach

Asking price: $65,000,000

Touted as the best apartment south of New York City, this tri-level condo is the epitome of high-life Miami living. Taking up floors 22 through 24 in the luxurious Apogee waterfront condo development, the penthouse to end all penthouses boasts five bedrooms and 13,000 square feet of outdoor space with some of the best views in Miami. A crowning feature of this home is the 7,000 square-foot rooftop terrace that includes a private pool, jacuzzi, cabana, movie theater, outdoor kitchen and dining space.


1071 N Ocean Boulevard, Palm Beach

Asking price: $69,900,000

If you’ve always wanted your own private bowling alley, this 35,000-square-foot Mediterranean-style mansion is here to please. Other lavish features include an 8-car garage; pub room; grand salon; dual ocean balconies; temperature-controlled wine room; home theater; game room; library; massage room; pool; and 242 feet of direct ocean frontage.


Pumpkin Key Island, Key Largo

Asking price: $95,000,000

Castaway fans looking to live the high life should be eyeing this 26-acre private island within the exclusive Ocean Reef community in the Florida Keys. The island currently houses a three-bedroom main home, two caretaker’s cottages, a dock master’s apartment, tennis courts that double as a helipad and a 20-slip marina capable of holding a mega-yacht. Located just 10 minutes by boat from Ocean Reef and 10 minutes by helicopter from South Beach, Pumpkin Key Island offers extreme privacy without being isolated. Bonus perk: North America’s only living coral barrier reef is just 3 miles offshore.


Il Palmetto, Palm Beach

Asking price: $137,000,000

Il Palmetto, Netscape co-founder Jim Clark’s palatial Italian Renaissance estate is back on the market for the first time since 1999. Originally built in 1930 by architect Maurice Fatio, the 5.45-acre ocean-to-lake estate has everything a billionaire can dream of, including a formal dining room with 16th century carved ceiling, a 20,000-bottle carved limestone wine cellar, a backup 1,000-crate wine cellar and an underground tunnel.


2000 S Ocean Boulevard, Manalapan

Asking price: $195,000,000

One of the most expensive homes for sale not only in Florida, but in the entire U.S., Gemini is a 15+-acre, tropical island-like compound with a fabled past. Designed by architect Marion Sims Wyeth and originally built in the 1940s for the Lambert Pharmaceutical family, Gemini was once home to 20th century style icon and socialite legend Gloria Guinness, one of Truman Capote’s famous ‘Swans’. The current owners, the Ziff publishing family, completed a full reconstruction of the property in 2003, which now boasts 33 bedrooms in total, two golfing areas, multiple pools, tennis court, butterfly garden, intricate tree house and acres of world-class tropical botanical gardens. Gemini also features 1,300 feet of Intracoastal waterway frontage complete with dock and pier and 1,200 feet of Atlantic Ocean beachfront.

Eliza Theiss

Eliza Theiss

Eliza Theiss is a senior writer reporting real estate trends in the US. Her work has been cited by CBS News, Curbed, The Los Angeles Times, and Forbes among others. With an academic background in journalism, Eliza has been covering real estate since 2012. Before joining PropertyShark, Eliza was an associate editor at Multi-Housing News and Commercial Property Executive. Eliza writes for both PropertyShark and CommercialEdge. Reach her at [email protected]

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