The Most Expensive House in Florida: Gordon Pointe (Plus 4 More Record-Setting Estates)

Most Expensive House in Florida

I’m Stefano Schiavon, an architect, professor, and researcher from Rivonhome. My work usually focuses on how buildings affect health and well-being, but I make time for a different kind of building study too: the homes that push price to its limit. I which other Florida estates come close.

The most expensive house in Florida is Gordon Pointe, a private, nine-acre gated compound at 100 Bay Road in Naples’ Port Royal neighborhood. It first listed in February 2024 for $295 million, the highest asking price ever attached to a U.S. home, and returned to the market in 2026 with a revised asking price of $271 million. Below is everything worth knowing about it, followed by three other Florida estates that rank among the state’s biggest and most expensive.

Most Expensive Houses in Florida Location by Google Maps

Gordon Pointe sits at the tip of a peninsula in Port Royal, one of Naples’ oldest, most guarded neighborhoods, with water wrapping three sides. Its gated entry and dense hedging hide it from the street entirely. That scarcity and privacy define the most expensive house in Florida, alongside 7 Indian Creek Island Road, Casa del Ensuenos, and the Manalapan estate covered next.

1. Gordon Pointe: Size, Price, and Key Facts

The most expensive house in Florida changes shape slightly depending on which listing configuration you look at. The compound has been marketed both as a full nine-acre, three-house assemblage and, more recently, as a smaller portion of the original parcel. Here’s what stays consistent across listings:

Most Expensive House in Florida 1. Gordon Pointe: Size, Price, and Key Facts
  • Address: 100 Bay Road, Naples, FL 34102 (Port Royal)
  • Original listing (2024): $295 million
  • Current listing (2026): $271 million
  • Lot size: Roughly 9 acres (originally); current configuration closer to 2.25 lots
  • Main house: 11,500+ square feet, six bedrooms
  • Additional structures: Two guest houses (full compound totals around 22,800 sq. ft.)
  • Bedrooms / Bathrooms: 8 bedrooms, 10.5 bathrooms (current listing)
  • Waterfront: About 1,650 combined feet of Gulf beach and Naples Bay frontage
  • Listing agents: Dawn McKenna Group (Coldwell Banker Realty), Leighton Candler Team (Corcoran), Savills

Financier John Donahue, who founded the investment firm Federated Hermes, began buying land here in 1985 with his wife, Rhodora. Over nearly 40 years, the couple kept acquiring adjoining lots in Port Royal until the family held close to nine acres of contiguous waterfront. After John and Rhodora passed away, their 13 children decided it was time to sell.

Unlike most listings this size, the most expensive house in Florida isn’t a single mansion, it’s a working compound. That’s part of why the asking price carries so much flexibility: brokers have marketed it as renovate-in-place, subdivide, or build new, since the land itself is the real asset.

Inside the Most Expensive Houses in Florida: Room-by-Room Highlights

The scale shows Most Expensive House in Florida and up most clearly in the water access and outdoor infrastructure, not just the total square footage.

Most Expensive House in Florida Inside the Most Expensive Houses in Florida: Room-by-Room Highlights
  • Main residence: 11,500+ square feet with six bedrooms, positioned to capture views on both the Gulf and bay sides.
  • Two guest houses: Separate structures used historically for extended family and visitors during large gatherings.
  • Private yacht basin: A 231-foot basin capable of docking multiple large boats.
  • T-dock: A 111-foot dock built for direct Gulf access.
  • Beach frontage: Roughly 700+ feet of private Gulf-facing beach.
  • Bay frontage: Roughly 950 feet along Naples Bay.
  • Development potential: Brokers have cited over 200,000 square feet of possible residential build-out across the full parcel, positioned as ideal for a family compound or a small subdivided enclave.

Naples shopping, dining, and the Port Royal Club are all a short drive away, and sellers have offered to help secure the buyer immediate club membership as part of the deal.

Price Timeline: What Gordon Pointe Has Listed and Sold For

The asking price has moved significantly in just two years, which says as much about the ultra-luxury market and Most Expensive House in Florida, at this level as it does about the property itself.

YearPriceStatus
Feb 2024$295,000,000First listed, U.S. record asking price
2024–2025Off marketStrong global interest reported, no confirmed sale
2026$271,000,000Relisted, reduced configuration

A $24 million price cut over two years is modest by ultra-luxury standards, and it reflects how few buyers exist for homes at this level rather than any real change in the property itself.

Who Owns the Most Expensive House in Florida Now?

Most Expensive House in Florida Gordon Pointe is still owned by the Donahue family, specifically the estate of John and Rhodora Donahue, now managed on behalf of their 13 children and 84 grandchildren. No buyer has been confirmed for either the 2024 or 2026 listing.

If it sells, it’s likely the new owner’s identity will be kept private, since high-value estate sales are frequently handled through LLCs or trusts, a pattern seen just as often with the Hamptons Largest Home, where ownership records are similarly shielded through private entities.

Is Gordon Pointe Really the Most Expensive House in Florida?

Most likely, yes gordon is the Most Expensive House in Florida, but with a caveat worth mentioning. No Florida home has ever closed at a price near Gordon Pointe’s $295 million or $271 million asking figures. The title reflects the highest listing price in the state, not a confirmed record sale.

Most Expensive House in Florida Is Gordon Pointe Really the Most Expensive House in Florida?

There’s also real competition from South Florida. Properties on Indian Creek Island and in Palm Beach have listed above $170–200 million in recent years, and closed sales in Manalapan and Miami-Dade have set their own local records. None have topped Gordon Pointe’s asking price, but the gap between “highest ask” and “highest confirmed sale” is worth keeping in mind whenever you see this title used.

Other Most Expensive Houses in Florida: The Next 4 Estates

Gordon Pointe is Most Expensive House in Florida and isn’t competing against anything else in Florida at its exact price point, but four other properties come close enough, on either asking price or confirmed sale price, to belong in the same conversation.

1. Florida’s Second-Highest Active Listing: 7 Indian Creek Island Road

  • Location: Indian Creek Island, Miami-Dade County
  • Size: Nearly 28,000 sq. ft., 9 bedrooms
  • Lot size: About 2 acres, 200 feet of waterfront
  • Price: $200,000,000 asking
  • Architect: Ferris Rafauli
Most Expensive House in Florida 1. Florida's Second-Highest Active Listing: 7 Indian Creek Island Road

This not-yet-completed megamansion sits on Indian Creek Island, nicknamed the “Billionaire Bunker” for its private police force and just 41 waterfront lots. It’s a limestone-clad estate with a 135-foot dock built for large yachts, and at nearly 28,000 square feet, it rivals the scale of even the Most Expensive House in Florida, while still ranking as Miami-Dade’s most expensive property if it sells anywhere close to ask. For scale, even the Biggest House in Texas, a state known for sprawling ranch estates, doesn’t come close to this level of waterfront exclusivity.

What keeps it out of the top spot is simple math: even at full asking price, it’s $71 million short of Gordon Pointe’s current listing.

2. Palm Beach’s Priciest Listing: Casa del Ensuenos

  • Location: 800 S County Road, Palm Beach
  • Price: $175,000,000 asking
  • Built: 1923
  • Architect: Addison Mizner
Most Expensive House in Florida 2. Palm Beach's Priciest Listing: Casa del Ensuenos

This is the clearest example of how history and land can outweigh raw size in Florida’s luxury market. Casa del Ensuenos is a Mizner-designed estate from the 1920s, recently renovated with flood and king-tide resilience upgrades, a reminder that even century-old Palm Beach architecture now has to account for coastal risk.

3. Miami-Dade’s Highest Confirmed Sale: 7 Indian Creek Island Road (Zuckerberg Purchase)

  • Location: Indian Creek Island, Miami-Dade County
  • Sale price: $170,000,000
  • Sold: Early 2026
  • Buyer: Meta CEO Mark Zuckerberg and Priscilla Chan
Most Expensive House in Florida 3. Miami-Dade's Highest Confirmed Sale: 7 Indian Creek Island Road (Zuckerberg Purchase)

While Gordon Pointe holds the highest asking price, this is the highest price actually paid for a Most Expensive House in Florida on record. Zuckerberg and Chan’s purchase of an under-construction Indian Creek Island estate set a price record for Miami-Dade County and remains the closest thing Florida has to a confirmed “most expensive house” sale.

Florida’s Fastest-Moving Market: 1940 S Ocean Blvd, Manalapan

  • Location: Manalapan, Palm Beach County
  • Sale price: $68,300,000
  • Sold: February 2026
  • Size: 16,582 sq. ft. main house, three stories
Most Expensive House in Florida Florida's Fastest-Moving Market: 1940 S Ocean Blvd, Manalapan

This sale made it the single Most Expensive House in Florida sold anywhere in the U.S. that month, not just in Florida. It’s a smaller footprint than the others on this list, but it shows how quickly Manalapan and the broader Palm Beach County corridor have become a second center of ultra-luxury activity alongside Naples and Miami-Dade.

Size and Price Comparison

PropertyLocationStatusPrice
Gordon PointeNaples (Port Royal)Active listing$271M (down from $295M)
7 Indian Creek Island RdIndian Creek, Miami-DadeActive listing$200M
Casa del EnsuenosPalm BeachActive listing$175M
7 Indian Creek Island Rd (Zuckerberg purchase)Indian Creek, Miami-DadeSold, early 2026$170M
1940 S Ocean BlvdManalapanSold, Feb 2026$68.3M

Why Most Expensive House in Florida Are Priced This Way

Nearly every property on this list sits on scarce, private waterfront land, not just a large house. That’s specific to these three markets: Naples’ Port Royal, Miami-Dade’s Indian Creek Island, and Palm Beach’s Estate Section all have a fixed, tiny number of lots, and almost none come up for sale in a given year. Deep-water access for yachts, private club membership, and hurricane-resilient construction standards, often shaped by guidance from the U.S. Army Corps of Engineers on coastal permitting, add further cost on top of the land itself.

If you’re curious how coastal luxury design compares across regions, our Home Decor section covers a much wider range of residential styles, from waterfront modern builds to historic estates like the ones here.

FAQs Most Expensive House in Florida

How much is the most expensive house in Florida?

Gordon Pointe in Naples is currently listed at $271 million, down from its original 2024 asking price of $295 million.

How much is the most expensive house in Naples, Florida?

Gordon Pointe holds that title. It sits in the Port Royal neighborhood on roughly nine acres with about 1,650 feet of combined beach and bay frontage.

What is the most expensive house in Florida for sale right now?

Gordon Pointe remains the highest-priced active listing in the state at $271 million, followed by 7 Indian Creek Island Road at $200 million and Casa del Ensuenos in Palm Beach at $175 million.

What is the most expensive house ever sold in Florida?

No Florida home has closed at a price near Gordon Pointe’s asking figure. The highest confirmed sale is Mark Zuckerberg and Priscilla Chan’s $170 million Indian Creek Island purchase in early 2026.

Is Gordon Pointe the same as the “most expensive house in the U.S.”?

Not quite. Gordon Pointe carries the highest listing price of any active U.S. residential offering, but the national sales record still belongs to Ken Griffin, who paid $238 million for a New York City penthouse in 2019.

What is the Most Expensive House in Florida overall, including condos?

When you include penthouses and condos, Florida’s totals climb further. Sales like the $86 million Seaway penthouse in Surfside and the $35 million Fisher Island condo sale both rank among the state’s priciest closed transactions outside of single-family estates.