Step Inside America’s Most Lavish Luxury Real Estate Listings
Nine of the Top 10 Most Expensive Listings on the East Coast are directly on the water. While only half of these estates surpass the $100 million mark — a contrast to our previous list, where all ten exceeded that threshold — they are no less extraordinary. This collection showcases the exclusivity of direct water access, offering everything from breathtaking views and private beaches to world-class amenities.
Privacy and exclusivity also remain paramount in ultra-luxury estates. “The privacy, security, and location make this property extremely rare,” says Dawn McKenna about No. 2, 100 Bay Road in Naples, Florida. “It’s located at the base of Port Royal, one of the most sought-after neighborhoods in Southwest Florida, yet it feels like a private island, but with roadway access.”

Expansive land holdings are also a key feature among these elite listings. Many of the top 10 have a minimum of five acres; however, a few offer a staggering 80-200 acres. “70 & 71 Cobb Lane presents a once-in-a-lifetime opportunity to own one of the largest compounds in all of the Hamptons,” says Preston Kaye, co-founder of Hedgerow Exclusive Properties, about the 21-acre estate on a private peninsula in Water Mill South. “Rarely does a compound of this size and scale exist on the water, let alone come to the public market.”
Florida’s Most Expensive Estate Lists for $285M — A New Standard in Luxury Real Estate
The No. 1 property currently on the market checks all of the boxes and more. “With its prime location, exceptional craftsmanship, and resort-like features, it is positioned to be one of the most significant transactions in the area,” says Nick Malinosky, founding partner of The Exclusive Group at Douglas Elliman. A listing such as 1960 S Ocean Boulevard, Manalapan, Florida, surpasses everything else that’s currently available, and its staggering $285 million price tag is bound to impact the local market. “There is an increasing preference for ultra-private, fully amenitized estates that function as self-contained retreats,” explains Malinosky. “This property epitomizes that trend with its expansive outdoor living spaces, wellness amenities, and seamless indoor-outdoor design.”
These listings demonstrate the ongoing trend of buyers not only looking for opulent properties but also for unparalleled privacy, security, and modern conveniences.
#10 – $95,000,000
90 & 100 Briarpatch Road, East Hampton, NY
Situated along nearly a quarter-mile of unspoiled Georgica Pond waterfront, Briar Patch spans 11.2 ± acres across two combined lots, offering 13,800 square feet of refined living space. This exceptional East Hampton compound delivers a rare chance for complete privacy, with southwest-facing outdoor areas showcasing breathtaking sunsets over the pond and distant views of the Atlantic Ocean.
Jason P. Friedman, Daniel Gale Sotheby’s International Realty. See more.
#9 – $95,000,000
1460 N Lake Way, Palm Beach, FL
Introducing 1460 N Lake Way — a flawlessly renovated waterfront estate, newly completed in 2024 and ideally positioned on Palm Beach Island’s exclusive North End. One of only approximately 25 direct Intracoastal homes north of Worth Avenue, unobstructed by the Lake Trail, this striking residence spans nearly an acre
Margit M. Brandt, Premier Estate Properties, Inc. See more.
#8 – $95,000,000
43 E Dune Lane, East Hampton, NY



Originally built in 1910 as part of the historic Wiborg Estate, this 3.6-acre property offers 225 feet of secluded white sand beachfront. With a storied past — including former residents Gerald and Sara Murphy, famed Jazz Age hosts, and later Lee Radziwill, sister of Jackie Kennedy — Dune Cottage is a timeless symbol of classic East End elegance.
Hedgerow Exclusive Properties. See more.
#7 – $95,000,000
1140 S Ocean Boulevard, Manalapan, FL
Encompassing over 23,000 square feet, the property features 150 ± feet of direct ocean frontage, a 19,000-square-foot main residence with nine bedrooms including dual primary suites, and an impressive 4,000-square-foot guest house with four additional bedrooms. Currently under construction by renowned developer Joe Farrell of The Farrell Companies
Margit M. Brandt, Premier Estate Properties, Inc. See more.
#6 – $99,500,000
70 & 71 Cobb Lane, Water Mill, NY



Hedgerow Exclusive Properties. See more.
#5 – $125,000,000
165 Cooks Lane, Water Mill, NY


The Hamptons’ most expansive equestrian estate, featuring a private horse farm complete with boarding amenities, dedicated riding, jumping, and polo arenas, and a stunning custom-designed main residence.
Is there a particular aspect of this build that you’re most proud of?
Jeffrey Collé, Estates by Jeffrey Collé: “For me, being able to accomplish this level of old-world craftsmanship at this scale — from start to finish — is really spectacular. I’ve built more houses than I can count, but this one is special. Everything is design-built, everything is done in-house — from the cabinets to the stone and tile. Nobody builds a product like mine.”
Bespoke Real Estate. See more.
#4 – $135,000,000
3585 Anchorage Way, Miami, FL
Banyan Ridge Estate, a breathtaking, multi-acre sanctuary nestled in the heart of Coconut Grove. Carefully crafted over 45 years and never before available to the public, this private gated retreat spans two parcels with sweeping ocean views and 180 feet of direct waterfront.
Lourdes Alatriste, Douglas Elliman. See more.
#3 – $175,000,000
2200 Gordon Drive, Naples, FL
Nestled within one of Southwest Florida’s most expansive coastal offerings, this interior parcel is part of an extraordinary legacy assemblage. Encompassing over 15 acres and 812 feet of pristine beachfront across 2170, 2200, and 2340 Gordon Drive, it presents a rare chance to craft a generational estate in the heart of Naples and Port Royal.
Michael McCumber, Gulf Coast International Properties. See more.
#2 – $210,000,000
100 Bay Rd, Naples, FL



“The privacy, security, and location make this property extremely rare. It’s located at the base of Port Royal, one of the most sought-after neighborhoods in Southwest Florida, and feels like a private island but with roadway access. The 955 feet of total waterfrontage is some of the largest anywhere.” – Dawn McKenna
Coldwell Banker Realty’s Dawn McKenna Group, in partnership with The Leighton Candler Team of Corcoran and Savills’ Rory McMullen. See more.
#1 – $285,000,000
1960 S Ocean Boulveard, Manalapan, FL




Coming in as the No. 1 most expensive listing is a modern dream home with oceanfront views.
Q: How would you describe the architectural style and design elements that make this home special?
A: The estate showcases a sophisticated blend of contemporary and coastal design, with clean lines, floor-to-ceiling glass walls, and natural materials that create a seamless connection to the surrounding landscape. The interiors are curated with top-tier finishes, offering both elegance and comfort.
Q: What are some of the most exclusive or rare features of this property that buyers won’t find elsewhere?
A: This estate offers a rare combination of both oceanfront and Intracoastal frontage, providing the ultimate waterfront lifestyle. Additional exclusive features include a private dock, a resort-style pool, a spa and wellness center, and extensive outdoor entertainment spaces designed for grand-scale hosting.
Nicholas P. Malinosky, Douglas Elliman-Delray Beach. See more.
