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The Most Expensive Homes in America: What $100 Million Gets You

Oceanfront Mansion in Malibu, California

Oceanfront Mansion in Malibu, California

With $100 million in Malibu, the ultra-rich can secure some of the most luxurious and exclusive real estate in the world. This budget allows for purchasing expansive oceanfront estates featuring private beaches, infinity pools, and panoramic views of the Pacific Ocean. Back in 2020, Pierce Brosnan put his James Bond-inspired Malibu house up for sale for $100 million. It was a whopping 12,500 square feet and had its own little private beach.

Properties in this price range often include sprawling grounds with meticulously landscaped gardens, tennis courts, and multiple guesthouses. Some homes might even be architectural masterpieces that are designed by renowned architects. Some of the most expensive neighborhoods include Paradise Cove, Serra Retreat, and Trancas Canyon.  

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Historic Estate in Greenwich, Connecticut

Historic Estate in Greenwich, Connecticut

Looking for historic? Well, with $100 million, you can get just that. Greenwich, Connecticut, has historic estates designed to embody New England charm and prestige. Greenwich is known for its grand estates, often set on sprawling, meticulously maintained grounds spanning dozens of acres. In fact, a house went up for sale in 2022 in Greenwich for $100. It was built in 1905 by industrialist and baking powder magnate William Ziegler. It sat on a 60-acre private island. Talk about privacy!

These expensive (and expansive) properties typically feature stately mansions with rich histories, dating back to the Gilded Age, when magnates and financiers built opulent homes in the area. A $100 million investment could secure an estate with features such as formal gardens, private lakes, equestrian facilities, and perhaps even a historic carriage house or chapel.

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Penthouse in New York City, New York

Penthouse in New York City, New York

With $100 million, your money can go farther than you may think in New York City. A penthouse in this price range represents the pinnacle of luxury living in one of the world's most coveted real estate markets. These sky-high residences are typically situated in iconic buildings, often in Manhattan neighborhoods: Upper East Side, Tribeca, SoHo, Hudson Yards, and the West Village.

A penthouse at this price point offers unparalleled views, with sweeping panoramas of the city skyline, Central Park, and the Hudson or East Rivers, visible through floor-to-ceiling windows. In fact, a recent anonymous, deep-pocketed buyer shelled out $100 for a duplex in a neighborhood called “Billionares’ Row.” The duplex was originally listed at $175 million, so this buyer definitely got a steal!

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Gated Compound in Beverly Hills, California

Gated Compound in Beverly Hills, California

With $100 million in Beverly Hills, the mega-rich can acquire a gated compound that epitomizes luxury and exclusivity in one of the most prestigious neighborhoods in the world. These compounds are typically situated on expansive lots, offering utmost privacy and seclusion behind tall gates and lush landscaping. One of the richest neighborhoods in the Hills is called “Beverly Park.” It’s where you can see a blend of grand architectural styles, from French chateaus to Tuscan villas.

The properties often include multiple structures, such as a main residence, guesthouses, staff quarters, and entertainment pavilions, all surrounded by meticulously manicured gardens, rolling lawns, and resort-style amenities like infinity pools, tennis courts, and private spas. It’s no surprise that Beverly Park is home to many celebs including Adele, Samuel L. Jackson, and Reba McEntire.

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Mountain Retreat in Aspen, Colorado

Mountain Retreat in Aspen, Colorado

Maybe you want to own an entire section of a mountain. In Aspen, that’s totally possible. With $100 million, a person can get what we can only call paradise – a mountain retreat that offers the ultimate blend of luxury, privacy, and natural beauty. In 2024, an Aspen home sold for $110 million and was the highest-priced home ever sold in Colorado. The 22,000-square-foot mansion sits on a 4.2-acre lot. It has 11 bedrooms, a heated pool, and an entire guesthouse.

Whoever buys this can also ski in and ski out of their home. This is so bougie that it’s almost unbelievable. What’s even more interesting is that the home cannot be replicated. Pitkin County now restricts homes to be no larger than 15,000 square feet.

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Waterfront Estate in Palm Beach, Florida

Waterfront Estate in Palm Beach, Florida

In Palm Beach, Florida, homes in the $100-million-range are the epitome of luxury and elegance. These estates are often located on prime stretches of oceanfront or along the Intracoastal Waterway, offering stunning views, private beaches, and direct access to the water. Some even literally sit on their own private mini-island, which is only accessible by a single bridge or boat.

With $100 million, buyers can buy the most expensive homes sold in the state. The properties typically feature expansive grounds with lush, tropical landscaping, including palm-lined driveways, manicured gardens, and grand outdoor living spaces designed for entertaining and relaxation. Infinity pools, private docks, and outdoor pavilions with kitchens and dining areas are standard amenities in these lavish estates.

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Modern Villa in Bel Air, California

Modern Villa in Bel Air, California

Ever wonder what it would be like to look down on everyone else in Bel Air, California, from your expansive mansion? Those who can afford a $100 million home in the city know exactly what it’s like. These villas in this price range are often situated on massive lots and offer sweeping views of the city, the Pacific Ocean, and the surrounding hills.

The architecture is sleek and cutting-edge and modern, usually characterized by clean lines, open floor plans, and extensive use of glass to create a seamless connection between indoor and outdoor spaces. The properties typically include expansive terraces, infinity pools, and meticulously designed outdoor living areas, perfect for entertaining or simply enjoying the Southern California climate.

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Ranch in Jackson Hole, Wyoming

Ranch in Jackson Hole, Wyoming

Why in the world would someone buy a home in Wyoming worth $100 million? Because it can get a lot of land and luxury. Think of it this way: Camp Teton is just $65 million (although it was reduced from $100 million after sitting on the market for a bit). Camp Teton is a 9,000-square-foot home on a 55-acre property, and every bit of the home was built for the original owners' specifications.

With $100 million in Jackson Hole, Wyoming, a person can own a sprawling ranch that offers unparalleled natural beauty, privacy, and luxury in the heart of the American West. These lodge-style ranches typically span several acres, providing vast open spaces with stunning views of the Grand Teton Mountains, rolling meadows, forests, and rivers.

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Mediterranean Villa in Miami Beach, Florida

Mediterranean Villa in Miami Beach, Florida

Multi-million-dollar homes aren’t rare in Miami – actually, they’re pretty common. However, only one holds the title of being the largest single-family oceanfront property. The Golden Beach mega-mansion recently went on the market in 2023 for a jaw-dropping $100 million. It’s a swanky 10-bedroom home spanning 30,000 square feet with 250 feet of pristine beach

Often, homes in this price range are located on prime waterfront lots, offering unobstructed views of the Atlantic. The architecture is frequently inspired by classic Mediterranean design, featuring red-tiled roofs, stucco exteriors, and arched doorways that create an atmosphere of old-world charm. The properties often include expansive courtyards, lush tropical gardens, and outdoor living spaces designed for entertaining, such as loggias, patios, and infinity pools that overlook the water.

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Private Island in the Florida Keys, Florida

Private Island in the Florida Keys, Florida

With $100 million in the Florida Keys, a billionaire can own a private island with unparalleled seclusion, natural beauty, and luxury. These exclusive islands are surrounded by crystal-clear waters, white sandy beaches, and lush tropical vegetation, creating a serene oasis far from the hustle and bustle of everyday life.

Just located off Key Largo, Pumpkin Key estate fits just this description. It’s a 26-acre island that is only accessible via boat or helicopter. Along with the beaches, it also has a tennis court and a golf court. Naturally, there are also phenomenal fishing opportunities where you can catch your own lobster. A home with its own lobster cache? Perfection.  

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