Autumn has arrived, alongside some of the most prestigious listings hitting the market in upscale second-home destinations.
From a historic winery that’s listed for over $19 million to a sprawling penthouse that’s just shy of $64 million, these high-end homes represent some of this fall’s priciest offerings in Tuscany, Arizona, Dubai, the French Riviera, Palm Beach, Bel Air, and Auvergne-Rhône-Alpes.
Take a look at our selection below.
Ancient hunting and wine estate in Florentine Chianti, Tuscany
Price: €20,000,000
Dating back to the 17th century, this 300-hectare hillside plot is located in Machiavelli’s homeland and houses a primary villa, a renovated farmhouse divided into apartments, and several outbuildings. In total, these cover 86,112 square feet. Wander the grounds and take in three swimming pools, terraces overlooking the rolling countryside, a tennis court, olive groves, and woodland. Inside, there are 17 bedrooms and bathrooms; original features include wood beams and fireplaces. The estate is part of a consortium hunting reserve, 60 hectares of which are DOCG vineyards. From a hospitality venue to a winery, this property has several potential uses and represents an exciting investment opportunity.
Wild West oasis on the edge of Scottsdale, Arizona
Price: $55,000,000
This one-of-a-kind property sits on approximately 237 acres and boasts unparalleled 360-degree views of the Sonoran Desert. American Financier Mort Fleischer and his wife Donna named the ranch “MorDo”, by combining their first names. The grand nine-bedroom residence is modeled after an Argentinian estancia and spans 8,700 square feet. Noteworthy features include wood beams, stonework, high ceilings, large windows, and a fireplace. Additional amenities range from a greenhouse and a tennis court to a pool and a shooting range. And let’s not forget the guest house, the caretaker’s cottage, and the office that doubles as an art museum. World-class equestrian facilities – a six-stall stable and a mare motel for 16 – complete the picture.
Four-story penthouse on Palm Jumeirah, Dubai
Price: approx. $64,000,000
Say hello to the “Sky Palace”, the crown of AVA, Dorchester Collection’s latest residential tower. Being sold shell and core, interested parties can discuss a design package for the 33,406-square-foot condo. When complete, it will boast a private panoramic elevator from the lobby, alongside two internal lifts connecting level one to the 360-degree roof terrace and infinity pool. The owner will also enjoy five expansive en-suite bedrooms, a personal gym, and floor-to-ceiling windows looking out to the city skyline and the calm waters of the Persian Gulf. High-profile individuals who own property in the surrounding area include David and Victoria Beckham, Shilpa Shetty, Roger Federer, and Madonna.
Meticulously renovated property on the French Riviera
Price: €110,000,000
Unique property in the hills of Cannes, €110,000,000, for sale by
This majestic 12-bedroom house sits in the hills of Cannes overlooking the Mediterranean Sea and the Esterel Mountains. It was built in 1928, but inside it’s contemporary all the way across 32,292 square feet of space over five levels. Wander around the sizable home and check out the professional kitchen, the cinema, and the wine cellar, plus the wellness center that comes complete with a pool.
Unique property in the hills of Cannes, €110,000,000, for sale by
Next, head upstairs by elevator to admire the bedrooms; the master sits on the top floor. Outside, the capacious landscaped gardens feature a swimming pool; there’s also a 10-car garage and a separate villa for staff. A handful of celebrities own residences along the Côte d’Azur, including Brad Pitt and Elton John.
Prime oceanfront property in Delray Beach, Florida
Price: $65,000,000
Ideally positioned on Highland Beach’s largest water-facing lot, this rarely available eight-bedroom estate is one of the most prestigious homes in Palm Beach County. Designed by Madey Architects, the 13-bathroom residence has a modern French Eclectic style, with deluxe interiors by Marc-Michaels. Attention to detail is evident throughout, from the huge windows, high ceilings, and statement lightning to the freestanding tubs, fireplaces, and walk-in closets. Boasting 17,602 square feet of inside space, the trophy house also delivers over 150 feet of private beachfront, and is just minutes from Atlantic Avenue and Boca Raton. Meanwhile, the manicured grounds are home to several terraces and a swimming pool surrounded by loungers.
Secluded Georgian property in Bel Air, California
Price: $59,000,000
This eight-bedroom white-brick home is one of Bel Air’s most illustrious residences, and just a short drive from Beverly Hills. Featuring park-like grounds and 17,600 of inside space over two floors, the mansion was custom-built for LA real estate legend Jon Douglas, and in later years renovated by developer Guy Hackbarth, who added a theater and further square footage. Sitting on two acres – incredibly rare for the area – head along the private drive before reaching the impressive dwelling that overlooks the scenic fairways of Bel Air Country Club. Inside, take in the high ceilings, library, formal dining room, and master suite that spans around 3,200 square feet. Meanwhile, out in the well-kept gardens, there’s a 2,500-square-foot guest house, as well as a swimming pool, large lawns, verandas, and parking for around 50 cars.
French château in the Jura Mountains, Auvergne-Rhône-Alpes
Price: €53,000,000
Nantua House is a 12th-century property that was listed in August 2022. It’s rare for a castle-style dwelling to hit the market in this region, so it made our list. Spanning 75,348 square feet, the striking château is straight out of a fairy tale, featuring dramatic pointed turrets and battlements. Just a 45-minute drive from Geneva (or a 10-minute helicopter ride) and close to Shania Twain’s lakeside home, this luxurious piece of history is surrounded by an 80-hectare walled park, and 50 hectares of woodland, and comes complete with stables, a riding school, secondary accommodation, six outbuildings, and agricultural land.
