The $36M Sale That Redefined Luxury Closings This Quarter

Lucía Torres · 2026-09-30

What does it take to close a record-breaking deal in today's luxury market? Sometimes it's a penthouse 30 stories above West Hollywood. Other times it's a sprawling estate in Big Sur that shatters price-per-square-foot records. This quarter, our global network proved that exceptional properties still command exceptional prices — from the Caribbean to the California coast. ### Cayman Islands: A Seamless Caribbean Move Thomas Greenwell and Rebecca Stevenson recently pulled off something clients rarely get to experience: a perfectly coordinated move between two Caribbean markets. Rebecca handled the sale of a home at The Argyle in Kingston, Jamaica, while Thomas represented the same client in purchasing Southern Skies #10 in South Sound, Cayman Islands. That kind of dual-market coordination? It's exactly where local expertise pays off. You're not just buying property — you're navigating two sets of regulations, timelines, and cultural nuances. Having agents who know both sides makes all the difference. ### Florida: Record-Setting Sales in Naples and Wellington In Olde Naples, Chris and Kara Resop represented the buyer in a $24.4 million all-cash closing at 225 4th Avenue N. The estate sold for $3,251 per square foot, making it one of the area's top sales this year. The property sits on a rare triple lot spanning nearly an acre — just four doors from the beach. Inside, you'll find approximately 7,504 square feet across the main residence and a detached guest house, with six bedrooms, seven full bathrooms, a wine room, bocce court, two outdoor summer kitchens, and a pool with a sun shelf. The Savant smart-home system ties it all together. Meanwhile, Paul Rabinowitz set a new record in Wellington. His sale of 2186 Stotesbury Way closed at $2.125 million — the highest-priced sale ever in Olympia, one of the community's most sought-after neighborhoods. For sellers in that area, this is a big deal. It resets expectations for what's possible. ### California: Big Sur, West Hollywood, and Beyond Paul Lester and Daniel Stevenson represented the seller of 47730 Coast Ridge Road in Big Sur, which closed at $7.5 million. That's the highest-priced new-construction sale in Big Sur history, achieving over $3,750 per square foot. If you know Big Sur, you know that's saying something. Then there's the penthouse at 9255 Doheny Road in West Hollywood's iconic Sierra Towers. Blair Chang represented the buyer in the $36 million closing — and picked up The Hollywood Reporter's 2026 Los Angeles Power Brokers Condo Sale of the Year award for it. Not a bad quarter. Mara McCain represented the seller of 5 Ohlone Drive in Pacifica, a newly built coastal estate perched above the Pacific. Floor-to-ceiling glass frames sweeping ocean views, and nearly every major room opens to terraces or gardens. It's just 16 minutes from SFO, 25 minutes from downtown San Francisco, and 30 minutes from Sand Hill Road and Stanford University. Privacy, accessibility, and panoramic coastal views — a rare combination. In Los Angeles, Santiago Arana and Griffin Riddle represented both sides of the $29 million sale of 1204 Chickory Lane. Santiago handled the listing and also represented the buyer. And in Dana Point, Tony Maniaci closed 416 Monarch Bay Drive for $12.15 million. > "The best deals aren't just about price. They're about timing, relationships, and knowing when to move." ### What This Means for Buyers and Sellers These closings aren't just numbers. They're signals. They tell us where demand is strongest, what buyers are willing to pay for, and how important it is to have agents who understand both the local market and the broader landscape. Whether you're buying in the Caribbean, selling in California, or exploring something in between, the right representation matters. If you're thinking about your next move, now might be the time to start the conversation.