A Gulf-front home at 26 2nd Avenue South has sold for $27 million, marking the highest-priced sale of an existing residence in Old Naples in 2026. A Gulf-front triple lot traded at a higher price earlier this year, but that transaction involved land rather than a home. The seller was represented by Jordan Delaney and Ryan Frost of Premier Sotheby's International Realty's Village office. The sale ranks as Naples' fourth-highest residential transaction of 2026, trailing only three higher-priced home sales in Port Royal.
Completed in 2025, the beachfront property was designed by Humphrey-Rosal Architects and constructed by D. Garrett Construction. The residence encompasses 8,770 square feet of living space and sits on a 0.52-acre homesite with 120 feet of direct Gulf frontage. Built using full concrete construction on all levels, the home was delivered as a decorator-ready residence, providing the buyer with the opportunity to personalize the interiors while benefiting from newly completed construction and modern coastal building standards.
The home includes a Gulf-front rooftop deck exceeding 5,000 square feet with glass railings and panoramic views of the Gulf of Mexico. A private elevator services all levels of the residence, including the rooftop deck. Additional features include covered terraces overlooking the beach, a pool and spa, outdoor shower, whole-house water filtration system, generator, electric screens and shutters and garage parking for six or more vehicles.
The transaction underscores the continued strength of Naples' luxury waterfront market, where limited beachfront inventory and sustained demand continue to support significant values for premier coastal properties.
Quotes from Jordan Delaney, global real estate advisor, Premier Sotheby’s International Realty:
What does this sale represent to the market?
As the highest residential sale in Olde Naples in 2026, this transaction reinforces the enduring value of truly exceptional real estate and underscores the continued strength of the luxury market locally. Alongside several other notable sales across Southwest Florida this year, it reflects sustained confidence among affluent buyers and a continued demand for Naples' most coveted Gulf Front addresses. Properties of this caliber are exceedingly rare, and when they become available, they continue to attract significant interest from discerning buyers around the world.
What does market activity look like this time of year in the ultra-luxury price points?
We continue to see meaningful engagement from highly qualified buyers. Today's ultra-luxury purchasers are exceptionally informed and selective, but they remain prepared to act decisively when a truly extraordinary opportunity presents itself. It is very common for a client to hop on a jet and fly in just for an afternoon, as buyers who know Naples well understand the scarcity of premier waterfront properties. Demand at the highest end of the market is increasingly driven by buyers seeking not only a lifestyle , but also a legacy asset that can be enjoyed for generations.
Why is Naples still so desireable to ultra-luxury buyers?
Naples continues to distinguish itself as one of the premier luxury residential markets in the country. While buyers remain disciplined and discerning, demand for exceptional properties remains remarkably resilient. The combination of lifestyle, wealth migration, limited waterfront inventory and long-term desirability continues to support strong values at the top end of the market.
About Premier Sotheby’s International Realty
Headquartered in Naples, Florida, Premier Sotheby’s International Realty has over 1,200 global advisors in 40 locations throughout Florida and North Carolina. Premier Sotheby’s International Realty also benefits from an association with the storied Sotheby's auction house, established in 1744. The brokerage is proudly associated with Peerage Realty Partners. For more information, visit premiersothebysrealty.com.
