5966 MIDNIGHT PASS RD #G-67

Welcome to Siesta Key Find the newest homes for sale and real estate listings in Siesta Key! In this competitive market, it’s important to stay on top of the newest listings and to alert us on anything you would like to see. If you would like more information on any of these Siesta Key homes for sale, just request information on the listing details page of the property. We can provide you with information that’s not available to the public including disclosures, past sales history, dates and prices of homes recently sold nearby, and more. And, if you haven’t already, be sure to register for our website so that you can receive email alerts whenever new Siesta Key homes for sale come on the market. Real Estate in Siesta Key, FL The real estate market in Siesta Key, FL, is defined by its island exclusivity, world-renowned beaches, and an enduring appeal that draws buyers from across the country and around the globe. Located on a barrier island just 15 minutes from downtown Sarasota, Siesta Key offers a remarkable mix of Gulf-front estates, bayfront homes with private dock access, canal-front properties, and boutique condominiums steps from the sand. As of early 2026, the market has entered a period of thoughtful stabilization following the extraordinary activity of 2021–2024 and the impact of Hurricanes Helene and Milton. The mid-market segment — particularly homes in the $1M–$2M range — is the most active and competitive tier, while the luxury segment above $4M continues to attract selective, high-conviction buyers. Home prices on Siesta Key generally range from approximately $500,000 for a well-located condo to well over $30 million for a premier Gulf-front estate. The island is approximately 60% seasonal and second-home inventory — a figure that underscores how deeply Siesta Key functions as a destination as much as a community. For buyers, 2025 and early 2026 represent a compelling opportunity: rising inventory, longer days on market, and softened pricing from 2024 peaks have created favorable conditions not seen in several years. For long-term investors and lifestyle buyers, the fundamentals remain exceptional — limited land, irreplaceable beaches, and a globally recognized address. Why Choose Siesta Key, FL Siesta Key offers a rare combination of natural splendor, vibrant community, and genuine island serenity. Residents wake to some of the most celebrated beaches on earth — white quartz sand that reflects light like crushed crystal and stays cool even in the Florida heat — and spend their days paddleboarding in calm Gulf waters, kayaking through mangrove tunnels, fishing the bay, or simply walking the shore at sunset. The island's social and commercial heart is Siesta Key Village — a walkable cluster of boutique shops, acclaimed restaurants, and live music bars that gives the island an authentic, energetic local culture. The weekly Sunday Farmers Market, the Siesta Key Drum Circle on the beach, and annual events like the Crystal Classic sand sculpting festival create a year-round community calendar that keeps even full-time residents engaged. Beyond its lifestyle appeal, Siesta Key benefits from its proximity to downtown Sarasota — one of Florida's most culturally rich cities — providing easy access to the Ringling Museum of Art, world-class performing arts, top healthcare facilities, and everyday conveniences just 15 minutes away. Residents enjoy the best of both worlds: genuine island seclusion with full urban access when needed. With its award-winning beaches, deeply rooted community character, strong investment fundamentals, and unmatched quality of life, Siesta Key is ideal for retirees, second-home buyers, families, and anyone seeking the finest coastal Florida lifestyle by the Gulf of Mexico.