Bay Island at Siesta Key Browse listings at Bay Island on Siesta Key. 1 / 87$17,650,0004BEDS6TOTAL BATHS8,138SQFT3799 FLAMINGO AVENUE SARASOTA, FL 34242Single Family Residence For Sale- ActiveFour Seasons Hotel in Bali or private estate? Set on more than an acre of coveted waterfront property along the prestigious north end of Siesta Key, this extraordinary Balinese-inspired estate is a rare sanctuary where timeless architecture, unparall1 / 37$12,500,0005BEDS7TOTAL BATHS4,353SQFT546 FREELING DRIVE SARASOTA, FL 34242Single Family Residence For Sale- ActivePre-Construction. To be built. Discover an extraordinary opportunity to own an expansive double lot of 0.52 acres on North Siesta Key with this single-story, new construction transitional modern-style luxury home by Pham Development. Offering 170 feePrice Change - 7 days ago1 / 25$8,750,0004BEDS6TOTAL BATHS4,775SQFT3820 FLAMINGO AVENUE SARASOTA, FL 34242Single Family Residence For Sale- ActiveUnder Construction. Move in before the 2026 holidays. Absolute best value for new construction on N Siesta Key in prime Bay Island location with easy access to downtown Sarasota or Siesta Key Beaches. High quality finishes, 130 ft of water frontage wNew Listing - a week on site1 / 19$4,190,0005BEDS7TOTAL BATHS3,001SQFT838 NORSOTA WAY SARASOTA, FL 34242Single Family Residence For Sale- ActivePre-Construction. To be built. To be complete in a few months. Discover timeless coastal elegance in this upcoming traditional-style new construction home, perfectly situated in the highly coveted Bay Island neighborhood on Siesta Key. Designed to bl1 / 29$3,950,0004BEDS5TOTAL BATHS4,034SQFT847 FREELING DRIVE SARASOTA, FL 34242Single Family Residence For Sale- ActiveLocated in the highly sought-after Bay Isles community on Siesta Key, this property at 847 Freeling Drive offers a rare opportunity to customize and create your ideal coastal home. Positioned on the first street onto Siesta Key, the location providesOpen House Sun, Oct 4, 1 PM1 / 66$3,950,0005BEDS6TOTAL BATHS4,536SQFT604 NORSOTA WAY SARASOTA, FL 34242Single Family Residence For Sale- ActiveWelcome to an exceptional newly renovated residence in the highly coveted Bay Island neighborhood on north Siesta Key, where timeless coastal architecture and modern luxury come together in one of Siesta Key’s most desirable locations. Situated on anNew Listing - 2 weeks on site1 / 75$2,550,0003BEDS5TOTAL BATHS3,743SQFT732 SIESTA DRIVE SARASOTA, FL 34242Single Family Residence For Sale- ActiveBack on the market with a $445,000 price reduction, Rare and extraordinary waterfront offering on the coveted North end of Siesta Key, this premier Bay Island estate parcel presents the ultimate canvas for creating a world-class coastal retreat. Set 1 / 5$750,0004BEDS2TOTAL BATHS1,978SQFT749 SIESTA DRIVE SARASOTA, FL 34242Single Family Residence For Sale- ActiveInvestor Special!!Welcome to your next amazing project! Known damage with full or partial rehab. Excellent renovation opportunity on an oversized lot in a highly desirable Siesta Key area. Sold AS-IS with significant upside potential.See All Results