Bay Island at Siesta Key Browse listings at Bay Island on Siesta Key. Featured1 / 16$950,0004BEDS3TOTAL BATHS1,537SQFT3480 ANGLIN DRIVE SARASOTA, FL 34242Single Family Residence For Sale- ActivePrime Development Opportunity on Siesta Key – 3480 Anglin Drive This double lot, spanning 16,200 square feet, is an ideal site for redevelopment in the city of Sarasota, lending to weekly rentals for newly constructed homes. Located at the corner of1 / 52$19,950,0004BEDS6TOTAL BATHS8,138SQFT3799 FLAMINGO AVENUE SARASOTA, FL 34242Single Family Residence For Sale- ActiveDiscover your very own gated private peninsula on world-famous Siesta Key. Located on the north end of the island, this one-of-a-kind awe-inspiring furnished estate sits on more than an acre with over 700 waterfront feet. A custom-designed driveway l1 / 98$8,495,0006BEDS7TOTAL BATHS5,201SQFT3482 FLAMINGO AVENUE SARASOTA, FL 34242Single Family Residence For Sale- ActiveAn elegant, private entrance shaded by regal palms and vibrant bougainvillea guides you toward something extraordinary. As the wrought iron gate closes behind you, fervent anticipation builds. Your dream home awaits. A tranquil fountain serenades you1 / 8$7,200,0004BEDS5TOTAL BATHS4,711SQFT3550 FLAMINGO AVENUE SARASOTA, FL 34242Single Family Residence For Sale- ActiveUnder Construction. LOWEST NEW CONSTRUCTION price on highly desireable North Siesta Key and a completion date February 2025. Situated on 1/3 acre with 102 feet of wide canal waterfront and no bridges to the bay. The 4,711 square foot home is solid blNew Listing - 2 weeks on site1 / 70$5,950,0004BEDS5TOTAL BATHS6,827SQFT749 FREELING DRIVE SARASOTA, FL 34242Single Family Residence For Sale- ActiveExperience coastal elegance and ultimate island living in this extraordinary gated waterfront estate, Casa della Fontana, the Fountain House. This home offers the ideal blend of luxury, privacy, and convenience on a tranquil street on Siesta Key's co1 / 31$5,500,0001BED1TOTAL BATH1,500SQFT3460 FLAMINGO AVENUE SARASOTA, FL 34242Single Family Residence For Sale- ActiveExclusive waterfront opportunity on Siesta Key. Discover the pinnacle of waterfront living with this gated, estate-sized 1.27-acre property located on highly coveted Bay Island at the desirable north end of Siesta Key. This exceptional property is a 1 / 57$3,200,0003BEDS3TOTAL BATHS2,943SQFT508 SIESTA DRIVE SARASOTA, FL 34242Single Family Residence For Sale- ActiveOne or more photo(s) has been virtually staged. Experience the ultimate in coastal living with this two-story residence in the highly desirable Bay Island Shores on the world-renowned Siesta Key. Located in a prime waterfront setting, this all-concreNew Listing - a week on site1 / 27$2,300,0003BEDS4TOTAL BATHS3,162SQFT3532 FLAMINGO AVENUE SARASOTA, FL 34242Single Family Residence For Sale- ActiveExceptional Waterfront Property on Siesta Key – A Boater’s Dream nestled on the north end of Siesta Key. Set on over 71 feet of prime seawall frontage along the pristine Hudson Bayou—one of Siesta Key’s clearest and most sought-after canals—this propSee All Results