Bay Island at Siesta Key Browse listings at Bay Island on Siesta Key. New Listing - 2 weeks on site1 / 33$9,900,0003BEDS4TOTAL BATHS2,548SQFT684 FREELING DRIVE SARASOTA, FL 34242Single Family Residence For Sale- ActiveWelcome to the most exclusive waterfront offering in Sarasota—an extraordinary canvas for a visionary estate. Set on nearly 1.5 acres with an unrivaled 400 feet of water frontage overlooking the pristine expanse of Roberts Bay, this North Siesta Key 1 / 3$8,395,0004BEDS6TOTAL BATHS4,775SQFT3820 FLAMINGO AVENUE SARASOTA, FL 34242Single Family Residence For Sale- ActiveUnder Construction. Incredible opportunity in highly desirable Bay Island, easy access to downtown Sarasota and Siesta beaches. Currently under construction with acclaimed Voigt Brothers construction, early 2027 completion date. Please request floorOpen House Sat, Jan 10, 1 PM1 / 94$6,595,0004BEDS6TOTAL BATHS4,711SQFT3550 FLAMINGO AVENUE SARASOTA, FL 34242Single Family Residence For Sale- ActiveBEST PRICED NEW CONSTRUCTION JUST BECAME BETTER PRICED!!!! READY FOR OCCUPANCY. CONSTRUCTION COMPLETED. LOWEST NEW CONSTRUCTION price on highly desirable North Siesta Key. Situated on 1/3 acre with 102 feet of wide canal waterfront and no bridges to New Listing - 3 weeks on site1 / 13$5,825,0004BEDS5TOTAL BATHS4,310SQFT527 FREELING DRIVE SARASOTA, FL 34242Single Family Residence For Sale- ActiveUnder Construction. The exterior presentation of this spectacular waterfront residence is most impressive with its blend of modern architecture and refined luxury. With superior elevation high above the water’s edge on Siesta Key’s prestigious Bay IsNew Listing - 2 weeks on site1 / 25$5,750,0003BEDS4TOTAL BATHS2,548SQFT684 FREELING DRIVE SARASOTA, FL 34242Single Family Residence For Sale- ActiveAn extraordinary chance to own one of Sarasota’s most coveted waterfront homesites, this 29,902-square-foot parcel offers an unparalleled setting for a custom estate on North Siesta Key. With 61 feet of water frontage along the pristine expanse of RoNew Listing - 5 days on site1 / 45$5,499,0003BEDS2TOTAL BATHS2,467SQFT843 NORSOTA WAY SARASOTA, FL 34242Single Family Residence For Sale- ActiveSet along one of Siesta Key’s most coveted bayfront streets, this exceptional property offers some of the most breathtaking views in all of Sarasota—spanning open water, the city skyline, and endlessly changing sunsets. Positioned in an enclave of muNew Listing - 3 weeks on site1 / 7$5,100,0005BEDS5TOTAL BATHS4,250SQFT831 SIESTA DRIVE SARASOTA, FL 34242Single Family Residence For Sale- ActivePre-Construction. To be built. PROPOSED 4,250 SQ. FT. CUSTOM RESIDENCE .BUILD-TO-SUIT opportunity to create a bespoke coastal home with flexibility to tailor architecture, layout, finishes, and scale to a refined lifestyle.Located on Bay Island at thPrice Change - 3 weeks ago1 / 62$4,995,0004BEDS5TOTAL BATHS6,827SQFT749 FREELING DRIVE SARASOTA, FL 34242Single Family Residence For Sale- ActiveWelcome to Casa Della Fontana — The Fountain House. Nestled on the tranquil north end of Siesta Key, this gated waterfront estate is a blend of seaside serenity, architectural distinction, and lifestyle luxury. Perched on a deep, sailboat-accessible 1 / 37$4,950,0004BEDS4TOTAL BATHS3,876SQFT3607 FLAMINGO AVENUE SARASOTA, FL 34242Single Family Residence For Sale- ActiveOne or more photo(s) has been virtually staged. Exceptional Waterfront - North Siesta Key's Bay Island Boater's Dream - Exerience the best of coastal living in this elegant 4bd/4ba residence - just minutes to the Intracoastal Waterway. The home featuNew Listing - 3 weeks on site1 / 100$4,795,0004BEDS4TOTAL BATHS3,866SQFT878 FREELING DRIVE SARASOTA, FL 34242Single Family Residence For Sale- ActiveCoastal Elegance on the Northern tip of Siesta Key. Discover timeless luxury in this waterfront estate nestled in the exclusive Bay Island enclave on Siesta Key's coveted North end. With panoramic views of Roberts Bay and the Intracoastal Waterway, t1 / 1$3,650,0005BEDS7TOTAL BATHS3,001SQFT838 NORSOTA WAY SARASOTA, FL 34242Single Family Residence For Sale- ActivePre-Construction. To be built. 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 blend modern sophistication with c1 / 74$3,500,0003BEDS5TOTAL BATHS3,743SQFT732 SIESTA DRIVE SARASOTA, FL 34242Single Family Residence For Sale- ActiveExtraordinary waterfront property with expansive Intracoastal Waterway views located on the sought after north end of Siesta Key. Now is the perfect opportunity to build your dream waterfront estate on this exceptional almost one-half acre lot in Bay1 / 37$3,200,0002BEDS2TOTAL BATHS2,163SQFT428 SIESTA DRIVE SARASOTA, FL 34242Single Family Residence For Sale- ActiveRare opportunity on prime boating water on Bay Isle. This property offers over one hundred feet of canal frontage, a composite dock, and three boat lifts (16,000#,8000# & 4500#) ensuring seamless access to the water with no bridges to the intracoasta1 / 57$2,499,0003BEDS3TOTAL 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-concrePrice Change - 2 weeks ago1 / 49$1,589,9003BEDS4TOTAL BATHS2,558SQFT3455 ANGLIN DRIVE SARASOTA, FL 34242Single Family Residence For Sale- ActiveWelcome to 3455 Anglin Drive, nestled in Siesta Key’s highly sought-after Bay Island neighborhood. This beautifully renovated coastal home has been transformed from top to bottom since its last purchase—featuring a brand-new roof, a brand-new pool hePrice Change - 2 weeks ago1 / 57$1,499,0002BEDS2TOTAL BATHS1,667SQFT854 NORSOTA WAY SARASOTA, FL 34242Single Family Residence For Sale- ActiveWelcome to your dream family home on Bay Island, located on the premier north end of Siesta Key. This inviting 2-bedroom, 2-bathroom residence is nestled among beautiful homes on Norsota Way, one of Sarasota's most coveted streets, offering a perfect1 / 45$1,395,0003BEDS3TOTAL BATHS2,628SQFT3721 FLAMINGO AVENUE SARASOTA, FL 34242Single Family Residence For Sale- ActiveRestore a piece of architectural history or build your dream home on this prime waterfront lot on Bay Island, the gateway to Siesta Key and one of the island’s exclusive communities. Designed by renowned architect Ben Baldwin, a leading figure in theReal Estate Owned1 / 21$999,9004BEDS4TOTAL BATHS2,709SQFT617 SIESTA DRIVE SARASOTA, FL 34242Single Family Residence For Sale- ActiveBANK OWNED... Located in Highly desirable Bay Island Subdivision The Gateway to Siesta Key ... This 2700 sqft Tropical Island Getaway offers 4-5 bedrooms 4 bath property locating within the City limits on Siesta Key which allows short time renSee All Results