Bay Island at Siesta Key Browse listings at Bay Island on Siesta Key. 1 / 76$18,500,0004BEDS6TOTAL BATHS8,138SQFT3799 FLAMINGO AVENUE SARASOTA, FL 34242Single Family Residence For Sale- ActiveRelax and take in the positive energy of Lotus-style living in this one-of-a-kind Balinese-inspired resort compound on north end of the world-famous Siesta Key. Nothing is needed to begin your Zen journey as the property comes completely furnished doNew Listing - 6 days on site1 / 23$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 fee1 / 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 floorNew Listing - 2 weeks on site1 / 16$7,749,0005BEDS8TOTAL BATHS6,030SQFT3460 FLAMINGO AVENUE SARASOTA, FL 34242Single Family Residence For Sale- ActiveUnder Construction. An extraordinary opportunity awaits on the coveted north end of Siesta Key. Currently under construction and scheduled for completion in late 2026, this magnificent waterfront estate offers the rare chance to personalize finishes Price Change - 3 weeks ago1 / 94$5,995,0004BEDS6TOTAL BATHS4,711SQFT3550 FLAMINGO AVENUE SARASOTA, FL 34242Single Family Residence For Sale- ActiveLARGE PRICE REDUCTION on this Bay Island Waterfront NEW CONSTRUCTION, move in ready!!! 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 block construction on all levels. The ho1 / 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 Is1 / 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 th1 / 27$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 - 4 weeks on site1 / 10$4,190,0005BEDS7TOTAL 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 / 37$2,999,0002BEDS2TOTAL 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 / 75$2,995,0003BEDS5TOTAL BATHS3,743SQFT732 SIESTA DRIVE SARASOTA, FL 34242Single Family Residence For Sale- ActiveRare 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 on nearly half an acre, the property commands sweepi1 / 94$1,599,0004BEDS3TOTAL BATHS2,294SQFT763 SIESTA DRIVE SARASOTA, FL 34242Single Family Residence For Sale- ActiveUnleash your imagination with this stunning property, perfect for short or long-term rentals, or simply for your personal enjoyment. Both the house and guesthouse were restored with meticulous care and exquisite taste following Hurricane Milton, 1 / 51$1,595,0004BEDS3TOTAL BATHS3,064SQFT3446 ANGLIN DRIVE SARASOTA, FL 34242Single Family Residence For Sale- ActiveA Rare Weekly Rental Opportunity on Siesta Key! Attention second homeowners and investors: opportunities like this are exceptionally rare on Siesta Key. Located in coveted Bay Isle, this private pool home is legally zoned for seven-day minimum rePrice Change - a week ago1 / 57$1,399,0002BEDS2TOTAL 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 perfectReal Estate Owned1 / 21$949,9004BEDS4TOTAL 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