Bay Island at Siesta Key Browse listings at Bay Island on Siesta Key. Featured1 / 83$2,795,0003BEDS4TOTAL BATHS4,399SQFT548 SIESTA DRIVE SARASOTA, FL 34242Single Family Residence For Sale- Active548 Siesta Drive is more than just a home—it’s a gateway to the best of Siesta Key living with unmatched flexibility, location, and waterfront luxury. Welcome to this luxury coastal retreat on North Siesta Key, perfectly positioned inside Sarasota1 / 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 - 2 weeks on site1 / 19$10,500,0005BEDS8TOTAL BATHS5,454SQFT528 FREELING DR SARASOTA, FL 34242Single Family Residence For Sale- ActivePre-Construction. To be built. Construction in progress. Situated in beautiful siesta key, this exceptional estate represents the pinnacle of luxury living in Sarasota. Developed by M&J Pham Development, this residence is a masterpiece of innovative,1 / 94$6,995,0004BEDS6TOTAL BATHS4,711SQFT3550 FLAMINGO AVENUE SARASOTA, FL 34242Single Family Residence For Sale- ActiveREADY 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 the bay. The 4,711 square foot home is solid block construcNew Listing - 6 days on site1 / 62$5,749,0004BEDS5TOTAL 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 New Listing - 3 weeks on site1 / 37$4,950,0003BEDS4TOTAL 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 days on site1 / 93$4,195,0003BEDS4TOTAL BATHS4,622SQFT810 SIESTA DRIVE SARASOTA, FL 34242Single Family Residence For Sale- ActiveLook no further. Welcome home to your coastal Siesta Key waterfront retreat, a boater’s dream come true. On the desired north end of Siesta Key, this four-bedroom, four-bath residence spans 4,622 square feet of meticulously designed living space. Ele1 / 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$2,750,0003BEDS3TOTAL 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 - 2 weeks on site1 / 20$1,850,0004BEDS5TOTAL BATHS3,996SQFT546 FREELING DRIVE SARASOTA, FL 34242Single Family Residence For Sale- ActivePre-Construction. To be built. Boating access and large lot opportunity. This rare 11,884 sq.ft. lot on Siesta Key offers a unique opportunity to build your dream home in one of the most sought-after areas. Fit up to a 42-foot boat on the private docNew Listing - 2 weeks on site1 / 19$1,850,0005BEDS6TOTAL BATHS4,540SQFT530 FREELING DRIVE SARASOTA, FL 34242Single Family Residence For Sale- ActivePre-Construction. To be built. Boating access and large lot opportunity. This rare 10,787 sq. ft. (.25 acres ) lot on Siesta Key offers a unique opportunity to build your dream home in one of the most sought-after areas. Fit up to a 42-foot boat on New Listing - 4 weeks on site1 / 57$1,799,0002BEDS2TOTAL 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 / 94$1,699,0004BEDS3TOTAL 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, New Listing - a week on site1 / 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 thePrice Change - 3 weeks ago1 / 38$1,295,0003BEDS2TOTAL BATHS2,734SQFT3455 FLAMINGO AVENUE SARASOTA, FL 34242Single Family Residence For Sale- ActiveWelcome to Flamingo Avenue, one of Sarasota's most coveted streets. Set on Bay Island, this classic Sarasota home presents an excellent opportunity to own on a street accompanied by iconic estates. You'll feel the ocean breeze at this location, and eNew Listing - 2 weeks on site1 / 20$1,175,0003BEDS3TOTAL BATHS2,182SQFT838 NORSOTA WAY SARASOTA, FL 34242Single Family Residence For Sale- ActivePre-Construction. To be built. Welcome to this beautiful piece of land that is offered in the middle of this great community and street on Norsota Way. This land offers walking distance to the North Bridge, a golf cart ride to the Siesta key village,See All Results