Bay Island at Siesta Key Browse listings at Bay Island on Siesta Key. New Listing - a week on site1 / 58$18,900,0004BEDS6TOTAL 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 do1 / 30$8,250,0003BEDS4TOTAL BATHS3,788SQFT679 NORSOTA WAY SARASOTA, FL 34242Single Family Residence For Sale- ActiveSet on one of the most coveted streets on Siesta Key, this beautifully crafted 1926 Spanish-style home sits on a double lot with 150 feet of deep-water bay frontage, significantly larger than most properties’ 100 feet of frontage. Spanning 3,788 squa1 / 98$7,695,0006BEDS7TOTAL 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 / 94$7,400,0004BEDS6TOTAL 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 construc1 / 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 / 53$4,975,0006BEDS5TOTAL BATHS3,621SQFT894 FREELING DRIVE SARASOTA, FL 34242Single Family Residence For Sale- ActiveFronting Roberts Bay, This rare jewel is all about the view and the location. It provides a canvas for a bayfront estate in a neighborhood known for its exclusivity and high real estate values. Old Home has been torn down now. Imagine your very own e1 / 31$4,950,0001BED1TOTAL BATH1,500SQFT3460 FLAMINGO AVENUE SARASOTA, FL 34242Single Family Residence For Sale- ActiveNew price! Exclusive 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 proPrice Change - 3 weeks ago1 / 94$4,450,0004BEDS4TOTAL BATHS4,622SQFT810 SIESTA DRIVE SARASOTA, FL 34242Single Family Residence For Sale- ActiveExquisite waterfront estate, a boater’s dream with unparalleled luxury. This stunning four-bedroom, 3.5-bath waterfront Siesta Key residence is at the sought-after north end of Siesta Key, offering 4,622 square feet of meticulously designed living spNew Listing - 4 weeks on site1 / 8$3,749,0005BEDS7TOTAL BATHS2,914SQFT838 NORSOTA WAY SARASOTA, FL 34242Single Family Residence For Sale- ActiveUnder Construction. Pre-Construction, to be built. Experience the pinnacle of modern luxury at 838 Norsota Way, an exquisite estate situated North of Siesta Key, expertly crafted by M&J Pham Development. Slated for completion in late summer of 2025, 1 / 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 / 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-concre1 / 57$2,250,0003BEDS3TOTAL BATHS2,772SQFT3445 ANGLIN DRIVE SARASOTA, FL 34242Single Family Residence For Sale- ActiveNestled in the highly sought-after neighborhood of Bay Island, on Siesta Key's north end, this turnkey Key West style home offers the perfect blend of historic charm and modern convenience. The spacious, split floor plan features three bedrooms, inclPrice Change - 3 weeks ago1 / 9$1,998,0003BEDS3TOTAL BATHS2,628SQFT3721 FLAMINGO AVENUE SARASOTA, FL 34242Single Family Residence For Sale- ActiveOnce in a lifetime opportunity to Restore a One-of-A-Kind Ben Baldwin Mid-Century Modern home. Architect and Designer Ben Baldwin was recognized internationally as the leading force in the Modern Movement of American Design and Architecture. Over theNew Listing - 3 days on site1 / 100$1,895,0003BEDS2TOTAL BATHS2,264SQFT3446 ANGLIN DRIVE SARASOTA, FL 34242Single Family Residence For Sale- ActiveAttention 2nd homeowner / investors! This Bay Isle pool home is a true rarity on Siesta Key—one of the very few properties legally zoned for minimum seven-day rentals, unlike most of the island which requires a 30-day minimum. This makes it an incre1 / 94$1,799,0004BEDS3TOTAL 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 / 72$1,400,0004BEDS3TOTAL BATHS2,854SQFT624 NORSOTA WAY SARASOTA, FL 34242Single Family Residence For Sale- ActiveSIESTA KEY OPPORTUNITY - BUILD YOUR NEW HOME ON THIS 21,000+ SF LOT! The 1920s structures on this lot sustained storm damage – PROPERTY IS BEING SOLD FOR THE LAND VALUE ONLY – JUST IMAGINE THE DREAM HOME YOU COULD BUILD ON A LOT THAT’S JUST SHY OF A Price Change - 3 weeks ago1 / 38$1,395,0003BEDS2TOTAL 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 eSee All Results