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Once through gate, take a right and then another right onto Masthead Drive. 14401 is the last home on the left, at the end of the cul-de-sac.",27.183671,-82.491111,"34229 - Osprey",true,"2026-03-05T05:00:00Z",2995000,"A4684834",{"area":35,"areaMinor":8,"daysOnMarket":41,"originalEntryTimestamp":42,"originatingSystemName":43,"status":44,"statusText":44},95,"2026-03-05T21:58:29.313Z","Stellar MLS","Active",242630539,"2026-06-27T20:09:53.207Z",{"brokerid":23,"contact":48,"name":49,"servingName":49},{"cell":8,"email":8,"office":19},"MICHAEL SAUNDERS & COMPANY",3250000,"Fee 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Records",3,1,"Block, Stucco","Central Air","French Doors, Irrigation System, Lighting, Outdoor Grill, Outdoor Kitchen, Outdoor Shower, Sidewalk, Sliding Doors","Marble, Tile","Stem Wall",2,"Electric","Built-in Features, Ceiling Fan(s), Crown Molding, Eating Space In Kitchen, High Ceilings, Open Floorplan, Primary Bedroom Main Floor, Split Bedroom, Thermostat, Tray Ceiling(s), Vaulted Ceiling(s), Walk-In Closet(s)","Inside, Laundry Room","Cul-De-Sac, Flood Insurance Required",19235,"Square Feet","Owner",{"description":169,"leased":8,"spaces":8},"Garage Door Opener","Deck, Heated, In Ground, Lap, Lighting, Outside Bath Access, Salt Water, Screen Enclosure, Solar Heat","Metal","SingleFamilyResidence","Single Family Residence","BAYSIDE","RES","Water","LITTLE SARASOTA BAY",2017,"Unobstructed bayfront views and refined coastal luxury define this exceptional waterfront residence in the gated Bayside community. Custom-built in 2017 by Rob Allegra and ideally positioned on a private cul-de-sac between Sarasota and Venice, this home offers a rare opportunity to experience the best of Florida’s Gulf Coast lifestyle. Sweeping views of the Bay and Intracoastal Waterway greet you upon entry, while the dramatic great room features a striking cupola with soaring 22-foot ceilings, wraparound windows, architectural beams, and detailed millwork that beautifully frame the waterfront setting. Pocketing impact sliders seamlessly open the living space to an expansive covered lanai where breathtaking sunsets, dolphins, and gentle coastal breezes create an unforgettable everyday backdrop. The open chef’s kitchen is designed for both entertaining and daily living, offering high end stainless appliances, a gas cooktop with pot filler, wine cooler, abundant cabinetry, and an oversized quartz island. Outdoor living shines with wood-paneled ceilings, crema pro leathered marble flooring, a gas fire pit, and a fully equipped outdoor kitchen with grill and beverage refrigerator. The solar and heat pump-heated saltwater lap pool and spa, outdoor shower, and private dock with lift complete the ultimate waterfront retreat. The primary suite enjoys beautiful water views and features a sitting area, double tray ceiling, dual custom walk-in closets, and a luxurious bath with double vanities and walk-in shower. Two additional en-suite bedrooms, a den or office, and a powder room provide comfort and flexibility. Wood-look tile flooring runs throughout, complemented by impact windows and doors, a smart-enabled security system, whole-home generator, and water conditioning system. Located just minutes from Casey Key, Nokomis Beach, Oscar Scherer State Park, and the Legacy Trail, this home offers effortless access to beaches, boating, dining, and recreation. 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