EXCEPTIONAL COASTAL LIVING AT IT'S FINEST!!! ONE HOUSE TO THE BEACH ON ONE OF THE MOST COVETED STREETS ON ANNA MARIA ISLAND!!! Welcome to 103 Park Avenue, a timeless retreat designed by the renowned EMILY ANNE SMITH. Just steps away from the breathtaking shores of the Gulf and walking distance to the vibrant charm of Pine Avenue, this residence offers the best of island living. Crafted with impeccable attention to detail and made for entertaining, this remarkable property features 4,540 square feet of beautifully curated living space. From the moment you enter, you're welcomed into a spacious living room with a cozy fireplace and seamless access to a breezy front verandah—perfect for gathering with friends and family. Additional fireplaces warm both the great room and the luxurious primary suite. The chef’s kitchen is nothing short of spectacular, outfitted with marble countertops and backsplash, custom cabinetry, top-of-the-line appliances, two dishwashers, a butler’s pantry, and dual sinks—ideal for everything from everyday meals to entertaining on a grand scale. As with all of Emily Anne Smith’s architectural gems, this home is filled with inspired touches and thoughtful design that must be experienced to be fully appreciated. These one-of-a-kind properties rarely come to market and are beloved for their character, craftsmanship, and enduring style. The estate includes both a main residence and a private guest cottage, offering flexible space across 5 bedrooms, 4.5 baths, three spacious verandahs, two private offices, and a stunning outdoor oasis complete with a pool and outdoor shower. The separate cottage is perfect for guests or family. Additional features include peekaboo Gulf views. Home is currently a very successful vacation rental. Built prior to current city restrictions and protected under the Bert Harris Act, this property presents a rare and valuable opportunity—whether you're searching for a full-time island home, vacation getaway, or high-end investment property. Just a short stroll away from the charm of Pine Ave, where boutique shops, art galleries, and cozy cafes await, this home also offers effortless access to the island's free trolley system, award-winning beaches, and renowned waterfront dining- capturing the very best of the Anna Maria Island lifestyle! Don’t miss this chance to own a true piece of Anna Maria’s architectural history—just steps from the sand and surf.