Welcome to your island retreat on beautiful Anna Maria Island. Tucked away on the quiet north end, this elevated three-bedroom, two-bath home was originally crafted by Whitehead Construction, known for their quality coastal builds. Just a short stroll to the shimmering Gulf beaches and the charming shops and cafés along Pine Avenue, this home perfectly captures the laid-back tropical lifestyle that defines island living. Open floorplan with recent kitchen updates including: new tile, countertops, and appliances completed between 2021 and 2022, blending modern convenience with a relaxed coastal design. The seamless flow between the kitchen, dining, and living areas makes it ideal for entertaining or unwinding after a day on the beach. Nearly every part of the home has been thoughtfully updated. All windows and doors—including the garage doors—were replaced between 2021 and 2024, improving both style and efficiency. A new metal roof and pool with spa were added in 2021, creating a serene tropical oasis in the backyard. Additional upgrades include a new hot water heater (2022). Step outside to your private paradise — a lushly landscaped backyard with a sparkling pool and spa surrounded by swaying palms. This peaceful setting invites you to relax, recharge, and soak in the island sunshine. Beautifully maintained and ideally located close to the beach, Pine Avenue, and the best of Anna Maria Island, 239 Gladiolus Street offers the perfect balance of craftsmanship, comfort, and tropical charm.