Prepare to be "WOWED" by the unexpected! The understated elegance of this beautifully remodeled 5 bedroom / 5.5 bath home in the historic yet private Avondale neighborhood will take you by surprise. Showcasing 4,956 sq. ft. of refined living space on a generous 100' x 150' lot, this unique, desirable floor plan offers 4 bedrooms, a bonus / exercise room and the primary bedroom wing with separate office all on the first level. The second level highlights a spacious generational suite (5th bedroom) with its own living quarters overlooking the pool and gardens. A welcoming front porch and a beautiful old tumbled red brick walkway lead you to the entry, where a seamless open-concept design, enhanced by rich wood and tile floors and a soothing palette of neutral tones, exudes warmth and sophistication. Architectural accents such as pecky cypress details, crown molding, plantation shutters and custom built-ins evoke timeless charm, perfectly paired with current modern upgrades. The gourmet kitchen is a masterpiece featuring an expansive breakfast bar, chic tile backsplash, granite countertops, premium stainless-steel appliances, a large walk-in pantry and a wine cooler, flowing effortlessly into the great room. Here, a magnificent family room with stained wood tongue and groove ceiling creates an inviting atmosphere and opens to an impressive retractable screened lanai with outdoor kitchen & lounge area leading to the lush private tropical backyard oasis complete with a custom pool and heated spa--ideal for intimate gatherings or grand entertaining. Located just minutes from Southside Village, Morton's Market, top-rated schools, downtown Sarasota's vibrant arts scene and world-renowned beaches, this residence is a rare opportunity to embrace a lifestyle defined by luxury, comfort, and enduring charm.