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 spaideal for intimate gatherings or grand entertaining. Located just minutes from Southside Village, Mortons Market, top rated schools, downtown Sarasotas vibrant arts scene and world renowned beaches, this residence is a rare opportunity to embrace a lifestyle defined by luxury, comfort, and enduring charm.