Under contract-accepting backup offers. This charming, mid-century (2,239sf) 3/3/den/plus outbuilding /guest house (400sf) pool home is one of a kind! Situated in one of Sarasota's most eclectic and established neighborhoods less than a block from the bay, this home offers easy access to downtown and the beaches and is walking distance to the 'A' rated Bay Haven School of Basics Plus. Surrounded by lush vegetation that provides beauty and privacy, this cottage-like home is loaded with character and distinctive features that make it unique and aesthetically pleasing. This meticulously maintained home has been updated to provide numerous modern conveniences while thoughtfully preserving its original character. The craftsmanship is evident in its original wood floors, higher ceilings (9 ft to 13 ft), hand painted front porch, and many architectural details throughout, including crown molding, trim, and custom built-ins. This special home offers an expansive layout that combines both open spaces as well as more private, cozy areas for relaxing. The remodeled kitchen, with natural stone countertops, wood cabinets, and breakfast nook with built-in booth provides a wonderful flow for the chef in the family. The center island, large pantry, stainless appliances, and second sink for food prep add modern conveniences. Off the kitchen, you will find the large and airy family room. This spacious room with a soaring beamed ceiling, has tons of storage and custom shelving. Double doors and windows on three sides allow an abundance of natural light to stream through and provide soothing views of the beautiful gardens and inviting pool area. The dining area, with its delightful wainscoting, adds to the charm and originality of the home. While it offers open views to the den and living room, the custom wooden louvered doors to the den can be closed to create more privacy. With built-in bookcases and a charming window seat, the den offers a relaxing place to work or enjoy some quiet time. The light filled living room is a perfect place to sit while gazing out the large picture window at the live oak and magnolia trees in the front yard. From here, the French doors will take you to the pool deck and stone pathway leading to the separate guest house. This new poolside building has an additional 400 sq ft. of space, 12 ft ceilings and is ready to become whatever you would like it to be. With new luxury vinyl plank flooring, mini split AC, track lighting, hurricane impact windows, a new sink, and pre-plumbing for toilet and shower, this space offers endless possibilities. Back outside, the winding pathways will take you past a field stone patio, lush gardens with fountain, and a serene arbor before leading you to the front of the house. From here, you can enjoy a relaxing walk just a half block down to the bay where you can enjoy nightly sunsets and the captivating beauty of the Sarasota Bay.