Discover a rare multifamily gem in one of Sarasotas most desirable coastal neighborhoods, offering an inviting blend of private owner living and well designed short term vacation rental spaces. Spanning three city lots, this distinctive 125 foot long masonry residence features four unique living spaces arranged to provide exceptional privacy, natural separation, and a welcoming atmosphere for both the owner and visiting guests. Lush landscaping, thoughtful outdoor areas, and the propertys elongated footprint help each residence feel independent while still contributing to the overall character of the setting. Two of the residences are styled in a chic tropical boho theme, each with its own private outdoor retreat. Lush landscaping, privacy fencing, landscape lighting, bamboo outdoor showers, heated pools, hot tubs, and gentle waterfall elements create a secluded, resort like atmosphere that guests consistently appreciate. These spaces feel quiet and intimate, offering a relaxing escape within the propertys overall environment. Just steps away, the owners unit brings a completely different kind of charm, embracing classic Old Florida character with box beamed vaulted ceilings, pecky cypress walls, and a cozy fireplace. Its screened lanai rests beneath a magnificent 200 year old oak tree, providing a peaceful spot to unwind. A curved wall office adds a distinctive architectural touch and reflects the homes long standing character. Balancing the historic and tropical elements, the fourth residence introduces a fresh, modern feel. Completed just a year ago, it features high ceilings, upscale finishes, and a bright, open layout that blends comfortably into the property while still offering a clean, contemporary living experience. The elongated masonry design enhances privacy throughout the property and provides approximately 3,500 square feet of interior living space. Positioned on an elevated site about 17 feet above sea level and outside the flood zone, it offers added peace of mind. Carefully designed landscaping stretches across the grounds, creating a natural flow between residences while maintaining the sense of separation that gives the property its character. Only one block from a waterfront park overlooking Sarasota Bay, the location offers easy access to sunset views, shaded open space, and the relaxed coastal rhythm of the neighborhood. Blending historic charm, tropical surroundings, and a layout that accommodates both owner living and short term vacation rentals, this property delivers a rare combination of comfort, versatility, and Sarasota appeal. View Offering Memorandum document for financial details!