1240 HILLVIEW DR

Introducing "Gatsby Manor," a rare bayfront estate along Hillview Drive—one of Sarasota's most coveted waterfront addresses. Set on nearly three-quarters of an acre with boatable water, the property offers sweeping, unobstructed views across Sarasota Bay toward Siesta Key and the Gulf, creating one of Harbor Acres' few true estate-scale open bay settings. Privately gated and framed by grand oaks, the home welcomes you with a circular motor court and a dramatic two-story foyer that immediately draws your eye to the water. Inside, more than 8,000 square feet of living space features soaring ceilings, refined millwork, multiple fireplaces, a two-story library, formal dining, and a wet bar ideal for entertaining. The chef's kitchen includes Sub-Zero refrigeration, dual dishwashers, and a 60-inch Wolf gas range.

The main level owner's suite spans the entire east wing, offering a private waterfront retreat with a fireplace, sitting area, dual walk-in closets, and a spa-inspired bath with a sculptural copper soaking tub. Upstairs, a second primary-style suite and two additional guest rooms offer comfort and privacy. A 3,800+ sq. ft. ground-level bonus space enhances the home's lifestyle with a speakeasy lounge and a 700+ bottle wine room. Outdoors, an expansive marble terrace surrounds the 25' x 60' heated saltwater pool with sun shelf and spa. A brand-new dock with a 20,000-lb lift further elevates the boating experience.

Additional features include a drive-through three-car garage, elevator access to all levels, hurricane-rated garage doors, and extensive storage. All within walking distance of Southside Village and minutes from downtown Sarasota. Gatsby Manor offers estate-scale living, deep-water access, and exceptional walkability in one of Sarasota's most prestigious waterfront neighborhoods.