An estate of distinction awaits at 242 Handsome Avenue, where timeless architecture meets modern luxury, in the heart of South Sayville. Set on 1.18 manicured acres, with New Driveway this 5,400 sq. ft. residence with an accompanying artist cottage has been masterfully designed for both grand entertaining and everyday elegance. 6 bedrooms, 4.5 baths, Custom kitchen featuring imported granite, premium appliances, and bespoke millwork. Elegant entertaining spaces include a formal dining room, living room, sitting room, breakfast room, bar room, den, and sunroom. Refined details throughout: extensive molding, wainscoting, hardwood floors, and slate/marble floors with radiant heat, all marble primary bath retreat with jetted Jacuzzi tub and separate toilet room. Elevator, upstairs laundry, and full attic add convenience and functionality. Stately Slate roof, professionally designed grounds, fully fenced with a 22-zone irrigation system and 20' x 40' heated saltwater gunite pool with retractable cover. Artist Cottage with half bath and much more. A Car Enthusiast's Dream- 8-car detached garage with loft and staircase Plus 2-car attached garage with gym, provide ample secure storage for collections, recreation, and entertainment. South Sayville is synonymous with refined coastal living. Minutes away from marinas, beaches, and Sayville Village's charming boutiques and restaurants. With The Great South Bay as your backyard playground, boating, sailing, and waterfront recreation are never more than moments away. This is more than a home, it is a South Shore legacy estate, offering privacy, luxury, and a lifestyle that few can claim.