Crazy for Cliffside! This bungalow is also bungawide AND bungadeep! A rare gem in the heart of one of Scarborough's most picturesque and established neighbourhoods. This beautifully expanded 3-bedroom, 2-bath bungalow offers estate-like curb appeal with its manicured hedges, elegant brick horseshoe driveway, and timeless charm. Step inside and be amazed by the spacious layout, highlighted by a stunning rear addition, a sun-drenched living room featuring three large windows, four skylights, and a walk-out to a private deck and stone patio through sliding glass doors. Perfect for entertaining or quiet mornings with a coffee, this bright and airy space brings the outdoors in. The converted garage library offers a cozy and inspiring retreat, ideal for reading, working from home, or simply relaxing in a space that's uniquely yours. A generous formal dining room provides room for large gatherings and special occasions, while the thoughtfully laid-out kitchen connects effortlessly to the main living areas. Downstairs, a separate 1-bedroom basement suite with its own kitchen adds flexibility ideal for in-laws, guests, or potential rental income. With its elegant exterior, spacious interior, and beautiful landscaping, 44 Cliffside Drive truly feels like a private estate, just minutes from the Bluffs, parks, both TTC and GO transit as well as proximity to restaurants and shopping. Don't miss this opportunity to own a home that offers both character and versatility in a prime Toronto location. Buyer & Agent must confirm all measurements. THREE Fireplaces - Wood Stove - Wood Fireplace (no WETT Inspection) AND Gas Fireplace in Living Room.