Francesco “Chess” Terranova is a valuable member of the Cutcliffe Properties team, bringing a can-do attitude, deep local knowledge, and a genuine passion for the Hills District. Chess has grown up in the area his entire life and still proudly calls it home today. Coming from a family of prominent property investors and local small business owners, real estate, relationships, and community have always been part of his world.
Since entering the industry in 2020, Chess quickly earned a reputation as one of the area’s young standout performers, setting a record sale in Glenorie within his first year in real estate. His success has been built on more than just strong results — it comes from his ability to connect with people, earn trust, and create long-term relationships that extend well beyond a transaction.
For Chess, real estate is all about the long game. His core foundation is building genuine trust, maintaining strong relationships, and creating a reputation as not only a high-performing operator, but more importantly, a good person people genuinely want in their corner. Clients value his honest communication, calm approach, and ability to make them feel informed, comfortable, and never pressured throughout the process.
Combining sharp negotiation skills with modern marketing strategies and strong technological expertise, Chess consistently delivers exceptional outcomes while ensuring every campaign receives maximum exposure. His energy, work ethic, and wise temperament continue to generate outstanding client reviews and repeat business across the Hills District.
Outside of real estate, Chess is deeply connected to the local lifestyle and community. Whether he’s playing soccer for the Castle Hill Rockets, golfing, running local routes, training at the gym, or spending time with his wife, dog, family, and friends, he genuinely lives and breathes the Hills lifestyle he proudly represents.
When he’s not enjoying its idyllic lifestyle himself, he takes great pride in helping others discover their own place in this beautiful part of the world.
Francesco Terranova's Listings





