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About

Toby Silk is the Managing Director and Licensee-in-Charge at Pentagon Property. With 15+ years’ experience across Sydney and NSW, he specialises in commercial real estate, development sites, apartment blocks and specialised property sales (including childcare, service stations and medical/essential-service assets). Toby blends straight-talking advice with deep planning insight—LEPs/DCPs, NSW Low–Mid Rise reforms and TOD corridors—to unlock highest-and-best-use value before going to market. Known for precise pricing, disciplined campaigns (off-market, EOI or auction) and transparent reporting, he brings qualified buyers—active developers, family offices and syndicates—to the table and negotiates terms that stick. Hands-on from appraisal to settlement, Toby coordinates yield/scheme testing, marketing and due diligence to maintain momentum and protect price. Owners seeking clarity on timing, strategy or feasibility value his practical, results-focused guidance and track record of complex transactions. Shape your future with Pentagon Property.