Tucked discreetly behind Yonge Street, 18 Gloucester Lane is a rare property of understated distinction – a laneway address that quietly carries both architectural integrity and cultural presence. Built in 1912 and thoughtfully modernized, this five storey buff brick building remains one of Toronto’s most evocative landmarks, offering discretion, provenance and unmatched centrality. Behind its timeless façade lies over 9,700 sq ft of space, scaled and grounded by heritage character – arched windows, exposed brick and beam, and expansive industrial proportions. For over four decades, this building was the creative home base for Norman Jewison – one of Canada’s most internationally acclaimed filmmakers. From within these walls, major cinematic works were developed, produced, and edited. The building became an engine of cinematic output that blended Hollywood calibre with Canadian sensibility. A rare convergence of character and opportunity, the building is fully leased to professional tenants across the lower four floors, functioning seamlessly as a boutique investment property. But the essence of the building reveals itself above – a private fifth floor penthouse residence layered with cinematic soul and vintage warmth. Natural light animates the custom millwork, exposed walls and beams. Large windows frame views of Norman Jewison Park, while a dramatic herringbone brick fireplace anchors the central salon. And a concealed staircase leads to a tranquil primary suite above – a true pied-a-terre, offering intimacy in the heart of the city. Positioned within the Historic Yonge Street Heritage Conservation District, the building presents an opportunity to steward a legacy of meaningful heritage and cultural significance. Its scale, discretion, and location invite more possibilities: continue as a boutique investment property, adapt to a private family office or foundation, a design studio or gallery, or reimagine it as a fully integrated live/work residence.