387 Bobbin Head Road

Held by the same family for more than sixty years, this extraordinary 10,120sqm estate represents one of the rarest opportunities to emerge on Sydney's Upper North Shore in a generation. One of only a handful of private landholdings of this scale remaining within the region, it offers something increasingly impossible to secure - over a hectare of predominantly usable land, complete privacy, and a lifestyle that feels worlds away from the city while remaining remarkably connected to it. Set amongst established gardens, sweeping lawns and native bushland, the estate unfolds as a private sanctuary where space, tranquillity and possibility define everyday life. Birds move through the canopy, wildlife wander the grounds, and every outlook reinforces the sense of seclusion that makes properties of this calibre so tightly held. Positioned at its heart is a substantial homestead residence combining enduring craftsmanship with timeless character. Constructed of double brick and incorporating original sandstock bricks - some still bearing their original colonial markings - the home reflects a rich history and level of quality unable to be replicated today. Grand living and entertaining spaces spill toward deep wraparound verandahs and expansive outdoor terraces overlooking the grounds. Multiple formal and informal living areas, a dedicated music room, private home office and four-bedroom accommodation provide flexibility for both large-scale entertaining and everyday family living. Beyond its exceptional lifestyle appeal, the scale of the estate presents extraordinary possibilities. Enjoy it as an established family sanctuary, enhance it with professional pursuits, recreational amenities, create an exceptional equestrian lifestyle, or explore future opportunities subject to approval. A once-in-a-generation opportunity to secure one of Sydney's most significant private lifestyle estates. Please register if you plan on attending an open inspection. Ensure your attendance can be accommodated by submitting an enquiry, or SMS Mina Zakhary on 0448 301 339. Residence Features Grand elegant entry vestibule creating an impressive arrival experience Predominantly double brick construction incorporating original colonial sandstock bricks with preserved historic markings Decorative high ceilings throughout Immense formal lounge anchored by a marble fireplace with Jetmaster insert Dedicated music room designed for entertaining and family gatherings Banquet-sized formal dining room ideal for large-scale entertaining Multiple formal and informal living environments Private home office / study accommodation Open-plan family and dining areas flowing directly onto deep wraparound verandahs Four generous bedrooms designed for family living and guest accommodation Grand primary master retreat featuring walk-in wardrobe and oversized spa ensuite Second master suite featuring walk-in wardrobe and ensuite bathroom Three additional bedrooms with built-in robes Italian porcelain tiled bathrooms Large kitchen featuring Corian benchtops and extensive cabinetry Ducted air conditioning throughout Security system installed throughout Estate features Extraordinary 10,120sqm private estate landholding One of the Upper North Shore's rare acreage-scale offerings Privately positioned well back from the street for exceptional seclusion Circular driveway with dual street access creating a true estate-style arrival Deep wraparound verandahs embracing the residence Elevated outlook across the grounds including north-facing aspects Large covered entertainer's terrace designed for large-scale entertaining Established gardens, sweeping lawns and park-like surrounds Double lock-up garage with integrated workbench and storage Extensive additional vehicle accommodation ideal for guests, recreational vehicles or collections Exceptional privacy, scale and flexibility Potential for pool, tennis court, equestrian facilities, guest accommodation, wellness spaces or luxury recreational amenities (STCA) Lifestyle & Location Approx. 160m to bus services connecting to North Turramurra Village, transport hubs and Sydney CBD Approx. 450m to Ku-ring-gai High School Approx. 500m to Lady Davidson Private Hospital Approx. 650m to Curagul Fields Approx. 750m to Bobbin Head walking trails and national park access Approx. 1km to North Turramurra Golf Course Approx. 2.1km to village shopping, cafes and everyday conveniences Approx. 2.3km to Turramurra North Public School Minutes to championship golf courses and premium shopping precincts Convenient access to elite schooling including Brigidine College, Sydney Grammar, Knox Grammar, Abbotsleigh and Pymble Ladies' College Approx. 7km to boating, waterfront dining and marina facilities at Bobbin Head Approximately 35 minutes to Sydney CBD Permitted uses (STCA) Certain home business activities may be permitted without requiring development consent, subject to compliance with the State Environmental Planning Policy (Exempt and Complying Development Codes) 2008. Buyers should make their own enquiries with Ku-ring-gai Council and seek independent planning advice regarding their proposed use.