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268 Old South Head Road, Watsons Bay, NSW 2030 For Sale
268 Old South Head Road, Watsons Bay, NSW 2030 268 Old South Head Road, Watsons Bay, NSW 2030-Image 268 Old South Head Road, Watsons Bay, NSW 2030-Image 268 Old South Head Road, Watsons Bay, NSW 2030-Image 268 Old South Head Road, Watsons Bay, NSW 2030-Image 268 Old South Head Road, Watsons Bay, NSW 2030-Image 268 Old South Head Road, Watsons Bay, NSW 2030-Image 268 Old South Head Road, Watsons Bay, NSW 2030-Image 268 Old South Head Road, Watsons Bay, NSW 2030-Image 268 Old South Head Road, Watsons Bay, NSW 2030-Image 268 Old South Head Road, Watsons Bay, NSW 2030-Image 268 Old South Head Road, Watsons Bay, NSW 2030-Image 268 Old South Head Road, Watsons Bay, NSW 2030-Image 268 Old South Head Road, Watsons Bay, NSW 2030-Image 268 Old South Head Road, Watsons Bay, NSW 2030-Image 268 Old South Head Road, Watsons Bay, NSW 2030-Image 268 Old South Head Road, Watsons Bay, NSW 2030-Image 268 Old South Head Road, Watsons Bay, NSW 2030-Floorplan

268 Old South Head Road, Watsons Bay, NSW 2030

Expressions of Interest

House
Type
6
Bedrooms
2
Bathrooms
2
Parkings

Published on Friday, October 02, 2026 ( See property details for 268 Old South Head Road, Watsons Bay, NSW 2030)

Expressions of Interest

Open on Saturday 10 October 10:00 am | View All

  • AI-generated summary for guidance only. We can’t guarantee accuracy -please verify all details independently before deciding.

A rare opportunity to acquire a substantial landholding in Watsons Bay with dual residences, offering endless potential to create a bespoke coastal retreat.

🏡 Property Highlights

  • Substantial combined landholding in Watsons Bay
  • Two residences offered together, providing versatile options
  • Exceptional opportunity to create a bespoke dream home
  • Prime coastal position with stunning harbour and ocean views
  • Potential to reimagine and transform the existing site (STCA)
  • Close to beaches, harbour walks, cafés, and restaurants

✨ Key Features

  • Built-in Robes
  • Open-Plan Living
  • Outdoor Area
  • Waterfront / Views
  • Fully Fenced
  • Pet-Friendly
  • Garage / Secure Parking
  • Ceiling Fans
  • Security Screens / Gates
  • High energy efficiency
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268 Old South Head Road
Watsons Bay, NSW 2030
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Vertical aerial view — 268 Old South Head Road
268 Old South Head Road — Vertical Aerial  •  Watsons Bay, NSW 2030  •  Nearmap © 2026

Watsons Bay is a highly sought-after coastal suburb renowned for its stunning harbour views, pristine beaches, and vibrant café culture. Its relaxed seaside lifestyle is complemented by excellent connectivity to Sydney CBD and Bondi Junction. The area offers a unique blend of natural beauty and community charm, making it ideal for those seeking a premium coastal lifestyle. With its rich history and scenic walks, Watsons Bay remains one of Sydney’s most desirable locations for both living and investment.

What is the potential for redevelopment or renovation on this property?
The property offers scope to reimagine and transform the existing site into a bespoke residence, subject to the necessary approvals and council consents (STCA).
Are there any restrictions or covenants affecting the landholding?
Potential buyers should verify with local council regarding any restrictions, zoning, or covenants that may impact development or renovation plans.
What are the key features of the dual residences?
The property comprises two residences offering versatile living options, with potential to customize or renovate to suit personal preferences.
Is there scope for adding additional features like a pool or outdoor entertaining areas?
Yes, subject to council approval, there is potential to enhance the property with features such as a pool, outdoor entertaining areas, or other improvements.
What is the condition of the existing structures?
Details regarding the condition of the current structures are not specified; prospective buyers should conduct a thorough inspection.
Are there any planning or development restrictions that could affect my ability to reimagine or rebuild the property? What are the zoning regulations and are there any easements or covenants on the land? Are there any upcoming council or community plans that could impact the property or surrounding area? Has the property been affected by any environmental risks such as flooding or bushfire zones? Are there any hidden costs associated with the property, such as outstanding rates or levies? Is the property compliant with all local building codes and regulations? Are there any existing issues or defects with the structures that require attention? What are the planning approval timelines and processes for redevelopment? Is there any nearby construction or development activity that could impact the property’s value or lifestyle? Are there any restrictions on the use of the land or existing structures that I should be aware of?

268 Old South Head Road, Watsons Bay, NSW 2030 - More Details

Expressions of Interest

A rare opportunity to secure a generous landholding close to one of Sydney's most tightly held coastal villages. This duplex offered as two residences, presents an exciting opportunity to reimagine the site and create a truly special home in a remarkable harbour and coastal setting.

With generous land, a prized Watsons Bay address and the lifestyle on your doorstep, the property offers an exceptional foundation for those looking to create a bespoke residence tailored to their vision. Explore the potential to transform the existing site into a dream home that takes full advantage of its position, scale and surrounds, subject to the necessary approvals.

Just moments from pristine beaches, harbour and ocean walks, celebrated cafés and restaurants, with convenient connections to Bondi Junction and Sydney CBD, this is an opportunity defined by land, location and possibility.

* Substantial combined landholding
* Two residences offered together
* Exceptional opportunity to create a dream home
* Scope to reimagine and transform the existing site (STCA)
* Prized Watsons Bay coastal position
* Potential to create a bespoke residence tailored to your vision
* Moments from beaches, harbour and ocean walks
* Surrounded by celebrated cafés and restaurants
* Convenient access to Bondi Junction and Sydney CBD
Type
House
Bedrooms
6
Bathrooms
2
Parkings
2

Inspections times

  • Inspection Sat 10 Oct 10:00 am

    Saturday 10 October
    10:00 am - 10:30 am
    Add to calandar Remind Me

  • Inspection Wed 14 Oct 10:00 am

    Wednesday 14 October
    10:00 am - 10:30 am
    Add to calandar Remind Me

  • Inspection Sat 17 Oct 10:00 am

    Saturday 17 October
    10:00 am - 10:30 am
    Add to calandar Remind Me
Thank you for submitting your reminder request.

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