25-27 John Street, Woollahra, NSW 2025

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House
Type
4
Bedrooms
3
Bathrooms
2
Parkings

Published on Thursday, August 20, 2026 ( See property details for 25-27 John Street, Woollahra, NSW 2025)

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

A stunning heritage double-fronted Victorian Italianate residence in Woollahra offering luxurious living, versatile studio accommodation, and prime proximity to parks and village amenities.

🏡 Property Highlights

  • Heritage-listed double-fronted Victorian Italianate terraces with authentic character
  • Spacious interiors featuring soaring 5.1m high ceilings and terracotta flooring
  • Private Mediterranean courtyard with plunge pool and Tuscan-style ambiance
  • Self-contained studio with rooftop terrace and private entry, offering versatile living options
  • Prime location just 200m from Queen Street village and one street from Centennial Park
  • Automatic double garage with rear access via Dwyer Lane

✨ Key Features

  • Balcony
  • Built-in Robes
  • Outdoor Area
  • Open-Plan Living
  • Waterfront / Views
  • Garage / Secure Parking
  • Outdoor Area / Balcony
  • Internal Laundry
  • Home Office / Study
  • Ensuite

Woollahra is a prestigious suburb renowned for its heritage architecture, lush parks, vibrant village atmosphere, and excellent schools. Its proximity to Centennial Park offers residents outdoor recreation and scenic beauty, while Queen Street provides boutique shopping and fine dining. The area combines historic charm with modern luxury, making it highly sought after for families and professionals alike.

What are the key architectural features of this heritage residence?
This property features twin historic facades, soaring double-height ceilings, terracotta flooring, and a Mediterranean courtyard, blending heritage charm with modern design.
Does the property include outdoor entertaining spaces?
Yes, it offers a sunlit courtyard with a plunge pool, an entertainer's terrace, and a rooftop terrace for versatile outdoor living.
Is there a self-contained accommodation option?
Yes, the property includes a self-contained studio with a private entry and rooftop terrace, suitable for guests or additional living space.
What is the layout of the bedrooms and master suite?
The home has three large bedrooms with built-in robes, two opening to a north-facing balcony, and a secluded upper-level master retreat with a Juliet balcony and integrated study.
What amenities are nearby?
The property is just 200m from Queen Street village, close to Centennial Park, Woollahra Public School, and local shops, cafes, and parks.
Are there any existing or past issues with the property's heritage status or restrictions on renovations? What are the ongoing maintenance costs associated with the heritage features and courtyard pool? Are there any planning or development restrictions in the surrounding area that could impact future modifications? Is the property flood or bushfire risk assessed, and are there any relevant safety measures in place? Are there any easements, covenants, or zoning restrictions affecting the use or development of the property? Has the property been inspected for structural issues or heritage compliance defects? Are there any upcoming council or community plans that could affect the neighborhood or property value? What are the strata or community title considerations, if applicable, and associated costs? Is there any ongoing construction or planned development nearby that could impact privacy or noise levels? Are there any hidden costs related to the maintenance of the historic features or outdoor areas?

25-27 John Street, Woollahra, NSW 2025 - More Details

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Two adjoining Victorian Italianate terraces unite to create one of Woollahra's most extraordinary homes, a landmark double-fronted residence where heritage grandeur meets bold design. Offered for the first time in 35 years and set on 316sqm approx, the unique home preserves the authentic rhythm of the streetscape through its twin historic facades while unfolding internally as a breathtaking composition of volume, light and space. Soaring double-height ceilings amplify the drama of the living and entertaining areas, with terracotta flooring flowing seamlessly to a sun-drenched Mediterranean courtyard, where high walls, sculptural greenery and a plunge pool create the ambience of a private Italian retreat. The exceptional accommodation includes three large bedrooms, two opening to a north-facing balcony, and a secluded upper-level master retreat with a romantic Juliet balcony. A self-contained studio with private entry and rooftop terrace adds remarkable versatility, while rear access via Dwyer Lane leads to an automatic double garage. One street back from Centennial Park and footsteps from Queen Street village, this remarkable home brings scale, soul and architectural impact to one of Woollahra's finest addresses.

- Private dual access 316sqm approx
- North-facing with double frontage
- 3 large bedrooms with built-in robes
- Self-contained studio suite/4th bedroom
- Huge master suite integrated study
- Sunlit interiors, warm terracotta floors
- Spacious dining room and a home office
- Living with soaring 5.1m high ceilings
- European-appointed island kitchen
- French doors to a Tuscan-style courtyard
- Entertainer's terrace and a plunge pool
- Studio with a roof terrace (private entry)
- 3 bathrooms, powder room and laundry
- Auto double lock-up garage via Dwyer Lane
- The first time offered for sale in 35 years
- Woollahra Public School catchment area
- 200m to Queen St, stroll to Centennial Park
Type
House
Bedrooms
4
Bathrooms
3
Parkings
2

Inspections times

  • Inspection Sat 22 Aug 11:00 am

    Saturday 22 August
    11:00 am - 11:30 am
  • Inspection Thu 27 Aug 11:00 am

    Thursday 27 August
    11:00 am - 11:30 am
  • Inspection Sat 29 Aug 11:00 am

    Saturday 29 August
    11:00 am - 11:30 am
  • Inspection Thu 3 Sep 11:00 am

    Thursday 3 September
    11:00 am - 11:30 am
  • Inspection Sat 5 Sep 11:00 am

    Saturday 5 September
    11:00 am - 11:30 am

Auctions

  • 25-27 John Street, Woollahra, NSW 2025

    Saturday 12 September
    11:30 am
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