Finding the Right Fit Without Compromise

▉ REGION: LOWER NORTH SHORE

Downsizing Done Right

For many people, downsizing is more than just moving into a smaller home. It is about stepping into a new lifestyle, one with less maintenance, more comfort, and the freedom to enjoy the things that really matter. At Webb & Gleeson, we support our clients through this important transition in a way that feels thoughtful, clear and genuinely personal.

Recently, we worked with a lovely couple who had just sold their family estate in Wahroonga. After raising their children in a spacious, character-filled home surrounded by trees and memories, they felt it was time for a new chapter. Their children now lived on the Lower North Shore, and the couple wanted to be closer to them. They were ready for something simpler and easier to manage, but they still wanted a home that felt special.

They knew exactly what they did not want. They were not looking for an apartment or anything that felt cold or generic. What they had built over the years was full of soul and warmth, and they hoped their next home could offer the same feeling. Something with charm, a touch of history, and still a sense of space.

Their brief was clear. They wanted a home with light, a leafy outlook, a small but beautiful garden, and a layout that made daily life easy. It had to be private, peaceful and within walking distance of cafés, transport and the harbour.

Over several weeks, we explored many options. We showed them beautifully restored cottages, smart designer townhomes, and boutique residences tucked into quiet corners of the Lower North Shore. Every inspection gave them a better idea of what felt right, and we paid close attention to what they responded to most.

Then we were quietly told about a home in Kirribilli. It had not been listed publicly. From the moment we stepped through the gate, it felt different. The house had character and elegance. High ceilings, timber detailing, a sunny garden that felt like a mini estate. It was peaceful and full of light. We knew it was something special.

We arranged a private inspection the next day. Our clients took their time, soaking it all in. They could imagine their new life there — slow mornings on the verandah, weekend visits from the grandkids, and being able to walk to the ferry or grab a coffee just around the corner.

We moved quickly. We organised building and pest inspections, reviewed the contract, and helped shape a strong offer. But more than that, we shared our clients’ story with the owners. Why they were moving, what they loved about the home, and how much it meant to them. That part really mattered. The owners were downsizing too, and they wanted to pass the home on to someone who would truly appreciate it.

The offer was accepted quietly, before any other buyers were introduced. No open homes. No pressure. No stress. Just a respectful, smooth outcome for everyone.

Why Early Access Matters

In quieter markets, the best homes are often sold before the public ever sees them. These opportunities are rarely advertised. They are shared privately with people who are trusted and ready.

That is where we come in.

We give our clients access to homes most people never see. We give them the space and time to think clearly, act confidently and move forward without pressure. For downsizers, that kind of access makes all the difference.

If you are thinking about your next move and want a team who understands both the emotional and practical sides of downsizing, we would love to support you. It is not just about the next house. It is about making sure it feels right.