Paddington terrace with double parking secured for upsizer

PADDINGTON | BUDGET $4M

1 July

Written By Billy Gleeson – Founder & Director

▉ REGION: INNER CITY / PADDINGTON
▉ CLIENT: LOCAL UPSIZER
▉ BUDGET: $4M

5m wide Paddington terrace secured for local upsizing family

Background

Our client was a local Paddington resident looking to upsize within the suburb. Their brief was focused on securing a higher-quality home that offered more space and improved amenity, while remaining close to established community ties, lifestyle amenities, and familiar streets.
They were highly selective, with a preference for a property that felt like a long-term step up rather than a short-term move.

Strategy

Given the client’s strong local knowledge, our role was to provide clear market context, access to suitable opportunities, and objective guidance on value. We focused on tightly held homes within Paddington that offered superior layout, privacy, and owner-occupier appeal.

Once 68D Caledonia Street was identified, we undertook detailed due diligence, including comparable sales analysis within Paddington and an assessment of buyer depth in this price bracket. This allowed us to establish a defined value range and implement a disciplined negotiation strategy.

Challenges

Upsizing within the same suburb can be challenging due to limited supply and strong emotional attachment to location. Quality stock in Paddington at this level attracts experienced buyers, making negotiations competitive and pricing sensitive. The challenge was to secure the right property without paying a premium driven by scarcity or emotion.

Outcome

Through a structured and measured negotiation process, we secured the property for $4 million, aligning with our assessment of market value. The purchase allowed the client to upgrade their home while remaining within their preferred Paddington pocket.

Our client successfully transitioned to a higher-quality long-term residence with confidence in both the acquisition process and the price paid.

Inner East

Billy Gleeson – Founder & Director

A Lower North Shore resident of over 20 years, Billy Gleeson is considered one of the Sydney’ pre-eminent and most respected buyers agents, bringing a passion and energy for real estate to Webb & Gleeson Buyers Agency.

With more than 6 years experience in the Sydney real estate market, Billy has facilitated the purchase of some of the city’s most prestigious homes, including a $20m estate in the Lower North Shore and $17.4m architectural residence in Mosman.