Chestertons Global Expands Into Eight New Markets

The firm added international partners and appointed three senior leaders to drive its global expansion strategy.

Updated on Oct. 27, 2026 in Real Estate — General

Modern glass and steel architectural facade showing sharp geometric lines and soft morning light reflection.
Chestertons Global has expanded its footprint into eight new international markets, bolstered by three strategic senior executive appointments to support growth. AI Illustration. Upload story photo >

Live Poll

Do you trust global real estate networks to provide better service than local independent agencies?

Chestertons Global has expanded its international footprint by adding partners in eight new markets over the past year. The firm also bolstered its leadership team with three key executive appointments to support this growth.

Why it matters

These strategic moves are designed to accelerate the firm's international network growth and improve its ability to handle cross-border real estate transactions. The expansion aims to broaden the company's presence across diverse regions including the Caribbean and the Middle East.

The firm successfully onboarded partners in eight new global markets including Costa Rica, St Vincent and the Grenadines, and Bahrain. New leadership appointments include three senior executives with extensive experience from firms like Savills.

The players

Alasdair Hedley

He joined the company in October 2026 to serve as the chief of strategy and global expansion.

John Stevens

He was appointed as the CEO of Chestertons MENA in March 2026 and possesses 30 years of real estate experience.

Ramzi Darwish

He joined as the CEO and country head for Saudi Arabia, bringing 12 years of tenure from his previous role at Savills.

Cory McNally

He became the global expansion director in February 2026 after a 16-year tenure with the UK business.

The details

Chestertons is also investing in technology to streamline operations, including a new lead portal for affiliates and a trial of the DEXA AI property assistant from DevsSpace. A new global website is scheduled to launch in late 2026, with a cross-border referral platform slated for 2027.

Timeline

  1. February 2026: Cory McNally was promoted to global expansion director.

  2. March 2026: John Stevens was appointed as CEO of Chestertons MENA.

  3. July 2026: MOD Realty joined the Chestertons network.

  4. September 2026: Luxury Lane Realty received an exclusive licence in Costa Rica.

  5. October 2026: Alasdair Hedley joined the company as chief of strategy and global expansion.

Culture Shift

The firm is participating in the wider industry shift toward digital-first brokerage operations by testing the DEXA AI property assistant. This move aligns with a broader societal push for rapid, automated property inquiry handling across international real estate markets.

Clients in these new markets can now expect standardized service through the updated international referral network. Prospective buyers may soon interact with the new AI-driven property assistant for faster response times on inquiries.

The takeaway

The expansion signals a strategic focus on cross-border coordination supported by new leadership and digital tools. Consumers should expect more integrated global service options as these technology platforms and networks mature over the next year.

What happens next

A new global website is scheduled for release in Q4 2026, followed by the planned rollout of a dedicated cross-border referral platform in 2027.

Further reading

For more on international property trends, visit the Real Estate — General section.

Source note: This article includes information reported by Property Investor Today.

Live Poll

Do you trust global real estate networks to provide better service than local independent agencies?