James Haywood

Director, Residential Sales

About James

A Partner and senior agent at Cunninghams, James Haywood is a trusted leader in the local real estate industry. With more than 18 years experience, James was recently ranked among other leading agents in the prestigious REB Top 100 for  2021 and 2020. He was also the 2021 & 2023 ARERA NSW Agent of the Year.

Prior to his success at Cunninghams, James ran and owned a highly successful property development business where he bought, developed and sold residential, commercial, retail and land subdivision projects ranging from $2 million to $70 million. James’ diverse and wide spanning industry experience, alongside his wealth of property knowledge gained throughout his career, ensures that he and his team are able to provide his clients with exceptional service and results.

Forging a successful partnership with Anita Wildash, this dynamic duo and their amazing support team deliver time after time for their clients at a level well above expectations. Their combined experience, energy and high level communication style make them a formidable and highly regarded team. Clients have praised their communication skills, keeping them informed throughout the buying and selling processes with a natural ability to reach out to target markets and regularly exceed client expectations.


James has been a local for over 25 years and calls Freshwater home. With a passion for our local area, a love of surfing with his four boys and training at the beach, James is a well-known friendly face on the Northern Beaches.

REB Top 100 Agents, 2021
REB Top 100 Agents, 2020
2021 ARERA NSW Agent of the Year
2023 ARERA NSW Agent of the Year

James' Team

Anita Wildash

Anita Wildash

Residential Sales

0411 147 796 02 9430 9427 anita@cunninghamsre.com.au
Jacob Beton

Jacob Beton

Residential Sales

0487 597 062 02 9430 9456 jacob@cunninghamsre.com.au

James' Listings

James' Latest News

Meet the locals | Sammy Morton, Morton Interiors

Meet the locals | Sammy Morton, Morton Interiors

Sammy Morton is Principal Designer at Morton Interiors, Sammy works closely with her clients to create residential spaces that reflect their unique personalities and fit around their individual lifestyles. Currently...