Douglas Winfield

Legal Assistant

Doug Winfield is a Legal Assistant in our Private Client team, working closely with Jesamine Somerville on a wide range of estate and trust matters. He plays a key role in trust and estate accounting and taxation, alongside general estate and trust administration, bringing a strong analytical approach and a real eye for detail to his work.

 

Doug graduated from Bournemouth University in 2024 with a BSc in Economics, and his methodical, numbers‑driven mindset is matched by a calm, reliable presence within the team.

 

Outside the office, Doug is often found working on his Classic Mini or riding his trials bike. He enjoys taking on physical challenges, including having climbed the Three Peaks.

Heppenstalls’s Team

Heppenstalls Logo

Sarah L, ACILEx

Conveyancing Paralegal

Adam Smith, LLB (Hons)

Paralegal

Nathan Palmer

Nathan Palmer

Trainee Solicitor

Maria Page LLM

Trainee Solicitor

Alex Jennings

Alexandra Jennings, LLB (Hons) TEP

Solicitor & Notary Public | Managing Director

Olivia Hiscock LLB

Olivia Hiscock LLB

Licensed Conveyancer

Jenny Flaherty

Jenny Flaherty

Personal Assistant to Managing Director

Martha Demery

Receptionist

Anastasia Davenport LLM, MSc, LPC

Head of Property | Director

Roz Caldwell

Roz Caldwell

Court of Protection Specialist

Clarissa Ronchese

Clarissa Ronchese

Marketing Executive

Tracey Dobson

Tracey Dobson

Practice Manager | Director

Dagmara Sojko

Dagmara Sojko

Completions Clerk

Jesamine Somerville LLB (Hons)

Jesamine Somerville LLB (Hons)

Private Client Solicitor | Director

Latest News

September 29, 2026

Flying Freeholds: What are they and why do they matter?

September 24, 2026

Heppenstalls sponsors return of Ladies v Gents Challenge at New Milton Bowling Club

September 23, 2026

Do I Need a Grant of Probate?

September 9, 2026

The Risks of Unregulated Free and Online Wills: Is Saving Money Worth the Risk?

September 9, 2026

Inheriting Your Spouse’s ISA Allowance

September 9, 2026

Do beneficiaries have a right to see a Will?

September 2, 2026

Celebrating 25 Years of the New Forest Business Partnership

August 19, 2026

What Happens if a Survey Reveals Problems?

August 11, 2026

Heppenstalls takes on Mitchells in friendly bowls match

July 20, 2026

Five common myths about making a Will

June 25, 2026

A Client Guide to Stamp Duty

June 9, 2026

Who Does What? Roles of a Conveyancer, Estate Agent, Mortgage Broker and Surveyor

June 2, 2026

My Placement Year at Heppenstalls Solicitors

May 7, 2026

Attending the Bournemouth & District Law Society Annual Lunch 2026

May 7, 2026

Festive Success at Our Sip & Paint a Bauble Evening

May 7, 2026

Spreading Christmas Cheer to Our Sponsored Youth Football Team

May 7, 2026

Supporting the Community with Inheritance Tax Talks at New Milton Bowling Club

May 7, 2026

Spreading Easter Joy at Honeypot House