Caleb Jessup

Personal Background

Caleb is an Eastside area native, having been born in Kirkland and raised in Bothell. The local Inglemoor Alum stayed in state for college and graduated with a communications degree from Western Washington University where he became an All-American student athlete. Before jumping "ALL IN" to real estate, Caleb spent time in the tech industry helping build and scale one of the fastest growing marketing startups in the Pacific Northwest. Caleb now lives his best life on the Northend of Lake Washington in Brier with his wife Jennifer and FOUR energetic children Cason, Everlee, Canon, and Crew.

Committed to Greatness

Through his extensive knowledge, expertise, and thorough understanding of the trends throughout the Greater Seattle/Eastside real estate market, Caleb is committed to providing his clients with an impressive real estate experience. As a Seattle suburb native, he is very connected with its distinct communities, and it is his joy to share his insights into the region. He is highly skilled in the Acquisition and Marketing of residential properties. In helping his clients sell a property or find the right home; Caleb clearly distinguishes himself with proven results. Appreciated for his thoughtful guidance and vision, Caleb takes pride in educating and advising his clients with an informed assessment of the current real estate market along with long term strategies for wealth building. Caleb’s clients trust in his integrity and value his timely guidance and expertise in addressing all aspects of the transaction with professional competence.

Power of the Brand

The Windermere commitment to client-centered-service and giving back to the community are values that he wholeheartedly embraces. Additionally, Caleb is proud to play a significant role at the Windermere Northeast office, which is considered to be one of the best producing offices in the market.