Gayle Probst

Gayle Probst has been selling homes in the South Bay for 34 years. She works with sellers, buyers and investors and also assists with leasing. Gayle grew up in the Midwest and worked on Capitol Hill for a couple of years before relocating to California.

How would you describe the current South Bay market?

The current market is very tight, with limited inventory and cautious buyers. In this market, patience truly is a virtue. My clients know they will never feel pushed by me. Sellers rely on me to be honest about pricing, timing and improvements that may increase their home’s marketability. Buyers depend on me to help guide them through the entire transaction—from negotiations and inspections to all the decisions that must be made along the way. Honesty and clear communication are always at the heart of my approach.

Tell us about a real estate deal that taught you invaluable lessons.

My very first transaction taught me an important lesson. I represented both the buyer and the seller, and at first their goals seemed incompatible. During negotiations, I simply asked each of them what mattered most. Surprisingly, the seller’s main priority was not the final price; it was having a rent-back period so his family could finish building their new home. The buyer’s goal was that he simply wanted to “win.” Ha! Once I understood their motivations, the solution became clear. The seller received the rent-back he needed, the buyer got the price he wanted, and everyone finished the transaction happy. That experience taught me the importance of asking questions and truly listening.

What separates a smooth transaction from a stressful one?

Difficult transactions often arise from unrealistic expectations, heightened emotions, financial concerns, family disagreements or a lack of honesty. Most of these challenges can be resolved with clear communication, thoughtful guidance and sometimes a little extra patience and support.

Tell us about your family. 

I am the proud mother of two adult daughters, grandmother to five wonderful grandchildren, and fortunate to share a long and happy marriage with my best friend. I believe every day is something to be grateful for.

Photographed by Shane O’Donnell