Real Estate Agent
Connect the dots in Bob Pennypacker’s life and you’ll see quite an interesting journey extending from Northern California to Sweden, Norway, Japan, France, the Middle East, India, Nepal, Kenya, Brazil, Zanzibar, New York City and back to Healdsburg. He studied in some of these locales, lived and worked in others, and explored other destinations across the globe.
As a young man, Bob had the vision to combine his passions for travel and languages (he speaks Swedish and French, plus some German, Italian and Spanish) with architecture. “It is a global profession,” explains Bob. “Architecture was my ticket to travel.”

After earning a Master’s degree in the field of architecture from Columbia (with Honors), Bob’s vision became reality. Life and work took him around the world helping others realize their visions. He worked in Aurland, Norway in his first job, went on to help design airports in Saudi Arabia and beyond, new towns in Asia and consulted for Disney and Universal as they opened theme parks in France and Central Florida. His stellar career took him to exotic locales and mega projects spread across the globe.

Despite having worked and traveled around the world, Bob was eventually drawn back to California and settled less than 150 miles from where he was raised. He designed and built his own custom home in Healdsburg, and for several years, he has forged a stellar reputation as a Wine Country luxury real estate professional, for many of the same reasons he was successful in architecture. “My passion in architecture has always been houses, so in my real estate career, I’m in heaven,” says Bob. “I have found that being a REALTOR® is a natural extension of being an architect.”

When working with buyers looking for their wine country property, home or estate, Bob’s architectural background helps his appreciative clients envision a property’s true potential, both aesthetically and financially as an investment. For clients selling their home, estate or vineyard property, Bob uses state-of-the-art marketing tools, such as his cutting-edge use of video, to showcase and market properties. With Sotheby’s outstanding global reach, sellers can be assured their property will receive maximum exposure to all the right buyers.

But it’s Bob’s approach to life and business, evidenced in his tagline, Ahead of the Curve, that defines and drives his success in Wine Country luxury real estate. Bob’s forward thinking, proactive problem solving approach is similar to three dimensional chess. Clients appreciate having a dedicated and knowledgeable professional who can see two and three steps ahead and who approaches his work from an advocacy perspective, protecting their best interests at every step. For your home sale or purchase, stay Ahead of the Curve with Bob Pennypacker.


A lifetime of crafting the relationship between people and buildings
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Bob Pennypacker

  • DRE# 01846725
409 Healdsburg Ave
Healdsburg, California 95448 United States