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Luxury Real Estate Agent in San Diego, CA

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Greg Flaherty

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A Seasoned Real Estate Professional

Greg’s real estate journey is built on a foundation of trust, excellence, and client-first service. As a former owner and manager of a top-performing Re/Max office, he has overseen transactions for over 45 high-performing agents. His decision to sell his firm to Pacific Sotheby’s in 2017 allowed him to focus on his passion—helping clients achieve their real estate dreams. Greg has an MBA from the University of Southern California and a Bachelors degree from the University of San Diego. When not working, Greg enjoys spending time with his Family (4 kids and 2 Grandkids!), playing Tennis and practicing Martial Arts.

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In the Words of my Clients

Success Stories

"We loved our stay! This home has everything you need for a getaway and if you need help there is always someone that replies quickly. Can’t wait to return."
"We had an outstanding experience with Penny Realty. The home was absolutely beautiful, clean, and exactly as described. Communication was prompt, professional, and made the entire process seamless from booking to checkout. Everything exceeded our exp
"Thank You Joy C. Kane After managing a small rental house remotely myself for many years I tried a gazillion property management companies with complete disgust. Initially skeptical of Penny Realty, finally the property was assigned to Joy Kane. I'v
"If you're looking for a reliable property management company in San Diego, take a look at Penny Realty. I have been with Penny Realty since 2023, and have been happy with tenant placement, communication, and professional management. While I was out o

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The next step?

Not sure if now's the right time to buy or sell? Need a reliable contractor? I would love to get to know more about you and your needs!