Penny Realty Sales, Greg Flaherty

San Diego Real Estate Agency

Meet Greg Flaherty, CEO / Broker

With over 30 years of experience in San Diego real estate, Greg specializes in selling, buying, and investing. Trust his expertise to help you achieve your real estate goals.

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A Legacy of

Real Estate Excellence

Greg started his Real Estate Career in 1990 when he obtained his Real Estate Brokers License. He joined a large firm selling Commercial & Industrial Real Estate. Within 3 years, Greg became one of the Top 5 producing Brokers in a large 100+ Agent Office.

In 1995, Greg acquired full ownership of Penny Realty, Inc. Penny Realty has been in business in San Diego since 1965, one of the longest tenured full-service real estate firms in San Diego County!

Today, over 30 years later, Greg remains the CEO and Broker of Record. Greg’s real estate journey has been built on a foundation of trust, excellence and client-first service. Reach out to Greg to get top shelf, expert service and achieve your Real Estate Dreams!

Get to know me
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Lifetime Sales Volume Over$630 Million in Real Estate Sold

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families served
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of Homes Sold for 98%+ of asking price
Over 30 combined

Years in the indsutry

unmatched

Industry Expertise

With an MBA from USC and specialized certifications in luxury home marketing and commercial investment real estate, Greg brings a strategic approach to real estate. Whether you’re a first-time homebuyer, a seasoned investor, or looking to sell your property at top value, Greg’s in-depth market knowledge and data-driven strategies ensure exceptional results.

His expertise in property valuation, return on investment analysis, and negotiation strategies set him apart in the industry. Greg provides personal, hands-on services, backed by his team of associates, to deliver optimal results for his clients.

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Comprehensive 

Real Estate Services

Whether you’re buying, selling, or investing, Greg is committed to delivering a smooth and rewarding experience. His meticulous approach to market analysis, skilled negotiation techniques, and deep knowledge of San Diego real estate trends ensure that every transaction is optimized for success. Greg’s ability to maximize property value and cash flow makes him the ideal partner for those looking to build long-term wealth through real estate.

Sellers

Sell A Home

Maximize your home’s value with strategic marketing, professional staging, and expert negotiation to secure the best deal.

Buyers

Buy A Home

Find your perfect home with expert guidance, exclusive listings, and a seamless buying experience tailored to your needs.

Explore

San diego

San Diego offers diverse neighborhoods, stunning coastal properties, and vibrant communities. Greg provides expert insights into the best areas to match your lifestyle and investment goals.

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Client Success Stories

Real Stories. Real Results.

Nothing speaks louder than the words of happy clients. Here’s what buyers, sellers, and investors have to say about working with us

"We had an outstanding experience with Penny Realty. The home was absolutely beautiful, clean, and exRead MoreRead Less
"Thank You Joy C. Kane After managing a small rental house remotely myself for many years I tried a gRead MoreRead Less
"If you're looking for a reliable property management company in San Diego, take a look at Penny RealRead MoreRead Less
"I was hesitant to leave a positive review out of fear our future availabilty may be restricted, but Read MoreRead Less
"Joy has been a really efficient handler of my property. Renewals, repairs, billings and tenant issueRead MoreRead Less
"Amazing place and amazing location. Had everything we needed and Hunter was super helpful with the wRead MoreRead Less
"Really love how well Penny Realty takes care of its clients. They have awesome properties as well."