Your Money Matters, Hire Experience 

you can Trust!

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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HOME VALUATION
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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

"Recently, when we sold our condo, Greg Flaherty was our agent. He went above and beyond to assist usRead MoreRead Less
"The Best Service Ever!! My Real Estate Broker, Greg Flaherty has handled two properties for me overRead MoreRead Less
"Greg and his associates did an outstanding job marketing and selling our properties for us, multiplRead MoreRead Less
"Greg recently helped us sell our old home and find our dream home! I can't say enough nice things abRead MoreRead Less
"I recently had the pleasure of working with Greg as my real estate agent, and I am extremely satisfiRead MoreRead Less
"I could not be happier with my experiences with Greg (two real estate transactions). Greg has an amaRead MoreRead Less
"Greg is an exceptional Broker with years of experience that have provided him the opportunity to negRead MoreRead Less
"Greg is a knowledgeable, efficient, savvy realtor who knows how to strategize every aspect of the trRead MoreRead Less
"Greg Flaherty, is one of a kind real estate agent. He is humble, very knowledgeable, listens well tRead MoreRead Less
"Greg did a great job selling my condo quickly and at a fair price. He is very good at listening and Read MoreRead Less