Meet Michael O'Reilly

Realtor® · Broker Associate

Downing-Frye Realty, Inc. · Founder, OS Florida Group

Michael O'Reilly is a Broker Associate with Downing-Frye Realty, Inc. and founder of the OS Florida Group. A licensed broker associate, he brings over 20 years of luxury real estate experience to every client he serves in Southwest Florida.

A lifelong passion

Real estate has been in his blood since childhood — some of his fondest memories are walking construction job sites with his dad and touring new-build homes with his mom. That early passion grew into a career spanning architecture and design, construction, finance, and negotiation.

“Nothing beats visiting clients a month or two after closing and seeing the happiness their new home brings them. Most clients become lasting friends — and that's exactly why he does what he does.”

Working under the OS Florida Group banner, Michael personally guides every client from first showing to closing day. He loves introducing newcomers to Southwest Florida — reach out and he'll happily show you around.

Credentials

• ✓Realtor® — member, National Association of Realtors
• ✓Broker Associate, Downing-Frye Realty, Inc.
• ✓20+ years in luxury real estate across Southwest Florida and Southern California
• ✓Over $200 million in closed transactions
• ✓Former Westside Los Angeles broker specializing in architecturally significant and luxury properties
• ✓Naples family roots since 1993; full-time Naples resident for over 15 years

Areas of expertise

For investors

Michael has deep experience working with long-term investors on strategies to assemble portfolios of attractive properties — get in touch to discuss investing in Southwest Florida real estate.