Stephen Cheshire

With over 30 years of experience in real estate management, leasing, sales, and acquisitions, Stephen P. Cheshire has built a career on turning challenges into opportunities. He has overseen more than $15B in assets nationwide, working across commercial real estate, facilities, and single-family residences. Stephen’s journey started in his family’s real estate business, where he worked his way up from small cleanup tasks to managing large-scale remodels and complex leasing deals. His leadership is built on integrity, open communication, and leading by example—always doing the right thing, even when no one is watching. At CCREG, Stephen is passionate about helping business owners realize the power of property ownership, guiding them to stabilize costs, build wealth, and achieve financial freedom. He is also committed to mentoring the next generation of real estate professionals, ensuring long-term industry success. Beyond real estate, Stephen is deeply involved in his community, supporting charities and youth sports with his wife while teaching his children the importance of giving back. Whether in business or life, he believes in building strong foundations—both in properties and in people.

• Specialties
  Investment Sales Broker, Landlord Rep, Landlord Rep (Flex), Landlord Rep (Full Service), Landlord Rep (Industrial), Landlord Rep (Retail), Tenant Rep, Tenant Rep (Flex), Tenant Rep (Full Service), Tenant Rep (Industrial), Tenant Rep (Retail)
• Languages
  English
• Markets
  Inland Empire (California), Los Angeles, Orange County (California)
• Property Types
  Hospitality, Industrial, Office, Retail, Flex, SportsAndEntertainment, Specialty, Multifamily, Healthcare
• LinkedIn Profile
  Visit Site
• Websites
  OTHERLINKEDIN PROFILE
• Company Website
  Visit Site
• Education
  Concordia University Irvine