“We pride ourselves on the fact that you won’t see a bunch of post it notes or flyers taped to the walls in our communities. Every room has to look and feel like a home, common areas need to maintain an appearance like a higher-end hotel, amenities need to look like what you’d find in a higher-end condo, NOT a nursing home or institutional environment.”

– Greg Iglehart, Principal, Bayshore Retirement Living


Greg Iglehart

A founding Principal of Bayshore Retirement Living, Greg Iglehart has been engaged in the real estate development and construction business since 1989, having developed over 6,000 multifamily residential rental units in 25 communities throughout Florida.

From 1989 through 1998, Greg worked at Trammell Crow Residential and managed the development of 13 communities consisting of over 3,000 apartment homes valued at over $300 million. In addition, as Division Partner, he led the South Florida region, which employed over 400 people in development, construction, brokerage, and property management operations. After Greg and his partners sold the division to a publicly held company, Gables Residential, Greg stayed on as Senior Vice President of Development and Construction until forming his own company, GWI Investments, in 2004.

GWI Investments is a real estate investment and development company specializing in the development of multifamily residential communities in Florida. GWI Investments has developed over $50 million in real estate in the past several years, principally in senior housing in partnership with Thilo Best. This partnership led to the formation of Bayshore Retirement Living, which is solely focused on the opportunistic development and ownership of senior housing communities.

Prior to entering the real estate industry in 1989, Greg worked for four years at IBM as a systems engineer.

Greg has been very engaged in community activity over the years. He currently is on the Board of Visitors for Vanderbilt University School of Engineering; serves on the Advisory Board of the First Tee of Tampa Bay; was the past Chairman of the Board of Trustees of Berkeley Preparatory School where he served as a trustee for 11 years; served as a Mayoral appointee to the Tampa Economic Development Committee; is a former member of the Tampa Metropolitan YMCA Governing Board; and is a member of the Society of International Business Fellows as well as the Tampa Chapter of the America Enterprise Institute.

Greg attended Vanderbilt University, graduating Summa Cum Laude with a bachelor degree in mechanical engineering, and obtained his M.B.A. from Stanford University.