An apparatus, method and program product to provide an online marketplace to enable real estate sellers, passive, real estate investors, and master lessees and sponsors of TIC transactions to contract regarding fractional and other real estate interests, including TIC property, remainder interest, estate for years, subordinated fee interest and sale-leaseback scenarios. Property investment, financing, management, TIC-owned and TIC sponsor profiles are automatically matched to queries to determine potential contracting entities. Transactions initially focus on real estate-secured income streams, rather than property addresses and specifics, to allow sellers and buyers and master lessees to contract without initial regard to actual property location or ability to independently circle funds.