A method and system of enabling an investor to invest in real estate asset in exchange for periodic payments to the owner of the real estate asset includes : a) receiving from the investor criteria for investments in real estate assets, b) obtaining a plurality of applications from the owners of their real estate assets who desire to exchange an interest in potential future appreciation of their respective real estate assets for periodic payments from an investor, each of the applications including information pertaining to the respective owner and to its real estate asset, c) storing the investor criteria and the information pertaining to the owner and its real estate asset, d) reviewing the plurality of applications to determine whether the information in the applications matches the investor criteria, and e) for those of the plurality of applications having information that matches the investor criteria, facilitating each investor to enter into individual contracts with selected ones of the corresponding owners to exchange the periodic payments for an interest in said potential future appreciation of the corresponding real estate assets of selected owners.