Investors rely on insights concerning the question how successful their investments are performing. In a market with a low degree of liquidity and huge investment slices, this will be of outstanding importance. There are some existing models which are serving this purpose. This investigation grabs a quote from the prominent writers Brown and Matysiak, who state, that the property market "tends to be deal driven with the emphasis on selecting individual properties. If we accept this finding we imply that "the deal" attributes a lot to overall investment success. As a consequence we have to ask how accurately we control the ongoing relationship of "the deal" and periodically passing income. This investigation assesses how common measures cope with that and what could be done to extend the repertoire of such measurements for more focus on the guiding deal-assumption. This work tests existing techniques in their ability to cope with a "deal driven" context.