Osteoporosis, a n age related bone disorder, is a m ajor health concern in the United States and worldwide. M o s t of the current techniques to m o n i t o r bone condit i o n use bone m a s s measurements. However, bone mass measurements do n o t completely describe the mechan i s m s to distinguish between osteoporotic and normal subjects. Structural parameters such as trabecular connectivity have been proposed as features f o r assessing bone conditions. As such, structure can be seen as a n important feature in assessing bone condition. In this article, the trabecular structure is characterized with the aid of the fractal dimension. Existent fractal dim e n s i o n estimation approaches assume the image to be a R a c t i o n a l Brownian M o t i o n process. Also, these methods fail w h e n applied t o small image samples. A new approach, Continuous Alternating Sequential Filt e r pyramid (CASF) based fractal dimension estimat i o n is presented. This approach assumes only the s e g similarity property of fractals, and is applicable to small image sizes, as such it is less constrained. Experimental results demonstrate the eficacy of the fractal dimension model in discriminating normal f r o m osteoporosis cases. T h e methodology was employed o n animal models of osteoporosis and o n h u m a n data.