The dairy industry uses clover and grass as fodder for cows. Accurate estimation of grass and clover biomass yield enables smart decisions in optimizing fertilization and seeding density, resulting in increased productivity and positive environmental impact. Grass and clover are usually planted together, since clover is a nitrogen-fixing plant that brings nutrients to the soil. Adjusting the right percentages of clover and grass in a field reduces the need for external fertilization. Existing approaches for estimating the grass-clover composition of a field are expensive and time consuming - random samples of the pasture are clipped and then the components are physically separated to weigh and calculate percentages of dry grass, clover and weeds in each sample. There is growing interest in developing novel deep learning based approaches to non-destructively extract pasture phenotype indicators and biomass yield predictions of different plant species from agricultural imagery collected from the field. Providing these indicators and predictions from images alone remains a significant challenge. Heavy occlusions in the dense mixture of grass, clover and weeds make it difficult to estimate each component accurately. Moreover, although supervised deep learning models perform well with large datasets, it is tedious to acquire large and diverse collections of field images with precise ground truth for different biomass yields. In this paper, we demonstrate that applying data augmentation and transfer learning is effective in predicting multi-target biomass percentages of different plant species, even with a small training dataset. The scheme proposed in this paper used a training set of only 261 images and provided predictions of biomass percentages of grass, clover, white clover, red clover, and weeds with mean absolute error of 6.77%, 6.92%, 6.21%, 6.89%, and 4.80% respectively.