The highly specialized flora of localities affected by former metal ore mining and metallurgy is endangered by succession or intentional afforestation all over Europe. Its last remnants therefore deserve our attention. We examined whether Scots pine encroaching on a heavy-metal grassland (Olkusz Zn-Pb mining area, S Poland) is outcompeting specialized herbaceous species, as has been observed elsewhere. Plant species composition and richness sampled at 124 plots were analysed in relation to pine stand parameters (canopy cover, stand age, stand basal area), abiotic environmental factors (e.g. soil properties) and spatial variables (e.g. plot coordinates). Plots were divided into three shading categories and compared in terms of vegetation and habitat parameters. Scots pine outcompeted several light-demanding species, leading to a decrease of total species richness and cover. Characteristic species of this grassland (Biscutella laevigata, Silene vulgaris) and some metal-tolerant plants were clearly insensitive to shading. For these early successional species, more important was the availability of microsites with shallow skeletal soil or bare subsoil. Tree stand parameters differently affected grassland vegetation: canopy cover caused primarily a compositional shift in the community, while stand age was the principal agent of decline in species richness. Scots pine increased the soil concentrations of available Ca and Mg, and negatively affected soil development (organic matter and mineral particle accumulation), which might be beneficial to some shade-tolerant grassland species. Maintaining the studied grassland’s present species richness and composition would require cutting woody plants less frequently than recommended for dry grasslands of non-metalliferous sites, and disturbing the soil surface.