Toxicity, antioxidant activity, and biological functionality of Korean black raspberry wine (KBRW) extracts on human ARPE-19 and HepG2 cells were determined using MTT and lipid/malonaldehyde (MA) assays and reverse transcription polymerase chain reaction (RT-PCR) as well as anti-obesity effect of KBRW extracts on various cancer cells. All samples inhibited MA formation by 38.0–88.0%. Bokbunja and Sanmaesu exerted greater inhibitory effect than other wines. Both cell lines were each treated with KBRW for 24 h, and viability was measured by MTT assay. No toxicity was found, even at 500 μg/mL. Changes in gene expression for CYP7A1, low-density-lipoprotein receptor (LDL) receptor, 3-hydrozy-3-methylglutaryl-CoA (HMG-CoA) reductase, and vescular endothelial growth factor (VEGF) were assessed by semiquantitative RT-PCR. CYP7A1 and LDL receptor expressions in ARPE-19 cells were elevated, whereas HMG CoA reductase expression was decreased by Bokbunja and Sanmaesu. Expression of VEGF was decreased by Bokbunja but elevated by Sanmaesu. In HepG2 cells, gene expression was similar after Bokbunja and Sanmaesu treatments. CYP7A1 and HMG CoA expressions were elevated. LDL receptor expression was increased by Bokbunja but decreased by Sanmaesu. Bokbunja and Sanmaesu inhibited VEGF expression but elevated those of CYP7A1 and HMG CoA reductase. Bokbunja and Sanmaesu displayed anti-cholesterol effects that could be attributed to increased gene expression in CYP7A1 and HMG CoA reductase.