The objective of this study was to identify the predictors of postoperative voiding dysfunction in women following extensive vaginal pelvic reconstructive surgery. We enrolled 1,425 women who had pelvic organ prolapse of POP-Q stage III or IV and had undergone vaginal pelvic reconstructive surgery with or without transvaginal mesh insertion from January 2006 to December 2014. All subjects were required to complete a 72-h voiding diary, and the IIQ-7, UDI-6, POPDI-6 and PISQ-12 questionnaires. Urodynamic study was performed preoperatively and postoperatively. Of the 1,425 women, 54 were excluded due to incomplete data, and 1,017 of the remaining 1,371 (74.2%) had transvaginal mesh surgery and 247 (18%) had concurrent midurethral sling insertion. Of 380 women (27.7%) with preoperative voiding dysfunction, 37 (9.7%) continued to have voiding dysfunction postoperatively. Of the remaining 991 women (72.3%) with normal preoperative voiding function, 11 (1.1%) developed de novo voiding dysfunction postoperatively. The overall incidence of postoperative voiding dysfunction was 3.5% (48/1,371). Those with concurrent midurethral sling insertion were at higher risk of developing voiding dysfunction postoperatively (OR 3.12, 95% CI 1.79 - 5.46, p < 0.001). Diabetes mellitus, preoperative detrusor pressure at maximal flow (Dmax) <10cmH2O and postvoid residual volume ≥200ml were significant risk factors for the development of postoperative voiding dysfunction (OR 3.07, 1.84 and 2.15, respectively; 95% CI 1.69 - 5.60, 1.39 - 2.91 and 1.10 - 3.21, respectively). Diabetes mellitus, concurrent midurethral sling insertion, preoperative Dmax <10 cmH2O and postvoid residual volume ≥200ml in patients with advanced pelvic organ prolapse were risk factors for the development of postoperative voiding dysfunction after vaginal pelvic reconstructive surgery. Therefore, counseling is worthwhile before considering vaginal pelvic reconstructive surgery.