Florida scrub, a fire-maintained, xeromorphic shrubland, hosts many rare and declining species, but most scrub habitat has been lost to development and agriculture. Formerly cultivated sites offer an opportunity to restore Florida scrub. In this 23-year study, we test whether scrub species could be restored to an old field and whether scrub vegetation composition and structure could be reestablished over time. Scrub oaks were planted in a section of an old field in 1992 after the site was cleared and treated with herbicide. Additional oaks and other scrub species were planted in 1993. We determined survival and growth annually of a marked sample of scrub species. We sampled vegetation cover in two height strata annually on 10 permanent line-intercept transects in the old grove and on 20 transects in adjacent, intact scrub. Initial survival of Quercus geminata exceeded that of Q. chapmanii or Q. myrtifolia. Cover of scrub oaks greater than 0.5 m increased from 1.3% in 1992 to 65.2% in 2010. However, the vegetation structure of large Q. geminata did not resemble that of native scrub. Adaptive management led to cutting large oaks in the fall of 2010, and burning the site in early 2011. Cutting and burning appeared to stimulate sprouting and clonal spread of scrub oaks. Ordination analysis indicated directional change related to increasing scrub oak cover and time since planting but the old field still differed from intact scrub. Vegetation has developed toward scrub composition and structure but exotic grasses persist.