A cross-over stroller kit is provided. The kit has a main frame assembly to receive at least one child seat assembly. The main frame assembly has a rear wheelbase and an upper attachment feature adapted to receive a lower attachment feature provided on first and second front-end frame assemblies. The first front-end frame assembly has two front wheels and the lower attachment feature adapted to mate with the upper attachment feature to define a city-mode stroller having four wheels. The second front-end frame assembly has a single front wheel and a second lower attachment feature adapted to mate with the upper attachment feature to define a sport-mode stroller having three wheels.