Wheelchair drive boost apparatuses, drive assisted wheelchairs, and wheelchair drive boost systems are disclosed. A wheelchair drive boost apparatus includes a housing, a drive wheel including a drive axis that is movable with respect to the housing, a drive lever that engages with the drive wheel to cause the drive wheel to rotate, a transmission that couples the drive lever to the drive wheel, and an engager having a first position and a second position. The drive wheel is coupled to the transmission via a one-way engagement mechanism that permits free rotation of the drive wheel with respect to the drive lever in a first direction and constrains rotation of the drive wheel with respect to the drive lever in a second direction opposite the first direction. The engager is configured to move the drive axis with respect to the housing.