St. John's Church has been a part of the Pleasantville community since 1853 when it was established as a mission church with the Rev. Robert W. Harris, rector of Grace Church in White Plains, serving as Priest-in-Charge.  Services were held in a schoolhouse in the Old Village until 1885.  

In that same year, the congregation occupied a new sanctuary on Bedford Road which served as its home until the present building was occupied in 1912, during the rectorate of the Rev. Dr. Stephen Holmes.  (The old structure now serves the Pleasantville Community Synagogue.)  To meet the demands of a growing church community, the parish hall, built of native stone with a roof of Vermont slate, was completed in 1929, in the rectorate of the Rev. Emmons Parkman Burrill, at a cost of $52,000.  In 1972, the classroom/office wing completed the complex of buildings.  

The present Rectory of St. John's dates back to 1785 and the oldest house in Pleasantville. It was purchased in 1920 from Miss Caroline Choate who had acquired and lovingly restored the property the year before. The historic integrity of the Rectory as a pre-Revolutionary building has been respected whenever possible while still allowing for modern conveniences necessary for a comfortable daily life.   A notable characteristic of St. John's is the tenure of service of its Rectors.  Since 1881 the rectorate has been held by six clergymen, whose average tenure has been 19 years.  The Rev. Emmons Parkman Burrill served for 30 years; the Revs. Stephen Holmes and Bradford W. Ketchum, 25 years.