Cowbridge Grammar School

External walls faced in blue lias stone. Slate gabled roofs with tall ashlar stacks, square or octagonal with embattled coping ashlar dressings and coping to gables, transomed and mullioned windows with dripstones. Elevation to Church Street comprises two adjoining wings parallel to the street, the southern wing with higher roofline but with full-height gabled projections against both.

In detail, two gabled projections at SW end, the southern gable taller and wider, with transomed four-light kitchen window, oriel bay window to first floor and attic slit window; secondly, narrower gable with main entrance to the school through four-centred doorway with dripstone, with first floor transomed two-light window and with attic slit. Third, fourth and fifth bays set back with, respectively single-light, three-light and two-light transomed windows on the ground floor, with adjoining external chimney breast crowned by two octagonal stacks. On first floor, third, fourth and fifth bays with a single-light and two two-light windows respectively; a gabled two-light dormer in centre above eaves. Sixthly at north end of southern wing, a narrow gabled projection with a three-light transomed window on ground floor and a two-light mullioned window on first floor; ashlar belcote to rear. Seventhly, at south end of lower northern wing, a wider and taller gabled projection with two single-light windows on ground floor, two two-light first floor windows with dripstones, attic window slit and square embattled stack on gable end. Eighthly and ninthly and in recession in an elevation of one storey and attic, two three-light transomed and mullioned windows with dripstones on ground floor, a two-light centre window in tall gabled attic dormer and, in centre on first floor, a plaque with this inscription: "IN HONOREM DEI ET ECCLESIAE/HANCCE SCHOLAM/NOVIS AEDIFICIIS AMPLIFICATAM/RESTITUIT/MUNIFICENTIA COLLEGII JESU/OXON. ANNO DOMINI MDCCCDLVII". Tenthly, a gabled porch.

SE or garden elevation with headmaster’s apartments at south end with three conjoined gables in similar style to St Fagan’s Castle or Ty Mawr, Llantwit Major.

Attached ball court to NE. Long rear wing at right angles forms boundary with churchyard.

Internally Old Assembly Hall, at NE on ground floor with ceiling divided into panels by stopped and chamfered beams in the local vernacular manner (cf 37 High Street, Cowbridge); Dining Room with fireplace and similarly deep chamfered beam; other contemporary fittings of good quality including four-centred doorways.