The Telegraph of 25 February 2006 praised Glendower Street as one of the most beautiful in Monmouth, singling out its "charming townhouses.

[4] Glendower Street is located within the medieval walls of Monmouth that were built around 1300 and are shown on Speed's map of the town (pictured).

[7] The street now bears the anglicised version of the name of Welsh leader Owen Glendower (Owain Glyndŵr).

1 Glendower Street has a brick exterior and pantile (clay tile) roof.

[12] The Nelson Rooms (pictured below) at 2 Glendower Street is a 19th-century, Grade II listed building.

[13] Thought to have been designed by Newport architect Benjamin Lawrence, the building initially served as a gymnasium and was a gift from Lady Llangattock to the town.

[16] Since the move of the museum, the building at 2 Glendower Street served for a time as an auction venue.

The exterior is of red sandstone rubble with contrasting Bath Stone quoins and trim.

[citation needed] The Monmouth Police Station (pictured below), currently at 19 Glendower Street, is a mid 19th-century, Grade II listed building.

[37] The station was one of the Monmouth facilities that welcomed visitors in September 2011 during Open Doors 2011, European Heritage Days in Wales.

[39] The Druid's Head Inn (pictured below) on Glendower Street is now home to the Monmouth Rugby Football Club.

[43] One of them, David Evans, went on to the Black Swan on nearby St John's Street as an innkeeper by 1881, despite having declared bankruptcy in 1877.

[47] Hyam's Mineral Water Works (pictured below) at 23 Glendower Street is one of 24 blue plaque buildings on the Monmouth Heritage Trail.

[48] The proprietor in 1901, John Benjamin Hyam, was described as a "mineral & aerated water manufacturer & ale & porter merchant.

)[49] The Glendower Street building was eventually converted into residential apartments and is now known as Hyam Court.

[2][52] The three bay, classical facade on Glendower Street features a central entrance flanked by elaborate columns.

[54][55] In 2002, the chapel which had stood vacant for forty years (the last service in 1962) was restored and converted into an award-winning residence.

The original design of the exterior was maintained, exceptions including the addition of two round bays in the back elevation to permit visualization of the garden, and the reduction in height of some of the windows on the sides to match the front facade.

[56][57] The Glover Music School was considered by author John Newman to be one of two notable buildings on Glendower Street, the other being the Congregational Church.