Listed sites that are most at risk of being lost as a result of neglect, decay or inappropriate development are placed on the Historic England Heritage at Risk Register. The initial focus when English Heritage began maintaining the register in 1991 was buildings at risk, but since then the statutory and protection functions of English Heritage have been spun off to Historic England and the scope of the register now extends to other forms of heritage classified by Historic England, such as scheduled monuments and conservation areas.

Being placed on the register is not entirely negative. It recognises threats to listed heritage and opens up avenues of support ranging from advice to financial aid for addressing those threats. In the past, No. 66 Westgate Street, the majority of Llanthony Secunda Priory, St. Michael's Tower and the archaeological remains of the King's Bastion beneath King's Walk off Eastgate Street have been placed on the register and attracted funding that has helped resolve the threat, resulting in these sites then coming off the register.

The 2024 register includes eleven listed sites and a Conservation Area in Gloucester, though the city actually accounts for thirteen of the 4,891 entries on the register. This is a reduction of one over the previous year, following the resolution of flooding problems with the King's Bastion.

St. Michael's Tower

The 15th-century tower of St. Michael's Church at the top of Eastgate Street was placed on the register in 2023 after masonry fell from the roof. Repairs were completed in summer 2024 following a grant of £137,600 from Historic England. It is not the first time the grade-II-listed structure had been registered at risk; it had previously been rescued from the English Heritage Register of Buildings at Risk by the efforts of the Gloucester Civic Trust, which now operates a heritage hub from the tower, and a £199,000 Heritage Lottery Funding grant.

St. Oswald's Priory

St. Oswald's Priory appears on the register twice. Although both entries reference the scheduled monument rather than the listed structure, the assessment for one relates to the site's archaeology and a principal vulnerability of vegetation growth, while for the other it relates to the structure, which has been subject to repeated vandalism and for which soft capping completed in 2021 has failed to provide the hoped-for protection from the elements.

Fleece Hotel

No. 19 Westgate Street, a 15th-century range above a 12th-century undercroft better known as the Fleece Hotel, is a long-term resident on the register. Since the hotel closed in 2002 the property has been neglected to the point of ruin. It was acquired by Gloucester City Council in 2011, which spent £350,000 in stabilisation works, and placed on the register in 2013. Plans to restore the property for the YMCA and later as a boutique hotel both failed to materialise. Funding for further remedial works was made available as part of the Cathedral Quarter Project which ran from 2020 to 2024, and in 2024 new plans were announced to refurbish the Fleece as an enterprise hub.

26 Westgate Street

Erroneously referred to as the Old Judges House, No. 26 Westgate Street is a 15th-century timber-framed merchant's house with substantial later alterations which in the 19th century included refronting in brick. The property has been on the Heritage at Risk Register since 2013 at least, due to general decay, water ingress and use of cement in repairs. The 2024 register entry notes that listed consent was granted in February 2024 for "re-roofing, maintenance access onto the roof and replacement windows, which, once implemented will help secure the future conservation of the building."

Folk of Gloucester

Since taking over the Folk of Gloucester in 2021, Gloucester Civic Trust has completed repairs to the buildings' Westgate Street frontage timber framing, resulting in the current historically authentic colour scheme, and repaired leaky roofing. Further repairs are still necessary and important internal wall paintings require protection, resulting in the early-16th century Nos. 99–101 and mid-17th century No. 103 Westgate Street, two of the listed sites that comprise the Folk complex, being placed on the Heritage at Risk Register in 2022.

Church of St. Nicholas

Opposite the Folk of Gloucester, the Church of St. Nicholas was placed on the register in 2020 due to the poor condition of its roof. A report produced in 2023 by the Churches Conservation Trust, in whose care the redundant church has been since 1975, estimated the total repair liability at some £681,000.

New Inn

The New Inn on Northgate Street has suffered from a long period of neglect, and repairs which followed a fire at the 15th-century courtyard inn in 2018 highlighted the poor condition of some areas of the grade-I listed building. The timber framing of the north elevation along New Inn Lane is in particular need of attention, and the building was placed on the Heritage at Risk Register in 2020.

Infirmary

The infirmary arches at the Cathedral were placed on the register in 2023 due to erosion and cracking.

Christ Church

Christ Church on Brunswick Road was placed on the register in 2021 after water ingress caused significant falls of plaster from high up in the building. Initial restoration work to prevent irrepairable damage to the church organ was made possible by a £25,000 grant from the Culture Recovery Fund.

Llanthony Secunda Priory

Since 2013 the only built heritage at the 12th-century Llanthony Secunda Priory not to have appeared on the Heritage at Risk Register are the outer gatehouse and the Victorian farm house. Thanks to a £3.2m restoration funded by the National Lottery Heritage Fund, led by the Llanthony Priory Trust and completed in 2018, only the originally 15th-century priory wall north of the outer gatehouse remains on the register due to lack of funding.

Barton Street Conservation Area

In 2013 Barton Street joined Southgate Street on the register. Following a £1.2m, heritage-led regeneration with match-funding from Gloucester City Council which repaired historic buildings and brought vacant floor space back into use, the Southgate Street Conservation Area was taken off the register in 2020. In contrast, the Barton Street Conservation Area remains in the very bad and deteriorating state it entered the register at, and there is precious little news to indicate that this state of affairs will improve any time soon.