Fourteen new homes could be created by converting offices near Aylesbury town centre after a planning application was submitted to the district council.
Under the plans, part of Walton Lodge in Walton Street would be converted into flats, with the rear wing being demolished and rebuilt as accommodation.
The grade II listed building was built in the 19th century and is part of Walton Terrace.
Offices were first created at the site in 1988 but have not been at full capacity for five years.
If Aylesbury Vale District Council grants planning permission, a new garden would be created at the back of the site flanked by the U-shaped building, with 16 parking spaces provided.
Across the redeveloped area and the newly built section there would be 10 two-bed flats and four with one bed homes.
The part of the building that looks onto Walton Street would be largely unchanged.
The council is expected to decide on the plans by January 16.