Housebuilder Catesby Property Group is challenging Mr Pickles' decision to refuse planning permission for a £50m development of 400 homes in Bude, Cornwall, reports Construction Enquirer website.
At the same time, developer Colonnade Land is also taking legal action over a decision to block 326 homes at Rochford in Essex.
Earlier this year Cala Homes led the legal fight back and is due to have its case heard in the High Court on 22 October.
Mr Pickles abolished regional spatial strategies in July, which set out house building targets, arguing the Government was returning planning powers to local communities.
Since then, councils have turned down countless planning applications to build homes.
Last week a survey by the National Housing Federation found that since the move by Mr Pickles, 1300 planned homes have been scrapped everyday.
The NHF predicts local authorities could eventually ditch up to 300 000 planned homes across the country.