Rendering with birds by Scales Architecture. Watermark Development has filed its plans with the BPDA to re-open a renovated Doyle's Cafe with rooftop dining, condos and a market on Washington Street in Jamaica Plain. Watermark, which has focused on Jamaica Plain development, says the 23 condos it is proposing - 16 in a four stories above the restaurant and market and 7 in a separate building kitty-corner from the site on Williams Street - would help pay for the roughly $2 million in work required to modernize the 140-year-old Doyle's. The upgraded restaurant would be run by Brassica Kitchen and Café, which now operates down the street in Forest Hills, according to Watermark, whose principals have a personal connection to the old Doyle's - founder Jeffrey Goodman , including son Lee, who is now a principal of the company, to Doyle's all the time.