I was playing with ideas for the institutional land to be vacated by Bishops College and Booth Memorial and I came up with a residential layout for the Booth part of the site. It needs a new road to break the land into reasonable pieces, and more direct access to St. Clare's from Freshwater Road and Empire Avenue wouldn't hurt. Mercifully, Raleigh Street is numbered toward Pennywell Road, so the road wouldn't need a different name. It would exit onto Freshwater Road where Morris' Service Station (MSS) is now. My preferred option would be to close Winchester Street south of Liverpool Street and re-build the intersection of Freshwater Road and Empire Avenue as a five-point roundabout with access to Liverpool Street, but that's a big job. Instead, a left turn restriction for vehicles exiting the new road would probably be sufficient to stop traffic on Freshwater Road from getting too hairy.
As shown, the underlying map is from Google Earth. The brown is an R3 zone for semi-detached housing. A developer could fit three duplexes on the east side of the new road and eleven on the west side. The white and orange blocks are an A2 zone. With the existing apartment building on Keane Place and the height of Booth Memorial, slightly taller apartment buildings wouldn't be much of a change. Alternatively, the northern parcel could be given to the owners of MSS for a new garage. The green is parkland with the white line representing a new trail between Keane Place and the soccer pitch. There will be some leftover land on Pennywell Road. It's enough for one R2 building lot, shown in yellow.
I'd like to see some commercial or mixed-use development of the Bishops College site, but it's not terribly relevant to this proposal. There is a LOT of underused land between Freshwater Road and Hamilton Avenue.