One of the city's most notable single-sex girls' schools, Columba College, is located close to the suburb's border with Maori Hill.

The suburb and its neighbour, Wakari, between them lend their names to one of Dunedin's most prominent football teams, Roslyn-Wakari.

This team's home ground is actually at Ellis Park in Kaikorai, immediately to the northwest of Roslyn.

[4]The suburb of Roslyn contains Kaikorai Primary School, currently accessed off Wright Street.

The school was previously a bluestone building accessed through a pair of memorial arches on Tyne Street.

[4] Roberts Park, a sports ground above Moana Pool, was originally the site of Littlebourne House.

The house was built by mayor John Roberts, and had 30 rooms, stables and a porter's lodge, set in more than 4 acres of grounds.

However the Government refused to furnish the property, and although it was used by the military during the Second World War, and later as a student hostel, it was pulled down in 1947.

The route was eventually turned into a four-lane highway, cutting Littlebourne Crescent off from Littlebourne Road, going under the new bridge and undergoing considerable widening on the Kaikorai side, restricting access to Ann Street and Oates Street.

Cameron later died of her injuries,[28] and this section of line was condemned as unsafe by the Public Works Department, and a second route through to Kaikorai was then developed.

[4] The western section beyond the cutting was too steep for a road link, so, when the cable cars ceased, the portion near Belgrave Crescent was redeveloped as a short street serving several houses while retaining the pedestrian walkway through to Delta Street.

Trolleybuses replaced the service as far as Belgrave Crescent, using the existing City Road instead of the straight steep cutting through the Town Belt.