Highland Park
Grand boulevards, storied estates, and a village charm that never goes out of style.
Highland Park is the kind of neighborhood that people move to once and never leave. The boulevards are wide and tree-lined, the houses are set back behind deep lawns, and the village — with its independent shops and restaurants clustered around a central square — has the unhurried quality of a place that has never needed to reinvent itself.
The architecture here is a survey of early twentieth-century American residential styles at their most accomplished: Tudor revivals with steeply pitched rooflines, Colonial revivals with wide front porches, Mediterranean villas with red tile roofs and arched loggias. The houses are large, but they wear their size with a certain modesty — set behind mature oaks and magnolias that have been growing since the houses were new.
What makes Highland Park genuinely special, beyond the architecture and the landscaping, is the sense of continuity. Families stay for generations. Houses pass from parents to children. The woman who has lived on the same block for forty years knows the history of every house on it, and she will tell you, if you ask.
The best streets: Beverly Drive for the grandest estates, Miramar Avenue for the most beautiful Tudors, and the blocks around Flippen Park for the kind of quiet, tree-shaded afternoon that reminds you why people choose to live in neighborhoods rather than just houses.