Vitigliano, Italy: $216,900

Vitigliano is an intimate village in Salento’s southeastern corner, where ancient olive groves stretch toward the coastline. Located at Italy’s heel, the Mediterranean climate offers 300 days of sunshine annually, with summers warming to a perfect 89°F and winters that rarely touch freezing. Spring brings vibrant wildflower carpets across the countryside, while autumn extends summer’s warmth well into October—ideal for exploring without crowds.

Nearby lies the dramatic “end of the world”—the southernmost point of mainland Italy where ancient Romans watched Adriatic and Ionian waters merge beneath the cliffs. The coastal road between these jewels offers 35 miles of uninterrupted sea views, punctuated by hidden coves and watchtowers that once guarded against Saracen raids.

Traditional cooking classes in Lecce’s ancient streets, just 30 minutes north, unlock the secrets of Salento’s celebrated cuisine—from handmade orecchiette pasta to the region’s exceptional olive oils and robust Primitivo wines.

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