Astypalea, Greece: $273,600

Welcome to Astypalea, the Aegean Sea’s best-kept secret. This butterfly-shaped paradise floats between turquoise Mediterranean horizons, where ancient Venetian castles crown whitewashed villages that tumble toward pristine beaches. Rolling countryside dotted with windmills meets dramatic coastlines carved by centuries of Aegean winds.

This three-level stone-built maisonette is in Chora, the island’s enchanting capital, where cobblestone paths wind through centuries of history. Step outside your door to explore the imposing Venetian castle, wander through maze-like streets lined with hidden chapels, or join locals in the main square for evening conversations under the stars.

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I haven’t visited this property or done due diligence on it. If you’re interested in the listing, you should hire an attorney and do your own due diligence.