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Own This Sprawling Medieval Estate With a Vineyard in Chianti

Convert to the Italian lifestyle at this luxury property that showcases views of Tuscany.

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If you've been plotting an escape from urban living or looking for a retirement plan, then this could be your ticket. The property, a nearly 400-acre estate in the famed Chianti wine region, looks like the kind of place that melts away stress. All around the charming stone buildings are row after row of grapevines and the rolling hills of Tuscany. It might be impossible not to feel relaxed here.

Strolling outside amid the various buildings, from the main villa to the cellars and custodian's house, you'll be tracing a medieval path: the structures form a hamlet that dates to 1000 AD. Terracotta pots overflow with herbs, and flowering trees accent the sandy-colored stone buildings, terraces, and exterior stairways. Furnished garden spaces offer barbecues and a swimming pool. And in addition to a 111-acre vineyard, the property has a seven-acre olive grove.

Inside, the spacious rooms with terracotta-tile floors and chestnut wood-beam ceilings feel just as quintessentially Tuscan as the outdoor spaces. The kitchen features quaint touches like painted-tile walls, displays of antique dishware, and copper pots stored in a cozy wooden cabinet. There's an elegant dining room, currently equipped with antique wooden furniture and ornate pottery, where you could host dinner parties (with endless bottles of Chianti). And stone fireplaces in the living room will keep you cozy during the winter months.

The entire interior measures about 64,600 square feet, including warehouses and agricultural annexes, wine cellars, renovated farm houses, and more. Situated in the town of Castellina in Chianti, the estate offers plenty of history to explore—when you're not busy tending to the vines, of course.

Interested in this Italian adventure? The price is available on application, and you can find out more information in the listing on lionard.com.

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