Chianti Classico is to the north of Siena where property ranges from large detached farmhouses and villas to apartments on managed estates. Romantic towns include Greve in Chianti, the largest town, and charming Gaiole, while hilltop Panzano is perhaps the prettiest of all. It was between Panzano and Castellina in Chianti back in the 1960s that British writer Raymond Flower settled in an abandoned farmhouse and encouraged his friends to join him, setting a trend for British buyers that continues to this day.

The majority of properties in the Chianti tend to be renovated farmhouses, by nature quite large and usually not within striking distance of a town or village. Depending on the location of the estate they were built for, as well as the period, these beautiful Tuscan houses will have stone-paved courtyards, pigeon-towers, beautiful loggias – and views to die for.

The Chianti is scattered with medieval castles, some of which have been turned into luxury holiday homes or estates, while others still belong to illustrious families who have swapped fighting over allegiances to discussing whose wine is better.

Hills covered with vines cover a large part of the Chianti and shape its identity, and its many vineyards can be visited. For those looking for vineyards for sale, please be aware that you won’t find a ‘for sale’ sign – but your estate agent might know which estates might be for sale.

View other sub regions of Tuscany: 

Florence

Southern Tuscany