Casale Gioconda sits among the vineyards of Chianti, where rows of meticulously pruned vines line the hills of the Val di Pesa in a landscape that resembles a Renaissance painting. The villa—likely a former farm or hunting residence—retains the historic character of its origins, with a courtyard that feels medieval, ancient fireplace surrounds set into the walls of several rooms, and a floor plan that winds through bedrooms and living spaces in the irregular manner of buildings that have evolved over centuries rather than those designed for a single purpose.
The Chianti towns of Panzano, Greve, Radda, and Castellina are all within a few minutes' drive, with San Gimignano and its UNESCO-listed towers reachable in 30 minutes. The surrounding countryside invites exploration on foot, with walking trails through vineyards and olive groves leading to local markets, wineries, and restaurants serving the produce of the region.
The villa's own vineyard is cultivated on the estate, with wine produced in the building directly opposite the main house. Guests can witness the production process firsthand—from vine to bottle—and tastings take place in the villa's dedicated tasting room. During harvest season, the estate comes alive with activity as workers tend to the grapes, offering an immersive experience of working Tuscan viticulture. Those seeking complete privacy should be aware that the harvest period brings additional people to the property, though for many guests this connection to the land's traditions adds to the appeal.
The interior showcases wooden-beamed ceilings and exposed stonework across 4 floors. A semi-professional kitchen is fully equipped for serious cooking, and the spacious indoor dining area and living room provide comfortable gathering spaces. A large cinema room offers entertainment for quieter evenings. Outside, a working wood-burning oven in the courtyard is available for cooking classes and pizza-making, whilst a barbecue area provides additional options for outdoor meals. A wisteria-covered pergola beside the winery building creates a shaded dining space with views across the estate.
The swimming pool and jacuzzi occupy a panoramic position overlooking the vineyard-planted hills. Extensive private gardens surround the property, and a pergola with ping-pong table provides additional recreation space. The villa accommodates up to 20 guests across bedrooms distributed throughout the main building.
BEDROOMS CONFIGURATION
First Floor
Family suite with one Queen bedroom and a Twin bedroom with shared bathroom with walk-in shower
King bedroom with ensuite bathroom with shower
Queen bedroom with ensuite bathroom with walk-in shower
Family suite with one Queen bedroom and a Twin bedroom with shared bathroom with shower
Second Floor
King bedroom with ensuite bathroom with walk-in shower
King bedroom with ensuite bathroom with walk-in shower
Family suite with one Queen bedroom and a Twin bedroom with shared bathroom with shower
Top Floor
King bedroom with ensuite bathroom with walk-in shower
CIN: IT048021B5OX3WP6WW
