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22 Beds
25 Baths
2,500 sqft

Contact for Price

Strada di leonina, Asciano SI, 53041

Property size2,500 sqft
Property typeResidential

Overview

Active

Listed Feb 12, 2026

Updated 3h ago

A HISTORIC RESIDENCE OF EXCEPTIONAL PRESTIGE IN THE CRETE SENESI Immersed in the iconic landscape of the Crete Senesi, a UNESCO heritage site, in the municipality of Asciano and a few kilometers from Siena, Castello di Leonina represents a one-of-a-kind property, where history, architecture and nature blend in a balance of absolute excellence. Of medieval origin, dating back to the late 12th and early 13th centuries, the complex extends over approximately 1,500 square meters and today presents itself as a refined luxury relais, expertly enhanced by architect Francesco D'Amico, who oversaw its restoration, preserving its historic character intact and, in part, also dedicating it to his own private residence. The property is enclosed by imposing medieval walls, punctuated by ancient watchtowers, and is arranged around a charming internal courtyard, embellished with a medieval-style well, a faithful copy of the original kept in the Siena Art Gallery. The interiors, distributed across approximately 20 bedrooms and 20 bathrooms, offer spaces of great charm: staterooms, relaxation areas, elegant suites and standard rooms, all characterised by authentic materials such as terracotta, wooden beams and architectural details typical of the Tuscan tradition. The estate is surrounded by vineyards and cultivated land, with ancient stone outbuildings overlooking the walls, offering further possibilities for development and customization. Within the private grounds is a panoramic swimming pool overlooking Siena and the surrounding rolling hills, extendable to 25 meters, as well as perfectly integrated outdoor spaces for hospitality or exclusive events. The property also includes a restaurant with indoor and outdoor spaces, which can be converted into additional residential units. Over the centuries, the castle has hosted prominent figures, including Pope Alexander VII Chigi, who chose it as a country residence and hunting lodge, helping to consolidate its historical prestige. Equipped with modern comforts such as air conditioning, compliant systems, an elevator, a wellness area with a whirlpool, a basement, and advanced technological services, Castello di Leonina today represents a rare investment opportunity or exclusive residence, ideal for high-end hotel projects or a prestigious private residence. An iconic property, designed for those seeking uniqueness, history, and uncompromising beauty.

Additional information

MLS® ID
H3VR6S
Available since
February 12, 2026

Interior Features

Bedrooms
22
Bathrooms
25
Basement
No

 

Courtesy of BRUNO VAIRO

Based on information from DASH - Coldwell Banker (CB) as of 10/15/2026. This information is for your personal, non-commercial use and may not be used for any purpose other than to identify prospective properties you may be interested in purchasing. The display of MLS data is usually deemed reliable but is NOT guaranteed accurate by the MLS. Buyers are responsible for verifying the accuracy of all information should investigate the data themselves or retain appropriate professionals. Information from sources other than the Listing Agent may have been included in the MLS data. Unless otherwise specified in writing, Broker/Agent has not and will not verify any information obtained from other sources. The Broker/Agent providing the information contained herein may or may not have been the Listing and/or Selling Agent. 

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Data last updated 5:32 AM UTC, 10/15/2026

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