Location
Situated in the historic Chianti region, Castellare delle Upupa is close to iconic towns like Radda, Gaiole, and Greve. The area is renowned for its medieval castles, wine tours, and culinary experiences. The villa is easily accessible, with Florence and Pisa airports nearby, as well as the Siena train station. Guests can explore the many artistic and natural treasures of Tuscany from this exceptional location.
Access: 1,2 km of unpaved road
Parking: inside the property: up to 5 not covered parking spaces
Castellina in Chianti 2 km – all shops and services, Co-Op supermarket
Radda in Chianti 12 km,
Panzano in Chianti 14 km,
Monteriggioni 16 km,
Greve in Chianti 22 km,
Gaiole in Chianti 23 km,
Siena 25 km railway station
Poggibonsi 26 km Railway station
San Gimignano 26 km
Firenze 42 km – Airport
Highways: Coming from North: A1 exit Firenze Impruneta 37 km; Coming from South: A1 exit Valdichiana 77 km
Exterior
The villa is surrounded by a lush garden featuring lavender, rosemary, jasmine, and cypress trees. A pergola adjacent to the living room provides a shaded dining area, while various stone paths and steps connect the different garden levels. The property’s parking area, shaded by cypress trees, accommodates up to five cars.
The oval-shaped pool is located at a lower level in the garden at the back of the house and offers a peaceful retreat. Oval shape; dimensions 10 x 5 m with depth ranging from 1.4 m to 2.5 m; chlorine filtration; stone diving board; metal ladder for access; external lighting; pool terrace paved with porphyry and equipped with sunbeds, a pergola with a stone table and bench; open from the last Saturday of April to the first Saturday of October.
Interior
The property consists of the main house (three floors) and a single-story annex.
MAIN HOUSE – FIRST FLOOR – The main entrance leads to the living room followed by the kitchen (with French windows and direct outside access), by the dining room and a study with piano; a bathroom with shower completes the floor.
SECOND FLOOR – A double bedroom and a twin bedroom with a shared bathroom with shower; a double bedroom (with queen-size bed) with ensuite bathroom with tub.
GROUND FLOOR – Billiard room with tv and garden access.
ANNEX – Living room with kitchenette; twin bedroom; double bedroom; bathroom with shower. The laundry room is on the ground floor of the main house with independent access.
PLEASE NOTE: All fireplaces and the wood-burning oven are ornamental.
The price does not include:
- heating (on consumption up to date market prices),
- tourism tax (€ 2,00 per person per day for the first 7 days. Please note that children under 14 years old will not pay)




















































