2 min read

Valle del Chianti

The most charming villages in Tuscany

Aerial view of a Tuscan landscape with vineyards, olive groves, and a cluster of rustic buildings surrounded by rolling hills under a clear sky.

The “Valle del Chianti” is a hilly area situated between the provinces of Florence and Siena. This territory, popular all over the world because of its wine tradition, shows a great variety of medieval villages, famous vineyards and hilly landscapes. The real estate agency Engel & Völkers Siena offers fantastic properties located in the beautiful landscape or the small historic villages, such as Greve in Chianti, Panzano in Chianti, Castellina in Chianti, Gaiole in Chianti, Radda in Chianti and Castelnuovo Berardenga.

Table of Content

Greve in Chianti
Panzano in Chianti
Castellana in Chianti
Gaiole in Chianti
Castelnuovo Berardenga

Greve in Chianti

This little town is located 40 km from Siena and offers a great variety of artistic and cultural highlights, such as castles, churches, squares, but also delicious food and wine tastings. Piazza Matteotti builds the center of the city as it is possible to enjoy the beauty of this place sitting in one of the coffee shops or wine bars.

Panzano in Chianti

Panzano is a typical medieval village in Tuscany with a complicated past since it was reconstructed many times during the centuries. The most important attraction is the church of Santa Maria, built on the structures of the old castle. The village hosts an assortment of premises and open-spaced restaurants recalling the classic “medieval village atmosphere”.

properties in Siena and province

Engel & Völkers Siena

Barberino Tavarnelle, Tuscany, Italy
Exclusive medieval Tuscan Villa with suggestive views
€10,000,000
- 8 Bedrooms
- 7 Bathrooms
- ~620 m² Total surface
- ~15,000 m² Plot surface
Exclusive medieval Tuscan Villa with suggestive views
Cinigiano, Tuscany, Italy
The Dream of Maremma
€9,950,000
- 10 Bedrooms
- 12 Bathrooms
- ~800 m² Total surface
- ~29,000 m² Plot surface
The Dream of Maremma
Siena, Tuscany, Italy
Castle of the Four Towers
Price on request
- 20 Bedrooms
- 8 Bathrooms
- ~1,500 m² Total surface
- ~165,000 m² Plot surface
Castle of the Four Towers
Asciano, Tuscany, Italy
Sunkissed Farmhouse overlooking the Crete Senesi
€4,900,000
- 11 Bedrooms
- 11 Bathrooms
- ~699 m² Total surface
- ~145,600 m² Plot surface
Sunkissed Farmhouse overlooking the Crete Senesi
San Gimignano, Tuscany, Italy
Enchanting Farm Amidst the Rolling Tuscan Hills
€4,800,000
- 17 Bedrooms
- 15 Bathrooms
- ~1,700 m² Total surface
- ~664,663 m² Plot surface
Enchanting Farm Amidst the Rolling Tuscan Hills
Castelnuovo Berardenga, Tuscany, Italy
An Exclusive Tuscan Hamlet Nestled in the Chianti Hills
€3,800,000
- 10 Bedrooms
- 9 Bathrooms
- ~905 m² Total surface
- ~35,575 m² Plot surface
An Exclusive Tuscan Hamlet Nestled in the Chianti Hills
Barberino Tavarnelle, Tuscany, Italy
Farm surrounded by greenery in a beautiful valley
€3,600,000
- 15 Bedrooms
- 18 Bathrooms
- ~1,100 m² Total surface
- ~120,000 m² Plot surface
Farm surrounded by greenery in a beautiful valley
Volterra, Tuscany, Italy
Farmhouse with pool in a unique panoramic setting
€3,500,000
- 5 Bedrooms
- 6 Bathrooms
- ~1,285 m² Total surface
- ~980,000 m² Plot surface
Farmhouse with pool in a unique panoramic setting
Montalcino, Tuscany, Italy
Charming Villa in Val d'Orcia – History, Design, and Luxury
€3,500,000
- 5 Bedrooms
- 6 Bathrooms
- ~420 m² Total surface
- ~20,000 m² Plot surface
Charming Villa in Val d'Orcia – History, Design, and Luxury

See all properties

Castellana in Chianti

In this very characteristic village you should walk along the so-called “Via delle Volte”, a very suggestive road showing a breathtaking view of the Chianti hills and stately houses. Furthermore, Castellina was a strategic point in the period of the fights between Florence and Siena.

Gaiole in Chianti

This village is characterized by a great amount of castles and fortresses with great historical value. The most popular ones are: Brolio’s Castle, Meleto’s Castle and Vertine’s Castle. Among the highlights, also the adjacent farmhouses and wineries play an important role.

Castelnuovo Berardenga

The village of Castelnuovo Berardenga is situated in the Southern part of the Valle del Chianti and hosts a rich asset of churches, villas and beautiful gardens. It is a rather quiet area allowing long walks along its ancient streets and delicious tastings of Tuscany specialties afterwards.