Nestled in the enchanting town of Asciano, one of Tuscany’s most beautiful and historic villages, this semi-detached villa offers a rare blend of timeless charm, privacy, and convenience. Part of a medieval hamlet that has evolved gracefully over the centuries, the property dates back to the 15th century and retains its rich architectural character while offering modern comfort and functionality.
Set within 600 square meters of lush, manicured gardens, the villa boasts a stunning swimming pool surrounded by greenery, perfect for relaxing in complete privacy. Adjacent to the pool is a delightful guest house, featuring one bedroom, a kitchen, and a bathroom — ideal for hosting friends, family, or even as a rental opportunity.
The main villa is thoughtfully divided into four independent apartments, offering a total of eight bedrooms. This layout makes it an excellent choice for multi-generational living, a hospitality business, or simply enjoying ample space with complete flexibility.
Despite its private and peaceful setting, the property is just a short walk to the charming village of Asciano, where you'll find local shops, restaurants, and essential services. This rare combination of seclusion and proximity makes the villa truly unique.
Whether you are seeking a family home, a vacation retreat, or an investment in the heart of Tuscany, this extraordinary property offers a once-in-a-lifetime opportunity to own a piece of Italian history — with all the beauty and benefits of contemporary living.
Siena: 25 km / 30 minutes
Arezzo: 55 km / 1 hour
Florence: 90 km / 1 hour 30 minutes
Pisa Airport: 140 km / 1 hour 50 minutes
Rome: 200 km / ~2 hours 30 minutes
Asciano: A Hidden Gem in the Crete Senesi, Tuscany
Asciano is a charming medieval town nestled in the heart of the Crete Senesi, a surreal and beautiful area of Tuscany known for its rolling clay hills, cypress-lined roads, and postcard-perfect landscapes. Rich in history, art, and authentic Tuscan life, Asciano is an ideal base for peaceful living or exploring the region’s cultural and natural wonders.
Historic Center of Asciano: Discover narrow cobbled streets, medieval buildings, quaint cafés, and local artisans in the town’s beautifully preserved historic core.
Basilica di Sant'Agata: A Romanesque church dating back to the 11th century, featuring ancient frescoes and impressive stone architecture.
Museo Palazzo Corboli: A small but rich museum of sacred art, archaeology, and local history housed in a 14th-century palazzo.
Abbazia di Monte Oliveto Maggiore (10 min): A stunning Benedictine monastery just outside town, famous for its frescoes and peaceful spiritual atmosphere.
Thermal Baths in Rapolano Terme (15 min): Relax in nearby natural hot springs, popular for wellness and relaxation.
Crete Senesi Panoramic Roads: Some of Tuscany’s most photographed landscapes — perfect for cycling, photography, and scenic drives.
Tell us your preferred price range, and we’ll send you tailored weekly listings that match your preferences.
Asciano: A Hidden Gem in the Crete Senesi, Tuscany
Asciano is a charming medieval town nestled in the heart of the Crete Senesi, a surreal and beautiful area of Tuscany known for its rolling clay hills, cypress-lined roads, and postcard-perfect landscapes. Rich in history, art, and authentic Tuscan life, Asciano is an ideal base for peaceful living or exploring the region’s cultural and natural wonders.
Historic Center of Asciano: Discover narrow cobbled streets, medieval buildings, quaint cafés, and local artisans in the town’s beautifully preserved historic core.
Basilica di Sant'Agata: A Romanesque church dating back to the 11th century, featuring ancient frescoes and impressive stone architecture.
Museo Palazzo Corboli: A small but rich museum of sacred art, archaeology, and local history housed in a 14th-century palazzo.
Abbazia di Monte Oliveto Maggiore (10 min): A stunning Benedictine monastery just outside town, famous for its frescoes and peaceful spiritual atmosphere.
Thermal Baths in Rapolano Terme (15 min): Relax in nearby natural hot springs, popular for wellness and relaxation.
Crete Senesi Panoramic Roads: Some of Tuscany’s most photographed landscapes — perfect for cycling, photography, and scenic drives.
Nestled in the enchanting town of Asciano, one of Tuscany’s most beautiful and historic villages, this semi-detached villa offers a rare blend of timeless charm, privacy, and convenience. Part of a medieval hamlet that has evolved gracefully over the centuries, the property dates back to the 15th century and retains its rich architectural character while offering modern comfort and functionality.
Set within 600 square meters of lush, manicured gardens, the villa boasts a stunning swimming pool surrounded by greenery, perfect for relaxing in complete privacy. Adjacent to the pool is a delightful guest house, featuring one bedroom, a kitchen, and a bathroom — ideal for hosting friends, family, or even as a rental opportunity.
The main villa is thoughtfully divided into four independent apartments, offering a total of eight bedrooms. This layout makes it an excellent choice for multi-generational living, a hospitality business, or simply enjoying ample space with complete flexibility.
Despite its private and peaceful setting, the property is just a short walk to the charming village of Asciano, where you'll find local shops, restaurants, and essential services. This rare combination of seclusion and proximity makes the villa truly unique.
Whether you are seeking a family home, a vacation retreat, or an investment in the heart of Tuscany, this extraordinary property offers a once-in-a-lifetime opportunity to own a piece of Italian history — with all the beauty and benefits of contemporary living.
