Tuscany and Umbria are two Italian regions renowned for their cultural heritage, natural beauty and authentic lifestyle: with scenic hills, vineyards and historic landscapes, their hamlets become ideal destinations for those seeking unique luxury real estate.
Tuscany’s Most Enchanting Hamlets

Montepulciano and the Nobile Wine
Montepulciano is a medieval small town in the Tuscan hills, dating back to Etruscan times. It is famous for its Renaissance architecture and Nobile di Montepulciano, one of the oldest and most prestigious Italian wines.
Those who invest in this Tuscan village choose from historic properties, farmhouses and villas that offer panoramic views of the vineyards. Properties in this area often have unique features such as stone architecture and outdoor spaces, as well as proximity to renowned wineries, making them attractive both as a personal residence and as an investment.
One example is this renovated stone farmhouse for sale in the hills of Montepulciano.
The prime location of the luxury properties for sale is also favorable due to their proximity to other historical and artistic cities in Tuscany such as Siena and Florence.
San Gimignano: the Medieval Manhattan
San Gimignano is known for its medieval towers that dominate the landscape, a symbol of noble families’ power, dating back to the 13th century. Recognized as a UNESCO World Heritage Site, it offers rare evidence of feudal architecture.

This is where luxury real estate features villas with medieval towers, apartments in the historic center and restored farmhouses.
Would you like to experience unforgettable moments of relaxation in the Tuscan countryside? Discover this wonderful typical Tuscan farmhouse with a pool in San Gimignano.
Cortona: Peace and Historic Beauty
One of the oldest Etruscan hamlets in Italy, Cortona offers a picturesque atmosphere, made famous by the book and movie Under the Tuscan Sun. The village is known for its narrow alleys, medieval churches and panoramic views of the Valdichiana.
Did you know that Tuscany is the top luxury retreat for global stars? Read the article.
The international reputation and authentic atmosphere make this Tuscan village a popular destination for foreign buyers investing in historic villas, restored apartments and properties with panoramic views of the hills.
One example is this historic apartment for sale in Cortona, located on the main floor of a Renaissance palace and enriched by decorations by illustrious artists such as Luca Signorelli and Pietro Berrettini.
Pienza: the Renaissance Hamlet
Pienza, in the heart of Val d’Orcia in Tuscany, is known as the ideal city of the Renaissance. A UNESCO World Heritage Site, it was designed by Bernardo Rossellino under the guidance of Pope Pius II. Its characteristic squares and palaces, combined with the panorama overlooking the hills of Siena, make it one of the region’s most enchanting and sought-after destinations.
Buyers here seek typical Tuscan farmhouses and villas that offer both the peacefulness of the countryside as well as the architectural elegance of the Renaissance. Properties that preserve their exclusive and historic value, such as this charming Tuscan hamlet with a pool for sale.
The presence of period palaces, often converted into luxury private residences or high-end accommodations, along with proximity to major art cities, adds considerable value to luxury properties in Tuscany, making it a prime destination for investors.
Colle di Val d’Elsa: the Tuscan Crystal Village
Colle di Val d’Elsa, located between Florence and Siena, is a medieval small town in Italy featuring villas and farmhouses often surrounded by vineyards and olive groves. In the 1800s it was referred to as the Bohemia of Italy, and today the village is known as the City of Crystal for its artisanal tradition dating back to the 16th century, producing about 95% of Italy’s crystal.
Luxury properties in Colle di Val d’Elsa are characterized by their classic Tuscan architecture, with exposed stones, wooden-beamed ceilings and panoramic locations overlooking the valley.
Discover this stunning farmhouse with a swimming pool, olive groves and vineyards, just 10 minutes from Colle di Val d’Elsa.
Umbria and its Unique Hamlets

Todi: Elegance and Exclusivity
Set on a hill, Todi offers spectacular views of the Tiber Valley. Known for its historic charm, it is the perfect place for those seeking tranquility and elegance.
The villas and farmhouses in the Umbrian small town are ideal both as main residences and as properties for vacation rentals. Demand for private villas and restored farmhouses continues to grow, especially for those seeking properties with large gardens and swimming pools.
Orvieto: the City of the Cathedral
Orvieto is famous for its imposing Gothic cathedral, considered one of Italy’s most beautiful and one of Umbria’s most iconic towns. It stands on a volcanic tuff cliff and boasts an Etruscan and medieval past rich in history and art.
Properties in this area are ideal for investors seeking homes with significant historical value, benefiting from a robust real estate market that increasingly caters to the luxury rentals sector.
Spello: the Village of Flowers
Spello is a small Umbrian town known for the Infiorate, the annual event where the streets are covered with floral carpets. With its Roman walls and picturesque narrow streets, it offers an authentic experience of Italian life.

Stone mansions, farmhouses and scenic villas are often enhanced by gardens and private courtyards, making it an excellent investment choice in luxury real estate, especially because of their proximity to Perugia and Assisi.
Nearby indeed, stands an extraordinary villa with a swimming pool, perfect for those seeking a residence of great prestige, with a strong historical character, able to guarantee privacy and a dominant position on the enchanting hills of Perugia.
Norcia: the Essence of Rural Umbria
Norcia, located in the heart of the Valnerina valley in Umbria, is famous for its ancient history and as the birthplace of St. Benedict, Patron Saint of Europe. With an architectural heritage that includes medieval churches and abbeys, the town is a synthesis of Umbrian tradition and rural culture, enriched by its renowned gastronomic specialties such as black truffles and delicious cured meats.
In recent years, Norcia has seen a rediscovery as a residential destination thanks to its rustic charm and restored properties that offer breathtaking nature views.
Tuscan and Umbrian Rural Small Towns
Why Buy Luxury Houses in their Hamlets
If you are considering buying a luxury home in Tuscany or Umbria, here are some tips from Dreamer Real Estate.
Choose an exclusive property with unique features. The demand for luxury real estate in Italy is growing especially for historic villas, farmhouses with vineyards, private gardens and panoramic pools.
Did you know that luxury real estate never goes out of business? Read more here.
Consider the luxury tourism market. Investing in a property in a Tuscan or Umbrian village also offers an opportunity to take advantage of the growing demand for seasonal tourist rentals, especially for high-end residences.
In this regard, you may be interested in these articles:
- Boutique Hotel and Luxury Real Estate: The New Investment Trend.
- Short-Term Rentals and Luxury Travels.
Assess historical and artistic constraints. Many properties in medieval villages may be subject to artistic constraints, which increases their value over time.
Investing in Tuscan and Umbrian rural villages is a valuable choice for those seeking luxury real estate immersed in the history and beauty of the Italian landscape.

To learn more about living in Tuscany and Umbria, click here.
These Italian regions offer a stable and growing real estate market that is particularly attractive to international investors.
Find the right property for you in Tuscany or Umbria with Dreamer Real Estate: contact us for customized advice on your real estate investments and find out how to make your Italian Dolce Vita dream come true.


































