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Siena
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Showing 19–27 of 27 results
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  • Historic Villa in Siena

    Historic Villa in Siena with Vineyard and Pool

    1.200.000 
  • Tuscan Villa in Siena

    Tuscan Villa in Siena with a Swimming Pool

    3.500.000 
  • Farm with Vineyard and Pool in San Gimignano, Siena-40_267671

    Farm with Vineyard and Pool in San Gimignano, Siena

    4.800.000 
  • Magnificent Villa with a Pool in San Gimignano, Siena

    Price on Request
  • Elegant Villa with a Pool and Unique View of Siena

    3.450.000 
  • Luxury Farmhouse with a Pool in the Heart of Chianti-0_270332

    Luxury Farmhouse with a Pool in the Heart of Chianti

    Price on Request
  • Historic Tuscan Farmhouse

    Historic Tuscan Farmhouse with a Pool in Siena

    Price on Request
  • Historic Castle with Pool and Vineyard

    Wonderful Historic Castle with Pool and Vineyard in Siena

    13.000.000 
  • Ancient Village with a Pool

    Ancient Village with a Pool on the Siena Hills

    7.200.000 

Siena, Italy: what you need to know

Real estate investments and lifestyle in Siena, Tuscany

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General information about the city of Siena

Siena is located in the southern heart of Tuscany, in a hilly position between Florence and Grosseto. The territory combines an exceptionally preserved medieval city center with surrounding countryside renowned for its vineyards, olive groves, and breathtaking landscapes, making it a prime destination for discerning property seekers.

As a UNESCO World Heritage Site, Siena offers the perfect balance of cultural heritage, privacy, and refined living. Its central position between other world-class art cities makes it ideal both as a primary residence and as an exclusive holiday retreat for high-net-worth individuals.

Siena is approximately 1 hour and 15 minutes from Florence and about 2 hours and 30 minutes from Rome. It is well-connected by regional highways, train stations, and the international airports of Florence and Pisa. The surrounding countryside, including Chianti and the Crete Senesi, can be reached within minutes by car.

Globally admired for the immaculate preservation of its medieval center, Siena is home to the iconic Piazza del Campo, its stunning Gothic Cathedral, and the historic Palio di Siena: a centuries-old horse race held twice a year, which is both a cultural event and a social celebration unlike any other in the world.

Luxury real estate in Siena, Tuscany, Italy

Tuscany continues to register strong growth in the luxury property segment, reaffirming its status as one of the most sought-after regions in Italy for second homes and high-end investments. Demand from international buyers remains robust, with a growing focus on properties with historical character, absolute privacy, and agricultural assets such as vineyards and olive groves.

Buyers are primarily from the UK, Germany, and North America. Profiles range from those seeking historical charm and prestigious apartments in the city center, to those preferring country estates or villas offering privacy and high-end hospitality amenities. There is also a significant number of investors interested in converting heritage properties into boutique hotels or luxury guesthouses.

  • Artistic and cultural prestige (UNESCO World Heritage status).
  • Extraordinary landscapes and the allure of a countryside retreat.

Opportunities for elite real estate investments in the hospitality sector with high ROI potential.

  • Panoramic locations with complete privacy.
  • Outdoor spaces with swimming pools, landscaped gardens, or olive groves.
  • Interiors with restored historical details (frescoes, exposed beams).
  • Proximity to the city center and easy access to major airports.

Buyers also appreciate the ability to integrate contemporary design with authentic historical elements.

Siena offers a rare combination of a perfectly preserved medieval city center and immediately surrounding rolling countryside, creating a unique balance of urban charm and rural tranquility.

A refined mix of conservative restoration, highlighting original architectural features, and contemporary minimalism. Popular features include expansive glass openings framing Tuscan views, luxury infinity pools, private wellness facilities, executive-level home offices, and guest accommodations designed for high-end hospitality.

Those entering Siena’s luxury market aim to develop boutique hospitality projects (country relais, small-scale luxury resorts), acquire heritage estates for brand positioning, or diversify investment portfolios with prestigious real estate assets.

Luxury property prices in Siena

Values vary between the historic center and the surrounding countryside, influenced by location, historical prestige, and property type:

  • Siena historic center: from  €5,000 to €7,000/sqm.
  • Siena Countryside: from €2,500 to €4,000/sqm.

Fully restored apartments in historic buildings or rare penthouses overlooking Piazza del Campo typically range between €5,000 and €7,000/sqm.

Farmhouses with land, villas with pools, or estates with olive groves usually sell for €2,500 to €4,000/sqm, depending on restoration quality and views.

The Tuscan scenery (rolling hills, cypress-lined lanes, vineyards) is one of the strongest value drivers. Panoramic views, optimal sun exposure, olive groves or vineyards, and proximity to historic villages significantly increase both property price and luxury market potential.

  • Location (historic center, views, proximity to Piazza del Campo).
  • State of preservation and quality of restoration.
  • Land ownership (olive groves, vineyards).
  • Outdoor amenities such as infinity pools, landscaped gardens, and private access.
  • Interior design and preservation of historical features like frescoes.
  • Potential for conversion into luxury hospitality projects.

An exclusive view, especially of Piazza del Campo. is an exceptionally rare feature that commands a significant premium. Scarcity of such properties makes them highly desirable among collectors and international buyers.

Infinity pools with panoramic views, landscaped gardens or private parks, gated driveways, olive groves, and wine cellars.

Siena attracts buyers seeking privacy, unspoiled nature, and design integrated into the landscape. Typical profiles include:

  • Collectors of iconic properties.
  • Entrepreneurs looking for residences away from mass tourism.
  • Hospitality investors seeking to develop luxury retreats and wellness resorts, capitalizing on Siena’s strong scenic identity.

Properties within a 15–20 minute drive from Siena combine rural seclusion with quick access to urban amenities, increasing appeal for both full-time residents and seasonal homeowners.

Property types and prime investment areas in Siena

Beyond Siena’s historic center, standout locations include:

  • San Gimignano: UNESCO World Heritage Site with its iconic medieval towers.
  • Crete Senesi: a rare, rolling clay landscape, one of Tuscany’s most photographed scenes.
  • Sienese Chianti: the hills between Siena and Florence, famous for vineyards and charming farmhouses.
  • Val d’Orcia: a postcard-perfect Tuscan icon (including Pienza and Montalcino).
  • Monteriggioni:  a perfectly preserved fortified medieval village.
  • Restored apartments in noble palaces (13th–16th century) with architectural details.
  • Rare penthouses overlooking Piazza del Campo.
  • Country estates and villas with gardens, pools, and land.
  • Properties with olive groves or vineyards.
  • Restoration projects with potential for boutique hotels or luxury relais.

Elegant apartments and penthouses in historic palazzi from the 1300s–1500s, often with original frescoes, vaulted ceilings, inner courtyards, and panoramic views over Piazza del Campo, ideal for buyers seeking an urban pied-à-terre with deep cultural immersion.

Villas with landscaped gardens and private pools, restored farmhouses with guesthouses, and contemporary villas seamlessly blending modern design with panoramic rural views.

Yes. Both in the historic center and in the countryside, historic properties under preservation constraints can, after careful restoration, gain significant value—especially for high-end tourism use such as boutique hotels or luxury retreats.

Historic residences and noble estates with original architecture and landscaped parks—often sought after by collectors or those seeking a truly unique lifestyle property.

The apartments in the historic center are located in high-value historic and artistic buildings. Among the main features:

  • Frescoes, exposed beams, original terracotta floors.
  • Loggias, internal courtyards, and panoramic terraces overlooking Piazza del Campo or the surrounding hills.
  • Multi-level layouts with mezzanines and characteristic rooms.
  • High-quality finishes and attention to detail.

These properties are perfect for buyers seeking an exclusive home and also a prestigious real estate investment, often intended for an international clientele with a love of history and art.

Luxury villas in the Siena countryside typically feature:

  • Spacious interiors (from 300 sqm to over 1,000 sqm).
  • Well-kept gardens, often with private olive groves or vineyards.
  • Private swimming pool with panoramic views of the hills.
  • Guest rooms or separate annexes.
  • High-quality materials such as local stone, wooden beams, and large windows to integrate the interior and exterior.
  • Home automation systems and modern technology, while maintaining a rustic or traditional aesthetic.

Ideal for families, buyers looking for a permanent residence, or luxury second homes.


with a love of history and art.

A restored farmhouse offers authenticity, historic materials, and Tuscan charm; a modern villa focuses on open spaces, contemporary comfort, and advanced technology. Both can reach premium value if design and amenities align with the target lifestyle.

Peri-urban areas with improved access and redevelopment land are attracting interest; however, the luxury segment remains strongly focused on the historic center and scenic countryside hills.

  • Stone farmhouses with extensive land.
  • Contemporary villas blending into the landscape.
  • Former farm complexes or monasteries restored as private resorts.
  • Agricultural estates with potential for premium wine and olive oil production.

San Gimignano is one of the world’s most famous medieval towns and a UNESCO site, with an extremely limited supply of properties inside the walls due to heritage restrictions. In the countryside, farmhouses and estates with views of the iconic towers are highly sought after by international buyers seeking a “postcard landscape” with strong global recognition. High-end tourism makes these properties ideal for boutique hospitality investments.

San Gimignano is famous for its medieval towers and fortified historic center, with properties that include:

  • Charming apartments within the medieval walls, often with vaulted ceilings and frescoes.
  • Ancient noble palaces and historic tower houses, highly sought after by collectors and investors.
  • Farmhouses and villas in the surrounding countryside with views of the towers and the surrounding countryside.
  • Properties with potential for luxury hospitality, given the strong tourist presence.
  • San Gimignano: iconic, tourism-driven, ideal for short-term luxury rentals.

Crete Senesi: private, slow-living oriented, ideal for wellness retreats, fine agricultural estates, and private residences.

  • The city of Siena offers an active cultural life, events, and services within easy reach.
  • The villages in the province, such as San Gimignano and Monteriggioni, are characterized by medieval charm and high-end tourism.
  • The countryside (Crete Senesi, Chianti Senese, and the Val d’Orcia area) offers unique landscapes and total privacy.
  • Apartments in the city offer a cultural lifestyle with events, museums, Michelin-starred restaurants, and high-end services.
  • Villas and farmhouses in the countryside allow for a lifestyle connected to nature, with outdoor activities, food and wine, and tranquility.
  • Properties with olive groves and vineyards embrace the tradition of luxury agriculture, combining business with a passion for the land.

Yes, especially:

  • Historic center properties in Siena and San Gimignano ideal for boutique hotels.
  • Large estates in the Crete Senesi and Sienese Chianti suited for wellness resorts or luxury agritourism.
  • Architecturally significant properties appealing to niche buyers seeking one-of-a-kind experiences.

Living in Siena: Lifestyle & Opportunities

Siena enjoys a typical inland Tuscan climate: warm, sunny summers and cool, crisp winters (with occasional early-morning frost in the countryside). Spring and autumn are particularly pleasant, ideal for outdoor living, vineyard harvests, and olive picking.

A refined yet relaxed pace of life, Michelin-starred dining, exceptional wine and olive oil culture, and a rich calendar of cultural events. Siena balances heritage and modern comfort, making it attractive for both year-round living and seasonal retreats.

It’s at the heart of daily life. Wines such as Brunello di Montalcino and premium extra virgin olive oils are part of the identity of the area, both a lifestyle asset and an investment opportunity for those acquiring agricultural estates or developing luxury hospitality projects.

Both. Its authenticity, slower pace, and strong sense of community make it perfect for permanent relocation, while its charm and scenery make it equally appealing as a high-end second home destination.

The province offers equestrian centers and riding trails, hiking and cycling routes, and access to golf courses within a short driving distance. Outdoor living is integral to the Tuscan lifestyle.

Yes. Prestigious rural estates and countryside villas offer high levels of privacy. Siena’s provincial setting also conveys a greater sense of safety compared to large metropolitan areas.

The historic Palio di Siena, gourmet fairs, and cultural festivals bring vibrancy to the city, attracting an international crowd and enriching the lifestyle for residents.

Siena is home to a well-regarded regional hospital and reputable private clinics. It hosts the historic University of Siena (founded in 1240) and the University for Foreigners, specializing in Italian language and culture. For international primary and secondary education, most expat families choose schools in Florence, about an hour’s drive away.

  • The Palio di Siena, held every July 2nd and August 16th, is a central cultural event and a unique opportunity to experience Siena’s traditions up close.
  • Many investors combine property acquisition with lifestyle-oriented ventures such as wine retreats or exclusive events to enhance both ROI and brand value.