Trophy Hospitality Asset — Medieval Castle Hotel 25 minutes from Florence

Trophy Hospitality Asset — Medieval Castle Hotel 25 minutes from Florence

San Casciano in Val di PesaSan Casciano in Val di Pesa·Firenze
San Casciano in Val di PesaSan Casciano in Val di Pesa·Firenze
Request € 23.000.000,00
Indicative USD price $ 26,194,700
Property Type:  Castle

Cod: ES 340
7000 m²
House
100000 m²
Land

Rooms
71
Bedrooms

Bathrooms

About the property

A Castle for Sale in Italy Unlike Any Other

Some properties cannot be recreated. This is one of them.

Set among the vineyards and olive groves of the Chianti countryside, just minutes from Florence, this exceptional castle for sale in Italy is far more than a historic residence. It is a fully operational hospitality estate comprising 39 apartments, 71 bedrooms accommodating up to 142 guests, and over 9.6 hectares of private land, including a natural lake, olive groves, a beautifully frescoed chapel, and centuries of remarkable history dating back to the Carolingian era.

Opportunities to acquire a historic castle for sale in Italy of this scale, authenticity, and architectural integrity are extraordinarily rare. Located in the heart of Tuscany, one of the world's most sought-after destinations, this landmark estate represents an irreplaceable asset where heritage, prestige, and commercial potential converge.

Currently operating as a successful hospitality business, the property already generates income while offering significant opportunities for value enhancement through repositioning, luxury hospitality, private events, destination weddings, or branded residential concepts.

For discerning private buyers, family offices, and institutional investors, this Tuscan castle for sale in Italy offers a unique combination of historical significance, income-producing real estate, and long-term capital appreciation. Trophy assets of this calibre rarely become available, making this one of the most compelling luxury real estate investment opportunities in Italy.

An Extraordinary Castle for Sale in Italy

This exceptional castle for sale in Italy offers approximately 7,350 sqm of built space across a magnificent medieval castle, detached residences, and ancillary buildings, all surrounded by 9.6 hectares of private Tuscan countryside in the heart of Chianti, just a short drive from Florence.

The Main Castle

The historic castle extends over approximately 6,740 sqm and currently operates as an established hospitality estate. It features 44 guest bedrooms, 35 bathrooms, and accommodation for up to 104 guests distributed across spacious apartments of varying sizes, including large family residences with up to five bedrooms.

The property includes two restaurants: a grand dining hall seating approximately 150 guests, ideal for weddings and private events, and a second restaurant serving breakfast and à la carte dining, accommodating around 35 guests indoors and 75 during the summer season thanks to its outdoor terrace.

Among the estate's most remarkable architectural features is a beautifully frescoed private chapel, decorated by renowned Baroque painter Cosimo Ulivelli, while the reception hall, elegant lounges, grand fireplaces and generous communal spaces reinforce the atmosphere of a distinguished historic castle for sale in Italy.

Additional Residences

A detached dependance of approximately 385 sqm provides nine additional apartments with accommodation for around 30 guests, creating further flexibility for hospitality or private residential use.

A beautifully restored 180 sqm Tuscan villa, converted from an historic barn just 50 metres from the castle, offers four bedrooms, three bathrooms, private gardens and independent accommodation over two floors.

Additional service and storage buildings complete the estate.

Timeless Architecture & Restoration

Originally constructed during the medieval period and refined over successive centuries, the castle showcases an exceptional blend of authentic Tuscan character and noble architectural elegance.

Traditional terracotta floors, exposed timber beams and handcrafted finishes are complemented by frescoed reception rooms, decorative ceilings, period mouldings and finely preserved historic interiors.

The Renaissance courtyard, dating from the late sixteenth century and distinguished by elegant pedimented windows, represents one of the estate's finest architectural elements.

Recent restoration works have upgraded structural integrity together with electrical and plumbing systems, ensuring the property combines historic authenticity with modern functionality.

Features

Swimming Pool
Shower
Private Garden
Private Parking
Air Conditioning
Heating
Terrace
Patio

Location

Nearby

Positioned in the heart of Chianti, this remarkable castle for sale in Italy enjoys one of Tuscany's most desirable settings.

The estate lies only minutes from a fully serviced village, while many of Italy's most celebrated destinations are within easy reach:

  • Florence — approximately 30 minutes
  • San Gimignano — approximately 50 minutes
  • Siena — approximately 55 minutes
  • Pisa — approximately 55 minutes

International airports in Florence, Pisa, Bologna and Rome provide excellent global connectivity.

Golf courses, thermal spas, vineyards and equestrian facilities are all located nearby, reinforcing the property's appeal as both a luxury hospitality destination and an exclusive private estate.

Nearby Attractions

Discover the Heart of Tuscany

Perfectly positioned in the rolling Chianti hills, this exceptional castle for sale in Italy enjoys one of the most desirable locations in Tuscany. Surrounded by vineyards, olive groves, and historic villages, the estate offers complete privacy while remaining within easy reach of some of Italy's most celebrated destinations.

Florence, the birthplace of the Renaissance, is only around 30 minutes away, offering world-famous landmarks such as the Duomo, Ponte Vecchio, the Uffizi Gallery, Palazzo Pitti, and an unrivalled collection of art, architecture, fine dining, and luxury shopping.

Within an hour's drive, owners and guests can explore the medieval towers of San Gimignano, the magnificent Piazza del Campo in Siena, the iconic Leaning Tower of Pisa, and the charming villages of the Chianti wine region, renowned for prestigious wineries, Michelin-starred restaurants, and unforgettable countryside experiences.

The surrounding area also offers championship golf courses, equestrian centres, thermal spas, scenic hiking and cycling routes, hot-air balloon flights, truffle hunting, wine tastings, and private culinary experiences that celebrate the very best of Tuscan culture.

Whether as a prestigious private residence, a world-class hospitality destination, or a long-term investment, this remarkable castle for sale in Italy combines extraordinary historical heritage with one of Europe's most sought-after locations, placing the finest experiences of Tuscany right on its doorstep.

Buying Guide Accordion - Easy Living Tuscany
For foreign clients

A guide to buying property in Italy

A safe, transparent and fully managed process, from the first offer to the final deed. All steps are handled and coordinated by our team.

Download guide
90% of countries Approximately 90% of countries face no restrictions when buying property in Italy.
Full assistance Every step is managed and coordinated by our team for a simple and stress-free experience.
Security & transparency Every phase is carried out by qualified professionals to protect your interests 100%.
Total transparency You will always receive a detailed breakdown of all costs before you make any decision.
  • Approximately 90% of countries have no restrictions.
  • EU citizens: no restrictions.
  • Non-EU citizens: purchase is possible if a reciprocity agreement exists with Italy.
  • Alternatively, properties can be purchased through a company registered in Italy or abroad.
  • Italian tax code (Codice Fiscale): our team will obtain this on your behalf.
  • Valid passport: a valid passport is required.
  • Marriage certificate, if applicable: required to determine the matrimonial property regime, community or separation of assets.
  • Real Estate Agent: coordinates the entire process, assists with negotiation and is your main point of contact.
  • Notary: independent public official who ensures the legality of the transaction, drafts and registers the deed and manages payments through a dedicated escrow account.
  • The notary is always chosen by the buyer, ensuring maximum transparency. We can recommend trusted notaries to guarantee an efficient and well-coordinated service. Notary fees are always paid by the buyer.
  • Surveyor / Architect: verifies urban planning and cadastral compliance and checks for any irregularities.
  • Translator, if required: translates the deed into your language and must be present at the signing. The translator's fee is paid by the buyer.

All steps are prepared and coordinated by our agency.

  1. Purchase offer: the first formal step. Includes price and conditions and becomes binding once accepted by the seller. Upon acceptance, a deposit, typically around 10%, is paid into the notary's escrow account, ensuring full security and traceability. Once signed, the offer is officially registered.
  2. Due diligence: carried out by the notary with the support of technical professionals, including verification of ownership, checks for mortgages or legal encumbrances, urban planning and cadastral compliance check, and verification that all required documentation for the sale is in place. This step guarantees a safe and secure transaction.
  3. Final deed, closing: the final stage of the purchase. Signing before the notary, payment of the remaining balance and official transfer of ownership.

From offer to completion: approximately 1–3 months.

This may vary depending on:

  • Property complexity
  • Technical checks
  • Parties' requirements

Costs vary depending on the property value and the specific transaction.

We always provide a detailed cost breakdown with exact figures for each item, ensuring full transparency from the outset.

  • Primary residence: reduced taxation; obligation to transfer residency within 18 months; must meet specific requirements.
  • Second home / holiday property: no residency requirement. For foreign citizens: non-EU citizens stay up to 90 days within any 180-day period; EU citizens stay up to 180 days.
  • Can be used as a holiday home or investment property.

Mortgages are available but subject to:

  • Specific banking requirements
  • Higher deposit, typically
  • Longer processing times

Our team can assist you throughout this process.

Once the transaction is complete:

  • Utilities setup
  • Local taxes, IMU, waste tax, etc.
  • Property management, if required
  • Property sourcing and selection
  • Full management of the administrative process
  • Coordination with notary and technical professionals

Agency fees are payable by both the buyer and the seller.

They are due upon completion of the purchase.

Note: this section is designed as a commercial and informative guide. Legal, tax and residency details should always be confirmed with the notary or the relevant professional before publication.
Request € 23.000.000
Indicative USD price $ 26,194,700

Get in touch

Aabout this Space

A Castle for Sale in Italy Unlike Any Other

Some properties cannot be recreated. This is one of them.

Set among the vineyards and olive groves of the Chianti countryside, just minutes from Florence, this exceptional castle for sale in Italy is far more than a historic residence. It is a fully operational hospitality estate comprising 39 apartments, 71 bedrooms accommodating up to 142 guests, and over 9.6 hectares of private land, including a natural lake, olive groves, a beautifully frescoed chapel, and centuries of remarkable history dating back to the Carolingian era.

Opportunities to acquire a historic castle for sale in Italy of this scale, authenticity, and architectural integrity are extraordinarily rare. Located in the heart of Tuscany, one of the world's most sought-after destinations, this landmark estate represents an irreplaceable asset where heritage, prestige, and commercial potential converge.

Currently operating as a successful hospitality business, the property already generates income while offering significant opportunities for value enhancement through repositioning, luxury hospitality, private events, destination weddings, or branded residential concepts.

For discerning private buyers, family offices, and institutional investors, this Tuscan castle for sale in Italy offers a unique combination of historical significance, income-producing real estate, and long-term capital appreciation. Trophy assets of this calibre rarely become available, making this one of the most compelling luxury real estate investment opportunities in Italy.

An Extraordinary Castle for Sale in Italy

This exceptional castle for sale in Italy offers approximately 7,350 sqm of built space across a magnificent medieval castle, detached residences, and ancillary buildings, all surrounded by 9.6 hectares of private Tuscan countryside in the heart of Chianti, just a short drive from Florence.

The Main Castle

The historic castle extends over approximately 6,740 sqm and currently operates as an established hospitality estate. It features 44 guest bedrooms, 35 bathrooms, and accommodation for up to 104 guests distributed across spacious apartments of varying sizes, including large family residences with up to five bedrooms.

The property includes two restaurants: a grand dining hall seating approximately 150 guests, ideal for weddings and private events, and a second restaurant serving breakfast and à la carte dining, accommodating around 35 guests indoors and 75 during the summer season thanks to its outdoor terrace.

Among the estate's most remarkable architectural features is a beautifully frescoed private chapel, decorated by renowned Baroque painter Cosimo Ulivelli, while the reception hall, elegant lounges, grand fireplaces and generous communal spaces reinforce the atmosphere of a distinguished historic castle for sale in Italy.

Additional Residences

A detached dependance of approximately 385 sqm provides nine additional apartments with accommodation for around 30 guests, creating further flexibility for hospitality or private residential use.

A beautifully restored 180 sqm Tuscan villa, converted from an historic barn just 50 metres from the castle, offers four bedrooms, three bathrooms, private gardens and independent accommodation over two floors.

Additional service and storage buildings complete the estate.

Timeless Architecture & Restoration

Originally constructed during the medieval period and refined over successive centuries, the castle showcases an exceptional blend of authentic Tuscan character and noble architectural elegance.

Traditional terracotta floors, exposed timber beams and handcrafted finishes are complemented by frescoed reception rooms, decorative ceilings, period mouldings and finely preserved historic interiors.

The Renaissance courtyard, dating from the late sixteenth century and distinguished by elegant pedimented windows, represents one of the estate's finest architectural elements.

Recent restoration works have upgraded structural integrity together with electrical and plumbing systems, ensuring the property combines historic authenticity with modern functionality.

About this space

Discover the Heart of Tuscany

Perfectly positioned in the rolling Chianti hills, this exceptional castle for sale in Italy enjoys one of the most desirable locations in Tuscany. Surrounded by vineyards, olive groves, and historic villages, the estate offers complete privacy while remaining within easy reach of some of Italy's most celebrated destinations.

Florence, the birthplace of the Renaissance, is only around 30 minutes away, offering world-famous landmarks such as the Duomo, Ponte Vecchio, the Uffizi Gallery, Palazzo Pitti, and an unrivalled collection of art, architecture, fine dining, and luxury shopping.

Within an hour's drive, owners and guests can explore the medieval towers of San Gimignano, the magnificent Piazza del Campo in Siena, the iconic Leaning Tower of Pisa, and the charming villages of the Chianti wine region, renowned for prestigious wineries, Michelin-starred restaurants, and unforgettable countryside experiences.

The surrounding area also offers championship golf courses, equestrian centres, thermal spas, scenic hiking and cycling routes, hot-air balloon flights, truffle hunting, wine tastings, and private culinary experiences that celebrate the very best of Tuscan culture.

Whether as a prestigious private residence, a world-class hospitality destination, or a long-term investment, this remarkable castle for sale in Italy combines extraordinary historical heritage with one of Europe's most sought-after locations, placing the finest experiences of Tuscany right on its doorstep.

Get in touch

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ALL FEATURES

BATHROOM

Shower

ENTERTEINMENT

FAMILY

HEATING & AIR CONDITIONING

Heating
Air conditioning

INTERNET & WORKSPACE

Dedicated workspace

KITCHEN & DINING ROOM

PROPERTY CARACTERISTICS

Private parking
Private garden
   Pets not allowed

OUTDOOR

Terrace
Patio
Swimming pool

SERVICES