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Italy David Italy David

Italy, Tuscany Colle Val d'Elsa (On-Market)

Price: €12M (~$14M)

Keys: 40

Just minutes from San Gimignano and Siena in the historic Tuscan town of Colle Val d'Elsa, this 18th-century villa offers the soul of an authentic Tuscan home. Spread across three beautifully preserved buildings — the original frescoed villa, an adjacent farm, and a former seminary — the property features 40 elegantly appointed rooms, a traditional restaurant, and a large pool surrounded by lush gardens. Rich in history and famously a wartime refuge for priceless Italian art, it serves as a peaceful, ready-to-operate base for boutique hospitality with both heritage value and operational depth.

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Italy David Italy David

Italy, Tuscany Crete Senesi (Off-Market)

Price: €12M (~$14M)

Keys: 25+

Set on a panoramic hilltop in the Crete Senesi — one of Tuscany's most cinematic landscapes of clay hills, cypress avenues and cultivated land — this restored historic manor estate combines authentic Tuscan grandeur with a versatile multi-format hospitality footprint. The 25+ keys are spread across a main villa with elegantly frescoed suites and a series of country-house apartments distributed throughout the borgo, set among carefully restored gardens and olive groves. The setting and architecture together create a culturally rich, multi-format estate ideally suited to boutique hotel operation, retreat programming, or staged residential conversion. The purchase (3.1M) of adjacent 2 villas creates a strong upside potential.

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Greece David Greece David

Greece, Mykonos (Off-Market)

Price: €30M (~$35M)

Keys: 40+

Set above a sheltered bay on Mykonos, this iconic boutique resort presents 40+ individually decorated suites and 2 private villas, all curated in the unmistakable Cycladic luxury aesthetic. Multiple swimming pools, a wellness spa, a fitness center, a full restaurant and bar, and direct access to a quiet stretch of beach offer guests a complete five-star experience. With a stop on (new) hotels in Mykonos, it’s a unique opportunity to acquire one of Greece's most recognizable hospitality locations.

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Italy David Italy David

Italy, Tuscany Chianti Classico (On-Market)

Price: €7.3M (~$8.5M)

Keys: 20

Set in the celebrated Chianti Classico hills near Castellina in Chianti, this family-owned country estate combines a much-loved hotel — operating since 1967 — with seven hectares of working agricultural land. The main villa offers 20 guest rooms with potential to convert two adjacent buildings to a total of 35, alongside a swimming pool, a long-acclaimed restaurant, and an estate of 1,800 olive trees. The vineyard is capable of producing up to 60,000 bottles of premium Chianti Classico DOCG annually, with a lease that terminates upon sale. A rare country-estate opportunity with deep cultural roots and significant upside on both hospitality and wine.

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Italy David Italy David

Italy, Tuscany Hills (Off-Market)

Price: €22M (~$25.7M)

Keys: 22

Set in the gentle hills of central Tuscany within easy reach of one of the region’s most iconic medieval towns, Siena, this storied historic estate has been beautifully transformed into a refined boutique hotel of timeless character. The 22 character-rich rooms unfold across stories of restored architecture and look out onto cloistered gardens of olive groves and aromatic herbs. A swimming pool, an elegant restaurant, and quiet courtyard spaces complete the property, all within an environment of remarkable cultural depth. The asset combines prestige, authenticity, and a unique combination of urban access and rural seclusion.

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Italy David Italy David

Under DD - Italy, Florence (Off-Market)

Price: €5.5M

Keys: 35

Tucked into beautiful olive groves just outside Florence, this historic farm hotel combines the scale of a full Tuscan borgo with the soul of an authentic agriturismo. Spread across several restored stone buildings, the property hosts 35 independent apartments, a restaurant and private chapel. With 50+ hectares of land, 5,000 olive trees, a large pool, and full agricultural licensing.

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Italy David Italy David

Italy, Tuscan Coast (Off-Market)

Price: €9.5M (~$10.45M)

Keys: 26

Beautiful 18th century noble villa in Marina di Massa (next to ultra-luxury Forte dei Marmi), 200 meters from the beach. The estate served as a summer hunting lodge for the powerful Sforza family, and features 26 boutique guestrooms, a private park, and an outdoor pool. Operating successfully as a B&B, the property presents significant value-add potential, with preliminary zoning suggesting up to a 50% volumetric expansion.

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Italy David Italy David

Italy, Como (Greenfield Off-Market)

Price: €24M (~$28.5M) Equity Ask

Keys: 40+

Positioned on the most coveted shores of Lake Como, this exclusive development opportunity combines the prestige of a world-class destination with the rarity of a shovel-ready luxury project. With fully approved permits, 2026 construction, and a bank committed to 100% of the build costs, execution risk is effectively eliminated.

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