luxury listed houses for sale Siena, Italy

A Captivating Tuscan Haven in the Heart of Chianti Set amidst the rolling hills between Gaiole in Chianti and Siena, this enchanting 17th-century mill estate represents a rare opportunity to acquire a finely restored historic residence where time seems to stand still. Surrounded by a delightful 2,500 sq.m. garden, the property is composed of three principal structures: the former mill—now transformed into the main residence—an atmospheric barn restored to shell condition, and the old stables currently used as storage rooms. The result is a charming ensemble offering privacy, elegance, and authentic Tuscan character. This unique estate seamlessly balances timeless sophistication and rural tradition, preserving centuries-old architectural elements while offering the potential for sensitive modern upgrades. A true corner of history, the main house traces its origins back to the early 1700s when it served as a functioning water mill. Today, it hosts 3 independent apartments totalling 6 bedrooms and 6 bathrooms, making it ideal for extended family living or high-end hospitality. The expansive garden, gently sloping and completely usable, also offers the perfect setting for a future panoramic swimming pool. The Mill Measuring approximately 520 sq.m. and arranged across two levels, the main building houses three interconnecting apartments. These allow for flexible usage—whether as a private residence with guest accommodation or as a boutique hospitality venture. The principal apartment: Accessed through a characteristic loggia, opens into a magnificent living area composed of three interlinked rooms. These are divided by arches of varying proportions and anchored by a vast original wood-burning fireplace. Vaulted ceilings with terracotta tiles, restored brickwork, and traditional cotto flooring lend the interiors a warm, timeless atmosphere. On the same level, a charming dining area opens beneath another loggia, complete with a large wood-fired oven perfect for baking bread or preparing traditional pizza. The rustic kitchen hosts a staircase leading to the upper floor, where two double bedrooms with en-suite bathrooms await. From a hallway, a private internal connection leads to a third bedroom with its own bathroom—this being the sole room located on the tower of the building. The second apartment: Situated on the first floor, is independent and accessed via an exterior private staircase. It features a spacious sitting room with fireplace, a dining area and kitchenette, a double bedroom, a bathroom, and a romantic covered loggia framed by an elegant arch overlooking the garden. The third apartment: also arranged across two levels, opens directly onto the garden. The ground floor hosts an open-plan living, dining, and kitchen area, while the upper level comprises two further bedrooms, each with its own private bathroom. Originally constructed in the 1700s, the mill retains all the charm of classic Tuscan architecture. Oak and chestnut beams, terracotta tiles, and original cotto floors narrate centuries of rural life. All utilities are in place: water is sourced from a private well, and the heating system is fuelled by GPL. The property is immediately habitable yet would benefit from a tasteful programme of modernisation to enhance comfort and elevate it to contemporary luxury standards. The Annexes Adjacent to the main residence stand two additional buildings offering remarkable potential. The first, a former barn of approximately 180 sq.m., has been restored to shell condition. It comprises a spacious ground-floor room, four rooms on the upper level, and a generous loggia. This structure is ideal for conversion into further guest accommodation, a private atelier, or a small hospitality venture. The second annex, located on the southern side of the estate, encompasses the old stables and storage areas and covers around 125 sq.m. Currently used as a tool shed and general storage, it could be transformed into a pool house, spa, or wellness suite—particularly appealing should a panoramic swimming pool be constructed in the garden. Alternatively, it could provide additional habitable space for guests or family members. The Land The property is enveloped by an easily maintained garden of approximately 2,500 sq.m. Functional and open, it is perfectly suited for outdoor living and al-fresco entertaining. Its gentle natural contours make the construction of an in-ground swimming pool both feasible and visually impactful—an opportunity to fully embrace the serenity of this extraordinary landscape. The Location Blessed with a private and tranquil hillside position, the estate enjoys breathtaking views across the undulating landscape of Gaiole in Chianti—a natural meeting point between the Chianti region and the Valdarno valley. This area is steeped in history and culture. Within a short distance are iconic sites such as the Castello di Brolio, whose origins trace back to 1141; the fortified hamlet of Vertine, a jewel of just fifteen inhabitants dating to the 12th century; and the Pieve di Spaltenna, a remarkable Romanesque church from the 10th century. Beyond its historical importance, the territory is renowned for its gastronomic traditions. This is the homeland of Chianti Classico wine, celebrated worldwide for its quality, heritage, and unmistakable identity. Living here means immersing oneself in a culture forged by the centuries-old rivalry between Siena and Florence, whose influence is still visible in the region’s architecture, customs, and local pride. Gaiole in Chianti offers quality services, charming restaurants, and artisanal shops, while important Tuscan cities are easily reached—Siena, Florence, Arezzo, and Montepulciano lie within comfortable driving distance, making the estate ideal for both relaxation and exploration. EPC Rating: G Energy Performance Index (IPE): >150 kwh/sq.m.*year Why Buy It This estate presents an exceptional opportunity for anyone seeking an authentic Tuscan residence with vast potential. Its strategic location in the heart of the Chianti valleys makes it highly attractive as a tourism investment, offering the possibility to create a boutique hospitality retreat with multiple independent units. Equally, it appeals as a refined second home or holiday residence, surrounded by some of the most iconic landscapes, vineyards, and cultural landmarks in Italy. With modest upgrades to enhance comfort and refine its interiors, the property can be transformed into a truly exclusive haven—one that combines privacy, charm, and history with convenient access to the region’s most celebrated destinations. A rare gem in Tuscany’s treasured Chianti countryside, offering timeless charm and extraordinary potential. Distances Brolio Castle: 3,2 km Gaiole in Chianti: 8,5 km Vertine: 10,2 km Redda in Chianti: 14 km Rapolano Terme: 27 km Siena: 28,6 km Greve in Chianti: 33 km Asciano: 40 km Arezzo: 53,6 km Airport of Florence: 67 km Florence: 67,5 km Airport of Perugia: 114 km

Nestled amidst the enchanting landscapes of the Terre di Siena, this captivating property is a finely restored farmhouse complete with a panoramic swimming pool and approximately 7,500 sqm of private land. Surrounded by the rolling hills of Tuscany and only a short stroll from a beautifully preserved medieval village, this residence embodies the perfect balance between elegance, tradition, and modern comfort. This extraordinary estate presents itself as a true sanctuary of tranquillity – an idyllic haven where every detail has been thoughtfully designed to offer an unparalleled quality of life. Comprising a majestic main villa and a generous annex, both meticulously renovated, the property is framed by a meticulously landscaped garden where a stunning two-tiered infinity pool takes pride of place. It is a place where rural charm meets refined sophistication, offering an enviable lifestyle immersed in the very essence of Tuscany. The Villa The principal villa spans approximately 630 sqm across three levels, and showcases the timeless beauty of Tuscan architecture. Ground Floor: An elegant dining hall sets the stage for convivial gatherings, while the fully fitted kitchen, enhanced by a traditional fireplace-barbecue, provides a perfect blend of authenticity and functionality. A luminous living area, featuring spacious lounges with a grand fireplace, opens onto a natural portico – an inviting spot for alfresco dining and leisurely evenings with family and friends. A travertine-clad guest bathroom and a practical laundry area complete this level. First Floor: This floor is dedicated to the sleeping quarters: two refined living areas with fireplaces provide warmth and charm, while six beautifully appointed en-suite bedrooms ensure absolute comfort and privacy. Each room has been designed to combine rustic elegance with modern convenience. Basement: The level hosts a serene relaxation area, seamlessly connected to a panoramic lounge, creating an intimate retreat for wellness and quiet contemplation. Faithfully restored in respect of the original design, the villa preserves every architectural detail of a traditional Tuscan farmhouse: exposed wooden beams, terracotta and natural stone floors, and interiors enriched with antique Tuscan rural furnishings. All utilities are present and functional, with water supplied by both the municipal aqueduct and a private well connected to a cistern. The current LPG heating system is set to be upgraded to district heating, ensuring efficiency and sustainability. The Annexes Adjacent to the main villa lies a second residence of approximately 290 sqm, spread across two levels. This annex, also restored to the highest standard, offers on the ground floor a spacious and bright living room with fireplace, a kitchen with adjoining dining area, and a bathroom. Surrounded by its own private outdoor spaces, it invites one to enjoy the serenity of open-air living. The upper floor houses two elegant double bedrooms, each with en-suite bathrooms, offering comfort and privacy for guests or family members. The Land The estate is embraced by approximately 7,500 sqm of landscaped grounds, featuring manicured English-style lawns, a wood-fired oven, barbecue area, and multiple shaded corners designed for relaxation and outdoor dining. At sunset, these spaces transform into the perfect stage for an aperitivo amidst the golden Tuscan light. The jewel of the property is undoubtedly the panoramic swimming pool, a masterpiece of design spread across two cascading levels: the upper basin measuring 17x8 metres overlooks the lower one of 13x4.5 metres. Both pools offer an unrivalled setting in which to unwind, immersed in the tranquillity of nature and gazing over breathtaking views. Below the pools, a technical room and a storage area ensure functionality without compromising aesthetics. The Location Commanding a dominant position over two enchanting valleys, the estate enjoys uninterrupted and ever-changing views of the Tuscan countryside, where every hour of the day paints the landscape in new and magical shades. While offering absolute privacy, the property is enviably close to civilisation: a mere 500 metres away lies a charming medieval village, easily accessible on foot and offering essential services. Living near Chiusdino brings one close to history, culture, and legend – most notably the world-renowned Abbey of San Galgano, a majestic 13th-century ruin open to the sky, and the nearby Hermitage of Montesiepi, home to the only known sword in the stone, linked to the tale of Saint Galgano. The estate is also within comfortable reach of some of Tuscany’s most celebrated towns: Siena, famed for its artistic heritage and the Palio; Asciano, embraced by the Crete Senesi; Buonconvento, one of Italy’s most beautiful villages; Monticiano with its pristine nature reserves; Monteroni d’Arbia, crossed by the ancient Via Lauretana; Murlo, an evocative Etruscan settlement; and Rapolano Terme, celebrated for its thermal spas. The international airports of Florence and Pisa are both conveniently accessible. EPC Rating: G Energy Performance Index (IPE): 160 kwh/sq.m.*year Why Buy It This estate is currently run as a successful agriturismo, yet it may easily be transformed into a distinguished private residence. It is an exceptional choice for those seeking to embrace the authentic beauty of the Tuscan countryside while enjoying modern comforts and proximity to services. Its location, at the crossroads of culture, history, and natural splendour, makes it a unique retreat for those desiring exclusivity without isolation. Adding to its appeal, there is the possibility of purchasing an additional 80 hectares of land. This includes around 70 hectares at a short distance from the estate and 10 hectares nearby, currently cultivated with walnut groves. On these lands stands a rustic farmhouse of approximately 600 sqm, in need of restoration, yet rich with potential – whether as a second residence, an agricultural venture, or an additional hospitality facility. Distances Closest Borgo with services: 500 m Chiusdino: 9 km Abbey of San Galgano: 15 km Hospital: 37 km Siena: 37 km Murlo: 48km San Gimignano: 48 km Buonconvento: 55 km Monteroni d’Arbia: 55 km Asciano: 64 km Rapolano Terme: 65 km Florence: 85,7 km Airport of Florence: 98,5 km Airport of Pisa: 108 km