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luxury listed house for sale Gaiole in Chianti, Italy

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47

Mill Gaiole in Chianti (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

… 
$1,380,200
840
6bedrooms
6bathrooms
land 2,500

By Italian Luxury Asset Srl

4 listings near Gaiole in Chianti

Nearby
32

Villa with garden and terrace Siena (Italy)

Villa overlooking Siena, a Tuscan dreamIf you dream of owning a luxurious historic villa in Tuscany with stunning views of Siena, you are in the right place: wake up in the morning, go down to the living room, open the French doors and Siena stands before you. The Torre del Mangia and the cathedral bell tower seem to watch over the villa. Just 4 km from the Porta Pispini, one of the main access gates to the center of Siena, the property enjoys a prime location, surrounded by nature on a 2-hectare plot. The Villa The villa, whose origins date back to the early 20th century, has been renovated over the centuries. The latest renovation, completed in 2000, involved the roofing, the facades, the bathrooms, and the amenities. The house is therefore in excellent condition. Its total area is approximately 495 m². Spread over three levels, the property is set up as follows: Ground floor: An impressive old door leads to the entrance hall. From there, on your right, you access the spacious and charming living room, which has a French door opening onto the courtyard with a view of Siena. The paved patio allows you to enjoy pleasant dinners, illuminated by the lights of Siena. The living room, with several windows, is bathed in light throughout the day. From the living room, you access the formal dining room, which connects to the kitchenette and spacious kitchen. From the kitchen, you access a large room that can serve as a cellar and laundry room. The ground floor also includes a charming office/reading room, a guest bathroom, and a bedroom with an en-suite bathroom, all directly accessible from the outside via a secondary door. First floor: On the first floor, you will find two large double bedrooms and two single bedrooms: all four bedrooms enjoy ample natural light and magnificent views of Siena or the lush nature surrounding the property. On the same floor, there are two bathrooms (one with a shower and the other with a jacuzzi) and a lovely lounge with a French door leading to the terrace (about 30 m²) with a pergola. This side overlooks Siena but will surprise you as you can see the impressive Quattro Torra castle in the distance. Basement: The basement, with an area of about 165 m², includes several rooms: an old cellar where you can store your wine selection, a storage area for garden tools, and a room used as a laundry room. The land The villa is surrounded by a 2-hectare plot with an olive grove and a secret path leading to a small wood, where you will find peace and tranquility. In front of the house, there is a 50 m² annex used as a garage and storage for tools. The location The location of this exclusive property is simply incomparable, offering a perfect balance for those seeking absolute privacy and tranquility while remaining in the heart of the bustle of a great cultural city. The historic Porta Pispini is just 1.6 km away, placing the grandeur of Siena at your doorstep. The legendary Piazza del Campo, the lively heart of the city, is only 2.8 km away, allowing easy access to medieval splendor, world-renowned restaurants, and prestigious events such as the Palio. Siena has an undeniable charm. Its sun-baked stones, winding medieval streets, and majestic historical palaces exude timeless beauty. Its unique architecture and charm are so profound that its historic center was declared a UNESCO World Heritage site in 1995. Culture breathes in every corner, with roots dating back to antiquity. The churches of Siena are cultural jewels and invaluable wonders, many of which date back to the Middle Ages and have preserved their original elegance. The museums housed here are unique guardians of priceless treasures, reflecting centuries of art, faith, and civic pride. Siena is, in the collective imagination, one of the most important medieval cities in Tuscany. Beyond the walls, the entire region is a true canvas of breathtaking landscapes, ancient abbeys, historical palaces, and charming medieval hamlets. The Land of Siena encompasses nine municipalities, each offering its own Tuscan flavor. Siena: the city of art and the Palio. Asciano: in the heart of the sublime Crete Senesi. Buonconvento: considered one of the most beautiful villages in Italy. Chiusdino: famous for its ancient abbey, which is said to house the legendary sword in the stone. Rapolano Terme: home to some of the most beautiful thermal centers in Italy. This villa is not just a residence; it is a gateway to the authentic and unforgettable soul of Tuscany. It offers the rare opportunity to enjoy a peaceful and refined life while being just steps away from one of the most beautiful historic centers in the world. Energy performance classification: G Energy Performance Index (EPI): 150 kWh/m²*year Why buy it? If you appreciate historical properties, this villa has a lot of character. Furthermore, it will allow you to fully enjoy the vibrant cultural life of Siena, where numerous events take place throughout the year. Everything is within reach: the magnificent historic center of Siena, shopping centers, major roads leading to Florence, Amerigo Vespucci international airport, and all that you might need in Italy. Distances Siena: 1.6 km Piazza del Campo – Siena: 2.8 km University for foreigners: 3.7 km Hospital: 6 km Castellina in Chianti: 24 km Crete Senesi: 25 km San Gimignano: 40 km Montalcino: 40 km Highway A1: 48 km Arezzo: 58 km Montepulciano: 60 km Cortona: 66 km Florence: 70 km Florence International Airport: 78 kmThis description has been automatically translated from French.

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$1,861,100
495
5bedrooms
4bathrooms
land 2ha

By Italian Luxury Asset Srl

Nearby
48

Contemporary house with pool and garden Civitella in Val di Chiana (Italy)

A Refined Tuscan Retreat in the Heart of Val di Chiana Nestled among the gentle hills of the Val di Chiana, just a short distance from the historic city of Arezzo, this enchanting country estate embodies the perfect harmony between timeless Tuscan charm and contemporary elegance. Finely restored and immersed in approximately 3.5 hectares of private land, the property offers an atmosphere of rare beauty, enhanced by a panoramic swimming pool and sweeping views over the surrounding countryside. This captivating casale represents an authentic slice of Tuscany, where tradition has been carefully preserved and elevated through a meticulous renovation. The result is a refined rural residence that promises an exceptional quality of life, defined by privacy, tranquillity and understated luxury. The villa features 4 bedrooms, 4 bathrooms and multiple living areasone on each floordesigned to offer both comfort and versatility in an idyllic aretine setting. Immersed in nature yet effortlessly connected to nearby cultural and gastronomic hubs, the estate is an oasis of calm where days unfold at a gentle pace, marked by long alfresco lunches, evenings by the pool and interiors that invite relaxation and convivial living. The Country House The country house measures approximately 282 sq.m. and is arranged over three levels, divided into two independent residential unitsan ideal solution for hosting guests or generating rental income while maintaining privacy. Ground Floor: The ground floor hosts the first unit, accessed directly from the outside. Upon entering, one is welcomed into a spacious and light-filled dining area with a sleek, modern kitchen. This space flows seamlessly into a second room on the same level, an elegant and intimate sitting room designed for moments of quiet repose. The dining area opens directly onto the garden, where a large outdoor table creates the perfect setting for open-air lunches, sunset dinners and relaxed gatherings with family and friends. A technical room and a guest bathroom complete this level. First Floor: An internal staircase leads to the first floor, dedicated to the sleeping quarters. Here, a further living area with fireplace and a second kitchen with dining table form a warm and convivial heart of the home. This space acts as a graceful transition to two generous and luminous double bedrooms, served by a well-appointed bathroom. Second Floor: The second residential unit occupies the top floor and benefits from an independent external entrance. It comprises a bright living area with a modern kitchen and fireplace, a bedroom with en-suite bathroom, a second double bedroom and an additional bathrooman inviting and self-contained apartment ideal for guests. Completely renovated in 2022, the property boasts finishes of the highest standard while remaining true to the soul of traditional Tuscan architecture. Exposed wooden beamssoftly painted on the first flooralong with the characteristic local stone, have been carefully preserved. These historic elements are beautifully complemented by contemporary design furniture, resin flooring and refined materials, creating warm, welcoming interiors infused with modern sophistication. All utilities are present. Water supply is ensured by a private well, heating is electric, and the property is equipped with air conditioning, internet connection, an irrigation system and an electric gate, guaranteeing both comfort and efficiency. The Land The estate is surrounded by approximately 3.5 hectares of land, of which around 2.5 hectares are dedicated to an olive grove, a quintessential symbol of the Tuscan landscape. The outdoor spaces have been thoughtfully designed to make the most of the natural setting and the long sunny days. A splendid panoramic swimming pool measuring 11 x 4 metres takes centre stage, offering a serene vantage point from which to admire the rolling hills of the Val di Chiana. Here, tranquillity reigns supreme, and every moment spent outdoors becomes an invitation to slow down and reconnect with nature. The Location Set in an elevated, hilltop position, the property enjoys an exceptionally private and peaceful location. The views stretch across the Val di Chiana, revealing a landscape of extraordinary beauty, where soft hills meet open skies. The territory of Civitella is notably the first encountered by the River Arno at the foothills of the mountains, lending the area both geographical and historical significance. Living in Civitella in Val di Chiana means embracing the authentic charm of a medieval borgo enclosed within ancient walls. The Lombard Rocca, the emblem of the village, rises majestically above the valley, offering breathtaking panoramas. Strolling between the two main squares, connected by elegant palazzi with porticoes, one is immersed in an atmosphere of a bygone era, rich in history and quiet refinement. The location is also strategically placed, with easy access to Arezzo, Cortona, Montepulciano, Siena and Florence, making it an ideal base from which to explore some of Tuscanys most celebrated destinations. EPC Rating: G Energy Performance Index (IPE): >160 kwh/sq.m.*year Why Buy It Acquiring a property of this calibre in Tuscany means investing in a lifestyle as much as in real estate. This refined country house offers outstanding potential both as a high-end holiday rentalthanks to its strategic position just minutes from Arezzoand as a private holiday retreat or second home. Its proximity to Tuscanys most renowned towns and cultural attractions makes it the perfect choice for those seeking an exclusive refuge without sacrificing convenience and connectivity. Whether as an income-generating investment or a personal sanctuary in the Tuscan countryside, this estate represents a rare opportunity to own a timeless residence in one of Italys most enchanting regions. Distances Closest Borgo with services: 2,2 km Monte San Savino: 6,3 km Arezzo: 23,3 km Rapolano Terme: 30,3 km Cortona: 34 km Montepulciano: 37,5 km Siena: 51,5 km Castiglione del Lago: 52 km San Gimignano: 88,4 km Florence: 87,5 km Airport of Perugia: 90 km Airport of Florence: 101 km

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$1,913,700
282
4bedrooms
4bathrooms
land 3.6ha

By Italian Luxury Asset Srl

Nearby
27

Property with pool and garden Impruneta (Italy)

Tuscan Heritage Estate Near Florence, Tuscany Beautifully positioned amidst the rolling Tuscan hills, this distinguished historic villa enjoys an enviable setting just a few kilometres from the heart of Florence. Utterly private and tranquil, the estate retains the authentic charm of the Florentine countryside while remaining within easy reach of the city’s cultural and architectural treasures. The Villa The principal residence extends to approximately 700 sq m over three levels and commands sweeping views across its olive-clad landscape. An elegant and lush garden frames the villa, leading to a panoramic swimming pool with a fully appointed sun terrace a refined retreat during the summer months. The ground floor is arranged for both formal entertaining and relaxed family living. It comprises a splendid drawing room with fireplace, a refined dining room, a study, a fully equipped kitchen with pantry, a guest bathroom, a charming sitting room, a bedroom with en suite bathroom, as well as a utility area and a traditional stone cellar. On the first floor, an impressive 50 sq m reception or family room forms the centrepiece of the level. The sleeping quarters include three bedrooms and three bathrooms, one of the bedrooms distinguished by a beautifully frescoed ceiling a graceful testament to the villa’s heritage. The uppermost floor currently houses non-habitable rooms of approximately 200 sq m, offering exceptional scope to create up to four additional bedroom suites, subject to the necessary consents. While entirely functional and well maintained, selective modernisation particularly to the kitchens and bathrooms would further elevate comfort and align the interiors with contemporary expectations, without compromising the property’s historic integrity. The Annexes The estate is further enriched by two independent residences within the grounds, bringing the total internal surface area to approximately 1,135 sq m. The first annex, measuring around 225 sq m and attached to the main villa, may easily be reintegrated if desired. Presented in classic rural Florentine style, it features a kitchen, living and dining areas, three bedrooms, two bathrooms and a generous family room. The second annex, extending to approximately 210 sq m, is a beautifully restored former olive mill. Great care has been taken to preserve original features, most notably the historic stone millwheel, now incorporated into the kitchen as a striking architectural detail. The accommodation is arranged with an entrance opening to the living area, a study and bathroom to one side, elegant floor-to-ceiling glazing to the other, and floating stairs leading to the upper floor, where two bedrooms and a bathroom are situated. Traditional finishes terracotta floors, exposed timber beams and substantial wooden doors lend warmth and authenticity throughout. The property is further complemented by ample parking, agricultural outbuildings and storage areas. The Land The estate is set within approximately 3.5 hectares (8.6 acres) of private grounds, of which around three hectares are dedicated to productive olive groves. The land is meticulously maintained and yields the estate’s own extra-virgin olive oil, which may be stored in the charming stone cellar, enhancing the property’s genuine agricultural heritage. The landscaped gardens surrounding the villa provide shaded areas for outdoor dining and relaxation, while the swimming pool enjoys uninterrupted views across the gently undulating countryside. The Location Immersed in the verdant Tuscan countryside, in the municipality of Impruneta, yet remarkably close to the historic centre of Florence, the property offers a rare balance between rural serenity and urban convenience. This is a setting of absolute privacy and refinement, where the timeless beauty of Tuscany meets the cultural vibrancy, fine dining and international connections of one of Italy’s most celebrated cities an ideal residence for those seeking discretion, authenticity and effortless access to world-class amenities. EPC: Ordered Why Buy It To acquire this estate is to secure not merely a home, but a distinguished Tuscan retreat within easy reach of Florence. The presence of three independent residences ensures flexibility for family, guests or staff, while the productive olive groves and panoramic pool enrich everyday living with authenticity and quiet luxury. Its historic character, generous volumes and scope for refinement offer both immediate enjoyment and future potential. Above all, the property provides privacy, prestige and proximity to culture a rare combination that makes it as rewarding an investment as it is an exceptional place to live. Distances Closest Town with Services: 2 km Impruneta: 5 km Florence: 10 km A1 Motorway: 10 km Theatre: 11 km Hospital: 13 km San Casciano Val di Pesa: 14 km Fiesole: 14 km Airport of Florence: 25 km Prato: 32 km Siena: 69 km Maranello: 145 km

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$4,523,200
1,135
9bedrooms
8bathrooms
land 35ha

By Italian Luxury Asset Srl

Nearby
25

Villa with pool and garden Rignano sull'Arno (Italy)

Indulge in the allure of Tuscany with this magnificent historic villa perched on the hills around Florence. With 6 bedrooms and an independent apartment, this beautifully renovated property spans over 648 sq.m. From its elevated position you can soak in breathtaking views of the Tuscan rolling hills and its olive groves. Whether you’re envisioning it as your private home or a lucrative rental retreat, this Tuscan gem offers an irresistible blend of privacy and convenience. Seize the opportunity and immerse yourself in the classic beauty of Tuscany’s legendary landscape! The Villa Located on top of the rolling hills of Florence, this villa offers a blend of traditional charm and modern luxury. It boasts a very panoramic position, with commanding views of the surrounding countryside. The property comprises a total of 648 sq.m. of living spaces, featuring a main house and a small independent apartment ideal for guests or service staff. The Main Home The main home spans 589 sq.m. and it is spread out on two floors. Ground Floor: Welcome to the ground floor, which greets you with several inviting living spaces for entertaining friends and family. Entering the home you are welcomed by a spacious lounge room, which leads you to a chef’s kitchen with an adjacent dining area. From there, step into the living room with a fireplace, followed by a cozy TV room for movie nights. These two rooms are connected to the outdoor terrace and its pergola, perfect for al fresco dining. On this floor you will also find a bathroom. First Floor: Upstairs, a luminous living room with a large window overlooks the garden, while the sleeping area comprises 5 bedrooms, three of which boast ensuite bathrooms. From one of the bedrooms you can also access a turret, which provides the best views of the whole property. The Guest House A couple steps from the main home you also access the 59 sq.m. studio home, which is made up of a kitchenette, a bedroom and a bathroom. The Land Step into the outdoor areas of this stunning home and discover a blend of natural beauty and luxury. Set on a sprawling 4.810 sq.m. plot enhanced by lush trees and olive groves, this property is characterized by its tranquility and privacy. At the heart of the garden is a luxury 14×5 infinity pool, offering panoramic views of the Italian countryside. Next to it, a spacious terrace shaded by a pergola invites al fresco dining and social gatherings. The meticulously landscaped garden features manicured lawns and charming pathways, perfect for long walks and relaxation. The Location Located in the scenic hills near Florence, this villa offers easy access to the city’s historic landmarks and vibrant entertainment scene. From here, you can easily explore Florence’s iconic attractions like the Duomo and Uffizi Gallery or indulge in Tuscan foods at local trattorias. Outdoor enthusiasts will appreciate the abundance of hiking trails, cycling routes, and vineyards in the surrounding countryside. Throughout the year, the region hosts cultural events, from art exhibitions to traditional celebrations as well as wine tastings. With proximity to the International School of Florence and essential amenities in nearby towns, this villa provides a perfect balance of convenience and privacy. Plus, being not too far from major highways and the Florence Airport makes accessing the property and traveling easy. EPC Rating: G Energy Performance Index (IPE): 160 kwh/sq.m.*year Why Buy It This villa offers an exceptional opportunity to live the Tuscan dream, whether you’re looking for your own slice of paradise or a smart investment. Its amazing location is perfect for families, making it an ideal forever home or a holiday escape. It is also a great rental opportunity. Given the high demand in this sought-after area, finding tenants won’t be a challenge, whether you opt to rent out the whole property or just the guest house. Distances Nearest Town With Services: 2,3 km Rignano sull’Arno: 6,6 km Schools: 7,7 km Theater: 8,9 km Golf Club: 9,8 km International School of Florence: 11,3 km Highway: 13,3 km Pontassieve; 14,5 km Florence: 17,5 km Hospital: 17,8 km Florence Airport: 40,8 km Pisa: 120 km

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$2,667,500
650
6bedrooms
5bathrooms
land 4,810

By Italian Luxury Asset Srl

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