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luxury property for sale Gaiole in Chianti, Italy

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Property with pool and garden Gaiole in Chianti (Italy)

Farmhouse with swimming pool in Gaiole in Chianti - in the heart of Chianti Classico. Immersed in the most authentic quiet of Chianti Classico, this charming stone farmhouse, completely independent, is surrounded by vineyards, olive groves and a landscape of rare beauty. The property consists of two separate residential units in addition to outbuildings and cellars that can be enhanced according to personal needs. The main house, on two levels, offers on the ground floor a kitchen, a large and bright open-plan living room with a loft and a bathroom. On the upper floor, also accessible via an independent external staircase, are four bedrooms and two bathrooms. The interiors retain all the charm of the Tuscan tradition, with old terracotta floors and beamed ceilings. The second unit, with independent entrance, is a three-room apartment with bathroom, ideal as a guest house or to be used for tourist rentals. Adjacent to the farmhouse, an additional stone room with large window and suggestive atmosphere lends itself perfectly to be transformed into a private studio, atelier or relaxation area. The swimming pool, in a reserved and well-exposed position, enjoys maximum privacy and overlooks an unspoiled natural setting. About 4.7 hectares of land, partly planted with olive trees, complete the property. This farmhouse represents a perfect blend of privacy, beauty and versatility. An ideal choice as a main residence or vacation home in the heart of the truest Tuscany.

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$1,461,400
480m²
5bedrooms
4bathrooms

By Santandrea Luxury Houses & Top Properties

10 listings near Gaiole in Chianti

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12

Property with pool Castellina in Chianti (Italy)

For sale by Supereal. Exceptional historic property in the heart of Chianti Classico! Located in one of Tuscany’s most prestigious and sought-after areas, just 1.5 km from the charming medieval village of Castellina in Chianti, this exceptional estate of approximately 80 hectares perfectly embodies the timeless beauty of Chianti Classico. Nestled between Florence and Siena, amidst vineyards, olive groves, and rolling wooded hills bathed in golden light, the property enjoys a premium location in one of Italy’s most coveted regions. Easily accessible while offering rare privacy, the estate benefits from a breathtaking natural setting where time seems to stand still. A place filled with soul and authenticity, appreciated for its unique Tuscan lifestyle combining nature, gastronomy, wine, and heritage. At the heart of the property stands a magnificent traditional Tuscan manor house with natural stone façades, arranged over several levels and preserving the iconic architectural elements of the region’s grand rural residences: exposed beam ceilings, terracotta floors, warm living spaces, and classic Tuscan tiled roofs. A second independent residence with its own landscaped outdoor areas and swimming pool completes this rare ensemble, offering exceptional potential for hosting family and guests or developing a hospitality project in the heart of Tuscany. The estate also includes several agricultural buildings as well as a facility historically dedicated to the artisanal production of charcuterie from the renowned Cinta Senese DOP breed. The land combines vineyards, olive groves, and extensive woodland, creating spectacular panoramic views and complete immersion in the Tuscan countryside. The estate notably produces several wines under the Casamonti label, including an authentic Chianti Classico reflecting the identity of this world-renowned terroir. Two swimming pools, stunning outdoor spaces, an exceptional location, and remarkable renovation potential further enhance the uniqueness of this rare international offering. A true haven of peace in the heart of Chianti Classico, this remarkable estate offers a rare opportunity to experience an authentic and prestigious Tuscan lifestyle. Fees are paid by the seller. If you need any further information or an estimate of your property, don’t hesitate to contact our great team! Supereal. smart real estate services.

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$6,744,800
land 80ha

By Supereal

Buy this luxury property in Castellina in Chianti (Italy) - Vineyard estate with villa and pool
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1

Property with pool and garden Castellina in Chianti (Italy)

Exclusive historic hamlet with pool and private church for sale in the heart of Chianti, nestled among the rolling hills of Castellina in Chianti, in one of Tuscany's most iconic and authentic landscapes. Surrounded by 5 hectares of vineyards, centuries-old olive groves, and rows of cypress trees, the property extends over approximately 2,000 square meters and comprises a main villa and six independent farmhouses, for a total of 21 bedrooms and 10 bathrooms. A place of extraordinary charm, where history, nature, and privacy harmoniously blend, offering a unique representative residence or a prestigious hospitality project in the heart of Chianti Classico. THE CONTEXT Castellina in Chianti is one of Tuscany's most charming and sought-after destinations, internationally renowned for its timeless landscapes, excellent food and wine, and the authentic atmosphere that characterizes the Chianti Classico region. The property enjoys a secluded and panoramic location, immersed in the tranquility of the Tuscan countryside yet perfectly connected to the region's main historic centers. Florence and Siena are easily accessible, as are the renowned villages of Radda in Chianti, Gaiole, and Greve, beloved destinations for high-end international tourism. The area offers historic wineries, gourmet restaurants, nature trails, and an extraordinary quality of life, making this village the ideal choice for those who want to experience authentic Tuscany without sacrificing comfort and services. THE VILLAGE Dating back to the 17th century, the hamlet retains the charm of historic Tuscan architecture, with elegant stone facades, original arches, ancient walkways, and authentic details that speak to centuries of history. The complex comprises a main villa and six independent farmhouses, expertly arranged within the property to ensure privacy and independence. The main villa, already available for high-end weekly rentals, represents the heart of the estate and offers impressive spaces with splendid views of the surrounding countryside. Two recently renovated apartments are already available for short-term rentals, guaranteeing immediate profitability and exciting prospects for tourism and hospitality development. THE INTERIORS The interiors express all the character and warmth of Tuscan tradition, enhanced by perfectly preserved original architectural elements. Spacious living rooms with exposed wooden beams, antique terracotta floors, working fireplaces, and evocative panoramic windows create a welcoming and elegant atmosphere. The property boasts a total of 21 bedrooms and 10 bathrooms, distributed between the main villa and the independent farmhouses, offering ideal spaces for both private use and high-end hospitality. Recent renovations have preserved the village's historical authenticity while integrating contemporary comforts and modern features, while also offering exciting opportunities for further enhancement and customization. THE EXTERIORS Surrounded by approximately 5 hectares of private land, the estate enjoys a natural setting of rare beauty, including centuries-old olive groves, vineyards, and panoramic views typical of Chianti. Three hectares are planted with olive trees, contributing to the property's authentic character and offering productive potential. The garden features a splendid swimming pool surrounded by greenery with a solarium area, ideal for relaxing in complete privacy. The property also includes a former stable, a small stable, a charming period vaulted cellar perfect for tastings and winemaking projects, a natural spring, and a rare private church, an extremely prestigious feature that makes the hamlet particularly suitable for exclusive events, ceremonies, and luxury hospitality activities. WELLNESS, RELAXATION & HOSPITALITY This extraordinary property represents the perfect blend of historic elegance, Tuscan authenticity, and entrepreneurial potential. The panoramic pool, expansive green spaces, historic cellar, and private church offer an exclusive experience immersed in the natural beauty of Chianti. Thanks to the village's layout and strategic location between Florence and Siena, the estate is ideal as a prestigious private residence, a boutique resort, a charming relais, or a venue for weddings and high-end events. A one-of-a-kind property, offering the timeless charm of authentic Tuscany in one of the world's most sought-after locations. REF.16922 Read full description

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$5,832,800
2,000m²
21bedrooms
10bathrooms

By Annonceur International

Nearby
48

Property with pool and garden Siena (Italy)

WINE ESTATE WITH 18.5 HECTARES OF VINEYARD AND FARMHOUSE IN MONTEPULCIANO Nestled in the picturesque hills north of Montepulciano, this prestigious estate of approximately 60 hectares dominates the Valdichiana valley, nestled among vineyards and olive groves, offering a perfect balance between wine production, hospitality, and living. The property comprises four farmhouses. Two are independent villas with a total of 16 bedrooms, 15 bathrooms, and a private pool. A third farmhouse hosts an agriturismo with rooms and apartments sleeping 27, while the main farmhouse includes the caretaker's residence and an additional 6 bedrooms. The total authorized accommodation capacity is 74. The complex also features a restaurant seating up to 90 people, both indoors and with spacious outdoor spaces. The heart of the production is a cellar of approximately 800 square meters, equipped with modern equipment and oak barrels, producing over 100,000 bottles of Vino Nobile di Montepulciano DOCG, Rosso di Montepulciano DOC, Chianti DOCG, and Vinsanto annually. The company also produces grappa, honey, jams, and pasta, and is certified for the aging of Fossa cheese. Thanks to the combination of accommodations, a restaurant, a winery, and agricultural land, the estate represents a unique opportunity to develop an integrated business in the heart of Tuscany, in one of Italy's most renowned wine-growing regions.

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$18,548,100
3,754m²
34bedrooms
37bathrooms
land 36ha

By San Niccolo Luxury Real Estate

Nearby
13

Property with pool and garden Siena (Italy)

A few kilometers from the historic center of Siena, which can also be reached on foot, stands this extraordinary property complex with medieval origins, built on an ancient outpost from the 13th century and expanded during the 18th century with three perfectly restored farmhouses. Dominating the valley with a breathtaking panoramic view, the property is immersed in the quietness of the Tuscan hills and combines the authenticity of tradition with the most modern comfort: solid structures, up-to-date facilities, no humidity and perfect efficiency in every detail. In addition to the manor house, the estate includes two finely restored farmhouses divided into six independent apartments, ideal for different uses: fine private residence, charming relais, boutique hotel or refined multifunctional dwelling, where to live and work at an "easy & hobby-friendly" pace. The whole is nestled in a 1.5-hectare park, enriched by an English garden, a large panoramic swimming pool and absolutely valuable green spaces that offer privacy, harmony and timeless elegance. The ancient wine cellar, with its original vaults, lends itself to the creation of a private SPA or exclusive wellness area, adding further value and refinement. The complex, set in a protected and non-building nature, represents a safe and stable investment over time: with 30 hectares of land, vineyards and olive groves, this property stands out as a "compendium of real estate" of real value, located in a context of great security, just minutes from all the essential services of Siena. Perfect for those who wish to live close to the conveniences of a city, while remaining a very short distance - and easily accessible - into the authenticity of Tuscan country life, this exceptional home offers a rare balance of history, nature and contemporary comfort.

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$5,620,600
1,600m²
17bedrooms
land 28.3ha

By Barnes Venice

Nearby
57

Property with pool and garden Siena (Italy)

Tuscan Elegance in the Heart of Chianti Classico In the heart of Chianti Classico, just minutes from Gaiole in Chianti, lies this splendid luxury farmhouse nestled among hills, vineyards, and ancient olive groves. The property, approximately 430 square meters in total, is surrounded by 7 hectares of private land with vineyard, olive grove, and woodland, offering a haven of peace and privacy in the most authentic Tuscan landscape. Two buildings, close yet independent, harmoniously interact: spaces that can be enjoyed together as one exclusive residence or separately, ideal for hosting guests or creating a refined rental investment. The main farmhouse, around 250 square meters, welcomes with a spacious bright living room and panoramic veranda, a fully equipped kitchen, two bedrooms, two bathrooms, laundry room, and cellar. The annex, approximately 170 square meters, offers a large living room with fireplace, open-plan kitchen, master bedroom, and modern bathroom, featuring high-quality finishes and design details that enhance Tuscan elegance. Outside, the panoramic pool overlooks a breathtaking view, while a large storage area on the lower floor can be transformed into a fitness area or private spa. Renovated with fine materials and sold fully furnished, this farmhouse represents the perfect synthesis of luxury, authenticity, and modern comfort. An exclusive retreat in the heart of Chianti or a prestigious investment in the Tuscan real estate market.

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$4,327,900
430m²
4bedrooms
4bathrooms
land 7ha

By San Niccolo Luxury Real Estate

Nearby
30

Property with pool Castelfranco Piandiscò (Italy)

Well-kept agriturismo with 100 hectares of land R06324CAAG - Let yourself be whisked away to this fascinating agriturismo, idyllically nestled in a spacious and impressive 100 hectares of land, which will give you a breathtaking feeling of freedom and life close to nature. This unique complex consists of five buildings and a ruin and, with its eight cozy and comfortable apartments, offers plenty of space for guests seeking relaxation or family and friends. A total of 15 lovingly furnished rooms and just as many bathrooms invite you to leave the worries of everyday life behind and find peace and quiet in a relaxed atmosphere. The property is also home to an ASL-approved sausage factory, which will delight all connoisseurs and lovers of artisan sausages. There is also a liqueur production facility, which ensures that you can always enjoy high-quality, home-made liqueurs. For those who love socializing, the existing restaurant on the premises offers the perfect opportunity to organize unforgettable parties and gatherings. Designed with great attention to detail, it offers a cozy and inviting ambience. The property is a real eye-catcher. A full 60 hectares of this stunning property is dense chestnut woodland, inviting its residents and visitors to take long, relaxing walks while enjoying the tranquil, peaceful atmosphere. 20 hectares of farmland complement the versatility of this property and a further 20 hectares of meadows delight the eye with lush greenery and offer an ideal place for peaceful breaks in the middle of nature. 300 olive trees adorn the landscape; in their majestic beauty they represent the typical Mediterranean environment and offer the opportunity to produce your own olive oil. A special highlight of this unique property is the huge, round swimming pool with a diameter of 10 meters. This gem promises a refreshing breeze and fun for everyone on hot summer days. In addition, two idyllic lakes create a picturesque, tranquil atmosphere and offer a magnificent view. The supply of drinking water is ensured by five springs that provide fresh, clean water. The property is also connected to the public water network. This property offers not only an excellent opportunity to retreat to a rural idyll and enjoy life to the full, but also an excellent chance to run a successful agriturismo business. Agriturismo 2.900.000 € 1.400 m2 Arezzo Castelfranco Piandiscò 2 floors Bedrooms: 15 Bathrooms: 15 Kitchen: Eat-In Kitchen Balcony: No Terrace: Yes Garden: Yes Elevator: No Cellar: 1 Garage: parking spots Condition: Good Furniture: partially furnished Heating: indipendent Energy Certificate: E Availability: immediately Agriturismo 2.900.000 € Arezzo Castelfranco Piandiscò 1.400 m2 2 floors Bedrooms: 15 Bathrooms: 15 Balcony: No Terrace: Yes Garden: Yes Kitchen: Eat-In Kitchen Cellar: 1 Garage: parking spots Condition: Good Furniture: partially furnished Elevator: No Heating: indipendent Energy Certificate: E Availability: immediately

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$3,260,000
15bedrooms
15bathrooms

By Annonceur International

Nearby
30

Property with pool Pulicciano (Italy)

Let yourself be transported to this charming farmhouse, idyllically nestled in a large and impressive 100-hectare land, which will give you a breathtaking feeling of freedom and life in contact with nature. This unique complex consists of five buildings and a ruin and, with its eight cozy and comfortable apartments, offers plenty of space for guests looking for relaxation or family and friends. A total of 15 lovingly furnished rooms and as many bathrooms invite you to leave the worries of everyday life behind and relax in a relaxed atmosphere. The structure also houses a sausage factory authorized by the ASL, which will delight all connoisseurs and lovers of artisanal cured meats. There is also a liquor production plant, which ensures that you can always enjoy high-quality homemade liqueurs. For lovers of socializing, the on-site restaurant offers the possibility of organizing unforgettable parties and gatherings. Designed with great attention to detail, it offers a welcoming and inviting environment. The property is a real eye-catcher. No less than 60 hectares of this beautiful property are covered with a dense chestnut forest, which invites residents and visitors to take long, relaxing walks and enjoy the peaceful and quiet atmosphere. 20 hectares of farmland complete the versatility of this property and a further 20 hectares of meadows delight the eye with lush greenery and offer an ideal place for quiet breaks in the middle of nature. 300 olive trees adorn the landscape; In their majestic beauty they represent the typical Mediterranean environment and offer the possibility of producing your own olive oil. A highlight of this unique property is the huge round swimming pool with a diameter of 10 meters. This jewel promises a refreshing breeze and fun for everyone on hot summer days. In addition, two idyllic lakes create a picturesque and peaceful atmosphere and offer a wonderful view. The drinking water supply is guaranteed by five springs that provide fresh and clean water. The property is also connected to the public water supply. This property offers not only an excellent opportunity to retreat to a rural idyll and enjoy life to the fullest, but also an excellent chance to run a successful agritourism business.

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$3,260,000
1,400m²
15bedrooms
15bathrooms
land 100ha

By Annonceur International

Luxury property for sale in Barberino Tavarnelle (Italy) - Tuscan estate with olive grove and pool
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1

Property Barberino Tavarnelle (Italy)

Splendid hamlet with farm for sale Stunning Hamlet with Farm in the hills of Barberino Tavarnelle, nestled among the rolling Tuscan hills and in a strategic position between Florence and Siena, a few kilometers from San Gimignano and Certaldo. This property, which extends over 64 ha of land, includes a complex of 7 buildings. Partly intended for hospitality and partly used for agricultural production, for a total of approximately 4,600 sqm with 20 bedrooms and 19 bathrooms. The interiors of the farmhouses maintain the typical Tuscan style, characterized by traditional materials that recall the rural charm of the area. The ceilings are embellished with exposed wooden beams, while the antique terracotta floors add warmth and authenticity to the spaces. Then, the spacious and bright rooms have been renovated respecting the local tradition, but with particular attention to modern comfort. The large stone fireplaces and arched windows, which frame the breathtaking views of the surrounding hills, complete the welcoming and charming atmosphere of an ancient Tuscan residence. Part of the complex is to be renovated, offering a further opportunity to enhance the property and exploit its development potential. Wine production is one of the pillars of the property. The vineyards surrounding the complex are part of one of the most renowned areas in Italy for the production of quality wines. They include Chianti DOCG, Sangiovese Nero, Merlot and Trebbiano Toscano. The entire farm offers a natural setting of great beauty, with centuries-old olive groves, cypress trees and vast agricultural lands surrounding it. This property represents not only an investment opportunity, but also a lifestyle for those who dream of living in harmony with nature, immersed in the tradition and breathtaking views of the Tuscan countryside. The property also represents a very interesting opportunity for those who wish to invest in the tourism sector. REF. 13630 Read full description

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$4,766,100
4,600m²
20bedrooms
17bathrooms

By Annonceur International

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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$4,384,100
1,135m²
9bedrooms
8bathrooms
land 35ha

By Italian Luxury Asset Srl

Nearby
46

Property with garden Rignano sull'Arno (Italy)

Characteristic farmhouse for sale in the Florentine hills, nestled among olive groves in a private and relaxing setting, ideal for those who want to live in the quiet of the Tuscan countryside. The property retains all the typical charm of Tuscan farmhouses, with stone facades, terracotta floors and ceilings with exposed beams, combining these elements with bright and well airy rooms thanks to the large openings. The interiors, articulated and lively, give character and personality to the house. On the ground floor is the living area, consisting of living/dining room with fireplace, living room also with fireplace, eat-in kitchen, dining room, large bathroom and cellar. From the house, through a comfortable study/office area, there is access to a large area of accessory rooms, distributed on one level and characterized by great versatility. The first floor houses the sleeping area, introduced by a cozy hallway living room that leads to the various rooms: five bedrooms and two bathrooms. The property is surrounded by exclusive outdoor spaces, with flat land partly planted with olive trees. From the ground floor there is direct access to the outdoors, including a characteristic courtyard, a panoramic terrace overlooking the valley and a patio, all spaces with excellent exposure, perfectly usable and ideal for moments of relaxation or conviviality outdoors. The buildings are in excellent general condition, with recently renovated roof. The location allows you to reach the main services in about five minutes by car and the train station in 15 minutes; from here, the center of Florence is conveniently reachable in less than 30 minutes. The address is purely indicative.

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$1,101,600
480m²
5bedrooms
3bathrooms

By Santandrea Luxury Houses & Top Properties

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