Siena
PROPERTY FOR SALE SIENA, TUSCANY, CHIANTI - WINE ESTATES FOR SALE IN SIENA, BRUNELLO DI MONTALCINO, NOBILE OF MONTEPULCIANO, VILLAS WITH VINEYARD FOR SALE IN SIENA
Among the green hills of Chianti, the famous Crete Senesi, we find the city of Siena. Ancient buildings and alleys full of history lead to one of the most famous squares in Italy, Piazza del Campo, characterized by its peculiar shell shape. Since 1957, this square has become the theater of the Palio every year, disputed between the Sienese districts. A few steps from the Piazza, in a dominant position, is the Cathedral, which has a façade decorated in gold with spires and statues in low relief.
Romolini Real Estate Christie's International Real Estate, specializing in the sale of luxury properties, also offers exclusive villas with swimming pool, farmhouses in the hills of Siena, commercial activities such as luxury hotels and wineries. In the area of the Chianti hills, Romolini Immobiliare offers the opportunity to buy wine estates with wineries and vineyards in the areas of Montalcino and Montepulciano, known worldwide for the fine wines produced, from Nobile di Montepulciano to Brunello di Montalcino.
PROPERTY FOR SALE IN SIENA - WINERIES, VINEYARDS, HOTELS, FARMHOUSES, VILLAS
Ref. 3081 Villa del Vescovo
€ 1,980,000
LUXURY COUNTRY HOUSE WITH POOL FOR SALE IN GAIOLE IN CHIANTI, TUSCANY
Tuscany - Siena - Gaiole in Chianti
Interiors: 333 sqm
Bedrooms: 3
Bathrooms: 4
Exteriors: 3.10 ha
Pool: Yes
In a panoramic position on the hills of Chianti, not far from Gaiole, elegant historic farmhouse for sale developed on two levels, characterized by well-distributed environments, charming elements, and pleasant outdoor spaces. Formerly the residence of a bishop, the house has been finely renovated with fine materials and combines reception rooms, characterized by ceilings over five-meters high, with more cozy and intimate rooms that ensure excellent livability.
On the ground floor, the property features an entrance, a large living room with fireplace, a dining room, a kitchen, a bedroom, a bathroom, a cellar, a loggia, a technical room, and an additional bathroom. The first floor hosts a hallway, two bedrooms, two bathrooms, two storage rooms, and a partially usable attic.
The property is immersed in a 3.1-hectare park embellished with an 11 × 4.5 m swimming pool with a solarium, perfect for relaxing moments and enjoying the tranquility and the picturesque landscape of Chianti, as well as a votive shrine, a shed, and a well, elements that enhance the authentic character of the property.
Danilo Romolini
Sales Manager
6 years with Romolini
Ref. 3088 Villa la Quiete
€ 2,350,000
VILLA WITH SWIMMING POOL FOR SALE IN SIENA, TUSCANY
Tuscany - Siena - Siena
Interiors: 1,055 sqm
Bedrooms: 8
Bathrooms: 11
Exteriors: 10.76 ha
Pool: Yes
Immerse yourself in the most authentic Tuscan countryside, in the municipality of Chiusdino, just 30 km from Siena, this prestigious property enjoys a dominant and panoramic position, with wide views of the surrounding valleys. The complex consists of a main farmstead and a guesthouse, both skillfully restored respecting Tuscan architectural tradition. Currently used as a charming farm stay, it represents an ideal solution both as a prestigious private residence and as a high-level accommodation facility.
The main farmhouse (680 m² – 7,317 ft², 6 bedrooms and 8 bathrooms) is spread over three levels, with spacious and bright rooms that retain the charm of Tuscan country houses. The basement hosts a comfortable gym, while the ground floor is dedicated to the living area, composed of large lounges with fireplaces, a spacious dining room, an equipped kitchen with fireplace and indoor barbecue, and an elegant lounge with panoramic view. The first floor houses the sleeping area, consisting of six bedrooms, all with en-suite bathrooms.
The guesthouse (215 m² – 2,313 ft², 2 bedrooms and 3 bathrooms), entirely independent, has a living room with fireplace, kitchen, service bathroom, and two double bedrooms, both with private bathrooms, making it ideal for hosting guests in total privacy. The interiors are enhanced by exposed wooden beams, terracotta floors, and details in natural stone, elements that express the full authenticity of Tuscan tradition.
Completing the property are the technical room for the pool (130 m² – 1,399 ft²) with changing room and a small storage for tools (20 m² – 215 ft²) adjacent to the farmstead.
Danilo Romolini
Sales Manager
6 years with Romolini
Ref. 2515 Podere Sant'Agnese
€ 2,950,000
ESTATE WITH RENOVATED FARMHOUSES FOR SALE ON THE CHIANTI HILLS, TUSCANY
Tuscany - Siena - Castellina in Chianti
Interiors: 957 sqm
Bedrooms: 19
Bathrooms: 22
Exteriors: 52.09 ha
Olive grove: 7.63 ha
On the Chianti hills, in a very panoramic position near Castellina and Barberino Val d’Elsa, 52.1-ha estate with Agriturismo and olive grove for sale. The property, finely restored by the current owners, consists of rural buildings for a total of over 900 m² that currently house 19 bedrooms, almost all of which are intended to accommodate guests. The land surrounding the farmhouses is covered by woods and olive groves.
Basic services are available in the nearby village of Castellina in Chianti (7km; 10'), while if you are looking for something a little more well-stocked, just drive to Poggibonsi (13km; 20'). The Florence-Siena motorway junction is also in Poggibonsi, making it possible to travel through much of Tuscany and visit some of the region’s most renowned centers (Montepulciano, Pienza, Montalcino, Cortona, San Gimignano...).
Gionatan Guidi
Licensed Real Estate Agent
20 years with Romolini
Ref. 2873 Casale Lusso Gaiole
€ 3,850,000
LUXURY FARMHOUSE WITH BOUTIQUE VINEYARD FOR SALE IN GAIOLE IN CHIANTI
Tuscany - Siena - Gaiole in Chianti
Interiors: 431 sqm
Bedrooms: 4
Bathrooms: 4
Exteriors: 6.82 ha
Vineyards: 0.06 ha
Olive grove: 1.48 ha
Situated in the lovely hills of Chianti Classico, in the heart of Tuscany, just a few kilometers from Gaiole, this luxury farmhouse is a jewel of a property available as a truly turnkey, fully furnished, move-in-tomorrow ready home.
It has been entirely renovated, creating a phenomenal, refined look for each and every room. It is extremely rare to discover such a wonderfully elegant home, featuring the finest quality standards with remarkable beauty and charm – all in the heart of one of the most beautiful areas of Tuscany. Its very private and quiet location are an additional plus for those seeking silence and quiet away from city life.
The 431-m² perfectly appointed residential space is wonderfully divided between the two adjacent structures with can be used separately or together and could also be utilized for exclusive rental income opportunities
The farmhouse (252 m² – 2,711 ft², 2 bedrooms and 2 bathrooms) is a beautiful rural building finely renovated and furnished, distributed across three levels each connected internally. When entering on the ground floor one is greeted by a spacious kitchen with fireplace connected to the dining room (slightly below). From here the hallway leads to a first bedroom with private bathroom, while two secondary doors lead to the laundry and the underground cellar, respectively. Whereas ascending the staircase from the kitchen leads to a spacious living room with veranda, all connected with the second bedroom with private bathroom.
The dependance (179 m² – 1,926 ft², 1 bedroom and 1 bathroom), on the other hand, is structured on two floors. The upper level houses a self-contained apartment consisting of gorgeous large living room with open kitchen and paved patio, bedroom and bathroom, ideal both as a guest unit and as a home for a live-in maid and/or house manager. The lower level, on the other hand, is currently used for storage but could easily be converted into a fitness area with a gym and spa.
The property features a beautiful garden of 6,115 m² landscaped in every detail and enhanced by a 14 × 7 m infinity pool with panoramic views of the surrounding countryside.
Coming out of the garden we then find 6.2 hectares (15.3 acres) of agricultural land consisting of a mature olive grove (1.5 ha), a small hobby vineyard (580 m²), small portions of arable land (0.4 ha) and woods (4.2 ha) that ensure great privacy and confidentiality.
Danilo Romolini
Sales Manager
6 years with Romolini
Ref. 3068 Villa Policiano
Price upon request
CHARMING VILLA WITH SWIMMING POOL FOR SALE IN MONTEPULCIANO, TUSCANY
Tuscany - Siena - Montepulciano
Interiors: 279 sqm
Bedrooms: 6
Bathrooms: 4
Exteriors: 3,280 sqm
Pool: Yes
Immersed in the charm of the Tuscan countryside between Valdichiana and Val d’Orcia, not far from Montepulciano and Torrita di Siena, charming villa with garden and pool for sale. The property is reached via a classic tree-lined driveway of cypresses that leads to the villa, enhanced by climbing plants that adorn part of the facade.
The building (279 m²) develops over four levels. The basement features the old cellars, characterized by charming vaulted ceilings and ideal as service rooms or to be used for multiple purposes. An elegant entrance with a scenic double staircase introduces the ground floor, currently consisting of a kitchen with dining room, a bright living room, two bedrooms, and two bathrooms. The first floor hosts an entrance, a kitchen with dining room, an elegant modern fireplace that separates the dining area from the living room, two bedrooms, a study, a bathroom, and a small terrace. The second and top floor (attic) could accommodate two more bedrooms and a bathroom, offering additional space dedicated to the sleeping area. The villa is equipped with a state-of-the-art heat pump heating and cooling system. The photovoltaic system helps further reduce consumption, making the property highly energy-efficient.
The particular distribution of rooms and the presence of double access to the floors make the villa extremely versatile: the property can be easily subdivided into multiple independent apartments or intended for hospitality activities, such as an elegant Bed & Breakfast or a boutique hotel.
Completing the property is a well-maintained garden of 3,280 m² that surrounds the villa and hosts a 14 × 4 m swimming pool with a sunbathing area, a comfortable gazebo perfect for outdoor lunches and dinners.
Danilo Romolini
Sales Manager
6 years with Romolini
Ref. 3056 Villa Cassandra
€ 1,500,000
LUXURY VILLA WITH GARDEN FOR SALE CLOSE TO SIENA, TUSCANY
Tuscany - Siena - Siena
Interiors: 913 sqm
Bedrooms: 12
Bathrooms: 12
Exteriors: 632 sqm
In the heart of a characteristic medieval town in Tuscany, a few kilometers from Siena and on the border of Val d’Elsa, luxury manorial villa with garden for sale. The building, in excellent condition, is very suitable to be used as a private house or exploited in a hospitality perspective thanks to the presence of various rooms and a hall usable as a restaurant, in addition to three real estate units manageable independently.
The villa (732 m² – 7,876 ft², 10 bedrooms and 10 bathrooms) is a large aristocratic building on four floors, characterized by large reception halls and very generous bedrooms. In the basement, there are the old historic cellars, as well as a kitchen, a service bathroom, and a very evocative dining room with vaulted ceilings. On the ground floor are two large communicating living rooms and an independent apartment consisting of an entrance, living/dining room, kitchen, two bedrooms, and bathroom.
On the top two floors, there is the sleeping area of the building that hosts as many as seven rooms with en-suite bathrooms. An internal staircase from the first floor leads to a suggestive bedroom with a bathroom located in the villa’s turret.
In one wing of a nearby historic building, two other housing units (111 m² – 1,194 ft², 2 bedrooms, and 2 bathrooms) have been created, both accessible directly from the garden. The larger of the two is a large studio with a kitchen and bathroom; the smaller one is a room with a private bathroom.
Completing the property are a convenient garden tool shed (10 m² – 107 ft²) and a large paved canopy (60 m² – 646 ft²) that is used as an outdoor dining area in summer.
The buildings are arranged around the perimeter of a 632-m² garden overlooking the beautiful and characteristic Tuscan countryside. The wall enclosing the garden ensures great privacy and confidentiality, despite the property being located in the heart of a village.
Danilo Romolini
Sales Manager
6 years with Romolini
Ref. 3037 Colonica Senese
€ 1,450,000
RURAL HAMLET TO BE RESTORED FOR SALE IN SIENA, TUSCANY
Tuscany - Siena - Siena
Interiors: 1,225 sqm
Bedrooms: 15
Bathrooms: 8
Exteriors: 10.38 ha
In the Tuscan countryside, not far from the town of Poggibonsi in the heart of Val d’Elsa, rural hamlet with agricultural land for sale. The complex, over 1,200 m² in total, preserves the authentic character of Tuscan rural architecture, with charming and traditional environments, but requires significant renovation and enhancement work. From an urban planning perspective, the buildings are recognized as having historical and architectural value, which requires conservative recovery while fully respecting the original identity.
Thanks to its size, location, and potential, the property lends itself to the development of a prestigious private residence, an exclusive village, or a charming hospitality facility, such as a relais, a boutique hotel, or a high-level Agriturismo immersed in the Tuscan countryside.
Danilo Romolini
Sales Manager
6 years with Romolini
Ref. 3031 Palazzo Sarteano
€ 1,100,000
RESTORED PERIOD PROPERTY FOR SALE IN THE HISTORICAL CENTER OF SARTEANO, TUSCANY
Tuscany - Siena - Sarteano
Interiors: 386 sqm
Bedrooms: 3
Bathrooms: 5
This elegant historic palazzo, already existing in the 14th century, belonged to a noble Sienese family that counted among its most illustrious members two popes. The building was skillfully renovated in 2021 with a conservative approach and transformed into an elegant historic residence that combines the charm of history with the comfort of modern times. The systems have also been completely reviewed and upgraded to modern compliance standards.
The building (386 m²) is spread over four levels in total. On the ground floor, entering from the alley of the town, one is welcomed by a reception/lounge with a service bathroom. From here, one goes down to the basement where an elegant rustic hall with kitchen, relaxation area, service bathroom have been created. A grotto (visible through a glass floor in the relax area) appears to connect the palace to the town’s castle. Climbing upwards, ones reaches the night area, distributed over two floors and consisting of three beautiful suites. Suite N°1 is equipped with walk-in closet and private bathroom with mini-spa and chromotherapy. Suite N°2 has a bathroom with hydromassage shower and private balcony. Suite N°3 is located in the attic and is equipped with a beautiful bathroom with double shower and walk-in closet. Also in the attic are the laundry and two convenient storage rooms.
Gionatan Guidi
Licensed Real Estate Agent
20 years with Romolini
Ref. 3004 Casale Monticchiello
€ 1,500,000
RESTORED FARMHOUSE WITH POOL FOR SALE IN PIENZA, VAL D'ORCIA
Tuscany - Siena - Pienza
Interiors: 175 sqm
Bedrooms: 4
Bathrooms: 2
Exteriors: 2,237 sqm
Pool: Yes
In Tuscany, immersed in the hills of Val d’Orcia, between the small medieval village of Monticchiello and the historic city of Pienza, rustic farmhouse for sale. The building (175 m² – 1,883 ft², 4 bedrooms and 2 bathrooms) is spread over two levels:
- Ground floor: living room with fireplace, kitchen, dining room, bathroom, and laundry;
- First floor: four bedrooms and bathroom.
The farmhouse is surrounded by 2,200 m² of garden and features a panoramic 12 × 6 m swimming pool, located a short distance from the building and surrounded by a terracotta solarium.
Basic services are available in the beautiful medieval village of Montepulciano, reachable by car in less than ten minutes from the property. From the estate, you can then quickly visit many of the most famous and interesting centers in Tuscany (Montepulciano, Pienza, San Quirico d’Orcia, Castiglione d’Orcia, Chianciano Terme…).
Lorenzo Guerri
Enologist, Vineyards & Wineries Expert
3 years with Romolini
Ref. 2994 Tenuta Radicondoli
€ 20,000,000
1,000-HA ESTATE WITH HUNTING RESERVE FOR SALE IN TUSCANY
Tuscany - Siena - Siena
Interiors: 12,993 sqm
Bedrooms: 30
Bathrooms: 30
Exteriors: 1,012.44 ha
Olive grove: 5.20 ha
Nestled in the rolling countryside of Radicondoli, just a short 10-minute drive from the village center, this remarkable estate extends over approximately 1,012 hectares (2,501 acres), offering an exceptional combination of privacy, natural beauty and productive land.
Of the total surface, around 700 hectares are enclosed by a rare 2.5-meter-high electro-welded mesh fence – a unique feature that can no longer be replicated – ensuring absolute privacy and controlled wildlife management.
The estate lies within the renowned Chianti production area and boasts a well-established agricultural activity, currently yielding approximately 300 tons per year of cereals, alongside olive oil production and livestock farming. The property includes dedicated areas for cattle breeding, with facilities accommodating up to 500 head, complete with barns, silos and operational buildings. Approximately 5.2 hectares are devoted to olive groves.
A significant highlight of the property is its large artificial lake, with a capacity exceeding 450,000 cubic meters and an expansive surface area, serving irrigation systems, fire prevention infrastructure and offering potential for private fishing activities.
The estate is equipped with photovoltaic panels, ensuring substantial energy production and partial resale to the national grid, contributing to its overall sustainability and efficiency.
Originally established in the 1950s as a private hunting reserve, the property remains unique in Italy as the only estate where hunting is permitted year-round (subject to national wildlife regulations). The grounds are rich in fauna, including wild boar, mouflon, red deer, fallow deer, roe deer, hare and pheasant, alongside sightings of foxes, wolves, badgers, porcupines and martens.
Danilo Romolini
Sales Manager
6 years with Romolini




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