Access to content
Italy
30

luxury houses with pool for sale Siena, Italy

Sort by

23

Villa with pool Siena (Italy)

Main Features: Approx. 4,300 sqm surface Twenty-eight bedrooms and thirty bathrooms Historic 16th-century villa, expanded between 1776 and 1780, on several levels with elevator italian-style garden, panoramic terrace, 19x8 meter swimming pool, tennis court, and frescoed chapel 25-hectare estate with olive groves, lavender fields, and ancient woods Exclusive location in the heart of Chianti Classico, just a short distance from Siena internal Description: This one-of-a-kind residence, known as Villa Del Santo, rises among the hills of Chianti Classico and enchants with its centuries-old history and timeless atmosphere. The interiors perfectly blend historical elegance and modern comfort, featuring antique wooden ceilings, terracotta floors, original mural decorations, and refined spaces designed to welcome guests and large families. The twenty-eight bedrooms, each with its own bathroom, guarantee absolute privacy and exclusive comfort. The villa is equipped with an internal elevator, autonomous biomass heating, a photovoltaic system under construction, and is offered fully furnished. A Renaissance chapel frescoed by Arcangelo Salimbeni adds a touch of spirituality and prestige. External Description: Outside, the villa is surrounded by a 25-hectare park featuring an italian garden, a large panoramic terrace, olive groves, lavender fields, and ancient woodland, offering spectacular scenery and complete privacy. A 19x8 meter swimming pool, tennis court, and numerous private paths invite guests to fully enjoy the natural environment and live unique experiences. The dominant position ensures enchanting views over the Chianti hills and fast connections to Siena and Tuscany's main destinations. Distances: Siena: 20 km Radda in Chianti: 12 km Castellina in Chianti: 18 km Florence: 60 km A1 Motorway: 30 km Florence Airport: 75 km ref. A1190RV78129

… 
$6,864,200
4,300
30bedrooms
30bathrooms

By Annonceur International

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.

… 
$18,876,500
3,754
34bedrooms
37bathrooms
land 36ha

By San Niccolo Luxury Real Estate

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.

… 
$5,720,100
1,600
17bedrooms
land 28.3ha

By Barnes Venice

Exclusivity
42

Property with pool and garden Siena (Italy)

Prestigious Historic Estate in the Heart of Chianti Nestled in the iconic hills of Chianti, this extraordinary property presents a rare opportunity to acquire an authentic Tuscan heritage, where history, privacy, and nature blend in perfect harmony. Accessible through a picturesque country road, the estate extends over approximately 45 hectares of private land, featuring woods, olive groves, and arable areas that ensure absolute privacy and an enchanting landscape. The complex includes an elegant historic stone farmhouse, an independent guesthouse, a wine cellar, several service buildings, and the evocative remains of ancient fortifications, which bear witness to the property's rich past. The main residence retains the authentic character of Tuscan architecture, with spacious reception rooms, original fireplaces, exposed beams, and meticulously preserved historical details. The master suite occupies the ancient tower, offering breathtaking panoramic views of the surrounding countryside. Outside, gardens and natural terraces open onto the gentle Chianti hills, creating scenes of rare beauty. The panoramic stone swimming pool, perfectly integrated into the landscape, offers a tranquil oasis immersed in nature. The guesthouse, complete with a living area, kitchen, two bedrooms, and two bathrooms, ensures comfort and independence for guests and family. The property is completed with a private spring and extensive agricultural areas, enhancing its value and potential. A place of extraordinary authenticity and prestige, ideal as a private representative residence or as an exclusive hospitality project in the heart of Tuscany, where the charm of history meets the timeless beauty of the Tuscan landscape.

… 
$2,631,300
500
6bedrooms
5bathrooms
land 45ha

By San Niccolo Luxury Real Estate

Get early access to listings that match your criteria

Never miss an opportunity again. Our personalized alerts notify you instantly.

41

Farmhouse with garden and pool Siena (Italy)

Wonderful renovated farmhouse of approximately 450 sqm, with a swimming pool and views of Siena, located in a private and panoramic position just 10 minutes by car from the Palio city. DESCRIPTION The property develops over four levels, on the basement floor we find the cellar, laundry room, a bathroom, and an accessory room. On the ground floor, from the central lounge, access is granted to three spacious rooms, one with an en suite bathroom, another service, kitchen, and dining room. Continuing upstairs via the stairs, you encounter a hallway where there are three more bedrooms, three bathrooms, two kitchens, and two living areas. The top floor features a splendid attic with a bedroom and a bathroom with a whirlpool, a lounge, storage rooms, and attics. EXTERIOR SPACES The property boasts a private garden of over 2000 sqm, fully fenced and accessible through an electric gate. There is a stunning panoramic swimming pool of about 50 sqm with breathtaking views over the Siena skyline. Additionally, there is a comfortable parking area for four covered cars under a gazebo. CONDITION AND FINISHES The property was beautifully renovated in 2013, combining old and modern styles in a 'country chic' manner, preserving elements such as painted white wooden beams and the contrast between terracotta flooring on the ground floor and parquet on the first and second floors. The property is equipped with excellent systems, radiators, and air conditioning in all rooms, making it warm and welcoming in winter and cool in summer. POTENTIAL USAGE The property is perfectly suited for various uses, such as a holiday home for large families, but also excellent for short-term rentals, offering great economic returns in addition to a mixed-use between these two options. LOCATION & LIFESTYLE Siena is one of the iconic Tuscan cities, home of the Palio and unique monuments. It was historically a rival of Florence, and today both cities mark the extremes of one of the most beautiful geographical areas in Tuscany, Chianti. However, Siena's province also includes other areas with unique landscapes, such as Val d'Orcia, Val di Chiana, Crete Senesi, and other dream-like locations accessible by car in 30/60 minutes. Florence is 70 km away, Rome 230 km.

… 
$1,704,600
450
8bedrooms
8bathrooms

By Carratelli Real Estate

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.

… 
$5,491,300
430
4bedrooms
4bathrooms
land 7ha

By San Niccolo Luxury Real Estate

50
Video

Villa with pool and garden Siena (Italy)

Prestigious farm estate with multiple buildings and 12 acres near Siena Description This charming agricultural estate, situated on a hillock surrounded by the most authentic nature, stands on the edge of the Farma-Merse Natural Park. The complex, made up of early 20th-century rural buildings, retains the charm of Tuscan architecture with exposed stone, arches and chestnut beams. The interiors offer a spacious and functional subdivision, now used for the active agritourism business in the events and weddings sector. The first building, about 310 sq. m., houses the reception with office, services, large semi-professional kitchen and a large porch with wood-burning oven and barbecue. 10 kW photovoltaic panels are installed on the roof. The main house, about 470 sq m, includes five apartments with a total of nine rooms with bathrooms, all potentially connectable. the ground floor houses technical rooms, storage rooms and laundry. The third building, connected but with a separate entrance, offers a large open space with bathroom and equipped kitchen and an additional room with bathroom. In total, the buildings reach about 800 square meters. Outdoor spaces The estate is surrounded by 12 hectares of land that has been certified organic since the 1990s: 2.5 hectares of arable land planted with legumes, an orchard with about 30 trees, 1.5 hectares of chestnut grove and more than 8 hectares of woodland and Mediterranean scrub. The naturally manicured garden is enriched with rosemary, lavender, roses, jasmine and wisteria wrapping pergolas and facades. The property also has a 6 x 11-meter fenced swimming pool, a rainwater collection basin, well and connection to the aqueduct. Also present are two small outbuildings, a 40 square meter shed for equipment and a 50 square meter shed for resting up to ten horses. Condition and finishes The buildings retain original materials and finishes typical of the Tuscan tradition, with bright rooms in pastel shades and solid, well-maintained structures. The chestnut beams, exposed stone and historic arches retain authentic character, while the systems are up to date. Heating is provided by an LPG central heating system. Potential uses The property is ideal for continuing the already established accommodation business, especially for events, weddings and immersive stays in nature. The property also lends itself to becoming a charming private residence, a retreat or a perfect solution for equestrian tourism, thanks to the large spaces and dedicated facilities. The subdivision of the buildings easily allows the creation of independent units. Location Immersed in a green and quiet setting, but close to a medieval village of 1200 equipped with all services such as pharmacy, bank, bar, restaurant and supermarket. The estate enjoys a strategic location, at a convenient distance from Siena and the main cultural destinations of Tuscany. A place that combines authenticity, tranquility and comfort in a rare and precious balance. There is also the possibility to purchase approximately 5 additional hectares of adjacent arable land.

… 
$3,088,900
800
11bedrooms
16bathrooms
land 12ha

By Carratelli Real Estate

50
Video

Farmhouse with garden and pool Siena (Italy)

Prestigious agricultural estate with multiple buildings and 12 hectares near Siena Description This enchanting agricultural estate, situated on a hill immersed in authentic nature, lies on the edge of the Farma-Merse Natural Park. The complex, composed of rural buildings from the early 1900s, preserves the charm of Tuscan architecture with exposed stone, arches, and chestnut beams. The interiors offer a spacious and functional layout, currently dedicated to active agritourism specializing in events and weddings. The first building, about 310 sqm, includes a reception with office, services, a large semi-professional kitchen, and a spacious porch with a wood-fired oven and barbecue; photovoltaic panels of 10 kW are installed on the roof. The main house, approximately 470 sqm, features five apartments with a total of nine bedrooms with bathrooms, all potentially connectable; the ground floor hosts technical rooms, storage, and laundry. The third building, connected but with an independent entrance, offers a large open space with a bathroom, equipped kitchen, and an additional bedroom with bath. Altogether, the buildings total around 800 sqm. External Spaces The estate is surrounded by 12 hectares of certified organic land since the 1990s: 2.5 hectares of cultivated fields with legumes, an orchard with about thirty trees, 1.5 hectares of chestnut woods, and over 8 hectares of forest and Mediterranean scrub. The garden, naturally maintained, is enriched with rosemary, lavender, roses, jasmine, and wisteria that cover pergolas and facades. The property also includes a fenced swimming pool measuring 6 x 11 meters, a rainwater collection basin, a well, and connection to the water system. There are also two small outbuildings, a 40 sqm shed for equipment, and a 50 sqm shelter for up to ten horses. State and Finishes The buildings retain original materials and traditional Tuscan finishes, with bright pastel-toned environments and solid, well-maintained structures. Chestnut beams, exposed stone, and historic arches maintain an authentic character, while systems are modernized. Heating is provided by a centralized LPG system. Potential Uses The property is ideal for continuing the already established hospitable activity, especially for events, weddings, and immersive stays in nature. It also lends itself to becoming a private charming residence, retreat, or an excellent solution for equestrian tourism, thanks to the large spaces and dedicated facilities. The division of buildings allows for easy creation of independent units. Location Located in a verdant and quiet setting, yet close to a medieval village from the 1200s equipped with all services such as pharmacy, bank, bar, restaurant, and supermarket. The estate benefits from a strategic position, comfortably accessible from Siena and major cultural destinations in Tuscany. A place that combines authenticity, tranquility, and convenience in a rare and valuable balance. There is also the possibility to purchase approximately 5 additional hectares of adjacent arable land.

… 
$3,088,900
800
11bedrooms
16bathrooms
land 12ha

By Carratelli Real Estate

37
Video

Farmhouse with garden and pool Siena (Italy)

Charming farmhouse located in the municipality of Siena, a few kilometers from the charming historic center of the Renaissance city and its surrounding facilities. The property is situated in the countryside, with fantastic views over the hills and measures approximately 650 square meters, also benefiting from land and a swimming pool.LOCATIONSiena is one of the symbolic cities of Tuscany, the birthplace of the Palio and unique monuments, a great rival of Florence in past centuries. Today, both cities are the extreme points of one of the most beautiful geographical areas of Tuscany, Chianti, but Siena has in its province not only this region but also areas of unique landscapes, in Val d'Orcia, Val di Chiana, Crete Senesi and other dream locations, which can be reached by car in 30/60 minutes. Florence is 70 km away, Rome 230.DESCRIPTIONThe farmhouse has a particular shape of

… 
$1,933,400
650
9bedrooms
9bathrooms
land 5ha

By Carratelli Real Estate

35
Video

Farmhouse with garden and pool Siena (Italy)

Fascinating farmhouse a short distance from Siena and immersed in the beautiful context of the Crete Senesi, consisting of the main house and the dependance surrounded by large land partly kept as a garden, in which there is also a swimming pool and a lovely veranda. Description The farmhouse and the dependance, both dating back to the 19th century, cover an area of about 810 square meters. The main farmhouse is on two levels, on the ground floor, in addition to the beautiful and spacious entrance hall made in the old stable, there are several double bedrooms, some of which have a private bathroom, and in some rooms, there is a small kitchenette. On the second floor, there is a hallway that divides on one side, the master part with two bedrooms and two bathrooms, a beautiful living room with very high ceilings, enriched by the fireplace and the eat-in kitchen; on the other side, there are the remaining double bedrooms, some with private bathrooms, and a large and convenient laundry room. The annex consists of the living room with the kitchenette with a small loft, the master bedroom with the private bathroom, and a second bathroom. Outdoor spaces The farmhouse is surrounded by the large fenced garden of about 4,000 square meters, where there are several tall cypresses and trees with large foliage that provide coolness and shade on summer days. The pool of about 12 x 6 meters is heated and disinfected with chlorine. Beyond the garden, there are still about 4 hectares of land planted with chicory with a small truffle farm for an organic farm. Adjacent to the main house is a large covered veranda convenient to use especially in summer; next to this, there is a bathroom and the wood room where there is a pizza oven. The large parking area is covered and positioned beyond the garden for the greater tranquility of the house's occupants. Condition and finishes The house was renovated in the late 1990s with an important use of original and typical materials of the area; the use of newer materials blends well with the old ones. The style is the typical Tuscan one, both internally and externally, with the characteristic stone exterior facade. During this year, the photovoltaic system equipped with storage batteries and a charging station for electric vehicles was built. Potential uses Possibility to continue the agritourism activity that has been carried out continuously for about 25 years with excellent results, as well as using the property as a private residence for a family. Location The Crete Senesi cover the area south of Siena and are well known for their characteristic landscapes that define them, the rolling hills that seem to have a lunar appearance, but that offer an authentic and fascinating beauty often wild. Its proximity to Siena makes it a perfect area for combining the tranquility of countryside with proximity to the city.

… 
$1,773,200
800
10bedrooms
9bathrooms
land 4ha

By Carratelli Real Estate

22

Farmhouse with pool Siena (Italy)

Main Features: Total surface area approx. 450 sqm (Main House 350 sqm + Annex 100 sqm) Twelve bedrooms and six bathrooms Divided into five independent apartments Private garden with panoramic pool and BBQ area Historic 18th-century structure in good condition internal Description: in the heart of the Sienese countryside in Sarteano, we offer for sale a charming historic residence dating back to the 1700s. The property, spanning a total area of approximately 450 sqm, has been intelligently divided into five independent and comfortable apartments, while maintaining the warmth and authenticity of traditional Tuscan rural architecture. The 350 sqm main building houses most of the units, featuring spacious rooms, traditional ceilings, and eat-in kitchens. Completing the residential portion is a 100 sqm annex located just a short distance from the main building, ideal as an owner's suite or to provide extra privacy for guests. With a total of 12 bedrooms, the property offers extraordinary hospitality potential. External Description: The farmhouse is fully embraced by a lush and well-tended garden, where peace and privacy are absolute. The true gem of the outdoor spaces is the magnificent panoramic swimming pool, positioned to offer unforgettable views over the surrounding hills. Enhancing outdoor living is a functional outdoor area, perfectly equipped with a BBQ for social lunches and dinners. The location is strategic: immersed in silence yet just minutes from the historic center of Sarteano and excellently connected to the most iconic villages of the Val d'Orcia and the A1 motorway. Distances: Sarteano Center: 3 km Cetona: 8 km Chiusi (Train Station and A1 Highway): 12 km Montepulciano: 20 km San Casciano dei Bagni (Thermal Baths): 20 km Florence Airport: 130 km ref. A1190RC94080

… 
$2,402,500
450
6bedrooms
6bathrooms

By Annonceur International

21

Farmhouse with pool Siena (Italy)

Key Features 288 sqm farmhouse, recently renovated and move-in ready Two levels: Ground floor: spacious rustic-style living room with exposed wooden beams, dining area with fireplace, eat-in kitchen, two double bedrooms, two bathrooms First floor: large living room, sitting area with fireplace and access to a panoramic terrace, eat-in kitchen, three bedrooms, two bathrooms, office room Masonry swimming pool Tool shed and artesian well 4000 sqm of land with a vineyard Description This charming, recently renovated farmhouse offers ample and comfortable living space in a rustic setting, perfect for those seeking a move-in ready home. The ground floor features a spacious living room with exposed wooden beams, creating a warm and inviting atmosphere. Adjacent is a generous dining area with a fireplace, ideal for family gatherings or hosting friends. The eat-in kitchen, two double bedrooms, and two bathrooms complete the ground floor. The first floor can be accessed via an internal spiral staircase or an external staircase. Here, you'll find a second large living room, a sitting area with a fireplace and access to a panoramic terrace, an eat-in kitchen, three bedrooms, two bathrooms, and an office. This layout provides flexibility for large families or those who need dedicated workspace at home. The property also includes a lovely masonry swimming pool, a tool shed, and an artesian well, providing modern conveniences alongside the traditional charm. The 4000 sqm of land, complete with a vineyard, rounds out the idyllic setting, making it suitable as a primary residence or a holiday retreat. Reference: A6380TA2107763A

… 
$1,372,800
288
4bedrooms
4bathrooms

By Annonceur International

30

Farmhouse with pool Siena (Italy)

Main Features: Approx. 500 sqm surface (18 rooms) Seven bedrooms and seven bathrooms 4.5-hectare estate with arable land, greenhouses, and irrigation system Panoramic swimming pool with Roman stairs and 98 sqm garage Restored 19th-century residence divided into 4 independent units internal Description: Nestled in the heart of the Upper Valdarno, we offer for sale a charming 19th-century estate of approximately 500 sqm, masterfully restored respecting Tuscan architectural traditions. The property consists of a main manor house and an annex converted from an ancient stone barn. The main villa is divided into three units: the ground floor hosts a spacious master living area with a study, plus an independent two-room apartment with a fireplace and pool view. An external staircase with a panoramic porch leads to the first floor, which features a large 120 sqm apartment with an eat-in kitchen, four bedrooms, and three bathrooms. The old barn houses an additional independent apartment with a porch on the ground floor, while the upper floor features a suite with a bathroom and private terrace. The interiors boast exposed beams, terracotta floors, and security glass fixtures. External Description: The estate is surrounded by a lush 4.5-hectare park, fully fenced to ensure maximum privacy and security. The centerpiece of outdoor living is the magnificent swimming pool with Roman stairs, complemented by a wooden gazebo and a professional shaded BBQ area. The agricultural portion is of high profile, including arable land served by an irrigation system and productive greenhouses. The property is completed by an impressive 98 sqm underground garage. Located between the provinces of Arezzo, Siena, and Florence, this residence represents a perfect balance between a charming home and an established hospitality business in a timeless landscape. Distances: Laterina Pergine Valdarno Center: 3 km Arezzo: 18 km Siena: 45 km Florence: 60 km A1 Motorway (Valdarno exit): 15 km Florence Airport: 75 km ref. A1190TA17575

… 
$1,773,200
810
13bedrooms
13bathrooms

By Annonceur International

8

Villa with pool Siena (Italy)

Nestled in the peaceful Sienese countryside, yet only a few minutes from the city's historic center, this refined residence offers a rare opportunity to experience the authentic Tuscan lifestyle without sacrificing the convenience of urban amenities. The property is set within approximately one hectare of private grounds, enhanced by more than 60 olive trees and a stunning swimming pool, ensuring complete privacy and timeless charm.Measuring approximately 380 sqm, the villa unfolds across multiple levels and preserves the distinctive character of Tuscany's most prestigious homes. Exposed wooden beams, traditional terracotta floors, impressive fireplaces, and bright, spacious interiors blend harmoniously with the surrounding landscape. Generous living areas open directly onto the gardens through large French doors, creating a seamless connection between indoor and outdoor living.The sleeping quarters comprise four bedrooms and four bathrooms, while a charming panoramic tower offers breathtaking views over the rolling Sienese hills and the city itself, providing a truly unique and atmospheric retreat. A large panoramic terrace invites moments of relaxation and entertaining against an unforgettable backdrop.Completing the estate are a private swimming pool of approximately 130 sqm with changing room and shower facilities, a cellar, and an independent garage. An elegant and timeless sanctuary, ideal both as a prestigious private residence and as an exclusive representative property in the heart of Tuscany.

… 
$1,716,000
380
4bedrooms

By Annonceur International

29

House with pool Siena (Italy)

Main Features: Total surface area approx. 2,405 sqm (102 rooms) Forty-three bedrooms and fifty bathrooms 180-hectare agricultural estate (Chianti Classico vineyards and olive groves) Historic complex: 18th-century Villa, 13th-century cloister, and restored hamlet Amenities: Professional restaurant, wellness center, panoramic pool, and equestrian center internal Description: in the heart of the Chianti Classico region, along the ancient road between Siena and Florence, lies this extraordinary historic hamlet. The centerpiece of the property is a majestic 1,100 sqm 18th-century villa, housing 25 finely furnished rooms in Tuscan style, served by an elevator and equipped with all modern comforts. The basement features a cutting-edge professional kitchen connected to the breakfast rooms and gardens. Opposite the villa, an ancient 11th-century monastery has been transformed into a charming agriturismo and restaurant, preserving the untouched charm of the medieval cloister and stone environments. The complex offers a total of 43 bedrooms (approx. 80 beds) and 50 bathrooms, alongside management offices, reading rooms, a tasting room, and a splendid winery dedicated to the production of DOCG wine, extra virgin olive oil, and brandy. External Description: The property is nestled in an exceptional landscape, surrounded by elegant English gardens and areas dedicated to exclusive events. The agricultural estate spans approximately 180 hectares, dominated by the valley's prestigious vineyards and olive groves. Among the outdoor spaces, the panoramic swimming pool stands out, completely renovated in 2018, offering an unparalleled view of the Tuscan hills. This unique ecosystem is completed by a consecrated chapel, ideal for private ceremonies, and a fully equipped equestrian center. The meticulous restoration work, concluded in the early 2000s, has returned the hamlet to its ancient glory, making it one of the most prestigious and immediately operational hospitality and production facilities in the region. Distances: Castellina in Chianti: 5 km Siena: 18 km Florence (Piazzale Michelangelo): 45 km Florence Airport: 55 km Pisa Airport: 105 km Radda in Chianti: 15 km ref. A1190RA95511

… 
$13,728,300
2,405
50bedrooms
50bathrooms

By Annonceur International

17

Farmhouse with pool Siena (Italy)

Key Features Historic Tuscan farmhouse dating back to the 19th century 450 sqm main farmhouse divided into two independent apartments Additional guesthouse with two bedrooms, kitchen, bathroom, and mezzanine 5x10 meter saltwater pool and 4300 sqm landscaped garden 50 sqm garage, 58 sqm carport for four cars, and 35 sqm storage building 1.5 hectares of surrounding land, including woodland and arable fields Alarm system and video surveillance Modern heating system Breathtaking views of the Val d'Orcia and Valdichiana Description Located in the picturesque Sienese countryside between Cetona and the Val d'Orcia, this stunning 19th-century farmhouse embodies the timeless charm of Tuscany. Nestled in nature yet just a short distance from the historic town of Sarteano, the property offers an exceptional opportunity for those seeking an exclusive residence or a tourism investment. The recently restored main farmhouse spans approximately 450 sqm and is divided into two independent apartments. The ground floor features a kitchen, dining room, pantry, study, bathroom, and a spacious living room with chestnut beams that opens onto a 22 sqm covered loggia. The first floor includes three double bedrooms and two bathrooms, one of which is spacious and equipped with a bathtub. A separate guesthouse offers additional accommodations with two bedrooms, a bathroom, a kitchen, and a mezzanine. The property is equipped with a modern alarm and video surveillance system for added security. The 4300 sqm garden is adorned with a 5x10 meter saltwater pool and an artesian well for irrigation. Additional structures include a 50 sqm garage, a 58 sqm chestnut carport with space for four cars, and a 35 sqm storage annex. The surrounding 1.5 hectares of land feature both woodland and arable fields, ensuring privacy and space to enjoy the serene environment. From the terrace with pergola, you can take in breathtaking sunsets over the rolling hills. Distances Nearest amenities: approx. 5 km Chiusi: approx. 8 km Cetona: approx. 10 km Chianciano Terme: approx. 14 km Major airports: Perugia (70 km), Florence (141 km), Rome (190 km) Potential With its versatile layout and proximity to services, this property is ideal as a primary residence, vacation home, or rental property. ref. A1190RC27362

… 
$1,201,200
450
4bedrooms
4bathrooms

By Annonceur International

14

Farmhouse with pool Siena (Italy)

Main Features: Total surface area approx. 1,228 sqm (790 sqm residential + 438 sqm annexes) Eleven bedrooms and thirteen bathrooms Complex consisting of two main farmhouses, a guest house, and 4 annexes Private 12x6 m swimming pool in a panoramic position 0.6 ha included land with an option to purchase up to 180 total hectares internal Description: Nestled in the Sienese hills of Sarteano, we offer for sale an imposing estate that blends history with versatility. The property is divided into several buildings: a 19th-century stone farmhouse, masterfully restored in the early 2000s preserving original terracotta floors and ceilings, and a second plastered farmhouse built in the 1960s, valued for its rational layout and bright spaces. The interiors feature spacious halls with historic fireplaces, fully equipped kitchens, and several independent apartments—some interconnected—ideal for flexible hospitality management. The residential portion is completed by a two-level guest house of approximately 120 sqm, featuring a porch and an ancient wood-burning oven. The entire complex boasts 33 rooms in total, offering high comfort standards and fully active utilities. External Description: The entire estate is set within a park of approximately 6,000 sqm, hosting a magnificent 12x6 meter swimming pool perfectly integrated into the Tuscan landscape. The property is surrounded by the undisputed silence of the countryside, while remaining easily accessible. in addition to the main buildings, there are four rural outbuildings (438 sqm total) offering further volumetric potential. A truly rare feature is the possibility of separately acquiring up to 180 hectares of surrounding land, including woods, pastures, arable land, and a productive olive grove with 130 trees. This configuration makes the property perfect as either an elite private residence, a large-scale farm, or a charming agriturismo in the heart of Tuscany. Distances: Sarteano Center: 5 km Cetona: 12 km San Casciano dei Bagni (Thermal Baths): 20 km Montepulciano: 25 km A1 Motorway (Chiusi-Chianciano): 15 km Florence Airport: 135 km ref. A1190TA76437

… 
$1,372,800
758
13bedrooms
13bathrooms

By Annonceur International

20

Villa with pool Siena (Italy)

Key features Area: 490 sqm (400 sqm ground floor + 90 sqm basement) Land: 20 hectares (2 hectares of olive groves) Bedrooms: 3 Bathrooms: 3 (with shower or whirlpool tub) Double living room with fireplace Fenced property with electric gates Energy class: Not specified Description Located on the picturesque hills of Siena, in the Cerchiaia area, this splendid Tuscan villa offers the perfect blend of countryside tranquility and proximity to Siena's historic center. The property has been recently renovated, preserving its traditional Tuscan charm, and is fully fenced to ensure security and privacy. The panoramic position provides breathtaking views of the Chianti Doc landscapes. The villa is spread over two levels: Ground floor: 3 bedrooms, 3 bathrooms, a spacious double living room with a fireplace, a kitchenette, and wide corridors. Floors feature characteristic Tuscan terracotta, while the bathrooms have modern tiles and natural light. Basement: large storage room, laundry area, and two additional storage rooms. The exterior includes 20 hectares of land, with 2 hectares of olive groves. While there is no swimming pool currently, the extensive outdoor spaces provide the opportunity to create a relaxing area surrounded by nature. The villa is equipped with all main utilities, including independent heating, municipal water supply, and electricity. Main distances Services: 3 km Local attractions: within 1 km Airports: Florence (87 km), Perugia (117 km), Pisa (120 km) Nearby cities: Siena (50 km), Arezzo (81 km), Florence (81 km) Potential Thanks to its prime location and unique features, this villa offers multiple possibilities, whether as a luxurious private residence or a high-end hospitality venue. Ref. A1190RV31495

… 
$1,944,800
490
2bedrooms
2bathrooms

By Annonceur International

21

Villa with pool Siena (Italy)

Main Features: Approx. 935 sqm surface (20 rooms) Nine bedrooms and seven bathrooms 1-hectare private park with natural pond and infinity pool (2.35 m deep) Authentic Art Nouveau (Liberty) style with high-end finishes Dominant position between Val di Chiana and Val d'Orcia internal Description: in a panoramic position just minutes from the historic center of Montepulciano, we offer for sale a magnificent period villa with early 19th-century foundations, distinguished by a refined Art Nouveau (Liberty) style. The property, totaling approximately 935 sqm, perfectly preserves its original charm: solid wood doors, hand-made stained glass windows, and floors decorated with original geometric patterns. The entrance is graced by a dramatic travertine staircase that floods the interiors with light. The villa is currently organized into four independent yet harmoniously connected units: the ground floor houses three bedrooms with private bathrooms, while the first floor features five bedrooms. An independent annex with a living room, kitchen, bedroom, and bathroom completes the residence, ideal for guests or staff. External Description: The estate is nestled within a fairytale-like, fully fenced one-hectare park, home to approximately 40 olive trees, ancient oaks, and fruit trees. The outdoor spaces are designed for elite leisure: a deep infinity pool (over two meters), a bocce court, and a charming natural pond for sport fishing. The historic paved courtyard features an ancient wood-burning oven, perfect for outdoor social gatherings. The external amenities are completed by a large garage, a 37 sqm studio/hobby room, and a 38 sqm tool shed. The strategic location allows for quick access to Tuscany's most iconic villages such as Pienza, Montalcino, and San Quirico d'Orcia. Distances: Montepulciano Historic Center: 2 km Pienza: 15 km Montalcino: 35 km Bagno Vignoni (Thermal Baths): 20 km Siena: 65 km Perugia Airport: 75 km ref. A1190RV11414

… 
$3,409,200
935
7bedrooms
7bathrooms

By Annonceur International

18

Farmhouse with pool Siena (Italy)

Main Features: Total surface area approx. 636 sqm (Main Villa 575 sqm + Annexes 61 sqm) Six bedrooms with en-suite bathrooms and eight bathrooms in total 5.8-hectare estate (Productive olive grove, arable land, pasture, and orchard) Panoramic 14x7 m swimming pool with large sun deck 170 sqm underground cellar and two independent annexes Location: Dramatic views over Val d'Orcia and Valdichiana, 3 km from amenities internal Description: in one of the most iconic and panoramic positions in Montepulciano, we offer for sale a prestigious agricultural estate totaling approximately 636 sqm. The main residence, built in 2005 and kept in impeccable condition, spans approximately 575 sqm. The interiors, featuring contemporary elegance blended with Tuscan tradition, offer multiple bright living areas and two eat-in kitchens. The sleeping area consists of six large bedrooms, each with a private en-suite bathroom; some suites boast independent entrances and private terraces, ensuring maximum autonomy and privacy. The property is completed by a generous 170 sqm cellar and two annexes (61 sqm total) currently used for storage but with high conversion potential. External Description and Land: The property is nestled within a 5.8-hectare private park that ensures rejuvenating seclusion without sacrificing convenience. The meticulously landscaped 4,800 sqm garden hosts a stunning panoramic pool (14x7 m) oriented toward the sunsets of the Val d'Orcia. The agricultural land includes 1.7 hectares of olive groves with premium varieties in full production, 2.4 hectares of arable land, as well as areas for pasture and orchards. The estate, currently managed as a charming agriturismo with excellent results, represents the perfect synthesis between a high-profile private residence and an exclusive hospitality investment, just a short distance from Pienza, Montalcino, and Bagno Vignoni. Distances: Montepulciano Center: 3 km Pienza: 15 km Bagno Vignoni (Thermal Baths): 20 km Montalcino: 35 km A1 Motorway (Valdichiana Exit): 20 km Perugia Airport: 75 km ref. A1190TA65831

… 
$3,775,300
636
8bedrooms
8bathrooms

By Annonceur International

30

Farmhouse with pool Siena (Italy)

Main Features: Approx. 373 sqm surface (16 rooms) Five bedrooms and six bathrooms in total 5.7-hectare estate (olive grove with 700 trees, vineyard, and woods) Panoramic swimming pool currently under construction Full agricultural annexes: Private oil mill (frantoio), equipped cellar, and stables Location: Panoramic in Cetona, close to A1 motorway and train station internal Description: in the evocative setting of Cetona, we offer for sale a beautiful agricultural estate consisting of a main stone farmhouse, an annex, and numerous functional buildings. Main Farmhouse: Spread over two levels. The ground floor houses a living area with two large rooms (one with a fireplace), a kitchen, a guest bathroom, and a technical room. The first floor, also accessible via an external staircase, contains the sleeping area with four bedrooms (two with en-suite bathrooms) and two additional bathrooms. Some parts, such as the kitchen, are currently being modernized. Annex: Adjacent to the house, this recently renovated guest house offers a living area with a kitchenette, a double bedroom, and a bathroom. The property also includes a large, fully equipped wine cellar, a woodshed, warehouses, and stables for animals. External Description and Production: The property is nestled within 5.7 hectares of productive land, including one hectare of specialized olive grove with approximately 700 trees and a portion of vineyard. A highly valuable feature is the internal private oil mill (frantoio), allowing for complete on-site olive oil production. The swimming pool is located at the estate's most scenic viewpoint and is currently being finished. The agricultural buildings also include sheds for machinery storage. The location is ideal: a quiet medieval village perfectly connected, just a few kilometers from the Chiusi-Chianciano Terme station, allowing you to reach Rome and Florence in just over an hour. Distances: Chiusi (Train Station and A1 Motorway): 8 km Lake Trasimeno: 30 km Mount Amiata (Skiing): 60 km Florence: 120 km Rome: 160 km Grosseto (Sea): 150 km ref. A1190TA58088

… 
$1,235,600
373
6bedrooms
6bathrooms

By Annonceur International

30

Farmhouse with pool Siena (Italy)

Key Features Type: Stone farmhouse Location: Castellina in Chianti, Chianti Classico area Living area: Approx. 720 sq m over three levels Land: 2 hectares with olive groves and vineyards (producing Chianti DOCG and Rosso iGT wines) Outdoor spaces: Swimming pool, tennis court, stone portico Bedrooms and bathrooms: 6 bedrooms, 5 bathrooms Additional buildings: Warehouse: 60 sq m Residential annex: 180 sq m over two levels Changing room: 32 sq m Features: Air conditioning, alarm system Energy Class: To be defined Description Located in the prestigious Chianti Classico area, this magnificent stone farmhouse is nestled in Castellina in Chianti, surrounded by a unique and historic landscape. With over 400 years of tradition, the property perfectly combines rustic elegance with modern comforts. interiors The farmhouse spans approximately 720 sq m across three levels, showcasing traditional Tuscan architecture with exposed wooden beams, terracotta floors, and impressive stone fireplaces. Ground floor: Spacious living room, kitchen, three storage rooms, laundry, and boiler room. First floor: Three large living areas, two bedrooms with en suite bathrooms, and a study. Second floor: Four bedrooms and three bathrooms. Outdoor Spaces The stone facade, adorned with lush climbing ivy, enhances the property's charm. The estate features a swimming pool, a tennis court, and approximately 2 hectares of land. Part of the land is dedicated to olive groves, while the rest is cultivated as a vineyard producing high-quality Chianti DOCG and Rosso iGT wines. Additional Buildings 60 sq m warehouse used as a car garage. 180 sq m residential annex over two levels, ideal for guests or staff. 32 sq m building used as a changing room for the pool. Potential Uses This property is ideal as a private residence, a luxurious holiday retreat, or an investment in one of the world's most renowned wine regions. its authenticity and strategic location in Chianti Classico make it perfect for those seeking tranquility and the charm of Tuscan living. Tourist information Castellina in Chianti is a historic town rich in culture and tradition, famous for its wineries and vineyards. Visitors can explore the Archaeological Museum of Chianti Senese, the Rocca Comunale, the Church of San Salvatore, and the picturesque Via delle Volte. The surrounding area offers wine tastings, scenic walks, and cycling routes in the stunning Tuscan countryside. Distances from main attractions Siena: 20 km Florence: 55 km San Gimignano: 25 km Monteriggioni: 12 km Volterra: 40 km Pisa: 95 km Montalcino: 50 km Montepulciano: 55 km Greve in Chianti: 40 km Pienza: 65 km Reference: A1190RC85659

… 
$3,374,900
720
7bedrooms
7bathrooms

By Annonceur International

30

Farmhouse with pool Siena (Italy)

in the prestigious area of Vino Nobile di Montepulciano, immersed in the extraordinary landscape of the Sienese hills, lies this enchanting historic estate for sale. Just a few minutes from the historic center of the charming medieval town of Montepulciano, near the temple of San Biagio, a masterpiece of Sangallo and a remarkable example of Tuscan Renaissance architecture, this property is located at the confluence of the Val d'Orcia and Val di Chiana, in one of the most renowned wine-growing regions. The estate for sale was restored in the 1990s, preserving the enchanting morphology of the landscape and its long tradition of winemaking excellence. The property covers 60 hectares of land, spread across several bodies, on a hill in Montepulciano, covered with vineyards and olive groves, offering a panoramic view of the entire Valdichiana. Access to the property is via a well-maintained white road. iNTERiORS Renovated in the late 20th century, the estate seamlessly blends with the enchanting morphology of the landscape and its long tradition of winemaking. The estate for sale includes three farmhouse buildings, two of which are dedicated to agritourism with rooms and apartments, providing a total of 54 beds. They are divided as follows: Private residence with eight bedrooms, bringing the total authorized accommodation capacity to 74 beds. Typical restaurant with indoor seating for up to 90 guests, plus an outdoor garden area during the warmer months. Various facilities for wine production and storage, including a fully equipped cellar with modern machinery, state-of-the-art equipment, and cutting-edge systems, covering a total of 3,900 square meters. The interiors feature the typical rustic Tuscan style with terracotta and parquet floors, common areas with exposed brick walls, beautiful fireplaces, spacious vaulted ceilings, and large windows to let in ample natural light. EXTERiORS The estate for sale is situated on a hill in Montepulciano, covered with vineyards and olive groves, offering breathtaking views of the Valdichiana. The vineyards, located in the best areas in terms of microclimate and soil conditions for perfect grape ripening, are primarily dedicated to the production of Vino Nobile di Montepulciano, along with other lesser-known grape varieties that contribute to the production of equally noble wines, recognized for their excellence. A beautiful swimming pool with a paved solarium is just a few steps away from the main farmhouse. DiSTANCES Distance from amenities: 3km Distance from major airports: 74km from Perugia, 127km from Florence, 188km from Pisa Distance from major cities: 9km from Montefollonico, 15km from Pienza, 61km from Siena UTiLiTiES Telephone network available Wi-Fi: available Heating: connected Water: connected Electricity: available POTENTiAL Given its location and spaciousness, this magnificent property offers the potential to be used both partially as a private villa and entirely as an agriturismo and hospitality facility. rif. A1190RA93140

… 
$18,876,500
3,900
20bedrooms
20bathrooms

By Annonceur International

30

Farmhouse with pool Siena (Italy)

Key features Area: 340 sqm over 3 levels Land: 5 hectares with olive grove, vineyard, and arable land Bedrooms: 3 in the main farmhouse + 1 in the annex Bathrooms: 4 total (3 in the farmhouse, 1 in the annex) Garage: 35 sqm with internal and external access Annex: 37 sqm, recently renovated Opportunity to build a swimming pool Panoramic views of the valleys and San Biagio Temple Description This stunning farmhouse, located a short walk from the historic center of Montepulciano, offers a perfect blend of tradition and modernity. Surrounded by 5 hectares of land, the property boasts a strategic location close to services, with breathtaking views over the Valdichiana and Val d'Orcia, as well as the iconic San Biagio Temple. interiors Built in the traditional Tuscan rustic style with exposed beams and brick facades, the farmhouse features modern finishes that enhance its elegance. it is spread over 3 levels: Ground floor: spacious living room with fireplace, fully equipped kitchen, laundry area, and internally connected garage. Second floor: living room, 2 double bedrooms (one with en-suite bathroom), walk-in closet, and another bathroom. Third floor: master bedroom with panoramic views of San Biagio Temple and a bathroom. The second and third floors are predominantly parquet-floored, excluding the bathrooms. The annex, recently renovated with a modern design, includes a bedroom, a living room, and a bathroom with a shower. Outdoor areas The property is surrounded by 5 hectares of land, featuring an olive grove, vineyard, and arable land. There are ample outdoor spaces ideal for relaxation, with the possibility of building a swimming pool. A 35 sqm garage and a 37 sqm annex complete the property. Potential Thanks to its prime location and unique features, the property is perfectly suited as a luxurious private residence or a boutique hospitality venture. rif. A1190RC84490

… 
$2,288,100
340
4bedrooms
4bathrooms

By Annonceur International

27

Farmhouse with pool Siena (Italy)

Main Features: Approx. 850 sqm surface Six bedrooms and four bathrooms Historic farmhouse on multiple levels, fully restored and recently inhabited Circular swimming pool and two landscaped gardens Approx. 8.5 hectares of land with vineyard, olive grove, arable fields, and woodland Panoramic location between Montepulciano and Sant'Albino in the Val di Chiana internal Description: This ancient Tuscan farmhouse, set on a scenic hillside near Montepulciano, offers a rare opportunity to own a property that blends centuries of history with modern comfort. The estate, fully renovated and inhabited until about a year and a half ago, consists of several connected structures built over different periods, the oldest dating back to the 14th century. The original stone farmhouse spans two main floors and features large living areas, entrance hall, kitchen, four bedrooms, and two bathrooms, plus a spacious attic on the upper level. The more modern wing, updated in the 1970s, includes a large living room with fireplace, two kitchens, an office, two bedrooms, and a bathroom, as well as an elegant semicircular portico overlooking the gardens. The two basement levels, formerly a professional recording studio, host a library, offices, storage areas, and technical rooms built with reinforced concrete, seismic resistance, and full insulation. These floors connect internally and externally, providing versatile spaces for creative or professional use. The property also includes storage rooms, a boiler area, a terraced level accessible via a marble spiral staircase, and a panoramic tower with sweeping countryside views. Finishes include antique terracotta, exposed wooden beams, and marble details, preserving the timeless charm of Tuscan architecture. The electrical system has been recently updated, while the heating system can be restored to its original radiator configuration with GPL tank. The estate is furnished, with private wells and a project underway to connect to the public aqueduct. External Description: The farmhouse is surrounded by two beautifully maintained gardens, one featuring a circular swimming pool framed by ancient olive trees. The land extends for approximately 8.5 hectares, encompassing a diverse and productive landscape typical of Tuscany. it includes: 1 hectare of vineyard currently producing high-quality grapes; 2 hectares of olive grove with about 180 mature trees; 2.5 hectares of arable land, suitable for seasonal crops or equestrian use; 3 hectares of enclosed woodland, rich in oak and holm trees, offering privacy and biodiversity. The property's elevated position provides panoramic views over Montepulciano and the Val di Chiana, creating an atmosphere of serenity and grandeur. Perfect for use as a private residence, hospitality project, or agricultural estate, this property combines nature, history, and elegance in one of Tuscany's most admired landscapes. Distances: Sant'Albino: 2 km Montepulciano center: 6 km Pienza: 18 km Cortona: 30 km A1 Motorway: 18 km Perugia Airport: 75 km ref. A1190RC16425

… 
$1,716,000
850
4bedrooms
4bathrooms

By Annonceur International

*

Receive by email any new listing that may match your search criteria

Your criteria :

  • For sale
  • Siena, Italy, +30 km
  • Houses
  • Pool