CHIANTI HILLS IN TUSCANY, LUXURY ITALIAN PROPERTY FOR SALE | CHIANTISHIRE

pittogramma romolini logo-christies
  • CHIANTI HILLS IN TUSCANY, LUXURY ITALIAN PROPERTY FOR SALE | Chiantishire
  • CHIANTI HILLS IN TUSCANY, LUXURY ITALIAN PROPERTY FOR SALE | Chiantishire
  • CHIANTI HILLS IN TUSCANY, LUXURY ITALIAN PROPERTY FOR SALE | Chiantishire
  • CHIANTI HILLS IN TUSCANY, LUXURY ITALIAN PROPERTY FOR SALE | Chiantishire
  • CHIANTI HILLS IN TUSCANY, LUXURY ITALIAN PROPERTY FOR SALE | Chiantishire
  • CHIANTI HILLS IN TUSCANY, LUXURY ITALIAN PROPERTY FOR SALE | Chiantishire
  • CHIANTI HILLS IN TUSCANY, LUXURY ITALIAN PROPERTY FOR SALE | Chiantishire
  • CHIANTI HILLS IN TUSCANY, LUXURY ITALIAN PROPERTY FOR SALE | Chiantishire
  • CHIANTI HILLS IN TUSCANY, LUXURY ITALIAN PROPERTY FOR SALE | Chiantishire

Chianti

CHIANTI HILLS REAL ESTATE, ITALIAN PROPERTY FOR SALE IN CHIANTI, WINE ESTATE FOR SALE IN CHIANTI

Looking for a villa or a wine estate on the Chianti Hills? Or maybe you prefer a farmhouse for sale on the Chianti Hills? We offer an ample selection of properties, both restored and to be restored, in the beautiful countrysides of Tuscany, between Arezzo, Siena and Florence.

Romolini Immobiliare offers an exclusive selection of villas, apartments and houses on the Chianti Hills with panoramic landscape, wine estate, farms, wineries with vineyards, period villas, castles, renovated farmhouses, luxury apartments, hunting reserves, villas with gardens, estate with vineyards and farmhouses with olive groves all over Tuscany.

Read more...

CHIANTI HILLS IN TUSCANY, LUXURY ITALIAN PROPERTY FOR SALE | Chiantishire

84 Properties + 27 in Reserved Area

filigrana romolini immobiliare

Ref. 1835 Green Winery Tuscany

€ 5,900,000

GREEN WINERY FOR SALE TUSCANY, BIO ORGANIC VINEYARDS

Tuscany - Arezzo Province - Arezzo

Interiors Interiors: 1,944 sqm

Bedrooms Bedrooms: 16

Bathrooms Bathrooms: 18

Exteriors Exteriors: 22.70 ha

Vineyards Vineyards: 3.01 ha

Olive grove Olive grove: 2.62 ha

On the hills of Tuscany, not far from Arezzo, we can find this 22.7-ha organic estate with accommodation business, Chianti DOCG vineyards and olive grove. The vineyard is registered as Chianti DOCG (2.0 ha) and Tuscany IGT (1.0 ha) and is attended with organic methods. Production ranges around 21,000 bottles of wine per year.

Located in a quiet and very panoramic location, the property is provided with all the services by the nearby city (5km; 15’) but also allows reaching the most interesting towns of Tuscany in a very short time frame: Castiglion Fiorentino, Anghiari, Cortona, Montepulciano, Pienza, Siena, Montalcino, Florence, San Gimignano and Volterra.

foto Danilo Romolini

Danilo Romolini

Sales Manager

6 years with Romolini

filigrana romolini immobiliare

Ref. 2991 Gambassi Winery

€ 5,000,000

WINE ESTATE WITH 37 HA OF VINEYARDS FOR SALE IN CHIANTI, TUSCANY

Tuscany - Florence Province - Certaldo

Interiors Interiors: 1,061 sqm

Bedrooms Bedrooms: 5

Bathrooms Bathrooms: 3

Exteriors Exteriors: 49.31 ha

Vineyards Vineyards: 37.06 ha

Olive grove Olive grove: 4.03 ha

Wine estate of 49.3 hectares for sale on the renowned Tuscan hills between Florence and Siena, situated in a territory of great viticultural and scenic vocation. The property has been historically managed with passion by a local family and combines the production of typical Tuscan wines (10,700 hl/year) with extra virgin olive oil (5,000 kg/year), offering a solid and versatile productive profile.

 

 

DESCRIPTION OF THE BUILDINGS

The wine cellar (790 m² – 8,500 ft²) is distributed within two buildings and includes all the rooms for grape processing and wine production, up to storage. The company carries out direct sales both on-site and through affiliated points of sale, consolidating relationships with local consumers and visitors.

 

In the same building that houses the company shop, there are also two independent apartments (one per floor):

  • Apt. A (131 m² – 1,410 ft²): living room with kitchen, small lounge, two bedrooms, and two bathrooms;
  • Apt. B (140 m² – 1,464 ft²): living/dining room, kitchen, three bedrooms, and a bathroom.

 

Among the vineyards, the property also includes the remains of an old farmhouse, entirely to be renovated, but in a very interesting and panoramic position, perfect also for starting a tourist and hospitality activity.

foto Lorenzo Guerri

Lorenzo Guerri

Enologist, Vineyards & Wineries Expert

3 years with Romolini

filigrana romolini immobiliare

Ref. 1151 Borgo nel Chianti

Price upon request

168-HA ESTATE WITH CHIANTI DOCG VINEYARDS AND AGRITURISMO FOR SALE IN CERTALDO

Tuscany - Florence Province - Certaldo

Interiors Interiors: 4,706 sqm

Bedrooms Bedrooms: 37

Bathrooms Bathrooms: 36

Exteriors Exteriors: 168.31 ha

Vineyards Vineyards: 26.88 ha

Olive grove Olive grove: 28.58 ha

On the hills of Chianti, not far from Certaldo, a 168.3-hectare estate for sale with Agriturismo, Chianti DOCG vineyard, and olive grove. The company is well established both from a tourist accommodation point of view (37 bedrooms distributed in various renovated buildings) and from a production perspective with a potential of about 150,000 bottles of wine and 7,000 kg of oil per year. There are some buildings to renovate that could further expand the accommodation capacity or create common spaces such as a wellness center and/or event zones.

 

 

EXTERIOR AND AGRICULTURAL PRODUCTION

The estate covers 168.3 hectares (415.9 acres) in total, on hilly terrain with excellent sun exposure. The company mainly focuses on wine and olive oil production and can count on large extensions of arable land (50.8 ha) to further increase yields. Cultivation has been conducted since 2009 using organic methods. The woods covering the rest of the estate (about 51.7 ha) are perfect for walks and countryside excursions.

 

The vineyard (26.8 ha) is mostly composed of Tuscan varieties (Sangiovese, Canaiolo, Trebbiano, Traminer, and Colorino) but also includes foreign grapes (Cabernet Sauvignon, Merlot, Pinot Grigio, Chardonnay) which, together with the sandy-clay soils of the estate, give the wines distinctive and sought-after characteristics. The annual production is around 150,000 bottles of wine:

  • Chianti DOCG: Sangiovese 95%, Canaiolo 5%
  • Chianti DOCG Riserva: Sangiovese 100%
  • Toscana IGT Bianco: Trebbiano 30%, Chardonnay 15%, Pinot Grigio 15%, Traminer 15%
  • Toscana IGT Rosé: Sangiovese 100%
  • Toscana IGT Rosso: Sangiovese 40%, Merlot 30%, Cabernet Sauvignon 30%
  • Vinsanto del Chianti DOC: Trebbiano 100%

 

The olive groves (28.5 ha) consist of about 4,500 plants of Frantoio, Moraiolo, Leccino, and Pendolino varieties, which allow the production of about 7,000 kg of extra virgin olive oil every year.

foto Danilo Romolini

Danilo Romolini

Sales Manager

6 years with Romolini

filigrana romolini immobiliare

Ref. 2951 Tenuta Pontassieve

€ 2,200,000

21-HA ESTATE FOR SALE IN PONTASSIEVE, JUST ONE HOUR FROM FLORENCE

Tuscany - Florence Province - Florence

Interiors Interiors: 2,808 sqm

Bedrooms Bedrooms: 25

Bathrooms Bathrooms: 25

Exteriors Exteriors: 21.13 ha

Olive grove Olive grove: 6.51 ha

Pool Pool: Yes

On the hills of Pontassieve, less than an hour from Florence and in a panoramic position, agriculturalestate with three farm complexes for sale. The property is in need of major renovation and enhancement works but offers great development possibilities, especially from a tourist-receptive point of view thanks to the presence of several buildings with various independent housing units.

 

 

PODERE “BELLAVISTA”

The manor house (1,100 m² – 11,836 ft², 4 bedrooms and 3 bathrooms) is a large, stately building, structured on three floors and entirely in need of renovation:

  • Ground floor: wine cellar, various halls and reception rooms, kitchen and service bathroom;
  • First floor: entrance hall, two kitchens, dining room, four bedrooms and two bathrooms;
  • Second floor: practicable and partially habitable attics.

 

Next to the villa is a farmhouse (255 m² – 2,744 ft², 4 bedrooms and 1 bathroom), the old farmer’s dwelling, which also needs to be entirely renovated:

  • Ground floor: farm storehouses, kitchen and sitting room;
  • First floor: four bedrooms and bathroom.

 

The last building is a second farmhouse (263 m² – 2,830 ft², 4 bedrooms and 2 bathrooms), former gardener's residence, to be renovated. On the ground floor are some storage rooms, while the rest of the building is divided into two apartments:

  • Apt. A: large living room with kitchen, three bedrooms and bathroom;
  • Apt. B: living room with kitchen, bedroom and bathroom.

 

The buildings are surrounded by a garden of about 2,800 m², dotted with ancient trees (holm oaks), to be restored and enhanced.

foto Danilo Romolini

Danilo Romolini

Sales Manager

6 years with Romolini

filigrana romolini immobiliare

Ref. 2994 Tenuta Radicondoli

€ 20,000,000

1,000-HA ESTATE WITH HUNTING RESERVE FOR SALE IN TUSCANY

Tuscany - Siena - Siena

Interiors Interiors: 12,993 sqm

Bedrooms Bedrooms: 30

Bathrooms Bathrooms: 30

Exteriors Exteriors: 1,012.44 ha

Olive grove 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.

foto Danilo Romolini

Danilo Romolini

Sales Manager

6 years with Romolini

filigrana romolini immobiliare

Ref. 2993 Machiavelli Winery

€ 3,600,000

WINE ESTATE WITH 40 HA OF VINEYARDS FOR SALE IN CHIANTI

Tuscany - Florence Province - Montespertoli

Interiors Interiors: 2,497 sqm

Bedrooms Bedrooms: 5

Bathrooms Bathrooms: 5

Exteriors Exteriors: 158.51 ha

Vineyards Vineyards: 40.02 ha

Olive grove Olive grove: 2.55 ha

On the hills of Chianti, not far from Montespertoli and Empoli, 158.5-hectare organic wine estate for sale. The property is currently operational in wine and oil production and could be further developed for tourism and hospitality purposes with the renovation of the various rural buildings present on the estate.

 

The winemaking cellar (1,150 m² – 12,374 ft², 1 bathroom) is a large building equipped with all the facilities for grape processing and wine production, along with various warehouses and storage for tools and vehicles. The only operation conducted externally is bottling. On the ground floor, with independent access, there is also a small apartment consisting of a living room with kitchen, two bedrooms, and a bathroom.

 

Not far from the cellar is the 19th-century villa (463 m² – 4,982 ft², 5 bedrooms and 4 bathrooms), in good structural condition with original finishes still clearly visible. The building is habitable but could benefit from some modernization interventions to improve its features and energy efficiency.

 

Between the villa and the cellar is the private chapel (44 m² – 473 ft²), with a rectangular single nave plan, very suitable for private ceremonies.

 

Next to the villa, there are a series of agricultural buildings (840 m² – 9,038 ft²) that in the past housed an olive mill, horse stables, a lemon house and various storage rooms for tools. These buildings require renovation work and, in some cases, reconstruction, but the significant volumes present could be used to create additional guest units if interested in managing a hospitality activity.

foto Danilo Romolini

Danilo Romolini

Sales Manager

6 years with Romolini

filigrana romolini immobiliare

Ref. 2983 Resort Via Francigena

€ 4,800,000

BOUTIQUE HOTEL WITH WELLNESS CENTER FOR SALE IN SIENA, TUSCANY

Tuscany - Siena - Siena

Interiors Interiors: 1,125 sqm

Bedrooms Bedrooms: 14

Bathrooms Bathrooms: 14

Exteriors Exteriors: 51.70 ha

Pool Pool: Yes

This resort is a breathtaking historical dwelling dating back to the year 1000, majestically located between Siena and Monteriggioni. This prestigious property represents an invaluable resource for the territory, offering the impression of being immersed in a natural park where human architecture and nature seamlessly blend. The estate encompasses a total of 51.7 hectares, featuring roughly 2.0 hectares of fenced grounds and 49 hectares of lush woodland. Access to the property is gained via an ancient road accredited as part of the complex network of the Via Francigena.

 

The complex underwent a meticulous renovation between 2007 and 2013 with the goal of creating a high-quality structure that fully integrates into its unique environmental context. The heart of the residence is a stunning internal courtyard that features a perfectly functional wood-burning oven and provides access to the primary living quarters. Accommodations consist of eight elegant suites that combine historical charm with modern comfort, featuring stone and brick walls, wooden beamed ceilings, and country-chic furnishings. These include four standard suites, two luxury suites equipped with fireplaces, and two expansive prestige suites that offer two bathrooms each. Additionally, a separate autonomous villa dominates the property, offering a large living room with a fireplace on the ground floor and two bedrooms on the upper level.

 

The estate is fully equipped for luxury hospitality and exclusive events, boasting a panoramic 10 × 6 m swimming pool and terrace that offer breathtaking views of Siena and the surrounding hills. Culinary excellence is found at the internal restaurant which serves traditional Tuscan dishes using seasonal ingredients from the property’s own organic garden. For wellness, the SPA has been masterfully carved into the historic dungeons, providing an indoor heated pool with hydromassage, a sauna, a Turkish bath, and emotional showers. Event capabilities are anchored by the eventhall, a structure capable of hosting 120 people, with approved plans already in place to replace it with a sophisticated glass and metal structure to further enhance the landscape.

foto Danilo Romolini

Danilo Romolini

Sales Manager

6 years with Romolini

filigrana romolini immobiliare

Ref. 2967 Villa Castelnuovo

€ 1,800,000

TUSCAN VILLA WITH POOL FOR SALE IN SIENA, CHIANTI

Tuscany - Siena - Siena

Interiors Interiors: 535 sqm

Bedrooms Bedrooms: 6

Bathrooms Bathrooms: 9

Exteriors Exteriors: 2.39 ha

Pool Pool: Yes

Set on the hills of Chianti, this Tuscan villa is currently under construction: the new owner can work directly with the developer to finalize landscaping and interior design choices. Features will include floor heating with separate zones, bathrooms tiled with travertine stone, bedrooms with en-suite bathrooms and high-speed internet. The building (460 m² – 4,949 ft², 6 bedrooms and 9 bathrooms) is laid over three floors.

The ground floor features a generous kitchen with island, a spacious dining room with fireplace, a TV lounge, and a relaxation area. On this level there is also one double bedroom with an en-suite bathroom, a second double bedroom, an additional bathroom, and a large hall of more than 50 m², which could be converted into a second kitchen if desired.

The first floor includes a large suite with private bathroom, as well as two further double bedrooms, each with their own en-suite.

On the second floor lies the master suite, complete with walk-in wardrobe, two bathrooms, and a charming mezzanine space that leads to a comfortable study and an additional bathroom.

 

The annex (75 m² – 807 ft²) is a two-story outbuilding which will house a storage on the lower floor and a laundry/ironing room on the upper level.

 

Other finishes (kitchen, bathroom fixtures, flooring, furnishings and decorations) can be chosen by the new owner of the villa and installed by the developer after the sale for the additional price of € 300,000.

 

The house is surrounded by 2.4 hectares of land that could be used to landscape a beautiful park. Trees surround the property an all sides, ensuring privacy and protection from prying eyes. Just a few steps from the villa is also a 13.5 × 4.5 m swimming pool.

foto Danilo Romolini

Danilo Romolini

Sales Manager

6 years with Romolini

filigrana romolini immobiliare

Ref. 2489 Tenuta Madama

€ 10,000,000

102-HA WINE ESTATE WITH HISTORIC VILLA FOR SALE IN CHIANTI CLASSICO, TUSCANY

Tuscany - Siena - Radda in Chianti

Interiors Interiors: 4,350 sqm

Bedrooms Bedrooms: 33

Bathrooms Bathrooms: 32

Exteriors Exteriors: 102.12 ha

Vineyards Vineyards: 28.58 ha

Olive grove Olive grove: 6.23 ha

On the hills of Chianti, not far from Castelnuovo Berardenga and Radda, 102.1-ha wine estate with manor villa and hamlet to be restored for sale. The property, which boasts an incredible history ranging from the Middle Ages to the present day, offers great potential for receptive tourist development to go hand in hand with wine production: in fact, the farm exploits 28.5 ha of vineyards to produce about 130,000 bottles of wine per year.

The renovation of the various buildings (over 4,500 m² in total) would pave the way for the creation of a luxury boutique hotel in a very renowned area of Tuscany, less than an hour from Florence and Siena: the convenient location and beautiful spaces (both indoor and outdoor) would also allow the property to be exploited not only for seasonal rentals but also as a location for events, ceremonies, conferences and corporate conventions.

Basic services are available in the nearby medieval village (1km; 2’) while for everything else you just need to reach Siena, less than half an hour's drive away. Tuscany’s best-known art cities (Monteriggioni, San Gimignano, Pienza, Montepulciano...) can all be reached in just an hour by car.

foto Danilo Romolini

Danilo Romolini

Sales Manager

6 years with Romolini

filigrana romolini immobiliare

Ref. 2948 Tenuta del Gallo

Price upon request

WINE ESTATE WITH 9 HA OF CHIANTI CLASSICO VINEYARDS FOR SALE IN GREVE

Tuscany - Florence Province - Greve in Chianti

Interiors Interiors: 625 sqm

Bedrooms Bedrooms: 4

Bathrooms Bathrooms: 4

Exteriors Exteriors: 18.35 ha

Vineyards Vineyards: 9.08 ha

Olive grove Olive grove: 5.42 ha

On the hills of Chianti Classico, not far from the village of Greve in Chianti, wine estate for sale. The property is already established and productive, thus representing an excellent investment.

 

The farmhouse (458 m² – 4,928 ft², 4 bedrooms and 4 bathrooms), built in stone in typical Tuscan style, is on two levels. On the ground floor is the living area consisting of a large reception room, two kitchens, a sitting area and a service bathroom as well as two cellars, one of which is very charming with a stone vaulted ceiling. Going upstairs, on the other hand, ones reaches the sleeping quarter consisting of four bedrooms and three bathrooms, as well as a service kitchen with independent access and an office space.

The building, currently a private residence, could easily be adapted for accommodation thanks to the presence of separate entrances on the two floors and a layout that can easily provide privacy for guests.

 

The wine cellar (217 m² – 2,335 ft²) is a rustic building consisting of four rooms used for grape processing and product storage. Outside, under the canopy, are the steel winemakers.

 

 

EXTERIOR AND WINE PRODUCTION

The property stretches in its entirety for about 18.3 hectares (45.2 acres) in a hilly position with excellent exposure to the sun. The mainstay of the estate is the Chianti Classico DOCG vineyard (9.0 ha) with which about 420 hl of wine (potentially up to 520 hl) are produced annually. Part of the vineyard could be replanted to increase production with younger plants.

The olive grove (5.4 ha) consists of about 1,100 trees that can produce up to 2,000 kg of excellent extra virgin olive oil in the best seasons.

The rest of the estate consists of arable land (3.4 ha) that could accommodate new vines or other olive trees to increase production.

foto Gionatan Guidi

Gionatan Guidi

Licensed Real Estate Agent

20 years with Romolini