Pitigliano

PANORAMIC APARTMENTS, LUXURY VILLAS AND WINE ESTATES FOR SALE IN PITIGLIANO, TUSCAN MAREMMA

Pitigliano, often called “La Piccola Gerusalemme” (Little Jerusalem), is one of Tuscany’s most striking hill towns, dramatically perched on a tuff cliff and surrounded by a maze of ancient valleys. Its golden stone houses rise seamlessly from the rock itself, creating a breathtaking silhouette. Rich in Etruscan heritage and Jewish history, Pitigliano is a place where winding alleys, hidden courtyards, and panoramic terraces tell stories of centuries past.

Real estate in Pitigliano is as enchanting as its setting. Within the medieval center, charming apartments and townhouses are carved into the volcanic rock, many with arched ceilings, exposed stone walls, and rustic wooden beams. These properties offer unique character and often open onto balconies or small terraces with sweeping views of vineyards and rolling Tuscan hills. Living here means being part of a timeless community, with traditional markets, artisan shops, and trattorias at your doorstep.

In the surrounding countryside, the landscape unfolds into olive groves, vineyards, and woodland, dotted with farmhouses and rustic villas. Many of these homes include generous outdoor spaces –gardens, orchards, or even small vineyards – perfect for those dreaming of a lifestyle rooted in Tuscan traditions. Some are lovingly restored, while others present an opportunity to shape a personal retreat amidst nature.

APARTMENTS, VILLAS AND ESTATES FOR SALE IN PITIGLIANO, TUSCANY

2 Properties

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Ref. 2861 Tenuta Anastasia

€ 5,000,000

463-HA ESTATE WITH BUILDINGS TO BE RENOVATED FOR SALE IN MAREMMA

Tuscany - Grosseto - Pitigliano

Interiors: 1,145 sqm

Bedrooms: 10

Bathrooms: 10

Exteriors: 463.01 ha

Olive grove: 4.80 ha

On the hills of the Tuscan Maremma, not far from the sea, in a strategic position with respect to the splendid scenery constituted by the Terme di Saturnia and the Argentario sea, 463-ha estate for sale. The property consists of several ruins (over 1,100 m² in total) that ensure great potential for a tourist accommodation development (up to 10 bedrooms). The farm's lands, with woods and large portions of arable land, are suitable for planting typical local crops and/or livestock farming.

In fact, the farm has a very strong viticultural and olive-growing vocation due to its altimetric, climatic, slope, exposure and soil organoleptic composition.

The heart of the estate consists of a rustic farm made of river stone, located in panoramic positions and very suitable for the start-up of a receptive activity. All the buildings are in need of renovation work but retain most of their original features, the oldest of which date back to the 19th century.

The farmhouse is on two floors with a total of seven rooms (including two very large ones on the ground floor currently used for storage). This podere then includes two stables for animals and a warehouse with a basement cellar.

Lorenzo Guerri

Enologist, Vineyards & Wineries Expert

3 years with Romolini

Contact

Discover the property

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Ref. 2857 Tenuta Pitigliano

€ 1,700,000

ESTATE WITH FARMHOUSE AND 10.5 HA OF VINEYARDS FOR SALE IN PITIGLIANO, MAREMMA

Tuscany - Grosseto - Pitigliano

Interiors: 710 sqm

Bedrooms: 4

Bathrooms: 2

Exteriors: 59.19 ha

Vineyards: 10.49 ha

On the hills of Maremma, not far from the characteristic villages of Sovana, Pitigliano and Sorano, 59.2-ha estate with farmhouse and vineyard for sale. The property (more than 700 m² in total) consists of buildings with a typical Tuscan look, all located a short distance from each other, and also includes a wine-making cellar and a charming cave dug into the tuff rock typical of the area.

The farmhouse (320 m² – 3,443 ft², 3 bedrooms and 1 bathroom) is a rustic two-story building in typical Tuscan style with stone walls, terracotta floors and wooden beams. The house is in good condition at a structural level but needs some modernization work regarding the finishes.

Ground floor: wine cellar and warehouses for product storage;
First floor: living room with fireplace and terrace, kitchen, three bedrooms and bathroom;

The outbuilding (90 m² – 968 ft², 1 bedroom and 1 bathroom) is a nice building on one floor consisting of living room with kitchen, bedroom and bathroom.

A detached outbuilding (170 m² – 1,829 ft²), on the other hand, houses a dining room with kitchen, very suitable as a tasting area, and various farm storage rooms.

The property is completed by an underground grotto (60 m² – 646 ft²), very suitable for aging wine thanks to a naturally controlled temperature, and a farm shed (70 m² – 753 ft²).