Montescudaio

COUNTRY HOUSES, LUXURY VILLAS AND VINE ESTATES FOR SALE IN MONTESCUDAIO, TUSCANY, ETRUSCAN COAST

Montescudaio, officially recognized as one of Tuscany’s Most Beautiful Villages, is a jewel set among the rolling hills of the Etruscan Coast. Its medieval streets, terracotta rooftops, and panoramic terraces open onto views of vineyards, olive groves, and the sparkling Tyrrhenian Sea, which lies just a short drive away. Known for its wine production—particularly the MontescudaioDOC – this charming village offers a lifestyle that blends authentic Tuscan traditions with easy access to the beaches of Cecina and the cultural riches of nearby cities like Volterra and Pisa.

The real estate market in Montescudaio is deeply connected to its history and landscape. Within the ancient village, you’ll find beautifully preserved townhouses and apartments in stone buildings, many with rustic features such as exposed beams, arched ceilings, and small balconies overlooking the countryside. These properties capture the charm of medieval Tuscany while offering modern comfort for everyday living or holiday stays.

In the surrounding countryside, larger properties await—traditional farmhouses, restored villas, and country estates. Often set amid vineyards and olive groves, these homes provide privacy, outdoor space, and sweeping views that stretch all the way to the sea. Many include gardens, swimming pools, or land ideal for wine or olive oil production, making them perfect for those seeking a rural lifestyle tied to the land.

FARMHOUSES, VILLAS, AND FARMS FOR SALE IN MONTESCUDAIO, TUSCANY

1 Properties

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Ref. 2864 Villa dell'Assunzione

€ 5,200,000

ELEGANT SEA VIEW PERIOD VILLA WITH PARK FOR SALE IN MONTESCUDAIO, TUSCANY

Tuscany - Pisa - Montescudaio

Interiors: 1,248 sqm

Bedrooms: 16

Bathrooms: 18

Exteriors: 2,210 sqm

Within a charming medieval village in the province of Pisa, not far from CasaleMarittimo and Bolgheri, a manor villa with bed & breakfast for sale. The building (1,248 m² – 13,428 ft², 16 bedrooms and 17 bathrooms) was built in 1923 next to a pre-existing 18th-century building and has been expertly renovated and reinterpreted according to contemporary standards with the use of natural and valuable materials. During the work, the building was also adapted to its new function as a hospitality business. However, it remains always possible to use the property either as a luxury private residence (with rooms for possible guests) or as a representative office or training center.

The building today consists of four main floors plus a mezzanine.

Basement: historic cellars, storage rooms, technical rooms and service bathrooms;
Ground floor: entrance hall, restaurant/breakfast room, kitchen, relaxation room with fireplace, multipurpose room (used for yoga classes and/or events) and suite (living room, bedroom and bathroom);
Mezzanine: storage room;
First floor: reading room, three suites (living room, bedroom and bathroom) and four rooms with private bathrooms;
Second floor: seven rooms with private bath and suite (living room, bedroom and bathroom).

The building's original finishes have been maintained wherever possible, and one can still admire the splendid decorated ceramic and grit floors, frescoed ceilings with geometric and grotesque motifs, wooden beams and exposed brick vaults. The breakfast room is an elegant room characterized by two large columns supporting an immense brick vaulted ceiling.

The villa is located in the middle of a private garden of 2,210 m² enclosed by a high wall and very private with access through a large metal gate. At the rear of the building i is also a large paved area used as an outdoor relaxation area or as a potential extension for the restaurant/breakfast room.

In the garden there is also a small warehouse (15 m² – 161 ft²) used as a tool shed and technical room.