Stunning 18th Century Leopoldine Villa with Pool, Annexes & Olives

ITALY, TUSCANY, SIENA, SINALUNGA

Tuscan estate with restored villa, pool and annexes for conversion, to the east of Siena near the Umbrian border. Among the ancient routes that connect Montepulciano and Cortona, in the heart of the Tuscan countryside yet close to all amenities, this distinguished Leopoldine country estate embodies the timeless charm of the region’s noble villas.

Dating back to the 18th century, the villa stands within its 1.7 hectare grounds with an air of elegance and quiet authority, while its sweeping views and ancient stone façades speak to centuries of heritage.

The estate includes several  agricultural buildings, awaiting transformation into refined guest quarters or stylish living spaces. Together, they present a rare opportunity for those seeking either a private retreat to enjoy with family and friends or a hospitality venture.

Finely restored in 2009, the villa offers 445 sqm of elegant interiors, framed by brick arches, exposed beams, and a harmonious blend of tradition and comfort, with air conditioning throughout.

Its landscaped gardens and a stone pool create an atmosphere designed for both leisure and entertaining. The villa’s layout has been thoughtfully preserved for convivial living, with spacious halls, a professional kitchen, and staff quarters on the ground floor, while the piano nobile hosts five ensuite bedrooms opening from a classic central hall.

Crowning the residence, a turret double bedroom commands uninterrupted 360° views across the Tuscan countryside, a statement of prestige and romance in perfect harmony with its surroundings.

Beyond the villa, the estate encompasses an additional 531 sqm of historic agricultural buildings, each ready for conversion. The most remarkable of them is the former tobacco barn, with soaring interiors reaching eight metres in height, offering the potential to craft dramatic living spaces or an exclusive cluster of guest apartments.

These annexes represent a unique development opportunity, enabling an expansion of the estate’s hospitality capacity to as many as 14–15 suites, a scale ideally suited to a luxury boutique retreat.

The land offers a rare combination of lifestyle pleasure and agricultural opportunity, with an established olive grove of 100 trees already producing the region’s prized oil, while fertile arable land invites the creation of new vineyards.

An estate where history, beauty, and opportunity converge, this villa stands as a rare jewel in Tuscany’s golden hills, a sanctuary of luxury and refinement in a location of timeless prestige.

Type: a 1.7 hectares / 4.2 acre Tuscan estate featuring a 445 sqm/4789 sq ft classic Leopoldine Country villa with turret finely restored with swimming pool, 4 former agricultural buildings totaling 531 sqm/5715 sq ft to be restored and converted into living quarters, either for private use or hospitality venture.

Year of construction: 1700s

Year of restoration: 2008

Land/Garden: 3200 sq m/0.8 acres of landscaped garden, 2 parking areas, and 1.7 hectares/4.2 acres of agricultural land including a 100-plant olive grove and arable land suitable for new vineyards.

Swimming pool: 14x7m featuring a Roman-style step, a paved sundeck and shaded corners

Parking: 2 outdoor parking areas

Layout:

Building A Main Villa – 445 sq m/4789 sq ft: Ground Floor: entrance hall, 2 living rooms, 1 dining room, 1 professional kitchen, 2 toilets, 1 staff changing room with 1 bathroom; First Floor: entrance from a loggia into a living room, 1 double bedroom with ensuite, 4 double bedrooms all ensuite and fitted with open loft/mezzanine; Turret Floor: 1 bedroom, 1 bathroom

Annexes:

Building B 290 sqm/3,121 sq ft Former tobacco barn, located on the right side of the villa, and the main level features a double volume of over 8 meters in height suitable for conversion into residential or hospitality use, up to 4 self-contained apartments and a total of 6 bedrooms and 6 bathrooms

Building C 31 sqm/333 sq ft Former shed, on one level, to be re-built or the volume used/added for reconstruction of other buildings

Building D 51 sqm/548 sq ft Deposit for agricultural machinery

Building E 95 sqm/1022 sq ft Former Pigsty building, on one level, located on the left of the villa, to be restored and converted into a guest cottage with 2 bedrooms and 2 bathrooms

Underground 64 sqm/688 sq ft technical rooms located on the rear of the main villa.

Distance from services: 400m, the A1 motorway junction is a few minutes drive.

Distance from main airports: Perugia 70km, Florence 115km, Rome 200km.

Utilities: Phoneline l internet l Heating: mains/city gas + 4 fireplaces l  Water: mains/city supply + 1 well l  mains/city electricity l sewage: Imhoff tank l Air conditioning

Licenses Held: accommodation facilities (professional guesthouses, holiday homes and apartments, historic residences); Catering, Food and beverage service; Online and retail trade.

Planning Notes: Possibility for renovation, demolition, and faithful reconstruction of the annexes with a 30% increase in volume (max 100 m³ per annex). Permitted uses: residential, hotel, commercial.

Energy Efficiency Rating: G