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New Private Estates

Villa Castiglioni 2025


8 days from $65,000 per week

6 Bedrooms | Sleeps 12

Set on a working wine estate, a couple of miles from the medieval hilltop town of Radda, this six-bedroom villa has sensational views of Chianti’s olive groves and vineyards — especially from the former medieval watchtower at one end of the property. It’s ideal for families and friends travelling together, with several terraces for outdoor dining, including one overlooking the pool and children’s play area beyond.

A&K Advantages

  • Set in the rambling grounds of a working wine estate
  • Panoramic countryside views from the billiards room and bar in the medieval tower
  • Outdoor kitchen and dining area with wood-fired pizza oven
  • Pétanque court, game room and a play area for children
  • About an hour’s drive to both Florence and Siena



Features

Owner’s House - Ground Floor

  • Fully equipped kitchen with access to the garden and loggia with dining table.
  • Two steps up lead to a coffee station and pantry.
  • Conservatory with armchairs and access to the courtyard.
  • Three steps down lead to the common area (1,600 sq. ft.) comprising: dining room, living room with armchairs, TV area with fireplace, library.
  • Guest bathroom.

First Floor

  • Double bedroom with TV, vineyard views, en suite bathroom (shower); 500 sq. ft.
  • Double bedroom with TV, office space, vineyard views, en suite bathroom (tub and separate shower).

Building 2 - Main Floor

  • 20 steps above the courtyard.
  • Living room with sofas and fireplace, dining area with table seating eight, access to the outdoor dining area; 485 sq. ft.
  • Three steps up lead to the fully equipped kitchen with access to a second dining area.
  • Double bedroom with views to the vineyards, TV, en suite bathroom (shower); 410 sq. ft.
  • Double bedroom with courtyard views, TV, en suite bathroom (shower); 390 sq. ft.
  • From the living room, 11 steps lead up to a small sitting area with sofa; from the living room, four steps lead down to a bathroom with shower.

Building 2 - Garden Level (one floor under the Main Floor, courtyard level)

  • Chianti Classico Bedroom: also accessible from the courtyard; walk-in wardrobe, en suite bathroom (shower); 390 sq. ft.
  • Randagio Bedroom: also accessible from the garden; walk-in wardrobe, en suite bathroom (shower); 540 sq. ft.
  • Game room with small kitchenette, foosball, laundry room, bathroom with shower.
  • Spa area with massage room (also accessible directly from outside), steam bath, bathroom with shower.
  • Gym (also accessible directly from outside) with weights, stationary bike, yoga mats.

Tower

  • Billiard room with 360-degree views, bar, wine fridge.

Owner's yoga studio available on request.

View Floor Plan >


Inclusions

  • A case of Tuscan wine and a welcome hamper of specialty cheeses, breads and other local treats.
  • Welcome and farewell dinners at the villa, prepared by an esteemed local chef.
  • Wine tasting at the villa or in the winery on your estate, with an expert from a leading vineyard.
  • A cooking lesson with a local Italian chef, who tailors the class to your party’s tastes and skills.
  • A session at the villa with a professional photographer, who captures the best holiday photos you’ve ever had.
  • Exclusive goodie bags of gifts for children and adults.
  • A dedicated local host and concierge with round-the-clock availability.
  • Pre-arrival grocery shopping service.
  • A meet-and-greet at the airport.
  • Private arrival and departure airport transfers.
  • A lavishly presented continental breakfast every day at a time of your choosing.
  • Daily housekeeping.

Facilities

  • Air conditioning
  • Barbecue facilities
  • Bathroom (en suite)
  • Central heating (underfloor)
  • Chef/cook on request
  • Coffee machine (espresso)
  • Cooling system (underfloor)
  • Golf course within two miles
  • Gym equipment
  • Hair dryer
  • Helipad
  • Insect screens
  • Wireless Internet access
  • Local airport within 30 miles
  • Local amenities within four miles
  • Pool/billiards table
  • Outdoor recreation (boccia/boules)
  • Organic garden
  • Restaurant within 2.5 miles
  • Security (alarm system)
  • Swimming pool (heating available)
  • Table tennis
  • TV (streaming media player)
  • Washing machine and dryer

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