Elegant 17th Century Tuscan Villa Near Radda in Chianti

This remarkable five-bedroom Tuscan estate welcomes up to 10 guests for an unforgettable stay in the Chianti hills. Set within walking distance of Radda in Chianti, a village renowned for its world-class wines, scenic cycling routes, and vibrant local festivals, this haven pairs 17th-century character with modern comforts and thoughtfully designed indoor-outdoor living.

Originally a noble residence and strategic watchtower, the villa still features its ancient architectural centerpiece, offering panoramic sunset views across the Chianti hills. Each of the villa’s beautifully appointed suites is individually styled in blue, pink, green, yellow, or taupe, creating a unique and inviting ambience in every room. Meticulously renovated over five years, this 450-year-old villa once played a significant role in the history of Radda in Chianti.

Haven Highlights

• 5 bedrooms with en suite bathrooms
• Swimming pool (11 x 5m; depth: 1.65m)
• Covered veranda plus terraces and outdoor dining areas
• Traditional Tuscan barbecue stove
• Manicured gardens, expansive lawn, and vegetable garden
• Historic watchtower with panoramic sunset views across the Chianti hills
• Primary kitchen with Italian Travertine island and garden access
• Second kitchen with Italian Carrara marble island table seating up to 10
• Fireplaces in the living room and dining room
• Radiant underfloor heating and cooling system
• Smart home system, plus a Linn music system
• Cantina and a versatile multi-purpose room (can be converted into a partial gym area with weights, bench, and yoga mats; externally accessed only)
• Mosquito screens, smoke and carbon monoxide detectors, and a high-end security system
• Parking at the main front entrance and rear service entrance (approximately for 8 cars/buses/vans)
• Wi-Fi internet access included
• Pool towels, linen, and towels included

Property Tour

Meticulously renovated over five years, this 450-year-old villa blends noble heritage with state-of-the-art amenities. The interiors showcase terracotta floors, vaulted ceilings, and antique furnishings, alongside sleek indoor switches and a fully integrated smart home system.

On the ground floor, you will find an entrance hallway, a WC, a well-equipped primary kitchen with an Italian Travertine island and a backdoor to the garden patio, a living room with fireplace, and a dining room with a marble top table and fireplace. A double bedroom with en suite bathroom sits a few steps above the ground floor.

Upstairs (split across two levels connected by stairs), the home offers four additional en suite bedrooms and a small living room, including one bedroom with a Romeo and Juliet balcony overlooking the garden.

The lower ground floor includes a cantina, a rustic living room, a WC, and a second kitchen with an Italian Carrara marble island table seating up to 10, with direct access to outdoor patios, terraces, and gazebos for al fresco dining. A separate multi-purpose room (externally accessed only) can be set up as a partial gym area.

Outside, unwind by the pool, dine under the gazebo or covered veranda, and enjoy the manicured grounds and ambient outdoor lighting. A separate service entrance and additional parking area offer added convenience.

Bedroom Details

• Bedroom 1: Double bed (160 x 190cm) with en suite bathroom (reached by a few steps above the ground floor)
• Bedroom 2: Queen size bed (160 x 200cm) with en suite bathroom
• Bedroom 3: Queen size bed (160 x 200cm) with en suite bathroom
• Bedroom 4: Queen size bed (160 x 200cm) with en suite bathroom
• Bedroom 5: Double bed (140 x 200cm) with en suite bathroom and a Romeo and Juliet balcony overlooking the garden

Location

Set just 400m from the historic village of Radda in Chianti, this haven places cafés, restaurants, and cultural attractions within easy walking distance.

Nestled above the rolling vineyards of Chianti Classico, Radda in Chianti is a medieval hilltop village between Florence and Siena, offering a picturesque blend of history, wine culture, and tranquil Tuscan charm.

Surrounded by a sea of grapevines, the town is home to centuries‑old stone buildings, narrow cobbled streets, and scenic squares like Piazza Matteotti and Piazza del Podestà, where visitors can admire the historic Chiesa di San Niccolò.

Radda lies at the heart of Tuscan wine country, with numerous nearby wineries offering tastings, cellar tours, and gourmet lunch experiences amidst olive groves and vineyards. Wine festivals like Radda nel Bicchiere bring the village to life in autumn with hundreds of regional vintages served in local piazzas.

Outdoor lovers can enjoy scenic hiking and cycling routes through the Chianti hills, including paths that lead to the charming medieval hamlet of Volpaia, perched above the vineyards. Vespa and e‑bike tours are also popular ways to explore the area’s vistas and artisan wineries.

Despite its small size, Radda offers fine dining and local trattorias, along with cosy wine bars and specialty food shops - perfect for sampling local prosciutto, olive oil, cheeses, and classic Chianti wines. With its timeless atmosphere, world-class wine tours, and unspoiled landscapes, Radda in Chianti offers an authentic and unforgettable Tuscan experience.

Things to Note

• Property licence number: CIR: 052023LTN0124; CIN: IT052023C2ZAOYP98I
• Security deposit: €3000 charged to the client’s credit card at least 2 weeks prior to arrival and refunded two weeks after departure, subject to full inspection
• Check-in: From 3:00 PM (later check-in may be available upon request and may be subject to an extra cost)
• Check-out: 10:00 AM (late check-out may be available upon request and subject to additional fees)
• Changeover day: Saturday (flexible during low season)
• Minimum stay: 7 nights during high season; 3 nights during all other periods
• End-of-stay cleaning: Extra €700, payable locally
• Energy and heating costs: Extra €500 per week (minimum), payable locally (for stays longer than a week, pro-rate rate)
• Tax: Italian Visitors Tax payable locally in cash (typically costs €1–€10 per person per night)
• Pets are not allowed
• Smoking: not allowed
• Special events: Weddings, stag/hen parties, and any special events are on request only and subject to prior arrangement with the owner and additional charges
• Pool: Open approximately April to mid-November; dates are subject to local weather conditions and pool maintenance requirements
• Please note home security devices are installed at the villa; please enquire for further information

City/tourist taxes for this destination are collected separately and are not included in the quoted rate. The applicable amount and payment method, including whether the tourist tax will be collected prior to arrival or in destination, will be confirmed before check-in if not specified above.