Greve in Chianti

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Library of Books

Pool / Snooker Table

Entertainment

Bathtub

Hair Dryer

Toiletries

Bathroom

Coffee Maker

Cooking Essentials

Dishwasher

Fridge

High Chair

Kettle

Kitchen

Kitchen Utensils

Stove

Toaster

Kitchen & Dining

Black-Out Blinds

Cleaning Products

Cot / Crib

Drying Rack

Extra Pillows and Blankets

Hangers

Iron

Washing Machine

Bedroom & Laundry

Swimming Pool

Wellness & Fitness

Laptop Friendly Workspace

Wi-fi

Internet & Office

Air Conditioning

Heating & Cooling

Paid Parking On Premises

Parking Available

Private Entrance

Parking & Access

Balcony / Patio

Barbeque

Garden

Outdoor Seating

Outdoor Shower

Sun Loungers / Beach Chairs

Outdoor

Mosquito Net

Nice to haves

Child Friendly

Fire Extinguisher

First Aid Kit

Other

Set high above the Chianti hills, this sprawling Tuscan villa offers an authentic slice of rural Italian life. Inside, it’s all terracotta tiles, timber beams and arched stone doorways — with cosy corners for reading, a grand hearth for gathering, and space for up to 25 guests across the main house and three separate apartments. Outside, you’ll find gardens for long lunches, shady terraces, and a hillside pool overlooking the vines. With Florence and Siena both within easy reach — and charming villages like Panzano and Greve just around the corner — it’s a peaceful base for exploring the region at your own pace.

The Tuscan Escape

Ping Pong Table

Patio / Terrace

Welcome Hamper

Immersed in the natural beauty of the Chianti hills, this home opens its doors to a magical stay with idyllic views. Consisting of a main house and three independent apartments, this is the perfect setting for families and groups in search of space to stretch out and spend quality time together. There’s a swimming pool for refreshing dips and a gym with a Turkish bath for all your wellness needs. Plus, your host can help organise sweet extras like massage treatments, yoga sessions and private chefs. You will need a car to get around here, but it’s just a short drive to hilltop villages, ancient castles and hiking trails. 

The Moon Sanctuary

Piano

Heated Towel Rail

Freezer

Microwave

Oven

Dryer

Exercise Equipment

Central Heating

Balcony

Pets Allowed

Pets

Carbon Monoxide Detector

Safe

Smoke Detector

Live out your Tuscan dreams at this verdant estate in Chianti. Surrounded by vineyards, the garden is the perfect spot to unwind during the day, whether by the pool or under the shade of the pergola's flowering plants. In the main villa, exposed wooden beams and stone floors take you back to an Italy of long ago, and we love the farmhouse kitchen. But that's not all – there's a separate farmhouse, cottage, and an independent studio hiding on the grounds, offering guests their own space. With a gym and jacuzzi, it's easy to while away the days at home, but it's worth driving the twenty minutes to the town of Greve to sample some of the region's famous produce.

Hidden Villa

Bread Maker

Hot Tub

Sauna

Fireplace

Free Parking On Premises

EV Charger

Sitting atop the Chianti hills overlooking the Vignamaggio Valley, this stone estate blends traditional Tuscan charm with modern comforts. It’s perfect for a large group, with a main villa and a renovated barn offering three apartments. While the apartments suit guests seeking privacy, the outdoor terrace is ideal for sharing Tuscan meals together. Relaxation is a priority here, with an outdoor pool, an indoor pool with a hydromassage tub, plus a chromotherapy and infrared sauna. The villa is just 800m from Panzano, with archaeological sites, medieval castles, and monasteries in nearby villages. This is the perfect spot for hiking the Tuscan hills or visiting one of the many vineyards that this region is known for.

Tuscan Hues

Outdoor Pool

Private Pool

Those seeking a rustic getaway in Italy will adore this home. It comprises a converted farmhouse and barn in a beautiful spot in the Chianti Hills, surrounded by vineyards and olive groves. It’s between Florence and Siena, so you’ll have plenty of choice when it comes to planning day trips. The villa boasts an infinity pool overlooking the valley, and a panoramic terrace where you can dine alfresco. The kitchen will delight home cooks, but your host can arrange a private chef if you want to leave it to the professionals. 


Cypress Sky

Ironing Board

Private Parking

Beach / Pool Towels

Fenced Property

Amidst the vineyards and olive groves of Tuscany, this winery estate perfectly embodies the magic of its location. Enjoy idyllic views and slow days relaxing by the private pool. There’s an outdoor kitchen with a pizza oven for memorable evenings under the stars. Inside, the rooms are set across the main house and the adjoining cottage – making this a great option for groups and families looking to stretch out and spend quality time together. You’ll also be perfectly placed for adventures across the Chianti Classico region. It's also just a twenty-minute walk into the heart of Greve in Chianti, where you’ll find a great selection of artisan shops, restaurants and patisseries.  

The Vineyard Dreams

Private Washing Machine

Private Dryer

Sun Umbrellas

In a prime spot for exploring the vineyards and wineries of Chianti, this nine-bedroom villa sets the scene for a memorable holiday. The accommodation is spread over a series of stone farmhouses near the River Greve, each one packed with traditional Tuscan character (think timber beams and rustic tiles). There’s lots of space to spread out and socialise (great for a group getaway), plus a picturesque pool and garden for gathering in the Italian sunshine. You can embrace the pace of life in the country, and still stay close to shops and restaurants in nearby Panzano, as well as being day-trip distance from historic Florence.

River & Vine

Surrounded by rolling vineyards and olive groves, this 15th-century Chianti estate blends historic charm with contemporary luxury. Inside, each of the nine bedrooms features unique murals by artist Simone Boni and handcrafted Tuscan details. We love the outdoor pool overlooking the countryside and the peaceful patios perfect for sipping a glass of local wine. Meals can be shared under the pergola or around the rustic indoor dining table. While the estate feels blissfully secluded, you're just minutes from Greve’s town square, hilltop villages, and world-renowned wineries. For a true taste of Tuscany, it doesn’t get much better than this.

A Tuscan Beauty

Smart TV

Home Cinema Setup

Rain Shower

Heated Pool

Indoor Pool

Parking On Premises

Outdoor Kitchen

If you’re a large group seeking a sun-kissed Italian getaway, look no further than this expansive estate in Greve. Made up of three villas, each with a private pool and separate outdoor space, it’s the perfect blend to allow sociable time gathered as a group and quiet time when needed. All bedrooms offer en-suites, some open to the bedrooms, with luxurious touches peppered throughout. Oozing tranquillity, the outdoor space offers alfresco dining and views across the surrounding vineyards and olive groves. Locally, you’re just a few minutes from the village of Panzano where local eateries and shops await, while the centre of Greve is just seven kilometres away. 

Tuscan Hilltop

Boasting indoor and outdoor pools and views across the Chianti hills, this home is a true slice of paradise. Set on an estate alongside two other villas, you’ll find an elegant home with plenty of space for all guests to spread out over three floors. Each bedroom enjoys an en-suite, providing privacy when needed, while outdoors you can gather together for alfresco dinners under the sun. Locally, it’s a short drive to the centre of Greve, or the village of Panzano is a mere 800 metres away, where restaurants and shops await. 

Chianti Spirit

DVD Player

DVD Library

Satellite / Cable TV

Pod Coffee Machine

Self Check-in / Check-out

Let the rosé chill in the fridge and let the red breathe; you’re in the heart of Chianti here, where vineyards sprawl down the hillsides and wine tasting is a way of life. The charming stone villa is tucked between hills and meadows and surrounded by deep green forest. Follow the winding stone pathways through the grounds to a summer house, a pristine swimming pool set in the lawn and a secret gym and Turkish hammam in the outbuildings. Take a seat beneath the wooden pergola and enjoy an evening drink as the sun sets. There’s rustic outdoor dining set up here too.

The main villa, cottage and barn are all tradition meets modernity with wood beams above and terracotta tiles underfoot. Gather the group in the main lounge where a solid stone fireplace takes pride of place alongside a grand piano. The kitchen is like a cross between a professional restaurant's, with a steel range cooker, and an Italian farmhouse kitchen with its rustic wooden table at the centre. Bedrooms are just as charmingly rustic for a quiet sleep to the sounds of the countryside.

Rusticana & Viticulture

Espresso Machine

Vacuum Cleaner

Shared Pool

Free Parking

Ever dreamed of living the dream in the Tuscan countryside, with blue skies and those signature cypress and olive trees all around? Well dream no more. Nestled in the heart of the Chianti region, this two-bedroom villa has everything you need for a comfortable stay. Swimming pool, check. Spacious, luscious garden, check. Rustic interior and furnishings, check. And to top it all off, the location celebrates the best of both worlds: there are plenty of things to see in the surrounding countryside, like the Palagio Ricevimenti castle – or it’s a simple drive to Florence, the cradle of the Renaissance.

A Tuscan Idyll

This traditional Tuscan home opens its doors to the natural beauty of the Chianti region. Nestled amid the trees, the private garden lends itself perfectly to lazy days by the pool. You’ll also find plenty of shady spots, family-friendly rooms and the welcome addition of an independent cottage with its own kitchen and one bedroom. Guests can enjoy a range of extra services here, including wine tastings and private chefs, plus it’s just a short drive to the nearest amenities – Radda in Chianti is 8 kilometres away. 


The Ode to Beauty

Nestled on an estate alongside two other villas, this charming home has tranquillity running through its core. Boasting indoor and outdoor pools, you can relax and swim whatever the weather, while sun seekers will adore the outdoor space adorned with loungers and alfresco dining spots. If you can tear yourself away from the views of the Chianti hills, why not ask your host to arrange a vineyard visit? Or to explore alone, it’s just a few minutes to the village of Panzano where eateries and shops await for a taste of authentic Italy.

Chianti Crush

Perfect for large groups and several families travelling together, this home comprises four separate apartments. Smaller groups can enjoy their own space before everyone comes together to make the most of features like the beautiful dining table and the excellent outside space. There’s an alfresco dining space with a barbecue and stunning grounds with a swimming pool and solarium. In terms of location, you’ll be able to explore the vineyards and wineries of Chianti – why not ask your host to arrange an excursion? 

The Charms of Chianti

Juicer

Gated Community

Breakfast Included

Located on a renovated Tuscan farm, this charming apartment offers a serene getaway for two couples or a small family. We love the little terrace overlooking the vineyards, where you can indulge in alfresco dining – breakfast is even provided here. Guests can also make use of the shared swimming pool and sun-loungers while taking in the picturesque surroundings. These also lend themselves perfectly to hikes and bike treks, and those wanting to practice their swing can take a twenty-minute drive to the l’Ugolino golf course. 

Mountain Grapes

This 19th-century Tuscan farmhouse that sits 450 metres above sea level has been brought into stylish 21st-century style, all while retaining its rustic charm and characterful Italian romance. Featuring its original windows and tall beamed ceilings alongside contemporary decor, it’s a space that’s been reimagined with rest and relaxation in mind, not to mention a showstopping outdoors that is certain to have you basking in its beauty from dawn till dusk. 

Covering 1,200 square metres of land, the home’s terraced gardens are as expansive as they are stunning. Spend afternoons taking dips in the private pool before sunning yourself on one of the loungers, relishing the scent of the citrus and olive trees perfuming the air. When hunger calls, make your way to the white-draped pergola and fire up the barbecue for a memorable alfresco feast. As the sun begins to dip behind the surrounding hills, watch the stars come out one by one over a glass of wine before heading back inside for a dreamy night’s sleep. 

Should you wish to venture out for a day of exploring, you'll find the medieval village of San Donato a stone's throw away, while Barberino Tavarnelle is also just a short drive from your home. Alternatively, take the scenic Chiantigiana road that links the Chianti area, stopping off in Siena (about 40 km) and Florence (about 30 km), as well as the picturesque towns of Radda, Gaiole, Greve and Panzano, each boasting a wealth of stunning landscapes, historic churches and Renaissance villas. 

Tales of Sunsets

Sound System

Streaming Services

Blender

Step back in time and experience this Tuscan home, a beautifully restored estate dating back to around 1000 AD. This luxurious countryside escape has a private riverside beach, a swimming pool and plenty of areas to relax and dine in the sun. Inside, another highlight is the grand dining room which showcases the well-preserved remains of a 4th-century kitchen. The accommodation is divided between the main villa with four en-suite bedrooms and two guest houses offering additional privacy and space. This home is perfect for families or friends seeking a tranquil retreat in the heart of Tuscany, a short drive from the medieval town of Greve.

Cypress Reflections

Step-Free Access

This Tuscan estate was built in the 1920s and was recently restored, creating peaceful apartments and villas surrounded by vineyards, olive groves and oak woods. This apartment embraces the old traditions of provincial Italy – some would call it dated, but we say the open-plan kitchen, living and dining room are homely and terracotta floors keep your feet cool in summer. Guests here have access to a large shared swimming pool which has a stunning view of the Tuscan hills. Plus, breakfast is included and your host can arrange wine tastings on request. 

The Hills Will Rise

Wheelchair Access

This charming stone house is located in the heart of Chianti, just eight minutes from the centre of Greve in Chianti. The house is surrounded by manicured woodland that includes cosy viewpoints for watching sunsets. This home boasts wonderful views of the valley below, which is planted with Chianti vineyards, and on clear days you can even see the towers of San Gimignano. There are hiking and mountain biking trails right next to the house, and a fitness area for those keen to keep up their routine. 

In the Woods

Wine Cellar

Jacuzzi

Tuscany's rolling hills are your backdrop at this Chianti villa. Once the estate's wine storeroom, this home has been given a contemporary makeover – all while maintaining its charm and character, of course. Each bedroom is as comfortable as the next, although our favourites are the two main suites – one has a freestanding bath, the other a Jacuzzi-style tub. But it's the outdoor spaces that make this home really shine. There's a private pool open during the summer, a terrace with breathtaking views of the Chianti countryside, and acres of private vineyards and olive groves to amble through. Fancy a day trip? Greve, Siena, and Florence are all less than 30 kilometres away.

Vintage Vinery

Playground

Ice Machine

Lift Access

Alarm System

With a serene garden, beautiful views and a private pool, this home welcomes you to slow down and savour the magic of Italian living. There’s a wellness area with a Turkish bath and a sauna, as well as a wine cellar – making it easy to settle in and unwind. Upon arrival you’ll be treated to a light dinner and wine tasting, and your host is on hand to help organise a range of extras – including spa treatments and private chefs. You will need a car to get around here, but it’s just a short drive to the nearest shops and restaurants in Radda in Chianti, while Siena and San Gimignano are also within easy driving distance. 

Dream of Light

Hammock

Security System

Immersed in the natural beauty of Tuscany, this home sets the tone for an idyllic Italian escape. Outside, days can be spent lounging by the pool, swaying in the hammock and sipping drinks on the terrace. You'll be serenaded by the soothing sound of the river in the distance and there's a barbecue for alfresco dining. Inside, the rooms are set across the main house and two independent annexes – making this a great option for groups looking to stretch out and spend quality time together. We recommend hiring a car to get the most out of your stay, but it’s just a short drive to the nearest amenities in Tavarnelle, while the Antinori Winery and San Gimignano are both within easy driving distance. 

Kind Love

If you’re searching for somewhere to escape the hustle and bustle of everyday life, this Tuscan villa will be right up your street. Ideal for larger groups of friends or family, the countryside location is as peaceful as it gets. And with sunny spots for alfresco dining and a private pool, making the most of the Mediterranean climate is a breeze. Despite the location, you’ll find you’re only a few minutes’ drive from bustling San Donato, while the wine towns of Greve, Radda, and Castellina are within easy reach.

Chianti Nights

Courtyard

Escape the city stresses when you come to this pet-friendly apartment in Chianti. Dating back to 1920, this country estate offers vistas of the surrounding scenery, a shared pool, and complimentary breakfasts. You'll enjoy a small private patio, plus access to the communal gardens. Though this spot is ideal for romantic getaways, the bedroom can be set up as twin beds for travelling friends. If rural walks aren't your thing, how about golfing twenty minutes up the road? Alternatively, horse riding awaits in Monteriggioni.

Tuscan Wisteria

This grand stone villa looks the perfect part in a region known for its Renaissance history and castles. Located on a gentle hillside slope, this 16th century home sings of rural Tuscany. With its two floors connected by an external staircase, you can easily dip in and out of its beautiful beamed main room and bedrooms and into the gorgeous sunshine. Outside, a covered dining pergola, panoramic terrace, and raised pool garden offer views from every angle, celebrating country living amidst the home’s surrounding woodlands, olive trees, and endless rows of vines. Taste Tuscany's infamous Chianti grapes with an inclusive tour and guided tasting at the Castello d’Albola and explore the hills’ rustic trails and hidden paths on horseback. Discover the nearby ‘road of the castles’ and live out your own royally decadent stay at this home that’s a true feast for the senses.  

Stonehill Vines

Whether you're visiting Chianti for the peace, the nature, the hiking trails or the vineyards, this attractive two-storey stone house is the ideal spot for settling down. With panoramic views of the sprawling hilly countryside, you could easily spend your days out on the private terrace, enjoying a paperback or sampling some local wines. Inside, you'll find everything you need for a comfy stay, including a pleasantly large kitchen and dining area below two bright, high-ceilinged bedrooms. Should you wish to venture beyond the grounds, popular towns like Castellina in Chianti are easily accessible by car, while the storied city of Florence can be reached in under an hour.



Picturesque Embrace

Cafetiere

Overlooking the Tuscan countryside from its hillside position, this rustic villa boasts some incredible views – best celebrated from the outside dining area and elegant infinity pool. We think it's a great fit for families with a lovely private garden as well as flexible sleeping arrangements – the twin beds can be converted into doubles upon request. Keen cooks will love the modern chef's kitchen for preparing alfresco suppers – though if you feel like dining out, the nearby village of Volpaia and the market town of Radda are both just a short drive away. You will need to hire a car to get around here, and the drive will often be hilly and uneven. 

The Olive Tint

Desk

This cosy apartment on a Tuscan farm wraps the beauty of the Italian countryside around you. It's traditional in style, but we wouldn't expect anything else from a 1920s estate. There's an antique desk if you need to work from home, a sofa bed if you're in a small group, and best of all, breakfast is included. Whether you’re soaking up the sun from the communal pool, playing golf at the local course, or taking to the nearby hiking trails, this picture-perfect region is just the spot to retreat to at the end of the day – with a glass of Chianti in hand, naturally. 

Once Upon a Chianti

Vineyard views, vintage decor, and verdant surroundings give this Tuscan villa an abundance of charm. We're especially fond of the outdoor space. You can take a dip in the private pool, relax on the sun loungers, or dine on Italian cuisine in the loggia-style courtyard. There's even more space to relax indoors, from the cosy library to the sumptuous main suite with a Jacuzzi-style bath. When you're ready to venture out, you're just a five-minute drive from Greve and close to many other classic Chianti market towns.

Sprig & Stone

Multiple Sets of Keys

This home is in the heart of Chianti country, just outside of pretty Panzano in Chianti. It’s been crafted from Tuscan stone and boasts a watch tower with a romantic bedroom. You’ll have a private pool to cool off in, and access to a Jacuzzi and sauna when you need to take your vacation relaxation to the next level. We love the terraced gardens and the wonderful views of the vineyards and countryside. You’re only a twelve-minute drive from Greve in Chianti, and Florence and Siena are also within easy reach for day trips – we’d definitely recommend hiring a car to make the most of your stay. 

The Maestro's Daughter

You'll find this restored Tuscan farmhouse at the top of a hill, overlooking the rolling green countryside which is dotted with olive groves, cypresses and fruit trees. Showcasing plenty of rustic charm, you'll be surrounded by original features here, from vaulted ceilings to stone walls and terracotta tiles. While indoors you'll have everything you need to feel right at home, the garden is a real gem, offering a swimming pool and plenty of comfy seating. Enjoy a slow start to the day with a refreshing dip or simply curl up on the outdoor sofa with a cup of coffee. Surrounded by lavender, sage and an array of colorful flowers, the outdoor space here is truly a treat for the senses.

Once you're feeling refreshed and ready to explore, there's even more beauty to discover in Greve, and if you're looking for authentic Tuscan character, this is where you'll find it. Wander around the array of shops that frame the town's main square, then indulge in a leisurely lunch in one of the local restaurants. Food is an art form here, and we highly recommend you browse the artisan delis to pick up some ingredients for dinner before heading home.

When you return, the only way to spend an evening is to eat a delicious, home-cooked meal beneath the vine-covered pergola. A stone barbecue and outdoor kitchen mean you can really get creative and have a go at crafting some Tuscan dishes, accompanied by a bottle of local wine. As you dine alfresco, the sight of the sun setting over the dense forests below will likely stay with you for many years to come.

Lavender Cypress

High up in the hills of Chianti sits this magnificent eighteenth-century residence, flanked by olive groves, rose gardens and lemon trees. The sublime archway structures harken back to the traditional Italian palazzo, and the interiors – prizing terracotta tiles and antique furniture – have a distinctly regal feel. With grounds that sprawl out over multiple hectares and rolling hills surrounding you, you’ll feel like royalty staying here. The dining room is prime for opulent banquets, while the arched patio and the poolside area will answer all of your relaxation needs. When the sun heats up, head down the terracotta steps for a cool swim under the Mediterranean sun. Even better, you’ll be surrounded by the lush vineyards and beautiful food of the Chianti region. What more could you want?


Chianti Classico

This beautifully restored and furnished Tuscan home is the true epitome of an Italian cottage done right. Right in the heart of the Chianti countryside, with the iconically distinctive cypress trees all around, this is the perfect haven for honeymooners looking for a romantic getaway or a solo tripper after a comfortable home close to Florence. The private pool is perfect for a refreshing dip, while the shaded dining areas invite you to savour leisurely meals alfresco. With its blend of traditional features and elegant touches, this home provides a romantic and restful escape.

Tuscan Cottage

Tennis Court

Umbrellas

Amidst the olive groves and vineyards of the Chianti hills, this ancient spot offers a little slice of the good life. With foundations dating back to the 13th century, you can feel the history in the bones of this building. The kitchen looks like a grand master’s painting of a farmhouse scene –dried flowers and pots hanging from the rafters, a gas range-style cooker in the old hearth and a solid-wood breakfast table. There’s something medieval and grand about the main lounge with its wall-sized tapestry and huge, stone fireplace. A second, family room is more 19th-century-chic with arched windows brightening the space, an antique bureau and book-lined walls. The cavernous, vaulted games room boasts a pool table and classic book collection, and bedrooms are decked out with draped headboards and curtained four-posters fit for royalty. Outside, the swimming pool is something to behold; set in stone and slipping naturally into an emerald green pool. The gardens are bursting with herbs and flowers and, wandering the huge grounds, you’ll find tennis courts, boules, outdoor dining under a vine-covered pergola, comfy seating under gazebos and views of the surrounding Chianti hills as far as the eye can see. 

Grand Rusticana

Shared Washing Machine

Shared Dryer

Sitting on the hillside in Chianti's countryside, this apartment is part of a small collection of cottages and apartments. Typically Tuscan, the interior may be a tad dated – and you'll have to share laundry facilities – but it'll suit those craving a bit of character. You'll also have access to all the on-site amenities, including a communal terrace for alfresco dining and a shared swimming pool open from May to September. We highly suggest hiring a car here, as you'll want to get out and about to explore the local area. Vineyards, charming hamlets, and sightseeing hotspots like Florence and Castellina are all within easy reach.

Chianti Rosemary

Nestled in the heart of the Chianti countryside, this villa offers a tranquil escape from the hustle and bustle of daily life. We love the traditional Tuscan touches in this home, and with it being split into two apartments, it’s ideal for extended families or friends who want to enjoy a little privacy occasionally. Outdoors, the private pool, sun-kissed terraces and sweeping views all jostle for attention – it’s just the spot to relax with a glass of local wine. Locally, the village of Lucolena is within walking distance and boasts a well-stocked shop and bar, or further afield, it’s a mere twenty-minute drive to Greve. 

Vines & Lavender

Herb Garden

There are few more picturesque places in the world than the Tuscan countryside and this gorgeous stone villa in the Chianti hills is the ideal home from which to admire it in all its splendour. Guests will be treated to stunning views of the unspoilt landscape, regardless if they're reclining in a lounger by the 6x12m swimming pool, sitting in the huge covered alfresco dining area or wandering through the large garden. The interior is just as attention-worthy, too. Split into four separate apartments with their own kitchen and living rooms, there's terracotta tiling and wooden ceiling beams throughout that lend a rustic feel, but there are a few modern additions that are sure to be appreciated — not least the private spa complete with a sauna and a hot tub. It's the sort of property where relaxation is the order of the day, but if you ever fancy an excursion somewhere, the cities of Florence and Siena can both be reached in the car in an hour or so.

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