$2,918,607

Timeless Tuscan Charm: A Picturesque Chianti Country Estate With Panoramic Terrace

  • 9 Beds
  • 12 Baths
  • 6,997 Sqft
  • 2.48 Ac lot
  • Updated: November 18, 2025
  • 31
    Views for last 30 days
  • 113

About the Property

ATMOSPHERE by Fiesoli Homes: ”Chianti D’Autore”

THE PROPERTY
In the heart of the Chianti Classico, among the neat rows and gentle curves of the Gaiole in Chianti hills, a farmhouse village appears to have come out of a painting. A harmonious collection of stone buildings, flowered courtyards, and shady pergolas, where the main villa and the old barn are gathered around a terrace suspe
ATMOSPHERE by Fiesoli Homes: ”Chianti D’Autore”

THE PROPERTY
In the heart of the Chianti Classico, among the neat rows and gentle curves of the Gaiole in Chianti hills, a farmhouse village appears to have come out of a painting. A harmonious collection of stone buildings, flowered courtyards, and shady pergolas, where the main villa and the old barn are gathered around a terrace suspended over the landscape. Here, every detail reflects authentic and refined Tuscany: thick walls, ancient beams, majolica tiles in the bathrooms, and wisteria framing the entrance. A residence that blends peasant memories with contemporary taste, perfect for sharing with multiple generations or living in part while opening the other to the world of hospitality.

INTERIOR DETAILS
The main villa is divided into two independent apartments, an ideal solution for hosting several families or living with discretion and flexibility. On the ground floor, the common areas flow seamlessly: two welcoming living rooms with period fireplaces, an intimate dining room, and a large, warm Tuscan kitchen that opens to the outside, creating a perfect continuity between indoors and outdoors. Upstairs, seven bedrooms, each with its own character, offer enchanting views and privacy. The seven bathrooms, carefully detailed, feature decorated floors, designer fixtures, and nostalgic touches.
The barn, renovated with care and respect, is a cozy atmospheric retreat. Enter a double-height space that surprises and welcomes: a modern kitchen, dining area, and a bedroom with a private bathroom on the ground floor. Upstairs, a panoramic living room opens onto two bedrooms and two bathrooms, framed by large windows embracing the landscape.

EXTERIOR DETAILS
The heart of the property is the panoramic terrace overlooking the landscape: a true outdoor living room, framed by hydrangeas and climbing plants, perfect for admiring sunsets and grape harvests while enjoying a good wine. Surrounding it is a well-maintained yet informal entrance courtyard, a loggia next to the barn for reading in the shade or dining al fresco, and private corners for quiet contemplation. The swimming pool, set beautifully among the greenery, looks out over the vineyards and seems to dialogue with the horizon. To complete the scene: private parking, garage, cellar, and well. Every element is designed to experience the place fully.

POSITION
Located in Gaiole in Chianti, in one of Tuscany’s most beloved and photographed areas. The village is easily accessible, but once here, time seems to stand still. The property is not isolated but offers all the peace and privacy these places can provide. Surrounded by authentic Chianti: vineyards, olive trees, cypresses, village trattorias, and historic cellars. Florence and Siena are nearby, but the real wonder is already here, visible from every window every day.

THE DETAIL THAT MADE US FALL IN LOVE
The view extends over rows and reflections of the countryside, while hydrangeas, wisterias, and climbing plants tell the secret beauty of this land. It’s a panorama that never tires—a Chianti icon renewed with each season. A terrace that is also a vision—a privileged vantage point on the Tuscany everyone dreams of.
  • Property type

    Villa

  • Floors

    3

  • Year built

    1000

  • Price/sqft

    $417

  • Emissions

    G

  • Consumption

    G

Features

  • Garden
  • Pool
  • Garage
  • Terrace
  • Library
  • Fire Pit
  • Outdoor Kitchen
  • Fireplace
  • Hilltop
Features

Lot

  • Panoramic / Scenic View
  • Privacy
  • Hilltop

Indoor

  • High Ceiling
  • Fireplace
  • Air Conditioning
  • Washer Dryer
  • Laundry Room
  • Library
  • Stone Countertops

Outdoor

  • Terrace
  • Balcony
  • Parking
  • Fire Pit
  • Pool
  • Garage
  • Outdoor Kitchen
  • Outdoor Living Space
  • Gate
  • Pergola
  • Garden

Explore the Area

Gaiole in Chianti, 53013, Italy View on Google Maps
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Nestled in the heart of Chianti, Gaiole offers an idyllic setting for luxury living with its rolling vineyards and historic charm. Enjoy proximity to Siena’s cultural heritage and Florence’s renowned art scene, both just a short drive away. This vibrant locale promises exquisite dining experiences, world-class wineries, and picturesque landscapes perfect for outdoor enthusiasts.
Get nearby
Attractions
Schools
Florence Airport
Airport
90 min
Siena Train Station
Train Station
35 min
Castello di Brolio
Culture & Heritage
10 min
Chianti Sculpture Park
Outdoor & Nature
15 min
International School of Florence
International School
100 min

View 107 more listings in Gaiole in Chianti

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2025
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Fiesoli Homes Curated Properties
Fiesoli Homes Curated Properties
Via Benedetto Varchi n. 3, Firenze, 50132, Florence, Italy
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Fiesoli Homes is a family-run reality dedicated to the art of choosing homes with care, time, and heart. Curated m
Fiesoli Homes is a family-run reality dedicated to the art of choosing homes with care, time, and heart. Curated means more than selected — it means discovered through our own eyes, guided by a deep sense of place and beauty. Each property tells a story of Tuscan life: restored with respect, rooted in landscape, and imbued with the quiet charm of time. We don’t collect houses; we recognize atmospheres — those rare, authentic spaces that reflect our idea of living well, slowly, and beautifully in Italy.
Last updated
November 18, 2025
First listed
Jul 2, 2025
Listing reference
FH-R236
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