9 Castle Hill Rd

Tucked away on a quiet country road just minutes from the heart of historic Stockbridge, this 3.49-acre property pairs timeless New England charm with modern comforts. The star of the show is a beautifully updated red farmhouse with 3 bedrooms and 2.5 bathrooms, set on a sunny, bucolic lot that feels worlds away--yet is moments from downtown.

The main house has been thoughtfully renovated, blending original character with contemporary upgrades. Post and beam construction adds warmth and architectural texture, while a sleek gas fireplace anchors the open living and dining areas. The updated kitchen is ideal for gatherings both casual and festive. The first-floor primary suite includes a walk-in closet and private bath. Upstairs, two additional bedrooms and a full bath complete the layout.

Tucked above the detached garage is a charming 1-bedroom, 1-bath apartment--perfect for guests, rental income, or a quiet studio space. The main house boasts a strong short-term rental history, making this a rare opportunity for both lifestyle buyers and investors seeking an income-producing Berkshires property.

A spacious, contemporary deck overlooks the peaceful landscape--perfect for morning coffee, evening dinners, or stargazing under Berkshire skies. The entire setting feels straight out of a Norman Rockwell painting-a fitting tribute in the very town the artist called home.

With the village of Stockbridge just down the road and Tanglewood, Lenox, and Great Barrington within easy reach, this is the kind of place that draws people to the Berkshires--and keeps them coming back, season after season.