10 Prospect Hill Rd Stockbridge, MA 01262

Offered for the first time in more than forty years, this c.1880 residence presents a rare opportunity to own a substantial property on coveted Prospect Hill Road, one of Stockbridge's most desirable addresses. Set privately on 3.5 acres just moments from the center of Stockbridge, the property offers the increasingly rare combination of privacy, acreage, and location that defines some of the most sought-after luxury real estate in the Berkshires and Berkshire County. Approached by a private drive and surrounded by mature trees and expansive lawns, the setting is remarkably secluded while remaining less than two minutes from Main Street, the Red Lion Inn, galleries, restaurants, and the cultural attractions that have made Stockbridge one of the Berkshires' most sought-after destinations. Tanglewood, Lenox, the Norman Rockwell Museum, hiking trails, and world-class theater are all just minutes away. The home encompasses approximately 2,515 square feet and offers a compelling canvas for restoration, renovation, or thoughtful reimagination. Wide-plank floors, exposed brick, wood beams, built-ins, and select original details provide warmth and character throughout, while generous room proportions create exceptional flexibility for modern living. The main level includes a spacious kitchen, dining area, and living room anchored by a fireplace, along with a private first-floor bedroom and adjoining spaces that may offer potential for a separate guest suite, studio, or accessory apartment configuration, subject to buyer verification. Upstairs are three additional bedrooms and a full bath, while the finished third floor provides valuable bonus space ideal for a home office, artist's studio, library, or creative retreat. Outside, broad lawns and mature trees create a peaceful setting with ample room for recreation, gardens, entertaining, and potentially a pool. The combination of acreage, privacy, and walkable proximity to downtown Stockbridge is increasingly rare. Properties on coveted Prospect Hill Road rarely come to market. Rich with possibility and set just moments from downtown Stockbridge, Tanglewood, Lenox, and the very best of Berkshire culture and recreation, this property offers an exceptional opportunity to create a distinctive Berkshire home, weekend retreat, or full-time residence in one of the region's most desirable locations.