Welcome to Rolling Hills

Condominium Community in Lenox, Massachusetts

Rolling Hills is a community of 108 units in 9 buildings, with full-time management.

The property is located in the heart of the beautiful Berkshire Hills on 50 acres of protected woodlands and walking trails, with tennis and pickle-ball courts, community gardens, a clubhouse with swimming pool, hot tub, sauna, wireless Internet, a social center and EV charging for residents.

Rolling Hills has a fenced dog run, social and educational activities and plenty of peace and tranquility.

Despite the tranquil setting, Rolling Hills is close to shopping, golf, outdoor activities, and the arts centers of the Berkshires.

Lenox is at the epicenter of the Berkshires arts scene, anchored by Tanglewood, the summer home of the Boston Symphony – 10 minutes from your front door at Rolling Hills. Shakespeare & Co. is even closer, and just a short distance away is Jacobs Pillow, the nation’s premier dance venue.

And in Stockbridge, Williamstown and Pittsfield you can see Broadway-quality theatre all summer.

When summer is gone some of our residents head south, but those who stay are rewarded with outdoor activities in the pristine woodlands of the Berkshires.