Orchard Hill Estates - Ashland Massachusetts The community of Orchard Hill Estates is located in the western part of the town of Ashland, Massachusetts not far from the Hopkinton line.  It is one of the largest and most desirable neighborhoods in town.  The streets that make up Orchard Hill are Hardwick Road, Pennock Road, Winesap Way, Orchard Road, Rome Way, Sterling Way and Lorraine Drive.   View a satellite image of this neighborhood.  Originally built by Richmond Development, these homes all have a touch of personal signature to them. With a couple of exceptions they are all roomy colonials with square footage between 2,500 to 4,000 square feet and sit on lots that are a minimum of ¾ of an acre.  The homes at Orchard Hill Estates were built with distinction and enjoy many nice detai... 01/18/2010