Hillsdale Homes for Sale - New York 

People who enjoy an active lifestyle, but quiet and privacy love Hillsdale. Hillsdale features rolling hills, small farms, and principally homes built in the 1700 to 1800's. 

Hillsdale has a year-round population of nearly 2,000 and many winter residents. The proximity of skiing at Great Barrington in Massachusetts and in Hudson make Hillsdale a great location. Hillsdale also has an active business community. The Hillsdale Supermarket is where residents go to fill the fridge, while Hillsdale General Store offers cooking classes for home chefs. 

The Town of Hillsdale manages the beautiful Roeliff Jansen Park, one half-mile south of the Town’s only traffic light. The RJP is one of the region’s most beautiful landscapes and famously painted by the Hillsdale branch of the Hudson River School. 

Copake Hillsdale Farmers Market at RJP is open every Saturday from 9am to 1pm May 28 to October 31, and features ample parking, picnic tables, and a covered roof making the “Harvest Barn” a comfortable location for shoppers. The park includes multiple trails, access to the Roeliff Jansen Kill, several picnic areas, a dog run, a farmers market, a summer youth program, special events, and much more. In 2002, this 300-acre farm was on the verge of being developed. 

Today the land is still leased out to farmers but owned by the New York State Office of Parks, Recreation and Historical Preservation (OPRHP) and managed by the Town of Hillsdale. The land will never have houses constructed on it and can remain open land for a variety of recreational and agricultural purposes. If you’re looking for a fun, down-to-earth place to get married, the Park provides a natural setting and views that are second-to-none. 

Farm House Stream Trail is a very short easy walk–perfect for young children and older community members. It leads to the Roeliff Jansen Stream where there are two comfortable chairs situated next to the water. The water is shallow so kids and dogs alike have great fun splashing in the water.

Overlook Trail leads to a panoramic view of the entire valley. While the trail is somewhat uphill, its not strenuous and takes less than 10 minutes to get to the top. Picnic Grove can be reached either by the farm road or the Picnic Grove Trail and is on a raised plateau that looks west over the agricultural fields with hills in the background.

Woodland Stream Trail has a bit of everything. Take the lower part where the trail splits and walk through uncultivated fields full of wheat. The trail continues to the stream then through Hemlock filled woods, ending at a bench facing south with beautiful country views.

If you’re a power walker, the entire trail system takes about 45 minutes. It’s a great way to get your daily workout.