2 Pine Hill Road, Chester, NY 10918
$875,000 | 1910 | 2,302 Sq. Ft. | 3 Beds | 3 Baths | 0.97 Acres

If you are like me and you love houses with a personality, then you are going to fall in love with this one. This isn’t just a regular old house; it is a famous “Sears Roebuck Kit Home.” Back in 1910, you could actually order a house from a catalog, and it would arrive by train in thousands of pieces. This specific model is called “The Clyde,” and it is so special that it is listed on the National Register of Historic Places.
Located in the beautiful Sugar Loaf Historic District, this home has been loved and cared for in a way you rarely see. It was purchased by an artist who spent years restoring every tiny detail. When you walk through the front door, you can feel the warmth and the history. It stands out from every other house on the block because it truly has a soul.
One of the coolest things about this property is that it is zoned for commercial use. This means you can live your dream life and run a business from home! It’s only a one-minute walk to the famous Sugar Loaf Arts & Crafts Village, where you’ll find cute cafes and shops.

On the first floor, there is a stunning home office featuring a custom-built library. Imagine sitting in there with your books, sliding the original pocket doors shut, and getting to work in a room that feels like a time capsule. It is the perfect setup for someone who wants to work in a space that inspires them every single day.
Because an artist restored this home, the details are incredible. You will find custom moldings that you just can’t buy at a regular store today. The kitchen is a dream for anyone who loves to cook. It is filled with natural light and has plenty of space for friends to hang out while you whip up a meal.
Even though it’s over 100 years old, it lives like a brand-new house. It has central air to keep you cool in the summer and a high-efficiency boiler to keep you cozy in the winter. The owner even installed a central vacuum system and a copper gutter system that is built to last. They even put on a 50-year roof, so you don’t have to worry about a thing for a long time.

We all know that old houses can sometimes be a bit of work, but this one is ready for anything. It comes with a whole-house generator. If a big storm hits and the power goes out, your lights stay on and your coffee stays hot. It gives you that secure feeling of a modern home while you enjoy the beauty of a Victorian masterpiece.
Outside, the yard is nearly an acre of beautiful land. My favorite spot is the big front porch. There is nothing better than sitting out there with a morning coffee, watching the world go by in one of the most charming towns in New York. This house is different, it’s better, and it’s waiting for someone who loves history to call it home.
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Listing by:
SHAHAR Management LLC 845-476-7101,
Debbie Walsh 845-283-3036
Also listed on Zillow!