35 Underhill Road, Hillsdale

Perfectly proportioned and thoughtfully reinvented, 35 Underhill is a stylish, turnkey home defined by artful details and intelligent design. Within walking distance of the hamlet of Hillsdale and set on a double lot, this reimagined 1950 ranch pairs original character with modern systems and an easy connection to the surrounding landscape.
Facing east, the house takes in a classic country view across rolling hills toward the northern Taconic ridge. The rail trail is steps away, accessed just beyond the neighboring property. Inside, original wood floors, vintage lighting and details preserved from the earlier house are balanced by a thoughtful expansion and modern updates, including vaulted ceilings, new Pella windows and a sunroom. Carefully considered renovations throughout make the house feel personal, efficient and exceptionally livable.
At the heart of the home is a chef's kitchen, where original cabinetry has been woven into a modern presentation. Stainless-steel appliances include a Frigidaire Professional range and refrigerator, anchoring a substantial workspace that makes excellent use of its footprint. Cleverly concealed storage in both the kitchen and bathrooms keeps everyday necessities close at hand without adding visual clutter.
The primary bedroom includes a walk-in closet and convenient access to the main bathroom with double sinks and Kohler fixtures. A second bedroom with cork flooring has its own dedicated bathroom with shower. The sunroom creates another intimate living space--a place to read, work, gather or simply take in the changing light and views from the back of the house.
Just outside, a sauna brings an unexpected element of retreat, while two galvanized metal storage containers provide practical additional storage. Significant improvements include a metal roof installed in 2018, a new well, new furnace in 2025, on-demand hot water and buried utilities.
The hamlet of Hillsdale is close enough to reach on foot, with restaurants, food and shops. Great Barrington, the Berkshires and Hudson are all within easy reach, expanding the possibilities for restaurants, shops, galleries and culture. With skiing, hiking and the rail trail close at hand, every season offers a different way to experience the surrounding landscape.

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