56 Winkelstern Lane

Meadowbrook soars on so many levels, not least the stunning 85+ acres: rolling hills, clearings, water features, an orchard, and mature landscaping that elevate the everyday to something truly sublime, at this private Catskills estate. Pulling onto the property, the East Branch of Callicoon Creek is visible beyond a cleared bank with a line of Adirondack chairs. The paved drive passes old maples and a sizable pond, leading to the house, sited on a rise overlooking the grounds. Built in 1997 with a thoughtful 2024 addition, the house reads as understated and architectural, with corrugated metal siding, clean lines, and substantial glass framing views that include a farmed hill in the distance. Six bedrooms and four bathrooms give real breathing room for a large family or steady rotation of guests. The open-plan ground floor centers on a sleek new kitchen (2026) with a Sub-Zero fridge, gas stove, and two sinks, flowing into the dining area. French sliding doors lead to the long patio fronting the house. Built-ins anchor the living space, with a substantial bluestone-clad wood-burning fireplace as the focal point. The primary suite is reached through double doors opening onto a private lounge with glass walls, a wood stove and exterior access. Past two walk-in closets, the luxe bath features double sinks and a modern tiled shower, with radiant floor heat throughout. Outside, perennials flank stone steps to the heated saltwater pool, and post-and-rail fencing is softened by hydrangeas. A cedar barrel sauna anchors a separate patio / fire pit area. There's a fenced vegetable garden, orchard, bocce court, and mature specimen trees. A spring-fed pond and picturesque creek frontage round out the water features; the acreage is split across three lots. Amenities include a whole-house generator and a two-car garage with EV charger, while upstairs a finished, heated room is used as a gym. Meadowbrook is a private retreat in the Western Catskills, five minutes from Jeffersonville and fifteen from Callicoon.