5 Luxury Estates and Country Retreats Across New York

On a super central setting in the Town of Fishkill, this updated residence balances everyday comfort with thoughtful new features inside and out. Hardwood floors bring warmth and continuity throughout, while a cook’s kitchen anchors daily life with new appliances designed for busy mornings and easy weeknight dinners. With four bedrooms and two bathrooms, the layout supports both quiet retreat and shared routines. Step outside to a spacious new Trex deck—an inviting extension of the home for open-air meals, reading time, or lingering conversations at the end of the day. Central air adds modern ease through the seasons. The location keeps you close to the Beacon train station as well as major highways, shopping, and schools, making commutes and errands feel refreshingly streamlined.

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Surrounded by dramatic mountain views in Accord, The Outside-In House at Overlook unfolds building by building across 17.46 secluded acres. Beautifully crafted and remarkably flexible, each structure is designed with its own purpose and personality, creating a setting that can shift effortlessly with the rhythm of weekends and seasons. Luxury here is defined not by excess, but by intention—exceptional materials, extraordinary craftsmanship, and spaces meant to be used, enjoyed, and returned to year after year. Distinctive in both vision and execution, the property reflects a deeply considered way of living with the landscape, where the experience of arrival and movement between buildings becomes part of daily life. It’s a place that invites you to settle in, then come back again, season after season.

Set on 38 acres in Dutchess Reserve, Foxhaven is a to-be-built modern country estate with sweeping meadow and woodland views, positioned near Rhinebeck and Millbrook. Two gabled volumes shape the layout, balancing open gathering spaces with a sense of privacy. At the center, a dramatic great room anchors daily life, complemented by a luxe kitchen with a dedicated scullery for seamless entertaining and everyday ease. The plan includes a primary suite and additional guest suites, along with a gym and a 2-car garage. Outdoors, a bluestone patio extends the living space into the landscape, while a heated saltwater pool adds an easy, resort-like rhythm to warm-weather afternoons. High-end finishes pair with geothermal HVAC, plus well, septic, and utilities included, setting the stage for comfortable, year-round living.

Along the water’s edge in Clayton, 120 North Shore Drive unfolds as a one-of-a-kind estate set on 2.57 acres of privacy and manicured grounds, with sweeping views of the Saint Lawrence River and the Village of Clayton. The experience is unmistakably waterfront: a huge yard gently slopes to an impressive concrete dock designed to handle multiple boats, including a 50+ footer, making it easy to spend afternoons watching ships glide by. Arrival feels ceremonial, with a gated grand courtyard entrance, an attached garage, and multiple outbuildings for storage. Outdoors, an original in-ground pool has been recently fully restored. Inside, the layout balances comfort and drama—anchored by a cozy kitchen with an adjoining dining/den area, and complemented by formal dining and living rooms wrapped in glass and river views that linger long after sunset.

Situated on 21 acres in Warwick, NY, this equestrian farm pairs a working setup with a quietly tucked-away feel on a private road. At its center is a two-bedroom, two-bath farmhouse, complemented by facilities designed for serious riding: an Olympic-size indoor arena, two outdoor rings, and an arrangement of paddocks and open fields that support daily training and turnout. A spring-fed pond adds a natural counterpoint to the purpose-built grounds, offering a calm moment between rides. Despite the sense of seclusion, the property remains just minutes from the Village of Warwick’s shops, restaurants, and services—an easy rhythm of country privacy and town convenience. The result is a setting suited to a range of equestrian disciplines, with room to keep routines expansive and unhurried.

Size: 21.00 acres