77 WINDING ROAD FARM, WHERE TIMELESS ELEGANCE MEETS EVERYDAY GLAMOUR
Escape to your own private sanctuary and experience unrivaled luxury at 77 Winding Road Farm, a breathtaking Westchester estate offering ultimate privacy and resort-style amenities.
Nestled on sprawling, park-like grounds, this exceptional property boasts a magnificent main house, a versatile guest house / pool cabana, a stunning stone barn accessory building, and an array of luxurious outdoor features including a 20x40 pool with automatic sliding cover, jets and spa, a tennis court, illuminated waterfall, rose garden, and vegetable garden—all surrounded by a charming stone wall for unmatched seclusion.
7 BEDS
7.2 BATHS 4.17 ACRES
7,698 SQ FT
THOUGHTFULLY DESIGNED WITH EVERY DETAIL IN MIND
Enter the main house through custom-designed automated gates to discover a thoughtfully designed home. The grand two-story foyer with dual coat closets and a dramatic sitting area with a gas fireplace welcomes you. The formal living room features a gas fireplace, and the dining room boasts a built-in bar, perfect for hosting gatherings. A spacious butler’s pantry with storage and a coffee bar connects to the sleek kitchen, a chef’s dream with premium stainlesssteel appliances, an oversized quartz island seating five, custom cabinetry, and French doors opening to an expansive deck. Adjacent to the kitchen, the sun-filled family room with built-ins offers the perfect spot to unwind. A private guest room, currently used as an office, includes built-ins and a full bath with an oversized curbless shower. A mudroom, laundry room with a dog washing station, an elevator to all three levels, and a powder room complete this level.
A SYMPHONY OF BEAUTY AND STYLE
The open staircase leads to a lavish second level with five spacious bedrooms, each featuring an ensuite bath and walk-in closet, plus a second laundry room.
The primary suite is a private haven with an electric fireplace, private balcony, expansive walk-in closet, and spa-like primary bath with soaking tub, shower, double vanity, separate WC, skylight, electric fireplace, and TV. The fifth bedroom with an ensuite bath, accessible from both the hall and the primary suite, offers flexibility as a sitting room, office, or nursery. The exceptional lower level is a lifestyle destination, featuring a large recreation room with built-in cabinetry and wet bar, French doors to the patio, a state-of-the-art music/media room, gym with sauna, and a sixth bedroom with an ensuite bath with steam shower and French doors to the patio.
THE STONE BARN
AN ENDLESS COLLECTION OF PRIVATE RETREATS
The Stone Barn Auxiliary House is a stunning 100-year-old stone structure, meticulously restored to its original charm with modern enhancements. Nestled within lush, landscaped grounds, the Stone Barn is surrounded by a serene garden, with an elegant fountain and vibrant blooms. Step inside the main room of the renovated barn, where a soaring vaulted ceiling with exposed wood collar ties frames the space. A grand stone fireplace anchors the room, blending rustic charm with modern elegance. Tucked just off the main room, the charming kitchenette features sleek cabinetry, warm wood accents, and a cozy ambiance that complements the Barn’s rustic yet refined aesthetic.
THE RED BARN / POOL CABANA
LUSH GARDENS AND OPEN SPACES FOR INSPIRED LIVING
This beautifully restored Red Barn, now a luxurious pool cabana and separate residence, features a well-appointed kitchenette, two full baths—including one with a relaxing steam shower—and multiple sitting areas, all surrounded by lush landscaping and vibrant gardens. Inside, the sitting area offers a relaxing retreat with modern furnishings, warm natural light, and seamless access to the outdoors, perfect for unwinding after a swim, or hosting guests in style. The sleek kitchenette features modern cabinetry and open shelving, all illuminated by natural light streaming in from the lofted ceiling above. The first-level sitting area offers a cozy, modern space for lounging and dining.
LAURA