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$2,390,000
5 Beds ⋅ 5 Baths ⋅ 1025514 MLS
Tucked behind the gates with a guard on duty, in the Windemere community, this architecturally distinctive contemporary was designed around light, volume, and an effortless connection to nature. Soaring vaulted ceilings rise approximately 20 feet above the principal living areas, where walls of floor-to-ceiling windows overlook park-like grounds and fill the home with natural light from the moment you step through its one-of-a-kind handcrafted sculptural double entry doors. The dramatic living room, anchored by a grand architectural wood-burning fireplace, flows into a formal dining area, scaled for large gatherings. A sculptural spiral staircase ascends to a gallery library overlooking the living room, richly appointed with wood paneling and extensive custom-built bookcases — a true showpiece. Multi-zone audio carries music seamlessly throughout the whole home. The open, vaulted kitchen — outfitted with a Sub-Zero refrigerator, two Thermador wall ovens, and a Miele cooktop — connects directly to the family room and casual dining area, with a walk-in pantry and a laundry room with an additional Sub-Zero freezer. The main-level primary suite is a private retreat with a vaulted ceiling, floor-to-ceiling windows, and three walk-in closets. Its spa-inspired bath features a dry sauna, a walk-in shower with Schluter radiant heat in the floor, bench, and accent wall, a smart toilet in its own enclosed room, layered designer lighting, and a skylight overhead. A guest suite offers a marble bath and private outside entrance. Two additional bedrooms share a stunning, fully redone onyx Jack-and-Jill bath with radiant heated floors. Upstairs, a spacious loft makes an ideal teen retreat, office, or bonus room. The finished lower level adds a mirrored gym, hobby and recreation space, a room-size cedar closet, and multiple storage rooms. Outside, resort-style living awaits: a gas-heated saltwater pool, composite (Trex) deck accessed directly from the kitchen and living room, and tranquil pond views beyond the established landscaping. Community tennis and pickleball courts, a circular driveway, two-car garage, and the highly regarded Syosset SD complete this rare offering.

27 Windemere Way, Woodbury
$2,680,000
5 Beds ⋅ 5 Baths ⋅ 1018908 MLS
Welcome to 6 Clearmeadow Ct, located in Hunters Run a premier 24-hour gated community within the highly sought-after Woodbury enclave andthe Syosset School District. This residence, set on a beautifully landscaped .65-acre lot, seamlessly blends timeless charm with modern sophistication. Originally built in 1987 and updated in 2026, the home offers 5 bedrooms and 4.5 bathrooms. A grand foyer with soaring ceilings opens to expansive living and dining areas designed for natural light and effortless flow. The reimagined layout provides spacious entertaining areas, flexible room configurations, and seamless indoor-outdoor living with an updated pool, upgraded patio and lush landscaping. The main level has been thoughtfully designed to highlight 5” white oak hardwood floors throughout, complemented by a newly renovated chef’s kitchen featuring custom cabinetry, an oversized walk-in pantry, and a full Viking appliance suite. The second floor offers a serene primary suite with a spa-inspired bathroom, complete with a soaking tub, standalone shower, custom double vanity, and generous walk-in closets. Three additional bedrooms provide generous space and versatility, featuring one with a private en suite and two that share an oversized, elegantly designed hallway bathroom. Large ready to use basement. Exterior enhancements further elevate the home’s appeal, featuring Pella windows, Azek trim and soffits, new pool pavers liner and equipment, an expansive patio, and a two-car garage with a circular driveway. Ideally located near premier shopping, dining, parks, and major commuter routes, this residence offers the perfect balance of privacy, luxury, and convenience delivering refined living in one of Woodbury’s most desirable communities. SF includes basement.

6 Clearmeadow Court, Woodbury
$2,895,000
6 Beds ⋅ 6 Baths ⋅ 989712 MLS
Welcome to this stunning, fully gut-renovated Contemporary nestled on one of the largest lots in the prestigious gated community of Windemere — a rare 1.26-acre private cul-de-sac setting with room for a pool and endless possibilities. From the moment you arrive via the elegant circular driveway, this 5-bedroom, 5.5-bath showpiece makes an unforgettable impression. Thoughtfully designed with soaring ceiling heights and an open-concept layout, walls of glass and sliders flood every room with natural light, creating a bright, airy atmosphere throughout. The designer kitchen is a true centerpiece, featuring high-end appliances and seamlessly flowing into a sun-drenched sunroom and a massive great room — perfect for everyday living and effortless entertaining. A wet bar and sleek linear fireplace add sophistication to the living spaces, while the upstairs loft offers flexible additional living space. The main-floor primary suite is a private sanctuary unto itself, complete with sliding glass doors opening to the expansive Trex deck, floating stairs, a custom walk-in closet, and a spa-inspired bath boasting radiant heat flooring, a built-in towel warmer, and a freestanding soaking tub. Step outside to your own resort-style backyard retreat — a massive Trex deck with a full outdoor kitchen and multiple lounge and dining areas, with stairs leading down to the sprawling backyard. The full finished walk-out basement adds tremendous additional living and entertaining space, completing this exceptional offering. A truly rare opportunity in one of the area's most sought-after communities.

7 Windemere Crest, Woodbury

Listings courtesy of OneKey® MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.