27 Windemere Way, Woodbury, NY 11797
- Beds
- 5
- Baths
- 5
- Sqft
- 5,416
- Garage
- Yes
- Pool
- Yes
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Overview
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.
Location
Full feature list
Basic info
- Property type
- House
- Number of stories
- 1
- Number of bedrooms
- 5
- Number of bathrooms
- 5
- Square feet
- 5,416
- Lot size (acres)
- 0.61
- Year built
- 1984
Interior features
- Basement
- Yes, Finished
- Fireplaces
- 2
- Laundry
- Laundry Room
Exterior features
- Pool
- Yes
- Water view
- Yes
- Area amenities
- Gated Community
Garage and parking
- Garage parking spaces
- 2
Utilities
- Heating
- Radiant Floor, Natural Gas, Heated Floors
- Cooling
- Central Air
- Sewer
- Public Sewer
- Water
- Public Water
Estimated monthly costs
- HOA Fees
- $950
Taxes
- Tax Annual Amount (2026)
- $42,894
Public schools
Disclaimer: Certain information displayed on this listing has been derived from parties other than Final Offer, LLC. Information provided and their sources have been deemed reliable, but accuracy of information is not guaranteed and therefore should be independently verified.
Sourced from: Onekey MLS MLS®#: 1025514 Last checked: …

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