27 Windemere Way, Woodbury, NY 11797

bedrooms 5
bathrooms 5
|House
NZD $4,260,756
USD $2,390,000
Published on: 18 Jul 2026
Last updated on: 07 Oct 2026
27 Windemere Way, Woodbury, NY 11797
27 Windemere Way, Woodbury, NY 11797
27 Windemere Way, Woodbury, NY 11797
+38
27 Windemere Way, Woodbury, NY 11797
  • 38
Property ID: 110119391379
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Residential, Woodbury, NY

27 Windemere Way, Woodbury, NY 11797
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.

Property Details

Basic Info

Property Type
House
Listing Status
Pending
Land Size
2,455.23 m2
Building Size
503.16 m2
Year Built
1984
Rooms
5 bedroom(s), 5 bathroom(s)
Architecture Style
Contemporary
Num Floors
1
County
Nassau County
Parcel ID
2489-14-037-00-0027-0
Provider
OneKey MLS
Subdivision
Windemere
Brokerage Office Name
Laffey International Realt Estate
Brokerage Office Phone
(516) 308-0550
Neighbourhoods
Windemere
Address
27 Windemere Way, Woodbury, NY 11797

Nearby Schools

TypeSchool nameDistrict name
HighSyosset Senior High SchoolNot available
Not availableNot availableNot available
ElementaryWalt Whitman Elementary SchoolNot available
Not availableNot availableNot available
MiddleH B Thompson Middle SchoolNot available
Not availableNot availableNot available
JuniorhighH B Thompson Middle SchoolNot available
Not availableNot availableNot available

Tax History

YearTax amount
2026USD $42894NZD $76,469*

*Converted price in your currency provided by Open Exchange Rates. Exchange rates are subject to continuous change. Neither realestate.co.nz nor its affiliates guarantee that the conversion reflects current conversion rates and are not responsible for any inaccuracies. realestate.co.nz recommends that you independently verify any information before relying on it.

Contact Agent
Irena Tsarevsky CBR
BERKSHIRE HATHAWAY
49 Bryant Ave , Roslyn, NY 11576
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Irena Tsarevsky CBR
49 Bryant Ave , Roslyn, NY 11576
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      Property ID: 110119391379

      Original Property ID: 3yd-MLSLINY-1025514
      Data provided by OneKey MLS, MLS #: 1025514
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