New Listing - 07/17/2026
27 Windemere Way, Woodbury, NY, 11797
10 rooms
5 beds
4 Full / 1 Half baths
1984
Contemporary
5,416 sqft
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-in 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 en-suite bath and private outside entrance, while 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, Trex deck accessed directly from the kitchen and living spaces, and tranquil pond views beyond the established landscaping. Community tennis and basketball courts, a circular driveway, two-car garage, and the highly regarded Syosset SD complete this rare offering.
Status:
Active
Type:
Single-family residential
Laundry Remarks:
Laundry Room
Garage:
2-car
Heating:
Natural Gas, Radiant Floor
Cooling:
Central Air
Basement:
Finished, Full
Parking:
Driveway
Acreage:
0.61
Est. Taxes:
$42,894
Assessment
$1,405
HOA Fee
$950 Monthly
Construction
Stone, Vinyl Siding
Utilities
None
Lot Description:
Back Yard
View Description:
Water
Amenities:
Gated, Other, Tennis Court(s)
Elementary School:
Walt Whitman Elementary School
Middle School:
H B Thompson Middle School
High School:
Syosset Senior High School
School District:
Syosset
Appliances:
Convection Oven, Dishwasher, Electric Oven, Freezer, Gas Cooktop, Microwave, Refrigerator, Stainless Steel Appliance(s), Gas Water Heater
Pool:
Fenced, In Ground, Outdoor Pool, Pool Cover, Salt Water
MLS #:
1025514
Community Info
School Info
Walk Score
Mass Transit
Yelp
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Listing courtesy of BERKSHIRE HATHAWAY 516-200-5700