Back 27 Windemere Way
Active

27 Windemere Way

Woodbury NY 11797

5
5
2
5416 sq. ft.
26428 sq. ft.
Single-Family
Currently for sale - view listing

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-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.

Features

5 bedrooms
5 bathrooms
2 carspaces
2 garage spaces
5416 sq. ft. floor area
26428 sq. ft. lot size
Single-Family

Property history for 27 Windemere Way

2017
Sold
$1,100,000
05 Jun 2017 by Ira Gross, of LAFFEY REAL ESTATE
2017
Sold
$1,100,000
05 Jun 2017 by Tim Lau

Happy sellers in Woodbury

~%

We have insufficient information to provide an overview of customer satisfaction for Woodbury. Viewing the agent profiles, reviews and sales for Woodbury can provide insights for this location.

Local market activity for 5 bedroom single-family properties in Woodbury

In the last 12 months, 20 five-bedroom single-family properties similar to 27 Windemere Way, have been sold.

This represents a 5% decrease in five-bedroom single-family properties sales when compared to the previous 12 months.

© 2026 RateMyAgent