27 Windemere Way, Woodbury, NY 11797
Local realty services provided by:Better Homes and Gardens Real Estate Green Team
27 Windemere Way,Woodbury, NY 11797
$2,390,000
- 5 Beds
- 5 Baths
- 5,416 sq. ft.
- Single family
- Active
Upcoming open houses
- Sat, Aug 0111:00 am - 01:00 pm
- Sun, Aug 0201:00 pm - 03:00 pm
Listed by: irena tsarevsky cbr
Office: berkshire hathaway
MLS#:1025514
Source:OneKey MLS
Price summary
- Price:$2,390,000
- Price per sq. ft.:$441.29
- Monthly HOA dues:$950
About this home
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....
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Home facts
- Year built:1984
- Subdivision & Development:Windemere
- Listing ID #:1025514
- Added:14 day(s) ago
- Updated:July 30, 2026 at 09:46 PM
Rooms and interior
- Bedrooms:5
- Total bathrooms:5
- Full bathrooms:4
- Half bathrooms:1
- Rooms Total:10
- Dining Description:Eat-In Kitchen, Formal Dining
- Bathrooms Description:Soaking Tub
- Kitchen Description:Dishwasher, Eat-in Kitchen, Freezer, Kitchen Island, Microwave, Refrigerator, Stainless Steel Appliance(s)
- Bedroom Description:First Floor Bedroom
- Basement:Yes
- Basement Description:Finished, Full
- Living area:5,416 sq. ft.
Heating and cooling
- Cooling:Central Air
- Heating:Natural Gas
- Central air:Yes
Structure and exterior
- Year built:1984
- Building area:5,416 sq. ft.
- Lot area:0.61 Acres
- Architectural Style:Contemporary
- Construction Materials:Stone, Vinyl Siding
- Levels:1 Story
Schools
- High school:Syosset Senior High School
- Middle school:H B Thompson Middle School
- Elementary school:Walt Whitman Elementary School
Utilities
- Water:Public
- Sewer:Public Sewer
Finances and disclosures
- Price:$2,390,000
- Price per sq. ft.:$441.29
- Tax amount:$42,894 (2026)
Features and amenities
- Appliances:Dishwasher, Freezer, Microwave, Refrigerator, Stainless Steel Appliance(s)
- Laundry features:Washer/Dryer Hookup
- Amenities:Cathedral Ceiling(s), Entrance Foyer, Gated, Granite Counters, Powered Boats Allowed, Smart Thermostat, Walk-In Closet(s), Wet Bar
- Pool features:In Ground, Outdoor Pool
Parking
- Parking description:Driveway
- Garage:Yes
- Garage spaces:2
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