Open House LogoIn-Person: 09/13 1:00 PM - 3:00 PM
In-Person: 09/13 1:00 PM - 3:00 PM
$2,390,000
 $12,830 est/mo Sourced by Back At You

27 Windemere Way,Woodbury, NY 11797

Woodbury, NY 11797

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Description

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.

Details

MLS #1025514
Listing TypeFor Sale
StyleHouse
HOA Dues$950
Sub-TypeResale
StatusActive
Year1984
Days On Site59
Listing Provided ByBERKSHIRE HATHAWAY | Irena Tsarevsky CBR

Features

Bed(s)5
Bath(s) 5 Total
SQ Feet5,416
Garage2
BasementY
PoolYes
Story(s)1
Acreage0.61
Property ViewWater

Interior

CoolingCentral Air
HeatingNatural Gas, Radiant Floor
Interior FeaturesFirst Floor Bedroom, First Floor Full Bath, Built-in Features, Cathedral Ceiling(s), Central Vacuum, Eat-in Kitchen, Entrance Foyer, Formal Dining, Granite Counters, His and Hers Closets, Kitchen Island, Open Kitchen, Primary Bathroom, Sauna, Smart Thermostat, Soaking Tub, Sound System, Speakers, Walk-In Closet(s), Washer/Dryer Hookup, Wet Bar
Window FeaturesFloor to Ceiling Windows, Oversized Windows, Skylight(s), Wall of Windows
AppliancesConvection Oven, Dishwasher, Electric Oven, Freezer, Gas Cooktop, Microwave, Refrigerator, Stainless Steel Appliance(s), Gas Water Heater

Exterior

Security FeaturesFire Alarm, Gated Community, Security Gate, Security System, Smoke Detector(s)
Construction MaterialsStone, Vinyl Siding
Lot FeaturesBack Yard

Parking

Garage Yes / NoYes
Parking FeaturesDriveway

Utilities

UtilitiesNone
SewerPublic Sewer

Location

Community FeaturesGated, Other, Tennis Court(s)

Taxes

Tax Year2026
Tax Assessed Value1405
Tax Annual Amount42894
Tax Lot27

Area Information

StateNY
CountyNassau County
CityWoodbury
Zip Code11797
Community NameWindemere
School DistrictSyosset Senior High School
Elementary SchoolWalt Whitman Elementary School
High SchoolSyosset Senior High School
Listing VS Median (in Windemere)
Price:
$2,390,000
low | high
Med:
$2,390,000
50% of Average
sqft:
5,416
low | high
Med:
5,416
50% of Average
$ / sqft:
$441
low | high
Med:
$441
50% of Average
On site:
59
low | high
Med:
59
100% of Average
Sourced by Back At You

Market Activity 11797

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Learn More About This Property

Open House
In-Person
09/13 1:00 PM - 3:00 PM
In-Person
09/13 1:00 PM - 3:00 PM
StateNY
CountyNassau County
CityWoodbury
Zip Code11797
Community NameWindemere
School DistrictSyosset Senior High School
Elementary SchoolWalt Whitman Elementary School
High SchoolSyosset Senior High School
Listing VS Median (in Windemere)
Price:
$2,390,000
low | high
Med:
$2,390,000
50% of Average
sqft:
5,416
low | high
Med:
5,416
50% of Average
$ / sqft:
$441
low | high
Med:
$441
50% of Average
On site:
59
low | high
Med:
59
100% of Average
Sourced by Back At You
Nearby Listings (Within 1/4 mile)
Price: $1.792M - $2.987M
sqft: 4,000 - 6,500
Nearby Listings Property ImageNearby Listings Details
7 Windemere Crest Property Photo 1
$2,895,000
7 Windemere Crest
Woodbury, NY 11797
9 The Preserve 9 Property Photo 1
$1,599,999
9 The Preserve 9
Woodbury, NY 11797
Listing Updated: September 13, 2026 at 6:58:10 AM PDT