About This Home

This 5-bedroom, 5-bathroom single family at 27 Windemere Way in Woodbury, NY is listed for $2,390,000 ($441 per sqft). Built in 1984, the home offers 5,416 sqft of living space on a 0.61 acres lot.

Key Features

  • Built in 1984
  • 0.61 acre lot
  • Private pool
  • Fireplace

Property Details

1 story
4 full, 1 half
2-car garage
1984

Amenities

PoolFireplaceViewA/C
Listing 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 an

d 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.

Monthly Cost Estimate

$13,732/mo

20% down · 6.5% · 30 years

Principal$1,728
Interest$10,357
Insurance$697
HOA$950

Estimates only. Actual payments may vary.

Location

27 Windemere Way

Woodbury, NY 11797

Windemere

Features & Amenities

Interior Features

First Floor BedroomFirst Floor Full BathBuilt-in FeaturesCathedral Ceiling(s)Central VacuumEat-in KitchenEntrance FoyerFormal DiningGranite CountersHis and Hers ClosetsKitchen IslandOpen KitchenPrimary BathroomSaunaSmart ThermostatSoaking TubSound SystemSpeakersWalk-In Closet(s)Washer/Dryer HookupWet Bar

Property Details

Flooring

Tile - CeramicWood

Construction

Stone Vinyl Siding

Views

Water

Pool Features

Pool

Outdoor Features

PatioDeck

Parking

Driveway

Heating

RadiantNatural GasRadiant Floor

Cooling

Central Air

Appliances

Convection OvenDishwasherElectric OvenFreezerGas CooktopMicrowaveRefrigeratorStainless Steel Appliance(s)Gas Water Heater

Questions & Answers

This 5-bedroom, 5-bathroom single family at 27 Windemere Way is listed at $2,390,000 ($441/sqft). The estimated monthly payment is $13,732 based on 20% down, a 30-year loan at 6.5% interest, estimated insurance, HOA fees.

HOA fees are $950/month.

Key features include: Built in 1984, 0.61 acre lot, Private pool, Fireplace. Interior Features: First Floor Bedroom, First Floor Full Bath, Built-in Features.

This property is listed by Irena Tsarevsky CBR.

IC

Irena Tsarevsky CBR

Agent at Laffey International Realt Estate

Listed by Laffey International Realt Estate · Broker phone: (516) 308-0550 · View on Broker Site · Broker website

MLS# 1025514· Source: OneKey MLS· 107 days on PropertySimple

Copyright © 2026 OneKey MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

27 Windemere Way, Woodbury, NY 11797

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