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.
- Heating System:
- Natural Gas, Radiant Floor
- Cooling System:
- Central Air
- Basement:
- Finished, Full
- View:
- Water
- Patio:
- Patio, Deck
- Swimming Pool:
- In Ground, Outdoor Pool, Salt Water, Fenced, Pool Cover
- Appliances:
- Dishwasher, Refrigerator, Microwave, Stainless Steel Appliance(s), Freezer, Convection Oven, Gas Water Heater, Electric Oven, Gas Cooktop
- Fireplace Features:
- Family Room, Living Room
- Fireplaces Total:
- 2
- Flooring:
- Ceramic Tile, Wood
- Garage Spaces:
- 2
- Interior Features:
- Eat-in Kitchen, Entrance Foyer, Granite Counters, Open Floorplan, Smart Thermostat, Sauna, Walk-in Closet(s), Kitchen Island, Washer/dryer Hookup, Soaking Tub, Formal Dining, First Floor Bedroom, Primary Bathroom, Central Vacuum, First Floor Full Bath, His And Hers Closets, Sound System
- Laundry Features:
- Laundry Room
- Lot Features:
- Back Yard
- Parking Features:
- Driveway
- Sewer:
- Public Sewer
- Spa Features:
- Bath
- Utilities:
- No
- City:
- Oyster Bay
- State:
- NY
- Street:
- Windemere
- Street Number:
- 27
- Street Suffix:
- Way
- Postal Code:
- 11797
- Floor Number:
- 0
- Longitude:
- W74° 32' 20.1''
- Latitude:
- N40° 49' 12.7''
- PostalCity:
- Woodbury
- Architectural Style:
- Contemporary
- Association Amenities:
- Gated, Tennis Court(s), Other
- Association Fee:
- $950
- Association Fee Frequency:
- Monthly
- Association Fee Includes:
- Snow Removal, Grounds Care, Common Area Maintenance
- Construction Materials:
- Stone, Vinyl Siding
- Elementary School:
- Walt Whitman Elementary School
- High School:
- Syosset Senior High School
- Levels:
- One
- Agent MlsId:
- 9030284
- MiddleOrJunior School:
- H B Thompson Middle School
- PhotosCount:
- 38
- Special Listing Conditions:
- No
- Tax Annual Amount:
- $42,894
- Water Source:
- Public
- Office MlsId:
- BHHS01
Residential - MLS# 1025514
27 Windemere Way, Oyster Bay, NY
- Property Type :
- Residential
- Property SubType :
- Single Family Residence
- Listing Type :
- For Rent
- Listing ID :
- 1025514
- Price :
- $2,390,000
- Rooms :
- 10
- Bedrooms :
- 5
- Bathrooms :
- 4
- Half Bathrooms :
- 1
- Bathrooms Total :
- 5
- Square Footage :
- 5,416 Sqft
- Building Area :
- 5,416 Sqft
- Lot Area :
- 0.61 Acre
- Year Built :
- 1984
- Status :
- Active
- Listing Agent :
- Irena Tsarevsky CBR
- Listing Office :
- BERKSHIRE HATHAWAY







































