Alex Tembelis

27 Windemere Way

Woodbury, NY
$ 2,390,000 Beds 5 Baths 4.5 Sq 5,416
Monthly Estimate* How much can I afford?

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.

Single Family

  • Price
  • $ 2,390,000
  • City
  • Woodbury
  • Bedrooms
  • 5
  • Full Bathrooms
  • 4
  • County
  • NASSAU
  • Half Bathrooms
  • 1
  • Area
  • Lot Size
  • 0.6067 Acres
  • Zip
  • 11797
  • Sqr Footage
  • 5,416
  • Year Built
  • 1984
  • Taxes
  • $ 42894
  • Style
  • Contemporary
  • MLS#
  • 1025514
Listed By: BERKSHIRE HATHAWAY
Data Source: Listings courtesy of OneKey® MLS as distributed by MLS GRID

Features

General

Sewer Public Sewer
Heating Natural Gas,Radiant Floor
Cooling Central Air
Utilities None
Appliances Convection Oven,Dishwasher,Electric Oven,Freezer,Gas Cooktop,Microwave,Refrigerator,Stainless Steel Appliance(s),Gas Water Heater
HOA Fee 950
Garage Spaces 2
Association Fee Includes Common Area Maintenance,Grounds Care,Snow Removal,Trash
Patio/Porch Features Deck,Patio
Architectural Style Contemporary
Pool Features Electric Heat,Fenced,In Ground,Outdoor Pool,Pool Cover,Salt Water
Security Features Fire Alarm,Gated Community,Security Gate,Security System,Smoke Detector(s)
Construction Materials Stone,Vinyl Siding
Exclusions Chandelier in the L.R
Year Built 1984
View Water
Property Subtype Single Family Residence
Tax Year 2026
Parcel Number 2489-14-037-00-0027-0
Community Features Gated,Other,Tennis Court(s)
Assoc Fee Paid Per Monthly
County Nassau County
Property Type Residential
Association Amenities Gated,Other,Powered Boats Allowed,Recreation Facilities,Security,Snow Removal,Tennis Court(s)
HOA Yes
Subdivision Name Windemere
Garage Y/N Yes
Total Rooms 10
Full Baths 4
High School Syosset Senior High School
City Oyster Bay
Senior Community Y/N No
High School District Syosset
Carport Y/N No
Spa Features Bath
Elementary School Walt Whitman Elementary School
Property Attached Y/N No
Tax Annual Amount 42894
Middle/Junior High School H B Thompson Middle School
Property Condition Actual
Building Area Units Square Feet
Standard Status Active
Middle/Junior School District Syosset
Elementary School District Syosset
Tax Assessed Value 1405
Tax Lot 27
PostalCity Woodbury
AttributionContact 516-200-5700
Listing Appliances Convection Oven, Dishwasher, Electric Oven, Freezer, Gas Cooktop, Microwave, Refrigerator, Stainless Steel Appliance(s), Gas Water Heater

Interior Features

Interior Amenities First 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 K
Basement Finished,Full
Flooring Ceramic Tile,Wood
Total Fireplaces 2
Fireplace Features Family Room,Living Room
Formal Dining Yes
Basement Features Finished, Full
Basement (Y/N) Yes
Window Features Floor to Ceiling Windows,Oversized Windows,Skylight(s),Wall of Windows
Fireplace Y/N Yes
Half Baths 1
Total Bedrooms 5
Eat-in Kitchen Yes
Total Baths 5
General Features First 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
Walk-In Closet Yes
Entrance Foyer Yes

Exterior Features

Parking Features Driveway
Water Source Public
Parking Features Driveway
Building Area Total 5416
Waterfront Y/N No
Road Frontage Type None
Road Responsibility Private Maintained Road
Horse Y/N No

Amenities

  • Foreclosure
  • Views
  • Short Sale
  • New Construction
  • Adult 55+
  • Lease To Own
  • No HOA Fees
  • Furnished
  • Primary On Main
  • Air Conditioning
  • Seller Finance
  • Green
  • Fixer Upper
  • Horse
  • Golf
  • Fireplace
  • Deck
  • Garage
  • Basement
  • Pool

Affordability Calculator

$3,786

Per Month

Based on the average sale price from the Flushing, NY office

  • Monthly Principal & interest $2,658
  • Monthly Property Taxes $1,062
  • Monthly Home Insurance $67
Adjust Payment Options
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Let's determine your purchasing power. Working with my mortgage partner, you'll have the information you need to shop for a home with confidence.

Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA, or jumbo loans.

Mortgage calculator provided courtesy of Inside Real Estate.

Schools

Elementary School Walt Whitman Elementary School
Middle School H B Thompson Middle School
High School Syosset Senior High School

Price History

7/16/2026 Listed $2,390,000

Property vs Zip Code Average in 11797

Price
AVG $2.43M
$2.39M
Taxes
AVG $34,914
$42,894
Year Built
AVG 1983
1984
Visits
AVG 134
26
Data Provided by Inside Real Estate®

Areas That We Cover

27 Windemere Way Woodbury, NY is a Single Family Home for sale at $2390000 with 5416 sqft and a lot size of 0.6067 Acres Acre(s). 27 Windemere Way Woodbury has 5 bedrooms, 4 baths and was built in 1984. The property's zip code is 11797 which is in Woodbury, NY

*Information deemed reliable but not guaranteed.

Financial calculator disclaimer: Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.

Mortgage calculator provided courtesy of Inside Real Estate.

All information deemed reliable, but not guaranteed, and should be independently verified. The real estate information and related content displayed on this site is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Alex Tembelis

Alex Tembelis

Licensed Associate Broker

646-512-0704

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