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Street View
$2,390,000
Monthly Est:$11,896
5 Beds
5 Baths4 full baths + 1 half bath
5,416sqft
27 Windemere Way, Oyster Bay, NY 11797
$2,390,000
$11,896/moEst:
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Single Family Residence
Built in 1984
$950/mo HOA
26,428 sqft lot
$441/sq.ft
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 libr...
Continue Reading- Houzeo last checked: 1 minute ago
- Listing updated: September 22, 2026 at 7:12 pm
- Listing Provided by: Irena Tsarevsky CBR | BERKSHIRE HATHAWAY (516) 200-5700
- Source: OneKey MLS-NY | MLS#: 1025514
Property Details
Status
Pending
Type
Single Family Residence
No. of Stories
-
County
City
Neighborhood
--
Year Built
1984
HOA Fees
$950/mo
Finished Area
5,416 sqft
Lot Size
26,428 sqft lot
Basement Area
- sqft
MLS Name
OneKey MLS
MLS Number
1025514
MLS Status
Pending
Days on Market
68
Cumulative Days on Market
67
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HOA Management
N/A
HOA Fees
$950/ Monthly
Amenities
Amenities and services may be covered by one or multiple associations and service providers.
Trash Pickup
Snow Removal
Tennis
Security Guard
Security Gate
boat
Recreation Facilities
Common Area Maintenance
Other
Grounds Care
Disclaimer: Amenities are based on third-party information and may vary; buyers must independently verify all amenities, as information is deemed reliable but not guaranteed.
Facts & Features
Rooms
Bedrooms & bathrooms
Bedrooms: 5
Bathrooms: 5
Interior
Heating
Natural Gas, Radiant Floor
Cooling
Central Air
Flooring
Ceramic Tile, Wood
Window Features
Floor To Ceiling Windows, Oversized Windows, Skylight(s), Wall Of Windows
Interior 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, Open Kitchen, Primary Bathroom, Sauna, Smart Thermostat, Soaking Tub, Sound System, Speakers, Walk In Closet(s), Washer/dryer Hookup, Wet Bar
Appliances
Convection Oven, Dishwasher, Electric Oven, Freezer, Gas Cooktop, Microwave, Refrigerator, Stainless Steel Appliance(s), Gas Water Heater
Sewer
Public Sewer
Construction
Year Built
Year Built: 1984
Home type
Single Family Residence
Architectural Style
Contemporary
Construction Materials
Stone, Vinyl Siding
Property Condition
Actual
Utilities & Energy
Utilities
None
Pool Features
Electric Heat, Fenced, In Ground, Outdoor Pool, Pool Cover, Salt Water
Fireplace Features
Family Room, Living Room
Security Features
Fire Alarm, Gated Community, Security Gate, Security System, Smoke Detector(s)
Association Amenities
Gated, Other, Powered Boats Allowed, Recreation Facilities, Security, Snow Removal, Tennis Court(s)
Water Source
Public
Parking Features
Driveway
Laundry Features
Laundry Room
Basement
Finished, Full
Other Features
Lot Features
Back Yard
Subdivision Name
Windemere
Community Features
Gated, Other, Tennis Court(s)
Patio And Porch Features
Deck, Patio
Price History
| Date | Event | Price |
|---|---|---|
09/22/2026 Source: | Pending | $2,390,000 $441/sqft |
07/17/2026 Source: | Listed for Sale | $2,390,000 $441/sqft |
07/16/2026 Source: | Coming Soon | $2,390,000 +117.27% $441/sqft |
11/21/2024 Source: | Sold | $1,100,000 $203/sqft |
Getting Around 27 Windemere Way
Bike Score®
Somewhat Bikeable
36/100
Walk Score®
Car-Dependent
31/100
Data provided by Redfin
Nearby Homes
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Based on information from OneKey MLS, through Sep 23, 2026, 12:01AM. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. © 2026 OneKey® MLS. All rights reserved.
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