5 Schoolhouse Ct Oyster Bay, NY 11771
Estimated payment $16,056/month
Highlights
- Very Popular Property
- In Ground Pool
- 0.51 Acre Lot
- Theodore Roosevelt Elementary School Rated A
- Eat-In Gourmet Kitchen
- Colonial Architecture
About This Home
Elegant 5-Bedroom Stately Home with Resort-Style Backyard on the North Shore in Oyster Bay. Nestled on a quiet cul-de-sac in Oyster Bay, this stately five-bedroom, seven-bath residence offers over 6,800 square feet of refined living space on a beautifully landscaped half-acre property. Designed for effortless luxury, the home blends timeless craftsmanship with modern amenities for today’s lifestyle.
A dramatic two-story foyer with a 16-foot wrought-iron entry door and motorized chandelier sets an impressive tone. Inside, Brazilian teak flooring, custom mahogany millwork, and detailed trim create a warm, sophisticated atmosphere. The home features both a grand main staircase and a secondary back staircase for added functionality.
At the heart of the home, a chef’s kitchen centers around a 14-foot granite island and includes Sub-Zero refrigerator and freezer, Dacor range, double ovens, two dishwashers, three sinks, wet bar, wine fridge, microwave drawer, and Scotsman ice maker. Sliding glass doors open to a resort-style backyard retreat.
Living spaces offer both formal and casual gathering areas with three gas fireplaces, custom ceilings, and full wiring for sound and security systems. Upstairs, four spacious en-suite bedrooms include a serene primary suite with a skylit closet and spa-inspired bath.
The finished lower level, with outside access and egress windows, extends the living space with a second kitchen, living room with fireplace, den, guest suite/office, full bath, utility room, and a climate-controlled wine cellar with brick detailing.
Outside, the private, fully fenced yard is a true oasis featuring a heated saltwater gunite pool with waterfall, slide, and swim-out. The full outdoor kitchen is equipped with a grill, refrigerators, sink, and ice maker—ideal for entertaining.
Additional highlights include 15-zone radiant gas heat, central air conditioning, high-efficiency air filtration, recessed lighting throughout, skylights, and extensive ceiling and trim detail. The property also offers a 15-zone irrigation system and Generac generator for year-round comfort and convenience.
With exceptional style, space, and privacy—just minutes from beaches, parks, golf, schools, shopping, restaurants, and major highways—this home captures the best of North Shore living.
Listing Agent
Douglas Elliman Real Estate Brokerage Phone: 516-921-2262 License #10401203071 Listed on: 10/31/2025
Co-Listing Agent
Douglas Elliman Real Estate Brokerage Phone: 516-921-2262 License #10401203067
Home Details
Home Type
- Single Family
Est. Annual Taxes
- $32,570
Year Built
- Built in 2000
Lot Details
- 0.51 Acre Lot
- Cul-De-Sac
- Property is Fully Fenced
- Landscaped
- Level Lot
- Irregular Lot
Parking
- 2 Car Garage
- Driveway
Home Design
- Colonial Architecture
- Brick Exterior Construction
- Stone Siding
- Vinyl Siding
Interior Spaces
- 6,816 Sq Ft Home
- 3-Story Property
- Wet Bar
- Indoor Speakers
- Wired For Sound
- Built-In Features
- Crown Molding
- Tray Ceiling
- Cathedral Ceiling
- Recessed Lighting
- Chandelier
- Gas Fireplace
- Double Pane Windows
- Entrance Foyer
- Living Room with Fireplace
- 3 Fireplaces
- Formal Dining Room
- Storage
Kitchen
- Eat-In Gourmet Kitchen
- Breakfast Bar
- Double Convection Oven
- Electric Oven
- Gas Cooktop
- Microwave
- Freezer
- Dishwasher
- Wine Refrigerator
- Stainless Steel Appliances
- Kitchen Island
- Granite Countertops
- Disposal
Flooring
- Wood
- Radiant Floor
Bedrooms and Bathrooms
- 5 Bedrooms
- En-Suite Primary Bedroom
- Walk-In Closet
- Double Vanity
- Bidet
- Soaking Tub
Laundry
- Laundry Room
- Dryer
- Washer
Finished Basement
- Walk-Out Basement
- Basement Fills Entire Space Under The House
- Fireplace in Basement
Pool
- In Ground Pool
- Saltwater Pool
Outdoor Features
- Patio
- Exterior Lighting
- Outdoor Gas Grill
Schools
- Theodore Roosevelt Elementary School
- Oyster Bay High Middle School
- Oyster Bay High School
Utilities
- Central Air
- Heating System Uses Natural Gas
- Natural Gas Connected
- Gas Water Heater
Listing and Financial Details
- Legal Lot and Block 14 / 85
- Assessor Parcel Number 2489-27-085-00-0014-0
Map
Home Values in the Area
Average Home Value in this Area
Tax History
| Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
|---|---|---|---|---|
| 2025 | $30,774 | $1,348 | $436 | $912 |
| 2024 | $11,765 | $1,272 | $388 | $884 |
| 2023 | $32,075 | $1,513 | $534 | $979 |
| 2022 | $32,075 | $1,428 | $436 | $992 |
| 2021 | $28,910 | $1,690 | $516 | $1,174 |
| 2020 | $37,448 | $2,794 | $952 | $1,842 |
| 2019 | $35,562 | $2,794 | $952 | $1,842 |
| 2018 | $33,529 | $2,794 | $0 | $0 |
| 2017 | $17,145 | $2,794 | $952 | $1,842 |
| 2016 | $30,095 | $2,794 | $952 | $1,842 |
| 2015 | $11,671 | $2,794 | $952 | $1,842 |
| 2014 | $11,671 | $2,794 | $952 | $1,842 |
| 2013 | $10,643 | $2,794 | $952 | $1,842 |
Property History
| Date | Event | Price | List to Sale | Price per Sq Ft |
|---|---|---|---|---|
| 10/31/2025 10/31/25 | For Sale | $2,549,000 | -- | $374 / Sq Ft |
Purchase History
| Date | Type | Sale Price | Title Company |
|---|---|---|---|
| Interfamily Deed Transfer | -- | -- | |
| Interfamily Deed Transfer | -- | -- | |
| Deed | $671,892 | Thomas Toscano | |
| Deed | $671,892 | Thomas Toscano |
Source: OneKey® MLS
MLS Number: 925956
APN: 2489-27-085-00-0014-0
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