35 Chestnut Hill Dr Oyster Bay, NY 11771
Upper Brookville Neighborhood
5
Beds
9
Baths
10,500
Sq Ft
5
Acres
Highlights
- In Ground Pool
- Panoramic View
- Cathedral Ceiling
- Locust Valley High School Rated A
- Estate
- Wood Flooring
About This Home
As of March 2025Welcome to this exceptional 10,500 sq. ft. estate, located in the heart of Upper Brookville, New York. Fully redesigned in 2023, this custom Gold Coast residence showcases extraordinary craftsmanship and attention to detail throughout. Inside, you’ll find thick-cut millwork, stained glass windows, round-top doors, coffered ceilings, and hand-carved staircases that highlight the home’s unique character. With 7 bedrooms and 7.55 bathrooms, this estate features spacious formal entertaining areas, elegant stone gas fireplaces, and a sunlit eat-in kitchen. The kitchen boasts marble countertops, a Butler’s Pantry, high-end Viking and True appliances, and a cozy round breakfast nook filled with natural light. The primary suite offers high ceilings, an expansive walk-in closet, and a luxurious marble en-suite bathroom with His & Her’s vanities, a freestanding soaking tub, and a separate glass-enclosed shower. The exterior is a stunning example of North Shore architecture, constructed with brick, stone, slate, and cedar shake. Set on over 5 acres, the property features a private electric gate, Porte Cochere, a 4-car attached garage, and impeccably landscaped grounds. Outdoor amenities include a heated saltwater pool and spa, a built-in firepit, and a detached poolside cabana with a newly designed center-island kitchen. This estate blends timeless elegance with modern luxury, making it a truly distinctive offering in Upper Brookville.
Last Agent to Sell the Property
Nest Seekers LLC Brokerage Phone: 516-922-2878 License #10401350691
Home Details
Home Type
- Single Family
Est. Annual Taxes
- $75,104
Year Built
- Built in 1997
Parking
- 4 Car Garage
- 2 Carport Spaces
Home Design
- Estate
- Brick Exterior Construction
- Frame Construction
- Cedar
Interior Spaces
- 10,500 Sq Ft Home
- Central Vacuum
- Built-In Features
- Cathedral Ceiling
- Ceiling Fan
- Chandelier
- 5 Fireplaces
- Entrance Foyer
- Formal Dining Room
- Wood Flooring
- Panoramic Views
Kitchen
- Eat-In Kitchen
- Convection Oven
- Microwave
- Dishwasher
- Wine Refrigerator
- Granite Countertops
- Disposal
Bedrooms and Bathrooms
- 5 Bedrooms
- En-Suite Primary Bedroom
- Walk-In Closet
Laundry
- Dryer
- Washer
Finished Basement
- Walk-Out Basement
- Basement Fills Entire Space Under The House
- Basement Storage
Pool
- In Ground Pool
- Pool has a Solar Cover
Schools
- Ann Macarthur Primary Elementary School
- Locust Valley Middle School
- Locust Valley High School
Utilities
- Forced Air Heating and Cooling System
- Heating System Uses Oil
- Heating System Uses Propane
- Oil Water Heater
- Cesspool
- Cable TV Available
Additional Features
- Shed
- 5 Acre Lot
Listing and Financial Details
- Assessor Parcel Number 2427-24-E-00-1047-0
Map
Create a Home Valuation Report for This Property
The Home Valuation Report is an in-depth analysis detailing your home's value as well as a comparison with similar homes in the area
Home Values in the Area
Average Home Value in this Area
Property History
| Date | Event | Price | Change | Sq Ft Price |
|---|---|---|---|---|
| 03/13/2025 03/13/25 | Sold | $5,650,000 | 0.0% | $538 / Sq Ft |
| 02/18/2025 02/18/25 | Pending | -- | -- | -- |
| 02/14/2025 02/14/25 | Off Market | $5,650,000 | -- | -- |
| 02/13/2025 02/13/25 | For Sale | $5,950,000 | +5.3% | $567 / Sq Ft |
| 02/13/2025 02/13/25 | Off Market | $5,650,000 | -- | -- |
| 01/17/2025 01/17/25 | For Sale | $5,950,000 | +46.9% | $567 / Sq Ft |
| 03/10/2022 03/10/22 | Sold | $4,050,000 | -18.9% | $380 / Sq Ft |
| 12/17/2021 12/17/21 | Pending | -- | -- | -- |
| 04/12/2021 04/12/21 | For Sale | $4,995,000 | +23.3% | $469 / Sq Ft |
| 11/06/2020 11/06/20 | Off Market | $4,050,000 | -- | -- |
| 06/15/2020 06/15/20 | For Sale | $4,995,000 | -- | $469 / Sq Ft |
Source: OneKey® MLS
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 |
|---|---|---|---|---|
| 2024 | $10,569 | $4,080 | $1,090 | $2,990 |
| 2023 | $85,682 | $5,059 | $1,352 | $3,707 |
| 2022 | $85,682 | $4,773 | $1,352 | $3,421 |
| 2021 | $77,718 | $4,291 | $1,384 | $2,907 |
| 2020 | $54,788 | $6,300 | $2,839 | $3,461 |
| 2019 | $11,993 | $6,750 | $2,852 | $3,898 |
| 2018 | $53,867 | $7,200 | $0 | $0 |
| 2017 | $55,064 | $7,650 | $2,706 | $4,944 |
| 2016 | $67,856 | $8,100 | $2,865 | $5,235 |
| 2015 | $12,187 | $8,600 | $2,708 | $5,892 |
| 2014 | $12,187 | $8,600 | $2,708 | $5,892 |
| 2013 | $11,433 | $8,600 | $2,709 | $5,891 |
Source: Public Records
Mortgage History
| Date | Status | Loan Amount | Loan Type |
|---|---|---|---|
| Open | $1,554,000 | New Conventional | |
| Previous Owner | $2,561,500 | New Conventional |
Source: Public Records
Deed History
| Date | Type | Sale Price | Title Company |
|---|---|---|---|
| Interfamily Deed Transfer | -- | Commonwealth Land Ttl Ins Co | |
| Bargain Sale Deed | $4,050,000 | First American Title Ins Co | |
| Bargain Sale Deed | -- | -- | |
| Deed | $775,000 | -- |
Source: Public Records
Similar Homes in the area
Source: OneKey® MLS
MLS Number: 811391
APN: 2427-24-E-00-1047-0
Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.
The data relating to real estate for sale or lease on this web site comes in part from OneKey® MLS. Real estate listings held by brokerage firms other than Ten-X are marked with the OneKey® MLS logo or an abbreviated logo and detailed information about them includes the name of the listing broker.
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.
Copyright 2025 OneKey® MLS. All rights reserved.
Nearby Homes
- 38 Chestnut Hill Dr
- 1263 Pine Valley Rd
- 650 Chicken Valley Rd
- 1 Pine Valley Rd
- 660 Chicken Valley Rd
- 959 Ripley Ln
- 963 Ripley Ln
- 8 Linden Ln
- 969 Ripley Ln
- 100 Wolver Hollow Rd
- 490 Duck Pond Rd
- 199 Terrace Ln
- 10 Colonial Dr
- 456 Duck Pond Rd
- 9 Colonial Dr
- 184 Radcliff Dr
- 285 Piping Rock Rd
- 19 Ridge Ct
- No # Linden Ln
- 7 Wellington Rd