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35 Chestnut Hill Drive

Upper Brookville, NY 11771

7 beds
9 baths
10,500 sqft
~5 acre lot
$566 per sqft
1997 build
– on site

Welcome 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.

Listing courtesy of ONEKEY / Nest Seekers LLC

Last checked: Checking… • Last updated Jan 20, 2025 •

MLS# 811391 —

The Building

Year Built:

1997
Basement:

true
Architectural Style:

Estate
Construction Materials:

Brick, Cedar, Frame, Shingle Siding
Building Area Units:

Square Feet
Attic:

Partially Finished

Interior

Living Area:

10500
Rooms Total:

14
Interior Features:

Built-in Features, Cathedral Ceiling(s), Ceiling Fan(s), Central Vacuum, Chandelier, Eat-in Kitchen, Entrance Foyer, Formal Dining, Granite Counters, Primary Bathroom, Pantry, Walk-In Closet(s)
Fireplaces Total:

5
Fireplace:

true
Flooring:

Hardwood
Living Area Source:

Other

Financial & Terms

Lease Considered:

false

The Property

Lot Size Acres:

5
Parcel Number:

2427-24-E-00-1047-0
Property Type:

Residential
Property Sub Type:

Single Family Residence
Lot Size Square Feet:

217,800 Sqft
Property Attached:

false
Waterfront:

false

Listing Agent

Contact info:

Taxes

Tax Year:

2025
Tax Source:

Municipality
Tax Annual Amount:

75104

Beds

Bedrooms Total:

7

Baths

Bathrooms Full:

7
Bathrooms Half:

2
Bathrooms Total:

9

The Listing

Special Listing Conditions:

None

Heating & Cooling

Heating:

Forced Air, Oil, Propane
Cooling:

Central Air

Utilities

Sewer:

Cesspool
Utilities:

Cable Available, Trash Collection Private
Water Source:

Public

Appliances

Appliances:

Convection Oven, Dishwasher, Disposal, Dryer, Microwave, Oven, Refrigerator, Washer, Oil Water Heater, Wine Refrigerator

Schools

High School:

Locust Valley High School
Elementary School:

Ann Macarthur Primary School
High School District:

Locust Valley
Middle School:

Locust Valley Middle School

The Community

Association:

false
Senior Community:

false
Additional Fees:

No
Pool Features:

In Ground, Solar Cover
Pool Private:

true

Parking

Garage:

true
Garage Spaces:

4
Carport:

true
Carport Spaces:

2

Extra Units

Other Structures:

Shed(s)

Monthly cost estimate

Asking price

$5,950,000

Expense	Monthly cost
Mortgage	$31,860
Taxes	$6,258
Insurance	$1,636
Utilities	$468 See report
Total	$40,222/mo.^*
	^*This is an estimate

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Air Pollution Index

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Sale history

Date	Event	Source	Price	% Change
1/17/25 Jan 17, 2025	Listed / Active	ONEKEY	$5,950,000	46.9% (16.4% / YR)
3/10/22 Mar 10, 2022		ONEKEY	$4,050,000

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This house located in Upper Brookville, NY 11771 is currently for sale for $5,950,000. 35 Chestnut Hill Drive is a 10,500 square foot house with 7 beds and 9 baths that has been on Estately for 3 days. This house is in the attendance area of Locust Valley High School.

Listing Courtesy of: ONEKEY and Nest Seekers LLC.

IDX information is provided exclusively for consumers’ personal non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data is deemed reliable but is not guaranteed accurate by the MLS.

Based on information submitted to the MLS GRID. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.