35 Chestnut Hill Dr Upper Brookville, NY 11771

$5,950,000
5 beds
7 full, 2 partial
10,500 sqft
5.0 acres
$567 / sqft
House

Property details

About 35 Chestnut Hill Dr

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.

Highlights

Home typeSingle Family Residence
HeatingForced Air, Oil, Propane
StatusActive
CoolingCentral Air
Size10,500 sqft
BasementYes
Lot size5 Acres
Year built1997
MLS #811391
Garage4 spaces
ViewPanoramic
Private poolYes

Summary

  • MLS Number: 811391
  • MLS Name: ONEKEY2
  • Office Name: Nest Seekers LLC
  • Office Phone: (516) 922-2878

IDX Listings courtesy of OneKey MLS as distributed by 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.

IDXThe data relating to real estate for sale on this web site comes in part from the Broker Reciprocity Program of the OneKey™ MLS. Real Estate listings held by brokerage firms other than this broker are marked with the Broker Reciprocity logo and detailed information about them includes the name of the listing brokers. This information is provided exclusively for consumers’ personal, non-commercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

The source of the displayed data is either the property owner or public record provided by non-governmental third parties. It is believed to be reliable but not guaranteed.

Information Copyright 2025, OneKey™ MLS. All Rights Reserved.
Data displayed may be a portion of, and not a complete set of all listings published in the MLS.

This advertisement does not suggest that the broker has a listing in this property or properties or that any property is currently available.
Last updated on: 1/29/2025, 3:11:53 PM Eastern. If you have any questions regarding the accuracy of this data, please contact us at help@rockethomes.com.

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$5,950,000

35 Chestnut Hill Dr

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Price information

Property sales

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Tax history

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Nearby schools

6

Vernon School

Public District 3-6

1.3 mi

880 Oyster Bay Rd

3

Margaret A. Connolly Elementary School

Public District 3-5

2.3 mi

100 Ridge Dr

7

Locust Valley Intermediate School

Public District 3-5

2.6 mi

96 Mountain Ave

School ratings are a score out of 10, where 10 is the highest and 1 is the lowest.

All data from GreatSchools

Neighborhood

The neighbors living near this home have an average income of $145,270. Residents of Upper Brookville, NY typically earn $200k+ each year. The most common type of family is married, no kids. The majority of residents in this area have post secondary degree education.

How much money do the neighbors make?

17%
<35k
20%
35k-100k
20%
100k-200k
43%
200k+

What level of education do the neighbors have?

High School Diploma
Post Secondary Degree
Masters Degree
Doctorate

What types of families live nearby?

23%
Single, No Kids
2%
Single, with Kids
41%
Married, No Kids
34%
Married, with Kids

Are the neighbors home owners or renters?

Home Owners
Renters

How old are people in this area?

13%
<11 yrs old
12%
12-17 yrs old
11%
18-34 yrs old
47%
35-64 yrs old
17%
65+ yrs old

What do the neighbors do for fun?

  • Skiing/snowboardingSkiing/snowboarding
  • PGA/LPGAPGA/LPGA
  • College FootballCollege Football

Where do the neighbors shop?

  • BJs Wholesale ClubBJs Wholesale Club
  • Stein MartStein Mart
  • Chico'sChico's

Where do the neighbors go to eat?

  • PaneraPanera
  • Cracker BarrelCracker Barrel
  • Bonefish GrillBonefish Grill

What do the neighbors drive?

  • InfinitiInfiniti
  • LexusLexus
  • CadillacCadillac

What do the neighbors listen to?

  • Adult HitsAdult Hits
  • OldiesOldies
  • ClassicalClassical
All data provided by Home Junction and Claritas

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Frequently asked questions

About 35 Chestnut Hill Dr

This home is located at 35 Chestnut Hill Dr in Upper Brookville, NY and zip code 11771 in the Town of Oyster Bay neighborhood. This 10,500 square foot home, which was built in 1997, sits on a 5.00 acre lot. Features: 5 bedrooms, 9 bathrooms. It has been listed on Rocket Homes since January 17, 2025 and is currently priced at $5,950,000.

Between November and December 2024, Upper Brookville, NY real estate market has seen no change in the number of listings . In December 2024, listings were on the market for 198 days. During the same period, the median list price in this real estate market was $3,149,000.

From Rocket Homes Real Estate and based on county public records data.

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