#811391, Listing Office: Nest Seekers LLC
38 Chestnut Hill Dr Upper Brookville, NY 11771
Property details
About 38 Chestnut Hill Dr
Nestled in the cul-de-sac of Chestnut Hill Estates, one of Upper Brookville’s most sought-after developments, this 15,000 sq. ft. estate redefines luxury living on over 5 acres of impeccably manicured grounds. A grand 30-foot marble-floored foyer with twin floating staircases makes an unforgettable first impression, highlighting masterful craftsmanship with intricate plaster moldings and marble flooring throughout. The first floor is designed for both grand entertaining and intimate gatherings, featuring a 65-ft formal living room, formal dining room, sitting room, and family room — each with elegant marble fireplaces. The chef’s kitchen is a masterpiece with radiant heat, a Sub-Zero refrigerator and freezer, 60” Viking range, three Bosch dishwashers, and a butler’s pantry complete with a warming oven and additional dishwasher. A luxurious junior primary suite provides privacy and convenience, complemented by a full bath. Nearby, a dedicated spa area with a sauna offers the ultimate in relaxation. The second-floor primary suite is a private sanctuary with a fireplace, 14-ft coffered ceilings, a kitchenette, office, and his-and-hers walk-in closets. Four additional en-suite bedrooms, each with walk-in closets, complete the upper level. This estate’s 20x50 indoor/outdoor pool with a retractable roof, jacuzzi, and spa is a standout feature, seamlessly merging indoor luxury with outdoor tranquility. A media room on the main level and a state-of-the-art fitness center add to the home’s impressive amenities. The 6,500 sq. ft. finished lower level, with marble flooring, features three guest suites and expansive gathering areas. Outside, formal gardens in the rear of the property provide a serene escape, enhancing the estate’s grandeur. Additional highlights include an elevator servicing all three levels, a 10-car garage, and a third-floor cupola with breathtaking 360° views. Located in one of Upper Brookville’s premier enclaves, this estate offers a rare blend of timeless elegance and cutting-edge design.
Highlights
Summary
- MLS Number: 811272
- MLS Name: ONEKEY2
- Office Name: Nest Seekers LLC
- Office Phone: (516) 922-2878
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. Properties displayed may be listed or sold by various participants in the MLS.
The 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: 2/1/2025, 10:56:48 PM Eastern. If you have any questions regarding the accuracy of this data, please contact us at help@rockethomes.com.
Get an agent. Get a mortgage. Save big.¹
$7,950,000
38 Chestnut Hill Dr
Sell your home with Rocket and save even more!
Seller rebate
0.5% sale price²
Price information
Property sales
We're sorry, we currently don't have property sales data for this listing.
Tax history
We're sorry, we currently don't have tax history data for this listing.
Nearby schools
6
Vernon School
Public District 3-6
1.4 mi
•880 Oyster Bay Rd
3
Margaret A. Connolly Elementary School
Public District 3-5
2.2 mi
•100 Ridge Dr
7
Locust Valley Intermediate School
Public District 3-5
2.5 mi
•96 Mountain Ave
School ratings are a score out of 10, where 10 is the highest and 1 is the lowest.
Neighborhood
The neighbors living near this home have an average income of $145,270. The most common annual income of people living in Upper Brookville, NY is $200k+. Residents typically live in married, no kids family. Typical level of education for residents in this area is post secondary degree.
Similar homes for sale
Frequently asked questions
About 38 Chestnut Hill Dr
This home is located at 38 Chestnut Hill Dr in Upper Brookville, NY and zip code 11771 in the Town of Oyster Bay neighborhood. This 15,000 square foot home, which was built in 1998, sits on a 5.12 acre lot. Features: 6 bedrooms, 9 bathrooms. It has been listed on Rocket Homes since January 9, 2025 and is currently priced at $7,950,000.
In January 2025 in Upper Brookville, NY there were 26.7% more homes for sale than in December. The median list price of listings available in January 2025 was $3,100,000, while the average time on the real estate market was 180 days.