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38 Chestnut Hill Drive, 
Upper Brookville, NY 11771

$7,250,000


6

Beds


9

Baths


15,000

Sq Ft


Single Family

Sold

Listed by

Shawn R. Elliott

Zachary Elliott

Bought with Compass Greater NY LLC

Nest Seekers LLC.

MLS#

811272

Source:

OneKey MLS

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About This Home

38 Chestnut Hill Drive

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.

Home Facts

Single Family

9 Baths

6 Bedrooms

Built in 1998

Price Summary

7,950,000

$530 per Sq. Ft.

MLS #:

811272

Sold:

June 25, 2025


Rooms & Interior

Bedrooms

Total Bedrooms:

6

Bathrooms

Total Bathrooms:

9

Full Bathrooms:

6

Interior

Living Area:

15,000 Sq. Ft.


Structure

Structure

Architectural Style:

Colonial

Building Area:

15,000 Sq. Ft.

Year Built:

1998


Lot

Lot Size (Sq. Ft):

223,027


Finances & Disclosures

Finances

Price:

$7,950,000

Price per Sq. Ft:

$530 per Sq. Ft.

Source:OneKey MLS
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