Roma Sharma

39 Chestnut Hill Drive , Upper Brookville, NY 11771

$12,750,000
  • 39 Chestnut Hill Drive , Upper Brookville, NY 11771 Main Photo

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Roma Sharma
Call: (347) 273-4067
Text: (347) 273-4067

New to the Market
BEDS8 BATHS8 full 2 partial SQUARE FEET12,708 MLS#1056809
STATUSActive PROPERTY TYPEResidential - Single Family SCHOOLLocust Valley

Property Description

Built in 2001 and privately set on five pristine acres, this extraordinary estate is a residence of rare character and enduring elegance, blending old-world craftsmanship, architectural drama, and gracious modern living. From richly detailed formal rooms to expansive spaces designed for entertaining, every level reveals another layer of thoughtful design.The home makes an immediate impression with a distinguished foyer featuring classic checkered flooring, where graceful archways establish a sense of symmetry and sophistication. Beyond, the formal living room is beautifully appointed with intricate hardwood floors, a marble fireplace and mantel, and French doors opening directly to the terrace, creating an effortless connection between the interiors and gardens.A formal office boasts distinguished rich hardwood paneling, an intricately finished plaster ceiling, and its own wood-burning fireplace. The formal dining room is equally refined, framed by substantial moldings and anchored by another fireplace-an elegant setting for both intimate dinners and grand-scale entertaining. One of the home's most memorable architectural moments is a discreet curved staircase leading to the dramatic family room. Here, soaring vaulted ceilings, exposed wood beams, and a monumental stone fireplace create a remarkable sense of scale. A concealed door reveals a private wet bar, adding an unexpected and sophisticated element for entertaining.The kitchen and service areas have been conceived with both beauty and function in mind. A handsome butler's pantry features a hand-painted tile backsplash, marble countertops, and abundant preparation space. The expansive farmhouse-inspired eat-in kitchen is finished with warm terracotta floors, two porcelain farmhouse sinks, oversized chef's appliances, a substantial center island, and a sun-filled breakfast area overlooking the grounds. A pantry and discreetly positioned powder room are located just off the kitchen, while a circular rear staircase provides convenient access between levels. A separate side entrance opens to a practical mudroom with an additional service pantry, complete with sink and refrigerator.Ascending to the second floor, an oval wood architectural ceiling crowns a gracious landing overlooking the level below, creating a striking transition to the private bedroom quarters. The secondary accommodations include four generously proportioned bedrooms, one with its own loft space, each appointed with a marble en-suite bath. Near the rear-stair landing, a convenient pr

39 Chestnut Hill Drive | MLS# 1056809

This single family home located at 39 Chestnut Hill Drive , Upper Brookville, NY 11771 is currently listed for sale with an asking price of $12,750,000. This property was built in 2001 and has 8 bedrooms and 8 full and 2 partial baths with 12708 sq. ft. Chestnut Hill Drive is located within the Locust Valley school district. Search Upper Brookville real estate on romasharma.laffey.com today.

Property Features

Property Type: Residential - Single Family
Basement: Yes
Basement: Finished, Full
Cooling: Central Air
Garage: 3
Heating: Forced Air, Hot Air, Radiant, Radiant Floor
Home Style: Estate
Lot Size: 5.00 Acres
Taxes: $68,805
Year Built: 2001

Amenities

Beamed Ceilings
Cathedral Ceiling(s)
Chefs Kitchen
Double Vanity
Eat-in Kitchen
Entrance Foyer
Formal Dining
Granite Counters
High Ceilings
His and Hers Closets
Kitchen Island
Marble Counters
Natural Woodwork
Pantry
Primary Bathroom
Quartz/Quartzite Counters
Sauna
Sound System
Speakers
Stone Counters
Walk-In Closet(s)
Wet Bar

Feature Descriptions

Appliances: Cooktop, Dishwasher, Dryer, Freezer, Gas Cooktop, Gas Oven, Gas Range, Microwave, Oven, Range, Refrigerator, Stainless Steel Appliance(s), Washer, Wine Refrigerator
Association Fee: $2000/Annually
Association Fee Includes: Other
Attic: Walkup
Building Area Total: 13620
Exterior: Brick
Fireplace Y/N: Yes
Formal Dining: Yes
GarageY/N: Yes
On Market Date: 2026-09-29
Other Structures: Pool House
Parcel Number: 2427-24-E-00-1048-0
Parking Features: Attached
Rental Term: Monthly
Rooms Total: 13
Sauna: Yes
Sewer: Cesspool
Spa Y/N: Yes
Swimming Pool: Yes
Utilities: Electricity Connected
Water: Public

Local Schools

High School: Locust Valley High School
Middle School: Locust Valley Middle School
Elementary School: Bayville Elementary School
School District: Locust Valley

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Estimated Payment

$ 37,828.47 per month $28,375.97 Principal & Interest $5,733.75 Property Tax $3,718.75 Homeowner's Insurance

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Listed By / Shown By

Listing By

Agency Name: Daniel Gale Sothebys Intl Rlty
Agency Contact: 516-626-7600

Shown By

Agent Name: Roma Sharma
Agent Phone: (347) 273-4067
Agency Title: Laffey Real Estate

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