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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. FOR COLORADO VIEWERS, INFORMATION ABOUT NON-COMMERCIAL PROPERTIES IS PROVIDED EXCLUSIVELY FOR YOUR PERSONAL, NON-COMMERCIAL USE.

575 MADISON AVENUE, NEW YORK, NY 10022. 212.891.7000 © 2025 DOUGLAS ELLIMAN REAL ESTATE. EQUAL EMPLOYMENT OPPORTUNITY PROVIDER. ALL MATERIAL PRESENTED HEREIN IS INTENDED FOR INFORMATION PURPOSES ONLY. WHILE THIS INFORMATION IS BELIEVED TO BE CORRECT, IT IS REPRESENTED SUBJECT TO ERRORS, OMISSIONS, CHANGES, OR WITHDRAWAL WITHOUT NOTICE. ALL PROPERTY INFORMATION, INCLUDING, BUT NOT LIMITED TO SQUARE FOOTAGE, ROOM COUNT, NUMBER OF BEDROOMS, AND THE SCHOOL DISTRICT IN PROPERTY LISTINGS SHOULD BE VERIFIED BY YOUR OWN ATTORNEY, ARCHITECT, OR ZONING EXPERT. EQUAL HOUSING OPPORTUNITY.LISTING DATA REFRESHED ON OCT 19 2025 AT 11:21 PM.

DOUGLAS ELLIMAN IS A LICENSED REAL ESTATE BROKER IN CALIFORNIA WITH LICENSE # 01947727, COLORADO WITH LICENSE # EC100053892, CONNECTICUT WITH LICENSE # REB.0314827, THE DISTRICT OF COLUMBIA WITH LICENSE # REO40000160, FLORIDA WITH LICENSE # CQ1020232, MARYLAND WITH LICENSE # 645270, MASSACHUSETTS WITH LICENSE # 422764, NEVADA WITH LICENSE # 1454643, NEW JERSEY WITH LICENSE # 0572105, NEW YORK WITH LICENSE # 10991211812, TEXAS WITH LICENSE # 9008706, AND VIRGINIA WITH LICENSE # 0226035659.

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53 Simonson Rd

old brookville, NY 11545

$12,800,000

  • 10 BR
    13 BA, 2 HALF BA
    APPROX. 20,000 SF

INTERESTED? LET'S CONNECT

Situated behind two private gates, in one of Long Island’s most prestigious enclaves, this newly constructed 10 bedroom, 15 bathroom modern estate is a masterclass in elevated design and luxurious living. Set on an expansive, meticulously landscaped property, the residence pairs timeless architectural grandeur with sleek, contemporary finishes to create a rare and refined sanctuary.

A striking stone and stucco facade with oversized black-trim windows sets a sophisticated tone upon arrival. Inside, a dramatic marble foyer with a sweeping spiral staircase unveils the heart of the home: a voluminous great room featuring soaring ceilings, a sleek gas fireplace, bespoke wet bar, and walls of glass that dissolve the boundary between indoors and out. Every inch of this residence speaks to thoughtful luxury. The chef’s kitchen is clad in two-toned cabinetry, boasts a suite of chef-grade stainless steel appliances and thick-cut stone countertops. The welcoming family room has a warm fireplace with a custom, stone mantel and beautiful natural wood built-ins. Entertain effortlessly in the formal dining room, designed to host 14+ guests, supported by a fully outfitted butler’s pantry.

Designed for both grand entertaining and intimate day-to-day living, the main level also features a spacious home office with a private sitting area, two elegant powder rooms, a guest-ready first-floor bedroom suite, an elevator and a mudroom conveniently located off of the 4-car attached garage.

Upstairs, the primary wing evokes the atmosphere of a five-star hotel, complete with a private lounge, dressing and vanity area, spa-like bath with an oversized rain shower and soaking tub, radiant heated floors, and multiple walk-in closets, with custom wardrobe installations. There are four additional bedrooms, four marble full-bathrooms and an expansive laundry room.

The walk-out lower level is a world unto itself, beginning with a dramatic foyer framed by a floor-to-ceiling wine display wall. Details include a one-bedroom guest suite, media or den space, full bath, a state-of-the-art gym with sound system and sauna, and a full-scale golf simulator for year-round recreation.

Outdoors, the resort-quality amenities continue with a covered patio with a fireplace, a built-in kitchen, and a sparkling in-ground pool and spa. A poolside cabana offers yet another luxe retreat, complete with a kitchenette, lounge, changing rooms, and full bath. Beyond the main residence, a two-story barn with a loft serves as an 8-stall equestrian facility or an extraordinary car collector's gallery, accompanied by a fully-appointed five-bedroom guest house for extended stays or guest quarters.

Nestled in a picturesque and ultra-private setting, this 20,000+ Sq.Ft. Old Brookville masterpiece redefines modern estate living with unmatched elegance, scale, and functionality. Located within the North Shore School District.

Details

20,000 Sq Ft

6.28 Private Acres Lot Size

Single Family Home

$128,023 Annual Tax

Built in 2018

MLS/Listing ID 922932

Amenities & Features

Fenced

Living Room Fireplace

Family Room Fireplace

Bedroom Fireplace

Tile

Hardwood

Heating - Radiant Floor

Stainless Steel Appliance(s)

Style - Estate

Chef's Kitchen

Open kitchen

Washer/Dryer Hookup

Lot - Back Yard

Open View

Oversized Windows

Wall of Windows

Heating - Radiant

Heating - Natural Gas

Wet Bar

Walk-in Closets

Storage

Stone Countertops

Wine Refrigerator

Washer

Refrigerator

Range

Oven

Microwave

Gas Range

Gas Oven

Gas Cooktop

Freezer

Lot - Level

Built-in Features

Cathedral Ceilings

Central Vacuum

Crown Molding

Double Vanity

Eat-in Kitchen

Elevator

Lot - Landscaped

Lot - Front Yard

Parking - Oversized

Parking - Heated Garage

Parking - Attached

Terrace

Porch

Patio

Covered

Pool - Spa Combo

Entrance Foyer

Sound System

Pool - Outdoor

Pool - Inground

Exhaust Fan

Dryer

Dishwasher

Cooktop

Convection Oven

Soaking Tub

Sauna

Pantry

Open Floor Plan

Natural Woodwork

Marble Countertops

Kitchen Island

His and Hers Closets

High Ceilings

Construction - Stucco

Construction - Stone

Cooling - Central Air

Rain Gutters

Balcony

ONEKEY

Source of Data: ONEKEY MLS

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TOTAL MONTHLY COST

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  • PRINCIPAL & INTEREST

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  • PROPERTY TAXES

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  • COMMON CHARGES

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