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    1 home
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      53 Simonson Road, Old Brookville, NY 11545
      53 Simonson Road, Old Brookville, NY 11545
      $12,800,000
      10beds
      13 full, 2 halfbath
      20,000sqft
      6.28acres
      House for Sale

      53 Simonson Road, Old Brookville, NY 11545

      Listing by: Daniel Gale Sothebys Intl Rlty
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      Copyright © 2025 OneKey® MLS LLC
      Display of MLS Data is usually deemed reliable but is NOT guaranteed accurate by the MLS. Buyers are responsible for verifying the accuracy of all information and should investigate the data themselves or retain appropriate professionals.
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      OneKey® MLS
      53 Simonson Road, Old Brookville, NY 11545
      53 Simonson Road, Old Brookville, NY 11545
      53 Simonson Road, Old Brookville, NY 11545
      53 Simonson Road, Old Brookville, NY 11545
      53 Simonson Road, Old Brookville, NY 11545
      53 Simonson Road, Old Brookville, NY 11545
      53 Simonson Road, Old Brookville, NY 11545
      53 Simonson Road, Old Brookville, NY 11545
      53 Simonson Road, Old Brookville, NY 11545
      53 Simonson Road, Old Brookville, NY 11545
      53 Simonson Road, Old Brookville, NY 11545
      53 Simonson Road, Old Brookville, NY 11545
      53 Simonson Road, Old Brookville, NY 11545
      53 Simonson Road, Old Brookville, NY 11545
      53 Simonson Road, Old Brookville, NY 11545
      53 Simonson Road, Old Brookville, NY 11545
      53 Simonson Road, Old Brookville, NY 11545
      53 Simonson Road, Old Brookville, NY 11545
      53 Simonson Road, Old Brookville, NY 11545
      53 Simonson Road, Old Brookville, NY 11545
      53 Simonson Road, Old Brookville, NY 11545
      53 Simonson Road, Old Brookville, NY 11545
      53 Simonson Road, Old Brookville, NY 11545
      53 Simonson Road, Old Brookville, NY 11545
      53 Simonson Road, Old Brookville, NY 11545
      53 Simonson Road, Old Brookville, NY 11545
      53 Simonson Road, Old Brookville, NY 11545
      53 Simonson Road, Old Brookville, NY 11545
      53 Simonson Road, Old Brookville, NY 11545
      53 Simonson Road, Old Brookville, NY 11545
      53 Simonson Road, Old Brookville, NY 11545
      53 Simonson Road, Old Brookville, NY 11545
      53 Simonson Road, Old Brookville, NY 11545
      53 Simonson Road, Old Brookville, NY 11545
      53 Simonson Road, Old Brookville, NY 11545
      53 Simonson Road, Old Brookville, NY 11545
      53 Simonson Road, Old Brookville, NY 11545
      53 Simonson Road, Old Brookville, NY 11545
      53 Simonson Road, Old Brookville, NY 11545
      53 Simonson Road, Old Brookville, NY 11545
      53 Simonson Road, Old Brookville, NY 11545
      53 Simonson Road, Old Brookville, NY 11545
      53 Simonson Road, Old Brookville, NY 11545
      $12,800,000
      10beds
      13full,2half bath
      20,000sqft
      6.28acres

      53 Simonson Road, Old Brookville, NY 11545

      City/Town:Old Brookville   Post Office: Old Brookville     

      House for Sale by Jason P. FriedmanDaniel Gale Sothebys Intl Rlty.

      Data checked -. Listing last updated 43 days ago.
      1. Overview
      2. Details
      3. More 

      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 3/4 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.

      Internet Serviceability
      Details
        Property type
      Residential
        Year built
      2018
        Heating
      Natural Gas, Radiant, Radiant Floor
        Cooling
      Central Air
        Total rooms
      25
        Garage
      Yes (4 space)
        City/Town
      Old Brookville
        Post Office
      Old Brookville
        Parking spots
      -
      922932
      MLS ID
      Active
      Status
      10/15/2025
      On Market Date
        Laundry features
      Multiple Locations
        Flooring
      Hardwood, Tile
        Fireplace
      Yes
        Pets allowed
        Architectural Style
      Estate
        Basement
      Finished, Full, Walk-Out Access
        View
      Open
      Interior features
      First Floor Bedroom, First Floor Full Bath, Built-in Features, Cathedral Ceiling(s), Central Vacuum, Chefs Kitchen, Crown Molding, Double Vanity, Eat-in Kitchen, Elevator, Entertainment Cabinets, Entrance Foyer, Formal Dining, High Ceilings, His and Hers Closets, Kitchen Island, Marble Counters, Natural Woodwork, Open Floorplan, Open Kitchen, Pantry, Primary Bathroom, Sauna, Soaking Tub, Sound System, Speakers, Stone Counters, Storage, Walk-In Closet(s), Washer/Dryer Hookup, Wet Bar
      Exterior features
      Balcony, Rain Gutters, Speakers
      Lot features
      Back Yard, Front Yard, Landscaped, Level
      Appliances included
      Convection Oven, Cooktop, Dishwasher, Dryer, Exhaust Fan, Freezer, Gas Cooktop, Gas Oven, Gas Range, Microwave, Oven, Range, Refrigerator, Stainless Steel Appliance(s), Washer, Wine Refrigerator
      Construction materials
      Stone, Stucco
      Monthly taxes
      $10,669
      Yearly taxes
      $128,023.09
      Community Features
      -
      School district
      North Shore
      Schools
      Glen Head Elementary School, North Shore Middle School, North Shore Senior High School
      Senior community
      No
      Common Charges
      -
      Maintenance
      -
      Additional Fees
      -
      Open Houses
      In-Person
      No upcoming in-person open houses
      Virtual
      No upcoming virtual open houses
      Contact Agent
      Listing By:
      Jason P. Friedman
      Jason P. Friedman
      Sarah R. Friedman
      Sarah R. Friedman
      Jason P. Friedman
      Jason P. Friedman
      Real Estate Salesperson, Daniel Gale Sothebys Intl Rlty
      Direct Number 
       
      Sarah R. Friedman
      Sarah R. Friedman
      Real Estate Salesperson, Daniel Gale Sothebys Intl Rlty
      Direct Number 
       
      Location
      Valentines Lane to Simonson Road
      For Sale Nearby
      No nearby homes are For Sale Nearby.
      Recently Sold
      No nearby homes have been Recently Sold.
      53 Simonson Road, Old Brookville, NY 11545, is a 10 bedroom, 13 bathroom, 20000 sqft. Single Family Residence built in 2018. This property is currently available for sale and was listed on OneKey® MLS on 10-15-2025. The MLS# for this Single Family Residence is MLS# 922932.
      Display of MLS Data is usually deemed reliable but is NOT guaranteed accurate by the MLS. Buyers are responsible for verifying the accuracy of all information and should investigate the data themselves or retain appropriate professionals.
      Copyright ©2025