Christie Allison
Licensed Real Estate Salesperson
REALTOR®
Oneonta, NY
Office: (607) 435-3280 (607) 437-4690
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53 Simonson Road, Old Brookville, NY 11545

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Property Description

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 ex

53 Simonson Road | MLS# 922932

This single family home located at 53 Simonson Road, Old Brookville, NY 11545 is currently listed for sale with an asking price of $12,800,000. This property was built in 2018 and has 10 bedrooms and 13 full and 2 partial baths with 20000 sq. ft. Simonson Road is located within the North Shore school district. Search Old Brookville real estate on christie-allison.timberlandproperties.com today.

Gallery

Property Features

Property Type: Residential - Single Family
Basement: Yes
Basement: Finished, Full, Walk-Out Access
Cooling: Central Air
Fenced: Yes
Fireplaces: 6
Garage: 4
Heating: Natural Gas, Radiant, Radiant Floor
Home Style: Estate
Lot Size: 6.28 Acres
Taxes: $128,023
Year Built: 2018

Amenities

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
Balcony
Rain Gutters
Speakers

Feature Descriptions

Appliances: 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
Days on Site: 140
Elevator: Y
Exclusions: Contact Listing Agent(s)
Exterior: Stone, Stucco
Fencing: Fenced
Fireplace Features: Bedroom, Family Room, Living Room
Fireplace Y/N: Yes
Flooring: Hardwood, Tile
Formal Dining: Yes
GarageY/N: Yes
HorseY/N: Yes
Laundry: Multiple Locations
Lot Features: Back Yard, Front Yard, Landscaped, Level
Number Of Kitchens: 3
On Market Date: 2025-10-15
Other Structures: Barn(s), Guest House, Pool House
Parcel Number: 2415-20-J-07-0948-0
Parking Features: Attached, Heated Garage, Oversized
Patio And Porch: Covered, Patio, Porch, Terrace
Pool Features: In Ground, Outdoor Pool, Pool/Spa Combo
Rental Term: Monthly
Rooms Total: 25
Sauna: Yes
Security Features: Building Security, Security Gate
Sewer: Cesspool
Spa Y/N: Yes
Special View Info: Open
Swimming Pool: Yes
Utilities: Electricity Connected, Natural Gas Connected, Trash Collection Public, Water Connected
Water: Public
Window Features: Floor to Ceiling Windows, Oversized Windows, Wall of Windows

Local Schools

High School: North Shore Senior High School
Middle School: North Shore Middle School
Elementary School: Glen Head Elementary School
School District: North Shore

Estimate Your Payment

Estimated Payment

$ 42,889.17 per month $28,487.25 Principal & Interest $10,668.58 Property Tax $3,733.33 Homeowner's Insurance

Change Payment Information

%
years/fixed
yearly
yearly (est.)
(Payments are an estimate and may vary by lender)

Demographics

Listed By / Shown By

Listing By

Agency Name: Daniel Gale Sothebys Intl Rlty
Agency Contact: 516-466-4036

Shown By

Agent Name: Christie Allison
Agent Phone: (607) 437-4690
Agency Title: Timberland Properties

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All information is deemed reliable but not guaranteed. All properties are subject to prior sale, change, or withdrawal. Neither broker(s), nor agent(s) shall be responsible for any typographical errors, misinformation, or misprints, and shall be held totally harmless. Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information on this site was last updated 03/04/2026. The listing information on this page last changed on 03/04/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Wed 03/04/2026 5:35:32 AM EST) or Global MLS (last updated Wed 03/04/2026 1:21:53 AM EST) or New York State Alliance MLS (last updated Wed 03/04/2026 2:34:23 AM EST) or Hudson Valley Catskill Region MLS (last updated Wed 03/04/2026 12:11:15 AM EST) or OneKey MLS (last updated Wed 03/04/2026 1:45:01 AM EST). Real estate listings held by brokerage firms other than Timberland Properties may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.

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