$12,800,000

53 Simonson Rd Glen Head, NY 11545

Estimated payment $76,939/month

Total Views 15,004
10 Beds
15 Baths
20,000 Sq Ft
$640 Price per Sq Ft

Highlights

  • Guest House
  • Barn
  • Building Security
  • North Shore Middle School Rated A+
  • Horses Allowed On Property
  • Pool House

About This Home

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.

Listing Agent

Jason Friedman

Daniel Gale Sothebys Intl Rlty Brokerage Phone: 516-466-4036 License #10401223998 Listed on: 10/15/2025

Daniel Gale Sothebys Intl Rlty

Co-Listing Agent

Sarah Friedman

Daniel Gale Sothebys Intl Rlty Brokerage Phone: 516-466-4036 License #40FR0973610

Home Details

Home Type

  • Single Family

Est. Annual Taxes

  • $128,023

Year Built

  • Built in 2018

Lot Details

  • 6.28 Acre Lot
  • Fenced
  • Landscaped
  • Level Lot
  • Back and Front Yard

Parking

  • 4 Car Attached Garage
  • 1 Carport Space
  • Heated Garage

Home Design

  • Estate
  • Stone Siding
  • Stucco

Interior Spaces

  • 20,000 Sq Ft Home
  • 2-Story Property
  • Elevator
  • Open Floorplan
  • Wet Bar
  • Central Vacuum
  • Indoor Speakers
  • Sound System
  • Built-In Features
  • Woodwork
  • Crown Molding
  • Cathedral Ceiling
  • Floor-to-Ceiling Windows
  • Mud Room
  • Entrance Foyer
  • Family Room
  • Living Room with Fireplace
  • 6 Fireplaces
  • Formal Dining Room
  • Storage
  • Sauna
  • Security Gate

Kitchen

  • Eat-In Gourmet Kitchen
  • Butlers Pantry
  • Convection Oven
  • Gas Oven
  • Gas Cooktop
  • Microwave
  • Freezer
  • Dishwasher
  • Wine Refrigerator
  • Stainless Steel Appliances
  • Kitchen Island
  • Marble Countertops

Flooring

  • Wood
  • Radiant Floor
  • Tile

Bedrooms and Bathrooms

  • 10 Bedrooms
  • Main Floor Bedroom
  • Fireplace in Bedroom
  • En-Suite Primary Bedroom
  • Dual Closets
  • Walk-In Closet
  • Bathroom on Main Level
  • Double Vanity
  • Soaking Tub

Laundry

  • Laundry Room
  • Laundry in multiple locations
  • Dryer
  • Washer

Finished Basement

  • Walk-Out Basement
  • Basement Fills Entire Space Under The House

Pool

  • Pool House
  • Pool and Spa
  • In Ground Pool
  • Outdoor Pool

Outdoor Features

  • Balcony
  • Covered Patio or Porch
  • Terrace
  • Outdoor Speakers
  • Rain Gutters

Schools

  • Glen Head Elementary School
  • North Shore Middle School
  • North Shore Senior High School

Utilities

  • Central Air
  • Vented Exhaust Fan
  • Heating System Uses Natural Gas
  • Radiant Heating System
  • Natural Gas Connected
  • Cesspool

Additional Features

  • Guest House
  • Barn
  • Horses Allowed On Property

Community Details

  • Building Security

Listing and Financial Details

  • Exclusions: Contact Listing Agent(s)
  • Legal Lot and Block 948 / J07
  • Assessor Parcel Number 2415-20-J-07-0948-0

Home Details

Home Type

Single Family

Est. Annual Taxes

$128,023

Year Built

Built in 2018

Lot Details

0

Parking

4

Listing Details

  • Property Type: Residential
  • Architectural Style: Estate
  • Property SubType: Single Family Residence
  • Property Condition: Actual
  • Levels: Two
  • Exclusions: Contact Listing Agent(s)
  • Year Built: 2018
  • Attribution Contact: 516-466-4036
  • Co List Office Mls Id: KEYGALE31
  • Co List Office Phone: 516-466-4036
  • Carport Y N: Yes
  • CurrentPrice: 12800000.00
  • MlsMajorChangeType: New Listing
  • CurrentPrice_By_LivingArea: 640.00000
  • ListPrice_By_LivingArea: 640.00000
  • ListPrice_By_OriginalListPrice: 1.00000
  • ListPrice_By_LotSizeAcres: 2038216.5605
  • LivingAreaSearchSqFt: 20000.00
  • Special Features: None
  • Property Sub Type: Detached

Interior Features

  • 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
  • Interior 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
  • Fireplaces: 6
  • Flooring: Hardwood, Tile
  • Fireplace Features: Bedroom, Family Room, Living Room
  • Full Bathrooms: 13
  • Half Bathrooms: 2
  • Basement: Finished, Full, Walk-Out Access
  • Total Bedrooms: 10
  • Fireplace: Yes
  • Living Area: 20000
  • Window Features: Floor to Ceiling Windows, Oversized Windows, Wall of Windows
  • Other Equipment: Generator, Irrigation Equipment, Pool Equip/Cover
  • Basement YN: Yes

Exterior Features

  • Other Structures: Barn(s), Guest House, Pool House
  • Construction Materials: Stone, Stucco
  • Fencing: Fenced
  • Pool Features: In Ground, Outdoor Pool, Pool/Spa Combo
  • Pool Private: Yes
  • Spa: Yes
  • View: Open
  • Exterior Features: Balcony, Rain Gutters, Speakers
  • Patio and Porch Features: Covered, Patio, Porch, Terrace
  • Waterfront: No

Garage/Parking

  • Garage Spaces: 4
  • Garage: Yes
  • Parking Description: Attached, Heated Garage, Oversized
  • Carport Spaces: 1

Utilities

  • Cooling: Central Air
  • Heating: Natural Gas, Radiant, Radiant Floor
  • Laundry Features: Multiple Locations
  • Security: Building Security, Security Gate
  • Sewer: Cesspool
  • Utilities: Electricity Connected, Natural Gas Connected, Trash Collection Public, Water Connected
  • Water Source: Public

Condo/Co-op/Association

  • Senior Community: No
  • Association: No

Schools

  • Middle School: North Shore Middle School

Lot Info

  • Horses: Yes
  • Lot Size Acres: 6.28
  • Lot Size Sq Ft: 273557
  • Lot Features: Back Yard, Front Yard, Landscaped, Level
  • Parcel Number: 2415-20-J-07-0948-0
  • Property Attached: No
  • Additional Parcels: No

Rental Info

  • Lease Considered: No

Tax Info

  • Tax Annual Amount: 128023.09
  • Tax Block: J07
  • Tax Lot: 948
  • Tax Year: 2025

MLS Schools

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

Map

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Home Values in the Area

Source: Public Records

Average Home Value in this Area





Source: Public Records

Tax History

Year Tax Paid Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. Land Improvement
2025 $104,594 $5,869 $1,374 $4,495
2024 $18,490 $6,080 $1,211 $4,869
2023 $116,909 $6,111 $1,218 $4,893
2022 $140,138 $6,896 $1,374 $5,522
2021 $36,276 $1,624 $1,536 $88
2020 $36,373 $3,436 $3,435 $1
2019 $42,146 $3,436 $3,435 $1
2018 $42,146 $4,477 $0 $0
2017 $32,347 $4,477 $3,073 $1,404
2016 $40,285 $4,741 $2,808 $1,933
2015 $7,497 $5,004 $2,696 $2,308
2014 $7,497 $5,004 $2,696 $2,308
2013 $8,134 $5,800 $3,125 $2,675
Source: Public Records

Property History

Date Event Price List to Sale Price per Sq Ft
10/15/2025 10/15/25 For Sale $12,800,000 -- $640 / Sq Ft
Source: OneKey® MLS

Purchase History

Date Type Sale Price Title Company
Bargain Sale Deed -- Amtrust Title Ins Company
Bargain Sale Deed $3,100,000 First American Title Ins Co
Bargain Sale Deed $3,100,000 First American Title Ins Co
Deed $1,300,000 --
Deed $1,300,000 --
Interfamily Deed Transfer -- --
Source: Public Records

Mortgage History

Date Status Loan Amount Loan Type
Open $1,000,000 Construction
Previous Owner $2,325,000 New Conventional
Source: Public Records

Source: OneKey® MLS

MLS Number: 922932

OneKey® MLS

APN: 2415-20-J-07-0948-0