53 Simonson Rd Glen Head, NY 11545
Estimated payment $76,939/month
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
Daniel Gale Sothebys Intl Rlty Brokerage Phone: 516-466-4036 License #10401223998 Listed on: 10/15/2025
Co-Listing Agent
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
Map
Home Values in the Area
Average Home Value in this Area
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 |
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 |
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 | -- | -- |
Mortgage History
| Date | Status | Loan Amount | Loan Type |
|---|---|---|---|
| Open | $1,000,000 | Construction | |
| Previous Owner | $2,325,000 | New Conventional |
Source: OneKey® MLS
MLS Number: 922932
APN: 2415-20-J-07-0948-0
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