53 Simonson Rd

Glen Head, NY 11545

$12,800,000
Price
10
Beds
20,000 Sq. Ft.
$640 / Sq. Ft.
20,000
Sq. Ft.
$640
per Sq. Ft.
a front view of a house with a garden and trees
an aerial view of a houses with a yard
front view of a house with a patio
a view of entryway bedroom and hall with wooden floor
a view of an entryway with a balcony
a living room filled with furniture and a potted plant
a living room with furniture and a wooden floor
a living room with furniture and a large window
a living room with couches a coffee table and a large window with garden view
a living room with furniture and large windows
a view of a dining room with furniture wooden floor and chandelier
a view of a dining room with furniture window and wooden floor
a open kitchen with stainless steel appliances granite countertop a stove a refrigerator a kitchen island a dining table and chairs with wooden floor
a kitchen with lots of counter top space and wooden floor
a dining hall with stainless steel appliances granite countertop a sink a window and chairs
a living room with furniture fireplace and flat screen tv
a spacious bedroom with bed and a large window
a living room with furniture and a window
a spacious bathroom with a double vanity sink a large mirror and a bathtub
a bathroom with a granite countertop shower a sink and a toilet
a bedroom with a bed wooden floor and dresser
a bathroom with a sink toilet and shower
a view of a patio with a table and chairs under an umbrella
a living room with couches and a flat screen tv
a front view of a house with garden
an aerial view of a house with a garden

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,...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.
  1. Listed by Jason P. Friedman • Daniel Gale Sothebys Intl Rlty
    P: (516)-466-4036 C: (516)-236-6226 jasonfriedman@danielgale.com
  2. Listed by Sarah R. Friedman • Daniel Gale Sothebys Intl Rlty
    P: (516)-466-4036 C: (516)-466-4036 sarahfriedman@danielgale.com

Property Details for 53 Simonson Road

City/Township
Oyster Bay
View
Open
Architectural Style
Estate
Garage Spaces
4.00
Waterfront
No
Section Area
Valentines Lane
LISTING UPDATED: 10/23/2025 01:09 PM

Property Details for 53 Simonson Road

StatusActive
MLS #922932
Days on Market69
Taxes$128,023 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeSingle Family
Year Built2018
Lot Size6.28 AC / 273,557 SF
CountyNassau County

Location

Listing Courtesy of Daniel Gale Sothebys Intl Rlty, Jason P. Friedman; Daniel Gale Sothebys Intl Rlty, Sarah R. Friedman
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Building Information for 53 Simonson Road

Stories-Year Built2018Building Size-Lot Size6.28 AC / 273,557 SF

Payment Calculator

$73,918 per month

30 year fixed, 6.28% Interest

Principal and Interest

$63,249

Property Taxes

$10,669

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Property Information for 53 Simonson Road

Summary
Location and General Information
  • Village: Old Brookville
  • Senior Community YN: No
  • Directions: Valentines Lane to Simonson Road
  • Tax Block: J07
  • Tax Lot: 948
  • Property Attached: No
  • Structure Type: false
  • Levels: Two
  • Property Condition: Actual
  • Country: US
  • State Or Province: NY
  • Water Access YN: No
School Information
  • School District: North Shore
  • Elementary School District: North Shore
  • Elementary School: Glen Head Elementary School
  • Middle Or Junior School District: North Shore
  • Middle Or Junior School: North Shore Middle School
  • High School District: North Shore
  • High School: North Shore Senior High School
Rental
Rental
  • Lease Considered: No
Unit Information
Unit Information
  • Building Units Total: 1
Room Information
Room 1 Information
  • Room Level: Basement
  • Room Type: Auxiliary Room
  • RoomDescription 1: WALK OUT - Foyer w/ Wine Rack, Office, Bedroom, 2 Full Baths, SittingRm, Golf Sim. Room, Gym and Sauna
Room 2 Information
  • Room Level: First
  • Room Type: Auxiliary Room
  • Room Description: Foyer, GreatRm with Wet Bar, Office, 2 PowderRms, Bed with Full Bath, Formal DiningRm, EIK, Butler's Pantry, Den & MudRm
Room 3 Information
  • Room Level: Second
  • Room Type: Auxiliary Room
  • Room Description: Primary Bedroom Suite with Attached Bath, 4 Additional Bedrooms with 4 Full Bathrooms, Laundry room
Taxes and HOA Information
Taxes and HOA Information
  • Parcel Number: 2415-20-J-07-0948-0
  • Additional Fees: No
  • Association: No
Interior and Exterior Features
Interior Features
  • Amenities: 1st Floor Bedrm, Balcony, Barn(s), Bedroom, Building Security, Built-in Features, Cathedral/Vaulted/High Ceiling, Central Vacuum, Chefs Kitchen, Covered, Crown Molding, Double Vanity, Eat in Kitchen, Elevator, Entertainment Cabinets, Entrance Foyer, Estate, Family Room, Fenced, First Floor Full Bath, Floor to Ceiling Windows, Formal Dining, Guest House, Hardwood Floors As Seen, High Ceilings, His and Hers Closets, In Ground, Kitchen Island, Living Room, Marble Counters, Multiple Locations, Natural Woodwork, Open, Open Floorplan, Open Kitchen, Outdoor Pool, Oversized Windows, Pantry, Patio, Pool House, Pool/Spa Combo, Porch, Primary Bathroom, Public, Rain Gutters, Sauna, Security Gate, Soaking Tub, Sound System, Speakers, Stone Counters, Storage, Terrace, Tile, Walk In Closet, Wall of Windows, Washer/Dryer Hookup, Wet Bar
  • 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
  • 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
  • Number Of Kitchens: 3.0
  • Total Rooms: 25
  • Basement: Finished, Full, Walk-Out Access
  • Attic Description: See Remarks
  • Fireplace: Yes
  • Fireplaces Total: 6
  • Fireplace Features: Bedroom, Family Room, Living Room
  • Location Amenities: Stainless Steel Appliances, Walk Out Basement, Balcony, Fenced, Fenced Yard, Hardwood Floors As Seen, 1st Fl Master Bedroom, Cathedral/Vaulted/High Ceiling, Chef's Kitchen, Dual Sinks, Eat in Kitchen, Elevator, Entry Foyer, Foyer, Formal Dining Room, High Ceilings, Island Kitchen, Marble Countertops, Open Kitchen, Pantry, Soacking Tub, Storage, Walk In Closet, WD Hookup, Wetbar, Barn(s), Heated Parking, Patio, Porch, Terrace, In Ground Pool, Pool Outdoor, Oversized Windows, Wall of Windows
  • Laundry Features: Multiple Locations
  • Security Features: Building Security,Security Gate
  • Spa: Yes
  • Window Features: Floor to Ceiling Windows,Oversized Windows,Wall of Windows
  • Flooring: Hardwood, Tile
  • Exclusions: Contact Listing Agent(s)
  • Living Area: 20,000.00
  • Basement: Yes
Exterior Features
  • Exterior Features: Balcony, Rain Gutters, Speakers
  • Exterior Property Features: Balcony, Rain Gutters, Speakers, In Ground, Outdoor Pool, Pool/Spa Combo, Covered, Patio, Porch, Terrace, Attached, Heated Garage, Oversized, Fenced, Floor to Ceiling Windows, Oversized Windows, Wall of Windows, Back Yard, Front Yard, Landscaped, Level
  • Elevation Certificate: Yes
  • Fencing: Fenced
  • Patio And Porch Features: Covered,Patio,Porch,Terrace
  • Construction Materials: Stone, Stucco
  • Other Structures: Barn(s),Guest House,Pool House
  • Horse: Yes
  • Pool Private: Yes
  • Pool Features: In Ground,Outdoor Pool,Pool/Spa Combo
  • Pool Details: In Ground,Outdoor Pool,Pool/Spa Combo
Lot Information
  • Lot Features: Back Yard, Front Yard, Landscaped, Level
  • Additional Parcel: No
  • Site Features: Back Yard, Front Yard, Landscaped, Level
  • Building Area Units: Square Feet
Parking
  • Parking Features: Attached, Heated Garage, Oversized
  • Garage: Yes
  • Carport: Yes
  • Carport Spaces: 1.0
Utilities
  • Cooling: Central Air
  • Heating: Natural Gas, Radiant, Radiant Floor
  • Heat Fuel Type: Natural Gas, Radiant, Radiant Floor
  • Sewer: Cesspool
  • Water Source: Public
  • Utilities: Electricity Connected, Natural Gas Connected, Trash Collection Public, Water Connected
Green Features
  • Green Features: Floor to Ceiling Windows, Oversized Windows, Wall of Windows, 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, Natural Gas, Radiant, Radiant Floor, Balcony, Rain Gutters, Speakers, In Ground, Outdoor Pool, Pool/Spa Combo
Agent
Payment and Rate
  • Down Payment Resource: No

Property History for 53 Simonson Road

DateEvent & SourcePriceAppreciation
Jan 6, 2016

Sold (Public Record)

Public Record #566996739

$3,100,000—
Jan 6, 2016

Sold (Public Record)

Public Record #566996739

$3,100,000—
Jan 6, 2016

Sold (Public Record)

Public Record #566996739

$3,100,000—
Jan 6, 2016

Sold (Public Record)

Public Record #566996739

$3,100,000—
DateEvent & SourcePrice
01/06/2016

Sold (Public Record)

Public Record #566996739

$3,100,000
01/06/2016

Sold (Public Record)

Public Record #566996739

$3,100,000
01/06/2016

Sold (Public Record)

Public Record #566996739

$3,100,000
01/06/2016

Sold (Public Record)

Public Record #566996739

$3,100,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 53 Simonson Road

Taxable ValueLand$1,374Additions$4,495Total$5,869
Tax Record2025$104,594 ($8,716 / month)
Home Facts
Baths1Total Finished SqFt10,546 SqFtAbove Grade Finished SqFt10,546 SqFtUnfinished Basement SqFt13 SqFtStories2Lot Size273,557 SqFtStyleSingle Family ResidenceYear Built2018CountyNASSAUAPN20-J07-00-0948Fireplace TypeHas Fireplace

Schools near 53 Simonson Road

This home is within North Shore Central School District.
Rating
School
Type
Grades
Distance
North Shore Middle School
Public - K to 8
North Shore Senior High School
Public - K to 12
Glen Head Elementary School
Public - K to 5
Glenwood Landing Elementary School
Public - K to 5
Rating
School
Distance
North Shore Middle School
PublicK to 8

North Shore Senior High School
PublicK to 12

Glen Head Elementary School
PublicK to 5

Glenwood Landing Elementary School
PublicK to 5

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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More information about 53 Simonson Road, Glen Head, NY 11545

53 Simonson Road is a single family home for sale in Glen Head, NY 11545. This property was listed for sale on October 15, 2025 by Daniel Gale Sothebys Intl Rlty, it's currently listed at $12,800,000. It has been on the market for a total of 69 days and was last sold on January 6, 2016. This listing's school district is North Shore Central School District. Nearby schools include North Shore Middle School, North Shore Senior High School and Glen Head Elementary School. 53 Simonson Road is a 10-bed, 15-bath, 20,000 sqft single family home built in 2018.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of Daniel Gale Sothebys Intl Rlty, Jason P. Friedman; Daniel Gale Sothebys Intl Rlty, Sarah R. Friedman

Properties displayed may be listed or sold by various participants in the MLS. Based on information submitted to the MLS GRID as of 12/24/2025 05:35 AM. All data is obtained from various sources and may not have been verified by broker orMLS GRID. Supplied Open House Information is subject to change without notice. All informationshould be independently reviewed and verified for accuracy. Properties may or may not be listed bythe office/agent presenting the information.