Single Family
53 Simonson Road
Pending · Oyster Bay · Nassau County, NY 11545
- Bedrooms
- 10 Beds
- Bathrooms
- 15 Baths
- Year built
- 2018
- Est. monthly taxes
- $10,668.59
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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 snapshot
- Days on site
- 59 days
- Listed on MLS
- Oct 15, 2025
- Full baths
- 13
- Half baths
- 2
- Annual property tax (MLS)
- $128,023.09
- Tax year
- 2025
- Area source (MLS)
- Measured
- Listing brokerage
- Daniel Gale Sothebys Intl Rlty
- MLS ID
- KEY922932
- Last updated
- Jul 14, 2026
General features
- Property type
- Single Family
- Property subtype
- Single Family Residence
- Year built
- 2018
- Garage
- Yes
- Garage spaces
- 4
- Parking
- Attached, Heated Garage, Oversized
- Water source
- Public
- Sewer
- Cesspool
- Utilities
- Electricity Connected, Natural Gas Connected, Trash Collection Public, Water Connected
Interior features
- Basement
- Finished, Full, Walk-Out Access
- Heating
- Natural Gas, Radiant, Radiant Floor
- Cooling
- Central Air
- Interior
- 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
- Flooring
- Hardwood, Tile
- Fireplace
- Yes
- Fireplaces
- 6
Exterior features
- Architectural style
- Estate
- Construction materials
- Stone, Stucco
- Exterior
- Balcony, Rain Gutters, Speakers
- Private pool
- Yes
Schools (MLS)
- Elementary school
- Glen Head Elementary School
- Elementary school district
- North Shore
- Middle school
- North Shore Middle School
- Middle school district
- North Shore
- High school
- North Shore Senior High School
- High school district
- North Shore
School information is provided by the MLS. Confirm attendance eligibility with the school district.
Recent activity
- First seen on this site
- Listing updated from MLS
- MLS status changed
Location
Estimate monthly payment
Estimated monthly principal & interest—
Monthly property taxNot provided
Monthly association / maintenance feesNot provided
Estimated monthly total of entered costs—
Listing data is supplied by the MLS and may change without notice.
