Step into a world of timeless elegance and unparalleled prestige at The Mallows — the crown jewel of the North Shore and one of the most exclusive waterfront estates in Head of the Harbor Village. Originally commissioned by the illustrious Astor family and masterfully designed by acclaimed architect Charles Platt, this historic masterpiece sprawls across 4+ acres of exquisitely landscaped grounds with over 300 feet of private beachfront on Stony Brook Harbor, offering commanding west-facing sunset views that stretch across the Long Island Sound to Connecticut.
This is more than a residence — it’s a statement. A sanctuary where Gilded Age grandeur meets refined modern luxury.
From the moment you arrive, you're greeted by an enchanting cobblestone driveway and sweeping limestone patio that set the stage for a resort-style lifestyle. Outdoor amenities rival the finest private clubs—a heated saltwater pool, hot tub, private tennis court, waterfront gazebo, and serene gardens including a vegetable garden and charming chicken coop, all thoughtfully curated for entertaining and tranquility alike.
Inside, the estate unfolds with 11 bedrooms, 5.5 bathrooms, and 14 fireplaces, all artfully restored to preserve the home’s stately character while embracing contemporary sophistication. A 3-bedroom guest cottage offers additional space for hosting in luxury.
Every inch of this estate speaks to craftsmanship and distinction: soaring 9.5-foot ceilings, rich custom millwork, an elegant library, and a breathtaking glass conservatory off the primary suite, framed by hurricane-rated Marvin windows and doors. A four-season glass room seamlessly extends from the family room, offering panoramic harbor views year-round.
Entertain in grandeur with a professional-grade chef’s kitchen equipped with Viking appliances, Sub-Zero refrigeration, and a gas range—adjacent to a formal dining room designed for unforgettable gatherings.
Additional luxuries include a three-level elevator, a sprawling wine cellar, and every detail one would expect in a world-class estate.
Perfectly positioned just moments from Stony Brook Yacht Club, Avalon Nature Preserve, Stony Brook Village, and LIRR access, this remarkable estate also falls within the award-winning Three Village School District.
The Mallows is more than a home — it’s a generational legacy, an iconic waterfront retreat, and a once-in-a-lifetime opportunity to own the most coveted estate on the North Shore.
For sale
Price cut: $300K (7/2)
$4,000,000
15 Emmet Drive, Head Of The Harbor, NY 11790
11beds
9,411sqft
Single Family Residence, Residential
Built in 1906
4.1 Acres Lot
$-- Zestimate®
$425/sqft
$-- HOA
What's special
Waterfront gazeboVegetable gardenPrivate tennis courtHeated saltwater poolViking appliancesCharming chicken coopPanoramic harbor views
- 148 days
- on Zillow |
- 3,497 |
- 176 |
Likely to sell faster than
Zillow last checked: 7 hours ago
Listing updated: July 02, 2025 at 10:33am
Listing by:
Frontline Realty Group LLC 631-938-1481,
Michael V. Foley 631-664-8200
Source: OneKey® MLS,MLS#: 835698

Travel times
Tour with a buyer's agent
Tour with a buyer's agent
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 11
- Bathrooms: 7
- Full bathrooms: 5
- 1/2 bathrooms: 2
Other
- Description: Full Basement, 1/2 Bath, Utilities, Additional washer/dryer hookup, Storage, Elevator
- Level: Basement
Other
- Description: Eat in Kitchen, Formal Dining Room, Family Room, Large Foyer, Library, Powder Room, Elevator, Glass All Season Room
- Level: First
Other
- Description: Primary Ensuite, 4 Additional Bedrooms, 2 Additional Full Bathrooms, Washer/Dryer, Elevator, Sun Room
- Level: Second
Other
- Description: 3 Bedrooms, Bonus Room, Living Room, Eat in Kitchen, Full Bathoom
Other
- Description: Attached Guest Cottage: Eat in Kitchen, Living Room, 3 Bedrooms, Full Bathroom, Private Entrance, Entrance to main house
Other
- Description: Heated Salt Water Pool, Gazebo, Private Beach, Hot Tub, Tennis Court, Limestone Patio, Oversized Cobblestone Driveway, Attached Garage, Vegetable Garden, Chicken Coup, Playground
Heating
- Oil, Forced Air
Cooling
- Central Air
Appliances
- Included: Dishwasher, Dryer, Microwave, Oven, Refrigerator, Washer, Oil Water Heater
Features
- Central Vacuum, Primary Bathroom
- Flooring: Hardwood
- Basement: Full,Partially Finished,Walk-Out Access
- Attic: Full
- Number of fireplaces: 14
Interior area
- Total structure area: 9,411
- Total interior livable area: 9,411 sqft
Property
Parking
- Total spaces: 3
- Parking features: Attached, Driveway, Garage, Off Street, Private
- Garage spaces: 3
- Has uncovered spaces: Yes
Features
- Patio & porch: Deck, Patio, Porch
- Has private pool: Yes
- Pool features: In Ground
- Has view: Yes
- View description: Water
- Has water view: Yes
- Water view: Water
- Waterfront features: Beach Access, Beach Front, Waterfront, Water Access
Lot
- Size: 4.1 Acres
- Features: Level, Historic District, Sprinklers In Front, Sprinklers In Rear
Details
- Parcel number: 0801001000100012000
- Special conditions: None
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Estate
- Property subtype: Single Family Residence, Residential
Materials
- Stucco
Condition
- Year built: 1906
Utilities & green energy
- Sewer: Septic Tank
- Water: Public
- Utilities for property: Cable Available
Community & HOA
Community
- Security: Security System
HOA
- Has HOA: No
Location
- Region: Stony Brook
Financial & listing details
- Price per square foot: $425/sqft
- Tax assessed value: $3,834,302
- Annual tax amount: $81,692
- Date on market: 3/14/2025
- Listing agreement: Exclusive Right To Sell
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