9 Watercrest Court Head of the Harbor, NY 11780
Listing by: ONEKEY as distributed by MLS GRID / Listed By: Nicholas Campasano, The Agency Re; Kyle Roskot, The Agency Re - Contact:  631-870-0753

  9 Watercrest Court Head of the Harbor, NY 11780

Active (131 Days)
$2,399,999 (USD)
8
BED
8
BATH
6,475
SQFT

Description

New Price. Fresh Presentation. One Extraordinary Opportunity.
*A Private Resort Where Luxury Meets Everyday Living*

Motivated seller has thoughtfully repositioned this exceptional estate with a compelling new price, creating a rare opportunity to own one of Head of the Harbor's most distinctive luxury residences.

Hidden at the end of a quiet cul de sac in the prestigious Incorporated Village of Head of the Harbor, 9 Watercrest Court is more than a home. It is a private retreat where holidays become traditions, generations gather, and every weekend feels like a vacation. Thoughtfully designed for exceptional entertaining and everyday living, every space encourages connection while offering the privacy and comfort of a true estate.

Spanning approximately 10,000 square feet across all levels, the residence seamlessly blends timeless architecture with modern luxury. A dramatic two story foyer leads to expansive living spaces filled with natural light, soaring ceilings, radiant heated floors, custom millwork, and walls of windows. At the center of it all is a spectacular chef's kitchen featuring Wolf, Sub Zero, and Miele appliances, an oversized island, walk in pantry, coffee bar, and effortless flow into the surrounding gathering spaces.

The primary suite offers a peaceful retreat with a spa inspired bath and oversized walk in closets, while the private guest residence, complete with its own kitchen, living room, bedroom, full bath, and separate entrance, provides exceptional flexibility for multigenerational living, extended family, long term guests, live in support, or a private executive suite.

Designed for entertaining on a level rarely found in residential real estate, the lower level features a professionally designed private bowling alley, fitness area, recreation spaces, and multiple gathering areas that make birthdays, holidays, game nights, and family celebrations unforgettable.

Outside, the resort style backyard offers an in ground pool, expansive patios, beautifully landscaped grounds, and multiple outdoor living spaces designed for everything from peaceful mornings with coffee to summer barbecues and evenings with family and friends.

Ideally located in one of Long Island's most sought after North Shore communities, Head of the Harbor offers estate living just minutes from Stony Brook University, renowned hospitals, yacht clubs, golf courses, beaches, fine dining, and major transportation.

This is more than a luxury home. It is where your family's next chapter begins.

Notable Features

• Approximately 10,000 square feet across all levels

• Private guest residence with separate entrance

• Professionally designed private bowling alley

• Resort style in ground pool with expansive outdoor entertaining areas

• Chef's kitchen with Wolf, Sub Zero, and Miele appliances

• Radiant heated floors

• Whole house generator

• Fitness area and expansive recreation spaces

• Located in the prestigious Incorporated Village of Head of the Harbor

MLS #:
976021
Taxes
$32,218(2025)
Lot Size
2 acres
Type
Single-Family Home
Year Built
1986
Style
Contemporary
School District
Smithtown
County
Suffolk County

Listed By

Nicholas Campasano, The Agency Re, Contact: 631-870-0753
Kyle Roskot, The Agency Re
Source
ONEKEY
Last checked Aug 24 2026 at 9:53 PM GMT+0000
Bathroom Details
  • Full Bathrooms: 6
  • Half Bathrooms: 2
Interior Features
  • Master Downstairs
  • Eat-In Kitchen
  • Entrance Foyer
  • Walk-In Closet(s)
  • Cathedral Ceiling(s)
  • Storage
  • Washer/Dryer Hookup
  • Wet Bar
  • High Ceilings
  • Chefs Kitchen
  • Double Vanity
  • Kitchen Island
  • First Floor Bedroom
  • Formal Dining
  • In-Law Floorplan
  • First Floor Full Bath
  • Laundry: In Hall
  • Laundry: Laundry Room
  • Beamed Ceilings
  • Breakfast Bar
  • Built-In Features
  • Crown Molding
  • His and Hers Closets
  • Primary Bathroom
  • Quartz/Quartzite Counters
  • Central Vacuum
  • Speakers
  • Sound System
Kitchen
  • Dishwasher
  • Dryer
  • Refrigerator
  • Washer
  • Gas Range
Lot Information
  • Private
  • Cul-De-Sac
Property Features
  • Fireplace: Living Room
Heating and Cooling
  • Oil
  • Radiant Floor
  • Central Air
Basement Information
  • Full
  • Finished
  • Walk-Out Access
Pool Information
  • In Ground
Flooring
  • Hardwood
  • Tile
Utility Information
  • Utilities: Propane
  • Sewer: Cesspool
School Information
  • Elementary School: St James Elementary School
  • Middle School: Nesaquake Middle School
  • High School: Smithtown High School-East
Parking
  • Driveway
Living Area
  • 6,475 sqft
Additional Information: The Agency Re | 631-870-0753
Location
   
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Estimated Monthly Mortgage Payment

*Based on Fixed Interest Rate withe a 30 year term, principal and interest only

Listing price
Down payment
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Interest rate
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Mortgage calculator estimates are provided by The Agency and are intended for information use only. Your payments may be higher or lower and all loans are subject to credit approval.
Disclaimer: Square footage is based on information available to agent, including County records. Information has not been verified by agent and should be verified by buyer.
Based on information submitted to the MLS GRID as of 8/24/2026 21:53. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.