9 Watercrest Court, Head Of The Harbor, NY 11780

$2,399,999

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… Read More 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 Read Less

Listing Courtesy of The Agency Northshore NY, 631-870-0753.

Listing Snapshot

Days Online

Last Updated

Jul 11, 2026

Property Type

Single Family Residence

Beds

Full Baths

Partial Baths

Square Ft.

6,475

Year Built

1986

Property Tax

$32,218

MLS Number

976021

30 Days Snapshot Of 11780

$845k

+2%

(avg) sold price

+11%

homes sold

110

-5%

(avg) days on market

Snapshot

Area Map

Additional Details

Appliances & Equipment

Description: "Dishwasher", "Dryer", "Gas Range", "Refrigerator", "Washer"

Basement

Description: "Finished", "Full", "Walk-Out Access"

Building

Area: 6475, Architecture: "Contemporary", Building Area: 6850, Construction Materials: "Advanced Framing Technique", Levels: "Three Or More", Year Built: 1986

Cooling

Details: "Central Air"

Fence

Description: "Back Yard"

Fireplaces

Total Fireplaces: 1

Floors

Flooring: "Hardwood", "Tile"

Garage

Garage Spaces: 3.5

Heating

Heating: "Oil", "Radiant Floor"

Laundry

Description: "In Hall", "Laundry Room"

Lot

Features: "Cul-De-Sac", "Private", Acres: 2

Pool

Features: "In Ground", Private Pool

Utilities

Sewer: "Cesspool", Water Source: "Public", Utilities: "Propane"

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Debra A Chiappetta, Real Estate Broker

Debra A Chiappetta, Real Estate Broker