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9 Watercrest Court, Head Of The Harbor, NY 11780

Suffolk County

Key Facts

8Beds
8Baths
6,850Sq Ft
1986Year Built
2.00Lot (acres)
3.5Garage

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

Property Information

Property Type

Residential

Sub-Type

Single Family Residence

Style

Contemporary

Year Built

1986

Living Area

6,850 sq ft

Lot Size

2.00 acres

Garage Spaces

3.5

Days on Market

83

MLS® Listing#

976021

Property Features

Interior

Beamed CeilingsBreakfast BarBuilt-in FeaturesCathedral Ceiling(s)Central VacuumCrown MoldingDouble VanityEat-in KitchenEntrance FoyerHigh CeilingsHis and Hers ClosetsIn-Law FloorplanKitchen IslandMaster DownstairsSound SystemStorageWalk-In Closet(s)Wet Bar

Appliances

DishwasherDryerGas RangeRefrigeratorWasher

Cooling

Central Air

Heating

OilRadiant Floor

Flooring

HardwoodTile

Fireplace

Living Room

Basement

FinishedFullWalk-Out Access

Pool

In GroundPrivate

Parking

Driveway

Laundry

In HallLaundry Room

Fencing

FencedBack Yard

Lot Features

Cul-De-SacPrivate

Utilities

Propane

Sewer

Cesspool

Water Source

Public

Rooms

  • Lower
  • Second
  • First
  • Second

Schools

Elementary:
St James Elementary School
Middle:
Nesaquake Middle School
High:
Smithtown High School-East

Financial Details

Annual Taxes

$32,218

Parcel Number

0801-006-00-02-00-004-000

Affordability Calculator

$480,000

Estimated monthly payment

$12,774/mo

Principal $1,919,999 · Est. interest $2,678,570 over 30 yrs

Neighborhood Market Statistics

How this home compares to active listings in Head Of The Harbor, NY

$1,000,000
Median Listing Price
56
Median Days on Market
3,267
Median Sq Ft
$655
Median Price / Sq Ft
123
Active Listings
  • This home’s price is 140% above the area median.
  • Its price per sq ft is 47% below the area median.

Market statistics compiled from active EXIT Realty® and MLS listings in Head Of The Harbor, NY.

Location

Map showing the location of 9 Watercrest Court, Head Of The Harbor, NY 11780

Points of Interest in Head Of The Harbor, NY

Showing the Head Of The Harbor area map.

Nearby Schools

  • St James Methodist Nursery School

    School · 0.2 mi away

  • Smithtown Co-OP Nursery School

    School · 0.5 mi away

  • Harbor Country Day School

    Secondary · 0.5 mi away

  • St James Elementary School

    Elementary · 0.6 mi away

  • SSPJ School

    School · 0.7 mi away

  • Smithtown Central School District

    School · 1.4 mi away

  • Nesaquake Middle School

    Secondary · 1.4 mi away

  • Smithtown High School East

    Secondary · 1.4 mi away

  • William Sidney Mount School

    Elementary · 1.6 mi away

  • Mills Pond Elementary School

    Elementary · 1.7 mi away

  • The Knox School

    School · 1.9 mi away

  • A Plus Learning Center

    School · 2.2 mi away

  • Dogwood Elementary School

    Elementary · 2.3 mi away

  • Nesconset Elementary School

    Elementary · 2.5 mi away

  • Miss Lora's Tots

    School · 2.5 mi away

  • Goddard School

    School · 2.5 mi away

  • North Shore Montessori School

    Elementary · 2.6 mi away

  • St. Patrick's School

    Elementary · 2.6 mi away

  • Three Village Central School District

    School · 2.6 mi away

  • Robert Cushman Murphy Junior High School

    Secondary · 2.8 mi away

Commute Calculator

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Nearby Homes

Moving Cost Estimate

EXIT Agents in Head Of The Harbor

Listing Courtesy: The Agency Northshore NY - 6318700753

Presented by: Nicholas Campasano

The data relating to real estate for sale on this website comes in part from the Internet Data exchange of OneKey MLS. IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed. Copyright ©2026 OneKey MLS. All Rights Reserved
Fair Housing Notice

The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange (IDX) program of one or more Multiple Listing Services (MLS). Listing information is deemed reliable but is not guaranteed accurate. Copyright © EXIT Realty® and respective MLS providers.

Data provided by LIBOR. MLS® Listing#976021. © 2026EXIT Realty®. All rights reserved.