9 Watercrest Court Head of the Harbor, NY $ 2,399,999
9 Watercrest Court
$ 2,399,999
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9 Watercrest Court

Head of the Harbor, NY, 11780
$ 2,399,999
Bedrooms8 Baths6.2 Sq 6,475

Monthly Estimate*

$ 15,154

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Single Family Home for sale in Head of the Harbor, NY

for $2,399,999 with 8 bedrooms and 6 full baths, 2 half baths. This 6,475 square foot home was built in 1986 on a lot size of 2.

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

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Single Family Active

Price

$ 2,399,999

Bedrooms

8

Full Bath

6

Half Bath

2

Property Type

Single Family

Taxes

$ 32,217

Style

Contemporary

Lot Size

2

Year Built

1986

Town/City

Head of the Harbor

County/Region

Suffolk

MLS | Web ID

976021

Features
Interior
Interior Amenities First Floor Bedroom First Floor Full Bath Beamed Ceilings Breakfast Bar Built-in Features Cathedral Ceiling(s) Central Vacuum Chefs Kitchen Crown Molding Double Vanity Eat-in Kitchen Entrance Foyer F
Basement Finished Full Walk-Out Access
Flooring Hardwood Tile
Total Fireplaces 1
Fireplace Features Living Room
Basement Features Finished Full Walk-Out Access
Basement (Y/N) Y
Fireplace Y/N Y
Half Baths 2
Total Bedrooms 8
Total Baths 8
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General
Sewer Cesspool
Heating Oil Radiant Floor
Cooling Central Air
Utilities Propane
Appliances Dishwasher Dryer Gas Range Refrigerator Washer
Garage Spaces 3.5
Architectural Style Contemporary
Pool Features In Ground
Construction Materials Advanced Framing Technique
Year Built 1986
Property Subtype Single Family Residence
Tax Year 2025
Parcel Number 0801-006-00-02-00-004-000
County Suffolk County
Property Type Residential
HOA N
Garage Y/N Y
Total Rooms 16
Full Baths 6
High School Smithtown High School-East
City Smithtown
Senior Community Y/N N
High School District Smithtown
Carport Y/N N
Elementary School St James Elementary School
Property Attached Y/N N
Tax Annual Amount 32217.68
Middle/Junior High School Nesaquake Middle School
Property Condition Updated/Remodeled
Building Area Units Square Feet
Standard Status Active
Middle/Junior School District Smithtown
Elementary School District Smithtown
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Exterior
Fencing Back Yard
Parking Features Driveway Driveway
Water Source Public
Building Area Total 6850
Waterfront Y/N N
Horse Y/N N
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Internal Only
Street Number 1 9
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* Excluded Features
List By
Nicholas Campasano

Listing Agent

The Agency Northshore Ny

Broker

631-870-0753

Contact

Affordability Calculator

$17,839
Per Month
85%
15%
0%
Monthly Principal & Interest
$15,154
Monthly Property Taxes
$2,685
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
4099856 Elementary School
4100210 Middle School
Smithtown High School-East High School
Pricing History
DatePricePrice ChangeDescription
7/7/2026$2,399,999 -11.09% Price Down
6/11/2026$2,699,500 -6.91% Price Down
4/15/2026$2,900,000 Listed Price

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9 Watercrest Court, Head of the Harbor, NY, 11780 is a Single Family Home for sale at $2,399,999 with 6,475 sqft and a lot size of 2. 9 Watercrest Court has 8 bedrooms, 6.2 baths, and was built in 1986. The property's zip code is 11780 which is in Head of the Harbor, NY