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
103 days
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1,459
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95
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Zillow last checked:
Listing updated:
Listed by:
The Agency Northshore NY631-870-0753,
Nicholas Campasano631-848-6515,
Kyle Roskot631-521-1844,
The Agency Northshore NY
Source: OneKey® MLS as distributed by MLS GRID,MLS#: 976021
Facts & features
Interior
Bedrooms & bathrooms
Bedrooms: 8
Bathrooms: 8
Full bathrooms: 6
1/2 bathrooms: 2
Other
Description: Entry Foyer, Living Room, Dining Room, Den, Kitchen W Breakfast Nook & Bar, Primary W 2 Walk-Ins & En-Suite, 3 Additional Bedrooms W En-suites, Office, Bathroom, Laundry
Level: First
Other
Description: Bedroom, Full Bath, Office/Flex Room
Level: Second
Other
Description: Private Guest Residence: Living Room, Kitchen, 2 Bedrooms W Walk-Ins, Bathroom
Level: Second
Other
Description: Finished: Living Room, Bathroom, Bowling Alley, Gym, Billiard Room, Bar, Table Tennis Room, Storage
Level: Lower
Heating
Oil, Radiant Floor
Cooling
Central Air
Appliances
Included: Dishwasher, Dryer, Gas Range, Refrigerator, Washer
Laundry: Washer/Dryer Hookup, In Hall, Laundry Room
Features
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, Formal Dining, High Ceilings, His and Hers Closets, In-Law Floorplan, Kitchen Island, Primary Bathroom, Master Downstairs, Quartz/Quartzite Counters, Sound System, Speakers, Storage, Walk-In Closet(s), Wet Bar
Flooring: Hardwood, Tile
Basement: Finished,Full,Walk-Out Access
Attic: Partial
Number of fireplaces: 1
Fireplace features: Living Room
Interior area
Total structure area: 6,850
Total interior livable area: 6,475 sqft
Property
Parking
Total spaces: 3.5
Parking features: Driveway
Garage spaces: 3.5
Has uncovered spaces: Yes
Features
Levels: Three Or More
Has private pool: Yes
Pool features: In Ground
Fencing: Back Yard
Lot
Size: 2 Acres
Features: Cul-De-Sac, Private
Details
Parcel number: 0801006000200004000
Special conditions: None
Construction
Type & style
Home type: SingleFamily
Architectural style: Contemporary
Property subtype: Single Family Residence, Residential
Materials
Advanced Framing Technique
Condition
Updated/Remodeled
Year built: 1986
Utilities & green energy
Sewer: Cesspool
Water: Public
Utilities for property: Propane
Community & HOA
HOA
Has HOA: No
Location
Region: Saint James
Financial & listing details
Price per square foot: $371/sqft
Tax assessed value: $1,711,875
Annual tax amount: $32,217
Date on market: 4/15/2026
Cumulative days on market: 104 days
Listing agreement: Exclusive Right To Sell
Estimated market value
Zestimate®
Not available
Estimated sales range
Not available
Rent Zestimate®
Not available
Price history
Date
Event
Price
7/7/2026
Price change
$2,399,999-11.1%$371/sqft
Source: OneKey® MLS as distributed by MLS GRID #976021Report a problem
6/11/2026
Price change
$2,699,500-6.9%$417/sqft
Source: OneKey® MLS as distributed by MLS GRID #976021Report a problem
4/15/2026
Listed for sale
$2,900,000+148.9%$448/sqft
Source: OneKey® MLS as distributed by MLS GRID #976021Report a problem
12/31/2018
Sold
$1,165,000-2%$180/sqft
Source: OneKey® MLS as distributed by MLS GRID #L3048515Report a problem
All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
See how much you could borrow to make a competitive offer.
Source: OneKey® MLS as distributed by MLS GRID. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.