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9 Watercrest CourtHead Of The Harbor, NY 11780

For Sale

$2,699,500

Smart Buyer Rebate $26,995

Set within the prestigious enclave of Head of the Harbor, 9 Watercrest is a stunning showcase of modern luxury, thoughtfully reimagined with impeccable craftsmanship, design, and attention to detail. This turnkey estate blends sophistication, scale, and state-of-the-art comfort.

At the heart of the 5,000 sq ft +/- main level is a spectacular, fully renovated chef’s kitchen by renowned HGTV designer Ken Kelly, overlooking a resort-inspired backyard and featuring:
- 10ft quartz island with prep sink
- Soaring 20ft beadboard ceilings
- 60-inch Galley workstation
- Premium Wolf, Miele, and Cove appliances
- Custom maple and walnut cabinetry
- Radiant heated floors
- Custom-crafted wet bar & coffee bar with SubZero wine fridge

Beautifully refinished hardwood floors lead you to a sun-drenched living room with a fireplace shared by the adjacent office/study, a cozy secondary living room, a full guest bath, a guest bedroom, plus three additional en-suite bedrooms. The primary suite offers a private retreat with a custom walk-in closet and a newly updated spa-like bath with an oversized shower. This wing of the home includes an upstairs space featuring two additional bedrooms with another newly renovated full bath, ideal for separate maid/au pair quarters.

The expansive lower level encompasses an additional 3,600 sq ft +/- of flexible entertaining space including:
- Full regulation-sized bowling alley
- Billiard room with wet bar
- Home gym area
- Bonus room with endless possibilities
- Powder room
- Two outside entrances
- Plus ample storage space

Rounding out the incredible features of this home is a 1,000 sqft +/- accessory unit with its own meter. featuring completely separate entry leading to two bedrooms, a fully renovated kitchen and bath with a curbless shower, laundry, and a dedicated HVAC zone.

Outdoors, enjoy a private resort-style backyard oasis with an automated heated saltwater pool with sundeck, expansive new paver patios, deck with full outdoor kitchen including Wolf 48” barbecue grill, and pizza oven. Professionally landscaped grounds with a 13-zone Wi-Fi irrigation system. Bluestone and fieldstone accents enhance the home’s striking curb appeal.

Additional amenities include:
- 3-1/2 car heated garage
- 400 amp electrical service
- Five zone HVAC system
- Whole-house water filtration system
- Built-in WiFi audio speaker system throughout the interior/exterior
- Whole-house generator with gas hookup
- Central vacuum throughout

This is more than a residence - it’s a secluded luxury oasis offering unparalleled privacy, elegance and lifestyle.

Listed by Kyle Roskot

·

The Agency Northshore NY

·

631-870-0753

Last updated June 11, 2026

·

Source: OneKey #976021

Listing Facts

  • TypeSingle-family
  • NeighborhoodSmithtown
  • Bedrooms8
  • Bathrooms8
  • Days on Prevu62
  • Taxes$32,217.68/year
  • Size6,475 sqft
  • Price per sqft$417

Amenities

  • Dishwasher
  • Air Conditioning
  • Parking
  • Swimming Pool

Location

Mortgage Calculator

Listing History

06/11/2026
Price Decreased
$2,699,500
04/15/2026
Listed by The Agency Northshore NY
$2,900,000

Property Details for 9 Watercrest Court

Exterior

Construction

  • Property Condition: Updated/Remodeled
  • Year Built: 1986
  • Architectural Style: Contemporary
  • Construction Materials: Advanced Framing Technique

Features

  • Fencing: Back Yard
  • Pool Features: In Ground
  • Pool Private: Yes

Measurements

  • Building Area Total: 6,850
  • Building Area Units: Square Feet
  • Lot Features: Cul-De-Sac, Private
  • Lot Size Acres: 2.00
  • Lot Size Square Feet: 87,120

Financial

Taxes

  • Parcel Number: 0801-006-00-02-00-004-000
  • Tax Annual Amount: $32,217.68
  • Tax Year: 2025

Interior

Features

  • Appliances: Dishwasher
  • Fireplace Features: Living Room
  • Fireplace: Yes
  • Fireplaces Total: 1
  • Flooring: Hardwood, Tile
  • Interior Features: First Floor Bedroom, First Floor Full Bath, Beamed Ceilings, Cathedral Ceiling(s), Central Vacuum, Chefs Kitchen, Eat-in Kitchen, Primary Bathroom, Master Downstairs, Quartz/Quartzite Counters, Sound System, Speakers

Measurements

  • Living Area: 6,475
  • Living Area Source: Public Records

Rooms

  • Basement: Finished, Full, Walk-Out Access
  • Has Basement: Yes
  • Bathrooms Full: 6
  • Bathrooms Half: 2
  • Bathrooms Total Integer: 8
  • Bedrooms Total: 8
  • Rooms Total: 16

Parking

Parking

  • Garage Spaces: 3
  • Garage: Yes
  • Parking Features: Driveway

Schools

Elementary School

  • Elementary School: St James Elementary School
  • Elementary School District: Smithtown

High School

  • High School: Smithtown High School-East
  • High School District: Smithtown

Middle or Junior School

  • Middle Or Junior School: Nesaquake Middle School
  • Middle Or Junior School District: Smithtown

Utilities

Equipment

  • Cooling: Central Air
  • Heating: Oil
  • Laundry Features: In Hall, Laundry Room
  • Sewer: Cesspool
  • Utilities: Propane
  • Water Source: Public

Frequently Asked Questions

How many bedrooms and bathrooms does this single-family home have?

There are 8 bedrooms and 8 bathrooms in this single-family home at 9 Watercrest Court.

What schools are nearby to 9 Watercrest Court?

Nearby schools include the St James Elementary School, Nesaquake Middle School, and Smithtown High School-East.

Does this single-family home have parking?

Yes, there are 3 parking spaces available for 9 Watercrest Court.

What are the annual taxes for 9 Watercrest Court?

Annual taxes for this single-family home are estimated at $32,217.

How does 9 Watercrest Court compare to other single-family homes in Smithtown?

This single-family home is listed 120% above the average price for single-family homes in Smithtown and has been on the market for 10 more days than the typical home in this area.

What is the square footage on this single-family home?

According to the MLS, this listing is 6,475 sqft.

9 Watercrest Court is a 8-bedroom, 8-bath single-family home for sale in Head Of The Harbor NY 11780. Listed on Prevu for 62 days at $2,699,500. This includes a recent price decrease of $200,500. This home features 6,475 square feet of living space, located in Smithtown. The median listing price for single-family homes in this area is $889,000. Nearby schools include St James Elementary School, Nesaquake Middle School, and Smithtown High School-East. Property amenities include dishwasher, air conditioning, parking, and swimming pool. Browse more single-family home listings in Suffolk County.

The data relating to real estate for sale on this website comes in part from the IDX Program of OneKey™ MLS. The source of the displayed data is either the property owner or public record provided by non-governmental third parties. It is believed to be reliable but not guaranteed. This information is provided exclusively for consumers’ personal, non-commercial use. Information Copyright 2026, OneKey™ MLS. All Rights Reserved.

Full MLS Disclaimers

Rebate estimate is indicative only and based on listing price and estimated buyer's agent commission paid by owner, if applicable. Final rebates are subject to Terms of Use and may vary due to final negotiated transaction terms.