Suffolk County Incorporated Village · Town of Smithtown · Suffolk County

Head of the Harbor

A complete guide to living in Head of the Harbor — real estate, dining, local life, and what makes this community worth knowing.

Incorporated Village · Town of Smithtown · Suffolk County

Head of the Harbor — Community Guide

Head of the Harbor is Incorporated Village · Town of Smithtown · Suffolk County. This guide covers real estate, dining, local life, and what makes this community worth knowing — from the Lenard Team at Signature Premier Properties.

The Lenard Team works across Long Island — Nassau County, Suffolk County, and Eastern Queens. If you have questions about Head of the Harbor, whether you are buying, selling, or just exploring, the right conversation starts with the team that knows these markets from the inside.

About Head of the Harbor

County
Suffolk County
Status
Incorporated Village · Town of Smithtown · Suffolk County
Neighborhood
Smithtown
Price Range
Under $1.5M and up

Market Snapshot

Head of the Harbor real estate

Starting From Under $1.5M
Contact the Lenard Team for current pricing, recent sales, and off-market opportunities.

Questions About Head of the Harbor?

The Lenard Team at Signature Premier Properties knows this community. Get the real picture before you make a move.

Get Home Value Call (516) 555-0100

Homes for Sale

Head of the Harbor Listings

Live listings updated daily. Contact the Lenard Team for off-market opportunities.

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Featured Listings

Top of Market
550 Moriches Road, Head Of The Harbor, NY 11780
✦ Featured Listing
Single Family

$3,790,000

550 Moriches Road

Head Of The Harbor, NY 11780

5

Beds

8

Baths

7,000

sqft

Have you ever dreamed of building your own CUSTOM HOME in a small village on Long Island? Look No Further! Set within one of Long Island’s most prestigious and private villages, this extraordinary custom-built estate offers over 7,000 square feet of refined living space with an Elevator to service all Floors set on a breathtaking 2.35-acre wooded property, complemented by an additional one-acre private driveway. A seamless blend of timeless architecture and modern luxury, this residence has been thoughtfully designed with superior craftsmanship and uncompromising quality throughout. Already Framed and Siding is Going on. A sweeping asphalt and stone driveway with cobblestone edging welcomes you to this impressive two-story traditional home. Inside, an elevator to service all floors of the home, soaring ceilings create an unparalleled sense of space — including a dramatic 20'6" two-story foyer and family room, 10-foot ceilings on the main level, and a full 10-foot walk-out basement offering endless possibilities. Main Level Elegance. The heart of the home is a spectacular chef’s kitchen featuring: * Custom cabinetry * Granite or Quartz countertops * Expansive center island with prep sink * Radiant-heated porcelain flooring Entertain effortlessly in the formal dining room with built-in cabinetry, elegant millwork, and premium stone surfaces. The two-story family room showcases a modern linear gas fireplace beneath a coffered ceiling, creating a striking focal point. An en-suite bedroom provides flexibility for guests or extended family. Additional highlights include a radiant-heated powder room and a covered rear porch with gas fireplace — perfect for year-round outdoor living. Upper-Level Retreat: The second floor features **four en-suite bedrooms**, each with custom closet systems and wide White Oak flooring. The primary suite is a sanctuary, boasting a spa-inspired bath with a large steam shower, radiant heated floors, and deluxe Kohler fixtures. Exceptional Construction & Infrastructure: Built for longevity and performance, this estate includes: * Engineered wood web floor joists *Oversize 3 Car Attached Garage * 400-amp electric service * Natural gas service for heating, hot water, dryer, future generator & pool * Public water via Suffolk County Water Authority * Seven oversized drywells for optimal drainage Throughout the home, meticulous detailing includes wide White Oak hardwood flooring, heavy base moldings, chair rail and crown moldings, and an extra-wide custom staircase with open railings. A rare opportunity to own a masterfully constructed estate in one of Long Island’s most exclusive enclaves — where privacy, luxury, and timeless design converge.

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Browse by Price

Listing data sourced from Zillow. Contact the Lenard Team to verify current pricing and availability.

Your Head of the Harbor Expert

Buying or Selling in Head of the Harbor?

The Lenard Team knows Head of the Harbor — the market dynamics, which streets command premiums, and when to move. Whether you are early in research or ready to make an offer, the right conversation starts here.

Ask about off-market listings. Ask about what has sold in the last 90 days. Ask what your current home is worth if you are thinking about moving up.

Get In Touch

JL
Jon David Lenard
The Lenard Team · Long Island Real Estate

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