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Head Of The Harbor, NY Homes for Sale

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  • /18

    $3,790,000

    • 5 Beds
    • 7.5 Baths
    • 7,000 Sq Ft

    550 Moriches Rd, Saint James, NY 11780

    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

    Karyn Flores Compass Greater NY LLC

    550 Moriches Rd, Saint James, NY 11780
  • /35

    $949,000

    • 4 Beds
    • 3 Baths
    • 3,475 Sq Ft

    48 Farm Rd, Saint James, NY 11780

    Nestled in a serene, private setting, this spacious 4 bedroom, 3 full bath bilevel home combines a blend of comfort and nature while providing an opportunity to create your dream space. It offers a comfortable and functional 1st floor primary bedroom featuring an ensuite bath, two closets and sliding glass door that opens to views of the tranquil, wooded backyard. The main living area welcomes

    Gina Amen American Real Estate Assoc Inc

    48 Farm Rd, Saint James, NY 11780
  • /36

    $1,399,999

    • 4 Beds
    • 3 Baths
    • 2,942 Sq Ft

    25 Pinoak Ln, Saint James, NY 11780

    Welcome to this Stunning Renovated 4-Bedroom 3-Bath Expanded Ranch, nestled at the end of a cul-de-sac in the coveted Head of the Harbor Village. Sitting on 2+ Tranquil Acres, this move-in ready home features hardwood floors throughout, 2 spacious living room/great room areas, a wood-burning fireplace, a formal dining room, newly installed 200 AMP electrical panel and a full basement adding

    Anna Star HomeSmart Premier Living Rlty

    25 Pinoak Ln, Saint James, NY 11780
  • /36

    $1,099,000

    • 4 Beds
    • 3 Baths
    • 2,416 Sq Ft

    122 4th St, Saint James, NY 11780

    Why settle for someone else’s dream when you can build your own? Welcome to this brand-new TO BE BUILT colonial-style home designed with today’s lifestyle in mind. Set on a deep 15,840 sqft lot, this to-be-built beauty will offer over 2,400 square feet of fresh, functional living space and the kind of craftsmanship and energy efficiency only new construction can deliver. Inside, you’ll find four

    James Haydon Realty Connect USA L I Inc

    122 4th St, Saint James, NY 11780
  • /27

    $1,099,000

    • 4 Beds
    • 3 Baths
    • 2,416 Sq Ft

    120 4th St, Saint James, NY 11780

    Why settle for someone else’s dream when you can build your own? Welcome to this brand-new TO BE BUILT colonial-style home designed with today’s lifestyle in mind. Set on a deep 15,840 sqft lot, this to-be-built beauty will offer over 2,400 square feet of fresh, functional living space and the kind of craftsmanship and energy efficiency only new construction can deliver. Inside, you’ll find four

    James Haydon Realty Connect USA L I Inc

    120 4th St, Saint James, NY 11780
  • /9

    $958,888

    • 10 Beds
    • 4.5 Baths

    474 Route 25A, Saint James, NY 11780

    Builder special extended family with plenty of living space, Hord wood floor through out on the first floor. Home features 10 bedrooms, 4.5 Bathrooms, 2 car garages fireplace, Gas heat, CAC-system. This unique house sits 032 acre of the flat lot close downtown of Saint James, train station. Needs 24 Hours Noticed to show, Appointment only!

    Jin Tao Realty Connect USA L I Inc

    474 Route 25A, Saint James, NY 11780
  • /43

    $1,500,000

    • 4 Beds
    • 2.5 Baths
    • 4,300 Sq Ft

    6 Ashleigh Dr, Saint James, NY 11780

    Beautiful Colonial style home on a professionally landscaped one acre lot in desirable Saint James, bordering a private nature preserve! Home features cathedral/vaulted ceilings, 4/5 bedrooms, 3 baths, gourmet kitchen w/ granite countertops & high-end appliances/double ovens, formal dining room, living room, master bedroom suite w/ 2 large custom-built walk-in closets & spacious updated bathroom

    Gloria Li Signature Premier Properties

    6 Ashleigh Dr, Saint James, NY 11780
  • /42

    $1,250,000 Open Sat 12PM - 1PM

    • 4 Beds
    • 3.5 Baths
    • 2,600 Sq Ft

    36 Vanderbilt Ave, Saint James, NY 11780

    Saint James Colonial in Smithtown Schools, built 1998, on a quiet cul-de-sac. A grand two-story foyer leads to formal living and dining rooms, a fireplace family room, and an eat-in kitchen with granite countertops. Off the rear, a glass-wrapped sunroom overlooks the backyard and opens to a large composite deck. Main level highlights include hardwood floors, powder room, and laundry. Two-car

    David Friedman Howard Hanna Coach

    36 Vanderbilt Ave, Saint James, NY 11780

Why Live in Head Of The Harbor

Head of the Harbor in Saint James is a three-square-mile, entirely residential neighborhood characterized by its rural and pastoral feel. The area is home to approximately 1,500 residents and features winding country roads, mature oak trees, and properties averaging 3,600 square feet on at least two acres. Housing consists solely of single-family homes, predominantly with five-plus bedrooms. The community borders Stony Brook Harbor and includes pockets of agricultural land, such as Harmony Vineyards and Bird’s Foot Farm. Local schools are highly rated, with Mills Pond Elementary School, The Stony Brook School, and Smithtown High School East all receiving high marks for their academic programs and extracurricular activities. Residents enjoy access to Long Beach and Avalon Nature Preserve, which offer natural beauty and recreational opportunities. The Deepwells Farm Historical Society hosts an annual haunted Halloween event, adding to the local charm. Dining options include The Trattoria for Italian cuisine and Del Fuego for Tex-Mex, while grocery shopping requires a short drive to nearby St. James. The neighborhood is safer than the national average, and while commuting to Manhattan is possible via the LIRR, it can take between 1 hour 20 minutes to over three hours depending on traffic.

Frequently Asked Questions

What are the most popular zip codes in Head Of The Harbor, NY?
The most popular zip codes in Head Of The Harbor, NY include 11780, 11787, 11790, 11767 and 11755.
How are the schools in Head Of The Harbor, NY?
Head Of The Harbor, NY has highly rated public and private schools. Some of the best schools in Head Of The Harbor based on Niche Grades are Harbor Country Day School, The Knox School and The Stony Brook School. Browse all the schools in Head Of The Harbor, NY to learn more.
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