12

Head Of The Harbor, NY Homes for Sale

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  • /23

    $1,699,000

    • 6 Beds
    • 3 Baths
    • 4,403 Sq Ft

    18 Watercrest Ct, Saint James, NY 11780

    Classic charm meets modern living! Set high on a beautiful two-acre property, this timeless cedar Colonial sits proudly on a cul-de-sac in the village of Head of Harbor. The grand two-story foyer leads to spacious living and dining rooms, a chef’s kitchen with Viking gas range and granite countertops, and a cozy family room with fireplace. A sunroom provides year-round views of the sparkling

    Filomena Tortorella Signature Premier Properties

    18 Watercrest Ct, Saint James, NY 11780
  • /48

    $2,750,000

    • 6 Beds
    • 5.5 Baths
    • 4,900 Sq Ft

    33 Bacon Rd, Saint James, NY 11780

    Set On 3.5 Private Acres In The Prestigious Village Of Head Of The Harbor, 33 Bacon Road Is A Masterpiece Of Design, Craftmanship And Luxury. Built In 2012, This 4900 Square Foot Georgian Colonial Combines Timeless Architectural Elegance With Modern Conveniences, Offering An Unmatched Lifestyle In One Of Long Island's Most Sought-After Enclaves. The Approach To The Property Is Framed By Lush,

    Maria Orlandi Compass Greater NY LLC

    33 Bacon Rd, Saint James, NY 11780
  • /50

    $1,399,999 Open Fri 5PM - 7PM

    • 5 Beds
    • 5 Baths
    • 5,393 Sq Ft

    23 Bacon Rd, Saint James, NY 11780

    Welcome to 23 Bacon Road - The Best Value in the coveted Head of the Harbor ! This Elegant & expansive Ranch-Style home is nestled on 2.38 beautifully landscaped acres in the heart of Head of the Harbor. Built in 1960 & designed by renowned builder Yablonski - This home offers over 5,300 square feet of exquisite living space, This one-of-a-kind gem features a first floor master bedroom,

    James Szollosi Signature Premier Properties

    23 Bacon Rd, Saint James, NY 11780
  • /27

    $1,439,000

    • 3 Beds
    • 3.5 Baths
    • 3,210 Sq Ft

    91 Harbor Rd, Saint James, NY 11780

    Dropped price!! This Diamond Pristine home is tucked away in a charming and highly desirable country setting. There are many updates throughout this sprawling ranch-style residence - including an abundance of New Hi Hat Lighting in every room, Gleaming hardwood floors, and Fully finished basement level, with a bedroom and customized closets, and a huge storage area. The home offers a rare

    Bonnie Glenn Daniel Gale Sothebys Intl Rlty

    91 Harbor Rd, Saint James, NY 11780
  • /37

    $1,199,000

    • 4 Beds
    • 3 Baths
    • 2,583 Sq Ft

    118 Harbor Rd, Saint James, NY 11780

    Welcome to 118 Harbor Road in the Beautiful Village of Head of The Harbor, NY. This Lovely Home is Nestled on 2 Acres of Serene and Rustic Property that backs to Multiple Acres of Wooded Land. The Generous-Sized Country Kitchen has a Breakfast Island with a Granite Counter, Built-in Wall Grill, Large Picturesque Window with View of Yard, The Living Room is a Generous Size with a 2-Sided

    Christine Stevens Daniel Gale Sothebys Intl Rlty

    118 Harbor Rd, Saint James, NY 11780
  • /6

    $800,000

    • Land
    • 2.33 Acres
    • $343,348 per Acre

    adj #552 Moriches Rd, Head of the Harbor, NY 11780

    Welcome to one of the most coveted and rare land offerings in the exclusive Village of Head of the Harbor. This extraordinary 2.33 acre lot presents a once-in-a-lifetime opportunity to build your dream estate in one of Long Island’s most desirable and picturesque communities.Situated on a serene and private parcel, this property comes permitted and ready to accommodate a spectacular

    Karyn Flores Compass Greater NY LLC

    adj #552 Moriches Rd, Head of the Harbor, NY 11780
  • /44

    $4,000,000

    • 11 Beds
    • 7 Baths
    • 9,411 Sq Ft

    15 Emmet Dr, Stony Brook, NY 11790

    Step into a world of timeless elegance and unparalleled prestige at The Mallows — the crown jewel of the North Shore and one of the most exclusive waterfront estates in Head of the Harbor Village. Originally commissioned by the illustrious Astor family and masterfully designed by acclaimed architect Charles Platt, this historic masterpiece sprawls across 4+ acres of exquisitely landscaped grounds

    Michael Foley Frontline Realty Group LLC

    15 Emmet Dr, Stony Brook, NY 11790
  • /22

    $590,000

    • 2 Beds
    • 1 Bath

    124 4th St, Saint James, NY 11780

    Welcome to this beautifully renovated 2-bedroom, 1-bath home, offering modern comfort with a classic charm. Completely redone in 2022, this home features an open floor plan, new roof, new cesspool, updated plumbing and electric with 200-amp service, new hot water heater and boiler, plus spray foam insulation for year-round efficiency. Inside, you’ll find all new sheetrock, floors, and a bright,

    Tyler Meigel Realty Connect USA L I Inc

    124 4th St, Saint James, NY 11780
  • /43

    $789,999

    • 3 Beds
    • 3 Baths
    • 1,400 Sq Ft

    392 N Country Rd, Smithtown, NY 11787

    Welcome to this beautifully updated 3-bedroom, 3-bath home set on a super private half-acre corner lot. A massive U-shaped driveway—accessible from both streets—leads to a spacious detached two-car garage, offering convenience and plenty of parking. Step inside to find a cozy fireplace, a full basement for storage or future possibilities, and a stunningly finished kitchen and bathrooms designed

    Fabian Sookoo Howard Hanna Coach

    392 N Country Rd, Smithtown, NY 11787
  • /30

    $795,999

    • 4 Beds
    • 2.5 Baths
    • 1,828 Sq Ft

    14 Hill Rd, Saint James, NY 11780

    Nestled in the Head of the Harbor community, this 4-bedroom, 2.5-bath Colonial is full of charm and ready to welcome you home.Step inside to find a cozy living room with a wood-burning fireplace, a formal dining room for hosting, and a bright kitchen with easy access to the one-car garage. Upstairs, the spacious primary bedroom features a recently updated en suite bathroom and a walk-in

    Jennifer Hilaire BERKSHIRE HATHAWAY

    14 Hill Rd, Saint James, NY 11780
  • /31

    $1,200,000

    • 5 Beds
    • 3.5 Baths
    • 3,400 Sq Ft

    36 Vanderbilt Ave, Saint James, NY 11780

    Welcome to this absolutely stunning updated Colonial located at the head of a cul de sac!! This gorgeous home boasts a spacious Formal Living Room, Formal Dining Room, Eat-in-Kitchen with granite countertops and Stainless Steel appliances, a family room with a fireplace for those cozy winter evenings, 5 nice-sized bedrooms, a huge sunroom, 3.5 bathrooms, and room for Mom or an Au Pair! Additional

    Robert Satter Showcase of Long Island Realty

    36 Vanderbilt Ave, Saint James, NY 11780
  • /50

    $9,999,000

    • 14 Beds
    • 14.5 Baths
    • 22,000 Sq Ft

    1 Swan Place, Saint James, NY 11780

    Set on 9 pristine acres with panoramic views of Long Island Sound, this private, gated estate is a masterpiece of history and modern refinement. Once a favored retreat for Hollywood’s golden era icons, including the Barrymores, Buster Keaton, and Myrna Loy, this extraordinary residence sits in the heart of Nissequogue, a town renowned for its charm and exclusivity. Designed by celebrated

    Kyle Roskot The Agency Northshore NY

    1 Swan Place, Saint James, NY 11780

Why Live in Head Of The Harbor

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, 11755 and 11767.
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 Ward Melville Senior High School, Harbor Country Day School and Paul J Gelinas Junior High School. Browse all the schools in Head Of The Harbor, NY to learn more.
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