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Head Of The Harbor, NY Homes for Sale with Acreage

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  • /19

    $2,900,000

    • 5 Beds
    • 4.5 Baths
    • 5,340 Sq Ft

    17 Barn Ln, Saint James, NY 11780

    A Stunning home, nestled on 2 acres, offering incredible attention to detail. The open floor plan offers in excess of 5000 ft. with five bedrooms and 4 1/2 baths. Upon arrival, you are greeted by a gracious two-story entryway leading to a dramatic great room with gas fireplace and double-height coffered ceiling. The formal living room and dining room have 9 foot ceilings and an abundance of

    Agent Photo

    Deborah Pirro

    Daniel Gale Sothebys Intl Rlty

    (855) 512-5119

    17 Barn Ln, Saint James, NY 11780
  • /27

    $1,499,000

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

    91 Harbor Rd, Saint James, NY 11780

    Tucked away in a charming and highly desirable country setting, this sprawling ranch-style residence offers a rare opportunity to enjoy refined living on 2.6 quiet, park-like acres—just moments from the charm and convenience of Stony Brook Village. Perfectly positioned near the tranquil waters of Stony Brook Harbor, Avalon Nature Preserve, local vineyards, and only a short drive to Stony Brook

    Bonnie Glenn Daniel Gale Sothebys Intl Rlty

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

    $800,000

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

    adj #252 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 fully permitted and ready to accommodate a spectacular 6,000+

    Karyn Flores Compass Greater NY LLC

    adj #252 Moriches Rd, Head of the Harbor, NY 11780
  • /44

    $4,300,000

    • 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
  • /33

    $1,349,000

    • 5 Beds
    • 2.5 Baths
    • 2,541 Sq Ft

    537 Moriches Rd, Saint James, NY 11780

    Incredible Level 3.5 Pastoral Acres..with Detached Cottage with so many possibilities & 2 Stall Horse Bldg./Welcome to this updated classic country colonial where modern amenities blend seamlessly with timeless charm. This thoughtfully renovated home features gas heat, central air, updated Andersen windows, updated baths, gleaming wood floors, and custom millwork. The kitchen shines with

    Bonnie Glenn Daniel Gale Sothebys Intl Rlty

    537 Moriches Rd, Saint James, NY 11780
  • /41

    $1,330,000

    • 5 Beds
    • 3.5 Baths
    • 3,600 Sq Ft

    3 The Hunt, Saint James, NY 11780

    Spectacular and stately contemporary colonial style home boasting 5 bedrooms, 3 full bathrooms, a powder room off the fantastically open eat – in – kitchen with center island, a den with the warmth of a beautiful fireplace, , exceptional layout, full basement with high ceilings, and a parcel to die for. This tucked away ruby offers all the tranquility and serenity of the Head of the Harbor and

    Todd Yovino Island Advantage Realty LLC

    3 The Hunt, Saint James, NY 11780
  • /50

    $11,995,000

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

    1 Swan Place, Saint James, NY 11780

    Set on 9 secluded acres with breathtaking panoramic views of Long Island Sound, Swan Manor is an architectural and design masterpiece. Behind its gated entrance, this ultra-private estate seamlessly blends timeless grandeur with contemporary luxury, offering an unrivaled lifestyle on the prestigious Gold Coast.Originally envisioned by Stanford White, the legendary architect behind New York’s

    Kyle Roskot The Agency Northshore NY

    1 Swan Place, Saint James, NY 11780
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