14

Recently Sold Head of the Harbor Homes

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  • 3 Nadia Ct, Saint James, NY 11780

    $905,000 Sold Oct 10, 2025

    • 2,500 Sq Ft
    • $362/SF
    • 28 Days On Market
    • 5 Beds
    • 2 Baths
    • Built 1964

    3 Nadia Ct, Saint James, NY 11780

    Welcome to 3 Nadia Court, a timeless New England-style Cape nestled on nearly 2.5 wooded acres in the exquisite village of Head of the Harbor. Tucked away on a quiet cul-de-sac, this 5-bedroom, 2-bathroom home offers the perfect blend of classic charm and serene privacy.Step through the front door into a large, welcoming foyer with original millwork that sets the tone for this warm and

    Monica Balsan Daniel Gale Sothebys Intl Rlty

    3 Nadia Ct, Saint James, NY 11780
  • 537 Moriches Rd, Saint James, NY 11780

    $1,150,000 Sold Oct 06, 2025

    • 2,541 Sq Ft
    • $453/SF
    • 29 Days On Market
    • 5 Beds
    • 2.5 Baths
    • Built 1927

    537 Moriches Rd, Saint James, NY 11780

    A Rare Country Retreat on 3.5 Level Acres in Head of the HarborWelcome to a truly special property that captures the charm and serenity of a classic country estate—gracious, private, and full of old-world appeal. Set on an incredibly rare and completely level 3.5-acre parcel, this beautiful setting offers a sense of space and tranquility that’s hard to find. Located just minutes from Long

    Bonnie Glenn Daniel Gale Sothebys Intl Rlty

    537 Moriches Rd, Saint James, NY 11780
  • 17 Barn Ln, Saint James, NY 11780

    $2,800,000 Sold Sep 26, 2025

    • 5,340 Sq Ft
    • $524/SF
    • 175 Days On Market
    • 5 Beds
    • 4.5 Baths
    • Built 2020

    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

    Deborah Pirro Daniel Gale Sothebys Intl Rlty

    17 Barn Ln, Saint James, NY 11780
  • Lot 1 Timothy Ln, Head of the Harbor, NY 11780

    $780,000 Sold Aug 27, 2025

    • Land
    • 2.4 Acres
    • $325,000 per Acre
    • 49 Days On Market

    Lot 1 Timothy Ln, Head of the Harbor, NY 11780

    Rare opportunity for flat parcel of cleared land on a cul-de-sac in the Incorporated village of Head of the Harbor. Surrounded by 4000-6000 sqft homes. This is an ideal location to build your dream home or a spec house. Water, electric at the property. Road paved in front of property. Located within 10 miles of major highways as well as private beaches.

    Alexia Poulos Douglas Elliman Real Estate

    Lot 1 Timothy Ln, Head of the Harbor, NY 11780
  • 1 Meadow Gate E, Saint James, NY 11780

    $2,300,000 Sold Aug 07, 2025

    • 5,130 Sq Ft
    • $448/SF
    • 113 Days On Market
    • 5 Beds
    • 5.5 Baths
    • Built 1987

    1 Meadow Gate E, Saint James, NY 11780

    Welcome to 1 Meadow Gate East....A Stunning Estate with endless possibilities, set on 2 beautiful acres in the desirable Incorporated Village of Head of the Harbor! As you step through the elegant front doors, you’re welcomed by a bright and inviting atmosphere, w/ natural light pouring in and peaceful views of the natatorium w/ Resort style Indoor Premium PebbleTec Pool, offering a perfect mix

    Deborah Lettieri Signature Premier Properties

    1 Meadow Gate E, Saint James, NY 11780
  • 15 Armand Ct, Saint James, NY 11780

    $2,600,000 Sold Aug 06, 2025

    • 8,000 Sq Ft
    • $325/SF
    • 22 Days On Market
    • 5 Beds
    • 8 Baths
    • Built 1985

    15 Armand Ct, Saint James, NY 11780

    A truly one-of-a-kind gated compound set on 2.4 lush meticulously manicured acres. This remarkable estate exudes a sense of serenity combined with a modern, open concept. Designed for those who appreciate high-end custom features and the finest in craftsmanship, this property offers an extraordinary living experience. This entertainer's paradise boasts an open and sophisticated living space

    Bonnie Glenn Daniel Gale Sothebys Intl Rlty

    15 Armand Ct, Saint James, NY 11780
  • 3 The Hunt, Saint James, NY 11780

    $1,450,000 Sold Jul 30, 2025

    • 3,600 Sq Ft
    • $403/SF
    • 85 Days On Market
    • 5 Beds
    • 3.5 Baths
    • Built 1999

    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
  • 17 Timothy Ln, Saint James, NY 11780

    $1,248,000 Sold Apr 07, 2025

    • 139 Days On Market
    • 5 Beds
    • 3.5 Baths
    • Built 1923

    17 Timothy Ln, Saint James, NY 11780

    Absolutely STUNNING only begins to describe this 5 bedroom, 3.5 Bath totally renovated colonial in the Village of Head of the Harbor. Gleaming hardwood floors and board and batten accents greet you as you enter into the foyer which then leads to the living room w/ fireplace. The living room has an entrance into the 4 seasons sun room/den as well as the formal dining room/sitting room. This brings

    Zachary Scher Signature Premier Properties

    17 Timothy Ln, Saint James, NY 11780
  • 30 Hitherbrook Rd, Saint James, NY 11780

    $1,200,000 Sold Mar 27, 2025

    • 3,384 Sq Ft
    • $355/SF
    • 74 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1978

    30 Hitherbrook Rd, Saint James, NY 11780

    This home is fully available- deal on the table died- Welcome to 30 Hitherbrook Road in the beautiful Village of Head of the Harbor NY. Impeccably maintained traditional center hall cedar colonial nestled on a beautifully wooded two acre parcel. The home affords a formal living room, formal dining room, an office or sitting room, a spacious eat in kitchen with granite counters, new stainless

    John Sanders Shea & Sanders Real Estate Inc

    30 Hitherbrook Rd, Saint James, NY 11780
  • 30 Cordwood Path, Saint James, NY 11780

    $975,000 Sold Jan 08, 2025

    • 3,598 Sq Ft
    • $271/SF
    • 10 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1969

    30 Cordwood Path, Saint James, NY 11780

    House being Sold As Is. Located in Historic Village of Head of The Harbor this 4 Bedroom 3.5 Bathroom Ranch with Stunning views of Stony Brooke Harbor. Easy to show, Property being sold with an additional 2-acre plot next door.

    Shawn Rogol Compass Greater NY LLC

    30 Cordwood Path, Saint James, NY 11780
  • 178 Harbor Rd, Stony Brook, NY 11790

    $870,000 Sold Dec 17, 2024

    • 1,417 Sq Ft
    • $614/SF
    • 14 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1930

    178 Harbor Rd, Stony Brook, NY 11790

    Welcome to this charming 1930s Colonial nestled on a serene 0.5-acre lot, offering both timeless character and modern convenience. This adorable home features 3 bedrooms, 1.5 baths, and has been beautifully updated throughout. The property backs up to Avalon Nature Preserve, providing an abundance of peace and privacy. As you step inside, you'll be greeted by classic Colonial details like

    Michael O Dwyer Daniel Gale Sothebys Intl Rlty

    178 Harbor Rd, Stony Brook, NY 11790
  • 32 Farm Rd, Saint James, NY 11780

    $890,000 Sold Dec 06, 2024

    • 8 Days On Market
    • 3 Beds
    • 3.5 Baths
    • Built 1963

    32 Farm Rd, Saint James, NY 11780

    Discover a hidden gem nestled in the picturesque Incorporated Village of Head of the Harbor. This sprawling ranch-style home, set on a generous wide two-acre lot, offers the perfect blend of country living and convenience. Surrounded by lush greenery, this property provides a serene retreat while remaining just minutes away from town, shopping, Stony Brook University, restaurants, and

    Bonnie Glenn Daniel Gale Sothebys Intl Rlty

    32 Farm Rd, Saint James, NY 11780
  • 10 Buckingham Ct, Saint James, NY 11780

    $1,725,000 Sold Nov 22, 2024

    • 48 Days On Market
    • 5 Beds
    • 3 Baths
    • Built 1997

    10 Buckingham Ct, Saint James, NY 11780

    This stunning all brick expansive colonial is nestled in a sought after location within the private Village of Head of the Harbor. Comprising of 5 Bedrooms and 3 full Bathrooms, this home exudes timeless elegance with its classic brick exterior and stately presence. Set on a lush 2-acre lot, this property is surrounded by other beautiful homes, creating an ambience of sophistication. Upon

    Bonnie Glenn Daniel Gale Sothebys Intl Rlty

    10 Buckingham Ct, Saint James, NY 11780
  • 33 Bacon Rd, Saint James, NY 11780

    $2,600,000 Sold Jul 17, 2025

    • 4,850 Sq Ft
    • $536/SF
    • 13 Days On Market
    • 6 Beds
    • 5.5 Baths
    • Built 2012

    33 Bacon Rd, Saint James, NY 11780

    Expansive 6 BR "Better than New"Georgian Colonial . Every Detail and Amenity possible ! Experience luxury living at its finest in this breathtaking and stately and unsurpassed in quality colonial, where timeless elegance and modern sophistication blend seamlessly. With its striking stone front exterior and inviting paver walkways, this extraordinary property is for the discerning buyer seeking

    Bonnie Glenn Daniel Gale Sothebys Intl Rlty

    33 Bacon Rd, Saint James, NY 11780

Frequently Asked Questions

What is the average time to sell a house in Head of the Harbor, NY?
The houses for sale in Head of the Harbor, NY spend an average of 72 days on the market.
What is the number of active homes for sale in Head of the Harbor, NY?
There are 4 active homes for sale in Head of the Harbor, NY.
Is Head of the Harbor, NY a good neighborhood?
Head of the Harbor, NY is a highly rated neighborhood receiving 3.2 stars from it's current and former residents.

Home Trends in Head of the Harbor, NY

Housing Trends

Median Sale Price
$1,248,000
Median Single Family Sale Price
$1,375,000
Average Price Per Sq Ft
$436
Number of Homes for Sale
4
Last 12 months Home Sales
13
Months of Supply
3.70
Median List Price
$1,396,500
Median Change From 1st List Price
3%
Median Home Sale Price YoY Change
8%
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