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Head of the Harbor Homes for Sale

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  • /23

    $1,599,000 Open Sat 1PM - 2:30PM

    • 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
  • /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
  • /27

    $1,375,000

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

    91 Harbor Rd, Saint James, NY 11780

    Must see to appreciate! 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

    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 #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

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

Is Head of the Harbor a good place to live?
Head of the Harbor is a good place to live, receiving 3.2 stars from its residents. Head of the Harbor is considered very car-dependent and somewhat bikeable. Head of the Harbor is a suburban neighborhood with a crime score of 2, making it safer than the average neighborhood in the U.S. Head of the Harbor has 7 parks for recreational activities. It is sparse in population with 0.8 people per acre and a median age of 46. The average household income is $238,381 which is above the national average. College graduates make up 62.4% of residents. A majority of residents in Head of the Harbor are home owners, with 8.7% of residents renting and 91.3% of residents owning their home. A local real estate agent serving Head of the Harbor can help you decide if this neighborhood is the right one for you. Learn more on our Head of the Harbor neighborhood guide.
Is Head of the Harbor, NY a safe neighborhood?
Head of the Harbor, NY is safer than the average neighborhood in the United States. It received a crime score of 2 out of 10.
How much do you need to make to afford a house in Head of the Harbor?
The median home price in Head of the Harbor is $1,396,500. If you put a 20% down payment of $279,300 and had a 30-year fixed mortgage with an interest rate of 6.19%, your estimated principal and interest payment would be $6,840 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $293K a year to afford the median home price in Head of the Harbor. The average household income in Head of the Harbor is $238K.
What are the best public schools in Head of the Harbor?
The best public schools that serve Head of the Harbor are:
What are the best private schools in Head of the Harbor?
The best private schools that serve Head of the Harbor are:
  • The Stony Brook School has an A+ Niche grade, a student teacher ratio of 10:1 and an average review score of 4.4.
  • Harbor Country Day School has an A Niche grade, a student teacher ratio of 4:1 and an average review score of 5.0.
  • The Knox School has an A Niche grade, a student teacher ratio of 6:1 and an average review score of 4.3.
What are the most popular zip codes in Head of the Harbor, Head Of The Harbor, NY?
The most popular zip codes in Head of the Harbor, Head Of The Harbor, NY include 11780, 11790, 11787, 11755 and 11767.

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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