4

Head of the Harbor Homes for Rent

Section Image
  • /42

    $6,500 per month

    • 4 Beds
    • 3 Baths
    • 2,795 Sq Ft
    • House for Rent

    32 Hitherbrook Rd, Saint James, NY 11780

    Rare to find home rental in beautiful Head of the Harbor. Spacious 9 room , 4bdrm, 3 full bath 2,795 square foot Farm Ranch home. Wood floors, fireplace, spacious country kitchen with granite and stainless steel appliances, finished walkout basement with gym, jacuzzi tub, palatial primary suite. Hilltop setting on private, wooded 2acre lot with large patio. Available for immediate occupancy.

    John Sanders Shea & Sanders Real Estate Inc

    32 Hitherbrook Rd, Saint James, NY 11780
  • /50

    $20,000 per month

    • 6 Beds
    • 9.5 Baths
    • 6,500 Sq Ft
    • House for Rent

    2 Sunset Dr, Saint James, NY 11780

    Welcome to 2 Sunset Lane – a stunning 6-bedroom, 10-bath estate set on 3.9 beautifully landscaped acres, complete with a private tennis court and herb garden.Main Floor - Step into a grand foyer featuring a sweeping staircase and chandelier. The main level offers a formal dining room, a spacious open kitchen with breakfast nook, large island, and top-of-the-line Wolf range with double

    carol hurnyak Long Island Homes & Horse Prop

    2 Sunset Dr, Saint James, NY 11780
  • /9

    $2,400 per month

    • 2 Beds
    • 1 Bath
    • 950 Sq Ft
    • Apartment for Rent

    174 Mills Pond Rd Unit 2D, Saint James, NY 11780

    Rare find! Pristine and beautifully maintained second-floor 2-bedroom apartment in a prime location — just minutes from shopping, dining, Stony Brook University, and Stony Brook Hospital.This light-filled apartment offers the perfect combination of comfort and convenience, featuring a spacious living room, updated full bathroom, and a well-equipped kitchen. With its neutral decor, it

    Bonnie Glenn Daniel Gale Sothebys Intl Rlty

    174 Mills Pond Rd Unit 2D, 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 for renters near Head of the Harbor?
The most popular zip codes for renters near Head of the Harbor are 11780, 11790, 11787, 11755 and 11754.
How to Rent a Home