Section Image

Explore Similar Condos Within 2 Miles of Head Of The Harbor, NY

  • 705 Cabot Ct W, Saint James, NY 11780
    705 Cabot Ct W, Saint James, NY 11780
    705 Cabot Ct W, Saint James, NY 11780
    /33

    $429,000

    • 1 Bed
    • 1.5 Baths
    • 963 Sq Ft

    705 Cabot Ct W, Saint James, NY 11780

    Bring your key & move right into this 1 Br Ranch model in the beautiful 55+ community of Fairfield in Saint James! This home Features an updated EIK W/ Brand new SS Appliances & breakfast nook area, Formal dining, Living room with sliders to Private Rear patio, half bath, Primary Suite with Updated Full Bath, CAC, Brand NEW Roof and much more! This Gated community offers a Beautiful Clubhouse,

    Deborah Lettieri Signature Premier Properties

    705 Cabot Ct W, Saint James, NY 11780
  • 401 Cabot Ct E Unit C401, Saint James, NY 11780
    401 Cabot Ct E Unit C401, Saint James, NY 11780
    401 Cabot Ct E Unit C401, Saint James, NY 11780
    /19

    $499,000

    • 1 Bed
    • 1.5 Baths
    • 900 Sq Ft

    401 Cabot Ct E Unit C401, Saint James, NY 11780

    Fairfield at St. James - 55+ Community. Diamond Condition 1 Bedroom, l.5 Bath. Completely redone unit featuring a beautifully updated kitchen, new bathrooms, Lifeproof Vinyl Flooring throughout. Energy efficient upgrades to include new baseboards, thermostats, lighting, electrical panel, outlets, bathroom heaters/fans and hot water heater. New appliances (dishwasher never used). Ample closets and

    Patricia Gisbert Howard Hanna Coach

    401 Cabot Ct E Unit C401, Saint James, NY 11780
  • 82 Strathmore Gate Dr, Stony Brook, NY 11790
    82 Strathmore Gate Dr, Stony Brook, NY 11790
    82 Strathmore Gate Dr, Stony Brook, NY 11790
    /23

    $449,900

    • 2 Beds
    • 1.5 Baths
    • 1,128 Sq Ft

    82 Strathmore Gate Dr, Stony Brook, NY 11790

    Beautifully Renovated Coventry Ranch End Unit in Active 55+ Community Move right into this updated 2-bedroom, 1.5-bath end-unit ranch in the sought-after Coventry 55+ community. Enjoy a bright, open layout featuring vaulted ceilings in the living and dining rooms and gleaming laminate wood floors throughout.The modern eat-in kitchen boasts new cabinets, countertops and flooring, while both

    Paul Pace Go Asset Inc

    82 Strathmore Gate Dr, Stony Brook, NY 11790
  • 607 Cabot Ct E Unit C607, Saint James, NY 11780
    607 Cabot Ct E Unit C607, Saint James, NY 11780
    607 Cabot Ct E Unit C607, Saint James, NY 11780
    /24

    $450,000

    • 1 Bed
    • 1.5 Baths
    • 929 Sq Ft

    607 Cabot Ct E Unit C607, Saint James, NY 11780

    Welcome to Fairfield at St. James – a Premier 55+ Community!One-bedroom, 1.5 bath condo offering comfort, convenience, and an active lifestyle. Enjoy resort-style living with outstanding amenities including indoor and outdoor pools, pickleball / tennis courts, a clubhouse with gym and billiards, and a peaceful walking trail that winds through beautifully landscaped grounds featuring a

    Kathleen Becker Howard Hanna Coach

    607 Cabot Ct E Unit C607, Saint James, NY 11780
  • 914 Fenway Rd, Saint James, NY 11780
    914 Fenway Rd, Saint James, NY 11780
    914 Fenway Rd, Saint James, NY 11780
    /35

    $470,000

    • 2 Beds
    • 2 Baths
    • 1,200 Sq Ft

    914 Fenway Rd, Saint James, NY 11780

    Beautiful 2Bedroom 2 Bath Condo (55) with wood floors, attached garage, and balcony views! Formal dining room, EIK, Lots of. closets! Enjoy tennis, Pickleball, Swimming Pool & a friendly clubhouse community. 55 and older community

    Laura Riportella Douglas Elliman Real Estate

    914 Fenway Rd, Saint James, NY 11780
New York Suffolk County Head Of The Harbor

Condos for Sale in Head Of The Harbor, NY

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.

Learn more about living in Head Of The Harbor
How to Buy a Home How to Finance a Home How to Sell a Home

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Copyright © 2025 CoStar Group