HEAD OF THE HARBOR, NY HOMES FOR SALE


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Head of the Harbor

Head of the Harbor is a picturesque incorporated village situated north of St. James in the Township of Smithtown. It is bordered on the north by Stony Brook Harbor. Head of the Harbor is made up of mostly residential homes and agricultural areas. There is a public beach access at Cordwood Park. This was an area cordwood was shipped from when cordwood farming was prevalent in this area of The North Shore of Long Island. One of its noteworthy residents was the famous architect Stanford White.

Head of the Harbor

Total Listings: 20
Average Price: $1,464,950
Highest Price: $3,750,000
Lowest Price: $335,000

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Head of the Harbor Homes For Sale

20 Properties Found. Page 1 of 1
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Breathtaking "designer Showplace"-- All Brick 5...

NEW

$1,699,000

60 Harbor Rd, Head Of Harbor

  • 5 Beds
  • 8 Baths
  • 2 Acres

School District: Smithtown

Breathtaking "designer Showplace"-- All Brick 5500sf Estate Home W/ Great Attention To Detail & Superior Custom Quality Throughout. This Magnificent Features: 5 Bedrooms, 7.5 Baths, Gleaming Radiant Heated Mahogany Floors, Gourmet Granite Chef's Kitchen, O...

Magnificent Waterfront Estate With Panoramic Vi...

$3,750,000

1 Piper Ln, Head Of Harbor

  • 5 Beds
  • 6 Baths
  • 3.91 Acres

School District: Smithtown

Magnificent Waterfront Estate With Panoramic Views Of Stony Brook Harbor And Views Of Long Island Sound To Connecticut. Completely Renovated Home On 3.91 Acres Offering Ultimate Privacy And Most Rooms With A View. This Incredible Retreat With Gourmet Kitche...

Totally Refinished & Exciting Home, Modern Arch...

$1,199,000

9 Watercrest Ct, Head Of Harbor

  • 6 Beds
  • 8 Baths
  • 2 Acres

School District: Smithtown

Totally Refinished & Exciting Home, Modern Architecture With Time Honored Finishing Of Moldings, Wood Floors, Plus Spacious Rooms, Updated Baths & Kitchen, New Roof, In-ground Pool, Bowling Alley & Plenty Of Room For Entire Family.

Gorgeous Brick Farm Ranch W/hardie Plank Siding...

$1,599,000

19 Pinoak Ln, Head Of Harbor

  • 5 Beds
  • 4 Baths
  • 2 Acres
  • 6,600 sqft

School District: Smithtown

Gorgeous Brick Farm Ranch W/hardie Plank Siding, Composite Slate Roof, Estate Setting, Culdesac Street, Banquet Sized Fdr, Upscale Heated Gunite Igp W/hot Tub, Full Fin. Ll Walk Out, Abuts Preserved County Land (13 Acres) Top Of Line Everything, Country Clu...

Magnificent Custom Built 5/6 Br Colonial On Cul...

$1,595,000 Under Contract

21 Woodlot Rd, Head Of Harbor

  • 5 Beds
  • 4 Baths
  • 2.01 Acres
  • 4,700 sqft

School District: Smithtown

Magnificent Custom Built 5/6 Br Colonial On Culdesac W/ Seasonal Harbor Waterviews. 1st & 2nd Floor Mstr Suites. Gourmet Kit W/brkfst Counter, Huge Center Island, Rad. Heat, Walk In Pantry, Banquet Dr. Chefs/entertainers Delight/ For W/coffered Ceils, Oak F...

Meticulously Maintained! Charming Country Cape ...

REDUCED 2%

$769,000

2 Oak Ridge Rd, Head Of Harbor

  • 5 Beds
  • 2 Baths
  • 2.18 Acres

School District: Three Village

Meticulously Maintained! Charming Country Cape Located In A Quiet Culdesac Setting Near Stony Brook Village & Harbor! This Lovely Home Features: 5 Bedrooms, Wood Flooring Throughout, Andersen Windows, 2 Fireplaces, Huge Full Finished Basement, Beautiful Sun...

Champion In Location, Contemporary Home Leads Y...

$1,050,000

5 Meadow Gate East, Head Of Harbor

  • 5 Beds
  • 6 Baths
  • 2.14 Acres

School District: Smithtown

Champion In Location, Contemporary Home Leads You Into A Colonial Interior Space Design. Open Floor Plan Flows Throughout This Multi Level Living Room And Dramatic Center Hall And Staircase Entry. Sip Your Morning Coffee In The State Of The Art Kitchen And ...

Spacious Center Hall Colonial On Over 2 Private...

$699,000 Under Contract

35 Farm Rd, Head Of Harbor

  • 4 Beds
  • 4 Baths
  • 2.27 Acres

School District: Smithtown

Spacious Center Hall Colonial On Over 2 Private Wooded Acres In Head Of The Harbor. Home Boasts 4/5 Bedrooms, 3 1/2 Baths, And An Over-sized 2 1/2 Car Garage. Home Has Unlimited Potential For Future Owner/investor. Professional Home Office. Hardwood Floors,...

Private Sanctuary While Close To Town. 4 Br, 3....

$990,000

4 Wetherill Ln, Head Of Harbor

  • 4 Beds
  • 4 Baths
  • 2 Acres
  • 3,700 sqft

School District: Smithtown

Private Sanctuary While Close To Town. 4 Br, 3.5 Bth Expansive Home Will Grab You From The Moment You Walk Thru The Door. Grand Entrance, Gourmet Kitchen, Sunken Family Rm W/ Wood Burning Fp & Mstr Suite Made For Your Private Escape! Beautiful Custom Office...

Dramatic & Enthralling 6300sf Custom Built Coun...

$1,199,000

6 Victoria Ct, Head Of Harbor

  • 5 Beds
  • 6 Baths
  • 2.58 Acres
  • 6,280 sqft

School District: Three Village

Dramatic & Enthralling 6300sf Custom Built Country Estate Set In Priv Culdesac Backing Avalon Preserve. This Home Exudes Hi End Quality Craftsmanship & Features: 25' Entry, State Of The Art Systems, Open Flowing Floor Plan, Gourmet Cherry Granite Eik W/s.s....

8,000 Sqft Of Luxury Nestled Away On 2.85 Tranq...

$2,350,000

20 Carman Ln, Head Of Harbor

  • 5 Beds
  • 6 Baths
  • 2.85 Acres

School District: Smithtown

8,000 Sqft Of Luxury Nestled Away On 2.85 Tranquil Acres In Head Of The Harbor. As You Step Inside, The Sweeping Staircase And Enormous Great Rm With Soaring Ceilings And A Wall Of Glass Will Take Your Breath Away. The First Floor Boasts A Formal Dr, Den, B...

Rare Find--2.05 Acre Lot! Wonderful Opportunity...

Photo of Listing #2976865

$479,000

Gate Rd, Head Of Harbor

  • 2.05 Acres

School District: Smithtown

Rare Find--2.05 Acre Lot! Wonderful Opportunity To Build Your Dream Home On A Private Tree Lined Street In The Incorporated Village Of Head Of The Harbor. Minutes From Stony Brook University, Hospital, Village, Avalon Preserve, Harbor & Beaches! Very Desira...

Magnificent Brick Colonial On Estate-like Groun...

$1,795,000 Under Contract

10 Wicks Ln, Head Of Harbor

  • 5 Beds
  • 5 Baths
  • 2 Acres

School District: Smithtown

Magnificent Brick Colonial On Estate-like Grounds Custom Built To Perfection! This Spacious Home Boasts Attention To Detail Throughout With Exquisite Built-ins,extensive Moldings,5 Fireplaces Two-story Foyer & Rich Hardwood Floors.two Acres Of Perfectly Man...

Spectacular 5 Bedroom 3.5 Bath Home With Updat...

REDUCED 4%

$1,099,000 Under Contract

11 Meadow Gate East, Head Of Harbor

  • 5 Beds
  • 5 Baths
  • 2.01 Acres

School District: Smithtown

Spectacular 5 Bedroom 3.5 Bath Home With Updated Kitchen And Baths Set On 2.1 Flat Acres Comprised Of Professional Landscaped Gardens And Expansive Green Meadow. Located In Cul De Sac In The Incorporated Village Of Head Of The Harbor. Complete With New Ge...

Home Has Just Been Renovated, Painted Thru-out....

$1,150,000

5 Fox Meadow Ln, Head Of Harbor

  • 4 Beds
  • 5 Baths
  • 1.04 Acres
  • 4,150 sqft

School District: Three Village

Home Has Just Been Renovated, Painted Thru-out. Hardwood Floors W/dark Walnut Stain,wainscoting,crown And Chair Rail Molding, Custom White Maple Cabinetry.granite Counter Tops, New S/s Appls, Butler's Pantry, Intricate W/w, Music System, Alarm System, Cac, ...

Build Your Dream Home--majestic Post Modern Col...

$1,898,000

8 Timothy Ln, Head Of Harbor

  • 4 Beds
  • 4 Baths
  • 3.25 Acres
  • 3,400 sqft

School District: Smithtown

Build Your Dream Home--majestic Post Modern Colonial To Be Built At End Of Quiet Cul-de-sac With Cedar Shake Exterior, Guest Suite On Main Floor, High Ceilings, Gas Heat & 3-car Garage . Customize This Luxurious Home To Your Taste & Color Palette. Located...

Beautiful 3.45 Acre Bldg Lot. 3 Village Schools...

Photo of Listing #2940340

$335,000

1253 N Country Rd, Head Of Harbor

  • 3.45 Acres

School District: Three Village

Beautiful 3.45 Acre Bldg Lot. 3 Village Schools. Sold W/plans & Approvals For A 4,600 Sqft Home W/3 Car Garage. Driveway Access Is Cleared. Walk To Stony Brook Village & Docks. Near Avalon Preserve. Lots Of Level Land. Very Secluded Estate Setting. Plans In...

Dramatic Reduction In Price Makes This An Oppor...

REDUCED 9%

$999,000 Under Contract

12 Saneck Dr, Head Of Harbor

  • 5 Beds
  • 4 Baths
  • 2.59 Acres
  • 5,200 sqft

School District: Three Village

Dramatic Reduction In Price Makes This An Opportunity Of A Lifetime! Diamond Condition Colonial Set On Cul-de-sac Adjacent To Nature Conservancy. All Principal Rooms Are Oversized & Feature 10' Ceilings. Exquisite Kitchen & Baths, Bridal Staircase, 3 F/p's,...

To Be Built! Timeless & Luxurious, This Home Wi...

$2,995,000

5 Woodlot Road, Head Of Harbor

  • 4 Beds
  • 5 Baths
  • 2 Acres
  • 6,000 sqft

School District: Smithtown

To Be Built! Timeless & Luxurious, This Home Will Sit On 2 Acres Overlooking Magnificent Stony Brook Harbor. Will Offer 6000 Sf Of Spectacular Living Space Including 4 Master Br W/ En-suites,gourmet Kitchen W/breakfast Rm,flr,fdr, And A Light-filled Lower ...

Stunning Gated Brick Masterpiece Set On 2 Acres...

REDUCED 8%

$1,650,000

1 Wicks Lane, Head Of Harbor

  • 5 Beds
  • 4 Baths
  • 2 Acres
  • 4,500 sqft

School District: Smithtown

Stunning Gated Brick Masterpiece Set On 2 Acres On A Pristine Cul-de-sac. This Gorgeous One Level Residence Integrates Classic Amenities W/custom Millwork. Grand & Spacious And Perfect For Family Gatherings/elegant Entertaining. Gourmet Kit, Bar Room, Den &...

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