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Search Sold Homes

View All Recently Sold Homes in Head of the Harbor, NY

76 Harbor Road, Head Of Harbor image
76 Harbor Road, Head Of Harbor $1,630,000

This distinguished custom Neo-Dutch Colonial is a masterclass in timeless architecture, exceptional craftsmanship, and exquisite detailing throughout. Gracefully set on 2...

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  • 4 Beds
  • 3 Baths
  • 988568 MLS
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23 Bacon Road, Head Of Harbor image
23 Bacon Road, Head Of Harbor $1,340,000

BACK ON MARKET !! - ALL BINDERS ARE OFF, DEAL FELL THROUGH - HOME IS 100% AVAILABLE ! Welcome to 23 Bacon Road - The Best Value in the coveted Head of the Harbor ! This ...

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  • 5 Beds
  • 5 Baths
  • 881144 MLS
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18 Watercrest Court, Head Of Harbor image
18 Watercrest Court, Head Of Harbor $1,500,000

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. ...

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  • 6 Beds
  • 3 Baths
  • 907563 MLS
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60 Harbor Road, Head Of Harbor image
60 Harbor Road, Head Of Harbor $1,975,000

Perfectly Positioned In The Prestigious Village Of Head Of The Harbor, This Exceptional All-Brick Estate Offers Timeless Sophistication And Refined Luxury On 2 Private Ac...

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  • 6 Beds
  • 8 Baths
  • 985682 MLS
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12 Briarwood Court, Head Of Harbor image
12 Briarwood Court, Head Of Harbor $1,400,000

Stunning 5BR/3BA Luxury Colonial on 2 Sprawling Acres Welcome to this exceptional home set on two beautifully landscaped acres located at the end of a cul-de-sac in the ...

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  • 5 Beds
  • 3 Baths
  • 936861 MLS
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30 Cordwood Path, Head Of Harbor image
30 Cordwood Path, Head Of Harbor $1,400,000

A rare opportunity in Head of the Harbor — over 4 acres of subdivided land offering unmatched potential and panoramic water views. This property includes multiple parcels...

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  • 4 Beds
  • 4 Baths
  • 926537 MLS
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33 Bacon Road, Head Of Harbor image
33 Bacon Road, Head Of Harbor $2,700,000

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 Squ...

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  • 6 Beds
  • 6 Baths
  • 901458 MLS
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91 Harbor Road, Head Of Harbor image
91 Harbor Road, Head Of Harbor $1,300,000

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 ra...

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  • 3 Beds
  • 4 Baths
  • 874712 MLS
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15 Emmet Drive, Head Of Harbor image
15 Emmet Drive, Head Of Harbor $3,600,000

Commanding an incomparable position on Stony Brook Harbor, The Mallows stands as one of the most extraordinary and architecturally significant waterfront estates on Long ...

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  • 11 Beds
  • 7 Baths
  • 835698 MLS
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3 Nadia Court, Head Of Harbor image
3 Nadia Court, Head Of Harbor $905,000

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-...

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  • 5 Beds
  • 2 Baths
  • 896006 MLS
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537 Moriches Road, Head Of Harbor image
537 Moriches Road, Head Of Harbor $1,150,000

A Rare Country Retreat on 3.5 Level Acres in Head of the Harbor Welcome to a truly special property that captures the charm and serenity of a classic country estate—grac...

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  • 5 Beds
  • 3 Baths
  • 884127 MLS
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17 Barn Lane, Head Of Harbor image
17 Barn Lane, Head Of Harbor $2,800,000

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 ar...

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  • 5 Beds
  • 5 Baths
  • 818587 MLS
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Lot 1 Timothy Lane, Head Of Harbor image
Lot 1 Timothy Lane, Head Of Harbor $780,000

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 l...

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  • 815152 MLS
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1 Meadow Gate East, Head Of Harbor image
1 Meadow Gate East, Head Of Harbor $2,300,000

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 yo...

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  • 5 Beds
  • 6 Baths
  • 820769 MLS
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15 Armand Court, Head Of Harbor image
15 Armand Court, Head Of Harbor $2,600,000

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....

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  • 5 Beds
  • 8 Baths
  • 847931 MLS
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33 Bacon Road, Head Of Harbor image
33 Bacon Road, Head Of Harbor $2,600,000

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 unsur...

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  • 6 Beds
  • 6 Baths
  • 843241 MLS
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30 Hitherbrook Road, Head Of Harbor image
30 Hitherbrook Road, Head Of Harbor $1,200,000

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...

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  • 4 Beds
  • 3 Baths
  • L3588921 MLS
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32 Farm Road, Head Of Harbor image
32 Farm Road, Head Of Harbor $890,000

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 ...

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  • 3 Beds
  • 4 Baths
  • L3582929 MLS
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10 Buckingham Court, Head Of Harbor image
10 Buckingham Court, Head Of Harbor $1,725,000

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 Ba...

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  • 5 Beds
  • 3 Baths
  • L3565183 MLS
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49 Harbor Hill Road image
49 Harbor Hill Road $900,000

Stunning Colonial Featuring 5 Bedrooms, 3.5 Bathrooms, 2-Car Garage Featuring Spacious Guest Quarters With Full Bathroom. High Ceilings, Crown Molding, And Hardwood Floor...

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  • 5 Beds
  • 4 Baths
  • L3552714 MLS
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3 Cordwood Path, Head Of Harbor image
3 Cordwood Path, Head Of Harbor $1,450,000

Welcome to 3 Cordwood Path, a rare gem nestled in the prestigious Head of Harbor section of Saint James, NY. Once part of the historic Stanford White estate, this propert...

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  • 4 Beds
  • 2 Baths
  • L3566584 MLS
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16 Gate Road, Head Of Harbor image
16 Gate Road, Head Of Harbor $2,450,000

Located In The Highly Regarded Village Of Head of The Harbor, This Captivating, Newly Constructed Board And Batten Modern Farmhouse Is Designed For Today's Open Concept L...

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  • 4 Beds
  • 5 Baths
  • L3561348 MLS
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8 Woodlot Road, Head Of Harbor image
8 Woodlot Road, Head Of Harbor $1,225,000

Nestled on 2 private serene acres within the Private Village of Head of the Harbor, this captivating 4-bedroom 4 full bath sprawling ranch offers a lifestyle of comfort a...

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  • 4 Beds
  • 4 Baths
  • L3549678 MLS
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72 Harbor, Head Of Harbor image
72 Harbor, Head Of Harbor $1,275,000

6.74 glorious acres of lawns and gardens in the Incorporated Village of Head of the Harbor. This charming home resembles an English Country Home. Unique design with archi...

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  • 4 Beds
  • 5 Baths
  • L3522655 MLS
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1 Friends Way, Head Of Harbor image
1 Friends Way, Head Of Harbor $1,330,000

Artist/ Musician Haven at Lavender Hill Farm ~ Experience a Serene, Exclusive 2.56 Acreage lifestyle that has it All. Bringing Space and Style to its list of many special...

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  • 4 Beds
  • 4 Baths
  • L3521168 MLS
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8 Timothy Lane, Head Of Harbor image
8 Timothy Lane, Head Of Harbor $595,000

Beautiful Setting to Build the Home of Your Dreams. Over 3 Full Acres of Tranquil, Peaceful & Serene Land. Quiet Street, Beautiful Neighborhood Within Award Winning Smith...

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  • L3498119 MLS
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6 Buckingham Court, Head Of Harbor image
6 Buckingham Court, Head Of Harbor $930,000

Priced to sell! Don't miss this opportunity to make this property your forever home! Location, Location, Location! Spacious home with unlimited potential located in the V...

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  • 5 Beds
  • 5 Baths
  • L3464237 MLS
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6 Farm Road, Head Of Harbor image
6 Farm Road, Head Of Harbor $1,160,000

Designer Showcase Inside & Out with mother/daughter potential! Welcome to 6 Farm Road, a stunning totally renovated home that combines elegance, style and comfort. This s...

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  • 6 Beds
  • 3 Baths
  • L3505705 MLS
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91 Harbor Road, Head Of Harbor image
91 Harbor Road, Head Of Harbor $1,100,000

Spectacular one of a kind 3,210 square foot open floor plan post modern home features Large Entry Hall Foyer, Formal Dining Room, very Large Sunken Living Room with Firep...

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  • 3 Beds
  • 3 Baths
  • L3443407 MLS
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5 Rhododendron Road, Head Of Harbor image
5 Rhododendron Road, Head Of Harbor $797,000

A more naturally beautiful setting would be difficult to find! This gem of a home is nestled on 2.22 acres with the best neighbors! The backyard of this stunning proper...

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  • 3 Beds
  • 2 Baths
  • L3498011 MLS
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19 The Chase, Head Of Harbor image
19 The Chase, Head Of Harbor $1,460,000

Welcome To 19 The Chase Located In One Of The Most Desirable Private Cul-De-Sac Communities In The Beautiful Incorporated Village Of Head Of The Harbor! This Stunning Fre...

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  • 5 Beds
  • 4 Baths
  • L3460336 MLS
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Listings courtesy of OneKey® MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

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332 Jackson Ave
Syosset, NY 11791
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