HEAD OF THE HARBOR, NY HOMES FOR SALE


Head of the Harbor

Head of the Harbor is a prominent 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 significant residential homes and scenic agricultural areas. Cordwood Park has incredible views of the sunset and fishing access. One of its noteworthy residents was the famous architect Stanford White.

Head of the Harbor

Total Listings: 25
Average Price: $1,140,075
Highest Price: $2,999,000
Lowest Price: $335,000

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EXPLORE HEAD OF THE HARBOR

 

Head of the Harbor Homes For Sale

25 Properties Found. Page 1 of 1
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Magnificent Waterfront Estate Is Aligned On The...

REDUCED 13%

$2,999,000

1 Piper Ln, Head Of Harbor

  • 5 Beds
  • 6 Baths
  • 3.91 Acres
  • 530 sqft

School District: Smithtown

Magnificent Waterfront Estate Is Aligned On The Site To Maximize The Stunning Waterfront Panorama Of Stony Brook Harbor Across Li Sound To Connecticut. Completely Renovated Home On 3.91 Acres Offering Ultimate Privacy And Most Rooms With A View. Incredible ...

Gorgeous Post Modern Colonial To Be Built At En...

$1,899,000

8 Timothy Ln, Head Of Harbor

  • 4 Beds
  • 4 Baths
  • 3.25 Acres
  • 4,000 sqft

School District: Smithtown

Gorgeous Post Modern Colonial To Be Built At End Of Quiet Cul-de-sac. Fully Customizable! 4 Bedrooms, 3.5 Bathrooms, 3 Car Attached Garage, And Guest Suite On Main Floor. Property Includes 3+ Acres Of Land In Head Of The Harbor And Is Located Close To Route...

Newly Constructed In 2012- Luxury Ranch In Cul-...

$1,749,000

12 Fells Way, Head Of Harbor

  • 5 Beds
  • 6 Baths
  • 2 Acres
  • 5,075 sqft

School District: Smithtown

Newly Constructed In 2012- Luxury Ranch In Cul-de-sac W Professional Landscaping & Stonework. Spacious Gathering Rooms With Open Floor Plan,fine Millwork,radiant Heat Floors,state Of The Art Technology-control 4 System(music,camera,multiple Cable Dvr Sour...

Stunning Gated Brick Masterpiece Set On 2 Acres...

$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 Luxurious One-level Residence Integrates Classic Amenities W/ Detailed Custom Millwork. Grand & Spacious, This Home Is Perfect For Family Gatherings Or Elegant Entertaining With ...

Hidden At The End Of A Cul-de-sac And Behind Ma...

$1,549,000

14 The Chase, Head Of Harbor

  • 6 Beds
  • 6 Baths
  • 2.35 Acres
  • 6,057 sqft

School District: Smithtown

Hidden At The End Of A Cul-de-sac And Behind Mature Landscaping Sits This Spacious Colonial With Dramatic Modern Overtones. The Interior Design Features Spacious Rooms, High Ceilings And Large Windows Providing Maximum Natural Light. As A Result The Living ...

Hampton's Style Custom Built Home Nestled On 2....

REDUCED 5%

$1,395,000

76 Harbor Rd, Head Of Harbor

  • 4 Beds
  • 3 Baths
  • 2.82 Acres

School District: Smithtown

Hampton's Style Custom Built Home Nestled On 2.82 Acres With Seasonal Waterviews Of Stony Brook Harbor. This Exceptional Residence Offers 4 Bedrooms,2.5 Bth, Formal Living Room And Dining Room, Family Room With Fpl, Master En-suite W/balcony, Media Room An...

This Elegant Brick Colonial Evokes A Sense Of G...

$1,289,000

1 Timothy Woods Rd, Head Of Harbor

  • 6 Beds
  • 6 Baths
  • 2 Acres
  • 4,800 sqft

School District: Smithtown

This Elegant Brick Colonial Evokes A Sense Of Grandeur At Every Turn. A Luxurious 6 Bedroom,5.5 Bath Residence Features Fine Mill Work,gourmet Kitchen Open To Family Room, Hardwood Flooring,& Inviting Sun Room.the Enormous Finished Basement Has Ose. Park Li...

"the Shore Cottage" Built By Lawrence Grant Whi...

REDUCED 20%

$1,200,000

3 Harbor Rd, Head Of Harbor

  • 3 Beds
  • 3 Baths
  • 1.29 Acres

School District: Smithtown

"the Shore Cottage" Built By Lawrence Grant White (son Of Stanford White). One Of The Most Beautiful Historic Prime Waterfront French Country Homes In Head Of Harbor. This Historic Beauty Combines Old World Detail And Modern Amenities. Freshly Painted Exter...

Tranquility At Its Finest! This Beautiful Home ...

REDUCED 8%

$1,199,000

3 Cordwood Path, Head Of Harbor

  • 3 Beds
  • 2 Baths
  • 2.61 Acres

School District: Smithtown

Tranquility At Its Finest! This Beautiful Home Offers A Spacious Open Floor Plan Living Area With A Beautiful Stone Three Way Firelplace. An Atrium With Private Koi Pond. Beautiful Glass Doors Throughout For Private Water Views. Custom Features Throughout T...

Beautiful New England Style Colonial, W/seasona...

REDUCED 8%

$1,100,000

7 Carman Ln, Head Of Harbor

  • 4 Beds
  • 3 Baths
  • 2.26 Acres

School District: Smithtown

Beautiful New England Style Colonial, W/seasonal Harborviews, Culdesac Location. Oak Hw Floors, Lavish Indoor Gunite (igp) Fully Enclosed, Architectural Roof, 200 Amp Electric, Whole House Generator. 2 Fireplaces, Tennis Court, Close To Cordwood Beach. 2+ S...

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

REDUCED 9%

$995,000

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, Country Club Resort Rear Yard W/upscale Heated Gunite Igp W/hot Tub. Full Fin. Ll Walk Out, Abuts Preserved County Land (13 Acres) Top...

Classic, Meticulously-maintained Expanded Colon...

$950,000

6 Nadia Ct, Head Of Harbor

  • 6 Beds
  • 4 Baths
  • 2 Acres
  • 3,751 sqft

School District: Smithtown

Classic, Meticulously-maintained Expanded Colonial On Private, Park-like 2 Acres, On Cul De Sac In Desirable Head Of The Harbor. Home Boasts 6 Bedrms & 3.5 Bathrms, Including Addition W/ Study, Large Sitting/living Room, 2 Bedrms And Full Bath (possible In-...

Inc Village--head Of The Harbor And 3 Village S...

$899,000

3 Brackenwood Path, Head Of Harbor

  • 5 Beds
  • 5 Baths
  • 2.03 Acres

School District: Three Village

Inc Village--head Of The Harbor And 3 Village Schools! Fabulous Location Tucked Away On 2 Gorgeous Acres Backing Nature Preserve. Private Yet Near Mill Pond, Stony Brook Village, Yacht Club, Sand St Beach, Susb, Lirr & Beaches. This Impeccable Home Offer...

This Is A Beautiful Ranch Home Located In The H...

$899,000

1 Valleywood Ct, Head Of Harbor

  • 4 Beds
  • 4 Baths
  • 2.2 Acres

School District: Smithtown

This Is A Beautiful Ranch Home Located In The Heart Of Head Of The Harbor. Home Features Custom Hardwood Floors Custom Molding Throughout, Large Eik W/custom Cabinets, Custom Fireplace Mantel, Large Rooms

Totally Updated Farm Ranch W/modern Flair, 1st ...

REDUCED 6%

$849,000

14 Valleywood W Ct, Head Of Harbor

  • 4 Beds
  • 3 Baths
  • 2 Acres

School District: Smithtown

Totally Updated Farm Ranch W/modern Flair, 1st Floor Master Suite & 2 Wic, New Eik, W/granite & Ss Appls, New Full Bath, Stone Face Frplce, Vaulted Ceilings, Cac, Cvac, Private 2 Acres, Culdesac Location. Paver Patio & Igp, 2 Car Side Entry Garage, Archite...

"innisfallen,former Joel Smith Mansion On 2.4 A...

$799,000

5 Three Sisters Rd, Head Of Harbor

  • 8 Beds
  • 8 Baths
  • 2.4 Acres

School District: Smithtown

"innisfallen,former Joel Smith Mansion On 2.4 Acres With Attention To Detail Throughout! Grand Entry Foyer, Spacious Gathering Rooms With Fine Detail And Built Ins,6 Fireplaces W Period Mantels, 2 Master Bedrooms With Baths And Sleeping Porches,gas Heat, Se...

Offered In Value Range $739,000-$798,875. Come ...

REDUCED 5%

$798,875

4 High Hedges Ct, Head Of Harbor

  • 3 Beds
  • 3 Baths
  • 1 Acres

School District: Smithtown

Offered In Value Range $739,000-$798,875. Come See This Stunning Victorian Nestled In A Private Cul-de-sac In The Village Of Head Of Harbor.set Back On A Landscaped Acre This Gorgeous Custom Home Boasts A Grand 2 Story Entry;front Granny Porch; Great Room...

Treetop Setting!! Privwooded Peaceful Setting O...

$739,000

1 Carman Ln, Head Of Harbor

  • 4 Beds
  • 2 Baths
  • 2.25 Acres

School District: Smithtown

Treetop Setting!! Privwooded Peaceful Setting Only Mins From Stony Brook Harbor & Town! This Wonderful Home Features An Open Flowing Design W/ Abundant Natural Light & Tree Top Views, Gleaming Wood Floors, 2 Fireplaces, Andersen Windows, Light & Bright Neut...

Steps To Cordwood Beach Panoramic Water Views F...

$699,990

26 Cordwood Path, Head Of Harbor

  • 5 Beds
  • 2 Baths
  • 2.27 Acres
  • 3,000 sqft

School District: Smithtown

Steps To Cordwood Beach Panoramic Water Views From This Beautiful Home Which Overlooks Stony Brook Harbor . Architectural Designed To Incorporate An Open Plan Feel With Gleaming Hardwood Floors High Ceilings Skylights & Large Windows Which Fills This Home...

Build Your Dream Home! Serene 2.05 Acre Parcel ...

Photo of Listing #3178191

$450,000

Gate Road, Head Of Harbor

  • 2.05 Acres

School District: Smithtown

Build Your Dream Home! Serene 2.05 Acre Parcel Perfectly Situated On A Private Street In The Incorporated Village Of Of Head Of Harbor. Complete Privacy Yet Very Close To The Main Roads, Town, Beaches, Restaurants And Shopping. A Rare Opportunity To Purchas...

Sprawling Ranch Set Back On 2.25 Acres. Needs ...

NEW

$359,999

587 N Country Rd, Head Of Harbor

  • 4 Beds
  • 3 Baths
  • 2.14 Acres

School District: Smithtown

Sprawling Ranch Set Back On 2.25 Acres. Needs Tlc But Has Great Bones. Brand New Roof And Boiler Appears To Be In Good Condition. Perfect For Savvy Investors Or Homeowner Looking For A Great Deal In Exclusive Head Of Harbor. Pool And Pond Area Are Overgro...

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

Photo of Listing #3025583

$335,000 Under Contract

1253 North Country Rd, Head Of Harbor

  • 3.45 Acres

School District: Three Village

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

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