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Recently Sold Head Of The Harbor, NY Homes

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  • 17 Timothy Ln, Saint James, NY 11780

    $1,248,000 Sold Apr 07, 2025

    • 139 Days On Market
    • 5 Beds
    • 3.5 Baths
    • Built 1923

    17 Timothy Ln, Saint James, NY 11780

    Absolutely STUNNING only begins to describe this 5 bedroom, 3.5 Bath totally renovated colonial in the Village of Head of the Harbor. Gleaming hardwood floors and board and batten accents greet you as you enter into the foyer which then leads to the living room w/ fireplace. The living room has an entrance into the 4 seasons sun room/den as well as the formal dining room/sitting room. This brings

    Zachary Scher Signature Premier Properties

    17 Timothy Ln, Saint James, NY 11780
  • 30 Hitherbrook Rd, Saint James, NY 11780

    $1,200,000 Sold Mar 27, 2025

    • 3,384 Sq Ft
    • $355/SF
    • 74 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1978

    30 Hitherbrook Rd, Saint James, NY 11780

    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 center hall cedar colonial nestled on a beautifully wooded two acre parcel. The home affords a formal living room, formal dining room, an office or sitting room, a spacious eat in kitchen with granite counters, new stainless

    John Sanders Shea & Sanders Real Estate Inc

    30 Hitherbrook Rd, Saint James, NY 11780
  • 1251 N Country Rd, Stony Brook, NY 11790

    $635,000 Sold Mar 13, 2025

    • 99 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1890

    1251 N Country Rd, Stony Brook, NY 11790

    As you come up the private road and into the driveway you will immediately fall in love with this charming home. Upon Entry, you will be invited into the formal living room with a beautiful mantle & fireplace, custom built-in shelving & archways. The formal dining room can become your home office. The Kitchen is open to a dining area and den with vaulted ceilings and French Doors leading to a

    David Guzzetta American Way Real Estate Inc

    1251 N Country Rd, Stony Brook, NY 11790
  • 30 Cordwood Path, Saint James, NY 11780

    $975,000 Sold Jan 08, 2025

    • 3,598 Sq Ft
    • $271/SF
    • 10 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1969

    30 Cordwood Path, Saint James, NY 11780

    House being Sold As Is. Located in Historic Village of Head of The Harbor this 4 Bedroom 3.5 Bathroom Ranch with Stunning views of Stony Brooke Harbor. Easy to show, Property being sold with an additional 2-acre plot next door.

    Shawn Rogol Compass Greater NY LLC

    30 Cordwood Path, Saint James, NY 11780
  • 178 Harbor Rd, Stony Brook, NY 11790

    $870,000 Sold Dec 17, 2024

    • 1,417 Sq Ft
    • $614/SF
    • 14 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1930

    178 Harbor Rd, Stony Brook, NY 11790

    Welcome to this charming 1930s Colonial nestled on a serene 0.5-acre lot, offering both timeless character and modern convenience. This adorable home features 3 bedrooms, 1.5 baths, and has been beautifully updated throughout. The property backs up to Avalon Nature Preserve, providing an abundance of peace and privacy. As you step inside, you'll be greeted by classic Colonial details like

    Michael O Dwyer Daniel Gale Sothebys Intl Rlty

    178 Harbor Rd, Stony Brook, NY 11790
  • 32 Farm Rd, Saint James, NY 11780

    $890,000 Sold Dec 06, 2024

    • 8 Days On Market
    • 3 Beds
    • 3.5 Baths
    • Built 1963

    32 Farm Rd, Saint James, NY 11780

    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 the perfect blend of country living and convenience. Surrounded by lush greenery, this property provides a serene retreat while remaining just minutes away from town, shopping, Stony Brook University, restaurants, and

    Bonnie Glenn Daniel Gale Sothebys Intl Rlty

    32 Farm Rd, Saint James, NY 11780
  • 10 Buckingham Ct, Saint James, NY 11780

    $1,725,000 Sold Nov 22, 2024

    • 48 Days On Market
    • 5 Beds
    • 3 Baths
    • Built 1997

    10 Buckingham Ct, Saint James, NY 11780

    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 Bathrooms, this home exudes timeless elegance with its classic brick exterior and stately presence. Set on a lush 2-acre lot, this property is surrounded by other beautiful homes, creating an ambience of sophistication. Upon

    Bonnie Glenn Daniel Gale Sothebys Intl Rlty

    10 Buckingham Ct, Saint James, NY 11780
  • 49 Harbor Hill Rd, Saint James, NY 11780

    $900,000 Sold Oct 28, 2024

    • 3,565 Sq Ft
    • $252/SF
    • 89 Days On Market
    • 5 Beds
    • 3.5 Baths

    49 Harbor Hill Rd, Saint James, NY 11780

    Stunning Colonial Featuring 5 Bedrooms, 3.5 Bathrooms, 2-Car Garage Featuring Spacious Guest Quarters With Full Bathroom. High Ceilings, Crown Molding, And Hardwood Floors Throughout. A Large Gourmet Kitchen And Ample Cabinet Space. The Formal Dining Room Provides An Elegant Setting. Large Living Room W/ Fireplace, Main Floor Office. Upstairs, The Luxurious Master Suite Awaits, Boasting A

    Eduardo Ramirez Fresh Start Properties LLC

    49 Harbor Hill Rd, Saint James, NY 11780
  • 3 Cordwood Path, Saint James, NY 11780

    $1,450,000 Sold Oct 07, 2024

    • 3,086 Sq Ft
    • $470/SF
    • 21 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1979

    3 Cordwood Path, Saint James, NY 11780

    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 property spans 2.61 acres of serene, partially wooded land, offering unparalleled privacy and a deep connection to nature. At the heart of this home is a stunning atrium adorned with natural plantings, a tranquil koi fish pond, and a

    Ricardo Pena The Agency Northshore NY

    3 Cordwood Path, Saint James, NY 11780
  • 16 Gate Rd, Saint James, NY 11780

    $2,450,000 Sold Sep 18, 2024

    • 41 Days On Market
    • 4 Beds
    • 4.5 Baths
    • Built 2022

    16 Gate Rd, Saint James, NY 11780

    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 Lifestyle. This Four Bedroom, Four And A Half Bathroom Residence Was Constructed With Attention To Every Detail And Every Amenity. Step Into A Spectacular Great Room With Soaring 20 Foot Ceilings And Fireplace, And An Elegant And

    Maria Orlandi Compass Greater NY LLC

    16 Gate Rd, Saint James, NY 11780
  • 29 Three Sisters Rd, Saint James, NY 11780

    $850,000 Sold Aug 21, 2024

    • 2,485 Sq Ft
    • $342/SF
    • 91 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1847

    29 Three Sisters Rd, Saint James, NY 11780

    Immaculate and Well Appointed 1847 Farmhouse Classic Located In Long Islands Quaint Head Of The Harbor Village. Welcoming Wrap Around Front Porch Welcomes You & Your Guests Into This One Of A Kind Beauty. Original Hard Pine Flooring & Hand Hewn Century Old Wood Beams Make The Dining Room & Sitting Area with Fireplace Extra Special. Custom Window Treatments Throughout. Updated Eat In Kitchen With

    Kristen Moriarty Keller Williams Realty Elite

    29 Three Sisters Rd, Saint James, NY 11780
  • 8 Woodlot Rd, Saint James, NY 11780

    $1,225,000 Sold Jul 17, 2024

    • 17 Days On Market
    • 4 Beds
    • 4 Baths
    • Built 1965

    8 Woodlot Rd, Saint James, NY 11780

    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 and tranquility. As you step inside, you'll be greeted by large windows that seamlessly blend the outdoors with the indoors. Truly a nature lover's paradise this one-of-a-kind home boasts a spacious light-filled interior

    Bonnie Glenn Daniel Gale Sothebys Intl Rlty

    8 Woodlot Rd, Saint James, NY 11780
  • 292 Northern Blvd, Saint James, NY 11780

    $825,000 Sold Jun 20, 2025

    • 2,645 Sq Ft
    • $312/SF
    • 91 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1964

    292 Northern Blvd, Saint James, NY 11780

    Nestled in the idyllic hamlet of Saint James on Long Island's picturesque north shore, this mid-century Farm Ranch effortlessly blends timeless elegance with modern comforts.As you enter, natural sunlight welcomes you into a bright and airy living room, where large windows offer serene views of the private backyard and sparkling in-ground pool. French doors off the entry hallway lead to a cozy

    Richard LeDoux Realty Connect USA L I Inc

    292 Northern Blvd, Saint James, NY 11780
  • 465 Moriches Rd, Saint James, NY 11780

    $500,000 Sold May 01, 2025

    • 1,042 Sq Ft
    • $480/SF
    • 80 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1929

    465 Moriches Rd, Saint James, NY 11780

    This 2 bed/2 bath colonial is located in the beautiful town of St James within the highly sought after Smithtown School District! Full basement with OSE. Detached garage. Walking distance to Lake Ave shopping & dining. Close to Schools, Smithtown Beaches, Stony Brook Harbor and Avalon Park. Low taxes of $8,659! Home needs some TLC. Zoned for residential and/or light commercial use. This is a

    John Depasquale Evolution Realty of L I

    465 Moriches Rd, Saint James, NY 11780
  • 180 Fifty Acre Rd S, Smithtown, NY 11787

    $920,000 Sold Mar 18, 2025

    • 3,150 Sq Ft
    • $292/SF
    • 124 Days On Market
    • 6 Beds
    • 3.5 Baths
    • Built 1968

    180 Fifty Acre Rd S, Smithtown, NY 11787

    Head on over to this stunner of a home and keep your sneakers on because you'll need them with 5 finished levels, 6 bedrooms and 3 1/2 bathrooms! This manicured .28 acre parcel set right beside Smithtown East High School is appointed with sterling flower beds, a lush green lawn with IGS, paver driveway [2011], 1 car garage, outdoor kitchen with natural-gas BBQ and patio with firepit right outside

    Nicholas Colonna Aliano Real Estate

    180 Fifty Acre Rd S, Smithtown, NY 11787
  • 22 Overton Pass, Saint James, NY 11780

    $735,000 Sold Jan 13, 2025

    • 2,038 Sq Ft
    • $361/SF
    • 167 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1897

    22 Overton Pass, Saint James, NY 11780

    Charming Updated Colonial, Rocking Chair Front Porch with Trex, Vinyl Siding, Andersen Thermopane Windows, Updated Eat-in-Kitchen with Stainless Steel Applicances, Gas Cooking, Granite Bar Counter, Hardwood Floors throughout, 200amp Electric, Dual Gas Navien Tankless for Heat and Hot Water, Rear Deck, Pre-cast Cesspools, Belgian Block Lined Blacktop Driveway, Partially Finished Basement, 3 Zone

    Eric Neitzel DeBarbieri Assoc Inc

    22 Overton Pass, Saint James, NY 11780
  • 78 Clinton Ave, Saint James, NY 11780

    $925,000 Sold Dec 20, 2024

    • 2,937 Sq Ft
    • $315/SF
    • 17 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1952

    78 Clinton Ave, Saint James, NY 11780

    Welcome to this exquisite, fully remodeled Post Modern home, ideally located in the heart of Saint James. Step inside to experience a custom-designed interior where no detail has been spared. This stunning 4-Bedroom residence offers nearly 3,000 square feet of beautifully crafted living space in a desirable, open-concept layout. Originally expanded and rebuilt from the studs in 2012, the home was

    Jason Kaiser Fortune Realty of LI Inc

    78 Clinton Ave, Saint James, NY 11780
  • 345 Northern Blvd, Saint James, NY 11780

    $905,000 Sold Dec 04, 2024

    • 2,026 Sq Ft
    • $447/SF
    • 40 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1998

    345 Northern Blvd, Saint James, NY 11780

    Welcome to your own private oasis right here in the heart of Saint James! Take a seat on your front porch and take in the scenary! This stunning, meticuliosly maintained 4 Bedroom, 2.5 bath home boasts gleaming hardwood floors, designer kitchen with high end appliances and a gorgeous slate floor. This kitchen is a chefs dream come true! Ease into the family room and cuddle up by the fire!

    Gail Carillo Coldwell Banker American Homes

    345 Northern Blvd, Saint James, NY 11780
  • 3 Elm Ln, Stony Brook, NY 11790

    $650,000 Sold Nov 25, 2024

    • 2,300 Sq Ft
    • $283/SF
    • 33 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1955

    3 Elm Ln, Stony Brook, NY 11790

    This home is a secluded nature retreat tucked away on a 0.5A wooded lot on a quiet street. This home is deceivingly large, a must see. Featuring a permitted 340sf accessory apartment (TOB -AA15851) - Approx 1000 ft. to Stony Brook University (Tabler Quad) - 5 minute drive to University Hospital. This 2300 sf home boasts a formal living room with fireplace, formal dining room, gigantic family room

    Laura Pellizzi Signature Premier Properties

    3 Elm Ln, Stony Brook, NY 11790
  • 0 N Country Rd, Saint James, NY 11780

    $600,000 Sold Nov 20, 2024

    • Land
    • 6 Acres
    • $104,530 per Acre
    • 23 Days On Market

    0 N Country Rd, Saint James, NY 11780

    Zoned already for 2 New Homes by Village of Head of Harbor. New Cul-De-Sac location to be built off village road. One Home will sit on 3.59acres and 2nd home will sit on 2.15acres on cul-de-sac. Homes will be in Head of Harbor and Smithtown Schools. Survey Attached showing how homes will be located on property.

    Michael Scarito RE/MAX Integrity Leaders

    0 N Country Rd, Saint James, NY 11780
  • 3 Red Oak Rd, Saint James, NY 11780

    $900,000 Sold Nov 01, 2024

    • 3,300 Sq Ft
    • $273/SF
    • 63 Days On Market
    • 5 Beds
    • 3.5 Baths
    • Built 1972

    3 Red Oak Rd, Saint James, NY 11780

    Welcome To 3 Red Oak Road! This Picturesque Colonial Boasts A Classic Center Hall Colonial Design And Is Situated In A Highly Desired Tree-Lined Street In The Heart Of Saint James. The Main Floor Has An Easy Flow That Includes An Entry Foyer, Powder Room, Large Eat-In Kitchen, Formal Dining Room, Formal Living Room With Fireplace, A Spacious Den With Fireplace, As Well As A Beautiful Sunroom/All

    Maria Orlandi Compass Greater NY LLC

    3 Red Oak Rd, Saint James, NY 11780
  • 590 N Country Rd, Saint James, NY 11780

    $740,000 Sold Sep 13, 2024

    • 46 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1985

    590 N Country Rd, Saint James, NY 11780

    Welcome To Your Own Private Sanctuary, Nestled On 1Acre of Lush, Tranquil Grounds Surrounded by Mature Specimen Trees, Rolling Lawn & An Abundance Of Perennial Plantings. This Lovely, Updated Cape Boasts An Open Floor Plan With Hardwood Floors, Andersen Windows, First Floor Bedroom or Professional Office With Separate Entrance, Full Marble Bathroom & Mud Room/Waiting Room. The Beautiful

    Lisa Godt Signature Premier Properties

    590 N Country Rd, Saint James, NY 11780
  • 298 Jefferson Ave, Saint James, NY 11780

    $520,000 Sold Sep 09, 2024

    • 16 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1985

    298 Jefferson Ave, Saint James, NY 11780

    This 3-bedroom, 2-bathroom home presents a prime opportunity for those with a keen eye for potential. Located on a spacious flag lot, this property offers more than meets the The expansive layout includes a generous living area, perfect for gatherings and relaxation, along with a kitchen that invites customization to suit your tastes One of the standout features of this home is its sizable

    Bianca Esposito Next Den LLC

    298 Jefferson Ave, Saint James, NY 11780
  • 2 Harness Rd, Saint James, NY 11780

    $975,000 Sold Aug 20, 2024

    • 3,000 Sq Ft
    • $325/SF
    • 103 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1989

    2 Harness Rd, Saint James, NY 11780

    All New Home inside, Colonial, 4 Bedrooms, 2.5 Baths, Full Basement, 2-Car Garage and In-Ground Pool all on 1 Acre of Flat property. Features Granite EIK with Center Island, Hardwood Floors, CAC-System, Gas Heat, Fenced Yard, In-Ground Sprinklers. Approx. 3,000sqft of Living Space with Smithtown Schools.

    Robert Scarito RE/MAX Integrity Leaders

    2 Harness Rd, Saint James, NY 11780
  • 6 Ashleigh Dr, Saint James, NY 11780

    $1,330,000 Sold Aug 14, 2024

    • 4,300 Sq Ft
    • $309/SF
    • 14 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1987

    6 Ashleigh Dr, Saint James, NY 11780

    Elegantly Designed Custom-Built 4,300 Sq ft Colonial in Point Of Woods at Berry Hill in Saint James, This Residence Is Set In a Highly Desirable Neighborhood! It borders A Large Private Nature Preserve! This Home Sits On a ONE ACRE Property & Boasts a Spacious Entry Foyer, W/Cathedral/Vaulted Ceilings, 4/5 Bedrooms, 3 Baths, W/ An Oversized Beautifully Updated Gourmet Kitchen W/ Granite

    Luci Gherardi Douglas Elliman Real Estate

    6 Ashleigh Dr, Saint James, NY 11780
  • 23 Thompson Hill Rd, Saint James, NY 11780

    $865,000 Sold Aug 01, 2024

    • 2,004 Sq Ft
    • $432/SF
    • 24 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1966

    23 Thompson Hill Rd, Saint James, NY 11780

    Step into this newly renovated 4-bedroom, 2 and 1/2-bathroom home, that borders Head of the Harbor and experience the epitome of modern living. With natural gas, a brand new combi boiler, and central air, this home offers the perfect blend of comfort and efficiency. As you pull into the spacious 2-car garage with 20' ceilings a car collector's dream, you'll notice the freshly installed roof

    Traci Conforti Realty Connect USA L I Inc

    23 Thompson Hill Rd, Saint James, NY 11780
  • 48 Carnegie Dr, Smithtown, NY 11787

    $655,000 Sold Jul 29, 2024

    • 21 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1968

    48 Carnegie Dr, Smithtown, NY 11787

    Wonderful opportunity to live in the College Section. This home has endless potential. Freshly painted with newly finished hardwood floors throughout. There is a large spacious living room and dining room. The eat in kitchen has a new floor and outside entrance leading out onto an updated deck and stairs . There are 3 spacious bedrooms on the main level. The lower level has another bedroom and

    Rowena Nedvin Signature Premier Properties

    48 Carnegie Dr, Smithtown, NY 11787
  • 406 Route 25A Unit A, Saint James, NY 11780

    $610,000 Sold Jul 29, 2024

    • 11 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1986

    406 Route 25A Unit A, Saint James, NY 11780

    Nestled in the heart of St. James this captivating hi-ranch home offers an exquisite blend of versatility, comfort, and sophistication, ideal for a range of living dynamics. This residence presents a unique opportunity to enjoy as a spacious family home, accommodate visitors with ease, the perfect work from home space, and so much more. As you step inside, you're greeted by a layout that

    Adam Weisinger NEXTHOME FINEST FIRST

    406 Route 25A Unit A, Saint James, NY 11780
  • 19 Thompson Hill Rd, Saint James, NY 11780

    $1,930,000 Sold Jul 12, 2024

    • 4,200 Sq Ft
    • $460/SF
    • 23 Days On Market
    • 4 Beds
    • 4.5 Baths
    • Built 1920

    19 Thompson Hill Rd, Saint James, NY 11780

    Welcome to luxury living in this meticulously renovated 4200 sq.ft. Historic Colonial masterpiece brimming with unparrelled detail and character. Situated on an almost full acre of completely level land, this historic gem offers a rare opportunity to own a home that seamlessly blends modern convenience and looks with classic architecture and charm. From the grandeur of its sweeping facade to the

    JC Vander Putten Realty Connect USA L I Inc

    19 Thompson Hill Rd, Saint James, NY 11780
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