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For sale
  • $1,295,000

    56 Old Homestead Road, Port Jefferson, NY 11777

    4beds
    3,000sqft
    Loading
    Single Family Residence, Residential
    Built in 1983
    0.93 Acres Lot
    $-- Zestimate®
    $432/sqft
    $-- HOA

    What's special

    Cascading waterfallShared fireplaceOutdoor fireplaceOutdoor kitchenRooftop entertaining deckBar laundryStainless steel countertops
    Perfectly positioned within the prestigious Incorporated village of Port Jefferson,56 Old Homestead Road presents an exceptional opportunity to own a private luxury home in one of Long Island's most coveted waterfront communities.Nestled on .93 acres of exquisitely manicured grounds, this 3000-square-foot multi-level contemporary ranch features 4 bedrooms, 3 full baths and an extraordinary blend of sophisticated living and resort-inspired amenities. Double entry doors into an impressive open-concept living space with string vaulted ceilings that create remarkable natural light throughout the living room, dining room and kitchen.The elegant living and dining rooms are anchored by a shared fireplace and seamlessly connect to a rooftop entertaining deck. The master suite opens directly to the rear balcony overlooking the resort style grounds. Luxurious primary suite features two oversized walk in closets, elegant trey ceiling and custom built-in cabinetry. The spa inspired bath features whirlpool jacuzzi, steam shower and rainfall shower head with custom finishes throughout. The lower level continues the home's exceptional design philosophy with an expansive recreation and entertainment area ideal for hosting family and guests. Media and Billiard room , Bar laundry.Three bedrooms with two full baths with direct access to deck and pool area. 1-1/2 garage featuring custom cabinetry featuring stainless steel countertops ,a mechanical room full size refrigerator and freezer plus dual wine refrigerators perfect for entertaining. The rear deck overlooks a koi pond transitioning to a spectacular pool area curated with tropical landscaping featuring a Heated unground swimming pool, Integrated spa , Cascading Waterfall ,Outdoor Kitchen,Custom bar, Outdoor Fireplace wifi throughout the property and integrated surround sound and media system . Beautiful custom shed finished off this rare village home ! A rare village home offering an exceptional combination of privacy , architectural character , resort-quality amenities, and one Port Jefferson Village's most desirable locations , 56 Old Homestead represents far more than a residence - its a private lifestyle destination. Every detail has been thoughtfully curated to deliver year-round luxury living and unforgettable entertaining in one of Long Island's most distinguished waterfront communities .
    12 days
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    1,157
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    67
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    Zillow last checked:

    Listing updated:

    Listed by:

    Realty Connect USA L I Inc 631-881-5160,

    Frank Prinzevalli 631-404-7976

    Source: OneKey® MLS as distributed by MLS GRID,MLS#: 1032540MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 4
      • Bathrooms: 3
      • Full bathrooms: 3
      Heating
      • Oil
      Cooling
      • Central Air
      Appliances
      • Included: Convection Oven, Dishwasher, Microwave, Oven, Refrigerator, Stainless Steel Appliance(s), Wine Refrigerator
      • Laundry: Other
      Features
      • First Floor Bedroom, First Floor Full Bath, Breakfast Bar, Cathedral Ceiling(s), Crown Molding, Eat-in Kitchen, Formal Dining, High Ceilings, His and Hers Closets, Marble Counters, Natural Woodwork, Open Floorplan, Open Kitchen, Primary Bathroom, Recessed Lighting, Sound System, Speakers, Tray Ceiling(s), Walk Through Kitchen, Walk-In Closet(s), Whole House Entertainment System
      • Flooring: Tile, Wood
      • Windows: Blinds
      • Attic: Crawl
      • Number of fireplaces: 1
      • Fireplace features: Living Room
      Interior area
      • Total structure area: 3,000
      • Total interior livable area: 3,000 sqft

      Property

      Parking
      • Total spaces: 1
      • Parking features: Driveway, Garage, Garage Door Opener, Off Street, Oversized
      • Garage spaces: 1
      • Has uncovered spaces: Yes
      Features
      • Has private pool: Yes
      Lot
      • Size: 0.93 Acres
      Details
      • Parcel number: 0206006000100001002
      • Special conditions: None

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Raised Ranch
      • Property subtype: Single Family Residence, Residential
      Materials
      • Frame
      Condition
      • Year built: 1983

      Utilities & green energy

      • Sewer: Cesspool
      • Water: Public
      • Utilities for property: Electricity Connected, Trash Collection Public, Water Connected

      Community & HOA

      HOA
      • Has HOA: No
      Location
      • Region: Port Jefferson

      Financial & listing details

      • Price per square foot: $432/sqft
      • Tax assessed value: $6,730
      • Annual tax amount: $25,285
      • Date on market: 7/31/2026
      • Cumulative days on market: 13 days
      • Listing agreement: Exclusive Agency
      • Electric utility on property: Yes

        Estimated market value

        Not available

        Estimated sales range

        Not available

        Not available

        Price history

        DateEventPrice
        7/31/2026Listed for sale$1,295,000+70.6%$432/sqft
        Source: OneKey® MLS as distributed by MLS GRID #1032540 Report a problem
        3/14/2025Sold$759,000+37.7%$253/sqft
        Source: Public Record Report a problem
        7/10/2019Sold$551,000+2.3%$184/sqft
        Source: Public Record Report a problem
        3/8/2019Listing removed$538,367$179/sqft
        Source: Auction.com Report a problem
        2/11/2019Price change$538,367-19%$179/sqft
        Source: Auction.com Report a problem
        2/6/2019Listed for sale--
        Source: Auction.com Report a problem
        5/12/2005Sold$665,000+160.8%$222/sqft
        Source: Public Record Report a problem
        3/11/1997Sold$255,000$85/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025-- $6,730
        2024-- $6,730
        2023-- $6,730
        2022-- $6,730
        2021-- $6,730
        2020-- $6,730
        2019-- $6,730
        2018-- $6,730
        2017$15,434 $6,730
        2016-- $6,730
        2015-- $6,730
        2014-- $6,730
        2013-- $6,730
        2012-- $6,730
        2011-- $6,730
        2010-- $6,730
        2009-- $6,730
        2008-- $6,730
        2007$11,860 +24.9%$6,730
        2005$9,495 +5.1%$6,730
        2004$9,032 +5%$6,730
        2003$8,603 +4.4%$6,730
        2002$8,241 +4.7%$6,730
        2001$7,873 -1.3%$6,730
        2000$7,979 $6,730
        Find assessor info on the county website

        Monthly payment

        Estimated monthly payment$1,822
        All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
        HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
        See how much you could borrow to make a competitive offer.

        Climate risks

        Neighborhood: 11777

        Getting around

        5 / 100
        Car-Dependent
        1 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: Port Jefferson Elementary School
        • Middle: Port Jefferson Middle School
        • High: Earl L Vandermeulen High School

        Source: OneKey® MLS as distributed by MLS GRID. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.

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