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For sale
    • $680,000

    149 Windward Court S, Port Jefferson, NY 11777

    3beds
    1,900sqft
    Loading
    Condominium, Residential
    Built in 1998
    -- sqft lot
    $-- Zestimate®
    $358/sqft
    $647/mo HOA

    What's special

    Welcome to the largest unit in the highly desirable Highlands community! This beautifully updated corner unit offers exceptional space, privacy, and an impressive list of upgrades throughout. The bright and inviting interior features gleaming hardwood floors on the first level, a stunning renovated kitchen, and a spacious primary suite complete with a dedicated vanity area and an elegant frameless glass shower door. Thoughtful storage abounds with three linen closets, while new Andersen windows with a transferable warranty provide energy efficiency and peace of mind. Custom blinds are included with the home. Additional recent improvements include a new roof, a 2022 hot water heater and boiler, a new storm door, outdoor electrical outlets in both the front and rear of the home, and a beautiful Nicolock patio—perfect for relaxing or entertaining. Residents of The Highlands enjoy an outstanding resort-style lifestyle with exclusive amenities, including a private beach, clubhouse with fitness center, saltwater in-ground pool, tennis courts, and Port Jefferson Country Club golfing privileges. Additional benefits include free parking in Port Jefferson Village, making it easy to enjoy the area's renowned waterfront, dining, shopping, entertainment, and community events. Ideally located near St. Charles Hospital and Mather Hospital, this exceptional home combines comfort, convenience, and an unbeatable location. Don't miss this rare opportunity to own the largest unit in one of Port Jefferson's most sought-after communities!
    6 days
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    586
    |
    20
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    Zillow last checked:

    Listing updated:

    Listed by:

    Coldwell Banker American Homes 631-331-9700,

    Patricia A. Massimo CBR 631-805-2115,

    Toni A. Romano 631-680-5542,

    Coldwell Banker American Homes

    Source: OneKey® MLS as distributed by MLS GRID,MLS#: 1030359MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 3
      • Bathrooms: 3
      • Full bathrooms: 2
      • 1/2 bathrooms: 1
      Other
      • Description: Entry Foyer, Livingroom/Dining room area, kitchen, half bathroom and garage
      • Level: First
      Other
      • Description: Primary Bedroom with En-Suite and 2 Walk-in-Closets, 2 Bedrooms and Full Bathroom
      • Level: Second
      Heating
      • Hot Air, Natural Gas
      Cooling
      • Central Air
      Appliances
      • Included: Dishwasher, Dryer, Gas Range, Microwave, Refrigerator, Stainless Steel Appliance(s), Washer, Gas Water Heater
      • Laundry: Washer/Dryer Hookup, Gas Dryer Hookup, In Hall, Inside
      Features
      • Open Kitchen, Pantry, Walk-In Closet(s)
      • Flooring: Carpet, Hardwood
      • Attic: Scuttle
      • Has fireplace: No
      • Common walls with other units/homes: 1 Common Wall
      Interior area
      • Total structure area: 1,900
      • Total interior livable area: 1,900 sqft

      Property

      Parking
      • Total spaces: 2
      • Parking features: Driveway
      • Garage spaces: 1
      • Has uncovered spaces: Yes
      Accessibility
      • Accessibility features: Accessible Entrance, Grip-Accessible Features
      Lot
      • Size: 1,727 Square Feet
      Details
      • Parcel number: 0206022000400149000
      • Special conditions: None

      Construction

      Type & style
      • Home type: Condo
      • Property subtype: Condominium, Residential
      • Attached to another structure: Yes
      Materials
      • Vinyl Siding
      Condition
      • Year built: 1998
      Details
      • Builder model: Schooner

      Utilities & green energy

      • Sewer: Public Sewer, Shared Septic
      • Water: Public
      • Utilities for property: Electricity Connected, Natural Gas Connected, Sewer Connected, Trash Collection Public, Water Connected

      Community & HOA

      Community
      • Subdivision: The Highlands
      HOA
      • Has HOA: Yes
      • Services included: Cable TV, Sewer, Trash
      • HOA fee: $647 monthly
      Location
      • Region: Port Jefferson

      Financial & listing details

      • Price per square foot: $358/sqft
      • Tax assessed value: $1,620
      • Annual tax amount: $6,526
      • Date on market: 7/24/2026
      • Cumulative days on market: 7 days
      • Listing agreement: Exclusive Right To Sell
      • Exclusions: Garage Refrigerator
      • Electric utility on property: Yes

        Estimated market value

        Not available

        Estimated sales range

        Not available

        Not available

        Price history

        DateEventPrice
        7/24/2026Listed for sale$680,000+103%$358/sqft
        Source: OneKey® MLS as distributed by MLS GRID #1030359 Report a problem
        12/3/2013Sold$335,000-2.9%$176/sqft
        Source: OneKey® MLS as distributed by MLS GRID #L2589000 Report a problem
        5/29/2008Sold$345,000+32.2%$182/sqft
        Source: Public Record Report a problem
        6/5/2001Sold$261,000+222.2%$137/sqft
        Source: Public Record Report a problem
        8/11/1997Sold$81,000$43/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025-- $1,620
        2024-- $1,620
        2023-- $1,620
        2022-- $1,620
        2021-- $1,620
        2020-- $1,620
        2019-- $1,620
        2018-- $1,620
        2017$3,211 $1,620
        2016-- $1,620
        2015-- $1,620
        2014-- $1,620 -30.6%
        2001$3,510 -4.4%$2,335 -7.9%
        2000$3,672 $2,535
        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.
        Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
        See how much you could borrow to make a competitive offer.
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        Climate risks

        Neighborhood: 11777

        Getting around

        45 / 100
        Car-Dependent
        30 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: Norwood Avenue School
        • Middle: John F Kennedy Middle School - Suffolk
        • High: Comsewogue 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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