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For sale
    • Price cut: $9.1K (7/28)
    $509,900

    4237 HEADSAIL DRIVE, NEW PORT RICHEY, FL 34652

    3beds
    1,594sqft
    : 
    $3,378/mo
    Get pre-qualified
    Single Family Residence
    Built in 1969
    7,500 Square Feet Lot
    $492,400 Zestimate®
    $320/sqft
    $10/mo HOA

    What's special

    Unlock an incredible opportunity to own your waterfront dream home in the highly sought-after Gulf Harbors community. This 3-bedroom, 2-bath block home sits on a double lot and offers Florida charm, water access, and coastal lifestyle that make this neighborhood so desirable. Enjoy a large open kitchen, a bright and airy layout, and a Florida room overlooking the water, perfect for morning coffee or sunset views. The home features a side-entry two-car garage, plus a breezeway with additional storage, giving you plenty of room for tools, toys, and gear. Boaters will love the floating dock, ready for you to tie up your boat and or cut ties and head straight to the big water in minutes. Whether you’re fishing, cruising, or island-hopping, this location delivers unmatched convenience. Gulf Harbors offers an exceptional coastal lifestyle with optional access to its private beach, known for its pristine sand, turquoise water, and unforgettable sunsets. This is your chance to secure a true waterfront gem and make it your own.
    84 days
    |
    336
    |
    16
    |

    Zillow last checked:

    Listing updated:

    Listed by:

    Chad Karr 863-860-3620,

    KELLER WILLIAMS REALTY 863-577-1234

    Source: Stellar MLS,MLS#: L4961684MLS LogoOriginating MLS: Lakeland

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 3
      • Bathrooms: 3
      • Full bathrooms: 2
      • 1/2 bathrooms: 1
      Rooms
      • Room types: Florida Room, Utility Room
      Primary bedroom
      • Features: Built-in Closet
      • Level: First
      Kitchen
      • Level: First
      Living room
      • Level: First
      Heating
      • Central, Electric
      Cooling
      • Central Air
      Appliances
      • Included: Dishwasher, Range, Refrigerator
      • Laundry: Inside, Laundry Room
      Features
      • Ceiling Fan(s), Kitchen/Family Room Combo, Solid Surface Counters, Solid Wood Cabinets, Split Bedroom, Stone Counters, Thermostat, Walk-In Closet(s)
      • Flooring: Other
      • Windows: Window Treatments
      • Has fireplace: No
      Interior area
      • Total structure area: 1,994
      • Total interior livable area: 1,594 sqft
      Video & virtual tour

      Property

      Parking
      • Total spaces: 2
      • Parking features: Garage Faces Side, Golf Cart Parking
      • Attached garage spaces: 2
      Features
      • Levels: One
      • Stories: 1
      • Patio & porch: Covered, Enclosed, Front Porch, Rear Porch
      • Exterior features: Lighting, Other
      • Has view: Yes
      • View description: Water, Canal
      • Has water view: Yes
      • Water view: Water,Canal
      • Waterfront features: Canal - Saltwater, Saltwater Canal Access, Boat Ramp - Private, Minimum Wake Zone, Seawall
      Lot
      • Size: 7,500 Square Feet
      • Features: In County, Landscaped, Level
      • Residential vegetation: Mature Landscaping, Trees/Landscaped
      Details
      • Additional structures: Other
      • Parcel number: 162607008.0010.00055.0
      • Zoning: R4
      • Special conditions: None

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Florida
      • Property subtype: Single Family Residence
      Materials
      • Block, Stucco
      • Foundation: Slab
      • Roof: Shingle
      Condition
      • Completed
      • New construction: No
      • Year built: 1969

      Utilities & green energy

      • Sewer: Public Sewer
      • Water: Public
      • Utilities for property: BB/HS Internet Available, Cable Available, Cable Connected, Electricity Available, Electricity Connected
      Green energy
      • Energy efficient items: Insulation

      Community & HOA

      Community
      • Features: Community Boat Ramp, Private Boat Ramp, Water Access, Clubhouse, Dog Park, Golf Carts OK
      • Pet fee: $0 monthly
      • Subdivision: FLOR A MAR
      HOA
      • Has HOA: Yes
      • HOA fee: $10 monthly
      • HOA name: Gulf Harbors Civic association
      • HOA phone: 727-848-0596
      Location
      • Region: New Port Richey

      Financial & listing details

      • Price per square foot: $320/sqft
      • Tax assessed value: $458,935
      • Annual tax amount: $5,203
      • Date on market: 5/17/2026
      • Cumulative days on market: 85 days
      • Listing terms: Cash,Conventional,FHA,VA Loan
      • Ownership: Fee Simple
      • Total actual rent: 0
      • Electric utility on property: Yes
      • Road surface type: Paved, Asphalt

        Estimated market value

        $492,400

        $468,000 - $517,000

        $2,718/mo

        Price history

        DateEventPrice
        7/28/2026Price change$509,900-1.8%$320/sqft
        Source: Stellar MLS #L4961684 Report a problem
        7/10/2026Price change$519,000-3.7%$326/sqft
        Source: Stellar MLS #L4961684 Report a problem
        5/17/2026Listed for sale$539,000$338/sqft
        Source: Stellar MLS #L4961684 Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2024$7,222 +5.9%$458,935 +22.4%
        2023$6,821 +27.7%$374,950 +10%
        2022$5,342 +13.5%$340,870 +21%
        2021$4,706 +8.2%$281,721 +8.6%
        2020$4,349 +4.7%$259,500 +5.9%
        2019$4,155 $245,104 +5.5%
        2018$4,155 +5%$232,382 +9.4%
        2017$3,957 +6.9%$212,406 +63.7%
        2016$3,701 +121.4%$129,718 +0.7%
        2015$1,671 +3%$128,816 -25.3%
        2014$1,623 $172,331 +2.2%
        2013-- $168,598 +5.6%
        2012-- $159,703 -5%
        2011-- $168,144 +3%
        2010-- $163,273 -13.8%
        2009-- $189,428 -24%
        2008-- $249,114 -20.1%
        2007-- $311,730 -7%
        2006-- $335,143 +42%
        2005-- $236,065 +20.8%
        2004-- $195,416 +13.5%
        2003-- $172,116 +37.8%
        2002-- $124,868 +24.8%
        2000-- $100,092
        1999-- $100,092
        Find assessor info on the county website

        Monthly payment

        Est. payment

        Payment breakdown

        Explore the cost of this home by adjusting the details. Changes won't be saved.
        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.
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        Climate risks

        Neighborhood: Flor-A-Mar

        Getting around

        14 / 100
        Car-Dependent
        32 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating

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