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Under contract
  • $4,400,000

    115 Windy Point Cir, Marathon, FL 33050

    3beds
    2,623sqft
    : 
    $27,088/mo
    Get pre-qualified
    Single Family Residence
    Built in 1978
    0.91 Acres Lot
    $4,044,800 Zestimate®
    $1,677/sqft
    $200/mo HOA

    What's special

    Gulf front barMassive ceilingsSandy beach areaSerene open-gulf vistasDeep-water accessClassic tropical lodge architectureLarge estate lots
    Experience the charm and character of this Gulf-front Old Florida Keys fishing lodge located in Stirrup Key, one of Marathon's most exclusive gated communities. Known for its large estate lots, deep-water access, and serene open-Gulf vistas, Stirrup Key offers privacy, prestige, and a true island lifestyle, just minutes from the conveniences of Marathon. The property consists of two lots in total for a combined size of 39,500 sf. The home sits on one of the few deep-water sites in Stirrup Key with upgraded 165 foot pier dock with 6 new pilings, where the water is so clear you can watch tarpon, angelfish, snapper, nurse sharks, lobsters and rays gliding beneath the dock. Beautifully maintained and elevated above flood, the residence features 3 bedrooms, 3 baths, and a loft that can serve as a fourth bedroom or home office. Brand new roof and impact windows and sliders were recently installed for peace of mind. The open-concept great room boasts massive ceilings and walls of windows showcasing 180-degree Gulf views. A spacious kitchen with center island and new range, Gulf front bar, wide overhanging eaves, exposed wood beams, and natural stone accents showcase classic tropical lodge architecture, perfect for entertaining. The primary suite with a large ensuite bath provide comfort and style, while a screened porch opens to the heated pool, positioned behind lush landscaping for afternoon shade. Outdoors, you'll find a sandy beach area, irrigated native landscaping, and expansive decks perfect for sunset gatherings. Additional amenities include two garage bays, one carport bay, a workshop, garden shed, and abundant storage. Stirrup Key residents enjoy the peace of a gated, low-density community with a 365 day rental minimum, ensuring tranquility and exclusivity year-round. With its unmatched combination of deep water, open-Gulf views, and spacious multi-lot layout, this property is a true rarity in the Florida Keys with potential for expansion.
    257 days
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    84
    |
    1
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    Zillow last checked:

    Listing updated:

    Listed by:

    Ally Kelley 727-459-0493,

    Ocean Sotheby's International,

    Jo Ann Cook 305-360-7968,

    Ocean Sotheby's International

    Source: FLKMLS,MLS#: 617542MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 3
      • Bathrooms: 3
      • Full bathrooms: 3
      Heating
      • Has Heating (Unspecified Type)
      Cooling
      • Central Air, Ceiling Fans(s)
      Appliances
      • Included: Washer, Dishwasher, Refrigerator, Range, Oven, Microwave
      Features
      • Built-in Features, Storage, Walk-in Closet(s), Bar
      • Flooring: Tile, Wood
      Interior area
      • Total structure area: 2,623
      • Total interior livable area: 2,623 sqft
      Video & virtual tour

      Property

      Parking
      • Parking features: Garage Door Opener, Open, RV Carport, RV Access/Parking, Storage
      • Has garage: Yes
      • Has carport: Yes
      • Has uncovered spaces: Yes
      Accessibility
      • Accessibility features: None
      Features
      • Patio & porch: Open Porch/Balcony, Patio
      • Has private pool: Yes
      • Pool features: In Ground, Concrete, Decked
      • On waterfront: Yes
      Lot
      • Size: 0.91 Acres
      Details
      • Parcel number: 00333641007500
      • Zoning: RM - Residential Medium

      Construction

      Type & style
      • Home type: SingleFamily
      • Property subtype: Single Family Residence
      Materials
      • CBS, Concrete, Frame, Combo Construction
      Condition
      • Year built: 1978

      Utilities & green energy

      • Utilities for property: Water Separate Meter, Elect Separate Meter, Cable Available

      Community & HOA

      Community
      • Security: Security Gate, Security Guard
      • Subdivision: Stirrup Key Sub (52.5)
      HOA
      • Has HOA: Yes
      • Services included: None
      • HOA fee: $2,400 annually
      Location
      • Region: Marathon

      Financial & listing details

      • Price per square foot: $1,677/sqft
      • Tax assessed value: $3,926,650
      • Annual tax amount: $33,857
      • Date on market: 12/2/2025

        Estimated market value

        $4,044,800

        $3.84M - $4.25M

        $5,705/mo

        Price history

        DateEventPrice
        6/2/2026Contingent$4,400,000$1,677/sqft
        Source: FLKMLS #617542 Report a problem
        4/14/2026Price change$4,400,000-2.2%$1,677/sqft
        Source: FLKMLS #617542 Report a problem
        2/12/2026Price change$4,500,000-8.2%$1,716/sqft
        Source: FLKMLS #617542 Report a problem
        12/2/2025Listed for sale$4,900,000+6.6%$1,868/sqft
        Source: Key West AOR #617542 Report a problem
        9/19/2023Sold$4,595,000$1,752/sqft
        Source: Key West AOR #604950 Report a problem
        8/19/2023Pending sale$4,595,000$1,752/sqft
        Source: FLKMLS #604950 Report a problem
        6/5/2023Listed for sale$4,595,000$1,752/sqft
        Source: MLKAR #604950 Report a problem
        5/29/2023Contingent$4,595,000$1,752/sqft
        Source: MLKAR #604950 Report a problem
        4/14/2023Listed for sale$4,595,000+206.3%$1,752/sqft
        Source: Key West AOR #604950 Report a problem
        5/1/2003Sold$1,500,000$572/sqft
        Source: Agent Provided Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$33,860 +0%$3,926,650 +5.8%
        2024$33,857 +5.5%$3,710,334 +8.6%
        2023$32,098 +236.4%$3,416,050 +242.3%
        2022$9,543 -1.7%$998,063 +3%
        2021$9,705 +2.9%$968,994 +1.4%
        2020$9,430 $955,616 +2.3%
        2019$9,430 +2.2%$934,131 +1.9%
        2018$9,227 +5.6%$916,714 +2.1%
        2017$8,739 +1.9%$897,859 +2.1%
        2016$8,574 -1%$879,392 +0.7%
        2015$8,661 $873,279
        Find assessor info on the county website

        Monthly payment

        Est. payment

        Payment breakdown

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        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.
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        Climate risks

        Neighborhood: 33050

        Getting around

        1 / 100
        Car-Dependent
        25 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating

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