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Under contract
  • Price cut: $150K (7/29)
    $4,400,000

    111 Windy Point Cir #&-lot 78, Marathon, FL 33050

    3beds
    2,446sqft
    : 
    $28,842/mo
    Get pre-qualified
    Single Family Residence
    Built in 1988
    1.75 Acres Lot
    $3,985,300 Zestimate®
    $1,799/sqft
    $388/mo HOA

    What's special

    Separate guest quartersCustom mediterranean-style residenceTimeless keys craftsmanshipSparkling elevated poolExpansive pavered patiosSoaring cathedral ceilingsWood plantation shutters
    Now priced UNDER recent appraised value of $4,500,000! Embrace the RARE opportunity to own 1.75 acres of open water paradise in the prestigious, gated community of Stirrup Key. Over 600' feet of direct, open Gulf frontage, you'll enjoy spectacular sunrises and sunsets from nearly every vantage point, including a charming sunset gazebo overlooking the iconic Seven Mile Bridge in the distance. The custom Mediterranean-style residence captures the essence of resort living with expansive pavered patios, sparkling elevated pool, and spacious lounging areas absolutely perfect for entertaining against a stunning Gulf backdrop. Five protected basin docks provide sheltered boating access in the marina, while terraced tropical gardens cascade toward the water, lined with mature palms and lush landscaping for a serene coastal ambiance. Inside, soaring cathedral ceilings, wood plantation shutters, and an airy great room with real coral fireplace showcase timeless Keys craftsmanship. The split-bedroom layout ensures privacy, with a luxurious master suite featuring dual closets and skylit bath, plus separate guest quarters. Additional highlights include an elevator, 12,000-gallon cistern, huge garage for cars and golf carts, and a large lower-level storage area with workbenches, pool table, and extra laundry facilities. This gated community, with unique architecture, fewer lots, limited rentals and higher quality restrictions help to sustain a premium and private feel. Only minutes from the Marathon Airport, this one-of-a-kind estate combines open-water grandeur with island tranquility, a true Florida Keys sanctuary.
    193 days
    129
    1

    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#: 619002MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 3
      • Bathrooms: 4
      • Full bathrooms: 2
      • 1/2 bathrooms: 2
      Heating
      • Has Heating (Unspecified Type)
      Cooling
      • Central Air, Ceiling Fans(s)
      Appliances
      • Included: Washer, Dryer, Dishwasher, Refrigerator, Range, Oven, Microwave
      Features
      • Built-in Features, Elevator, Storage, Walk-in Closet(s)
      • Flooring: Tile
      • Windows: Casement, Skylight(s)
      Interior area
      • Total structure area: 2,446
      • Total interior livable area: 2,446 sqft

      Property

      Parking
      • Parking features: Garage Door Opener, Open, RV Carport, RV Access/Parking, Storage
      • Has garage: Yes
      • Has carport: Yes
      • Has uncovered spaces: Yes
      Features
      • Patio & porch: Open Porch/Balcony, Deck, Patio, Screened Patio
      • Exterior features: Chickee Hut, Fruit Tree(s), Rain Gutters, Lighting, Storage
      • Has private pool: Yes
      • Pool features: Above Ground, Concrete, Decked, Screen Enclosure
      • On waterfront: Yes
      Lot
      • Size: 1.75 Acres
      Details
      • Additional parcels included: See Documents Tab
      • Parcel number: 00333641007700
      • Zoning: RM - Residential Medium

      Construction

      Type & style
      • Home type: SingleFamily
      • Property subtype: Single Family Residence
      Materials
      • CBS, Concrete
      Condition
      • Year built: 1988

      Utilities & green energy

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

      Community & HOA

      Community
      • Features: Community Boat Ramp
      • Security: Security Gate, Security Guard
      • Subdivision: Stirrup Key Sub (52.5)
      HOA
      • Has HOA: Yes
      • Services included: None
      • HOA fee: $4,650 annually
      Location
      • Region: Marathon

      Financial & listing details

      • Price per square foot: $1,799/sqft
      • Annual tax amount: $33,533
      • Date on market: 5/26/2026
      • Listing terms: No Seller Finance,Cash,Conventional

        Estimated market value

        $3,985,300

        $3.79M - $4.18M

        Not available

        Price history

        DateEventPrice
        8/18/2026Contingent$4,400,000$1,799/sqft
        Source: FLKMLS #619002 Report a problem
        7/29/2026Price change$4,400,000-3.3%$1,799/sqft
        Source: FLKMLS #619002 Report a problem
        6/24/2026Price change$4,550,000-2.2%$1,860/sqft
        Source: FLKMLS #619002 Report a problem
        5/26/2026Listed for sale$4,650,000-1.1%$1,901/sqft
        Source: FLKMLS #619002 Report a problem
        3/27/2026Contingent$4,700,000$1,922/sqft
        Source: MLKAR #619002 Report a problem
        3/10/2026Listed for sale$4,700,000$1,922/sqft
        Source: FLKMLS #619002 Report a problem

        Public tax history

        Tax history is unavailable.

        Monthly payment

        Est. payment

        Payment breakdown

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        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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