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For sale
    • $2,740,000

    122 Court Contessa, Matecumbe Key, FL 33036

    3beds
    2,374sqft
    : 
    $16,961/mo
    Get pre-qualified
    Single Family Residence
    Built in 2021
    5,788 Square Feet Lot
    $2,553,800 Zestimate®
    $1,154/sqft
    $42/mo HOA

    What's special

    Private bayside beachQuiet cul-de-sac
    Rarely available turnkey Deepwater Boater's retreat with a Private Bayside beach in the heart of the fishing capital of the world. Tucked away on a quiet cul-de-sac in one of the most desirable enclaves in the Florida Keys, this fully renovated 3-bedroom, 3.5-bath concrete residence delivers the ultimate Florida Keys lifestyle - where luxury, durability, and world-class boating converge. Built for peace of mind and longevity, the home features solid concrete construction and a concrete roof, offering superior storm resilience and insurance advantages rarely found in the Keys. Designed for serious boaters, the property boasts 90 FT of deepwater dockage with immediate access to both the bay and the Atlantic Ocean - NO BRIDGES, no delays, just open water within minutes. The home is completely updated with a seamless indoor-outdoor flow ideal for entertaining or extended stays. The oversized paved driveway provides ample parking for guests, trailers, or multiple vehicles - an uncommon convenience in this area. What truly sets this home apart is access to a rare, highly coveted private bayside beach, widely regarded by locals as one of the finest in the Florida Keys, offering a unique blend of boating and beach lifestyle that is seldom available in a single property. Whether you're seeking a primary residence, a luxury second home, or an income-producing waterfront asset, this property delivers unmatched versatility and strong potential for high-end monthly rentals.
    52 days
    179
    8

    Zillow last checked:

    Listing updated:

    Listed by:

    Lourdes Martin-Rosa 305-505-8050,

    The Keyes Company

    Source: MIAMI,MLS#: A12073183MLS LogoOriginating MLS: A-Miami Association of REALTORS

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 3
      • Bathrooms: 4
      • Full bathrooms: 3
      • 1/2 bathrooms: 1
      Rooms
      • Room types: Den/Library/Office, Family Room
      Heating
      • Central
      Cooling
      • Ceiling Fan(s), Central Air
      Appliances
      • Included: Dishwasher, Disposal, Dryer, Electric Range, Electric Water Heater, Ice Maker, Microwave, Refrigerator, Self Cleaning Oven, Free-Standing Freezer, Oven, Washer
      • Laundry: Laundry Room, Washer/Dryer Hook-Up
      Features
      • Closet Cabinetry, Kitchen Island, Pantry, Vaulted Ceiling(s), Walk-In Closet(s)
      • Flooring: Concrete
      • Doors: High Impact Doors
      • Windows: Clear Impact Glass, Complete Impact Glass, Blinds, High Impact Windows, Impact Glass, Picture Window
      Interior area
      • Total structure area: 3,858
      • Total interior livable area: 2,374 sqft
      Video & virtual tour

      Property

      Parking
      • Total spaces: 1
      • Parking features: Additional Spaces Available, Covered, Driveway, Golf Cart Parking, Guest, Paver Block, Garage Door Opener
      • Attached garage spaces: 1
      • Has uncovered spaces: Yes
      Features
      • Levels: Three Or More
      • Entry location: Second Floor Entry
      • Patio & porch: Awning(s), Open Porch, Patio
      • Exterior features: Balcony, Outdoor Shower, Room For Pool
      • Has view: Yes
      • View description: Bay, Canal, Intracoastal View, Ocean, Water
      • Has water view: Yes
      • Water view: Bay,Canal,Intracoastal View,Ocean,Water
      • Waterfront features: WF/Ocean Access, Canal Front, Ocean Access
      • Frontage length: 90
      Lot
      • Size: 5,788 Square Feet
      • Features: Less Than 1/4 Acre Lot
      Details
      • Parcel number: 00394489009400
      • Zoning: IS-M

      Construction

      Type & style
      • Home type: SingleFamily
      • Property subtype: Single Family Residence
      Materials
      • Concrete Block Construction, CBS Construction
      • Foundation: Raised
      • Roof: Concrete
      Condition
      • Updated/Remodeled,Completely Renovated
      • Year built: 2021

      Utilities & green energy

      • Electric: Circuit Breakers
      • Sewer: Public Sewer
      • Water: Municipal Water
      Green energy
      • Energy efficient items: Appliances, Doors, HVAC, Lighting, Roof, Ventilation, Water Heater, Windows

      Community & HOA

      Community
      • Features: Boating, Maintained Community, Management On Site, Picnic Area, Street Lights
      • Security: Curr Owner Wind Mitig Cert Avail, Fire Alarm, Smoke Detector
      • Subdivision: Port Antigua Plat No 5 &,Port Antigua
      HOA
      • Has HOA: Yes
      • HOA fee: $500 annually
      Location
      • Region: Matecumbe Key

      Financial & listing details

      • Price per square foot: $1,154/sqft
      • Tax assessed value: $1,938,047
      • Annual tax amount: $13,927
      • Date on market: 8/18/2026
      • Listing terms: All Cash,Conventional,FHA,VA Loan
      • Inclusions: Boat Hoists/Davits, Hoist/Davit
      • Road surface type: Paved Road

        Estimated market value

        $2,553,800

        $2.43M - $2.68M

        $7,168/mo

        Price history

        DateEventPrice
        10/2/2026Listed for sale$2,740,000$1,154/sqft
        Source: MIAMI #A12073183 Report a problem
        9/3/2026Listing removed$2,740,000$1,154/sqft
        Source: MIAMI #A12073183 Report a problem
        8/18/2026Price change$2,740,000-0.4%$1,154/sqft
        Source: FLKMLS #616500 Report a problem
        6/22/2026Price change$2,750,000-1.6%$1,158/sqft
        Source: MIAMI #A11857499 Report a problem
        4/22/2026Price change$2,795,000-3.6%$1,177/sqft
        Source: Key West AOR #616500 Report a problem
        1/5/2026Price change$2,900,000-3.3%$1,222/sqft
        Source: Key West AOR #616500 Report a problem
        9/2/2025Price change$3,000,000+0%$1,264/sqft
        Source: MIAMI #A11857499 Report a problem
        8/20/2025Listed for sale$2,999,995+0%$1,264/sqft
        Source: MIAMI #A11857499 Report a problem
        7/31/2025Listing removed$2,999,987$1,264/sqft
        Source: Key West AOR #614222 Report a problem
        6/14/2025Price change$2,999,987-4.8%$1,264/sqft
        Source: FLKMLS #614222 Report a problem
        6/4/2025Price change$3,150,000-2.5%$1,327/sqft
        Source: FLKMLS #614222 Report a problem
        5/17/2025Price change$3,230,000-1.5%$1,361/sqft
        Source: Key West AOR #614222 Report a problem
        3/18/2025Listed for sale$3,280,000-2.1%$1,382/sqft
        Source: Key West AOR #614222 Report a problem
        2/15/2025Listing removed$3,350,800$1,411/sqft
        Source: Key West AOR #610903 Report a problem
        1/16/2025Price change$3,350,800-1.4%$1,411/sqft
        Source: Key West AOR #610903 Report a problem
        1/4/2025Price change$3,400,000-2%$1,432/sqft
        Source: Key West AOR #610903 Report a problem
        12/2/2024Price change$3,470,000-0.7%$1,462/sqft
        Source: Key West AOR #610903 Report a problem
        7/26/2024Listed for sale$3,495,000+366%$1,472/sqft
        Source: Key West AOR #610903 Report a problem
        4/11/2014Sold$750,000-11.7%$316/sqft
        Source: FLKMLS #548453 Report a problem
        2/25/2014Pending sale$849,000$358/sqft
        Source: CENTURY 21 Schwartz Realty #548453 Report a problem
        12/4/2013Price change$849,000-2.3%$358/sqft
        Source: CENTURY 21 Schwartz Realty #548453 Report a problem
        12/3/2013Price change$869,000+2.4%$366/sqft
        Source: CENTURY 21 Schwartz Realty #548453 Report a problem
        11/15/2013Listed for sale$849,000-2.3%$358/sqft
        Source: Schwartz Property Sales #548453 Report a problem
        2/24/2013Listed for sale$869,000-3.3%$366/sqft
        Source: CENTURY 21 Schwartz Realty #548453 Report a problem
        5/5/2011Listed for sale$899,000-13.1%$379/sqft
        Source: Schwartz Property Sales #548453 Report a problem
        9/20/2004Sold$1,034,000+233.5%$436/sqft
        Source: Public Record Report a problem
        1/21/1997Sold$310,000$131/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$14,991 +7.6%$1,377,090 +10%
        2024$13,927 +11.2%$1,251,900 +10%
        2023$12,522 +10.1%$1,138,091 +10%
        2022$11,369 +13.1%$1,034,628 +10%
        2021$10,049 +2.6%$940,571 +3.3%
        2020$9,796 $910,225 +9.9%
        2019$9,796 +6.8%$828,417 +4.1%
        2018$9,169 +4.3%$796,117 +6.2%
        2017$8,794 +7.7%$749,635 +9.2%
        2016$8,169 +2.5%$686,448 +6%
        2015$7,973 $647,460
        Find assessor info on the county website

        Monthly payment

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        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: 33036

        Getting around

        3 / 100
        Car-Dependent
        42 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating

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