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New construction
  • $22,500,000

    81486 Overseas Hwy, Islamorada, FL 33036

    7beds
    8,878sqft
    : 
    $138,814/mo
    Get pre-qualified
    Single Family Residence
    Built in 2026
    5.82 Acres Lot
    $20,051,500 Zestimate®
    $2,534/sqft
    $-- HOA

    What's special

    Introducing Isla House. A truly exceptional waterfront estate in the heart of downtown Islamorada, which exemplifies the serene beauty and elegance of Keys living. Set on a 5.82 acre double lot, Isla House overlooks 500+ feet of pristine Florida Bay waterfront. New custom construction melds traditional Caribbean architecture with clean modern aesthetics. The over 8,800 square feet of air conditioned living space is thoughtfully designed with bright open interiors which blend sophistication and comfort while framing breathtaking views of Florida Bay. You enter a sunlit two-story foyer leading you upstairs to a bespoke great room, encapsulating a dramatic vaulted wood ceiling, spacious living area, and a custom gourmet chef's kitchen. Floor to ceiling glass doors frame an unobstructed view of the spacious bay-view terrace, which features a 50 foot elevated infinity edge swimming pool and outdoor kitchen with bar. On the upstairs level you will also find a serene primary suite, five generous en-suite guest bedrooms, a powder room, and a large laundry room. The lower level offers a separate one bed en-suite with its own entrance and patio. A media room with adjoining bathroom is the ideal flex space. A 1,600 square foot three car garage and a carport area completes the lower level. All told, there is nearly 25,000 square feet under roof cover. The estate's tropical grounds are designed to complement the home's architecture. A private floating dock offers unimpeded views of Florida Bay. Located in the heart of Islamorada, this property offers rare walkability to some of the village's most recognizable attractions. This location allows you unparalleled access to the best of Islamorada's dining, entertainment, and waterfront lifestyle. Isla House represents a rare opportunity to own one of Islamorada's most unrivaled, captivating, and serene waterfront estates--a sanctuary of elegance, craftsmanship, and timeless island charm.
    169 days
    |
    1,376
    |
    51
    |

    Zillow last checked:

    Listing updated:

    Listed by:

    KELLY K SHAW PA 305-664-7303,

    American Caribbean Real Estate, Christie's International Real Estate,

    Joy C Martin 305-394-7866,

    American Caribbean Real Estate, Christie's International Real Estate

    Source: Key West AOR,MLS#: 618525MLS LogoOriginating MLS: Florida Keys

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 7
      • Bathrooms: 9
      • Full bathrooms: 7
      • 1/2 bathrooms: 2
      Rooms
      • Room types: Laundry, Media Room
      Heating
      • Central
      Cooling
      • Central Air
      Appliances
      • Included: None
      • Laundry: Laundry Room
      Features
      • Elevator, Walk-In Closet(s), Storage
      • Flooring: Tile
      • Doors: Sliding Glass Doors, Impact Rstnce Doors
      • Windows: Impact Rstnce Window
      Interior area
      • Total structure area: 8,878
      • Total interior livable area: 8,878 sqft

      Property

      Parking
      • Total spaces: 4
      • Parking features: Garage, Trailer Storage, Covered, RV Parking Open, Guest, Carport
      • Has garage: Yes
      • Has carport: Yes
      Accessibility
      • Accessibility features: Accessible Elevator Installed, Handicap Access
      Features
      • Levels: Two
      • Stories: 2
      • Exterior features: Rain Gutters, Storage, Outdoor Kitchen
      • Has private pool: Yes
      • Pool features: Above Ground, Decked, Concrete, Lap
      • Has view: Yes
      • View description: Bay/Gulf View
      • Has water view: Yes
      • Water view: Bay/Gulf View
      • Waterfront features: Bay Front
      Lot
      • Size: 5.82 Acres
      • Features: 5 Less Than 10 Acres
      Details
      • Parcel number: 00404590000000
      • Zoning: NR - Native Residential
      • Zoning description: Native Residential

      Construction

      Type & style
      • Home type: SingleFamily
      • Property subtype: Single Family Residence
      Materials
      • CBS, Concrete
      • Roof: Metal
      Condition
      • New Construction
      • New construction: Yes
      • Year built: 2026

      Utilities & green energy

      • Electric: Elect Separate Meter
      • Water: FKAA, Cistern
      • Utilities for property: Buyer to Verify

      Community & HOA

      Community
      • Subdivision: Misc Upper Matacumbe (82.0)
      HOA
      • Services included: None
      Location
      • Region: Islamorada

      Financial & listing details

      • Price per square foot: $2,534/sqft
      • Tax assessed value: $1,910,321
      • Annual tax amount: $13,278
      • Date on market: 2/7/2026
      • Listing terms: Cash

        Estimated market value

        $20,051,500

        $19.05M - $21.25M

        $7,310/mo

        Price history

        DateEventPrice
        2/7/2026Listed for sale$22,500,000+151.4%$2,534/sqft
        Source: Key West AOR #618525 Report a problem
        6/29/2023Listing removed--
        Source: Key West AOR #603554 Report a problem
        12/28/2022Listed for sale$8,950,000$1,008/sqft
        Source: FLKMLS #603554 Report a problem
        11/21/2022Listing removed--
        Source: FLKMLS #593287 Report a problem
        11/21/2022Price change$8,950,000+5.9%$1,008/sqft
        Source: FLKMLS #593287 Report a problem
        10/26/2022Listed for sale$8,450,000$952/sqft
        Source: FLKMLS #593287 Report a problem
        7/27/2022Pending sale$8,450,000$952/sqft
        Source: MIAMI #A10955617 Report a problem
        3/7/2022Contingent$8,450,000$952/sqft
        Source: FLKMLS #593287 Report a problem
        7/7/2021Listed for sale$8,450,000$952/sqft
        Source: Key West AOR #593287 Report a problem
        1/19/2021Listing removed--
        Source: MIAMI Report a problem
        11/7/2020Listed for sale$8,450,000$952/sqft
        Source: American Caribbean Real Estate - Islamorada #593287 Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$13,279 +7.7%$1,194,886 +10%
        2024$12,333 +5.2%$1,086,260 +10%
        2023$11,728 +10.1%$987,509 +10%
        2022$10,656 +27.4%$897,735 +10%
        2021$8,364 +1299.9%$816,123 +9132.2%
        2020$597 $8,840 -36%
        2019$597 -4.7%$13,813
        2018$627 +1%$13,813
        2017$620 +1.2%$13,813
        2016$613 -0.1%$13,813
        2015$614 $13,813
        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.
        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: 33036

        Getting around

        57 / 100
        Somewhat Walkable
        67 / 100
        Bikeable

        Nearby schools

        GreatSchools rating

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