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For sale
  • Price cut: $36K (6/26)
    $899,000

    288 Spanish Main Dr, Cudjoe Key, FL 33042

    3beds
    1,144sqft
    : 
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    Single Family Residence
    Built in 1984
    5,662 Square Feet Lot
    $875,100 Zestimate®
    $786/sqft
    $-- HOA

    What's special

    Multiple lounging areasQuartz countertopsLight-filled interiorSpacious covered decksStylish updated kitchenStainless steel appliancesLush low-maintenance tropical landscaping
    MAJOR PRICE IMPROVEMENT -- AN EXCEPTIONAL VALUE FOR A BEAUTIFULLY UPDATED CUDJOE KEY CANAL-FRONT HOME! This updated 3-bedroom, 2-bath canal-front home on Cudjoe Key offers approximately 60 feet of concrete dockage directly behind the property, with plenty of room for your boat and convenient access to Gulf and Atlantic waters for fishing, diving, sandbar trips, and cruising the Lower Keys.The bright, move-in-ready interior features an updated kitchen with quartz countertops, stainless-steel appliances, abundant cabinet space, and an oversized 8-foot island that opens to the main living area. Both bathrooms have been updated with attractive tile finishes, giving the home a clean and modern feel throughout.Additional features include a 2018 metal roof, newer high-efficiency windows, updated HVAC, main-level laundry, and 30-amp RV service for added flexibility. The elevated design provides covered parking and useful downstairs storage, while the covered outdoor areas offer space to relax and enjoy the Keys lifestyle.This home is well-suited for a primary residence, second home, or waterfront getaway. Insurance information and elevation documentation can be provided for buyer review. A VA loan assumption may be available to qualified buyers, subject to lender and VA approval.Seller welcomes serious offers and will consider reasonable terms with an acceptable contract. Bring your offer and your boat!
    112 days
    |
    1,193
    |
    86
    |

    Zillow last checked:

    Listing updated:

    Listed by:

    Richard Haskins 305-916-9020,

    Buy The Keys,

    Parker C Simpson 305-766-8503,

    Buy The Keys

    Source: FLKMLS,MLS#: 619124MLS LogoOriginating MLS: Marathon/Lower Keys

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      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 3
      • Bathrooms: 2
      • Full bathrooms: 2
      Cooling
      • Central Air
      Appliances
      • Included: Washer, Stainless Steel Appliance(s), Microwave, Oven, Refrigerator, Dishwasher, Dryer
      Interior area
      • Total interior livable area: 1,144 sqft

      Property

      Features
      • Has view: Yes
      • View description: Canal
      • Has water view: Yes
      • Water view: Canal
      • Waterfront features: Canal Front, Waterfront, Seawall: Concrete
      Lot
      • Size: 5,662 Square Feet
      • Dimensions: 60 x 100
      • Features: Less Than 1/4 Acre
      Details
      • Parcel number: 00182180000000
      • Zoning: IS
      • Zoning description: Improved Subivision District

      Construction

      Type & style
      • Home type: SingleFamily
      • Property subtype: Single Family Residence
      Materials
      • Frame
      • Roof: Metal
      Condition
      • Year built: 1984

      Utilities & green energy

      • Electric: Elect Separate Meter
      • Sewer: Municipal Sewer, Public Sewer
      • Water: Water Separate Meter
      • Utilities for property: FKAA, Buyer to Verify

      Community & HOA

      Community
      • Subdivision: Cutthroat Harbor Est (23.0)
      HOA
      • Has HOA: No
      • Services included: None
      Location
      • Region: Cudjoe Key

      Financial & listing details

      • Price per square foot: $786/sqft
      • Tax assessed value: $721,909
      • Annual tax amount: $7,118
      • Date on market: 3/18/2026

        Estimated market value

        $875,100

        $831,000 - $919,000

        $5,189/mo

        Price history

        DateEventPrice
        6/26/2026Price change$899,000-3.9%$786/sqft
        Source: FLKMLS #619124 Report a problem
        6/1/2026Price change$935,000-3.1%$817/sqft
        Source: Key West AOR #619124 Report a problem
        4/29/2026Price change$965,000-3.4%$844/sqft
        Source: Key West AOR #619124 Report a problem
        4/10/2026Price change$999,000-2.4%$873/sqft
        Source: FLKMLS #619124 Report a problem
        4/7/2026Price change$1,024,000-2.4%$895/sqft
        Source: FLKMLS #619124 Report a problem
        3/18/2026Listed for sale$1,049,000+49.9%$917/sqft
        Source: FLKMLS #619124 Report a problem
        6/18/2024Sold$700,000+65.1%$612/sqft
        Source: Public Record Report a problem
        10/19/2017Sold$424,000-1.4%$371/sqft
        Source: FLKMLS #576251 Report a problem
        7/13/2017Listed for sale$430,000$376/sqft
        Source: Truman & Co. (KW) #576251 Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$7,118 +27.1%$721,909 +49.6%
        2024$5,602 +3.1%$482,428 +10%
        2023$5,432 +18.8%$438,571 +10%
        2022$4,571 +13.7%$398,701 +10%
        2021$4,021 +0.6%$362,455 +1.6%
        2020$3,999 $356,808 0%
        2019$3,999 +2.5%$356,963 +16%
        2018$3,901 +7.4%$307,609 +28.6%
        2017$3,631 +41.7%$239,177 +2.1%
        2016$2,563 -0.4%$234,258 +0.7%
        2015$2,573 $232,630

        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.
        See how much you could borrow to make a competitive offer.

        Climate risks

        Neighborhood: 33042

        Getting around

        7 / 100
        Car-Dependent
        47 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating

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