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For sale
  • $949,000

    342 Spanish Main Dr, Cudjoe Key, FL 33042

    3beds
    1,144sqft
    : 
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    Single Family Residence
    Built in 2003
    6,098 Square Feet Lot
    $909,700 Zestimate®
    $830/sqft
    $-- HOA

    What's special

    Two-story residenceCanal-front homeComfortable living spacesPeaceful canal viewsTwo garagesBright open interiorSeamless indoor-outdoor living experience
    Welcome to 342 Spanish Main Drive, a beautiful canal-front home in the heart of Cudjoe Key, offering the perfect combination of waterfront living, modern comfort, and laid-back Florida Keys charm. This two-story residence features 3 bedrooms and 2 full bathrooms, thoughtfully designed for both everyday living and relaxing island escapes. The bright, open interior is move-in ready and includes a stylish eat-in kitchen with stainless-steel appliances, comfortable living spaces, and plenty of natural light throughout. Enjoy the Florida Keys lifestyle from the spacious covered porches on both levels, where you can sip your morning coffee, unwind with an evening cocktail, or simply take in the peaceful canal views. Large sliding glass doors open to the upper porch, creating a seamless indoor-outdoor living experience that's perfect for entertaining family and friends.Boaters will appreciate the canal-front location with dockage directly behind the home, offering plenty of space for your boat and easy access to both the Gulf and Atlantic. Spend your days fishing, diving, exploring sandbars, or cruising the beautiful Lower Keys waters right from your backyard. Additional features include two garages--a rare find in the Keys--along with ample parking for vehicles, trailers, and guests.Conveniently located just 30 minutes from Key West and within walking distance of the iconic Square Grouper Bar & Grill, this property offers the ideal balance of tranquility and accessibility.342 Spanish Main Drive is an exceptional opportunity as a full-time residence, vacation home, or waterfront investment property. Come experience the boating lifestyle and island living you've been dreaming about.
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    Zillow last checked:

    Listing updated:

    Listed by:

    Monika Rydzak 305-395-0250,

    eXp Realty LLC KW Branch

    Source: FLKMLS,MLS#: 620535MLS LogoOriginating MLS: Key West Association

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      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 3
      • Bathrooms: 2
      • Full bathrooms: 2
      Heating
      • Central
      Cooling
      • Central Air, Ceiling Fans(s)
      Appliances
      • Included: Washer, Stainless Steel Appliance(s), Microwave, Oven, Range, Refrigerator, Dishwasher, Dryer
      Features
      • Flooring: Tile
      • Windows: Accordion
      Interior area
      • Total interior livable area: 1,144 sqft

      Property

      Parking
      • Parking features: Garage, Off Street
      • Has garage: Yes
      Features
      • Levels: Two
      • Stories: 2
      • Patio & porch: Open Porch/Balcony, Patio, Screened P/B
      • Has view: Yes
      • View description: Canal
      • Has water view: Yes
      • Water view: Canal
      • Waterfront features: Canal Front, Waterfront, Seawall: Concrete, Dock Length: 60, Dockage: Davits
      Lot
      • Size: 6,098 Square Feet
      • Dimensions: 60 x 100
      • Features: Less Than 1/4 Acre
      Details
      • Parcel number: 00182230000000
      • Zoning: IS
      • Zoning description: Improved Subivision District

      Construction

      Type & style
      • Home type: SingleFamily
      • Property subtype: Single Family Residence
      Materials
      • Combo Construction
      • Roof: Metal
      Condition
      • Year built: 2003

      Utilities & green energy

      • Sewer: Municipal Sewer, Public Sewer
      • Utilities for property: FKAA

      Community & HOA

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

      Financial & listing details

      • Price per square foot: $830/sqft
      • Tax assessed value: $761,467
      • Annual tax amount: $6,681
      • Date on market: 7/6/2026
      • Listing terms: Cash,FHA,VA Loan,Conventional

        Estimated market value

        $909,700

        $864,000 - $955,000

        $4,261/mo

        Price history

        DateEventPrice
        7/6/2026Listed for sale$949,000+3063.3%$830/sqft
        Source: Key West AOR #620535 Report a problem
        6/12/2001Sold$30,000$26/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$6,681 +8.3%$624,714 +10%
        2024$6,170 +3.8%$567,922 +10%
        2023$5,943 +18.4%$516,293 +10%
        2022$5,018 +8.9%$469,357 +10%
        2021$4,607 +0.3%$426,688 +1.3%
        2020$4,593 $421,292 -1%
        2019$4,593 +3.6%$425,663 +20.1%
        2018$4,435 $354,394 -6.4%
        2017-- $378,603 +9.4%
        2016$4,271 $346,161 +8.3%
        2015-- $319,608

        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: 33042

        Getting around

        7 / 100
        Car-Dependent
        47 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating

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