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For sale
  • $1,075,000

    165 Cutlass Ln, Cudjoe Key, FL 33042

    4beds
    2,448sqft
    : 
    Single Family Residence
    Built in 1991
    6,098.4 Square Feet Lot
    $1,491,300 Zestimate®
    $439/sqft
    $-- HOA

    What's special

    Ample off-street parkingCanal-front homePeaceful canal viewsUpdated bathrooms
    Discover your dream waterfront retreat in the Florida Keys. This canal-front home features 4 spacious bedrooms and 3 bathrooms with 2,448 sq. ft. of thoughtfully designed living space, perfect for accommodating family, guests, and entertaining. Enjoy expansive covered balconies on both levels, where you can relax and take in peaceful canal views and the laid-back island lifestyle. The generous kitchen and dining area serve as the heart of the home--ideal for hosting gatherings after a day on the water. Updated bathrooms offer a modern feel, while the spacious primary suite provides a private sanctuary to unwind. Outside, the property offers ample off-street parking and room to add a pool, creating the perfect setting for outdoor living. A versatile 299 sq. ft. downstairs enclosure adds valuable storage space for fishing gear, water toys, and more. With direct boating access to both the Gulf and the Atlantic, adventure is always within reach. Plus, local restaurants, marinas, and island bars are just a short walk away, letting you enjoy the best of the Keys lifestyle. At just $439 per square foot, this property represents the lowest price per square foot for a waterfront home currently available in the Florida Keys, making it one of the best opportunities on the market today. Bring your boat and start living the Florida Keys dream.
    34 days
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    1,796
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    83
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    Zillow last checked:

    Listing updated:

    Listed by:

    Justyn Ewald 305-587-7330,

    Expert Realty LLC (HQ),

    Mason C Kelly 631-603-6123,

    Expert Realty LLC (HQ)

    Source: FLKMLS,MLS#: 619003MLS LogoOriginating MLS: Key West Association

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      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 4
      • Bathrooms: 3
      • Full bathrooms: 3
      Cooling
      • Central Air, Ceiling Fans(s)
      Appliances
      • Included: Washer, Range, Refrigerator, Dryer
      • Laundry: Laundry Room
      Features
      • Pantry, Walk-In Closet(s), Storage
      Interior area
      • Total interior livable area: 2,448 sqft

      Property

      Parking
      • Parking features: Carport, Covered
      • Has carport: Yes
      Features
      • Levels: Two
      • Stories: 2
      • Patio & porch: Open Porch/Balcony
      • Has view: Yes
      • View description: Canal
      • Has water view: Yes
      • Water view: Canal
      • Waterfront features: Canal Front, Waterfront, Seawall: Concrete, Dock: Concrete, Dock Length: 50
      Lot
      • Size: 6,098.4 Square Feet
      • Features: Less Than 1/4 Acre
      Details
      • Parcel number: 00179960000000
      • Zoning: IS
      • Zoning description: Improved Subivision District

      Construction

      Type & style
      • Home type: SingleFamily
      • Property subtype: Single Family Residence
      Materials
      • Frame, Combo Construction
      • Roof: Metal
      Condition
      • Year built: 1991

      Utilities & green energy

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

      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: $439/sqft
      • Tax assessed value: $1,005,888
      • Annual tax amount: $6,411
      • Date on market: 3/10/2026
      • Listing terms: Cash,FHA,VA Loan,Conventional
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        Estimated market value

        $1,491,300

        $1.42M - $1.57M

        $7,951/mo

        Price history

        Price history
        DateEventPrice
        3/10/2026Listed for sale$1,075,000-2.2%$439/sqft
        Source: FLKMLS #619003 Report a problem
        3/1/2026Listing removed$1,099,000$449/sqft
        Source: FLKMLS #616305 Report a problem
        10/17/2025Price change$1,099,000-6.5%$449/sqft
        Source: Key West AOR #616305 Report a problem
        10/1/2025Listed for sale$1,175,000$480/sqft
        Source: Key West AOR #616305 Report a problem
        9/28/2025Contingent$1,175,000$480/sqft
        Source: FLKMLS #616305 Report a problem
        8/28/2025Listed for sale$1,175,000-9.5%$480/sqft
        Source: Key West AOR #616305 Report a problem
        5/21/2025Listing removed$1,299,000$531/sqft
        Source: FLKMLS #612352 Report a problem
        2/25/2025Price change$1,299,000-3.7%$531/sqft
        Source: Key West AOR #612352 Report a problem
        11/21/2024Listed for sale$1,349,000-3.6%$551/sqft
        Source: FLKMLS #612352 Report a problem
        9/2/2024Listing removed$1,399,000$571/sqft
        Source: Key West AOR #610089 Report a problem
        7/18/2024Price change$1,399,000-3.5%$571/sqft
        Source: FLKMLS #610089 Report a problem
        6/24/2024Price change$1,449,000-3.3%$592/sqft
        Source: FLKMLS #610089 Report a problem
        5/21/2024Listed for sale$1,499,000+107%$612/sqft
        Source: FLKMLS #610089 Report a problem
        9/26/2019Sold$724,000-0.8%$296/sqft
        Source: FLKMLS #581344 Report a problem
        7/23/2019Price change$730,000-0.7%$298/sqft
        Source: Berkshire Hathaway HomeServices Keys Real Estate - Lower Keys #581344 Report a problem
        7/3/2019Price change$735,000-0.5%$300/sqft
        Source: Berkshire Hathaway HomeServices Keys Real Estate - Lower Keys #581344 Report a problem
        6/21/2019Price change$739,000-0.7%$302/sqft
        Source: Berkshire Hathaway HomeServices Keys Real Estate - Lower Keys #581344 Report a problem
        6/1/2019Price change$744,000-0.7%$304/sqft
        Source: Berkshire Hathaway HomeServices Keys Real Estate - Lower Keys #581344 Report a problem
        2/22/2019Price change$749,000-3.9%$306/sqft
        Source: Berkshire Hathaway HomeServices Keys Real Estate - Lower Keys #581344 Report a problem
        1/3/2019Price change$779,000-2.5%$318/sqft
        Source: Marathon & Lower Keys Association of Realtors #581344 Report a problem
        8/3/2018Listed for sale$799,000+80.8%$326/sqft
        Source: American Caribbean Real Estate-Lower Keys #581344 Report a problem
        7/21/2017Sold$442,000-6.9%$181/sqft
        Source: FLKMLS #575352 Report a problem
        4/29/2017Listed for sale$474,900+5.5%$194/sqft
        Source: Century 21 Schwartz Realty (ISL) #575352 Report a problem
        12/8/2015Listing removed$450,000$184/sqft
        Source: Coldwell Banker Schmitt RE Co. Lower Keys Office #566040 Report a problem
        2/24/2015Listed for sale$450,000$184/sqft
        Source: Coldwell Banker Schmitt Real Estate Co. #566040 Report a problem

        Public tax history

        Public tax history
        YearProperty taxesTax assessment
        2025$6,411 +5.3%$682,064 +2.9%
        2024$6,087 +4%$662,842 +3%
        2023$5,854 +2.7%$643,536 +3%
        2022$5,700 -3%$624,793 +3%
        2021$5,874 -0.3%$606,596 +0.5%
        2020$5,894 $603,300 +14.6%
        2019$5,894 +5.6%$526,274 +3.6%
        2018$5,579 +0.7%$507,879 +3.6%
        2017$5,542 +4%$490,400 +77.6%
        2016$5,329 +79.1%$276,051 +0.7%
        2015$2,975 $274,132

        Find assessor info on the county website

        Monthly payment

        Est. payment
        $5,893/mo
        Principal & interest
        $5158
        Property taxes
        $735
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          Climate risks

          Neighborhood: 33042

          Getting around

          9 / 100
          Car-Dependent
          49 / 100
          Somewhat Bikeable

          Nearby schools

          GreatSchools rating

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