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For sale
  • Price cut: $76K (10/17)
    $1,099,000

    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®
    $449/sqft
    $-- HOA

    What's special

    Roomy master suiteAmple off-street parkingCanal-front residenceSerene canal viewsExpansive covered balconies
    Discover Your Dream Waterfront Home in the Florida Keys! This stunning canal-front residence boasts 4 spacious bedrooms and 3 bathrooms. With 2,448 sq. ft. of thoughtfully laid-out living space, this home is perfect for accommodating large families and entertaining guests.Step onto the expansive covered balconies on both floors, where you can relax and take in the serene canal views. The generous kitchen and dining area serve as the heart of the home, ideal for hosting memorable gatherings. Each updated bathroom radiates modern sophistication, while the roomy master suite provides a private sanctuary for relaxation.The exterior of the property offers ample off-street parking and the potential space for a pool--a perfect opportunity for outdoor living. Additionally, a versatile 299 sq. ft. enclosure downstairs provides excellent extra storage for all your needs.Enjoy unparalleled water access to the Gulf and Atlantic, making it easy to indulge in aquatic adventures. With a variety of fantastic restaurants and vibrant bars within walking distance, the lifestyle here is as appealing as the home itself.At an exceptional price of $480 per square foot, this property stands out as one of the best-valued waterfront homes in the Lower Keys. Bring your boat and immerse yourself in the laid-back charm of the Florida Keys--your paradise awaits!
    114 days
    |
    976
    |
    65
    |

    Zillow last checked: 8 hours ago

    Listing updated: October 17, 2025 at 04:00am

    Listed by:

    Justyn Ewald 305-587-7330,

    Expert Realty LLC (HQ),

    Mason C Kelly 631-603-6123,

    Expert Realty LLC (HQ)

    Source: FLKMLS,MLS#: 616305MLS LogoOriginating MLS: Key West Association

    Tour with a local agent

    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
    • Dimensions: 60 x 100
    • 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: $449/sqft
    • Tax assessed value: $1,005,888
    • Annual tax amount: $5,854
    • Date on market: 8/28/2025
    • Listing terms: Cash,FHA,VA Loan,Conventional
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    Estimated market value

    $1,491,300

    $1.42M - $1.57M

    $5,814/mo

    Price history

    Price history
    DateEventPrice
    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

    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%

    Find assessor info on the county website

    BuyAbility℠ payment

    Est. payment
    $6,584/mo
    Principal & interest
    $5448
    Property taxes
    $751
    Home insurance
    $385

      Climate risks

      Neighborhood: 33042

      Nearby schools

      GreatSchools rating

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