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For sale
  • Price cut: $100K (7/7)
    $1,299,900

    3746 Park Ave, Big Pine Key, FL 33043

    2beds
    1,312sqft
    : 
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    Single Family Residence
    Built in 1986
    8,276 Square Feet Lot
    $1,242,000 Zestimate®
    $991/sqft
    $-- HOA

    What's special

    Paver deckingPeaceful surroundingsImpact windows and doorsTropical landscaping
    Welcome to your private paradise in the Lower Keys! This beautifully updated 2-bedroom, 2-bathroom two-story home offers the ultimate island escape with unmatched privacy -- no direct neighbors on any side, just peaceful surroundings, tropical landscaping, and the charm of the native Key Deer. Designed for true Florida Keys living, the outdoor space is a showstopper. Enjoy a brand-new heated concrete pool, concrete dock with both a boat lift and jet ski lift, and an elevated sundeck perfect for sunbathing or taking in serene canal views. The professionally landscaped backyard creates a lush tropical retreat complete with paver decking and a tiki hut ideal for entertaining or relaxing poolside. Inside, the home features numerous upgrades and renovations throughout. The fully enclosed and renovated ground level provides excellent guest accommodations, entertaining space, and additional storage, along with a separate laundry room for added convenience. Both levels are equipped with impact windows and doors, as well as electronic roll-down screens for shade and storm protection. Whether you're boating, entertaining, relaxing by the pool, or enjoying the surrounding wildlife, this exceptional property captures the very best of Lower Keys waterfront living.
    61 days
    |
    929
    |
    27
    |

    Zillow last checked:

    Listing updated:

    Listed by:

    Cabot Brown 813-215-7493,

    Compass Florida - Miami Beach

    Source: FLKMLS,MLS#: 619915MLS LogoOriginating MLS: Florida Keys

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      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 2
      • Bathrooms: 2
      • Full bathrooms: 2
      Cooling
      • Central Air
      Appliances
      • Included: Washer, Stainless Steel Appliance(s), Freezer, Microwave, Oven, Refrigerator, Dishwasher, Dryer
      Features
      • Windows: Impact Rstnce Window, Roll Down Electric
      Interior area
      • Total interior livable area: 1,312 sqft

      Property

      Parking
      • Parking features: Carport, Trailer Storage, Off Street
      • Has carport: Yes
      Features
      • Levels: Two
      • Stories: 2
      • Patio & porch: Open Porch/Balcony
      • Has private pool: Yes
      • Pool features: In Ground, Concrete
      • Fencing: Fenced
      • Has view: Yes
      • View description: Canal
      • Has water view: Yes
      • Water view: Canal
      • Waterfront features: Canal Front, Waterfront, Dock: Concrete, Dock Length: 75, Dockage: Boat Lift
      Lot
      • Size: 8,276 Square Feet
      • Dimensions: 75 x 115
      • Features: Less Than 1/4 Acre
      Details
      • Additional structures: Chickee Hut
      • Parcel number: 00292080000000
      • Zoning: IS
      • Zoning description: Improved Subivision District
      • Special conditions: Standard

      Construction

      Type & style
      • Home type: SingleFamily
      • Property subtype: Single Family Residence
      Materials
      • Frame, Combo Construction
      • Roof: Metal
      Condition
      • Year built: 1986

      Utilities & green energy

      • Sewer: Public Sewer
      • Utilities for property: Buyer to Verify

      Community & HOA

      Community
      • Subdivision: Port Pine Heights (29.0)
      HOA
      • Has HOA: No
      • Services included: None
      Location
      • Region: Big Pine Key

      Financial & listing details

      • Price per square foot: $991/sqft
      • Tax assessed value: $806,422
      • Annual tax amount: $7,856
      • Date on market: 5/15/2026
      • Listing terms: Cash,Conventional

        Estimated market value

        $1,242,000

        $1.18M - $1.30M

        $4,769/mo

        Price history

        DateEventPrice
        7/7/2026Price change$1,299,900-7.1%$991/sqft
        Source: FLKMLS #619915 Report a problem
        5/15/2026Listed for sale$1,399,900-17.7%$1,067/sqft
        Source: FLKMLS #619915 Report a problem
        4/10/2026Listing removed$1,700,000$1,296/sqft
        Source: Key West AOR #614659 Report a problem
        2/9/2026Price change$1,700,000-8.1%$1,296/sqft
        Source: Key West AOR #614659 Report a problem
        7/21/2025Price change$1,850,000-7.5%$1,410/sqft
        Source: Key West AOR #614659 Report a problem
        4/18/2025Listed for sale$1,999,000+102.9%$1,524/sqft
        Source: Key West AOR #614659 Report a problem
        4/24/2024Sold$985,000-1.4%$751/sqft
        Source: FLKMLS #607299 Report a problem
        4/22/2024Pending sale$999,000$761/sqft
        Source: FLKMLS #607299 Report a problem
        4/10/2024Contingent$999,000$761/sqft
        Source: FLKMLS #607299 Report a problem
        3/26/2024Price change$999,000-4.8%$761/sqft
        Source: FLKMLS #607299 Report a problem
        1/30/2024Price change$1,049,000-3.7%$800/sqft
        Source: FLKMLS #607299 Report a problem
        11/4/2023Listed for sale$1,089,000+19%$830/sqft
        Source: FLKMLS #607299 Report a problem
        11/23/2021Sold$915,000-3.6%$697/sqft
        Source: FLKMLS #598052 Report a problem
        11/19/2021Listed for sale$949,000$723/sqft
        Source: FLKMLS #598052 Report a problem
        10/19/2021Contingent$949,000$723/sqft
        Source: FLKMLS #598052 Report a problem
        10/19/2021Listed for sale$949,000$723/sqft
        Source: MLKAR #598052 Report a problem
        10/19/2021Contingent$949,000$723/sqft
        Source: Key West AOR #598052 Report a problem
        10/9/2021Listed for sale$949,000+167.3%$723/sqft
        Source: FLKMLS #598052 Report a problem
        10/28/2019Sold$355,000-6.6%$271/sqft
        Source: Public Record Report a problem
        9/11/2019Price change$380,000-1.6%$290/sqft
        Source: Conch Realty LLC (KW) #586846 Report a problem
        8/3/2019Listed for sale$386,000+17.1%$294/sqft
        Source: Homepath Report a problem
        6/27/2018Listing removed$329,700+18.2%$251/sqft
        Source: Auction.com Report a problem
        6/5/2018Listed for sale--
        Source: Auction.com Report a problem
        8/1/2010Listing removed$279,000$213/sqft
        Source: Coldwell Banker Schmitt Real Estate Co. #548979 Report a problem
        4/24/2010Listed for sale$279,000$213/sqft
        Source: Coldwell Banker Schmitt Real Estate Co. #548979 Report a problem
        3/19/2010Listing removed$279,000$213/sqft
        Source: Coldwell Banker Schmitt Real Estate Co. #548979 Report a problem
        7/11/2009Listed for sale$279,000+62.7%$213/sqft
        Source: Schmitt Real Estate Co. #548979 Report a problem
        4/8/2002Sold$171,500+23.4%$131/sqft
        Source: Public Record Report a problem
        12/29/1999Sold$139,000$106/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$7,857 +3.6%$806,422 +1%
        2024$7,585 -5.6%$798,082 -3.7%
        2023$8,032 +12.4%$828,357 +10%
        2022$7,147 +134%$753,052 +153.9%
        2021$3,055 -19.2%$296,620 -10.8%
        2020$3,782 $332,440 +0.9%
        2019$3,782 +0.4%$329,617 +3.4%
        2018$3,765 +12.3%$318,742 -14.7%
        2017$3,352 -20.8%$373,622 +43.5%
        2016$4,232 +49.2%$260,447 +0.7%
        2015$2,836 $258,637
        Find assessor info on the county website

        Monthly payment

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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: 33043

        Getting around

        0 / 100
        Car-Dependent
        35 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating

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