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For sale
  • Price cut: $345K (8/5)
    $4,650,000

    3742 Sea Grape St, Big Pine Key, FL 33043

    3beds
    4,687sqft
    : 
    $28,515/mo
    Get pre-qualified
    Single Family Residence
    Built in 2014
    1.14 Acres Lot
    $4,401,400 Zestimate®
    $992/sqft
    $-- HOA

    What's special

    Escape to ''The Castle'', a luxurious gated Gulf-front estate rarely spanning 1.14 acres on Big Pine Key. This extraordinary retreat is a graceful blend of architectural grandeur and coastal charm, thoughtfully designed for both relaxation and recreation. Boaters will delight in an unparalleled offering of 235 feet of dockage total: 140 feet of protected canal-front dockage featuring a 15,000 lb lift, cut-in slip, boat ramp, plus a 95-foot open water pier-style dock with additional 15,000 lb lift and cut-in slip, set against a 130-foot concrete seawall for secure, convenient access. Crafted in 2014 with solid poured concrete, impact-rated windows and doors, whole home generator and elevator, the home is built for enduring elegance. With over 4,600 square feet of refined interior space, this 3-bedroom, 3-bathroom estate is an architect's masterpiece with its stately presence, curved openings, and striking double staircase. Step inside to a breathtaking panorama of endless open Gulf waters and nightly sunset performances. The chef's kitchen is a dream for entertaining, featuring 10.5-foot island with seating for 8, dual sinks, refrigerators, and ovens, plus Jenn-Air 6-burner gas cooktop with pot filler, and rich wood cabinetry. Enjoy the grand family room with Gulf views, host movie nights in the private theater, or dine al-fresco under the stars. Nearby, find the full-size laundry room and storage. The top-floor primary suite is a sanctuary, offering sweeping water views, home office, private lounge with kitchenette, spa-like bath with clawfoot tub, tiled shower and generous walk-in closet with additional laundry. Outside, the resort-style pool beckons with a spa, water features, LED lighting, plus heater and chiller. Rooftop deck with 180-degree views, and unrivaled sunsets await. Offered fully furnished, this is ultimate Keys living without compromise!
    113 days
    |
    1,431
    |
    80
    |

    Zillow last checked:

    Listing updated:

    Listed by:

    Ally Kelley 727-459-0493,

    Ocean Sotheby's International,

    Jo Ann Cook 305-360-7968,

    Ocean Sotheby's International

    Source: FLKMLS,MLS#: 619696MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 3
      • Bathrooms: 3
      • Full bathrooms: 3
      Heating
      • Has Heating (Unspecified Type)
      Appliances
      • Included: Washer, Dryer, Dishwasher, Refrigerator, Oven, Microwave, Disposal, Stainless Steel Appliance(s)
      • Laundry: Laundry Room
      Features
      • Built-in Features, Granite Counters, Elevator, Storage, Walk-in Closet(s), Media Room
      • Flooring: Tile
      • Furnished: Yes
      Interior area
      • Total structure area: 4,687
      • Total interior livable area: 4,687 sqft
      Video & virtual tour

      Property

      Parking
      • Parking features: Open, RV Access/Parking, Storage
      • Has uncovered spaces: Yes
      Features
      • Patio & porch: Open Porch/Balcony, Roof Top Deck
      • Exterior features: Bar, Built-in Barbecue, Rain Gutters, Lighting, Outdoor Kitchen, Water Display
      • Has private pool: Yes
      • Pool features: In Ground, Concrete, Decked
      • Fencing: Fenced,Privacy
      • On waterfront: Yes
      Lot
      • Size: 1.14 Acres
      • Dimensions: 75 X 210
      Details
      • Additional parcels included: SEE DOCUMENTS TAB
      • Parcel number: 00297040000000
      • Zoning: IS - Improved Subivision District
      • Other equipment: Home Theater, Generator, Irrigation Equipment

      Construction

      Type & style
      • Home type: SingleFamily
      • Property subtype: Single Family Residence
      Materials
      • CBS
      Condition
      • Updated/Remodeled
      • New construction: No
      • Year built: 2014

      Utilities & green energy

      • Utilities for property: Cable Available

      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: $992/sqft
      • Tax assessed value: $3,301,091
      • Annual tax amount: $30,568
      • Date on market: 4/30/2026

        Estimated market value

        $4,401,400

        $4.18M - $4.62M

        $7,068/mo

        Price history

        DateEventPrice
        8/5/2026Price change$4,650,000-6.9%$992/sqft
        Source: FLKMLS #619696 Report a problem
        4/30/2026Price change$4,995,000-7.3%$1,066/sqft
        Source: FLKMLS #619696 Report a problem
        3/3/2026Price change$5,390,000-8.6%$1,150/sqft
        Source: MIAMI #A11877495 Report a problem
        11/10/2025Price change$5,900,000-8.5%$1,259/sqft
        Source: Key West AOR #615356 Report a problem
        7/17/2025Price change$6,450,000-7.2%$1,376/sqft
        Source: FLKMLS #615356 Report a problem
        6/6/2025Listed for sale$6,950,000+139.7%$1,483/sqft
        Source: FLKMLS #615356 Report a problem
        2/1/2019Sold$2,900,000+3.6%$619/sqft
        Source: FLKMLS #582922 Report a problem
        11/23/2018Listed for sale$2,800,000+400%$597/sqft
        Source: Coldwell Banker Schmitt RE Co. Lower Keys Office #582922 Report a problem
        3/21/2013Sold$560,000-6%$119/sqft
        Source: FLKMLS #117328 Report a problem
        1/13/2013Pending sale$595,500$127/sqft
        Source: Preferred Properties #117328 Report a problem
        12/4/2012Listed for sale$595,500-29.9%$127/sqft
        Source: Preferred Properties #117328 Report a problem
        4/2/2012Listing removed$850,000$181/sqft
        Source: Coldwell Banker Schmitt Real Estate Co. #552967 Report a problem
        10/28/2011Listed for sale$850,000$181/sqft
        Source: Coldwell Banker Schmitt Real Estate Co. #552967 Report a problem
        8/13/2011Listing removed$850,000$181/sqft
        Source: Schmitt Real Estate Co. #552967 Report a problem
        10/3/2010Listed for sale$850,000-12.8%$181/sqft
        Source: Coldwell Banker Schmitt Real Estate Co. #552967 Report a problem
        9/23/2004Sold$975,000$208/sqft
        Source: MLKAR #521237 Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$28,002 +8.8%$3,052,986 +10%
        2024$25,730 +9%$2,775,442 +10%
        2023$23,601 +10%$2,523,129 +10%
        2022$21,448 +8.6%$2,293,754 +10%
        2021$19,742 -0.6%$2,085,231 +0.4%
        2020$19,855 $2,076,078 +5.9%
        2019$19,855 +7.4%$1,960,891 +1.9%
        2018$18,494 -0.9%$1,924,329 -0.5%
        2017$18,669 +0.3%$1,934,751 +17.7%
        2016$18,617 +14.2%$1,643,627 +17.2%
        2015$16,300 $1,402,884
        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.
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        Climate risks

        Neighborhood: 33043

        Getting around

        0 / 100
        Car-Dependent
        26 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating

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