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Under contract
  • $5,200,000

    1046 Flagship Dr, Summerland Key, FL 33042

    4beds
    3,208sqft
    : 
    $31,887/mo
    Get pre-qualified
    Single Family Residence
    Built in 2001
    0.26 Acres Lot
    $-- Zestimate®
    $1,621/sqft
    $-- HOA

    What's special

    Ocean breezesResort-style poolTwo boat liftsRefined finishes throughoutSpacious two-car garageThree additional bedroomsSpectacular turquoise water views
    Experience the PINNACLE of luxury waterfront living at this exceptional oceanfront residence on prestigious Flagship Drive. Completely reimagined with uncompromising attention to detail, this exquisite 4-bedroom, 3.5-bath home blends sophisticated design with the relaxed elegance of the Florida Keys. From the moment you enter, you'll be captivated by the expansive open-concept floor plan, breathtaking ocean views, and refined finishes throughout. Oversized 41-inch porcelain tile flooring, designer lighting, premium fixtures, and custom craftsmanship create a timeless, contemporary aesthetic that complements the stunning waterfront setting. The chef-inspired kitchen flows seamlessly into the spacious living area, making it ideal for both everyday living and entertaining. Walls of glass invite natural light while framing spectacular turquoise water views. The luxurious primary suite serves as a private retreat with serene ocean vistas and a beautifully appointed spa-inspired bath. Three additional bedrooms and office provide comfortable accommodations for family and guests. Outdoor living is equally impressive. Multiple covered terraces offer the perfect place to relax while enjoying ocean breezes and unforgettable sunsets. The resort-style pool is complemented by a charming tiki hut, creating an inviting setting for entertaining or unwinding after a day on the water. Boaters will appreciate the exceptional dockage featuring two boat lifts, providing convenient access to the Atlantic Ocean for world-class fishing, diving, and boating. A spacious two-car garage offers ample room for vehicles, storage, and recreational gear. Perfectly positioned in one of the Lower Keys most desirable waterfront communities, this remarkable residence delivers an extraordinary combination of luxury, location, and the ultimate Florida Keys lifestyle. Every detail has been thoughtfully curated, creating a move-in-ready waterfront masterpiece that is as elegant as it is in
    47 days
    466
    11

    Zillow last checked:

    Listing updated:

    Listed by:

    Donna Pezzi 305-304-2602,

    Keller Williams Key West Compass Realty

    Source: FLKMLS,MLS#: 620606MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 4
      • Bathrooms: 4
      • Full bathrooms: 3
      • 1/2 bathrooms: 1
      Appliances
      • Included: Washer, Dryer, Dishwasher, Refrigerator, Range, Microwave, Water Softener, Disposal, Stainless Steel Appliance(s)
      Interior area
      • Total structure area: 3,208
      • Total interior livable area: 3,208 sqft

      Property

      Features
      • Has private pool: Yes
      • Pool features: In Ground, Fiberglass, Decked
      • On waterfront: Yes
      Lot
      • Size: 0.26 Acres
      • Dimensions: 80 X 120
      Details
      • Parcel number: 00198931001400
      • Zoning: IS - Improved Subivision District

      Construction

      Type & style
      • Home type: SingleFamily
      • Property subtype: Single Family Residence
      Materials
      • Combo Construction, Hardi Board Siding
      Condition
      • Year built: 2001

      Community & HOA

      Community
      • Subdivision: Summerland Cove Isle (25.5)
      HOA
      • Has HOA: No
      • Services included: None
      Location
      • Region: Summerland Key

      Financial & listing details

      • Price per square foot: $1,621/sqft
      • Tax assessed value: $3,265,567
      • Annual tax amount: $25,300
      • Date on market: 7/12/2026

        Estimated market value

        Not available

        Estimated sales range

        Not available

        Not available

        Price history

        DateEventPrice
        8/4/2026Contingent$5,200,000$1,621/sqft
        Source: Key West AOR #620606 Report a problem
        7/12/2026Listed for sale$5,200,000+136.4%$1,621/sqft
        Source: FLKMLS #620606 Report a problem
        8/6/2019Sold$2,200,000+700%$686/sqft
        Source: FLKMLS #586845 Report a problem
        7/30/1999Sold$275,000$86/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$25,300 +4%$2,598,264 +10%
        2024$24,322 +13.2%$2,362,058 +10%
        2023$21,481 +16.2%$2,147,325 +10%
        2022$18,491 +9.4%$1,952,114 +10%
        2021$16,901 -0.9%$1,774,649 +0.1%
        2020$17,052 $1,772,823 +103.5%
        2019$17,052 +103.1%$871,302 +1.9%
        2018$8,395 -0.8%$855,056 +2.1%
        2017$8,461 +2.9%$837,470 +2.1%
        2016$8,225 -0.8%$820,245 +0.7%
        2015$8,288 $814,543
        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: 33042

        Getting around

        1 / 100
        Car-Dependent
        33 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating

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