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    • Price increase: $100K (6/5)
    $4,350,000

    15161 Wiles Dr, Captiva, FL 33924

    5beds
    3,969sqft
    : 
    $28,589/mo
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    Single Family Residence
    Built in 2004
    9,278 Square Feet Lot
    $-- Zestimate®
    $1,096/sqft
    $-- HOA

    What's special

    Copper gutters and downspoutsTwo private primary suitesThree additional guest suitesSurround soundImpressive two-story screened lanaiCustom cabinetryHandcrafted sinker cypress doors
    Where timeless island architecture meets modern luxury, this exceptional Captiva retreat offers the rare combination of privacy, craftsmanship, and outstanding income-producing potential. Designed by acclaimed architect Bud Lawrence and situated on a premier corner lot just steps from both the Gulf beach and bay, this 5-bedroom, 5.5-bath residence was built for both relaxed island living and unforgettable entertaining. Surrounded by lush tropical landscaping, the home centers around an impressive two-story screened lanai featuring a PebbleTec heated pool and spa, waterfall, waterslide, expansive covered living areas, and a fully equipped outdoor kitchen with a built-in Thermador grilling station. Whether hosting family gatherings or accommodating large groups, the floor plan is designed to comfortably sleep multiple generations and guests with two private primary suites, three additional guest suites, and elevator access to all levels. Inside, custom craftsmanship is showcased throughout with Brazilian cherry wood flooring, marble finishes, handcrafted Sinker Cypress doors, custom cabinetry, imported roof tiles, decorative precast architectural details, and copper gutters and downspouts. The gourmet kitchen is complemented by dual wine coolers and generous entertaining space, while extensive technology upgrades include a Control4 smart home system, a 140-inch projection screen, surround sound, and integrated outdoor audio. Perfectly positioned in the heart of Captiva Island, owners and guests can easily walk to the beach, bay, restaurants, shops, marinas, and island attractions. With its desirable location, spacious layout, resort-style amenities, and ability to accommodate larger groups, the property also offers exceptional vacation rental potential in one of Southwest Florida's most sought-after island destinations. A rare opportunity to own a distinctive Captiva residence where luxury, location, and lifestyle come together.
    56 days
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    251
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    2
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    Zillow last checked:

    Listing updated:

    Listed by:

    Michael McMurray 239-850-7888,

    Royal Shell Real Estate, Inc.

    Source: Florida Gulf Coast MLS,MLS#: 2026024474MLS LogoOriginating MLS: Florida Gulf Coast

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 5
      • Bathrooms: 6
      • Full bathrooms: 5
      • 1/2 bathrooms: 1
      Rooms
      • Room types: Bathroom, Den, Family Room, Guest Quarters, Media Room, Office, Recreation, Screened Porch, Workshop, Great Room
      Heating
      • Central, Electric
      Cooling
      • Central Air, Electric, Gas, Other, Zoned
      Appliances
      • Included: Double Oven, Dryer, Dishwasher, Gas Cooktop, Disposal, Ice Maker, Microwave, Range, Refrigerator, RefrigeratorWithIce Maker, Wine Cooler, Washer
      • Laundry: Washer Hookup, Dryer Hookup, Inside, Laundry Tub
      Features
      • Breakfast Bar, Built-in Features, Bathtub, Coffered Ceiling(s), Dual Sinks, Entrance Foyer, Eat-in Kitchen, Family/Dining Room, French Door(s)/Atrium Door(s), Fireplace, High Ceilings, Kitchen Island, Living/Dining Room, Multiple Primary Suites, Other, Sitting Area in Primary, See Remarks, Separate Shower, Upper Level Primary, Bar, Wired for Sound, Bathroom, Den, Family Room, Guest Quarters, Media Room, Office, Recreation, Screened Porch, Workshop, Great Room
      • Flooring: Marble, Other, Tile, Wood
      • Doors: French Doors
      • Windows: Casement Window(s), Single Hung, Impact Glass, Shutters, Window Coverings
      • Has fireplace: Yes
      • Furnished: Yes
      Interior area
      • Total structure area: 9,406
      • Total interior livable area: 3,969 sqft
      Video & virtual tour

      Property

      Parking
      • Total spaces: 2
      • Parking features: Attached, Circular Driveway, Covered, Driveway, Garage, Guest, Paved, Garage Door Opener
      • Attached garage spaces: 2
      • Has uncovered spaces: Yes
      Features
      • Levels: Two
      • Stories: 2
      • Patio & porch: Balcony, Lanai, Porch, Screened
      • Exterior features: Sprinkler/Irrigation, Outdoor Grill, Outdoor Kitchen, Outdoor Shower, Other, Storage, Water Feature, Gas Grill
      • Has private pool: Yes
      • Pool features: Concrete, Electric Heat, Heated, In Ground, Pool Equipment, See Remarks, Outside Bath Access, Pool/Spa Combo
      • Has spa: Yes
      • Has view: Yes
      • View description: Landscaped, Water
      • Has water view: Yes
      • Water view: Water
      • Waterfront features: None
      Lot
      • Size: 9,278 Square Feet
      • Dimensions: 78 x 106 x 104 x 102
      • Features: Corner Lot, Sprinklers Automatic
      Details
      • Parcel number: 3545210000007.0180
      • Lease amount: $0
      • Zoning description: TFC-2

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Multi-Level,Other,Two Story,Spanish,See Remarks,Traditional
      • Property subtype: Single Family Residence
      Materials
      • Block, Other, Concrete, Stucco
      • Foundation: Pillar/Post/Pier, Raised
      • Roof: Tile
      Condition
      • Resale
      • Year built: 2004

      Utilities & green energy

      • Sewer: Septic Tank
      • Water: Public
      • Utilities for property: Cable Available, Natural Gas Available, High Speed Internet Available

      Community & HOA

      Community
      • Features: Non-Gated
      • Security: Burglar Alarm (Monitored), Security System, Smoke Detector(s)
      • Condo and coop fee: $0
      • Membership fee: $0
      • Subdivision: METES AND BOUNDS
      HOA
      • Has HOA: No
      • Amenities included: None
      • Services included: None
      Location
      • Region: Captiva

      Financial & listing details

      • Price per square foot: $1,096/sqft
      • Tax assessed value: $2,351,880
      • Annual tax amount: $32,913
      • Date on market: 6/4/2026
      • Cumulative days on market: 57 days
      • Listing terms: All Financing Considered,Cash
      • Ownership: Single Family
      • Road surface type: Paved

        Estimated market value

        Not available

        Estimated sales range

        Not available

        Not available

        Price history

        DateEventPrice
        6/5/2026Price change$4,350,000+2.4%$1,096/sqft
        Source: Florida Gulf Coast MLS #2026024474 Report a problem
        6/4/2026Listed for sale$4,250,000+93.2%$1,071/sqft
        Source: Florida Gulf Coast MLS #2026024474 Report a problem
        1/24/2020Sold$2,200,000$554/sqft
        Source: Public Record Report a problem
        10/25/2019Sold$2,200,000-8.3%$554/sqft
        Source: Florida Gulf Coast MLS #219043525 Report a problem
        9/9/2019Pending sale$2,400,000$605/sqft
        Source: John R. Wood Island Real Estate #2171139 Report a problem
        2/15/2019Price change$2,400,000-12.7%$605/sqft
        Source: John R. Wood Properties #217073817 Report a problem
        10/1/2018Listed for sale$2,750,000-11.3%$693/sqft
        Source: John R. Wood Properties #217073817 Report a problem
        8/21/2018Listing removed$3,100,000$781/sqft
        Source: John R. Wood Properties #217073817 Report a problem
        12/1/2017Listed for sale$3,100,000+55%$781/sqft
        Source: Royal Shell Real Estate Inc #217073817 Report a problem
        3/2/2012Sold$2,000,000-16.5%$504/sqft
        Source: Public Record Report a problem
        5/26/2011Listed for sale$2,395,000-20%$603/sqft
        Source: VIP REALTY GROUP, INC #2901293 Report a problem
        4/14/2011Listing removed$2,995,000$755/sqft
        Source: VIP Realty Group,Inc #200959532 Report a problem
        12/18/2009Listed for sale$2,995,000+260.8%$755/sqft
        Source: VIP REALTY GROUP, INC #2901293 Report a problem
        1/7/2002Sold$830,000+133.8%$209/sqft
        Source: Public Record Report a problem
        8/11/1998Sold$355,000$89/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$32,913 -3.8%$2,336,583 +10%
        2024$34,231 -6.2%$2,124,166 +10.1%
        2023$36,478 +42.4%$1,929,270 +10%
        2022$25,614 +13%$1,753,882 +10%
        2021$22,675 +0.9%$1,594,438 +2.3%
        2020$22,469 -1.6%$1,558,458 -0.9%
        2019$22,825 $1,573,033 -5.5%
        2018$22,825 -6%$1,664,230 -5.9%
        2017$24,293 -7.6%$1,768,432 -0.5%
        2016$26,281 -1.4%$1,776,896 -1.7%
        2015$26,641 -3.9%$1,808,022 +4.6%
        2014$27,730 +3%$1,727,856 -0.6%
        2013$26,918 +34.4%$1,738,712 +34.9%
        2012$20,030 -8.1%$1,289,365 -8%
        2011$21,785 -12.4%$1,401,840 -11.6%
        2010$24,862 -2.6%$1,586,507 -6.8%
        2009$25,516 -14.4%$1,702,030 -19.9%
        2007$29,808 -3.6%$2,124,010 +1.3%
        2006$30,914 +176%$2,097,140 +222.6%
        2004$11,200 +15.2%$650,000 +18.2%
        2003$9,726 -23.9%$550,000 -20.3%
        2002$12,787 $690,230 +110.8%
        2000-- $327,470
        Find assessor info on the county website

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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: 33924

        Getting around

        46 / 100
        Car-Dependent
        63 / 100
        Bikeable

        Nearby schools

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