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15161 Wiles Dr, Captiva, FL, 33924

5beds
6baths
3,969sqft
$4,350,000
$1,096price/sqft
$27,988/moest. monthly cost
$1,119,520/yrincome needed

About This Home

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.

Getting Around

46
WalkingCar-Dependent
0
TransitVery Limited Transit
65
BikeBikeable

Schools

10/10
The Sanibel SchoolGrades PK-86.8 mi
5/10
Cypress Lake High SchoolGrades 9-1218.0 mi
6/10
Fort Myers High SchoolGrades 9-1220.8 mi

Construction

Condition

  • Property condition: Resale
  • Year built: 2004

Materials

  • Foundation: Pillar/Post/Pier,Raised
  • Roof: Tile
  • Construction materials: Block,Other,Concrete,Stucco

Type & Style

  • Home type: SingleFamily
  • Architectural style: Multi-Level,Other,Two Story,Spanish,See Remarks,Traditional
  • Property subType: Single Family Residence

Interior

Appliances

  • Appliances included: Double Oven,Dryer,Dishwasher,Gas Cooktop,Disposal,Ice Maker,Microwave,Range,Refrigerator,RefrigeratorWithIce Maker,Wine Cooler,Washer
  • Laundry features: Washer Hookup,Dryer Hookup,Inside,Laundry Tub

Bedrooms & Bathrooms

  • Bedrooms: 5
  • Bathrooms: 6
  • Full bathrooms: 5
  • 1/2 bathrooms: 1

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
  • Door features: French Doors
  • Window features: Casement Window(s),Single Hung,Impact Glass,Shutters,Window Coverings
  • Flooring: Marble,Other,Tile,Wood
  • Fireplace: Yes

Heating & Cooling

  • Heating features: Central,Electric
  • Cooling features: Central Air,Electric,Gas,Other,Zoned

Interior Area

  • Total structure area: 9,406
  • Total interior livable area: 3,969 sqft

Property

Details

  • Parcel number: 3545210000007.0180
  • Lease amount: 0
  • Zoning description: TFC-2

Features

  • Levels: Two
  • Stories: 2
  • Private pool: Yes
  • Pool features: Concrete,Electric Heat,Heated,In Ground,Pool Equipment,See Remarks,Outside Bath Access,Pool/Spa Combo
  • Patio & porch: Balcony,Lanai,Porch,Screened
  • Exterior features: Sprinkler/Irrigation,Outdoor Grill,Outdoor Kitchen,Outdoor Shower,Other,Storage,Water Feature,Gas Grill
  • Has spa: Yes
  • Has view: Yes
  • View description: Landscaped,Water
  • Has water view: Yes
  • Water view: Water
  • Waterfront features: None

Lot

  • Lot size: 9,278 sqft
  • Features: Corner Lot,Sprinklers Automatic
  • Lot size dimensions: 78 x 106 x 104 x 102

Parking

  • Total spaces: 2
  • Parking features: Attached,Circular Driveway,Covered,Driveway,Garage,Guest,Paved,Garage Door Opener
  • Has garage: Yes
  • Attached garage spaces: 2
  • Covered spaces: 2
  • Has uncovered spaces: Yes

Climate Risk is Financial Risk

Every home has a financial story beyond the listing price. Below, you’ll see the climate risks that could affect this property — and in Bills & Affordability, how those risks may influence repairs, insurance, utilities, and long-term value.

Biggest Threats for This Home

  • Coastal Flooding
    Coastal FloodingVery High
  • Hurricane
    HurricaneVery High
  • Tsunami
    TsunamiInsufficient Data

How This Home’s Risks Compare

Coastal Flooding
Hurricane
Tsunami

FEMA Declared Disasters in Lee County and Florida

Coastal Storm
Flood
Hurricane
Severe Storm
Straight Line Winds
Tornado
Tropical Depression
Tropical Storm

Understanding the Costs

Financial advisors generally recommend spending no more than 30% of your gross household income on housing costs. In practice, many households stretch to 35% or beyond — especially in high-cost markets.

Estimated Costs Today

MonthlyAnnual
Mortgage $21,995$263,940
Home Insurance *$549$6,588
Property Taxes $5,045$60,540
Electricity $399$4,793
Total$27,988$335,856
*Does not include cost of any FAIR Plan premiums

Income You'd Need if You Spent...

35% on housing$959,588/yr
40% on housing$839,640/yr
45% on housing$746,346/yr

Florida FAIR Plan Programs

Citizens Property Insurance Corporation [Florida]

Covered
WildfireWildfire
HailHail
WindWind
Visit Website →
Current Policies
Residential: 1,321,953Commercial: 13,564
Total Premiums$4.60B
Total Exposure$385.82B

How Costs Could Change Over Time

Climate risk is quickly impacting all of the major home ownership costs. Adjust the growth rates and percentage of income spent on housing below to see how your housing costs could change over the next 10 years — and what income you'd need to keep up.

Insurance Growth Rate5-year average: 15.2%
15.2%
0%30.0%
Electricity Growth Rate10-year average: 2.2%
2.2%
0%15.0%
Property Taxes Growth Rate2-year average: 2.7%
2.7%
0%15.0%
Income Spent on Housing
30%
30%45%

Comparing Against the Market

Price Per Sq Ft

$1,096This listing

vs Other Active Listings

Avg $/sqft

ZIP 33924$1,006
Lee County$283

vs Homes Sold Last Month

Median $/sqft

ZIP 33924$647
Lee County$222

Current Market Trends

Median Price Per Square Foot

The median price per square foot of homes sold in this area each month. Compare this to this listing's price per square foot to gauge whether the home is priced in line with recent sales.

Historicals for This Listing

Zestimate History ($/sqft)

Price History

DateEventPrice
2026-06-05Price change$4,350,000
2026-06-04Listed for sale$4,250,000
2020-01-24Sold$2,200,000
2019-10-25Sold$2,200,000
2019-09-09Pending sale$2,400,000
2019-02-15Price change$2,400,000
2018-10-01Listed for sale$2,750,000
2018-08-21Listing removed$3,100,000
2017-12-01Listed for sale$3,100,000
2012-03-02Sold$2,000,000
2011-05-26Listed for sale$2,395,000
2011-04-14Listing removed$2,995,000
2009-12-18Listed for sale$2,995,000
2002-01-07Sold$830,000
1998-08-11Sold$355,000

For Sale by Agent

AgentMichael McMurray
BrokerageRoyal Shell Real Estate, Inc.

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