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15153 Captiva Drive, 
Captiva, FL 33924

$5,000,000


3

Beds


3

Baths


2,414

Sq Ft


Single Family


Virtual Tour

Active

Listed by

Stephanie Bissett

Premier Sotheby'S Int'L Realty

Last updated:

March 14, 2026, 12:02 AM

MLS#

2026010812

Source:

FL GFMB

About This Home

15153 Captiva Drive

Unobstructed views of the bay. You, too, can wake up to this every day. “Sittin' on the dock of the bay, wastin' time…” It's hard not to hear (Sittin' On) The Dock of the Bay as you go onto the expansive dock of this exceptional bayfront property. Quietly tucked on a half-acre along the shores of Pine Island Sound, this home offers unrestricted deepwater boating and direct Gulf access. The large private dock can accommodate substantial vessels, making it ideal for serious boaters and sunset cruisers alike, and ideal for casting a line and fishing from your backyard. Inside, the home offers three bedrooms, including two spacious primary en suites. Completely updated while preserving its timeless Old Florida charm, the residence features tropical décor, with furnishings negotiable (with exclusions). The open-concept great room seamlessly connects the living and dining areas and is anchored by a striking double-sided stone fireplace. Designed for effortless island living, both primary suites and the great room overlook the pool and sparkling bay, creating a seamless flow between indoor comfort and outdoor beauty. The half-acre homesite is fenced in the rear and ideally in the heart of Captiva Village. From here, you can easily stroll to nearby amenities, restaurants, the local grocery, Captiva Chapel by the Sea, the Captiva Civic Association and popular island resorts. Evoking the quiet simplicity of days gone by, this Old Florida-style retreat invites peaceful mornings on your dock, afternoons by the pool, fishing from the dock, and evening visits to the beach for shelling or sunset strolls along the gorgeous Gulf beaches. Whether you're seeking the ultimate island escape or a smart investment, this property has recently operated successfully as an Airbnb, offering built-in revenue potential for the discerning buyer. An island gem.

Home Facts

Single Family

3 Baths

3 Bedrooms

Built in 1975

Price Summary

5,000,000

$2,071 per Sq. Ft.

MLS #:

2026010812

Last Updated:

March 14, 2026, 12:02 AM

Added:

15 day(s) ago


Rooms & Interior

Bedrooms

Total Bedrooms:

3

Bathrooms

Total Bathrooms:

3

Full Bathrooms:

3

Interior

Living Area:

2,414 Sq. Ft.


Structure

Structure

Architectural Style:

One Story, Ranch

Building Area:

3,038 Sq. Ft.

Year Built:

1975


Finances & Disclosures

Finances

Price:

$5,000,000

Price per Sq. Ft:

$2,071 per Sq. Ft.

Source:FL GFMB
The source of the information about real property available for sale or rent is the copyrighted and proprietary database of the Florida Gulf Coast Multiple Listing Service, Inc.. Copyright 2026 Florida Gulf Coast Multiple Listing Service, Inc.; all rights reserved. The data is provided by the IDX Program, and the Information is Deemed Reliable But Not Guaranteed.

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Contact an Agent

Yes, I would like more information. Please use and/or share my information with a Coldwell Banker ® affiliated agent to contact me about my real estate needs. By clicking Contact, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If a Coldwell Banker affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE®, CENTURY 21®, Corcoran®, ERA®, or Sotheby's International Realty®). I acknowledge that I have read and agree to the terms of use and privacy notice.