# 4471 Smugglers Drive, Captiva, FL 33924

> **TL;DR:** land, $130,000. Est. $695/mo. Listed 34 days.

## Property at a Glance

| Attribute | Value |
|-----------|-------|
| Price | $130,000 |
| Lot Size | 9,235 sqft (0.21 acres) |
| Property Type | Land (Other) |
| Status | Active |
| Days on Market | 34 |

## Estimated Monthly Costs

| Category | Amount |
|----------|--------|
| Principal & Interest (20% down, 30-year at 6.5%) | $657 |
| Estimated Insurance | $38 |
| **Total** | **$695** |

## Property Highlights

- 0.21 acre lot

## Description

### Agent Description
SOUTHERN EXPOSURE AND THE OPPORTUNITY TO BUILD YOUR OWN ISLAND ESCAPE IN CASTAWAY KEY. Located on Upper Captiva, this homesite offers a great setting to design a custom home tailored to the relaxed Southwest Florida lifestyle. Southern exposure is ideal for enjoying abundant sunshine throughout the day and creating an outdoor living area that makes the most of the island setting. Whether you are planning a personal getaway, full time residence, or investment property, this lot gives you the flexibility to bring your vision to life. Spend your days enjoying the beach, boating, fishing, shelling, and everything that makes Upper Captiva such a unique destination. With a peaceful tropical atmosphere and the charm of Castaway Key, this is a great opportunity to create a home and lifestyle that feels like a true island retreat.

## Location

- **Address:** 4471 Smugglers Drive, Captiva, FL 33924
- **County:** Lee
- **Neighborhood:** CASTAWAY KEY
- **Coordinates:** 26.596003, -82.220264
- **Google Maps:** https://www.google.com/maps?q=26.596003,-82.220264

## Virtual Tour & Media

- **Video Tour:** https://www.propertypanorama.com/instaview/fgcmls/2026033875

## Listing Agent

- **Name:** Jeffrey Miloff · **License:** 252000469
- **Brokerage:** The Keyes Company
- **Phone:** 2395650831
- **Broker Phone:** 239-373-5300
- **Listing URL:** [View original listing](https://www.realtor.com/realestateandhomes-detail/4471-Smugglers-Dr_FL_33924_M69085-86315?f=listhub&s=FMSWFL&m=2026033875&c=propsimple)

## Photos

![4471 Smugglers Drive - Photo 1](http://lh.rdcpix.com/8c32c32804a14665cc24eccd47cf24a3l-f3775954708r.jpg)

![4471 Smugglers Drive - Photo 2](http://lh.rdcpix.com/8c32c32804a14665cc24eccd47cf24a3l-f812635242r.jpg)

![4471 Smugglers Drive - Photo 3](http://lh.rdcpix.com/8c32c32804a14665cc24eccd47cf24a3l-f2399813374r.jpg)

![4471 Smugglers Drive - Photo 4](http://lh.rdcpix.com/8c32c32804a14665cc24eccd47cf24a3l-f3591960414r.jpg)

![4471 Smugglers Drive - Photo 5](http://lh.rdcpix.com/8c32c32804a14665cc24eccd47cf24a3l-f2812896156r.jpg)

![4471 Smugglers Drive - Photo 6](http://lh.rdcpix.com/8c32c32804a14665cc24eccd47cf24a3l-f2595941689r.jpg)

![4471 Smugglers Drive - Photo 7](http://lh.rdcpix.com/8c32c32804a14665cc24eccd47cf24a3l-f3833232889r.jpg)

![4471 Smugglers Drive - Photo 8](http://lh.rdcpix.com/8c32c32804a14665cc24eccd47cf24a3l-f2369713319r.jpg)

![4471 Smugglers Drive - Photo 9](http://lh.rdcpix.com/8c32c32804a14665cc24eccd47cf24a3l-f1404291010r.jpg)

![4471 Smugglers Drive - Photo 10](http://lh.rdcpix.com/8c32c32804a14665cc24eccd47cf24a3l-f3468331510r.jpg)

![4471 Smugglers Drive - Photo 11](http://lh.rdcpix.com/8c32c32804a14665cc24eccd47cf24a3l-f1869775639r.jpg)

![4471 Smugglers Drive - Photo 12](http://lh.rdcpix.com/8c32c32804a14665cc24eccd47cf24a3l-f1931164683r.jpg)

![4471 Smugglers Drive - Photo 13](http://lh.rdcpix.com/8c32c32804a14665cc24eccd47cf24a3l-f2668353826r.jpg)

![4471 Smugglers Drive - Photo 14](http://lh.rdcpix.com/8c32c32804a14665cc24eccd47cf24a3l-f2981655426r.jpg)

![4471 Smugglers Drive - Photo 15](http://lh.rdcpix.com/8c32c32804a14665cc24eccd47cf24a3l-f4222384033r.jpg)

![4471 Smugglers Drive - Photo 16](http://lh.rdcpix.com/8c32c32804a14665cc24eccd47cf24a3l-f2376239085r.jpg)

![4471 Smugglers Drive - Photo 17](http://lh.rdcpix.com/8c32c32804a14665cc24eccd47cf24a3l-f928412626r.jpg)

![4471 Smugglers Drive - Photo 18](http://lh.rdcpix.com/8c32c32804a14665cc24eccd47cf24a3l-f819143763r.jpg)

![4471 Smugglers Drive - Photo 19](http://lh.rdcpix.com/8c32c32804a14665cc24eccd47cf24a3l-f1311553872r.jpg)

![4471 Smugglers Drive - Photo 20](http://lh.rdcpix.com/8c32c32804a14665cc24eccd47cf24a3l-f4283479665r.jpg)

![4471 Smugglers Drive - Photo 21](http://lh.rdcpix.com/8c32c32804a14665cc24eccd47cf24a3l-f1278830234r.jpg)

![4471 Smugglers Drive - Photo 22](http://lh.rdcpix.com/8c32c32804a14665cc24eccd47cf24a3l-f3681252534r.jpg)

![4471 Smugglers Drive - Photo 23](http://lh.rdcpix.com/8c32c32804a14665cc24eccd47cf24a3l-f2564544560r.jpg)

![4471 Smugglers Drive - Photo 24](http://lh.rdcpix.com/8c32c32804a14665cc24eccd47cf24a3l-f4010196113r.jpg)

![4471 Smugglers Drive - Photo 25](http://lh.rdcpix.com/8c32c32804a14665cc24eccd47cf24a3l-f4071027475r.jpg)

![4471 Smugglers Drive - Photo 26](http://lh.rdcpix.com/8c32c32804a14665cc24eccd47cf24a3l-f405621008r.jpg)

![4471 Smugglers Drive - Photo 27](http://lh.rdcpix.com/8c32c32804a14665cc24eccd47cf24a3l-f954637229r.jpg)

![4471 Smugglers Drive - Photo 28](http://lh.rdcpix.com/8c32c32804a14665cc24eccd47cf24a3l-f1246688071r.jpg)

![4471 Smugglers Drive - Photo 29](http://lh.rdcpix.com/8c32c32804a14665cc24eccd47cf24a3l-f664740193r.jpg)

---

**MLS#:** 2026033875 | **Updated:** 2026-08-11
**Source:** listhub

*Copyright © 2026 Florida Gulf Coast Multiple Listing Service, Inc. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.*

[View on PropertySimple](https://www.propertysimple.ai/listing/4471-smugglers-drive-captiva-fl-33924-26033875)

---

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