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Investing on Sanibel & Captiva Island

The islands of Sanibel & Captiva honestly do not attract your typical "big time investors" like the beaches of Miami and Tampa do. And we like that way! Don't get us wrong, we fully support investing in real estate property, and think it's one of the best ways to invest your money.

However, the typical "investors" we see on Sanibel are ones who have been here on vacation themselves, appreciate the uniqueness of our relaxed barrier island, and decide to invest in island property.

1501-Middle-Gulf-Dr-H211-Sanibel-Web-18

Types of Sanibel Investors

We like to think there are three types of investors that take interest in Sanibel and Captiva Island.

  1. All About Profit - Those who purchase a daily or weekly rental condo unit and use the property strictly as a rental income producing unit.
  2. Let's Break Even - Those who want to come and visit the island occasionally, or are maybe retiring here in a few years and just want to break even on their mortgage payment.
  3. Let's Visit Often - Those who plan to visit the island more often and are open to renting their property when unoccupied.

We could add a fourth type of investor who might wish to purchase vacant land for building in the future, or a fifth type, the commercial property investor, but those are less common, as their are not too many vacant lots and commercial real estate properties available on Sanibel & Captiva Island.


Below, you'll find a few articles we have written about investing on island. You might also be interested in checking out our resource page for becoming a vacation landlord on Sanibel (click here).

Resources For Investing On Sanibel

What Does $500k Get You on Sanibel Island?

By Susan McCallion | Feb 9, 2021

Curious what types of homes are for sale in the $500,000 price range on Sanibel Island? Let’s see!

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Factoring in the Value of a Rental Property

By Susan McCallion | Jan 25, 2021

In a webinar I recently hosted, the question was asked: “Why don’t the ‘for sale’ listings of Sanibel homes ever display the value of a rental property?”

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Sanibel Condos Can Gross $80k Rental Income

By Jim McCallion | Oct 24, 2019

How much rental income can a condo on Sanibel generate? Take a look at the average gross rental income.

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Thinking Outside the Box with Investment Properties

By Susan McCallion | Sep 9, 2019

The most common type of investment property is the vacation rental home, but let’s think outside the box a little.

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What Makes a Great Vacation Rental Property on Sanibel?

By Susan McCallion | Mar 28, 2019

Want to become a Vacation Landlord? Here are three typical Sanibel investor situations I see most often, and some tips on what makes a good vacation rental home on island.

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How To Get the Best “Deal” on Sanibel

By Susan McCallion | Jan 15, 2019

“How do I get the best deal on a Sanibel home?” – I get this question all the time from potential homebuyers looking on island for their next investment home, vacation home, or even retirement home.

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How to Purchase an Investment Property on Sanibel

By Susan McCallion | Sep 19, 2018

Interested in owning a vacation rental property on Sanibel? Here are six steps to purchasing your investment home here on island.

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Sanibel Foreclosures – The 411

By Susan McCallion | Aug 15, 2018

Are there Sanibel Foreclosures? Yes, occasionally. Same with short sales on Sanibel Island. Here’s the low-down.

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845 E Gulf Dr #741

Money Is Cheap, Should You Finance?

By Susan McCallion | Jan 17, 2018

To Finance or Not To Finance… That is the question a number of our potential home buyers are asking themselves these days. And it’s a great question indeed!

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805 E Gulf Dr #E2 Sanibel, FL 33957

7 Rules Regarding 1031 Exchange

By Jim McCallion | Oct 17, 2017

Wanting to do a 1031 exchange on Sanibel Island? Here are a 7 rules you’ll need to be aware of before you begin the process.

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3 Critical Decisions Before Investing on Sanibel Island

By Jim McCallion | Sep 9, 2016

Investing on Sanibel Island is a great idea, but requires some reflection on your specific investment goals in order to find the right property.

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[Video] What’s the Deal with Sanibel Condo Fees?

By Jim McCallion | Oct 23, 2015

This is Part 1 of a two part video series about condo fees on Sanibel Island… because, we think it’s “just that important.”

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Extra Costs of Buying

By Team McCallion | Jun 5, 2015

To help you prepare for your big move, we’ve prepared a list of common extra costs that come with buying a home in Southwest Florida.

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Avoid Condo Catastrophe

By Jim McCallion | Apr 20, 2012

Sanibel will never have highrise condos. Why does this matter? Consider the story of my buddy Rob. He grabbed a great deal on an older condo on Miami Beach early in the boom. Luxury condos were built on either side and were selling for big bucks. Rob was happy that he got in first. Surely, […]

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Gulf Coast Real Estate Leading Turnaround

By Jim McCallion | Feb 29, 2012

Here on Sanibel Island, we are experiencing a dramatic increase in interest and real estate transactions since 2012. But interest has been growing throughout 2011. Below are links to recent news reports of interest to the Sanibel Island real estate market: Florida Markets Dominate REALTOR.com Top Ten Turnaround Report Realtor.com’s Top 10 Turnaround Town Report, […]

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Does Biggest Discount = Best Value?

By Jim McCallion | Feb 26, 2012

Have you ever picked through the clearance rack and found nothing worth buying? We can agree that sometimes, items with big discounts were often overpriced to begin with.

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McCallion & McCallion Realty
1640 Periwinkle Way, Suite 1
Sanibel Island, Florida 33957
(239) 472-1950

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