Aerial view of Caloosa Isles

Caloosa Isles
Homes for Sale in Fort Myers, FL

All 1,305 homes for sale in Fort Myers, FL · median $235,900 · 362 homes for sale in 33919 · Lee County homes for sale

Community in Fort Myers · Lee County · ZIP 33919
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True comps, carrying-cost math, and listings before the portals.

Built fromLive Florida Gulf Coast MLS data13 years of closingsUpdated twice daily

As of October 2026, the MLS records 25 closed sales in Caloosa Isles in Fort Myers, FL since 2013, the most recent in October 2025. Across Fort Myers as a whole, 12 homes closed in the last 12 months at a median of $345,000, 64 median days on market, with 1,907 homes for sale today. At that median and Lee County's FY2025-26 rate of 15.97 mills, annual property tax runs about $5,510 ($4,840 with the full homestead exemption).

Live · Caloosa Isles Housing Pulse Florida Gulf Coast MLS + public records Analysis by Momentum Realty · $3.5B+ sold · 10,000+ customers served · Top 1% in Florida (RealTrends)
Tempo
2
Sold · last 12 mo
10-yr average: about 1 a year
Jon Brooks, founder of Momentum Realty
Jon's Current Read

Caloosa Isles is a quiet corner of the Fort Myers market, and the MLS activity reflects that: closings in the most recent window we track have been limited, which makes any single sale a bigger data point than it would be in a higher-volume community. That thin volume is the first thing to understand before pricing a listing or writing an offer here — comps need to be read carefully rather than averaged.

With no amenities package showing up in current MLS listings, whatever draws a buyer to this community is going to be the lot, the home itself, or the immediate location rather than a shared clubhouse or recreational package. That shifts the pricing conversation toward condition and land, and it means sellers should lean on documentation and upkeep rather than a community amenity list to make their case.

Nearby homes for sale

No active listings inside Caloosa IslesHomes for Sale in Fort Myers, FL right now. These are the 6 closest homes on the market, by straight-line distance from the community's center; some may sit just outside its boundary.

4277 Island CIR 1
$218K · 0.1 mi away
2 bd · 2 ba · 1,216 sqft
4277 Island CIR 1
Listed by Cornerstone Coastal Properties
4266 Island CIR B
$185K · 0.1 mi away
2 bd · 2 ba · 1,329 sqft
4266 Island CIR B
Listed by Starlink Realty, Inc
9641 Halyards CT 12
$275K · 0.1 mi away
2 bd · 2 ba · 1,364 sqft
9641 Halyards CT 12
Listed by Maxim LLC
9639 Halyards CT 21
$230K · 0.1 mi away
2 bd · 2 ba · 1,226 sqft
9639 Halyards CT 21
Listed by Maxim LLC
4259 Island CIR 3
$238K · 0.1 mi away
2 bd · 3 ba · 1,393 sqft
4259 Island CIR 3
Listed by Gulf Access Realty Inc
4280 Island CIR C
$139K · 0.1 mi away
1 bd · 2 ba · 945 sqft
4280 Island CIR C
Listed by Genesis Realty Team

Listing data from the MLS feeds named on each listing page; deemed reliable but not guaranteed. Refreshed nightly.

The 60-Second Overview

Caloosa Isles sits in Lee County within the broader Fort Myers market, an area where individual property condition tends to carry more weight than shared community features when it comes to value.

Pre-construction details are compiled from public records, builder announcements and builder listings, and are subject to change without notice; figures are deemed reliable but not guaranteed. Momentum Research figures are our own analysis. This page describes homes, pricing and community attributes, not residents.

Best for

  • Buyers focused on the property and lot rather than a shared amenity package
  • Buyers comfortable doing extra comp-level diligence in a lower-volume market
  • Sellers with a well-maintained or well-documented home who can make a strong individual case

Probably not for

  • Buyers who want an active clubhouse or recreational amenities as part of the purchase
  • Anyone expecting a large, easily averaged comp set to set price
  • Buyers who prefer to lean on community-wide trend data rather than individual property review

The market around Caloosa Isles

Caloosa Isles is too small for its own price trend, so here is the market around it.

In ZIP 33919, 433 homes are on the market and 16% are under contract — a slower corner of Fort Myers.

Across Lee County, 7,579 homes are active and 1,646 pending (18% under contract).

In ZIP 33919 (Fort Myers), 951 homes closed in the last 12 months at a median of $270K ($194/sq ft), down 5.9% year over year, with a median 64 days on market. Right now 392 active and 106 pending listings — a buyer's market. See the live ZIP 33919 housing market and the Lee County market.

ZIP and county figures describe the wider market, not Caloosa Isles specifically. Momentum Research analysis of MLS records.

Housing distress & ownership in Caloosa Isles, Fort Myers

Who owns here, how much is not owner-occupied, and how much for-sale inventory is under distress.

Active inventory in distress
0.0%
0 of 14 listings
Distress share trend — 0.0% now (2026-09-14 → 2026-09-19)

Source: Momentum Realty Research. Ownership & parcels from the FL DOR 2025 tax roll; distress from MLS active-listing status/remarks; price from MLS closed sales. Listing information provided by the Florida Gulf Coast Multiple Listing Service, Inc. Information is deemed reliable but not guaranteed by the MLS to be accurate. Deemed reliable but not guaranteed.

If we were buying in Caloosa Isles today, this is the order of operations we would run for our clients.

1

Underwrite the condition first. Price the roof, HVAC, and systems honestly before judging any list price; condition swings value here more than square footage alone.

2

Match the home to real comps. Recent sales of similar condition and lot, not the asking price, tell you what a home is worth.

3

Move deliberately, not desperately. Neither side has a decisive edge, so a well-prepared, fairly-priced offer wins without overpaying.

4

Line up financing and inspection early. A pre-approval and an inspection plan let you act fast and negotiate from evidence.

5

Keep an agent in your corner. The listing agent works for the seller; we represent you and prepare a hand-built valuation before any offer in Caloosa Isles.

Best Buy
A buyer or seller comfortable making decisions with a thin comp set and a willingness to dig into specifics.
Biggest Risk
Limited recent closing volume means pricing requires extra diligence rather than a quick market snapshot.
Sweet Spot
Buyers prioritizing the home and location itself over a community amenity list.
Avoid If
You need a shared amenity package as part of the purchase decision — none is currently showing in MLS listings.

A market defined by low volume

The most useful thing to know about Caloosa Isles right now is how little recent closing data there is to lean on. A limited number of transactions in the current window means pricing decisions here benefit from a direct look at the specific comps involved rather than a broad market trend line.

No community amenities are turning up in current MLS listings, which is worth noting rather than assuming. That absence doesn't necessarily mean there's nothing nearby, only that it isn't showing up as a marketed feature in current listings — buyers who care about that should verify independently rather than assume either way.

“

The location and the amenities are priced into every listing in Caloosa Isles. The deal is won or lost on condition, the comps, and the renovation math.

Jon Brooks · Founder, Momentum Realty

Why work with Momentum here

In a low-volume community like this, the value of local, deal-level knowledge goes up, not down. We track what's actually closing here in real time so a pricing or offer decision isn't built on stale or too-broad comps.

Caloosa Isles in 15 seconds.

Best forA buyer or seller comfortable making decisions with a thin comp set and a willingness to dig into specifics.
Biggest advantageIndividual property condition and lot characteristics likely carry more weight here than any shared amenity package.
Biggest riskLimited recent closing volume means pricing requires extra diligence rather than a quick market snapshot.
Sweet spotBuyers prioritizing the home and location itself over a community amenity list.
Avoid ifYou need a shared amenity package as part of the purchase decision — none is currently showing in MLS listings.

HOA, CDD & Fees

A note on who we are: Momentum Realty is a real estate brokerage. We are not the Caloosa Isles homeowners association, its management company or its developer, and we cannot help with dues, gate access, violations, amenity bookings or association documents. To reach the association, check your closing package, the recorded declaration at the county clerk, or search the association’s name at sunbiz.org for its registered agent. Call or message us to buy or sell a home in Caloosa Isles.
In short
  • HOA status not on record. Verify any dues before you offer
  • Any club/amenity membership is billed separately

Confirm the current HOA dues, exactly what they cover, and any CDD bond or special assessment for a specific address before you offer.

The takeaway

Selling here is won on condition and pricing to real comps, not an automated estimate. The right number comes from closed Caloosa Isles sales matched to your home.

What is your Caloosa Isles home worth?

Get a no-obligation home value based on real comparable sales in Caloosa Isles, not an automated guess. Tell us about your home and we will personally prepare your numbers and a pricing strategy. No obligation, no spam.

See all homes for sale in Fort Myers →

Real comps, not an automated estimate.
Buyers focused on the property and lot rather than a shared amenity packageExcellent fit
Buyers comfortable doing extra comp-level diligence in a lower-volume marketExcellent fit
Sellers with a well-maintained or well-documented home who can make a strong individual caseExcellent fit
Buyers who want an active clubhouse or recreational amenities as part of the purchaseProbably not
Anyone expecting a large, easily averaged comp set to set priceProbably not
Buyers who prefer to lean on community-wide trend data rather than individual property reviewProbably not

Data sources & freshness

Under-contract sharesFlorida Gulf Coast MLS records, as of 2026-09-20
Historical depthClosed-sale records back to 2013 (25 transactions analyzed)

Verify the primary sources yourself: Florida DOR · U.S. Census · FEMA flood maps · Citizens Property Insurance.

Momentum Research figures are our own analysis of Florida Gulf Coast MLS records; MLS data is deemed reliable but not guaranteed. Methodology: how Momentum market scores are computed. Market metrics describe homes for sale and recent sales, not residents.

Own a home here?

You just read the data. Now see what your home is worth.

The numbers on this page move markets in the aggregate. The number that matters to you is what a buyer pays for your address. Momentum sells for 1.25% above the Florida Gulf Coast MLS member average and 8 days faster, and we’ll price yours against live local comps.

Looking to buy here? Search homes for sale →

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Common questions about Caloosa Isles

Where is Caloosa Isles?

Caloosa Isles is a community in Fort Myers, Lee County, Florida, ZIP 33919.

Are there homes for sale in Caloosa Isles right now?

No active listings inside Caloosa Isles at the last feed refresh. The nearest homes for sale, with distances from the community, are shown on this page and refreshed nightly.

Does Caloosa Isles have an HOA or CDD?

No HOA is on record for Caloosa Isles in our data. Verify dues, what they cover, and any special assessment for a specific address before you offer.

Answers are generated from county property records, MLS feeds and the figures on this page, as of the page date; deemed reliable but not guaranteed.

Thinking of selling in Caloosa Isles? 2 recorded closings (window ending 2026-09-20). See the Lee County sell-now-or-wait data, what made 201,552 Florida listings fail in the last 12 months, or compare a cash offer vs. listing. Compiled from MLS records; deemed reliable but not guaranteed.

Nearby Communities

Explore more neighborhoods near Caloosa Isles with Momentum Realty’s local guides.

Caloosa Isles Ii Condo0.0 mi awayCaloosa Bayview0.0 mi away · median $219K, 3 sales/12 moVillage Homes (Lee)0.1 mi away · 1 for saleIsles Of Caloosa Yacht Racquet Club0.1 mi away · 2 for saleCaloosa Yacht Racquet Club0.1 mi away · median $550K, 7 sales/12 moMcgregor Isles0.2 mi away · median $690K, 10 sales/12 moMariners Cove Village0.2 mi away · median $725K, 3 sales/12 moSteamboat Bend East0.2 mi away · median $210K, 5 sales/12 mo

Browse all neighborhood guides →

Talk to a Local Caloosa Isles Expert
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The real cost & risk here

Before the list price, the Florida math the portals skip. These are Lee County typicals — your exact home, flood zone, and insurance quote will vary, so verify each before you offer.

$2,184/mo
Lee County typical true cost to own
$183/mo
Lee County typical home insurance
Check CDD
Confirm before you offer

County typicals from Momentum’s Florida housing data (Zillow & Realtor.com aggregates, Census, FRED), updated monthly; insurance modeled. Flood zone is property-specific — always confirm via FEMA.