Destin · Building Market Report
The Islander Market Analytics
Every number a buyer, seller, or investor needs on one building: live inventory, closed-sale history, rental benchmarks, and the neighborhood around it - refreshed monthly from MLS and market data.
Inventory updated daily · Sale statistics updated November 1, 2026 · Next statistics update early December 2026
How the building is trading
6 units closed at The Islander in the trailing 12 months at a median of $435,000, with a 97.2% median list-to-sale ratio. On the active side, 2 of 7 listings sit below original list price, and standing inventory works out to 14.0 months of supply at the current sales pace.
The dividing line worth sorting on is not the address, since all 127 residences share one, but which recorded phase a unit sits in. Phase I and Phase II carry construction years three years apart, separate legal names and separate instruments, and, most consequentially, different flood mapping: the coastal high hazard zone reaches only the shoreward phase. Insurance treatment and lender requirements can therefore differ between two units in one continuous building, which is a real adjustment rather than an atmospheric one, and it will not show up in a set assembled from the street address alone. Level is the second variable, running one through seven on the county record. Both phases are also well past the age at which Florida's milestone structural inspection falls due, a clock the statute starts at the occupancy certificate rather than at the year an appraiser records, so where each phase stands on that schedule belongs in the comparison before any figure does.
Year-over-year figures compare the 12 complete calendar months from November 2025 through October 2026 with the 12 before them. That window can differ from the trailing totals above, which run day-precise through November 1, 2026 rather than by whole calendar months.
| Period | Value |
|---|---|
| 2025 | $450K |
| 2026 YTD | $435K |
| Period | Value |
|---|---|
| 2025 | $456 |
| 2026 YTD | $441 |
| Period | Value |
|---|---|
| Nov 24 | 0 |
| Dec 24 | 0 |
| Jan 25 | 0 |
| Feb 25 | 0 |
| Mar 25 | 1 |
| Apr 25 | 1 |
| May 25 | 0 |
| Jun 25 | 0 |
| Jul 25 | 0 |
| Aug 25 | 0 |
| Sep 25 | 1 |
| Oct 25 | 1 |
| Nov 25 | 0 |
| Dec 25 | 1 |
| Jan 26 | 1 |
| Feb 26 | 0 |
| Mar 26 | 0 |
| Apr 26 | 1 |
| May 26 | 0 |
| Jun 26 | 1 |
| Jul 26 | 2 |
| Aug 26 | 0 |
| Sep 26 | 0 |
| Oct 26 | 0 |
The monthly charts cover the 24 complete calendar months from November 2024 through October 2026, and a month with no closings is a zero bar rather than a gap. Their last 12 months are the window the year-over-year figures compare.
Based on information from ECAR for the period November 2, 2021 through November 1, 2026.
From the active file
7 units are on the market at The Islander today - a sample of the current file:
$475,000
502 Gulf Shore Drive Unit 403
Destin, FL 32541
$475,000
502 Gulf Shore Drive Unit 205
Destin, FL 32541
$450,000
502 Gulf Shore Drive Unit 311
Destin, FL 32541
$407,000
502 Gulf Shore Drive Unit 410
Destin, FL 32541
$399,000
502 Gulf Shore Drive Unit 215
Destin, FL 32541
$389,900
502 Gulf Shore Drive Unit 315
Destin, FL 32541
The short-term rental badge above is not a permission of record. It reflects the MLS short-term-rental field where a listing discloses one, and otherwise where the home sits. Confirm the association's current rules and the local registration requirement before relying on it.
The investor file
| Typical acquisition (median, 12 mo) | $435,000 |
|---|---|
| Middle-half range (25th-75th pct, 10 priced sales / 24 mo) | $435,000 - $450,000 |
| Median price, 2025 to 2026 | -3.3% ($450,000 to $435,000) |
| Average sale price (12 mo) | $425,833 |
| Sales volume, trailing 12 months | $2,555,000 |
| Sale price range, trailing 12 months | $380,000 - $450,000 |
| Bedrooms | Active | Sold (12 mo) | Median Sale Price |
|---|---|---|---|
| 2 BR | 7 | 6 | $435,000 |
Based on information from ECAR for the period November 2, 2021 through November 1, 2026.
What similar rentals earn nearby
$241/night
Average Daily Rate
Trailing 12 months, average across Beachfront condos, 1-3 bedrooms, Holiday Isle
59%
Occupancy
Guest, owner and held nights over calendar nights, across Beachfront condos, 1-3 bedrooms, Holiday Isle
52 nights
Owner Use
Owner and maintenance nights per rental, trailing 12 months, across Beachfront condos, 1-3 bedrooms, Holiday Isle
$89 to $375
Monthly Rate Range
Average nightly rate by month, lowest in January, highest in July
427
Rentals Tracked
Units in Beachfront condos, 1-3 bedrooms, Holiday Isle
6 nights
Average Stay
79 days
Booking Window
Average lead time before arrival
Market data by Key Data · 427 similar rentals tracked (Beachfront condos, 1-3 bedrooms, Holiday Isle) · Nov 2025 to Oct 2026
Market statistics reflect the trailing performance of similar rental properties in this market, not this specific property, and are opinions of potential performance, not a guarantee of income. Performance varies with management, seasonality, and personal use. Verify rental eligibility and all figures independently.
The rental analysis is for signed-in readers
We publish each home's rental analysis on the signed-in side of the site, not on the open page. With a free account you will find, on the individual listings here that qualify, how rentals similar to that home perform: the average daily rate, occupancy, typical stay and booking window. The segment's daily rate, occupancy and tracked-rental count stay public on this page.
Sign in or create a free accountWhat decides whether a unit here can be rented
These are benchmarks for a segment of comparable rentals, not a finding about The Islander. What a unit here may actually do is set by documents, and there are three of them. The recorded declaration sets any minimum lease term. The association's current rules can add stay-length minimums, rental caps, or owner-occupancy requirements the local code does not impose, and a board can change them after a purchase. The city or county that governs this address runs its own short-term-rental registration requirements over both. Request all three in their current form from the association and the local government during diligence, before purchasing with rental income in mind.
Rental rules on the MLS today: 7 of 7 active listings disclose"Short Term Rental - Allowed". Always verify the association's current policy.
The neighborhood: Holiday Isle
The Islander sits in or beside the Holiday Isle Census neighborhood - the area figures below describe that neighborhood, not this building alone.
Neighborhood Data
Holiday Isle at a Glance
9,937
Properties
$629K
Median Home Value
92%
Second Homes / Seasonal
Source: LiveBy, via the U.S. Census Bureau American Community Survey 2023. Figures are area estimates for general market context.
Demographic information is provided for general informational purposes only and must not be used to make housing decisions on the basis of race, color, religion, sex, familial status, national origin, disability, or any other protected class. Dream Destin Realty supports the Fair Housing Act and equal-opportunity housing.
Reading this file
Where do these numbers come from?
Sale and inventory statistics are computed from ECAR MLS data by Dream Destin Realty and refreshed on a 30-day cycle. Based on information from ECAR for the period November 2, 2021 through November 1, 2026. Rental benchmarks are market-segment aggregates from Key Data - never figures for a specific unit. Neighborhood figures are LiveBy area estimates built on the U.S. Census American Community Survey.
Why is there no list of individual sold units?
6 units closed at The Islander in the trailing 12 months, from $380,000 to $450,000. MLS rules do not allow individual sold listings to be displayed publicly, so this page shows building-level statistics only - ask us for the unit-by-unitsold report and we'll walk you through it.
How are thin samples handled?
Any figure computed from fewer than three sales is withheld rather than published - a one-sale "median" is just that sale's price. Counts always show; prices earn their way onto the page.
Thinking about buying or selling at The Islander?
We track this building's sales and fees every month, and keep its rental rules on file - get the full picture before you commit.
- MLS market data (ECAR) - updated November 1, 2026
- Vacation-rental market data (Key Data) - updated November 1, 2026
- Neighborhood data (LiveBy / U.S. Census ACS) - updated November 1, 2026
Sale and inventory statistics are computed from ECAR MLS data by Dream Destin Realty.
Market statistics on this page are provided for informational purposes only. Information is deemed reliable but not guaranteed, and figures are not a guarantee of future market performance. Rental-income benchmarks are not a guarantee of future performance, so verify independently every time. These figures are not tax, legal, or investment advice; consult the appropriate licensed professional before making a financial decision. Data as of November 1, 2026.
Sources
- Okaloosa County GIS: Parcels layer, Islander Phase I and Ph II (accessed August 21, 2026)
- Okaloosa County GIS: SiteAddress layer, 502 Gulf Shore Drive (accessed August 21, 2026)
- Okaloosa County GIS: WaterBodies layer, tested against each phase's parcel (accessed August 21, 2026)
- Okaloosa County GIS: BuildingFootprints layer, the structure spanning both phases (accessed August 21, 2026)
- Okaloosa County GIS: Coastal Construction Control Line layer, the segments crossing this ground (accessed August 21, 2026)
- Okaloosa County GIS: FEMA FIRM zones, the polygons falling on each phase (accessed August 21, 2026)
- US Census Bureau: Geocoder, Incorporated Places (accessed August 21, 2026)
- City of Destin: Short Term Rentals (accessed August 21, 2026)
- Florida Statutes 553.899: Mandatory structural inspections for condominium and cooperative buildings (accessed August 21, 2026)
- Florida Statutes 509.2112: Public lodging establishments three stories or more in height (accessed August 21, 2026)