5444 Gulf of Mexico Dr
Longboat Key, FL 34228
4 bd 5 ba 4,828 sqft Built 1997 Lot 46,174 sqft single_family
No recorded sales
Location
Timeline: Sale, Listing & Tax History
Recorded events
| Date | Event | Price | Source |
|---|---|---|---|
| Jun 13, 2025 | Sold | $2,300,000 | StellarMLS |
| Sep 2, 2023 | Listing removed | $7,500,000 | StellarMLS |
| Feb 3, 2023 | Relisted | $7,500,000 | StellarMLS |
| Feb 1, 2023 | Listing removed | $7,500,000 | StellarMLS |
| Jan 3, 2023 | Relisted | $7,500,000 | StellarMLS |
| Jan 1, 2023 | Listing removed | $7,500,000 | StellarMLS |
| Oct 7, 2022 | Price changed | $7,500,000 | MLS #A4538931 |
| Jul 1, 2022 | Relisted | $7,850,000 | MLS #A4538931 |
| Jun 29, 2022 | Listing removed | $7,850,000 | StellarMLS |
| Jun 21, 2022 | Listed | $7,850,000 | MLS #A4538931 |
| Jun 2, 2022 | Listing removed | $7,850,000 | StellarMLS |
| Mar 16, 2022 | Listed | $7,850,000 | MLS #A4528412 |
| Feb 12, 2020 | Listing removed | $7,950,000 | StellarMLS |
| Jun 2, 2017 | Listing removed | $3,495,000 | StellarMLS |
| Mar 27, 2017 | Price changed | $3,495,000 | MLS #A4168911 |
| Dec 5, 2016 | Listed | $5,442,000 | MLS #A4168911 |
| Dec 1, 2015 | Listing removed | $4,250,000 | StellarMLS |
| Jun 26, 2015 | Listed | $4,250,000 | MLS #A4125756 |
| May 15, 2015 | Listing removed | $4,249,000 | StellarMLS |
| Apr 21, 2015 | Price changed | $4,249,000 | MLS #A3997003 |
| Aug 13, 2014 | Price changed | $3,999,500 | MLS #A3997003 |
| Jun 20, 2014 | Relisted | $4,250,000 | MLS #A3997003 |
| Jun 18, 2014 | Listing removed | $4,250,000 | StellarMLS |
| Apr 24, 2014 | Listed | $4,250,000 | MLS #A3997003 |
| Feb 20, 2014 | Relisted | $4,995,000 | MLS #A3955849 |
| Feb 27, 2013 | Price changed | $4,995,000 | MLS #A3955849 |
| Feb 10, 2012 | Listed | $4,590,000 | MLS #A3955849 |
| Feb 26, 2008 | Listed | $4,985,000 | MLS #A377226 |
| Oct 31, 2007 | Listing removed | $7,950,000 | StellarMLS |
| Nov 3, 2006 | Listed | $7,950,000 | MLS #A330133 |
| Jan 26, 2006 | Listed | $3,495,000 | MLS #A300002 |
| Nov 24, 2004 | Listed | $3,999,950 | MLS #A267473 |
| Feb 6, 2004 | Listed | $4,800,000 | MLS #A252565 |
| Nov 13, 2002 | Listed | $6,300,000 | MLS #A230927 |
Tax assessment history
| Year | Building | Land | Total assessed | Tax paid |
|---|---|---|---|---|
| 2025 | — | — | $2,756,466 | $34,501 |
| 2024 | — | — | $2,756,466 | $45,965 |
| 2023 | — | — | $2,278,071 | $44,657 |
| 2022 | — | — | $2,070,974 | $35,349 |
| 2021 | $1,032,704 | $850,000 | $1,882,704 | $29,686 |
| 2020 | $938,758 | $850,000 | $1,788,758 | $29,669 |
| 2019 | — | — | $1,784,857 | $30,627 |
| 2018 | $784,370 | $850,000 | $1,634,370 | $28,407 |
| 2017 | $685,088 | $790,000 | $1,475,088 | $24,408 |
| 2016 | $740,207 | $790,000 | $1,530,207 | $25,900 |
| 2015 | $723,147 | $790,000 | $1,513,147 | $26,072 |
| 2014 | — | — | $1,389,516 | $24,209 |
| 2013 | — | — | $1,349,045 | $22,510 |
| 2012 | — | — | $1,254,648 | $20,734 |
| 2011 | — | — | $1,326,282 | $22,421 |
| 2010 | — | — | $1,365,490 | $22,753 |
| 2009 | — | — | $1,464,023 | $24,605 |
| 2008 | — | — | $1,546,733 | $25,786 |
| 2007 | — | — | $1,981,812 | $33,179 |
Property facts
Year built
1997
Property type
single_family
Stories
3
Beds
4
Baths
5
Living area
4,828 sqft
Lot size
46,174 sqft
ZIP code
34228
City
Longboat Key
Street
Gulf of Mexico Dr
Coordinates
27.41330, -82.65510
Comparable properties nearby
Block-level micro-comps
Same street, ±3 house numbers, sold in the last 24 monthsFrequently asked questions
When did 5444 Gulf of Mexico Dr last sell?
No public-record sale is on file for 5444 Gulf of Mexico Dr.
What is the current tax assessment for 5444 Gulf of Mexico Dr?
The most recent total assessment for 5444 Gulf of Mexico Dr (year 2025) is $2,756,466 with $34,501 in property tax.
When was 5444 Gulf of Mexico Dr built?
5444 Gulf of Mexico Dr was built in 1997.
How does 5444 Gulf of Mexico Dr compare to others on Gulf of Mexico Dr?
We track 8 other properties on Gulf of Mexico Dr. Browse the list under "Other properties on Gulf of Mexico Dr" to compare beds, baths, and sale history.
What are the property facts for 5444 Gulf of Mexico Dr?
5444 Gulf of Mexico Dr is a 4 bed, 5 bath, 4,828 sqft, 46,174 sqft lot single_family.
Is 5444 Gulf of Mexico Dr a flip candidate?
No — 5444 Gulf of Mexico Dr does not appear in our flips dataset.
Is 5444 Gulf of Mexico Dr a tax-appeal candidate?
Yes — 5444 Gulf of Mexico Dr appears in our tax-appeal candidates list, meaning its current assessment exceeds its recent sale price by 15% or more.
Forecast for this area
ZIP-area linear projection — not a per-property automated valuationQuarterly trend
+4.6%
Implied 1-yr
+18.5%
2026 Q3
$2.9M
2026 Q4
$2.9M
ZIP 34228 — Median Price History + Forecast
Explore nearby
Geography
Other properties on Gulf of Mexico Dr