Caribbean Dr, Key Largo, FL Property Records

Monroe County property records for 37 addresses on Caribbean Dr, Key Largo, FL · Last verified August 2026

Caribbean Dr Highlights

Properties 37
Median Sale Price $1,000,000
Deeds and Mortgages on File 27
Median Price per Sqft $495
Owner Occupied 43%
Median Annual Tax Bill $10,393
Median Year Built 1990
Median Ownership Tenure 13 years

Properties on Caribbean Dr

Owner names and prior sale amounts shown locked below are available instantly with a free trial.

126 Caribbean Dr

3 bd · 3 ba · 3,162 sqft · 0.416 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$475,000Aug 1999 $10,3932024 —Nov 1998 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jun 2026

258 Caribbean Dr

0.285 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,200,000May 2022 $8,1232025 Amount on Record Aug 2013 1 Name on Record Assessor + 1 DocumentUpdated Jun 2026

311 Caribbean Dr

5 bd · 5 ba · 2,882 sqft · 0.285 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$15,400Mar 2024 $13,4572024 Amount on Record Jan 2021 2 Names on Record Assessor + 3 DocumentsUpdated Dec 2025

385 Caribbean Dr

3 bd · 2 ba · 1,780 sqft · 0.202 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$550,000May 2002 $4,8452024 Amount on Record Aug 2000 2 Names on Record Owner Occupied AssessorUpdated Dec 2025

438 Caribbean Dr

3 bd · 3 ba · 2,520 sqft · 0.214 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$1,650,000Aug 2022 $14,8842025 Amount on Record May 1981 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

439 Caribbean Dr

3 bd · 4 ba · 1,873 sqft · 0.244 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$360,000Nov 1997 $10,9022024 Amount on Record May 1996 1 Name on Record AssessorUpdated Dec 2025

490 Caribbean Dr

5 bd · 2 ba · 3,569 sqft · 0.215 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$850,000Sep 2009 $13,8082024 Amount on Record Jul 2005 2 Names on Record Assessor + 1 DocumentUpdated Jul 2026

491 Caribbean Dr

3 bd · 3 ba · 2,424 sqft · 0.215 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$1,200,000Aug 2020 $12,4462024 —Aug 2018 2 Names on Record Assessor + 3 DocumentsUpdated Dec 2025

492 Caribbean Dr

4 bd · 4 ba · 2,262 sqft · 0.215 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$150,400Oct 2002 $7,1652024 —Mar 2002 2 Names on Record Owner Occupied AssessorUpdated Dec 2025

493 Caribbean Dr

3 bd · 2 ba · 2,714 sqft · 0.215 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$885,000Apr 2010 $13,1202024 Amount on Record Jun 1998 2 Names on Record AssessorUpdated Dec 2025

494 Caribbean Dr

5 bd · 6 ba · 4,496 sqft · 0.215 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$1,250,000Sep 2014 $9,4132024 Amount on Record Oct 2004 2 Names on Record Owner Occupied AssessorUpdated Dec 2025

495 Caribbean Dr

3 bd · 3 ba · 3,490 sqft · 0.215 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$52,500Jan 1981 $3,9682024 Amount on Record Jan 1980 1 Name on Record Owner Occupied AssessorUpdated Apr 2026

496 Caribbean Dr

2 bd · 1 ba · 1,484 sqft · 0.109 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$445,000Jan 2003 $7,4262024 1 Name on Record AssessorUpdated Dec 2025

497 Caribbean Dr

3 bd · 2 ba · 1,882 sqft · 0.215 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$825,000Jul 2003 $12,0252024 1 Name on Record Assessor + 1 DocumentUpdated Dec 2025

498 Caribbean Dr

3 bd · 3 ba · 3,065 sqft · 0.215 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$100Jan 2019 $7,7942024 Amount on Record Dec 2001 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

499 Caribbean Dr

3 bd · 3 ba · 1,352 sqft · 0.215 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
—Sep 2021 $3,9642024 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Dec 2025

500 Caribbean Dr

3 bd · 4 ba · 1,804 sqft · 0.215 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$765,000Nov 2014 $7,4772024 Amount on Record Mar 2000 1 Name on Record Owner Occupied AssessorUpdated Apr 2026

501 Caribbean Dr

2 bd · 1 ba · 2,700 sqft · 0.215 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$1,200,000Feb 2011 $14,7172025 2 Names on Record AssessorUpdated Jun 2026

502 Caribbean Dr

3 bd · 3 ba · 2,264 sqft · 0.215 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$11,6432024 1 Name on Record Assessor + 3 DocumentsUpdated Aug 2026

503 Caribbean Dr, #A

3 bd · 3 ba · 1,678 sqft · 0.106 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$1,000,000Feb 2023 $7,7502024 2 Names on Record Assessor + 1 DocumentUpdated Dec 2025

503 Caribbean Dr, #B

3 bd · 3 ba · 1,678 sqft · 0.108 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$520,000Sep 2012 $4,7462024 Amount on Record Apr 2003 2 Names on Record Owner Occupied AssessorUpdated Dec 2025

504 Caribbean Dr, #A

3 bd · 2.5 ba · 1,480 sqft · 0.222 acres

Last Sale Tax Bill Prior Sale Owner Records
$854,000Feb 2021 $7,1302024 Amount on Record Aug 2014 2 Names on Record Assessor + 2 DocumentsUpdated Aug 2026

504 Caribbean Dr, #B

3 bd · 2 ba · 1,480 sqft · 0.222 acres

Last Sale Tax Bill Prior Sale Owner Records
$650,000Sep 2021 $6,2852024 2 Names on Record Assessor + 1 DocumentUpdated Dec 2025

505 Caribbean Dr

4 bd · 3 ba · 4,710 sqft · 0.279 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$283,000Mar 2000 $18,1252024 Amount on Record Feb 1989 1 Name on Record AssessorUpdated Apr 2026

506 Caribbean Dr

4 bd · 4 ba · 3,653 sqft · 0.278 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$1,875,000Jun 2009 $9,7922024 1 Name on Record Owner Occupied AssessorUpdated Dec 2025

507 Caribbean Dr

6 bd · 4.5 ba · 5,411 sqft · 0.346 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$1,380,200Jun 2013 $19,5352024 Amount on Record May 1995 1 Name on Record AssessorUpdated Jul 2026

508 Caribbean Dr

4 bd · 1.5 ba · 4,488 sqft · 0.264 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$962,100Aug 2017 $16,5252024 —Jun 2015 1 Name on Record Assessor + 3 DocumentsUpdated Aug 2026

509 Caribbean Dr

3 bd · 3 ba · 1,954 sqft · 0.22 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$80,000Apr 1994 $6,2222024 Amount on Record Oct 1993 1 Name on Record Owner Occupied AssessorUpdated Dec 2025

510 Caribbean Dr

3 bd · 1 ba · 1,929 sqft · 0.229 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$840,000Mar 2004 $7,6842024 Amount on Record Aug 1998 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

511 Caribbean Dr

6 bd · 5 ba · 5,449 sqft · 0.43 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$290,000Nov 2024 $7,5352024 Amount on Record Aug 1996 2 Names on Record AssessorUpdated Apr 2026

513 Caribbean Dr

5 bd · 4.5 ba · 4,229 sqft · 0.286 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$1,500,000May 2021 $16,9042024 Amount on Record Apr 1997 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Apr 2026

514 Caribbean Dr

4 bd · 4 ba · 2,431 sqft · 0.286 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
—Jan 2013 $12,5262024 1 Name on Record AssessorUpdated Dec 2025

515 Caribbean Dr

5 bd · 4 ba · 2,748 sqft · 0.286 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$780,000Aug 2013 $7,5302024 Amount on Record Feb 1998 2 Names on Record Owner Occupied AssessorUpdated Dec 2025

516 Caribbean Dr

6 bd · 5 ba · 4,103 sqft · 0.286 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$1,525,000Feb 2016 $18,1142024 2 Names on Record Owner Occupied AssessorUpdated Dec 2025

517 Caribbean Dr

5 bd · 4 ba · 4,040 sqft · 0.286 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$520,000Jan 2002 $17,6342024 1 Name on Record AssessorUpdated Dec 2025

522 Caribbean Dr

5,508 sqft · Built 1983 · 1.43 acres

Last Sale Tax Bill Prior Sale Owner Records
$3,900,000Jul 2018 $33,7122024 1 Name on Record Assessor + 1 DocumentUpdated Dec 2025

527 Caribbean Dr

52,604 sqft · Built 1986 · 5.29 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$2,100,000Aug 2013 Amount on Record Feb 2003 1 Name on Record AssessorUpdated Apr 2026

Wildfire Risk on Caribbean Dr

Source: USDA Forest Service Wildfire Risk to Communities · 2nd edition (2024), fuels as of 2020

Wildfire RiskNot rated
no burnable land in reach
Wildfire LikelihoodNegligible
ExposureNone
beyond ember reach

Property Records in Nearby Streets