Halfway Rd, Key Largo, FL Property Records

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

Halfway Rd Highlights

Properties 37
Median Sale Price $5,700,000
Deeds and Mortgages on File 72
Median Price per Sqft $1,301
Owner Occupied 41%
Median Annual Tax Bill $28,570
Median Year Built 1976
Median Ownership Tenure 7 years

Properties on Halfway Rd

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

1 Halfway Rd

5 bd · 5.5 ba · 7,715 sqft · 0.432 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$4,800,000Jun 2018 $51,7642025 Amount on Record May 2009 2 Names on Record Assessor + 1 DocumentUpdated Jun 2026

2 Halfway Rd

4 bd · 3 ba · 4,691 sqft · 0.376 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$2,950,000Apr 2021 $29,1262025 Amount on Record Dec 2020 1 Name on Record Assessor + 3 DocumentsUpdated May 2026

3 Halfway Rd

4 bd · 5 ba · 2,724 sqft · 0.384 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$7,000,000May 2023 $39,1962024 —Jan 2022 2 Names on Record Owner Occupied Assessor + 4 DocumentsUpdated Dec 2025

4 Halfway Rd

3 bd · 3 ba · 2,016 sqft · 0.384 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$1,625,000Apr 2015 $10,6832024 Amount on Record Jun 1996 2 Names on Record Owner Occupied AssessorUpdated Dec 2025

5 Halfway Rd

4 bd · 5.5 ba · 6,101 sqft · 0.384 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$3,137,500Jun 2020 $19,9652024 Amount on Record May 2016 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

6 Halfway Rd

4 bd · 3 ba · 5,110 sqft · 0.375 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$1,250,000Feb 2014 $23,1182024 Amount on Record Jul 2011 2 Names on Record AssessorUpdated Apr 2026

7 Halfway Rd

5 bd · 7 ba · 4,954 sqft · 0.387 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
—Nov 2023 $58,4332024 Amount on Record Jan 2021 3 Names on Record Owner Occupied Assessor + 4 DocumentsUpdated Dec 2025

8 Halfway Rd

3 bd · 2 ba · 3,384 sqft · 0.381 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$5,700,000Apr 2024 $30,5512024 Amount on Record Jun 2019 1 Name on Record Assessor + 6 DocumentsUpdated Aug 2026

9 Halfway Rd

3 bd · 3 ba · 5,273 sqft · 0.416 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$100Jan 2019 $29,7402025 Amount on Record Jun 2015 1 Name on Record Assessor + 3 DocumentsUpdated May 2026

10 Halfway Rd

2 bd · 3 ba · 2,488 sqft · 0.46 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$5,300,000Sep 2023 $31,5222024 Amount on Record Jan 2015 2 Names on Record Assessor + 1 DocumentUpdated Dec 2025

11 Halfway Rd

3 bd · 2 ba · 5,050 sqft · 0.46 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$2,910,000Apr 2006 $27,2952024 Amount on Record Sep 2001 1 Name on Record Assessor + 4 DocumentsUpdated Apr 2026

12 Halfway Rd

5 bd · 3 ba · 2,933 sqft · 0.424 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$2,650,000Sep 2019 $28,0472024 Amount on Record Mar 1997 2 Names on Record Assessor + 1 DocumentUpdated Dec 2025

13 Halfway Rd

4 bd · 4 ba · 4,046 sqft · 0.441 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$1,700,000Sep 2018 $23,7992024 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Aug 2026

14 Halfway Rd

3 bd · 4.5 ba · 6,969 sqft · 0.49 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$2,300,000May 2007 $19,8652024 Amount on Record Feb 2003 2 Names on Record Owner Occupied AssessorUpdated Apr 2026

15 Halfway Rd

6 bd · 6 ba · 6,719 sqft · 0.558 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$6,000,000Jul 2019 $49,4292024 Amount on Record Mar 2015 2 Names on Record Assessor + 4 DocumentsUpdated Dec 2025

16 Halfway Rd

4 bd · 4 ba · 4,292 sqft · 0.544 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$6,700,000May 2023 $38,2742024 Amount on Record Dec 2021 2 Names on Record Assessor + 3 DocumentsUpdated Dec 2025

17 Halfway Rd

4 bd · 5 ba · 7,027 sqft · 0.421 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$1,650,000Jan 2010 $39,2862024 Amount on Record Sep 1995 1 Name on Record AssessorUpdated Apr 2026

18 Halfway Rd

1 bd · 1 ba · 870 sqft · 0.362 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$5,875,000Mar 2023 $29,2472024 2 Names on Record Assessor + 2 DocumentsUpdated Dec 2025

19 Halfway Rd

4 bd · 4 ba · 5,289 sqft · 0.373 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$3,900,000Jul 2008 $25,2882024 1 Name on Record AssessorUpdated Dec 2025

20 Halfway Rd

4 bd · 3 ba · 4,663 sqft · 0.373 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$2,800,000Nov 2020 $28,5702024 Amount on Record Oct 2019 2 Names on Record Assessor + 2 DocumentsUpdated Apr 2026

21 Halfway Rd

4 bd · 4.5 ba · 7,185 sqft · 0.373 acres · Pool

Last Sale Tax Bill Prior Sale Owner Records
—Oct 2013 $27,7892024 Amount on Record — 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Apr 2026

22 Halfway Rd

3 bd · 4.5 ba · 6,443 sqft · 0.373 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$100Jan 2019 $12,7632024 Amount on Record Apr 1997 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

23 Halfway Rd

3 bd · 3 ba · 6,193 sqft · 0.372 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$1,262,500Jun 2012 $12,3172024 Amount on Record Feb 1973 2 Names on Record Owner Occupied AssessorUpdated Apr 2026

24 Halfway Rd

4 bd · 6 ba · 5,032 sqft · 0.372 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$6,550,000Mar 2021 $56,7642024 Amount on Record Mar 2020 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Dec 2025

25 Halfway Rd

2 bd · 1 ba · 5,072 sqft · 0.372 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
—Mar 2006 $7,7712024 Amount on Record — 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Aug 2026

26 Halfway Rd

4 bd · 3 ba · 5,054 sqft · 0.372 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$2,200,000Mar 2017 $24,4202024 Amount on Record Apr 2008 1 Name on Record Assessor + 1 DocumentUpdated Apr 2026

27 Halfway Rd

4 bd · 3.5 ba · 5,386 sqft · 0.364 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$3,800,000Sep 2019 $37,9012024 Amount on Record Sep 2015 1 Name on Record Assessor + 3 DocumentsUpdated Jul 2026

28 Halfway Rd

4 bd · 4 ba · 4,851 sqft · 0.388 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$7,400,000Dec 2025 $31,1932024 Amount on Record Apr 2017 1 Name on Record Assessor + 3 DocumentsUpdated Apr 2026

29 Halfway Rd

3 bd · 5 ba · 4,629 sqft · 0.462 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$1,290,000Mar 2000 $35,6342024 Amount on Record Nov 1999 1 Name on Record Assessor + 1 DocumentUpdated Dec 2025

30 Halfway Rd

3 bd · 3.5 ba · 6,098 sqft · 0.373 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$4,400,000Feb 2022 $31,9112024 Amount on Record Mar 2017 1 Name on Record Assessor + 2 DocumentsUpdated Apr 2026

31 Halfway Rd

4 bd · 4 ba · 5,345 sqft · 0.37 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$6,300,000Oct 2025 $31,5922024 Amount on Record Jun 2021 2 Names on Record Owner Occupied Assessor + 4 DocumentsUpdated Apr 2026

32 Halfway Rd

3 bd · 4 ba · 2,514 sqft · 0.369 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$1,100,000Mar 2014 $22,1972024 Amount on Record Jan 1997 2 Names on Record AssessorUpdated Dec 2025

33 Halfway Rd

3 bd · 2 ba · 4,290 sqft · 0.355 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
—Jul 2018 $21,2022024 Amount on Record May 2018 1 Name on Record Assessor + 3 DocumentsUpdated Apr 2026

34 Halfway Rd

4 bd · 5 ba · 5,477 sqft · 0.388 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$3,600,000Jun 2010 $17,3792024 Amount on Record Nov 2005 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Dec 2025

35 Halfway Rd

3 bd · 3.5 ba · 3,520 sqft · 0.748 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$1,625,000Oct 2015 $13,0172024 Amount on Record Jan 1997 2 Names on Record Owner Occupied AssessorUpdated Apr 2026

36 Halfway Rd

3 bd · 4 ba · 6,015 sqft · 0.553 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$465,000Jul 1987 $39,5922025 Amount on Record Apr 1980 1 Name on Record Assessor + 1 DocumentUpdated May 2026

37 Halfway Rd

4 bd · 4.5 ba · 6,564 sqft · 0.425 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$4,425,000Oct 2020 $27,3062024 Amount on Record May 2018 2 Names on Record Owner Occupied Assessor + 4 DocumentsUpdated Apr 2026

Wildfire Risk on Halfway Rd

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

Wildfire RiskModerate
this street's cells rank at the 47th percentile of exposed land nationally · 19th in Florida
Wildfire LikelihoodModerate — about 1 in 969 per year
ExposureDirect
1 of 4 cells directly exposed · 4 adjoin burnable vegetation

Property Records in Nearby Streets