Flying Cloud Ave, Big Pine Key, FL Property Records

Monroe County property records for 38 addresses on Flying Cloud Ave, Big Pine Key, FL · Last verified August 2026

Flying Cloud Ave Highlights

Properties 38
Median Sale Price $912,500
Deeds and Mortgages on File 50
Median Price per Sqft $655
Owner Occupied 50%
Median Annual Tax Bill $7,459
Median Year Built 1991
Median Ownership Tenure 7 years

Properties on Flying Cloud Ave

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

29409 Flying Cloud Ave

3 bd · 2 ba · 2,008 sqft · 0.185 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$190,000Feb 1994 $12,5752024 Amount on Record Apr 1987 1 Name on Record Owner Occupied AssessorUpdated Apr 2026

29418 Flying Cloud Ave

3 bd · 3 ba · 3,252 sqft · 0.275 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$800,000Oct 2009 $5,9052024 Amount on Record Feb 1974 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

29433 Flying Cloud Ave

3 bd · 2 ba · 2,401 sqft · 0.344 acres

Last Sale Tax Bill Prior Sale Owner Records
$115,000Nov 2008 $9,4932024 1 Name on Record Owner Occupied AssessorUpdated Dec 2025

29444 Flying Cloud Ave

3 bd · 1 ba · 2,274 sqft · 0.172 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$70,000Feb 1995 $9,9922025 Amount on Record Jun 1981 1 Name on Record AssessorUpdated May 2026

29449 Flying Cloud Ave

3 bd · 2 ba · 1,296 sqft · 0.172 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$170,000May 2003 $8,6872025 Amount on Record Aug 1991 1 Name on Record Assessor + 1 DocumentUpdated May 2026

29456 Flying Cloud Ave

3 bd · 2 ba · 960 sqft · 0.172 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
—May 2022 $2,5142024 2 Names on Record Owner Occupied AssessorUpdated Dec 2025

29461 Flying Cloud Ave

2 bd · 2 ba · 960 sqft · 0.172 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$600,000Apr 2005 $7,0402025 Amount on Record Nov 1984 1 Name on Record Assessor + 2 DocumentsUpdated May 2026

29468 Flying Cloud Ave

2 bd · 3 ba · 1,232 sqft · 0.172 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$449,000Jul 2003 $6,1662024 2 Names on Record Assessor + 1 DocumentUpdated Dec 2025
Last Sale Tax Bill Prior Sale Owner Records
$180,000Dec 2020 $1,3122025 Amount on Record May 1983 1 Name on Record Assessor + 2 DocumentsUpdated May 2026

29476 Flying Cloud Ave

2 bd · 3 ba · 1,778 sqft · 0.172 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$425,000Jul 2019 $6,3052024 Amount on Record Feb 2002 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Apr 2026

29477 Flying Cloud Ave

3 bd · 1 ba · 1,890 sqft · 0.172 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$75,000Jun 1992 $8,8942025 Amount on Record Dec 1988 1 Name on Record Assessor + 2 DocumentsUpdated May 2026

29485 Flying Cloud Ave

3 bd · 2 ba · 1,488 sqft · 0.172 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$555,000Apr 2019 $8,1692025 Amount on Record Feb 2017 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

29486 Flying Cloud Ave

3 bd · 2 ba · 1,456 sqft · 0.172 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$600,000Sep 2018 $7,4592024 Amount on Record Jul 2014 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Dec 2025

29516 Flying Cloud Ave

3 bd · 2 ba · 1,496 sqft · 0.172 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$122,000Sep 1987 $2,4092024 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Dec 2025

29517 Flying Cloud Ave

3 bd · 3.5 ba · 2,352 sqft · 0.172 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$150,000Jul 2015 $11,5142025 Amount on Record Jul 2007 2 Names on Record Assessor + 2 DocumentsUpdated Jul 2026

29524 Flying Cloud Ave

3 bd · 2 ba · 1,488 sqft · 0.172 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$1,334,000Aug 2026 $9,6652025 Amount on Record Jan 2022 2 Names on Record Owner Occupied Assessor + 4 DocumentsUpdated Aug 2026

29525 Flying Cloud Ave

2 bd · 1 ba · 900 sqft · 0.172 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$289,600Jun 2010 $5,8302024 —Dec 2009 1 Name on Record AssessorUpdated Dec 2025

29532 Flying Cloud Ave

2 bd · 2 ba · 2,056 sqft · 0.172 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$740,000Apr 2021 $7,8112024 Amount on Record May 2000 2 Names on Record Assessor + 1 DocumentUpdated Apr 2026

29533 Flying Cloud Ave

2 bd · 1 ba · 900 sqft · 0.172 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$312,500Jul 2013 $3,9652024 —Jan 2010 1 Name on Record Owner Occupied AssessorUpdated Dec 2025

29540 Flying Cloud Ave

2 bd · 2 ba · 962 sqft · 0.172 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$710,000Mar 2021 $4,9632024 —Jul 2010 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Dec 2025

29541 Flying Cloud Ave

2 bd · 1 ba · 988 sqft · 0.172 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$1,175,000Mar 2025 $7,9342024 Amount on Record Aug 2013 2 Names on Record Assessor + 1 DocumentUpdated Dec 2025

29548 Flying Cloud Ave

3 bd · 5 ba · 1,465 sqft · 0.172 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
—Mar 2019 $3,1712024 Amount on Record Feb 1994 1 Name on Record Owner Occupied AssessorUpdated Dec 2025

29549 Flying Cloud Ave

2 bd · 2 ba · 1,368 sqft · 0.172 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$167,000Jan 2000 $2,7222024 Amount on Record Mar 1986 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

29556 Flying Cloud Ave

3 bd · 2 ba · 1,656 sqft · 0.172 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$932,000Oct 2023 $8,3982025 Amount on Record Dec 2007 1 Name on Record Assessor + 1 DocumentUpdated Aug 2026

29557 Flying Cloud Ave

2 bd · 3 ba · 1,170 sqft · 0.172 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$1,299,000Feb 2024 $8,0172024 Amount on Record Apr 2022 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Dec 2025

29564 Flying Cloud Ave

2 bd · 2 ba · 1,475 sqft · 0.172 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$529,000May 2020 $6,4782024 Amount on Record May 2019 2 Names on Record Assessor + 2 DocumentsUpdated Apr 2026

29565 Flying Cloud Ave

2 bd · 3 ba · 1,928 sqft · 0.172 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$435,000Aug 2009 $7,7312025 Amount on Record Feb 1999 1 Name on Record Assessor + 1 DocumentUpdated Jun 2026

29628 Flying Cloud Ave

2 bd · 2 ba · 1,040 sqft · 0.172 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$600,000Jun 2023 $7,1592024 Amount on Record Jan 2000 2 Names on Record Assessor + 1 DocumentUpdated Dec 2025

29629 Flying Cloud Ave

3 bd · 2.5 ba · 1,793 sqft · 0.172 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$280,000Mar 1999 $3,3692024 Amount on Record Oct 1995 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

29637 Flying Cloud Ave

3 bd · 2 ba · 1,488 sqft · 0.172 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$750,000Aug 2020 $7,9482024 —Apr 2024 3 Names on Record Assessor + 3 DocumentsUpdated Dec 2025

29646 Flying Cloud Ave

3 bd · 2.5 ba · 2,064 sqft · 0.344 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$912,500Mar 2020 $10,9072024 Amount on Record Feb 1989 2 Names on Record Assessor + 1 DocumentUpdated Apr 2026

29667 Flying Cloud Ave

3 bd · 2 ba · 1,320 sqft · 0.172 acres

Last Sale Tax Bill Prior Sale Owner Records
—Aug 2021 $7,7032024 Amount on Record Jul 2017 1 Name on Record Assessor + 3 DocumentsUpdated Dec 2025

29670 Flying Cloud Ave

2 bd · 2 ba · 972 sqft · 0.172 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$3,0532024 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Dec 2025

29675 Flying Cloud Ave

3 bd · 2 ba · 2,403 sqft · 0.172 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
—Apr 2020 $9,0652024 1 Name on Record Assessor + 1 DocumentUpdated Dec 2025

29680 Flying Cloud Ave

2 bd · 2 ba · 1,152 sqft · 0.172 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$500,000Aug 2017 $8582024 —Mar 2015 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Dec 2025

29683 Flying Cloud Ave

3 bd · 2.5 ba · 1,850 sqft · 0.172 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$1,600,000May 2022 $11,3542024 Amount on Record Mar 2021 2 Names on Record Assessor + 3 DocumentsUpdated Apr 2026

29694 Flying Cloud Ave

2 bd · 2 ba · 962 sqft · 0.183 acres

Last Sale Tax Bill Prior Sale Owner Records
$375,000Dec 2014 $6,2282025 Amount on Record Mar 1994 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

29695 Flying Cloud Ave

3 bd · 1 ba · 1,488 sqft · 0.183 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$975,000Jul 2022 $7,3232024 —Sep 2020 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

Wildfire Risk on Flying Cloud Ave

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 of burnable land

Property Records in Nearby Streets