Enterprise Ave, Big Pine Key, FL Property Records

Monroe County property records for 34 addresses on Enterprise Ave, Big Pine Key, FL · Last verified August 2026

Enterprise Ave Highlights

Properties 34
Median Sale Price $739,000
Deeds and Mortgages on File 33
Median Price per Sqft $519
Owner Occupied 47%
Median Annual Tax Bill $6,572
Median Year Built 1988
Median Ownership Tenure 10 years

Properties on Enterprise Ave

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

29420 Enterprise Ave, #A

4 bd · 5 ba · 2,286 sqft · 0.181 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$515,000Sep 2015 $10,5812024 —Mar 1995 1 Name on Record AssessorUpdated Dec 2025

29433 Enterprise Ave

4 bd · 4.5 ba · 4,045 sqft · 0.441 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$4,700,000Feb 2025 $31,6202024 Amount on Record Apr 2022 2 Names on Record Assessor + 1 DocumentUpdated Apr 2026

29442 Enterprise Ave

3 bd · 2 ba · 2,160 sqft · 0.172 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$75,000Dec 1989 $5,2972024 1 Name on Record Owner Occupied AssessorUpdated Dec 2025

29447 Enterprise Ave

2 bd · 2 ba · 1,120 sqft · 0.172 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$698,000Aug 2020 $7,2522024 Amount on Record Aug 2010 2 Names on Record Assessor + 1 DocumentUpdated Apr 2026

29454 Enterprise Ave

2 bd · 1 ba · 1,202 sqft · 0.172 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$116,300Jul 1996 $5,3712024 2 Names on Record AssessorUpdated Aug 2026

29459 Enterprise Ave

3 bd · 2 ba · 2,288 sqft · 0.172 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$690,000Aug 2013 $9,7772024 Amount on Record May 2009 1 Name on Record AssessorUpdated Dec 2025

29466 Enterprise Ave

3 bd · 1 ba · 1,447 sqft · 0.172 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$470,000Apr 2015 $7,4362024 Amount on Record May 2014 1 Name on Record Owner Occupied AssessorUpdated Dec 2025

29467 Enterprise Ave

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

Last Sale Tax Bill Prior Sale Owner Records
$739,000Mar 2022 $8,3102025 Amount on Record Aug 2020 2 Names on Record Owner Occupied Assessor + 4 DocumentsUpdated May 2026

29514 Enterprise Ave

3 bd · 2 ba · 1,440 sqft · 0.172 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$250,000Sep 2017 $7,1802024 Amount on Record Aug 2011 1 Name on Record Assessor + 1 DocumentUpdated Dec 2025

29515 Enterprise Ave

3 bd · 2 ba · 2,366 sqft · 0.172 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$37,000Nov 1995 $6,5722024 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

29522 Enterprise Ave

4 bd · 3 ba · 1,840 sqft · 0.172 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
—Aug 2020 $7,3762024 Amount on Record Mar 2002 2 Names on Record Assessor + 1 DocumentUpdated Dec 2025

29523 Enterprise Ave

3 bd · 1 ba · 1,539 sqft · 0.172 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$799,000Sep 2021 $8,0532024 Amount on Record Oct 2013 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Apr 2026

29530 Enterprise Ave

2 bd · 2 ba · 2,100 sqft · 0.172 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$805,000Jul 2023 $7,7562024 Amount on Record Mar 2000 1 Name on Record Assessor + 1 DocumentUpdated Apr 2026

29531 Enterprise Ave

2 bd · 1 ba · 1,569 sqft · 0.172 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$447,600Oct 2014 $7,6262024 Amount on Record Feb 2014 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Dec 2025

29538 Enterprise Ave

3 bd · 2 ba · 1,242 sqft · 0.172 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$630,000Dec 2020 $4,8532024 Amount on Record Jul 2016 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Apr 2026

29539 Enterprise Ave

0.172 acres

Last Sale Tax Bill Prior Sale Owner Records
$195,000Mar 2021 $1,4222024 Amount on Record May 2018 1 Name on Record Assessor + 2 DocumentsUpdated Apr 2026

29547 Enterprise Ave

3 bd · 2 ba · 1,647 sqft · 0.172 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$4,8332022 1 Name on Record AssessorUpdated Apr 2026

29548 Enterprise Ave

4 bd · 4 ba · 2,728 sqft · 0.172 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$750,000Apr 2025 $9,2972025 Amount on Record Mar 2001 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

29554 Enterprise Ave

2 bd · 2 ba · 1,196 sqft · 0.172 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$385,000Jun 2015 $6,2572024 Amount on Record Sep 2010 1 Name on Record AssessorUpdated Dec 2025

29555 Enterprise Ave

3 bd · 1 ba · 1,352 sqft · 0.172 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$61,500Feb 2012 $7,7002025 —Oct 2011 2 Names on Record AssessorUpdated Jun 2026

29562 Enterprise Ave

2 bd · 4 ba · 1,920 sqft · 0.172 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$100,000Dec 2011 $7,8202024 Amount on Record — 2 Names on Record AssessorUpdated Apr 2026

29563 Enterprise Ave

0.172 acres

Last Sale Tax Bill Prior Sale Owner Records
$195,000Aug 2021 $1,4222024 Amount on Record May 2011 2 Names on Record Assessor + 3 DocumentsUpdated Aug 2026

29631 Enterprise Ave

2 bd · 2 ba · 1,188 sqft · 0.172 acres

Last Sale Tax Bill Prior Sale Owner Records
$660,000Jun 2021 $6,5672024 Amount on Record Dec 2019 1 Name on Record Assessor + 2 DocumentsUpdated Dec 2025

29632 Enterprise Ave

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

Last Sale Tax Bill Prior Sale Owner Records
$599,000May 2019 $4,7792024 Amount on Record Aug 2016 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Dec 2025

29644 Enterprise Ave

4 bd · 4 ba · 2,304 sqft · 0.172 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$635,500Feb 2019 $8,2042024 Amount on Record Jun 1994 1 Name on Record Assessor + 2 DocumentsUpdated Aug 2026

29656 Enterprise Ave

3 bd · 2 ba · 936 sqft · 0.172 acres

Last Sale Tax Bill Prior Sale Owner Records
$120,000Jul 2016 $4,6652024 Amount on Record Dec 1999 2 Names on Record Owner Occupied AssessorUpdated Dec 2025

29657 Enterprise Ave

3 bd · 2 ba · 2,108 sqft · 0.172 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$530,000Aug 2016 $5,0502024 Amount on Record Nov 1999 2 Names on Record Owner Occupied AssessorUpdated Apr 2026

29666 Enterprise Ave

2 bd · 1 ba · 912 sqft · 0.086 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$192,500Sep 2012 $4,6382024 2 Names on Record AssessorUpdated Dec 2025

29668 Enterprise Ave

2 bd · 1 ba · 913 sqft · 0.085 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$192,500Sep 2012 $4,1752024 2 Names on Record AssessorUpdated Dec 2025

29669 Enterprise Ave

2 bd · 2 ba · 1,000 sqft · 0.172 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$150,000Nov 1999 $2,3082024 Amount on Record Feb 1994 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Dec 2025

29678 Enterprise Ave

4 bd · 2 ba · 2,182 sqft · 0.172 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$495,000Sep 2016 $6,5782025 Amount on Record Jul 1985 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Jun 2026

29681 Enterprise Ave

2 bd · 1 ba · 1,176 sqft · 0.172 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$180,000Apr 1999 $3,1812024 Amount on Record Jan 1989 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Apr 2026

29692 Enterprise Ave

3 bd · 4 ba · 1,656 sqft · 0.18 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$239,500Dec 1994 $1,9672024 2 Names on Record Owner Occupied AssessorUpdated Dec 2025

29693 Enterprise Ave

3 bd · 2 ba · 1,198 sqft · 0.18 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$460,000Apr 2015 $4,5982024 Amount on Record May 2014 2 Names on Record Owner Occupied AssessorUpdated Dec 2025

Wildfire Risk on Enterprise 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