Oleander Dr, Big Pine Key, FL Property Records

Monroe County property records for 7 addresses on Oleander Dr, Big Pine Key, FL · Last verified April 2026

Oleander Dr Highlights

Properties 7
Median Sale Price $200,500
Deeds and Mortgages on File 11
Median Price per Sqft $145
Owner Occupied 57%
Median Annual Tax Bill $3,273
Median Year Built 1975
Median Ownership Tenure 7 years

Properties on Oleander Dr

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

29221 Oleander Dr

2 bd · 1 ba · 1,340 sqft · 0.298 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$260,000Jul 2015 $3,2732024 Amount on Record Apr 1979 1 Name on Record Owner Occupied AssessorUpdated Apr 2026

29245 Oleander Dr

3 bd · 1 ba · 1,222 sqft · 0.137 acres

Last Sale Tax Bill Prior Sale Owner Records
$100May 2019 $4,3952024 Amount on Record Jun 2015 1 Name on Record Assessor + 1 DocumentUpdated Apr 2026

29257 Oleander Dr

3 bd · 2 ba · 1,378 sqft · 0.137 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$200,500Mar 2020 $4,5542024 —Sep 2019 1 Name on Record Assessor + 4 DocumentsUpdated Apr 2026

29311 Oleander Dr

2 bd · 2 ba · 1,152 sqft · 0.137 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$310,000Sep 2019 $2,7342024 Amount on Record Jun 2004 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Dec 2025

29335 Oleander Dr

3 bd · 2 ba · 2,338 sqft · 0.137 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$130,000Jun 2019 $7,1212024 Amount on Record Aug 1979 1 Name on Record Assessor + 1 DocumentUpdated Apr 2026

29359 Oleander Dr

2 bd · 2 ba · 840 sqft · 0.275 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$411,000Mar 2005 $1,7012024 Amount on Record Jun 1997 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Dec 2025

29373 Oleander Dr

3 bd · 2 ba · 1,092 sqft · 0.137 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$144,000Jan 2012 $2,2902024 1 Name on Record Owner Occupied Assessor + 3 DocumentsUpdated Dec 2025

Wildfire Risk on Oleander 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 of burnable land

Property Records in Nearby Streets