Sarasota County property records for 26 addresses on Highland Rd, Osprey, FL · Last verified July 2026
| Properties | 26 |
|---|---|
| Median Sale Price | $459,000 |
| Deeds and Mortgages on File | 47 |
| Median Price per Sqft | $491 |
| Owner Occupied | 38% |
| Median Annual Tax Bill | $4,676 |
| Median Year Built | 1999 |
| Median Ownership Tenure | 6 years |
Owner names and prior sale amounts shown locked below are available instantly with a free trial.
4 bd · 4 ba · 2,540 sqft · 0.154 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $2,425,000Sep 2021 | $6,5602024 | Amount on Record Aug 2021 | 1 Name on Record | Assessor + 2 DocumentsUpdated Apr 2026 |
4 bd · 4 ba · 2,540 sqft · 0.252 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $2,425,000Sep 2021 | $6,9002024 | Amount on Record Aug 2021 | 1 Name on Record | Assessor + 2 DocumentsUpdated Apr 2026 |
4 bd · 4 ba · 2,668 sqft · 0.154 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $2,425,000Sep 2021 | $7,4142024 | Amount on Record Aug 2021 | 1 Name on Record | Assessor + 2 DocumentsUpdated Apr 2026 |
4 bd · 4 ba · 2,540 sqft · 0.184 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $2,425,000Sep 2021 | $6,3842024 | Amount on Record Aug 2021 | 1 Name on Record | Assessor + 2 DocumentsUpdated Apr 2026 |
4 bd · 4 ba · 2,540 sqft · 0.154 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $2,425,000Sep 2021 | $6,8612024 | Amount on Record Aug 2021 | 1 Name on Record | Assessor + 3 DocumentsUpdated Apr 2026 |
4 bd · 4 ba · 2,668 sqft · 0.184 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $2,425,000Sep 2021 | $7,8062024 | Amount on Record Aug 2021 | 1 Name on Record | Assessor + 2 DocumentsUpdated May 2026 |
2 bd · 3 ba · 1,170 sqft · 0.078 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $210,000Aug 2016 | $1,8532025 | —Mar 2007 | 2 Names on Record Owner Occupied | AssessorUpdated Jan 2026 |
3 bd · 3 ba · 1,879 sqft · 0.076 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $375,000Jun 2026 | $2,8082025 | Amount on Record Oct 2018 | 2 Names on Record Owner Occupied | Assessor + 4 DocumentsUpdated Jul 2026 |
2 bd · 2 ba · 1,147 sqft · 0.082 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $230,000Oct 2018 | $3,2782024 | Amount on Record Feb 2016 | 2 Names on Record Owner Occupied | Assessor + 2 DocumentsUpdated Jul 2026 |
2 bd · 2 ba · 1,165 sqft · 0.103 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $230,900Apr 2018 | $2,4782025 | Amount on Record Nov 2016 | 2 Names on Record Owner Occupied | Assessor + 2 DocumentsUpdated Jul 2026 |
2 bd · 2 ba · 1,500 sqft · 0.282 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $367,500Sep 2020 | $4,6762025 | —May 2016 | 1 Name on Record Owner Occupied | Assessor + 1 DocumentUpdated Jan 2026 |
2 bd · 2 ba · 1,724 sqft · 0.07 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $459,000Jun 2023 | $3,0452025 | Amount on Record Sep 2002 | 1 Name on Record Owner Occupied | Assessor + 1 DocumentUpdated Jan 2026 |
3 bd · 1 ba · 1,260 sqft · 0.183 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $355,000Jan 2025 | $2,7752024 | Amount on Record May 2023 | 2 Names on Record | Assessor + 7 DocumentsUpdated Jul 2026 |
2 bd · 2 ba · 1,167 sqft · 0.083 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $218,500Feb 2016 | $2,4362025 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated Jan 2026 |
2 bd · 2 ba · 1,145 sqft · 0.084 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $286,501Sep 2022 | $3,5812024 | 1 Name on Record | Assessor + 2 DocumentsUpdated Apr 2026 |
2 bd · 2 ba · 1,146 sqft · 0.104 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $218,000Apr 2016 | $3,0172025 | —Jul 2005 | 2 Names on Record | AssessorUpdated Jan 2026 |
3 bd · 2 ba · 1,184 sqft · 0.083 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $390,000Apr 2024 | $3,3362025 | Amount on Record Sep 2020 | 2 Names on Record | Assessor + 3 DocumentsUpdated Jan 2026 |
2 bd · 2 ba · 1,176 sqft · 0.071 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $232,000Dec 2004 | $1,5742024 | 1 Name on Record Owner Occupied | AssessorUpdated Apr 2026 |
2 bd · 2 ba · 551 sqft · 0.074 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $271,000Sep 2020 | $1,2862025 | 2 Names on Record Owner Occupied | Assessor + 2 DocumentsUpdated Jan 2026 |
2 bd · 2 ba · 1,168 sqft · 0.055 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $250,000Mar 2020 | $9902025 | Amount on Record Jun 2016 | 2 Names on Record Owner Occupied | Assessor + 3 DocumentsUpdated Jan 2026 |
2 bd · 4 ba · 2,262 sqft · 0.154 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $2,200,000Aug 2017 | $4,9302025 | 1 Name on Record | Assessor + 1 DocumentUpdated Jan 2026 |
2 bd · 4 ba · 2,262 sqft · 0.186 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $2,200,000Aug 2017 | $4,7292025 | 1 Name on Record | Assessor + 1 DocumentUpdated Jan 2026 |
2 bd · 4 ba · 2,262 sqft · 0.154 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $2,200,000Aug 2017 | $4,8242025 | 1 Name on Record | Assessor + 1 DocumentUpdated Jan 2026 |
2 bd · 4 ba · 2,262 sqft · 0.186 acres · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $2,200,000Aug 2017 | $5,0372025 | 1 Name on Record | Assessor + 1 DocumentUpdated Jan 2026 |
2 bd · 4 ba · 2,262 sqft · 0.154 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $2,200,000Aug 2017 | $4,8242025 | 1 Name on Record | Assessor + 1 DocumentUpdated Jan 2026 |
4 bd · 4 ba · 2,262 sqft · 0.186 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $2,200,000Aug 2017 | $4,8572025 | 1 Name on Record | Assessor + 1 DocumentUpdated Jan 2026 |
Source: USDA Forest Service Wildfire Risk to Communities · 2nd edition (2024), fuels as of 2020
| Wildfire Risk | Low this street's cells rank at the 37th percentile of exposed land nationally · 11th in Florida |
|---|---|
| Wildfire Likelihood | Low — about 1 in 2,381 per year |
| Exposure | Indirect 0 of 1 cells directly exposed |