Waypoint Ave, Osprey, FL Property Records

Sarasota County property records for 42 addresses on Waypoint Ave, Osprey, FL · Last verified August 2026

Waypoint Ave Highlights

Properties 42
Median Sale Price $975,000
Deeds and Mortgages on File 84
Median Price per Sqft $430
Owner Occupied 88%
Median Annual Tax Bill $6,571
Median Year Built 2017
Median Ownership Tenure 8 years

Properties on Waypoint Ave

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

3900 Waypoint Ave

3 bd · 3 ba · 2,343 sqft · 0.214 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$730,000Feb 2020 $7,2602025 Amount on Record Aug 2016 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Jan 2026

3901 Waypoint Ave

3 bd · 3 ba · 2,346 sqft · 0.214 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$774,800Jun 2017 $6,3852025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jan 2026

3904 Waypoint Ave

3 bd · 3 ba · 2,344 sqft · 0.17 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$975,000Aug 2025 $7,0622025 Amount on Record Nov 2018 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Jun 2026

3905 Waypoint Ave

3 bd · 3 ba · 2,283 sqft · 0.171 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$630,800Sep 2016 $9,5222025 2 Names on Record AssessorUpdated Jan 2026

3908 Waypoint Ave

3 bd · 3 ba · 2,321 sqft · 0.168 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$518,200Dec 2017 $6,5082025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jan 2026

3909 Waypoint Ave

3 bd · 3 ba · 2,346 sqft · 0.171 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$558,040Jun 2018 $6,0242025 3 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Jan 2026

3912 Waypoint Ave

3 bd · 3 ba · 2,437 sqft · 0.168 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$660,887Sep 2017 $6,8582025 —Sep 2017 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jun 2026

3913 Waypoint Ave

3 bd · 3 ba · 2,286 sqft · 0.171 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
—Apr 2022 $5,2612025 3 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jan 2026

3916 Waypoint Ave

3 bd · 3 ba · 2,388 sqft · 0.168 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$545,600Sep 2018 $8,8672025 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Jan 2026

3917 Waypoint Ave

3 bd · 3 ba · 2,377 sqft · 0.171 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$756,800Jan 2018 $4,8992025 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Jan 2026

3920 Waypoint Ave

3 bd · 3 ba · 2,364 sqft · 0.19 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$568,600Jun 2018 $6,5712025 Amount on Record — 1 Name on Record Owner Occupied Assessor + 3 DocumentsUpdated Jan 2026

3921 Waypoint Ave

3 bd · 3 ba · 2,316 sqft · 0.17 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$723,000Aug 2016 $6,3052025 2 Names on Record Owner Occupied AssessorUpdated Jan 2026

3924 Waypoint Ave

3 bd · 3 ba · 2,310 sqft · 0.21 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$636,446Oct 2018 $10,2532025 3 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jan 2026

3925 Waypoint Ave

3 bd · 3 ba · 2,323 sqft · 0.184 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$1,180,000May 2024 $10,2462025 Amount on Record Aug 2016 2 Names on Record AssessorUpdated Jan 2026

3928 Waypoint Ave

3 bd · 3 ba · 2,304 sqft · 0.234 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$729,800Jun 2017 $6,5192025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jan 2026

3929 Waypoint Ave

3 bd · 3.5 ba · 2,115 sqft · 0.221 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$950,000Dec 2022 $10,5252025 Amount on Record Aug 2017 2 Names on Record Assessor + 3 DocumentsUpdated Jun 2026

3932 Waypoint Ave

3 bd · 3 ba · 2,416 sqft · 0.19 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$1,367,500Sep 2023 $10,4722025 Amount on Record Oct 2022 1 Name on Record Assessor + 4 DocumentsUpdated Jan 2026

3933 Waypoint Ave

3 bd · 3 ba · 2,391 sqft · 0.194 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$1,210,000Sep 2024 $10,0832025 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Jan 2026

3936 Waypoint Ave

3 bd · 3 ba · 2,323 sqft · 0.201 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$1,001,000Apr 2026 $10,3352024 Amount on Record Dec 2016 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated May 2026

3937 Waypoint Ave

3 bd · 3 ba · 2,314 sqft · 0.167 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$1,200,000Apr 2024 $10,0152025 Amount on Record Aug 2016 2 Names on Record Assessor + 1 DocumentUpdated Jan 2026

3940 Waypoint Ave

3 bd · 3 ba · 2,303 sqft · 0.169 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$583,041Jan 2017 $11,0172025 Amount on Record Dec 2016 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Jul 2026

3941 Waypoint Ave

3 bd · 3 ba · 2,437 sqft · 0.169 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$713,100Sep 2016 $5,8012025 2 Names on Record Owner Occupied AssessorUpdated Jan 2026

3945 Waypoint Ave

3 bd · 3 ba · 2,346 sqft · 0.184 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$695,000Nov 2020 $10,5362025 Amount on Record Jan 2018 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Aug 2026

3949 Waypoint Ave

3 bd · 3 ba · 2,153 sqft · 0.184 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$588,000Mar 2018 $5,4962025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jan 2026

3953 Waypoint Ave

3 bd · 3 ba · 2,377 sqft · 0.167 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$732,000Jan 2017 $6,3232025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jan 2026

3957 Waypoint Ave

3 bd · 3 ba · 2,328 sqft · 0.18 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$900,000Jan 2026 $6,3872024 Amount on Record Nov 2018 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated May 2026

3960 Waypoint Ave

3 bd · 3 ba · 2,350 sqft · 0.254 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$541,800Aug 2016 $5,8442025 2 Names on Record Owner Occupied AssessorUpdated Jan 2026

3961 Waypoint Ave

3 bd · 3 ba · 2,346 sqft · 0.18 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$1,150,000May 2024 $10,3302025 —Sep 2023 2 Names on Record Owner Occupied Assessor + 6 DocumentsUpdated Jan 2026

3964 Waypoint Ave

2 bd · 2 ba · 1,889 sqft · 0.211 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$425,000Jun 2019 $4,7852025 Amount on Record Oct 2016 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Jan 2026

3965 Waypoint Ave

3 bd · 3 ba · 2,310 sqft · 0.177 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$640,100Sep 2018 $8,9602025 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jan 2026

3968 Waypoint Ave

2 bd · 3 ba · 2,104 sqft · 0.168 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$560,000Sep 2020 $5,5142025 —Jul 2018 2 Names on Record Owner Occupied Assessor + 4 DocumentsUpdated Jan 2026

3969 Waypoint Ave

2 bd · 3 ba · 2,140 sqft · 0.249 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$630,000Aug 2020 $6,2282025 Amount on Record Oct 2018 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Jan 2026

3972 Waypoint Ave

3 bd · 3 ba · 2,268 sqft · 0.167 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$650,000Aug 2020 $8,3112025 Amount on Record Dec 2017 3 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Jan 2026

3973 Waypoint Ave

3 bd · 3 ba · 2,377 sqft · 0.203 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$1,050,000Apr 2024 $10,1612025 —Sep 2021 2 Names on Record Owner Occupied Assessor + 4 DocumentsUpdated Jan 2026

3976 Waypoint Ave

3 bd · 3 ba · 2,356 sqft · 0.167 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$488,300Feb 2017 $4,4692025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jan 2026

3977 Waypoint Ave

3 bd · 4 ba · 2,115 sqft · 0.2 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$496,000Jan 2019 $8,6362025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jan 2026

3980 Waypoint Ave

3 bd · 3 ba · 2,346 sqft · 0.168 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$537,300Nov 2017 $5,8012025 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Jan 2026

3981 Waypoint Ave

3 bd · 3 ba · 2,437 sqft · 0.216 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$550,000Sep 2017 $6,8492025 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated May 2026

3984 Waypoint Ave

2 bd · 2 ba · 1,886 sqft · 0.176 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$482,700Oct 2018 $5,1342025 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Jan 2026

3985 Waypoint Ave

3 bd · 3 ba · 2,273 sqft · 0.276 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$552,999Jan 2017 $6,2792025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jan 2026

3989 Waypoint Ave

3 bd · 4 ba · 2,141 sqft · 0.232 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$603,899Jun 2016 $7002024 3 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jan 2026

3993 Waypoint Ave

3 bd · 4 ba · 2,126 sqft · 0.265 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$568,300Sep 2018 $4,5552025 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Jan 2026

Wildfire Risk on Waypoint Ave

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

Wildfire RiskLow
this street's cells rank at the 11th percentile of exposed land nationally · 4th in Florida
Wildfire LikelihoodLow — less than 1 in 10,000 per year
ExposureDirect
1 of 4 cells directly exposed · 4 adjoin burnable vegetation

Property Records in Nearby Streets