123 WINDWARD DR
Valuation
Tax & Assessment
Climate Risk
Scores 0–100; higher = greater projected risk.
Property Facts
Assigned SchoolsThe public schools this address is zoned for. Boundaries change, so confirm with the district before you count on it.
District: Sarasota County School District
Neighborhood · ZIP 34229These are comparison scores, not percentages. 100 equals the national average, so 150 means about 50% above average.
Index scale: 100 = US average (tick). Lower is better.
Owner Tools
Data by ATTOM. Valuations are automated estimates, not appraisals. Photos from Google Street View and may not depict the current property state.
How this home compares
123 Windward Dr measured against every home in its neighborhood, its ZIP code and its county, using county assessor records refreshed nightly. A home can stand out in one of those areas and look ordinary in another, because each one holds a different mix of homes.
- Worth more than 85% of homes in Sarasota County
- Costs more per square foot than 85% of homes in Osprey 34229
- Smaller than 92% of homes in Southbay Yacht and Racquet Club
- Has a smaller lot than 92% of homes in Southbay Yacht and Racquet Club
- Older than 80% of homes in Osprey 34229
What homes are worth in Osprey 34229
Each bar is how many homes fall in that price range. The marker is this home.
This home is worth more than 68% of homes in Osprey 34229.
How it measures up in Osprey 34229
The dot is this home. The mark in the middle is the typical home in Osprey 34229.
Pricier than 68% of homes nearby
Pricier than 85% of homes nearby
Bigger than 34% of homes nearby
Bigger than 40% of homes nearby
Newer than 20% of homes nearby
| Measure | This home | Southbay Yacht and Racquet Club | Osprey 34229 | Sarasota County |
|---|---|---|---|---|
| Estimated valuepricier than | $820,000 | 38% of homes | 68% of homes | 85% of homes |
| Price per ft²pricier than | $433 | 80% of homes | 85% of homes | 85% of homes |
| Living areabigger than | 1,894 ft² | 8% of homes | 34% of homes | 69% of homes |
| Lot sizebigger than | 0.25 ac | 8% of homes | 40% of homes | 64% of homes |
| Year builtnewer than | 1979 | 36% of homes | 20% of homes | 34% of homes |
About 123 Windward Dr
How much is 123 Windward Dr, Osprey, FL worth?
The TopHap Estimate for 123 Windward Dr, Osprey, FL is $820,000 as of Sep 24, 2026. The likely range is $726,088 to $913,912. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 123 Windward Dr, Osprey, FL last sell?
123 Windward Dr, Osprey, FL last sold on Aug 16, 2011 for $260,000, according to the county's recorded deed.
How big is 123 Windward Dr, Osprey, FL?
123 Windward Dr, Osprey, FL has 3 bedrooms, 2 bathrooms, 1,894 square feet of living space and a 0.25-acre lot.
When was 123 Windward Dr, Osprey, FL built?
123 Windward Dr, Osprey, FL was built in 1979, making it 47 years old. The building has 1 story.
What schools serve 123 Windward Dr, Osprey, FL?
123 Windward Dr, Osprey, FL is assigned to Laurel Nokomis School (elementary), rated A; Venice High School (high), rated A-. All sit in Sarasota County School District. Attendance boundaries change — confirm with the district before relying on an assignment.
How does 123 Windward Dr, Osprey, FL compare to other homes in Osprey 34229?
Among the 4,241 homes in Osprey 34229, it is worth more than 68% of them ($820,000 against a typical $664,470), its price per square foot is higher than 85% of them ($433 against a typical $306), it is bigger than 34% of them (1,894 ft² against a typical 2,190 ft²), its lot is bigger than 40% of them (0.25 ac against a typical 0.27 ac) and it is newer than 20% of them (1979 against a typical 1998). Measured against all of Sarasota County, it is worth more than 85% of homes there. These shares are recounted nightly from the full county assessor record for each area, not from active listings.
What are the property taxes on 123 Windward Dr, Osprey, FL?
The 2024 property tax bill for 123 Windward Dr, Osprey, FL was $3,109. The county assessed it at $278,568.
More homes on Windward Dr
- 204 Windward Dr$797K3 bd · 3 ba · 2,486 ft² · Sold $800K · Aug 2026
- 186 Windward Dr$561K3 bd · 2 ba · 2,505 ft² · Sold $565K · Jul 2026
- 102 Windward Dr$559K3 bd · 3 ba · 2,134 ft² · Sold $565K · Jun 2026
- 114 Windward Dr$578K3 bd · 2 ba · 2,037 ft² · Sold $585K · Jun 2026
- 216 Windward Dr$578K3 bd · 3 ba · 2,575 ft² · Sold $600K · Nov 2025
- 1212 Windward Dr$615K3 bd · 2 ba · 1,994 ft² · Sold $645K · Aug 2025
- 1251 Windward Dr$811K3 bd · 2 ba · 1,975 ft² · Sold $875K · Sep 2024
- 228 Windward Dr$1.1M3 bd · 2.5 ba · 2,850 ft² · Sold $1.2M · May 2023
- 1317 Windward Dr$1M3 bd · 3 ba · 2,864 ft² · Sold $650K · Jan 2021
- 1275 Windward Dr$640K3 bd · 2 ba · 2,059 ft² · Sold $553K · Oct 2019
- 1263 Windward Dr$632K3 bd · 2 ba · 2,058 ft² · Sold $475K · Sep 2019
- 138 Windward Dr$684K2 bd · 3 ba · 2,204 ft² · Sold $402K · Nov 2018
Closest homes
- 135 Windward Dr$795K95 ft · 3 bd · 2 ba · 2,415 ft² · Sold $440K · May 2015
- 1212 Windward Dr$615K102 ft · 3 bd · 2 ba · 1,994 ft² · Sold $645K · Aug 2025
- 126 Windward Dr$635K180 ft · 3 bd · 2 ba · 1,876 ft² · Sold $320K · Mar 2014
- 114 Windward Dr$578K187 ft · 3 bd · 2 ba · 2,037 ft² · Sold $585K · Jun 2026
- 130 Dory Ln$874K201 ft · 3 bd · 2 ba · 2,406 ft² · Sold $340K · Apr 2012
- 118 Dory Ln$833K212 ft · 3 bd · 2 ba · 1,904 ft² · Sold $690K · Sep 2021
- 147 Windward Dr$750K195 ft · 4 bd · 2 ba · 2,154 ft² · Sold $400K · Mar 2014
- 138 Windward Dr$684K214 ft · 2 bd · 3 ba · 2,204 ft² · Sold $402K · Nov 2018
More homes in Osprey 34229
- 112 Osprey Point Dr$6.4M4 bd · 5.5 ba · 8,621 ft² · Sold $6M · Oct 2026
- 401 N Point Rd$699K3 bd · 3 ba · 2,203 ft² · Sold $575K · Oct 2026
- 329 Bay Vista Ave$399K2 bd · 2.5 ba · 1,346 ft² · Sold $398K · Oct 2026
- 916 Macewen Dr$1.9M5 bd · 7.5 ba · 5,986 ft² · Sold $1.6M · Oct 2026
- 321 Lookout Point Dr$3.1M3 bd · 3.5 ba · 3,122 ft² · Sold $2.9M · Oct 2026
- 678 Faith Ave$749K3 bd · 3 ba · 2,583 ft² · Sold $690K · Oct 2026
- 141 N Casey Key Rd3 bd · 4.5 ba · 2,689 ft² · Sold $1.9M · Oct 2026
- 4213 Expedition Way$317K3 bd · 2 ba · 1,430 ft² · Sold $300K · Oct 2026
- 144 Park Trace Blvd$850K4 bd · 3 ba · 2,468 ft² · Sold $850K · Oct 2026
- 4304 Expedition Way$318K3 bd · 2 ba · 1,430 ft² · Sold $309K · Oct 2026
- 401 N Point Rd$795K3 bd · 3 ba · 2,778 ft² · Sold $759K · Sep 2026
- 292 Turquoise Ln$1.1M3 bd · 2 ba · 2,255 ft² · Sold $1.1M · Sep 2026
Assigned schools
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