1251 WINDWARD DR
Valuation
Tax & Assessment
Climate Risk
Scores 0–100; higher = greater projected risk.
Property Facts
Transaction History(5)
Sales and refinances filed with the county for this home. Not every transfer is a normal sale, so check the type before comparing prices.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
1251 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 83% of homes in Sarasota County
- Smaller than 88% of homes in Southbay Yacht and Racquet Club
- Has a bigger lot than 73% of homes in Sarasota County
- Newer than 76% of homes in Southbay Yacht and Racquet Club
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 67% 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 67% of homes nearby
Pricier than 80% of homes nearby
Bigger than 37% of homes nearby
Bigger than 53% of homes nearby
Newer than 31% of homes nearby
| Measure | This home | Southbay Yacht and Racquet Club | Osprey 34229 | Sarasota County |
|---|---|---|---|---|
| Estimated valuepricier than | $811,187 | 37% of homes | 67% of homes | 85% of homes |
| Price per ft²pricier than | $411 | 73% of homes | 80% of homes | 83% of homes |
| Living areabigger than | 1,975 ft² | 12% of homes | 37% of homes | 73% of homes |
| Lot sizebigger than | 0.28 ac | 50% of homes | 53% of homes | 73% of homes |
| Year builtnewer than | 1986 | 76% of homes | 31% of homes | 46% of homes |
About 1251 Windward Dr
How much is 1251 Windward Dr, Osprey, FL worth?
The TopHap Estimate for 1251 Windward Dr, Osprey, FL is $811,187 as of Sep 24, 2026. The likely range is $713,080 to $909,294. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 1251 Windward Dr, Osprey, FL last sell?
1251 Windward Dr, Osprey, FL last sold on Sep 4, 2024 for $875,000, according to the county's recorded deed. TopHap holds 4 recorded sales for this parcel.
How big is 1251 Windward Dr, Osprey, FL?
1251 Windward Dr, Osprey, FL has 3 bedrooms, 2 bathrooms, 1,975 square feet of living space and a 0.28-acre lot.
When was 1251 Windward Dr, Osprey, FL built?
1251 Windward Dr, Osprey, FL was built in 1986, making it 40 years old. The building has 1 story.
What schools serve 1251 Windward Dr, Osprey, FL?
1251 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 1251 Windward Dr, Osprey, FL compare to other homes in Osprey 34229?
Among the 4,241 homes in Osprey 34229, it is worth more than 67% of them ($811,187 against a typical $665,544), its price per square foot is higher than 80% of them ($411 against a typical $307), it is bigger than 37% of them (1,975 ft² against a typical 2,183 ft²), its lot is bigger than 53% of them (0.28 ac against a typical 0.27 ac) and it is newer than 31% of them (1986 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 1251 Windward Dr, Osprey, FL?
The 2025 property tax bill for 1251 Windward Dr, Osprey, FL was $7,522. The county assessed it at $655,600.
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
- 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
- 173 Windward Dr$1M3 bd · 3 ba · 3,118 ft² · Sold $515K · Oct 2018
Closest homes
- 1239 Windward Dr$1.1M90 ft · 3 bd · 3 ba · 3,026 ft² · Sold $914K · Dec 2005
- 1263 Windward Dr$632K91 ft · 3 bd · 2 ba · 2,058 ft² · Sold $475K · Sep 2019
- 1227 Windward Dr$594K180 ft · 3 bd · 2 ba · 1,744 ft² · Sold $280K · Jul 2009
- 1275 Windward Dr$640K183 ft · 3 bd · 2 ba · 2,059 ft² · Sold $553K · Oct 2019
- 1260 Windward Dr$958K181 ft · 3 bd · 3 ba · 2,736 ft² · Sold $538K · May 2015
- 104 Sea Anchor Dr$663K242 ft · 3 bd · 2.5 ba · 2,358 ft² · Sold $525K · Aug 2019
- 106 Dory Ln$941K225 ft · 3 bd · 3 ba · 2,959 ft² · Sold $455K · Apr 2004
- 1305 Windward Dr$1M273 ft · 4 bd · 3 ba · 2,748 ft² · Sold $525K · Jan 2017
More homes in Osprey 34229
- 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
- 432 S Shore Dr$530K2 bd · 2 ba · 1,704 ft² · Sold $529K · Sep 2026
- 108 Woodland Pl$285K2 bd · 2 ba · 1,316 ft² · Sold $275K · Sep 2026
- 212 Washington Ave$420K3 bd · 2 ba · 1,478 ft² · Sold $416K · Sep 2026
- 1211 Lost Creek Ct$829K4 bd · 3 ba · 2,876 ft² · Sold $810K · Sep 2026
- 433 E Macewen Dr$2M4 bd · 3.5 ba · 3,672 ft² · Sold $2M · Sep 2026
Assigned schools
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