5225 WINDING WAY
Valuation
Tax & Assessment
Climate Risk
Scores 0–100; higher = greater projected risk.
Property Facts
Transaction History(4)
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 34242These 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
5225 Winding Way 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 less than 78% of homes in Sarasota 34242
- Costs more per square foot than 91% of homes in Sarasota County
- Smaller than 87% of homes in Sarasota County
- Has a smaller lot than 89% of homes in Sarasota 34242
- Older than 76% of homes in Sarasota County
What homes are worth in Sarasota 34242
Each bar is how many homes fall in that price range. The marker is this home.
This home is worth more than 22% of homes in Sarasota 34242.
How it measures up in Sarasota 34242
The dot is this home. The mark in the middle is the typical home in Sarasota 34242.
Pricier than 22% of homes nearby
Pricier than 35% of homes nearby
Bigger than 18% of homes nearby
Bigger than 11% of homes nearby
Newer than 51% of homes nearby
| Measure | This home | Sarasota 34242 | Sarasota County |
|---|---|---|---|
| Estimated valuepricier than | $582,698 | 22% of homes | 73% of homes |
| Price per ft²pricier than | $589 | 35% of homes | 91% of homes |
| Living areabigger than | 990 ft² | 18% of homes | 13% of homes |
| Lot sizebigger than | 0.17 ac | 11% of homes | 28% of homes |
| Year builtnewer than | 1974 | 51% of homes | 24% of homes |
About 5225 Winding Way
How much is 5225 Winding Way, Sarasota, FL worth?
The TopHap Estimate for 5225 Winding Way, Sarasota, FL is $582,698 as of Sep 24, 2026. The likely range is $518,488 to $646,908. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 5225 Winding Way, Sarasota, FL last sell?
5225 Winding Way, Sarasota, FL last sold on Feb 1, 2021 for $535,000, according to the county's recorded deed. TopHap holds 3 recorded sales for this parcel.
How big is 5225 Winding Way, Sarasota, FL?
5225 Winding Way, Sarasota, FL has 2 bedrooms, 2 bathrooms, 990 square feet of living space and a 0.17-acre lot.
When was 5225 Winding Way, Sarasota, FL built?
5225 Winding Way, Sarasota, FL was built in 1974, making it 52 years old. The building has 1 story.
What schools serve 5225 Winding Way, Sarasota, FL?
5225 Winding Way, Sarasota, FL is assigned to Phillippi Shores Elementary School (elementary), rated A; Brookside Middle School (middle), rated B-; Sarasota High School (high), rated C. All sit in Sarasota County School District. Attendance boundaries change — confirm with the district before relying on an assignment.
How does 5225 Winding Way, Sarasota, FL compare to other homes in Sarasota 34242?
Among the 9,764 homes in Sarasota 34242, it is worth more than 22% of them ($582,698 against a typical $881,360), its price per square foot is higher than 35% of them ($589 against a typical $682), it is bigger than 18% of them (990 ft² against a typical 1,303 ft²), its lot is bigger than 11% of them (0.17 ac against a typical 0.37 ac) and it is newer than 51% of them (1974 against a typical 1974). Measured against all of Sarasota County, it is worth more than 73% 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 5225 Winding Way, Sarasota, FL?
The 2024 property tax bill for 5225 Winding Way, Sarasota, FL was $7,333. The county assessed it at $515,100.
More homes on Winding Way
- 5232 Winding Way$869K2 bd · 2 ba · 1,307 ft² · Sold $640K · Aug 2026
- 5218 Winding Way$470K2 bd · 2 ba · 944 ft² · Sold $460K · Mar 2026
- 5206 Winding Way$438K2 bd · 2 ba · 1,154 ft² · Sold $450K · Feb 2026
- 5244 Winding Way$1.1M3 bd · 3 ba · 1,540 ft² · Sold $1.1M · Feb 2026
- 5222 Winding Way$528K2 bd · 2 ba · 1,137 ft² · Sold $550K · Nov 2025
- 5250 Winding Way$435K3 bd · 2 ba · 1,718 ft² · Sold $460K · Jul 2025
- 5239 Winding Way$609K3 bd · 2 ba · 1,512 ft² · Sold $650K · May 2025
- 5202 Winding Way2 bd · 2 ba · 1,184 ft² · Sold $640K · Jun 2024
- 5238 Winding Way$1M3 bd · 3 ba · 1,020 ft² · Sold $1.2M · Aug 2023
- 5254 Winding Way$1.4M3 bd · 4 ba · 1,483 ft² · Sold $1.3M · Feb 2023
- 5233 Winding Way$734K2 bd · 2 ba · 1,432 ft² · Sold $918K · Aug 2022
- 5234 Winding Way$679K2 bd · 2 ba · 1,308 ft² · Sold $839K · Jul 2022
Closest homes
- 5221 Winding Way$886K85 ft · 3 bd · 2 ba · 1,717 ft² · Sold $535K · Dec 2020
- 5233 Winding Way$734K79 ft · 2 bd · 2 ba · 1,432 ft² · Sold $918K · Aug 2022
- 5224 Winding Way$1.1M138 ft · 3 bd · 3 ba · 1,412 ft² · Sold $625K · Jul 2018
- 5232 Winding Way$869K156 ft · 2 bd · 2 ba · 1,307 ft² · Sold $640K · Aug 2026
- 5235 Winding Way$919K143 ft · 3 bd · 2 ba · 1,735 ft²
- 5230 Winding Way$1.3M160 ft · 3 bd · 3 ba · 2,033 ft² · Sold $790K · Jan 2021
- 5222 Winding Way$528K148 ft · 2 bd · 2 ba · 1,137 ft² · Sold $550K · Nov 2025
- 5226 Winding Way182 ft · 3 bd · 2 ba · 1,960 ft² · Sold $155K · Apr 2013
More homes in Sarasota 34242
- 6154 Midnight Pass Rd$629K2 bd · 1.5 ba · 836 ft² · Sold $585K · Sep 2026
- 6300 Midnight Pass Rd$1.7M2 bd · 2 ba · 1,240 ft² · Sold $1.7M · Sep 2026
- 777 Beach Rd$765K2 bd · 2 ba · 1,166 ft² · Sold $585K · Sep 2026
- 643 Calle De Peru$2M3 bd · 2 ba · 2,064 ft² · Sold $560K · Sep 2026
- 7247 Turnstone Rd5 bd · 3.5 ba · 4,163 ft² · Sold $1.2M · Sep 2026
- 5303 Hidden Harbor Rd$2.7M3 bd · 2 ba · 3,201 ft² · Sold $2.3M · Sep 2026
- 101 Whispering Sands Dr$486K2 bd · 2 ba · 1,271 ft² · Sold $485K · Sep 2026
- 5955 Midnight Pass Rd$435K2 bd · 1 ba · 754 ft² · Sold $436K · Sep 2026
- 9275 Blind Pass Rd$2.4M2 bd · 2.5 ba · 2,156 ft² · Sold $2.4M · Sep 2026
- Plovers Way0.77 ac · Sold $1.2M · Sep 2026
- 5453 Avenida Del Mare$1.1M2 bd · 2 ba · 1,110 ft² · Sold $1.1M · Sep 2026
- 1356 Point Crisp Rd$4.5M5 bd · 5.5 ba · 7,048 ft² · Sold $4.5M · Sep 2026
Assigned schools
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