5495 WINEWOOD DR
Valuation
Tax & Assessment
Climate Risk
Scores 0–100; higher = greater projected risk.
Property Facts
Transaction History(1)
Sales and refinances filed with the county for this home. Not every transfer is a normal sale, so check the type before comparing prices.Foreclosure Filings(1)
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 34232These 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
5495 Winewood 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.
- Costs more per square foot than 75% of homes in Sarasota 34232
- Smaller than 70% of homes in Sarasota County
- Has a bigger lot than 75% of homes in Sarasota 34232
- Older than 70% of homes in Sarasota County
What homes are worth in Sarasota 34232
Each bar is how many homes fall in that price range. The marker is this home.
This home is worth more than 53% of homes in Sarasota 34232.
How it measures up in Sarasota 34232
The dot is this home. The mark in the middle is the typical home in Sarasota 34232.
Pricier than 53% of homes nearby
Pricier than 75% of homes nearby
Bigger than 39% of homes nearby
Bigger than 75% of homes nearby
Newer than 49% of homes nearby
| Measure | This home | Central Sarasota | Sarasota 34232 | Sarasota County |
|---|---|---|---|---|
| Estimated valuepricier than | $336,985 | 45% of homes | 53% of homes | 40% of homes |
| Price per ft²pricier than | $265 | 67% of homes | 75% of homes | 61% of homes |
| Living areabigger than | 1,274 ft² | 34% of homes | 39% of homes | 30% of homes |
| Lot sizebigger than | 0.27 ac | 72% of homes | 75% of homes | 70% of homes |
| Year builtnewer than | 1978 | 50% of homes | 49% of homes | 30% of homes |
About 5495 Winewood Dr
How much is 5495 Winewood Dr, Sarasota, FL worth?
The TopHap Estimate for 5495 Winewood Dr, Sarasota, FL is $336,985 as of Sep 24, 2026. The likely range is $324,187 to $349,783. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 5495 Winewood Dr, Sarasota, FL last sell?
5495 Winewood Dr, Sarasota, FL last sold on Jan 1, 1900, according to the county's recorded deed.
How big is 5495 Winewood Dr, Sarasota, FL?
5495 Winewood Dr, Sarasota, FL has 3 bedrooms, 2 bathrooms, 1,274 square feet of living space and a 0.27-acre lot.
When was 5495 Winewood Dr, Sarasota, FL built?
5495 Winewood Dr, Sarasota, FL was built in 1978, making it 48 years old. The building has 1 story.
What schools serve 5495 Winewood Dr, Sarasota, FL?
5495 Winewood Dr, Sarasota, FL is assigned to Brentwood Elementary School (elementary), rated B; McIntosh Middle School (middle), rated B-; Sarasota High School (high), rated B-. All sit in Sarasota County School District. Attendance boundaries change — confirm with the district before relying on an assignment.
How does 5495 Winewood Dr, Sarasota, FL compare to other homes in Sarasota 34232?
Among the 13,865 homes in Sarasota 34232, it is worth more than 53% of them ($336,985 against a typical $327,813), its price per square foot is higher than 75% of them ($265 against a typical $234), it is bigger than 39% of them (1,274 ft² against a typical 1,408 ft²), its lot is bigger than 75% of them (0.27 ac against a typical 0.2 ac) and it is newer than 49% of them (1978 against a typical 1979). Measured against all of Sarasota County, it is worth more than 40% 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 5495 Winewood Dr, Sarasota, FL?
The 2025 property tax bill for 5495 Winewood Dr, Sarasota, FL was $1,448. The county assessed it at $114,409.
More homes on Winewood Dr
- 5425 Winewood Dr$302K3 bd · 2 ba · 1,186 ft² · Sold May 2025
- 5364 Winewood Dr$401K3 bd · 2 ba · 1,661 ft² · Sold $423K · Dec 2024
- 5466 Winewood Dr$339K3 bd · 2 ba · 1,212 ft² · Sold $363K · Feb 2023
- 5453 Winewood Dr$367K3 bd · 2 ba · 1,610 ft² · Sold $405K · Sep 2022
- 5439 Winewood Dr$409K3 bd · 2 ba · 1,398 ft² · Sold $278K · Oct 2020
- 5393 Winewood Dr$325K2 bd · 2 ba · 1,188 ft² · Sold $250K · Nov 2019
- 5308 Winewood Dr$296K3 bd · 2 ba · 1,076 ft² · Sold $195K · Aug 2019
- 5351 Winewood Dr$300K3 bd · 3 ba · 1,430 ft² · Sold $226K · Jun 2019
- 5378 Winewood Dr$373K3 bd · 2 ba · 1,275 ft² · Sold $229K · Apr 2019
- 5379 Winewood Dr$343K3 bd · 2 ba · 1,107 ft² · Sold $207K · Jun 2018
- 5337 Winewood Dr$310K3 bd · 2 ba · 1,212 ft² · Sold $170K · May 2017
- 5481 Winewood Dr$451K3 bd · 2 ba · 1,936 ft² · Sold $230K · Jul 2015
Closest homes
- 5481 Winewood Dr$451K84 ft · 3 bd · 2 ba · 1,936 ft² · Sold $230K · Jul 2015
- 3105 Woodmont Dr$362K145 ft · 4 bd · 2 ba · 1,536 ft² · Sold $90K · Jul 1995
- 5494 Winewood Dr$442K170 ft · 3 bd · 2 ba · 1,492 ft² · Sold $230K · Feb 2015
- 5467 Winewood Dr$316K162 ft · 3 bd · 2 ba · 1,186 ft²
- 5466 Winewood Dr$339K205 ft · 3 bd · 2 ba · 1,212 ft² · Sold $363K · Feb 2023
- 3125 Woodmont Dr$456K243 ft · 4 bd · 2 ba · 1,489 ft² · Sold $490K · Jul 2024
- 5453 Winewood Dr$367K238 ft · 3 bd · 2 ba · 1,610 ft² · Sold $405K · Sep 2022
- 5479 Foxwood Dr$355K266 ft · 4 bd · 2 ba · 1,558 ft² · Sold $105K · Feb 1999
More homes in Sarasota 34232
- 735 Forestview Dr$500K3 bd · 2.5 ba · 1,973 ft² · Sold $500K · Oct 2026
- 4578 Brooksdale Dr$233K3 bd · 2 ba · 1,106 ft² · Sold $166K · Oct 2026
- 5908 Briar Rose Way$420K3 bd · 2 ba · 1,494 ft² · Sold $400K · Oct 2026
- 835 Cedarcrest Ct$635K5 bd · 3.5 ba · 2,688 ft² · Sold $610K · Oct 2026
- 4633 Oak Hill Dr$249K2 bd · 2 ba · 1,451 ft² · Sold $240K · Oct 2026
- 3233 Beneva Rd$90K1 bd · 1 ba · 714 ft² · Sold $90K · Oct 2026
- 4931 Hidden Oaks Trl$895K5 bd · 2.5 ba · 2,156 ft² · Sold $875K · Oct 2026
- 3217 Teal Ave$300K2 bd · 1 ba · 1,096 ft² · Sold $300K · Oct 2026
- 3664 Course Dr$475K3 bd · 2.5 ba · 1,962 ft² · Sold $475K · Oct 2026
- 225 Oak Hill Dr$316K2 bd · 2 ba · 1,024 ft² · Sold $188K · Oct 2026
- 5370 Southerly Way$495K3 bd · 2 ba · 2,058 ft² · Sold $485K · Oct 2026
- 4735 Oak Hill Dr$260K2 bd · 2 ba · 1,451 ft² · Sold $235K · Oct 2026
Assigned schools
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