5533 ROLLINGWOOD 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 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
5533 Rollingwood 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 less than 72% of homes in Sarasota County
- Costs more per square foot than 82% of homes in Sarasota 34232
- Smaller than 85% of homes in Sarasota County
- Older than 72% 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 37% 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 37% of homes nearby
Pricier than 82% of homes nearby
Bigger than 21% of homes nearby
Bigger than 47% of homes nearby
Newer than 43% of homes nearby
| Measure | This home | Central Sarasota | Sarasota 34232 | Sarasota County |
|---|---|---|---|---|
| Estimated valuepricier than | $290,163 | 32% of homes | 37% of homes | 28% of homes |
| Price per ft²pricier than | $274 | 73% of homes | 82% of homes | 65% of homes |
| Living areabigger than | 1,058 ft² | 19% of homes | 21% of homes | 15% of homes |
| Lot sizebigger than | 0.19 ac | 38% of homes | 47% of homes | 39% of homes |
| Year builtnewer than | 1977 | 46% of homes | 43% of homes | 28% of homes |
About 5533 Rollingwood Dr
How much is 5533 Rollingwood Dr, Sarasota, FL worth?
The TopHap Estimate for 5533 Rollingwood Dr, Sarasota, FL is $290,163 as of Sep 24, 2026. The likely range is $273,280 to $307,046. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 5533 Rollingwood Dr, Sarasota, FL last sell?
5533 Rollingwood Dr, Sarasota, FL last sold on Feb 11, 2000, according to the county's recorded deed.
How big is 5533 Rollingwood Dr, Sarasota, FL?
5533 Rollingwood Dr, Sarasota, FL has 3 bedrooms, 2 bathrooms, 1,058 square feet of living space and a 0.19-acre lot.
When was 5533 Rollingwood Dr, Sarasota, FL built?
5533 Rollingwood Dr, Sarasota, FL was built in 1977, making it 49 years old. The building has 1 story.
What schools serve 5533 Rollingwood Dr, Sarasota, FL?
5533 Rollingwood 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 5533 Rollingwood Dr, Sarasota, FL compare to other homes in Sarasota 34232?
Among the 13,866 homes in Sarasota 34232, it is worth more than 37% of them ($290,163 against a typical $327,604), its price per square foot is higher than 82% of them ($274 against a typical $234), it is bigger than 21% of them (1,058 ft² against a typical 1,416 ft²), its lot is bigger than 47% of them (0.19 ac against a typical 0.2 ac) and it is newer than 43% of them (1977 against a typical 1979). Measured against all of Sarasota County, it is worth more than 28% 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 5533 Rollingwood Dr, Sarasota, FL?
The 2025 property tax bill for 5533 Rollingwood Dr, Sarasota, FL was $1,016. The county assessed it at $125,550.
More homes on Rollingwood Dr
- 5537 Rollingwood Dr$359K4 bd · 2 ba · 1,636 ft² · Sold $370K · Sep 2025
- 5509 Rollingwood Dr$341K3 bd · 2 ba · 1,122 ft² · Sold Jun 2024
- 5526 Rollingwood Dr$399K3 bd · 2 ba · 1,440 ft² · Sold $440K · May 2024
- 5545 Rollingwood Dr$444K4 bd · 3 ba · 1,968 ft² · Sold $460K · Nov 2023
- 5544 Rollingwood Dr$373K3 bd · 2 ba · 1,634 ft² · Sold $100 · Nov 2021
- 5553 Rollingwood Dr$416K4 bd · 3 ba · 1,686 ft² · Sold Aug 2021
- 5514 Rollingwood Dr$334K3 bd · 2 ba · 1,185 ft² · Sold $260K · Dec 2020
- 5556 Rollingwood Dr$358K3 bd · 2 ba · 1,501 ft² · Sold $252K · Dec 2019
- 5541 Rollingwood Dr$336K3 bd · 2 ba · 1,370 ft² · Sold $237K · May 2017
- 5508 Rollingwood Dr$308K3 bd · 2 ba · 1,077 ft² · Sold $100 · Apr 2017
- 5550 Rollingwood Dr$341K3 bd · 2 ba · 1,308 ft² · Sold Jan 2017
- 5525 Rollingwood Dr$350K3 bd · 2 ba · 1,426 ft² · Sold $203K · Jan 2017
Closest homes
- 5537 Rollingwood Dr$359K76 ft · 4 bd · 2 ba · 1,636 ft² · Sold $370K · Sep 2025
- 5529 Rollingwood Dr$358K77 ft · 4 bd · 2 ba · 1,508 ft² · Sold Jun 2004
- 3310 Kingswood Dr$339K110 ft · 3 bd · 2 ba · 1,274 ft² · Sold $135K · Aug 2009
- 3260 Kingswood Dr$384K134 ft · 4 bd · 2 ba · 1,612 ft² · Sold $137K · Oct 2008
- 3316 Kingswood Dr$385K133 ft · 3 bd · 2 ba · 1,370 ft² · Sold $278K · Sep 2020
- 5541 Rollingwood Dr$336K153 ft · 3 bd · 2 ba · 1,370 ft² · Sold $234K · May 2017
- 5525 Rollingwood Dr$350K153 ft · 3 bd · 2 ba · 1,426 ft² · Sold $203K · Jan 2017
- 5532 Rollingwood Dr$371K161 ft · 3 bd · 2 ba · 1,568 ft² · Sold $88K · May 1994
More homes in Sarasota 34232
- 5578 Burnt Branch Cir$465K3 bd · 2 ba · 2,137 ft² · Sold $440K · Oct 2026
- 3676 Fescue Ln$456K3 bd · 3 ba · 2,081 ft² · Sold $500K · Oct 2026
- 1307 Ingram Ave$292K3 bd · 2 ba · 1,457 ft² · Sold $315K · Oct 2026
- 3105 Baldwin Ave$395K3 bd · 2 ba · 1,466 ft² · Sold $395K · Oct 2026
- 5300 Southerly Way$430K3 bd · 2 ba · 1,662 ft² · Sold $400K · Oct 2026
- 3953 Glen Oaks Manor Dr$397K2 bd · 2 ba · 1,630 ft² · Sold $355K · Oct 2026
- 3977 Lemonwood Dr$339K2 bd · 2 ba · 1,088 ft² · Sold $325K · Oct 2026
- Bacon Ave0.27 ac · Sold $100K · Oct 2026
- 2546 Fireflag Ln$638K3 bd · 2.5 ba · 2,419 ft² · Sold $638K · Oct 2026
- 4617 Ardale St$350K3 bd · 2 ba · 1,291 ft² · Sold $360K · Oct 2026
- 811 Hampton Wood Ct$554K3 bd · 2 ba · 2,498 ft² · Sold $375K · Oct 2026
- 5337 Colewood Pl$425K4 bd · 3 ba · 2,362 ft² · Sold $425K · Oct 2026
Assigned schools
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