5538 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
5538 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.
- Costs less per square foot than 65% of homes in Central Sarasota
- Bigger than 68% of homes in Sarasota 34232
- Older than 76% 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 59% 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 59% of homes nearby
Pricier than 36% of homes nearby
Bigger than 68% of homes nearby
Bigger than 50% of homes nearby
Newer than 34% of homes nearby
| Measure | This home | Central Sarasota | Sarasota 34232 | Sarasota County |
|---|---|---|---|---|
| Estimated valuepricier than | $355,285 | 49% of homes | 59% of homes | 43% of homes |
| Price per ft²pricier than | $218 | 35% of homes | 36% of homes | 38% of homes |
| Living areabigger than | 1,627 ft² | 61% of homes | 68% of homes | 55% of homes |
| Lot sizebigger than | 0.2 ac | 41% of homes | 50% of homes | 41% of homes |
| Year builtnewer than | 1974 | 40% of homes | 34% of homes | 24% of homes |
About 5538 Rollingwood Dr
How much is 5538 Rollingwood Dr, Sarasota, FL worth?
The TopHap Estimate for 5538 Rollingwood Dr, Sarasota, FL is $355,285 as of Aug 30, 2026. The likely range is $332,607 to $377,963. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 5538 Rollingwood Dr, Sarasota, FL last sell?
5538 Rollingwood Dr, Sarasota, FL last sold on Oct 24, 1984 for $58,500, according to the county's recorded deed.
How big is 5538 Rollingwood Dr, Sarasota, FL?
5538 Rollingwood Dr, Sarasota, FL has 3 bedrooms, 2 bathrooms, 1,627 square feet of living space and a 0.20-acre lot.
When was 5538 Rollingwood Dr, Sarasota, FL built?
5538 Rollingwood Dr, Sarasota, FL was built in 1974, making it 52 years old. The building has 1 story.
What schools serve 5538 Rollingwood Dr, Sarasota, FL?
5538 Rollingwood Dr, Sarasota, FL is assigned to Brentwood Elementary School (elementary), rated B-; McIntosh Middle School (middle), rated C+; 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 5538 Rollingwood Dr, Sarasota, FL compare to other homes in Sarasota 34232?
Among the 13,860 homes in Sarasota 34232, it is worth more than 59% of them ($355,285 against a typical $326,264), its price per square foot is higher than 36% of them ($218 against a typical $234), it is bigger than 68% of them (1,627 ft² against a typical 1,413 ft²), its lot is bigger than 50% of them (0.2 ac against a typical 0.2 ac) and it is newer than 34% of them (1974 against a typical 1979). Measured against all of Sarasota County, it is worth more than 43% 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 5538 Rollingwood Dr, Sarasota, FL?
The 2025 property tax bill for 5538 Rollingwood Dr, Sarasota, FL was $661. The county assessed it at $99,572.
More homes on Rollingwood Dr
- 5537 Rollingwood Dr$361K4 bd · 2 ba · 1,636 ft² · Sold $370K · Sep 2025
- 5509 Rollingwood Dr$344K3 bd · 2 ba · 1,122 ft² · Sold Jun 2024
- 5526 Rollingwood Dr$409K3 bd · 2 ba · 1,440 ft² · Sold $440K · May 2024
- 5545 Rollingwood Dr$439K4 bd · 3 ba · 1,968 ft² · Sold $460K · Nov 2023
- 5544 Rollingwood Dr$351K3 bd · 2 ba · 1,634 ft² · Sold $100 · Nov 2021
- 5553 Rollingwood Dr$430K4 bd · 3 ba · 1,686 ft² · Sold Aug 2021
- 5514 Rollingwood Dr$350K3 bd · 2 ba · 1,185 ft² · Sold $260K · Dec 2020
- 5556 Rollingwood Dr$345K3 bd · 2 ba · 1,501 ft² · Sold $252K · Dec 2019
- 5541 Rollingwood Dr$334K3 bd · 2 ba · 1,370 ft² · Sold $237K · May 2017
- 5508 Rollingwood Dr$301K3 bd · 2 ba · 1,077 ft² · Sold $100 · Apr 2017
- 5550 Rollingwood Dr$348K3 bd · 2 ba · 1,308 ft² · Sold Jan 2017
- 5525 Rollingwood Dr$348K3 bd · 2 ba · 1,426 ft² · Sold $203K · Jan 2017
Closest homes
- 5544 Rollingwood Dr$351K77 ft · 3 bd · 2 ba · 1,634 ft² · Sold $100 · Nov 2021
- 5532 Rollingwood Dr$331K79 ft · 3 bd · 2 ba · 1,568 ft² · Sold $88K · May 1994
- 5531 Homewood Dr$387K110 ft · 3 bd · 2 ba · 2,082 ft² · Sold $126K · Aug 2012
- 5537 Homewood Dr$321K137 ft · 2 bd · 2 ba · 1,211 ft²
- 5525 Homewood Dr$344K135 ft · 3 bd · 2 ba · 1,291 ft² · Sold $450K · Nov 2022
- 5550 Rollingwood Dr$348K157 ft · 3 bd · 2 ba · 1,308 ft² · Sold Jan 2017
- 5526 Rollingwood Dr$409K156 ft · 3 bd · 2 ba · 1,440 ft² · Sold $440K · May 2024
- 5537 Rollingwood Dr$361K160 ft · 4 bd · 2 ba · 1,636 ft² · Sold $370K · Sep 2025
More homes in Sarasota 34232
- 1840 Summer Walk Cir$383K3 bd · 2 ba · 1,452 ft² · Sold $373K · Sep 2026
- 3247 Woodmont Dr$375K3 bd · 2 ba · 1,186 ft² · Sold $367K · Sep 2026
- 1510 Georgetowne Ln$475K3 bd · 2 ba · 1,362 ft² · Sold $465K · Sep 2026
- 218 Barlow Ave$140K3 bd · 2.5 ba · 1,250 ft² · Sold $135K · Sep 2026
- 228 Amherst Ave$138K4 bd · 2.5 ba · 1,368 ft² · Sold $138K · Sep 2026
- 309 Amherst Ave$145K3 bd · 2.5 ba · 1,250 ft² · Sold $135K · Sep 2026
- 5541 Kensington St$285K2 bd · 1 ba · 801 ft² · Sold $245K · Sep 2026
- 5430 Hayden Blvd$299K3 bd · 2 ba · 1,469 ft² · Sold $230K · Sep 2026
- 5016 Lahaina Dr$366K3 bd · 2 ba · 1,784 ft² · Sold $250K · Sep 2026
- 4915 Bell Meade Dr$290K2 bd · 1 ba · 900 ft² · Sold $299K · Sep 2026
- 3653 Taro Pl$322K3 bd · 2 ba · 1,734 ft² · Sold $103K · Sep 2026
- 1527 Stewart Dr2 bd · 2 ba · 1,423 ft² · Sold $267K · Aug 2026
Assigned schools
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