5537 ROLLINGWOOD DR
Valuation
Tax & Assessment
Climate Risk
Scores 0–100; higher = greater projected risk.
Property Facts
Transaction History(3)
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 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
5537 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.
- Bigger than 70% of homes in Sarasota 34232
- 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 61% 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 61% of homes nearby
Pricier than 39% of homes nearby
Bigger than 70% 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 | $360,910 | 50% of homes | 61% of homes | 44% of homes |
| Price per ft²pricier than | $221 | 37% of homes | 39% of homes | 39% of homes |
| Living areabigger than | 1,636 ft² | 62% of homes | 70% of homes | 55% 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 5537 Rollingwood Dr
How much is 5537 Rollingwood Dr, Sarasota, FL worth?
The TopHap Estimate for 5537 Rollingwood Dr, Sarasota, FL is $360,910 as of Aug 30, 2026. The likely range is $330,973 to $390,847. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 5537 Rollingwood Dr, Sarasota, FL last sell?
5537 Rollingwood Dr, Sarasota, FL last sold on Sep 10, 2025 for $370,000, according to the county's recorded deed. TopHap holds 3 recorded sales for this parcel.
How big is 5537 Rollingwood Dr, Sarasota, FL?
5537 Rollingwood Dr, Sarasota, FL has 4 bedrooms, 2 bathrooms, 1,636 square feet of living space and a 0.19-acre lot.
When was 5537 Rollingwood Dr, Sarasota, FL built?
5537 Rollingwood Dr, Sarasota, FL was built in 1977, making it 49 years old. The building has 1 story.
What schools serve 5537 Rollingwood Dr, Sarasota, FL?
5537 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 5537 Rollingwood Dr, Sarasota, FL compare to other homes in Sarasota 34232?
Among the 13,860 homes in Sarasota 34232, it is worth more than 61% of them ($360,910 against a typical $328,618), its price per square foot is higher than 39% of them ($221 against a typical $233), it is bigger than 70% of them (1,636 ft² against a typical 1,406 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 44% 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 5537 Rollingwood Dr, Sarasota, FL?
The 2025 property tax bill for 5537 Rollingwood Dr, Sarasota, FL was $3,092. The county assessed it at $306,500.
More homes on Rollingwood Dr
- 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
- 5549 Rollingwood Dr$336K3 bd · 2 ba · 1,224 ft² · Sold $236K · Jun 2016
Closest homes
- 5541 Rollingwood Dr$334K77 ft · 3 bd · 2 ba · 1,370 ft² · Sold $237K · May 2017
- 5533 Rollingwood Dr$294K76 ft · 3 bd · 2 ba · 1,058 ft² · Sold Feb 2000
- 3316 Kingswood Dr$418K111 ft · 3 bd · 2 ba · 1,370 ft² · Sold $278K · Sep 2020
- 3310 Kingswood Dr$337K137 ft · 3 bd · 2 ba · 1,274 ft² · Sold $135K · Aug 2009
- 3322 Kingswood Dr$407K132 ft · 3 bd · 2 ba · 1,892 ft² · Sold $81K · Mar 1995
- 5529 Rollingwood Dr$343K153 ft · 4 bd · 2 ba · 1,508 ft² · Sold Jun 2004
- 5545 Rollingwood Dr$439K160 ft · 4 bd · 3 ba · 1,968 ft² · Sold $460K · Nov 2023
- 5538 Rollingwood Dr$355K160 ft · 3 bd · 2 ba · 1,627 ft² · Sold $59K · Oct 1984
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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