5556 ROLLINGWOOD DR
Valuation
Tax & Assessment
Climate Risk
Scores 0–100; higher = greater projected risk.
Property Facts
Transaction History(5)
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
5556 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.
- Has a bigger lot than 80% of homes in Sarasota 34232
- Older than 75% 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 56% 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 56% of homes nearby
Pricier than 46% of homes nearby
Bigger than 59% of homes nearby
Bigger than 80% of homes nearby
Newer than 34% of homes nearby
| Measure | This home | Central Sarasota | Sarasota 34232 | Sarasota County |
|---|---|---|---|---|
| Estimated valuepricier than | $345,293 | 47% of homes | 56% of homes | 41% of homes |
| Price per ft²pricier than | $230 | 42% of homes | 46% of homes | 45% of homes |
| Living areabigger than | 1,501 ft² | 52% of homes | 59% of homes | 46% of homes |
| Lot sizebigger than | 0.32 ac | 79% of homes | 80% of homes | 78% of homes |
| Year builtnewer than | 1974 | 40% of homes | 34% of homes | 25% of homes |
About 5556 Rollingwood Dr
How much is 5556 Rollingwood Dr, Sarasota, FL worth?
The TopHap Estimate for 5556 Rollingwood Dr, Sarasota, FL is $345,293 as of Aug 30, 2026. The likely range is $314,884 to $375,702. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 5556 Rollingwood Dr, Sarasota, FL last sell?
5556 Rollingwood Dr, Sarasota, FL last sold on Dec 9, 2019 for $252,000, according to the county's recorded deed. TopHap holds 4 recorded sales for this parcel.
How big is 5556 Rollingwood Dr, Sarasota, FL?
5556 Rollingwood Dr, Sarasota, FL has 3 bedrooms, 2 bathrooms, 1,501 square feet of living space and a 0.32-acre lot.
When was 5556 Rollingwood Dr, Sarasota, FL built?
5556 Rollingwood Dr, Sarasota, FL was built in 1974, making it 52 years old. The building has 1 story.
What schools serve 5556 Rollingwood Dr, Sarasota, FL?
5556 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 5556 Rollingwood Dr, Sarasota, FL compare to other homes in Sarasota 34232?
Among the 13,860 homes in Sarasota 34232, it is worth more than 56% of them ($345,293 against a typical $329,675), its price per square foot is higher than 46% of them ($230 against a typical $234), it is bigger than 59% of them (1,501 ft² against a typical 1,404 ft²), its lot is bigger than 80% of them (0.32 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 41% 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 5556 Rollingwood Dr, Sarasota, FL?
The 2025 property tax bill for 5556 Rollingwood Dr, Sarasota, FL was $2,699. The county assessed it at $272,253.
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
- 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
- 5550 Rollingwood Dr$348K101 ft · 3 bd · 2 ba · 1,308 ft² · Sold Jan 2017
- 5562 Rollingwood Dr$316K100 ft · 3 bd · 2 ba · 1,292 ft² · Sold $227K · May 2006
- 5549 Homewood Dr$317K111 ft · 2 bd · 2 ba · 1,184 ft² · Sold $165K · Dec 2015
- 5553 Homewood Dr$330K144 ft · 3 bd · 2 ba · 1,292 ft² · Sold $117K · Sep 2001
- 5543 Homewood Dr$314K136 ft · 3 bd · 2 ba · 1,240 ft² · Sold $75K · Jun 1996
- 5549 Rollingwood Dr$336K168 ft · 3 bd · 2 ba · 1,224 ft² · Sold $236K · Jun 2016
- 5544 Rollingwood Dr$351K181 ft · 3 bd · 2 ba · 1,634 ft² · Sold $100 · Nov 2021
- 5545 Rollingwood Dr$439K194 ft · 4 bd · 3 ba · 1,968 ft² · Sold $460K · Nov 2023
More homes in Sarasota 34232
- 3501 Dunbar Dr$220K2 bd · 2 ba · 1,105 ft² · Sold $175K · Sep 2026
- 2223 Ingram Ave$300K2 bd · 2 ba · 1,080 ft² · Sold $300K · Sep 2026
- 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
Assigned schools
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