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Single Family ResidenceResidential
$408,685$292 / ft²
TopHap EstimateOur estimate of what this home would sell for today, based on nearby sales, the home's size and features, and local price trends. It is a starting point, not an appraisal.· confidence 92How well the pricing models agreed with each other on this home. Higher means the estimate rests on stronger, more consistent data.· as of Sep 24, 2026
Last sold for $278,000 on Oct 23, 2020

5439 WINEWOOD DR

SARASOTA, FL 34232
3
Beds
2
Baths
1,398 ft²
Living AreaTotal finished area of the structures, from county records. Some counties include shared space like hallways or a building gym, so it may not match a listing.
0.2 ac
Lot SizeThe size of the land the home sits on, from county records.
1978
Year BuiltThe year the home was originally built, according to county records.
1
StoriesHow many floors the home has above ground.
5
RoomsThe total room count in county records. Counties differ on which rooms they count, so compare it loosely.

Valuation

$409K
$375K low$443K high
Last SaleThe most recent sale price and date from the recorded deed. Transfers between family members or companies may not reflect market value.$278,000 · Oct 23, 2020

Tax & Assessment

Property TaxThe property tax billed for this tax year. It usually pays for schools, roads, and local services.$4,637 (2025)
Assessed ValueThe value the county assigns to this home to calculate property tax. It is often lower than what the home would sell for.$351,100 (2025)
Assessed LandThe share of the county's assessed value that comes from the land itself, not the buildings.$130,000
Assessed ImprovementsThe share of the county's assessed value that comes from the buildings and other structures on the land.$221,100
Previous AssessedThe county's assessed value from the year before, useful for seeing how the assessment changed.$320,904
Assessor Market ValueThe county assessor's own opinion of market value. It is separate from our estimate and updates on the county's schedule.$351,100

Climate Risk

Projected Flood DepthHow deep a serious flood is expected to get here at some point in the next 30 years. Shown in inches.24 in
30-Year Flood ChanceThe chance of at least one serious flood here in the next 30 years, not in any single year.51%
FEMA Flood ZoneFEMA's flood zone for this address. Zones starting with A or V are high risk, and lenders usually require flood insurance there.1 percent flood zone

Scores 0–100; higher = greater projected risk.

Property Facts

Property TypeThe broad category the county puts this property in, such as residential or commercial.Single Family Residence
CountySARASOTA
Effective Year BuiltAn adjusted build year that accounts for condition and major remodels. A big renovation can make a home count as newer than it is.2003
Lot (acres)The size of the land the home sits on, from county records.0.20
ConstructionThe main material the home's frame and walls are built from.Masonry/Concrete Masonry Units (Cmus)
RoofThe main material covering the roof, such as asphalt shingle or tile.Metal
HeatingThe type of heating system in the home.Central
CoolingThe type of cooling or air conditioning in the home.Central
GarageWhether the property has a garage, and details like whether it is attached to the home.Garage, Attached
PoolWhether the property has a pool, and what kind, such as in-ground.Yes
ViewThe type of view from the property, or another feature of the site that affects value.Main Land
FeaturesExtra features found in county records. Records are not complete everywhere, so a missing feature does not always mean the home lacks it.Patio · 548 ft²Porch · 299 ft²

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.

Foreclosure Filings(4)

Assigned SchoolsThe public schools this address is zoned for. Boundaries change, so confirm with the district before you count on it.

E
Brentwood Elementary SchoolB
Elementary · Grades PK–5 · 0.9 mi
M
McIntosh Middle SchoolB-
Middle · Grades 6–8 · 1.6 mi
H
Sarasota High SchoolB-
High · Grades 9–12 · 4.2 mi

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.

CrimeLocal crime compared with the rest of the country, where 100 is average. It reflects things like population density, income, and how crime gets reported.72
Air pollutionOverall air pollution compared with the rest of the country, where 100 is average. Lower is cleaner.89
EarthquakeEarthquake risk and likely building damage compared with the rest of the country, where 100 is average. Scores can run far above 100.17

Index scale: 100 = US average (tick). Lower is better.

Homes occupiedThe share of homes here that someone lives in. The rest sit empty, including vacation and for-sale homes.89%
Bachelor's or higherThe share of adults 25 and older whose highest degree is a bachelor's degree.22%
Poverty rateThe share of people whose household income falls below the federal poverty line, which varies by family size.7.8%
UnemploymentThe share of men 16 and older who are out of work and actively looking. Only men are counted in this figure.1.1%
PopulationHow many people live in this area.37,867
DensityPeople per square mile. Higher numbers mean a more crowded, urban area.3,313 / mi²
Median incomeThe middle household income here — half of households earn more, half earn less.$80,504
Average incomeThe average household income. It runs higher than the median when a few high earners pull it up.$101,991
Average tempThe average temperature here across a full year.73°F
Annual precipHow much rain and melted snow falls here in a typical year.55 in
SunshineThe share of daylight hours that get direct sun in a typical year, counting cloud cover.68%

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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

5439 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.

  • Worth more than 74% of homes in Sarasota 34232
  • Costs more per square foot than 88% of homes in Sarasota 34232
  • Older than 69% 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
$124K$749K

This home is worth more than 74% 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.

Estimated value$408,685
CheaperTypical $326,780Pricier

Pricier than 74% of homes nearby

Price per ft²$292
CheaperTypical $234Pricier

Pricier than 88% of homes nearby

Living area1,398 ft²
SmallerTypical 1,411 ft²Bigger

Bigger than 49% of homes nearby

Lot size0.2 ac
SmallerTypical 0.2 acBigger

Bigger than 49% of homes nearby

Year built1978
OlderTypical 1979Newer

Newer than 49% of homes nearby

How 5439 Winewood Dr ranks against every home in each area.
MeasureThis homeCentral SarasotaSarasota 34232Sarasota County
Estimated valuepricier than$408,68562% of homes74% of homes53% of homes
Price per ft²pricier than$29278% of homes88% of homes70% of homes
Living areabigger than1,398 ft²44% of homes49% of homes38% of homes
Lot sizebigger than0.2 ac39% of homes49% of homes40% of homes
Year builtnewer than197850% of homes49% of homes31% of homes

About 5439 Winewood Dr

How much is 5439 Winewood Dr, Sarasota, FL worth?

The TopHap Estimate for 5439 Winewood Dr, Sarasota, FL is $408,685 as of Sep 24, 2026. The likely range is $374,657 to $442,713. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.

When did 5439 Winewood Dr, Sarasota, FL last sell?

5439 Winewood Dr, Sarasota, FL last sold on Oct 23, 2020 for $278,000, according to the county's recorded deed. TopHap holds 5 recorded sales for this parcel.

How big is 5439 Winewood Dr, Sarasota, FL?

5439 Winewood Dr, Sarasota, FL has 3 bedrooms, 2 bathrooms, 1,398 square feet of living space and a 0.20-acre lot.

When was 5439 Winewood Dr, Sarasota, FL built?

5439 Winewood Dr, Sarasota, FL was built in 1978, making it 48 years old. The building has 1 story.

What schools serve 5439 Winewood Dr, Sarasota, FL?

5439 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 5439 Winewood Dr, Sarasota, FL compare to other homes in Sarasota 34232?

Among the 13,865 homes in Sarasota 34232, it is worth more than 74% of them ($408,685 against a typical $326,780), its price per square foot is higher than 88% of them ($292 against a typical $234), it is bigger than 49% of them (1,398 ft² against a typical 1,411 ft²), its lot is bigger than 49% of them (0.2 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 53% 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 5439 Winewood Dr, Sarasota, FL?

The 2025 property tax bill for 5439 Winewood Dr, Sarasota, FL was $4,637. The county assessed it at $351,100.

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