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Single Family ResidenceResidential
$352,873$206 / 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 97How 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 $114,900 on Jun 8, 1999

442 MACGREGOR RD

WINTER SPRINGS, FL 32708
3
Beds
2
Baths
1,710 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.
0.11 ac
Lot SizeThe size of the land the home sits on, from county records.
1989
Year BuiltThe year the home was originally built, according to county records.
1
StoriesHow many floors the home has above ground.
2
ParkingThe number of parking spaces on the property, including the garage.

Valuation

$353K
$343K low$363K high
Last SaleThe most recent sale price and date from the recorded deed. Transfers between family members or companies may not reflect market value.$114,900 · Jun 8, 1999

Tax & Assessment

Property TaxThe property tax billed for this tax year. It usually pays for schools, roads, and local services.$1,693 (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.$142,792 (2025)
Previous AssessedThe county's assessed value from the year before, useful for seeing how the assessment changed.$138,768
Assessor Market ValueThe county assessor's own opinion of market value. It is separate from our estimate and updates on the county's schedule.$329,001

Climate Risk

Overall riskThe average of the five hazard scores below, on a 0 to 100 scale. Higher means greater projected risk over the coming decades.44
1
FloodProjected flooding risk from rivers, heavy rain, and storm surge, scored 0 to 100. Higher is riskier.
27
WildfireProjected wildfire risk, scored 0 to 100, based on how much land burns in a typical year. Higher is riskier.
98
HeatProjected heat risk, scored 0 to 100, based on how many extremely hot days a year are expected. Higher is riskier.
64
StormProjected risk from heavy rainstorms, scored 0 to 100, based on how often extreme rainfall is expected. Higher is riskier.
32
DroughtProjected water shortage risk, scored 0 to 100. Higher means more strain on the local water supply.

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
CountySeminole
ConstructionThe main material the home's frame and walls are built from.Concrete Blocks
FoundationWhat the home is built on, such as a concrete slab, a crawl space, or a basement.Footing
RoofThe main material covering the roof, such as asphalt shingle or tile.Composition Shingle
HeatingThe type of heating system in the home.Central
CoolingThe type of cooling or air conditioning in the home.Central
FireplaceWhether the home has a fireplace, and what kind.Yes
PoolWhether the property has a pool, and what kind, such as in-ground.No
FeaturesExtra features found in county records. Records are not complete everywhere, so a missing feature does not always mean the home lacks it.Porch · 218 ft²

Transaction History(1)

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.

E
Highlands Elementary SchoolA-
Elementary · Grades KG–5 · 0.7 mi
H
Winter Springs High SchoolB-
High · Grades 9–12 · 2.7 mi
M
South Seminole Academy
Middle · Grades 6–8 · 3.7 mi

District: Seminole County School District

Neighborhood · ZIP 32708These 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.65
Air pollutionOverall air pollution compared with the rest of the country, where 100 is average. Lower is cleaner.112
EarthquakeEarthquake risk and likely building damage compared with the rest of the country, where 100 is average. Scores can run far above 100.26

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.96%
Bachelor's or higherThe share of adults 25 and older whose highest degree is a bachelor's degree.29%
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.47,162
DensityPeople per square mile. Higher numbers mean a more crowded, urban area.2,520 / mi²
Median incomeThe middle household income here — half of households earn more, half earn less.$91,241
Average incomeThe average household income. It runs higher than the median when a few high earners pull it up.$114,610
Average tempThe average temperature here across a full year.72°F
Annual precipHow much rain and melted snow falls here in a typical year.52 in
SunshineThe share of daylight hours that get direct sun in a typical year, counting cloud cover.64%

Owner Tools

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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

442 Macgregor Rd 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 73% of homes in Highlands
  • Costs less per square foot than 78% of homes in Winter Springs 32708
  • Bigger than 75% of homes in Highlands
  • Has a smaller lot than 79% of homes in Winter Springs 32708
  • Newer than 74% of homes in Highlands

What homes are worth in Winter Springs 32708

Each bar is how many homes fall in that price range. The marker is this home.

This home
$185K$943K

This home is worth more than 31% of homes in Winter Springs 32708.

How it measures up in Winter Springs 32708

The dot is this home. The mark in the middle is the typical home in Winter Springs 32708.

Estimated value$352,873
CheaperTypical $420,809Pricier

Pricier than 31% of homes nearby

Price per ft²$206
CheaperTypical $231Pricier

Pricier than 22% of homes nearby

Living area1,710 ft²
SmallerTypical 1,846 ft²Bigger

Bigger than 43% of homes nearby

Lot size0.11 ac
SmallerTypical 0.21 acBigger

Bigger than 21% of homes nearby

Year built1989
OlderTypical 1987Newer

Newer than 58% of homes nearby

How 442 Macgregor Rd ranks against every home in each area.
MeasureThis homeHighlandsWinter Springs 32708Seminole County
Estimated valuepricier than$352,87373% of homes31% of homes39% of homes
Price per ft²pricier than$20658% of homes22% of homes35% of homes
Living areabigger than1,710 ft²75% of homes43% of homes47% of homes
Lot sizebigger than0.11 ac49% of homes21% of homes21% of homes
Year builtnewer than198974% of homes58% of homes58% of homes

About 442 Macgregor Rd

How much is 442 Macgregor Rd, Winter Springs, FL worth?

The TopHap Estimate for 442 Macgregor Rd, Winter Springs, FL is $352,873 as of Sep 24, 2026. The likely range is $342,658 to $363,088. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.

When did 442 Macgregor Rd, Winter Springs, FL last sell?

442 Macgregor Rd, Winter Springs, FL last sold on Jun 8, 1999 for $114,900, according to the county's recorded deed.

How big is 442 Macgregor Rd, Winter Springs, FL?

442 Macgregor Rd, Winter Springs, FL has 3 bedrooms, 2 bathrooms and 1,710 square feet of living space.

When was 442 Macgregor Rd, Winter Springs, FL built?

442 Macgregor Rd, Winter Springs, FL was built in 1989, making it 37 years old. The building has 1 story.

What schools serve 442 Macgregor Rd, Winter Springs, FL?

442 Macgregor Rd, Winter Springs, FL is assigned to Highlands Elementary School (elementary), rated A-; Winter Springs High School (high), rated B-; South Seminole Academy (middle). All sit in Seminole County School District. Attendance boundaries change — confirm with the district before relying on an assignment.

How does 442 Macgregor Rd, Winter Springs, FL compare to other homes in Winter Springs 32708?

Among the 15,804 homes in Winter Springs 32708, it is worth more than 31% of them ($352,873 against a typical $420,809), its price per square foot is higher than 22% of them ($206 against a typical $231), it is bigger than 43% of them (1,710 ft² against a typical 1,846 ft²), its lot is bigger than 21% of them (0.11 ac against a typical 0.21 ac) and it is newer than 58% of them (1989 against a typical 1987). Measured against all of Seminole County, it is worth more than 39% 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 442 Macgregor Rd, Winter Springs, FL?

The 2025 property tax bill for 442 Macgregor Rd, Winter Springs, FL was $1,693. The county assessed it at $142,792.

More homes on Macgregor Rd

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