404 S MAIN ST
Valuation
Tax & Assessment
Property Facts
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.
District: Orange County School District
Neighborhood · ZIP 34787These 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
404 S Main St 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 less than 70% of homes in Winter Garden 34787
- Costs more per square foot than 93% of homes in Winter Garden 34787
- Smaller than 89% of homes in Winter Garden 34787
- Has a bigger lot than 79% of homes in Winter Garden 34787
- Among the oldest homes in Winter Garden 34787
What homes are worth in Winter Garden 34787
Each bar is how many homes fall in that price range. The marker is this home.
This home is worth more than 30% of homes in Winter Garden 34787.
How it measures up in Winter Garden 34787
The dot is this home. The mark in the middle is the typical home in Winter Garden 34787.
Pricier than 30% of homes nearby
Pricier than 93% of homes nearby
Bigger than 11% of homes nearby
Bigger than 79% of homes nearby
Older than almost all homes nearby
| Measure | This home | Winter Garden 34787 | Orange County |
|---|---|---|---|
| Estimated valuepricier than | $464,885 | 30% of homes | 63% of homes |
| Price per ft²pricier than | $335 | 93% of homes | 91% of homes |
| Living areabigger than | 1,386 ft² | 11% of homes | 31% of homes |
| Lot sizebigger than | 0.29 ac | 79% of homes | 75% of homes |
| Year builtnewer than | 1928 | almost no homes | almost no homes |
About 404 S Main St
How much is 404 S Main St, Winter Garden, FL worth?
The TopHap Estimate for 404 S Main St, Winter Garden, FL is $464,885 as of Sep 24, 2026. The likely range is $442,669 to $487,101. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 404 S Main St, Winter Garden, FL last sell?
404 S Main St, Winter Garden, FL last sold on Jun 19, 2018 for $260,000, according to the county's recorded deed.
How big is 404 S Main St, Winter Garden, FL?
404 S Main St, Winter Garden, FL has 2 bedrooms, 1 bathrooms, 1,386 square feet of living space and a 0.29-acre lot.
When was 404 S Main St, Winter Garden, FL built?
404 S Main St, Winter Garden, FL was built in 1928, making it 98 years old. The building has 1 story.
What schools serve 404 S Main St, Winter Garden, FL?
404 S Main St, Winter Garden, FL is assigned to Dillard Street Elementary School (elementary), rated C; Lakeview Middle School (middle), rated C; West Orange High School (high), rated B+. All sit in Orange County School District. Attendance boundaries change — confirm with the district before relying on an assignment.
How does 404 S Main St, Winter Garden, FL compare to other homes in Winter Garden 34787?
Among the 34,930 homes in Winter Garden 34787, it is worth more than 30% of them ($464,885 against a typical $562,450), its price per square foot is higher than 93% of them ($335 against a typical $244), it is bigger than 11% of them (1,386 ft² against a typical 2,270 ft²), its lot is bigger than 79% of them (0.29 ac against a typical 0.18 ac) and it is newer than almost none of them (1928 against a typical 2015). Measured against all of Orange County, it is worth more than 63% 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 404 S Main St, Winter Garden, FL?
The 2024 property tax bill for 404 S Main St, Winter Garden, FL was $5,638. The county assessed it at $309,565.
More homes on S Main St
- 417 S Main St$754K3 bd · 2.5 ba · 2,062 ft² · Sold $743K · Mar 2026
- 214 S Main St4 bd · 4 ba · 2,268 ft² · Sold $739K · Jan 2026
- 410 S Main St$766K5 bd · 4 ba · 2,813 ft² · Sold $750K · Dec 2025
- 208 S Main St4 bd · 4 ba · 2,268 ft² · Sold $739K · Aug 2025
- 531 S Main St0.16 ac · Sold $580K · Jul 2025
- 326 S Main St4 bd · 2 ba · 1,239 ft² · Sold $275K · Apr 2025
- 514 S Main St$338K2 bd · 2 ba · 1,266 ft² · Sold Feb 2025
- 311 S Main St3 bd · 2 ba · 1,895 ft² · Sold $805K · Dec 2024
- 320 S Main St$712K3 bd · 2.8 ba · 1,970 ft² · Sold $650K · Feb 2024
- 202 S Main St6 bd · 4 ba · 2,466 ft² · Sold $625K · Aug 2022
- 733 S Main St$331K2 bd · 1 ba · 1,040 ft² · Sold $275K · Mar 2022
- 745 S Main St$295K2 bd · 1 ba · 691 ft² · Sold $250K · Feb 2022
Closest homes
- 410 S Main St$766K92 ft · 5 bd · 4 ba · 2,813 ft² · Sold $750K · Dec 2025
- 326 S Main St107 ft · 4 bd · 2 ba · 1,239 ft² · Sold $275K · Apr 2025
- 320 S Main St$712K155 ft · 3 bd · 2.8 ba · 1,970 ft² · Sold $650K · Feb 2024
- 16 W Miller St143 ft · 4 bd · 4 ba · 1,794 ft² · Sold $470K · Aug 2022
- 416 S Main St185 ft · 4 bd · 2 ba · 1,590 ft²
- 415 S Boyd St172 ft · 6 bd · 4 ba · 2,878 ft² · Sold $182K · Dec 2013
- 2 E Miller St169 ft · 3 bd · 2 ba · 1,214 ft² · Sold Aug 2014
- 327 S Boyd St199 ft · 5 bd · 3 ba · 2,211 ft² · Sold $655K · Nov 2021
More homes in Winter Garden 34787
- 109 Windtree Ln$210K2 bd · 2.3 ba · 918 ft² · Sold $195K · Oct 2026
- 132 Zachary Wade St$510K3 bd · 2 ba · 1,708 ft² · Sold $500K · Oct 2026
- 30 W Smith St$722K4 bd · 2.5 ba · 2,549 ft² · Sold $382K · Oct 2026
- 1807 Morning Sky Dr$444K3 bd · 2 ba · 1,960 ft² · Sold $94K · Oct 2026
- 15511 Campden St$370K3 bd · 2.5 ba · 1,755 ft² · Sold $340K · Oct 2026
- 1271 Avalon Rd3 bd · 2 ba · 1,997 ft² · Sold Oct 2026
- 14629 Bahama Swallow Blvd$468K3 bd · 2 ba · 2,223 ft² · Sold $461K · Oct 2026
- 15240 Shonan Gold Dr$1.3M4 bd · 3.5 ba · 3,743 ft² · Sold $1.3M · Oct 2026
- 14975 Winter Stay Dr$770K4 bd · 3 ba · 2,662 ft² · Sold $780K · Oct 2026
- 16330 Brisk Breeze Aly$515K3 bd · 2.5 ba · 2,019 ft² · Sold $490K · Oct 2026
- 1527 Viscaya Cove Blvd$635K4 bd · 3.5 ba · 2,300 ft² · Sold $620K · Oct 2026
- 6001 Flowering Cherry BndResidential - Vacant Land · Sold $900K · Oct 2026
Assigned schools
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