14639 WINTER STAY DR
Valuation
Tax & Assessment
Property Facts
Transaction History(2)
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
14639 Winter Stay 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 84% of homes in Orange County
- Costs more per square foot than 85% of homes in Winter Garden 34787
- Bigger than 73% of homes in Orange County
- Has a smaller lot than 67% of homes in Orange County
- Newer than 93% of homes in Orange County
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 67% 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 67% of homes nearby
Pricier than 85% of homes nearby
Bigger than 50% of homes nearby
Bigger than 43% of homes nearby
Newer than 74% of homes nearby
| Measure | This home | Winter Garden 34787 | Orange County |
|---|---|---|---|
| Estimated valuepricier than | $662,956 | 67% of homes | 84% of homes |
| Price per ft²pricier than | $291 | 85% of homes | 84% of homes |
| Living areabigger than | 2,280 ft² | 50% of homes | 73% of homes |
| Lot sizebigger than | 0.16 ac | 43% of homes | 33% of homes |
| Year builtnewer than | 2018 | 74% of homes | 93% of homes |
About 14639 Winter Stay Dr
How much is 14639 Winter Stay Dr, Winter Garden, FL worth?
The TopHap Estimate for 14639 Winter Stay Dr, Winter Garden, FL is $662,956 as of Aug 30, 2026. The likely range is $591,449 to $734,463. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 14639 Winter Stay Dr, Winter Garden, FL last sell?
14639 Winter Stay Dr, Winter Garden, FL last sold on Aug 22, 2025 for $665,000, according to the county's recorded deed. TopHap holds 2 recorded sales for this parcel.
How big is 14639 Winter Stay Dr, Winter Garden, FL?
14639 Winter Stay Dr, Winter Garden, FL has 3 bedrooms, 3 bathrooms, 2,280 square feet of living space and a 0.16-acre lot.
When was 14639 Winter Stay Dr, Winter Garden, FL built?
14639 Winter Stay Dr, Winter Garden, FL was built in 2018, making it 8 years old. The building has 2 stories.
What schools serve 14639 Winter Stay Dr, Winter Garden, FL?
14639 Winter Stay Dr, Winter Garden, FL is assigned to Panther Lake Elementary School (elementary), rated A-; Horizon High School (high), rated B; Hamlin Middle School (middle), rated A. All sit in Orange County School District. Attendance boundaries change — confirm with the district before relying on an assignment.
How does 14639 Winter Stay Dr, Winter Garden, FL compare to other homes in Winter Garden 34787?
Among the 34,419 homes in Winter Garden 34787, it is worth more than 67% of them ($662,956 against a typical $565,122), its price per square foot is higher than 85% of them ($291 against a typical $240), it is bigger than 50% of them (2,280 ft² against a typical 2,288 ft²), its lot is bigger than 43% of them (0.16 ac against a typical 0.17 ac) and it is newer than 74% of them (2018 against a typical 2014). Measured against all of Orange County, it is worth more than 84% 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 14639 Winter Stay Dr, Winter Garden, FL?
The 2025 property tax bill for 14639 Winter Stay Dr, Winter Garden, FL was $6,425. The county assessed it at $578,320.
More homes on Winter Stay Dr
- 14831 Winter Stay Dr$829K5 bd · 3 ba · 2,662 ft² · Sold $830K · Apr 2026
- 14507 Winter Stay Dr$1.1M5 bd · 4 ba · 3,870 ft² · Sold $1.2M · Nov 2025
- 14513 Winter Stay Dr$997K5 bd · 4 ba · 4,305 ft² · Sold $100K · Aug 2025
- 14554 Winter Stay Dr$698K4 bd · 3.5 ba · 2,504 ft² · Sold $700K · Jul 2025
- 14657 Winter Stay Dr$657K4 bd · 4 ba · 2,935 ft² · Sold $660K · Apr 2025
- 14627 Winter Stay Dr$639K3 bd · 3 ba · 2,072 ft² · Sold $642K · Mar 2025
- 14969 Winter Stay Dr$986K4 bd · 3.5 ba · 3,263 ft² · Sold $990K · Mar 2025
- 14891 Winter Stay Dr$681K4 bd · 3 ba · 2,662 ft² · Sold $685K · Oct 2024
- 14548 Winter Stay Dr$1.1M5 bd · 4 ba · 4,305 ft² · Sold $1.2M · Jul 2024
- 14867 Winter Stay Dr$713K4 bd · 3 ba · 2,662 ft² · Sold Jun 2024
- 14975 Winter Stay Dr$663K4 bd · 3 ba · 2,662 ft² · Sold $695K · Apr 2024
- 14711 Winter Stay Dr$835K4 bd · 3 ba · 2,662 ft² · Sold $700K · Dec 2023
Closest homes
- 14645 Winter Stay Dr$819K54 ft · 4 bd · 4 ba · 3,424 ft² · Sold $432K · Jan 2018
- 14651 Winter Stay Dr$667K104 ft · 4 bd · 4 ba · 2,935 ft² · Sold $471K · Sep 2020
- 14627 Winter Stay Dr$639K108 ft · 3 bd · 3 ba · 2,072 ft² · Sold $642K · Mar 2025
- 15842 Sweet Lemon Way$766K147 ft · 4 bd · 4 ba · 3,207 ft² · Sold $470K · Oct 2018
- 9176 Holliston Creek Pl$997K149 ft · 6 bd · 5 ba · 4,476 ft² · Sold $585K · Sep 2018
- 15848 Sweet Lemon Way$598K164 ft · 4 bd · 4 ba · 2,613 ft² · Sold $399K · Jul 2018
- 14657 Winter Stay Dr$657K154 ft · 4 bd · 4 ba · 2,935 ft² · Sold $660K · Apr 2025
- 14621 Winter Stay Dr$665K162 ft · 4 bd · 4 ba · 2,935 ft² · Sold $412K · Oct 2017
More homes in Winter Garden 34787
- 14511 Isleview Dr$3.3M5 bd · 4 ba · 3,845 ft² · Sold $3.2M · Sep 2026
- 6352 Wild Persimmon WayResidential - Vacant Land · Sold $1.1M · Sep 2026
- 5949 Flowering Cherry BndResidential - Vacant Land · Sold $920K · Sep 2026
- 17447 Sunset Prairie DrResidential - Vacant Land · Sold $1.7M · Sep 2026
- 17441 Sunset Prairie DrResidential - Vacant Land · Sold $1.7M · Sep 2026
- 7567 Spring Valley StResidential - Vacant Land · Sold $1.7M · Sep 2026
- 17403 Sunset Prairie DrResidential - Vacant Land · Sold $1.7M · Sep 2026
- 17410 Sunset Prairie DrResidential - Vacant Land · Sold $1.7M · Sep 2026
- 17073 Haggerty Hollow DrResidential - Vacant Land · Sold $1.7M · Sep 2026
- 17084 Haggerty Hollow DrResidential - Vacant Land · Sold $1.7M · Sep 2026
- 714 Bellshire Way$495K4 bd · 2 ba · 1,814 ft² · Sold $238K · Sep 2026
- 7720 Summerlake Pointe Blvd$800K5 bd · 4 ba · 3,587 ft² · Sold $753K · Sep 2026
Assigned schools
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