1850 WINDSOR DR
Valuation
Tax & Assessment
Property Facts
Transaction History(7)
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 32789These 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
1850 Windsor 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 95% of homes in Orange County
- Among the highest price per square foot in Orange County
- Has a bigger lot than 65% of homes in Orange County
- Older than 94% of homes in Orange County
What homes are worth in Winter Park 32789
Each bar is how many homes fall in that price range. The marker is this home.
This home is worth more than 57% of homes in Winter Park 32789.
How it measures up in Winter Park 32789
The dot is this home. The mark in the middle is the typical home in Winter Park 32789.
Pricier than 57% of homes nearby
Pricier than 77% of homes nearby
Bigger than 42% of homes nearby
Bigger than 49% of homes nearby
Newer than 26% of homes nearby
| Measure | This home | Winter Park 32789 | Orange County |
|---|---|---|---|
| Estimated valuepricier than | $1,064,346 | 57% of homes | 95% of homes |
| Price per ft²pricier than | $623 | 77% of homes | almost all homes |
| Living areabigger than | 1,708 ft² | 42% of homes | 50% of homes |
| Lot sizebigger than | 0.24 ac | 49% of homes | 65% of homes |
| Year builtnewer than | 1954 | 26% of homes | 6% of homes |
About 1850 Windsor Dr
How much is 1850 Windsor Dr, Winter Park, FL worth?
The TopHap Estimate for 1850 Windsor Dr, Winter Park, FL is $1,064,346 as of Oct 21, 2026. The likely range is $954,748 to $1,173,944. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 1850 Windsor Dr, Winter Park, FL last sell?
1850 Windsor Dr, Winter Park, FL last sold on Mar 25, 2021 for $505,000, according to the county's recorded deed. TopHap holds 5 recorded sales for this parcel.
How big is 1850 Windsor Dr, Winter Park, FL?
1850 Windsor Dr, Winter Park, FL has 3 bedrooms, 2 bathrooms, 1,708 square feet of living space and a 0.24-acre lot.
When was 1850 Windsor Dr, Winter Park, FL built?
1850 Windsor Dr, Winter Park, FL was built in 1954, making it 72 years old. The building has 1 story.
What schools serve 1850 Windsor Dr, Winter Park, FL?
1850 Windsor Dr, Winter Park, FL is assigned to Lakemont Elementary School (elementary), rated B+; Winter Park High School (high), rated B+; Maitland Middle School (middle), rated B. All sit in Orange County School District. Attendance boundaries change — confirm with the district before relying on an assignment.
How does 1850 Windsor Dr, Winter Park, FL compare to other homes in Winter Park 32789?
Among the 10,239 homes in Winter Park 32789, it is worth more than 57% of them ($1,064,346 against a typical $865,642), its price per square foot is higher than 77% of them ($623 against a typical $463), it is bigger than 42% of them (1,708 ft² against a typical 1,957 ft²), its lot is bigger than 49% of them (0.24 ac against a typical 0.24 ac) and it is newer than 26% of them (1954 against a typical 1966). Measured against all of Orange County, it is worth more than 95% 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 1850 Windsor Dr, Winter Park, FL?
The 2025 property tax bill for 1850 Windsor Dr, Winter Park, FL was $8,242. The county assessed it at $561,649.
More homes on Windsor Dr
- 1821 Windsor Dr$1M8 bd · 5.3 ba · 4,376 ft² · Sold $995K · Jul 2025
- 1771 Windsor Dr$905K4 bd · 2 ba · 1,999 ft² · Sold $850K · Dec 2024
- 1880 Windsor Dr$1.5M10 bd · 8.3 ba · 5,879 ft² · Sold $1.2M · Sep 2024
- 1851 Windsor Dr$2.7M4 bd · 5.8 ba · 4,017 ft² · Sold $2.4M · Aug 2024
- 1731 Windsor Dr$2.3M4 bd · 4 ba · 3,669 ft² · Sold $1.4M · Jul 2022
- 1710 Windsor Dr$1.7M4 bd · 2 ba · 2,672 ft² · Sold $1.1M · Mar 2022
- 1781 Windsor Dr$1.2M5 bd · 4 ba · 2,444 ft² · Sold $805K · May 2021
- 1790 Windsor Dr$815K4 bd · 2 ba · 1,634 ft² · Sold $415K · Dec 2020
- 1830 Windsor Dr$623K3 bd · 2 ba · 1,368 ft² · Sold $173K · Apr 2018
- 1801 Windsor Dr$653K4 bd · 2 ba · 1,440 ft² · Sold $185K · Jul 2017
- 1881 Windsor Dr$730K3 bd · 2 ba · 1,064 ft² · Sold Sep 2016
- 1770 Windsor Dr$1.3M4 bd · 3 ba · 2,460 ft² · Sold $568K · May 2014
Closest homes
- Taylor Ave71 ft · 850 ft²
- 1830 Windsor Dr$623K70 ft · 3 bd · 2 ba · 1,368 ft² · Sold $173K · Apr 2018
- 1860 Windsor Dr$740K81 ft · 4 bd · 2 ba · 1,638 ft² · Sold Jan 1900
- 1851 Taylor Ave$646K152 ft · 2 bd · 1 ba · 1,226 ft² · Sold Jan 1900
- 1841 Taylor Ave$560K162 ft · 3 bd · 2 ba · 1,217 ft² · Sold Jun 2004
- 1820 Windsor Dr$1.9M145 ft · 4 bd · 4 ba · 3,066 ft² · Sold $385K · Jul 2005
- 1861 Taylor Ave$1.7M161 ft · 5 bd · 5.8 ba · 3,116 ft² · Sold $1.7M · Mar 2026
- 1880 Windsor Dr$1.5M154 ft · 10 bd · 8.3 ba · 5,879 ft² · Sold $1.2M · Sep 2024
More homes in Winter Park 32789
- 1510 Berkshire Ave$598K2 bd · 2 ba · 1,535 ft² · Sold $625K · Oct 2026
- 1815 Staunton Ave$335K2 bd · 1 ba · 994 ft² · Sold $290K · Oct 2026
- 2007 Cornell Ave$449K2 bd · 1 ba · 1,107 ft² · Sold $420K · Oct 2026
- 1809 Hammerlin Ave$549K3 bd · 2.8 ba · 1,818 ft² · Sold $495K · Oct 2026
- 1526 Miller Ave4 bd · 4.5 ba · 4,073 ft² · Sold $1.5M · Oct 2026
- 450 Holt Ave$1M4 bd · 4 ba · 1,911 ft² · Sold $67K · Oct 2026
- 404 Holt Ave$1.2M3 bd · 3.5 ba · 1,814 ft² · Sold $157K · Oct 2026
- 1421 Michigan Ave5 bd · 3 ba · 2,031 ft² · Sold $580K · Oct 2026
- 1941 Oglesby Ave$340K2 bd · 1 ba · 780 ft² · Sold $290K · Oct 2026
- 780 Maryland Ave$793K2 bd · 3 ba · 1,392 ft² · Sold $105K · Oct 2026
- 778 Maryland Ave$827K2 bd · 3 ba · 1,392 ft² · Sold $105K · Oct 2026
- 313 Sylvan Dr$1.3M3 bd · 3 ba · 2,348 ft² · Sold $1.8M · Oct 2026
Assigned schools
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