1881 WINDSOR DR
Valuation
Tax & Assessment
Property Facts
Transaction History(4)
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(1)
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
1881 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 85% of homes in Orange County
- Among the highest price per square foot in Orange County
- Smaller than 87% of homes in Orange County
- Older than 95% 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 39% 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 39% of homes nearby
Pricier than 77% of homes nearby
Bigger than 15% of homes nearby
Bigger than 49% of homes nearby
Newer than 24% of homes nearby
| Measure | This home | Winter Park 32789 | Orange County |
|---|---|---|---|
| Estimated valuepricier than | $681,401 | 39% of homes | 85% of homes |
| Price per ft²pricier than | $640 | 77% of homes | almost all homes |
| Living areabigger than | 1,064 ft² | 15% of homes | 13% of homes |
| Lot sizebigger than | 0.24 ac | 49% of homes | 64% of homes |
| Year builtnewer than | 1953 | 24% of homes | 5% of homes |
About 1881 Windsor Dr
How much is 1881 Windsor Dr, Winter Park, FL worth?
The TopHap Estimate for 1881 Windsor Dr, Winter Park, FL is $681,401 as of Sep 24, 2026. The likely range is $639,400 to $723,402. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 1881 Windsor Dr, Winter Park, FL last sell?
1881 Windsor Dr, Winter Park, FL last sold on Sep 16, 2016, according to the county's recorded deed. TopHap holds 3 recorded sales for this parcel.
How big is 1881 Windsor Dr, Winter Park, FL?
1881 Windsor Dr, Winter Park, FL has 3 bedrooms, 2 bathrooms, 1,064 square feet of living space and a 0.24-acre lot.
When was 1881 Windsor Dr, Winter Park, FL built?
1881 Windsor Dr, Winter Park, FL was built in 1953, making it 73 years old. The building has 1 story.
What schools serve 1881 Windsor Dr, Winter Park, FL?
1881 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 1881 Windsor Dr, Winter Park, FL compare to other homes in Winter Park 32789?
Among the 10,235 homes in Winter Park 32789, it is worth more than 39% of them ($681,401 against a typical $887,748), its price per square foot is higher than 77% of them ($640 against a typical $469), it is bigger than 15% of them (1,064 ft² against a typical 1,959 ft²), its lot is bigger than 49% of them (0.24 ac against a typical 0.24 ac) and it is newer than 24% of them (1953 against a typical 1967). Measured against all of Orange County, it is worth more than 85% 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 1881 Windsor Dr, Winter Park, FL?
The 2024 property tax bill for 1881 Windsor Dr, Winter Park, FL was $7,186. The county assessed it at $454,145.
More homes on Windsor Dr
- 1821 Windsor Dr$1.1M8 bd · 5.3 ba · 4,376 ft² · Sold $995K · Jul 2025
- 1771 Windsor Dr$924K4 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$2.8M4 bd · 5.8 ba · 4,017 ft² · Sold $2.4M · Aug 2024
- 1731 Windsor Dr$2.4M4 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$1.1M5 bd · 4 ba · 2,444 ft² · Sold $805K · May 2021
- 1850 Windsor Dr$1.1M3 bd · 2 ba · 1,708 ft² · Sold $505K · Mar 2021
- 1790 Windsor Dr$851K4 bd · 2 ba · 1,634 ft² · Sold $415K · Dec 2020
- 1830 Windsor Dr$656K3 bd · 2 ba · 1,368 ft² · Sold $173K · Apr 2018
- 1801 Windsor Dr$611K4 bd · 2 ba · 1,440 ft² · Sold $185K · Jul 2017
- 1770 Windsor Dr$1.4M4 bd · 3 ba · 2,460 ft² · Sold $568K · May 2014
Closest homes
- 1861 Windsor Dr$879K75 ft · 4 bd · 3 ba · 2,000 ft² · Sold $231K · Feb 2004
- 811 N Lakemont Ave$1.2M138 ft · 4 bd · 5 ba · 4,185 ft² · Sold $340K · Aug 2020
- 1851 Windsor Dr$2.8M150 ft · 4 bd · 5.8 ba · 4,017 ft² · Sold $2.4M · Aug 2024
- 1880 Windsor Dr$1.5M191 ft · 10 bd · 8.3 ba · 5,879 ft² · Sold $1.2M · Sep 2024
- 1860 Windsor Dr$827K204 ft · 4 bd · 2 ba · 1,638 ft² · Sold Jan 1900
- 810 N Lakemont Ave210 ft · 0.21 ac · Sold $186K · Jan 2014
- 1831 Windsor Dr$581K225 ft · 4 bd · 2 ba · 1,400 ft² · Sold $35K · Jun 1976
- 1850 Windsor Dr$1.1M255 ft · 3 bd · 2 ba · 1,708 ft² · Sold $505K · Mar 2021
More homes in Winter Park 32789
- 450 Holt Ave$931K4 bd · 4 ba · 1,911 ft² · Sold $67K · Oct 2026
- 404 Holt Ave$1.3M3 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$716K2 bd · 3 ba · 1,392 ft² · Sold $105K · Oct 2026
- 778 Maryland Ave$814K2 bd · 3 ba · 1,392 ft² · Sold $105K · Oct 2026
- 313 Sylvan Dr$1.4M3 bd · 3 ba · 2,348 ft² · Sold $1.8M · Oct 2026
- 657 Minnesota Ave4 bd · 2 ba · 1,548 ft² · Sold $565K · Oct 2026
- 2227 Howard Dr$1.1M3 bd · 2 ba · 2,196 ft² · Sold $1M · Oct 2026
- 440 Cambridge Blvd$370K2 bd · 1 ba · 917 ft² · Sold $365K · Oct 2026
- 1037 N Virginia Ave$649K3 bd · 1 ba · 1,058 ft² · Sold $649K · Oct 2026
- 1461 Palmer Ave$1.5M3 bd · 2 ba · 3,151 ft² · Sold $1.3M · Oct 2026
Assigned schools
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