1423 WESTCHESTER AVE
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
1423 Westchester Ave 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 Fairview Shores
- Costs more per square foot than 98% of homes in Fairview Shores
- Bigger than 74% of homes in Fairview Shores
- Has a bigger lot than 81% of homes in Fairview Shores
- Among the oldest 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 50% 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 50% of homes nearby
Pricier than 58% of homes nearby
Bigger than 42% of homes nearby
Bigger than 65% of homes nearby
Newer than 5% of homes nearby
| Measure | This home | Fairview Shores | Winter Park 32789 | Orange County |
|---|---|---|---|---|
| Estimated valuepricier than | $868,419 | 95% of homes | 50% of homes | 92% of homes |
| Price per ft²pricier than | $511 | 98% of homes | 58% of homes | 98% of homes |
| Living areabigger than | 1,700 ft² | 74% of homes | 42% of homes | 49% of homes |
| Lot sizebigger than | 0.29 ac | 81% of homes | 65% of homes | 77% of homes |
| Year builtnewer than | 1935 | 4% of homes | 5% of homes | almost no homes |
About 1423 Westchester Ave
How much is 1423 Westchester Ave, Winter Park, FL worth?
The TopHap Estimate for 1423 Westchester Ave, Winter Park, FL is $868,419 as of Sep 24, 2026. The likely range is $740,713 to $996,125. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 1423 Westchester Ave, Winter Park, FL last sell?
1423 Westchester Ave, Winter Park, FL last sold on Nov 5, 2024 for $845,000, according to the county's recorded deed. TopHap holds 5 recorded sales for this parcel.
How big is 1423 Westchester Ave, Winter Park, FL?
1423 Westchester Ave, Winter Park, FL has 2 bedrooms, 2 bathrooms, 1,700 square feet of living space and a 0.29-acre lot.
When was 1423 Westchester Ave, Winter Park, FL built?
1423 Westchester Ave, Winter Park, FL was built in 1935, making it 91 years old. The building has 1 story.
What schools serve 1423 Westchester Ave, Winter Park, FL?
1423 Westchester Ave, Winter Park, FL is assigned to Killarney Elementary School (elementary), rated C; Edgewater High School (high), rated B-; College Park Middle School (middle), rated D. All sit in Orange County School District. Attendance boundaries change — confirm with the district before relying on an assignment.
How does 1423 Westchester Ave, Winter Park, FL compare to other homes in Winter Park 32789?
Among the 10,212 homes in Winter Park 32789, it is worth more than 50% of them ($868,419 against a typical $884,517), its price per square foot is higher than 58% of them ($511 against a typical $467), it is bigger than 42% of them (1,700 ft² against a typical 1,957 ft²), its lot is bigger than 65% of them (0.29 ac against a typical 0.24 ac) and it is newer than 5% of them (1935 against a typical 1967). Measured against all of Orange County, it is worth more than 92% 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 1423 Westchester Ave, Winter Park, FL?
The 2025 property tax bill for 1423 Westchester Ave, Winter Park, FL was $10,664. The county assessed it at $736,174.
More homes on Westchester Ave
- 1651 Westchester Ave$941K3 bd · 2 ba · 2,426 ft² · Sold $1.1M · Jun 2026
- 1415 Westchester Ave$1.3M4 bd · 4 ba · 3,159 ft² · Sold $1.3M · Aug 2025
- 1494 Westchester Ave$3M3 bd · 2 ba · 1,740 ft² · Sold $540K · Jan 2025
- 1501 Westchester Ave$774K3 bd · 3 ba · 2,126 ft² · Sold $750K · Aug 2024
- 1714 Westchester Ave$867K3 bd · 2 ba · 2,114 ft² · Sold $875K · Dec 2023
- 1741 Westchester Ave$595K3 bd · 2 ba · 1,434 ft² · Sold $575K · Sep 2023
- 1721 Westchester Ave$1M3 bd · 3 ba · 3,128 ft² · Sold $830K · Feb 2023
- 1710 Westchester Ave$585K3 bd · 2 ba · 1,576 ft² · Sold $505K · Jun 2022
- 1620 Westchester Ave$1.3M4 bd · 3.5 ba · 3,729 ft² · Sold $900K · Dec 2021
- 1485 Westchester Ave$756K3 bd · 3 ba · 2,031 ft² · Sold $650K · Jun 2021
- 1751 Westchester Ave$401K3 bd · 2 ba · 1,068 ft² · Sold $248K · Apr 2021
- 1470 Westchester Ave$1.5M4 bd · 4 ba · 3,847 ft² · Sold $1M · Feb 2021
Closest homes
- 1443 Westchester Ave$732K80 ft · 3 bd · 2 ba · 2,378 ft²
- 1440 Buckingham Rd$540K110 ft · 3 bd · 2 ba · 1,632 ft² · Sold $225K · Dec 2012
- 1415 Westchester Ave$1.3M101 ft · 4 bd · 4 ba · 3,159 ft² · Sold $1.3M · Aug 2025
- 1437 Suffolk Rd$517K131 ft · 2 bd · 1 ba · 1,146 ft² · Sold $215K · Jan 2008
- 1420 Westchester Ave$681K168 ft · 3 bd · 2 ba · 1,860 ft² · Sold $400K · Feb 2019
- 1430 Buckingham Rd$606K173 ft · 3 bd · 3 ba · 1,901 ft² · Sold $351K · Dec 2016
- 1440 Westchester Ave$542K188 ft · 3 bd · 3 ba · 2,044 ft² · Sold $198K · Sep 2015
- 1427 Suffolk Rd$784K197 ft · 4 bd · 3 ba · 2,228 ft² · Sold $100 · Aug 2019
More homes in Winter Park 32789
- 948 Poinciana Ln$2.8M4 bd · 4 ba · 3,221 ft² · Sold $2.6M · Sep 2026
- 1695 Lee Rd$89K1 bd · 1.3 ba · 638 ft² · Sold $83K · Sep 2026
- 1009 Lake Bell Dr$650K3 bd · 2 ba · 1,467 ft² · Sold $615K · Sep 2026
- 1597 Oakhurst Ave$2.7M8 bd · 9.3 ba · 7,697 ft² · Sold $2.9M · Sep 2026
- 644 N Knowles Ave$424K1 bd · 1.3 ba · 767 ft² · Sold $325K · Sep 2026
- 1500 Gay Rd$235K2 bd · 2.3 ba · 1,026 ft² · Sold $230K · Sep 2026
- 1122 Washington Ave$559K2 bd · 2.3 ba · 1,556 ft² · Sold $560K · Sep 2026
- 607 Ellen Dr$1.4M4 bd · 3.5 ba · 2,754 ft² · Sold $511K · Sep 2026
- 1134 Washington Ave$502K3 bd · 2.8 ba · 2,083 ft² · Sold $502K · Sep 2026
- 1630 Elm Ave$2.3M3 bd · 2.5 ba · 1,997 ft² · Sold $2.3M · Sep 2026
- 1563 Aloma Ave$1.1M3 bd · 2 ba · 2,161 ft² · Sold $810K · Sep 2026
- 1405 Miller Ave3 bd · 3.8 ba · 1,884 ft² · Sold $840K · Sep 2026
Assigned schools
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