2144 SYCAMORE DR
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.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
2144 Sycamore 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.
- Among the most valuable homes in Orange County
- Among the highest price per square foot in Orange County
- Smaller than 67% of homes in Winter Park 32789
- 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 79% 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 79% of homes nearby
Pricier than almost all homes nearby
Bigger than 33% of homes nearby
Bigger than 47% of homes nearby
Newer than 24% of homes nearby
| Measure | This home | Winter Park 32789 | Orange County |
|---|---|---|---|
| Estimated valuepricier than | $2,013,168 | 79% of homes | almost all homes |
| Price per ft²pricier than | $1375 | almost all homes | almost all homes |
| Living areabigger than | 1,464 ft² | 33% of homes | 36% of homes |
| Lot sizebigger than | 0.23 ac | 47% of homes | 63% of homes |
| Year builtnewer than | 1953 | 24% of homes | 5% of homes |
About 2144 Sycamore Dr
How much is 2144 Sycamore Dr, Winter Park, FL worth?
The TopHap Estimate for 2144 Sycamore Dr, Winter Park, FL is $2,013,168 as of Sep 24, 2026. The likely range is $1,753,029 to $2,273,307. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 2144 Sycamore Dr, Winter Park, FL last sell?
2144 Sycamore Dr, Winter Park, FL last sold on Jun 11, 2025 for $1,885,000, according to the county's recorded deed.
How big is 2144 Sycamore Dr, Winter Park, FL?
2144 Sycamore Dr, Winter Park, FL has 3 bedrooms, 1.5 bathrooms, 1,464 square feet of living space and a 0.23-acre lot.
When was 2144 Sycamore Dr, Winter Park, FL built?
2144 Sycamore Dr, Winter Park, FL was built in 1953, making it 73 years old. The building has 1 story.
What schools serve 2144 Sycamore Dr, Winter Park, FL?
2144 Sycamore Dr, Winter Park, FL is assigned to Audubon Park School (elementary), rated A+; Winter Park 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 2144 Sycamore 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 79% of them ($2,013,168 against a typical $887,748), its price per square foot is higher than almost all of them ($1375 against a typical $469), it is bigger than 33% of them (1,464 ft² against a typical 1,959 ft²), its lot is bigger than 47% of them (0.23 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 almost all 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 2144 Sycamore Dr, Winter Park, FL?
The 2025 property tax bill for 2144 Sycamore Dr, Winter Park, FL was $3,622. The county assessed it at $1,742,650.
More homes on Sycamore Dr
- 2125 Sycamore Dr$1.9M4 bd · 5 ba · 3,485 ft² · Sold $1.8M · Sep 2024
- 2131 Sycamore Dr$682K4 bd · 2 ba · 1,610 ft² · Sold $622K · Sep 2024
- 2112 Sycamore Dr$756K4 bd · 3 ba · 1,783 ft² · Sold $582K · Sep 2023
- 1913 Sycamore Dr$1.7M4 bd · 5 ba · 3,068 ft² · Sold $1.4M · May 2023
- 2011 Sycamore Dr$633K4 bd · 1.5 ba · 1,593 ft² · Sold $400K · Jul 2022
- 2016 Sycamore Dr$542K2 bd · 1 ba · 1,290 ft² · Sold $325K · Jun 2021
- 1905 Sycamore Dr$612K3 bd · 1 ba · 1,423 ft² · Sold $314K · Mar 2020
- 2143 Sycamore Dr$694K4 bd · 2 ba · 1,838 ft² · Sold $399K · Sep 2019
- 2115 Sycamore Dr$866K4 bd · 1.5 ba · 1,995 ft² · Sold $428K · Oct 2018
- 1919 Sycamore Dr$663K3 bd · 2 ba · 2,104 ft² · Sold $285K · Feb 2016
- 2128 Sycamore Dr$825K3 bd · 1.5 ba · 1,703 ft² · Sold $245K · Jan 2016
- 2022 Sycamore Dr$609K3 bd · 2 ba · 1,635 ft² · Sold $240K · Aug 2014
Closest homes
- 3036 Northwood Blvd$533K89 ft · 3 bd · 1.5 ba · 1,230 ft² · Sold $170K · Jun 2008
- 3030 Northwood Blvd$527K168 ft · 3 bd · 1.5 ba · 1,162 ft² · Sold $165K · Jan 2003
- 2143 Sycamore Dr$694K176 ft · 4 bd · 2 ba · 1,838 ft² · Sold $399K · Sep 2019
- 2128 Sycamore Dr$825K164 ft · 3 bd · 1.5 ba · 1,703 ft² · Sold $245K · Jan 2016
- 2137 Sycamore Dr$629K191 ft · 3 bd · 1 ba · 1,704 ft² · Sold $91K · Mar 1999
- 3037 Northwood Blvd$595K188 ft · 3 bd · 2 ba · 1,610 ft² · Sold Nov 2023
- 3603 Derran Ln$967K195 ft · 4 bd · 3 ba · 2,160 ft² · Sold $325K · Mar 2012
- 3024 Northwood Blvd$619K247 ft · 3 bd · 1.5 ba · 1,571 ft² · Sold $206K · Nov 2016
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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