2099 WINNETKA CT
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.Foreclosure Filings(4)
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 32818These 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
2099 Winnetka Ct 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 74% of homes in Pine Hills
- Costs less per square foot than 97% of homes in Orange County
- Bigger than 94% of homes in Pine Hills
- Has a bigger lot than 65% of homes in Pine Hills
- Older than 84% of homes in Orlando 32818
What homes are worth in Orlando 32818
Each bar is how many homes fall in that price range. The marker is this home.
This home is worth more than 46% of homes in Orlando 32818.
How it measures up in Orlando 32818
The dot is this home. The mark in the middle is the typical home in Orlando 32818.
Pricier than 46% of homes nearby
Pricier than 5% of homes nearby
Bigger than 90% of homes nearby
Bigger than 52% of homes nearby
Newer than 16% of homes nearby
| Measure | This home | Pine Hills | Orlando 32818 | Orange County |
|---|---|---|---|---|
| Estimated valuepricier than | $315,871 | 74% of homes | 46% of homes | 31% of homes |
| Price per ft²pricier than | $133 | 8% of homes | 5% of homes | 3% of homes |
| Living areabigger than | 2,371 ft² | 94% of homes | 90% of homes | 76% of homes |
| Lot sizebigger than | 0.24 ac | 65% of homes | 52% of homes | 65% of homes |
| Year builtnewer than | 1971 | 44% of homes | 16% of homes | 20% of homes |
About 2099 Winnetka Ct
How much is 2099 Winnetka Ct, Orlando, FL worth?
The TopHap Estimate for 2099 Winnetka Ct, Orlando, FL is $315,871 as of Sep 24, 2026. The likely range is $288,478 to $343,264. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 2099 Winnetka Ct, Orlando, FL last sell?
2099 Winnetka Ct, Orlando, FL last sold on Jul 26, 2017 for $195,000, according to the county's recorded deed. TopHap holds 2 recorded sales for this parcel.
How big is 2099 Winnetka Ct, Orlando, FL?
2099 Winnetka Ct, Orlando, FL has 4 bedrooms, 2 bathrooms, 2,371 square feet of living space and a 0.24-acre lot.
When was 2099 Winnetka Ct, Orlando, FL built?
2099 Winnetka Ct, Orlando, FL was built in 1971, making it 55 years old. The building has 1 story.
What schools serve 2099 Winnetka Ct, Orlando, FL?
2099 Winnetka Ct, Orlando, FL is assigned to Hiawassee Elementary School (elementary), rated D+; Robinswood Middle School (middle), rated D; Evans High School (high), rated D. All sit in Orange County School District. Attendance boundaries change — confirm with the district before relying on an assignment.
How does 2099 Winnetka Ct, Orlando, FL compare to other homes in Orlando 32818?
Among the 11,366 homes in Orlando 32818, it is worth more than 46% of them ($315,871 against a typical $323,042), its price per square foot is higher than 5% of them ($133 against a typical $192), it is bigger than 90% of them (2,371 ft² against a typical 1,675 ft²), its lot is bigger than 52% of them (0.24 ac against a typical 0.23 ac) and it is newer than 16% of them (1971 against a typical 1986). Measured against all of Orange County, it is worth more than 31% 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 2099 Winnetka Ct, Orlando, FL?
The 2025 property tax bill for 2099 Winnetka Ct, Orlando, FL was $2,991. The county assessed it at $206,896.
More homes on Winnetka Ct
- 2116 Winnetka Ct$230K3 bd · 2 ba · 1,200 ft² · Sold $200K · Oct 2026
- 2109 Winnetka Ct$351K3 bd · 2 ba · 1,249 ft² · Sold $348K · Oct 2025
- 2113 Winnetka Ct$279K3 bd · 1 ba · 1,056 ft² · Sold $275K · May 2025
- 2100 Winnetka Ct$333K4 bd · 2 ba · 1,410 ft² · Sold $335K · Aug 2023
- 2232 Winnetka Ct$316K3 bd · 2 ba · 1,633 ft² · Sold $325K · Apr 2023
- 2218 Winnetka Ct$333K3 bd · 2 ba · 1,581 ft² · Sold $331K · Jan 2023
- 2214 Winnetka Ct$410K3 bd · 2 ba · 2,011 ft² · Sold $345K · Dec 2022
- 2079 Winnetka Ct$265K4 bd · 2 ba · 1,911 ft² · Sold Jun 2022
- 2086 Winnetka Ct$425K5 bd · 2 ba · 2,860 ft² · Sold $310K · Oct 2021
- 2206 Winnetka Ct$309K3 bd · 2 ba · 1,476 ft² · Sold $215K · Apr 2020
- 2087 Winnetka Ct$289K3 bd · 2 ba · 1,733 ft² · Sold $170K · Apr 2018
- 2082 Winnetka Ct$287K4 bd · 2 ba · 1,797 ft² · Sold $179K · Apr 2018
Closest homes
- 2101 Winnetka Ct$228K80 ft · 3 bd · 2 ba · 1,224 ft² · Sold $162K · Apr 2006
- 2095 Winnetka Ct$255K86 ft · 4 bd · 2 ba · 1,911 ft² · Sold $175K · Jan 2006
- 2100 Longfellow Ct$273K125 ft · 5 bd · 2 ba · 1,938 ft² · Sold Jan 1900
- 2104 Longfellow Ct$225K135 ft · 4 bd · 2 ba · 1,989 ft² · Sold $131K · Dec 2004
- 2105 Winnetka Ct$277K160 ft · 3 bd · 2 ba · 1,624 ft² · Sold $95K · Jun 2004
- 2091 Winnetka Ct$291K166 ft · 5 bd · 2 ba · 1,911 ft² · Sold $105K · Jan 2013
- 2098 Winnetka Ct$316K176 ft · 4 bd · 2 ba · 1,911 ft² · Sold $235K · Sep 2006
- 2108 Longfellow Ct$214K194 ft · 3 bd · 2 ba · 1,092 ft² · Sold $129K · Feb 2019
More homes in Orlando 32818
- 2965 Golden Rock Dr$350K3 bd · 2 ba · 1,700 ft² · Sold $350K · Oct 2026
- 2228 Bridgewood Trl$343K4 bd · 2 ba · 1,745 ft² · Sold $210K · Oct 2026
- 5255 Shale Ridge Trl$325K3 bd · 2 ba · 1,630 ft² · Sold $325K · Oct 2026
- 2272 Bridgewood Trl$340K3 bd · 2 ba · 1,358 ft² · Sold $340K · Oct 2026
- 6313 Livewood Oaks Dr$255K3 bd · 2 ba · 1,415 ft² · Sold $215K · Oct 2026
- 2266 Red Gate Rd$475K4 bd · 3.5 ba · 3,303 ft² · Sold $470K · Oct 2026
- 6933 Blair Dr$309K3 bd · 2 ba · 1,489 ft² · Sold $247K · Oct 2026
- 7116 Hiawassee Oak Dr$245K4 bd · 2.5 ba · 2,083 ft² · Sold $270K · Oct 2026
- 2854 N Powers Dr$92K1 bd · 1.3 ba · 672 ft² · Sold $25K · Oct 2026
- 7006 Valiant Ct$240K3 bd · 2 ba · 1,197 ft² · Sold $240K · Sep 2026
- 6565 Benham Ct$350K4 bd · 2 ba · 1,849 ft² · Sold $350K · Sep 2026
- 3117 Knightsbridge Rd$260K2 bd · 1 ba · 975 ft² · Sold $258K · Sep 2026
Assigned schools
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