1029 FAIRWAY DR
Valuation
Tax & Assessment
Climate Risk
Scores 0–100; higher = greater projected risk.
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.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 32792These 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
1029 Fairway 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 Winter Park 32792
- Costs more per square foot than 91% of homes in Orange County
- Bigger than 90% of homes in Winter Park 32792
- Has a bigger lot than 71% of homes in Winter Park 32792
- Older than 78% of homes in Orange County
What homes are worth in Winter Park 32792
Each bar is how many homes fall in that price range. The marker is this home.
This home is worth more than 95% of homes in Winter Park 32792.
How it measures up in Winter Park 32792
The dot is this home. The mark in the middle is the typical home in Winter Park 32792.
Pricier than 95% of homes nearby
Pricier than 88% of homes nearby
Bigger than 90% of homes nearby
Bigger than 71% of homes nearby
Newer than 42% of homes nearby
| Measure | This home | Winter Park 32792 | Orange County |
|---|---|---|---|
| Estimated valuepricier than | $849,176 | 95% of homes | 91% of homes |
| Price per ft²pricier than | $346 | 88% of homes | 91% of homes |
| Living areabigger than | 2,456 ft² | 90% of homes | 78% of homes |
| Lot sizebigger than | 0.25 ac | 71% of homes | 68% of homes |
| Year builtnewer than | 1973 | 42% of homes | 22% of homes |
About 1029 Fairway Dr
How much is 1029 Fairway Dr, Winter Park, FL worth?
The TopHap Estimate for 1029 Fairway Dr, Winter Park, FL is $849,176 as of Sep 24, 2026. The likely range is $783,478 to $914,874. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 1029 Fairway Dr, Winter Park, FL last sell?
1029 Fairway Dr, Winter Park, FL last sold on Nov 12, 2002 for $212,500, according to the county's recorded deed.
How big is 1029 Fairway Dr, Winter Park, FL?
1029 Fairway Dr, Winter Park, FL has 3 bedrooms, 2 bathrooms, 2,456 square feet of living space and a 0.25-acre lot.
When was 1029 Fairway Dr, Winter Park, FL built?
1029 Fairway Dr, Winter Park, FL was built in 1973, making it 53 years old. The building has 1 story.
What schools serve 1029 Fairway Dr, Winter Park, FL?
1029 Fairway Dr, Winter Park, FL is assigned to Winter Park High School (high), rated B+; Brookshire Elementary School (elementary), rated A-; Glenridge 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 1029 Fairway Dr, Winter Park, FL compare to other homes in Winter Park 32792?
Among the 14,459 homes in Winter Park 32792, it is worth more than 95% of them ($849,176 against a typical $388,588), its price per square foot is higher than 88% of them ($346 against a typical $238), it is bigger than 90% of them (2,456 ft² against a typical 1,604 ft²), its lot is bigger than 71% of them (0.25 ac against a typical 0.21 ac) and it is newer than 42% of them (1973 against a typical 1978). Measured against all of Orange County, it is worth more than 91% 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 1029 Fairway Dr, Winter Park, FL?
The 2024 property tax bill for 1029 Fairway Dr, Winter Park, FL was $3,716. The county assessed it at $270,894.
More homes on Fairway Dr
- 927 Fairway Dr$662K4 bd · 3 ba · 1,918 ft² · Sold $660K · Jul 2026
- 1108 Fairway Dr$455K4 bd · 2 ba · 1,677 ft² · Sold $710K · Jun 2026
- 1210 Fairway Dr$498K3 bd · 2 ba · 1,737 ft² · Sold $495K · May 2026
- 1116 Fairway Dr$460K3 bd · 2 ba · 1,738 ft² · Sold $455K · Jan 2026
- 1123 Fairway Dr$552K3 bd · 2 ba · 1,772 ft² · Sold $545K · Nov 2025
- 1139 Fairway Dr$719K4 bd · 2 ba · 2,145 ft² · Sold $705K · Jul 2025
- 920 Fairway Dr$748K4 bd · 2 ba · 2,155 ft² · Sold $730K · Apr 2025
- 1037 Fairway Dr$676K3 bd · 3 ba · 2,145 ft² · Sold $660K · Apr 2025
- 1005 Fairway Dr$808K4 bd · 2 ba · 2,584 ft² · Sold $785K · Jan 2025
- 1107 Fairway Dr$645K3 bd · 2 ba · 1,728 ft² · Sold $280K · Aug 2024
- 1148 Fairway Dr$786K4 bd · 3 ba · 2,090 ft² · Sold Oct 2023
- 1202 Fairway Dr$531K3 bd · 2 ba · 1,286 ft² · Sold $490K · Jul 2023
Closest homes
- 1021 Fairway Dr$835K80 ft · 4 bd · 3 ba · 2,517 ft² · Sold $605K · Dec 2021
- 1037 Fairway Dr$676K80 ft · 3 bd · 2.5 ba · 2,145 ft² · Sold $660K · Apr 2025
- 1013 Fairway Dr$893K160 ft · 4 bd · 2 ba · 2,311 ft² · Sold $198K · Jan 2002
- 1045 Fairway Dr$799K160 ft · 4 bd · 2 ba · 2,040 ft² · Sold $420K · Jul 2018
- 1030 Fairway Dr$838K183 ft · 4 bd · 3 ba · 2,380 ft² · Sold $254K · Feb 2014
- 1038 Fairway Dr$753K186 ft · 4 bd · 2 ba · 2,294 ft² · Sold $555K · Apr 2023
- 1022 Fairway Dr$789K213 ft · 3 bd · 2 ba · 2,346 ft² · Sold $158K · Sep 2002
- 1005 Fairway Dr$808K240 ft · 4 bd · 2 ba · 2,584 ft² · Sold $785K · Jan 2025
More homes in Winter Park 32792
- 430 Dunblane Dr$754K4 bd · 3 ba · 2,110 ft² · Sold $510K · Oct 2026
- 3415 N Goldenrod Rd$430K5 bd · 3 ba · 1,402 ft² · Sold $285K · Oct 2026
- 309 Scottsdale Sq$81K1 bd · 1.3 ba · 756 ft² · Sold $27K · Oct 2026
- 430 Ellendale Dr$371K3 bd · 2 ba · 1,501 ft² · Sold $357K · Oct 2026
- 730 Gilbert Rd$668K4 bd · 2 ba · 1,733 ft² · Sold $108K · Oct 2026
- 2002 Taylor Ave$396K3 bd · 2 ba · 1,468 ft² · Sold $380K · Oct 2026
- 3373 Cedar Springs Pl$172K2 bd · 2.3 ba · 1,031 ft² · Sold $165K · Oct 2026
- 2015 Taylor Ave$430K3 bd · 2 ba · 1,439 ft² · Sold $400K · Oct 2026
- 1438 Tierra Cir$515K3 bd · 2 ba · 1,627 ft² · Sold $510K · Oct 2026
- 2313 Knoll St$299K2 bd · 2 ba · 1,025 ft² · Sold $320K · Oct 2026
- 3328 Hamlet Loop$350K3 bd · 2.5 ba · 1,397 ft² · Sold $350K · Oct 2026
- 2651 Cayman Way$255K2 bd · 2 ba · 1,020 ft² · Sold $250K · Oct 2026
Assigned schools
Explore the area
See this home in context
Open 1029 Fairway Dr on TopHap’s interactive map to compare it against every sale nearby, overlay school zones and flood risk, and run a CMA.
Open in map