1950 OGLESBY AVE
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.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
1950 Oglesby 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 less than 93% of homes in Winter Park 32789
- Costs more per square foot than 93% of homes in Orange County
- Smaller than 97% of homes in Orange County
- Has a smaller lot than 77% of homes in Fairview Shores
- Older than 96% 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 7% 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 7% of homes nearby
Pricier than 30% of homes nearby
Bigger than 4% of homes nearby
Bigger than 24% of homes nearby
Newer than 19% of homes nearby
| Measure | This home | Fairview Shores | Winter Park 32789 | Orange County |
|---|---|---|---|---|
| Estimated valuepricier than | $279,903 | 27% of homes | 7% of homes | 23% of homes |
| Price per ft²pricier than | $359 | 86% of homes | 30% of homes | 93% of homes |
| Living areabigger than | 780 ft² | 5% of homes | 4% of homes | 3% of homes |
| Lot sizebigger than | 0.16 ac | 23% of homes | 24% of homes | 33% of homes |
| Year builtnewer than | 1951 | 22% of homes | 19% of homes | 4% of homes |
About 1950 Oglesby Ave
How much is 1950 Oglesby Ave, Winter Park, FL worth?
The TopHap Estimate for 1950 Oglesby Ave, Winter Park, FL is $279,903 as of Sep 24, 2026. The likely range is $262,622 to $297,184. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 1950 Oglesby Ave, Winter Park, FL last sell?
1950 Oglesby Ave, Winter Park, FL last sold on Mar 21, 2013 for $85,000, according to the county's recorded deed. TopHap holds 2 recorded sales for this parcel.
How big is 1950 Oglesby Ave, Winter Park, FL?
1950 Oglesby Ave, Winter Park, FL has 2 bedrooms, 1 bathrooms, 780 square feet of living space and a 0.16-acre lot.
When was 1950 Oglesby Ave, Winter Park, FL built?
1950 Oglesby Ave, Winter Park, FL was built in 1951, making it 75 years old. The building has 1 story.
What schools serve 1950 Oglesby Ave, Winter Park, FL?
1950 Oglesby Ave, Winter Park, FL is assigned to Killarney Elementary School (elementary), rated C-; Edgewater High School (high), rated C; 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 1950 Oglesby Ave, Winter Park, FL compare to other homes in Winter Park 32789?
Among the 10,231 homes in Winter Park 32789, it is worth more than 7% of them ($279,903 against a typical $885,431), its price per square foot is higher than 30% of them ($359 against a typical $466), it is bigger than 4% of them (780 ft² against a typical 1,941 ft²), its lot is bigger than 24% of them (0.16 ac against a typical 0.24 ac) and it is newer than 19% of them (1951 against a typical 1966). Measured against all of Orange County, it is worth more than 23% 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 1950 Oglesby Ave, Winter Park, FL?
The 2025 property tax bill for 1950 Oglesby Ave, Winter Park, FL was $1,248. The county assessed it at $214,080.
More homes on Oglesby Ave
- 2137 Oglesby Ave3 bd · 3 ba · 1,431 ft² · Sold $1.8M · Aug 2026
- 2680 Oglesby Ave$1M8 bd · 5.3 ba · 4,870 ft² · Sold $1M · Jul 2025
- 2140 Oglesby Ave1 bd · 1 ba · 512 ft² · Sold Apr 2024
- 2141 Oglesby Ave3 bd · 1 ba · 1,062 ft² · Sold Apr 2024
- 1891 Oglesby Ave$441K3 bd · 2 ba · 1,115 ft² · Sold $432K · Feb 2024
- 1920 Oglesby Ave$319K2 bd · 1 ba · 894 ft² · Sold $341K · Mar 2022
- 2229 Oglesby Ave0.1 ac · Sold Feb 2022
- 2615 Oglesby Ave$2.8M5 bd · 5 ba · 5,911 ft² · Sold $2.4M · Nov 2021
- 1871 Oglesby Ave$340K3 bd · 1.5 ba · 839 ft² · Sold $225K · Feb 2021
- 1951 Oglesby Ave$278K2 bd · 1 ba · 780 ft² · Sold $215K · Jan 2021
- 1921 Oglesby Ave$232K2 bd · 1 ba · 676 ft² · Sold $155K · Oct 2020
- 1861 Oglesby Ave$291K2 bd · 1 ba · 728 ft² · Sold $165K · Aug 2018
Closest homes
- 1940 Oglesby Ave$291K50 ft · 2 bd · 2 ba · 1,231 ft²
- 1930 Oglesby Ave$326K100 ft · 3 bd · 2 ba · 1,157 ft² · Sold Feb 2001
- 1974 Oglesby Ave$300K100 ft · 2 bd · 1 ba · 951 ft²
- 1920 Oglesby Ave$319K150 ft · 2 bd · 1 ba · 894 ft² · Sold $341K · Mar 2022
- 1951 Oglesby Ave$278K191 ft · 2 bd · 1 ba · 780 ft² · Sold $215K · Jan 2021
- 1941 Oglesby Ave$340K196 ft · 2 bd · 1 ba · 780 ft² · Sold $53K · Jun 2015
- 1961 Oglesby Ave$371K198 ft · 2 bd · 1 ba · 1,424 ft² · Sold Oct 2000
- 1931 Oglesby Ave$389K214 ft · 2 bd · 2 ba · 1,447 ft² · Sold $90K · Nov 2013
More homes in Winter Park 32789
- 1230 Sunset Dr$1.8M8 bd · 7.3 ba · 6,294 ft² · Sold $1.8M · Oct 2026
- 1695 Lee Rd$135K3 bd · 2.3 ba · 1,149 ft² · Sold $105K · Oct 2026
- 1661 Laurel Rd$1.9M3 bd · 3 ba · 3,127 ft² · Sold $1.8M · Oct 2026
- 1695 Lee Rd$155K3 bd · 2.3 ba · 1,149 ft² · Sold $135K · Oct 2026
- 1695 Lee Rd$89K1 bd · 1.3 ba · 638 ft² · Sold $82K · Oct 2026
- 1807 Hammerlin Ave$499K3 bd · 2.8 ba · 1,818 ft² · Sold $485K · Oct 2026
- 393 Holt Ave4 bd · 3 ba · 1,308 ft² · Sold $990K · Oct 2026
- 229 Alexander Pl$4.3M4 bd · 5 ba · 3,892 ft² · Sold $4M · Oct 2026
- 2803 Riddle Dr$525K3 bd · 2.5 ba · 1,637 ft² · Sold $490K · Oct 2026
- 2525 Temple Dr$3M5 bd · 5 ba · 4,457 ft² · Sold $4.7M · Oct 2026
- 1530 Alabama Dr$10M3 bd · 2.5 ba · 3,282 ft² · Sold $5.6M · Oct 2026
- 1695 Lee Rd$155K3 bd · 2.3 ba · 1,149 ft² · Sold $130K · Oct 2026
Assigned schools
Explore the area
See this home in context
Open 1950 Oglesby Ave 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