2265 MIDDLETON AVE
Valuation
Tax & Assessment
Property Facts
Transaction History(4)
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
2265 Middleton 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.
- Among the most valuable homes in Winter Park 32792
- Costs less per square foot than 72% of homes in Winter Park 32792
- Among the largest homes in Winter Park 32792
- Newer than 93% of homes in Winter Park 32792
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 almost all 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 almost all homes nearby
Pricier than 28% of homes nearby
Bigger than almost all homes nearby
Bigger than 61% of homes nearby
Newer than 93% of homes nearby
| Measure | This home | Winter Park 32792 | Orange County |
|---|---|---|---|
| Estimated valuepricier than | $1,296,584 | almost all homes | 96% of homes |
| Price per ft²pricier than | $209 | 28% of homes | 36% of homes |
| Living areabigger than | 6,190 ft² | almost all homes | almost all homes |
| Lot sizebigger than | 0.23 ac | 61% of homes | 62% of homes |
| Year builtnewer than | 2017 | 93% of homes | 92% of homes |
About 2265 Middleton Ave
How much is 2265 Middleton Ave, Winter Park, FL worth?
The TopHap Estimate for 2265 Middleton Ave, Winter Park, FL is $1,296,584 as of Aug 30, 2026. The likely range is $1,216,817 to $1,376,351. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 2265 Middleton Ave, Winter Park, FL last sell?
2265 Middleton Ave, Winter Park, FL last sold on Dec 19, 2017 for $871,200, according to the county's recorded deed. TopHap holds 2 recorded sales for this parcel.
How big is 2265 Middleton Ave, Winter Park, FL?
2265 Middleton Ave, Winter Park, FL has 10 bedrooms, 9.3 bathrooms, 6,190 square feet of living space and a 0.23-acre lot.
When was 2265 Middleton Ave, Winter Park, FL built?
2265 Middleton Ave, Winter Park, FL was built in 2017, making it 9 years old. The building has 2 stories.
What schools serve 2265 Middleton Ave, Winter Park, FL?
2265 Middleton Ave, Winter Park, FL is assigned to Brookshire Elementary School (elementary), rated C-; Winter Park High School (high), rated B; 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 2265 Middleton Ave, Winter Park, FL compare to other homes in Winter Park 32792?
Among the 14,462 homes in Winter Park 32792, it is worth more than almost all of them ($1,296,584 against a typical $384,858), its price per square foot is higher than 28% of them ($209 against a typical $237), it is bigger than almost all of them (6,190 ft² against a typical 1,605 ft²), its lot is bigger than 61% of them (0.23 ac against a typical 0.21 ac) and it is newer than 93% of them (2017 against a typical 1978). Measured against all of Orange County, it is worth more than 96% 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 2265 Middleton Ave, Winter Park, FL?
The 2025 property tax bill for 2265 Middleton Ave, Winter Park, FL was $13,951. The county assessed it at $944,412.
More homes on Middleton Ave
- 2412 Middleton Ave$502K3 bd · 2 ba · 1,210 ft² · Sold $4K · Jan 2026
- 2485 Middleton Ave$452K3 bd · 2 ba · 1,564 ft² · Sold $480K · Nov 2025
- 2248 Middleton Ave3 bd · 2 ba · 1,492 ft² · Sold $1.9M · Apr 2025
- 2358 Middleton Ave$1.6M4 bd · 3.5 ba · 3,075 ft² · Sold $1.6M · Jun 2024
- 2443 Middleton Ave$581K3 bd · 2 ba · 1,633 ft² · Sold Apr 2024
- 2268 Middleton Ave$496K3 bd · 2 ba · 1,238 ft² · Sold Dec 2022
- 2527 Middleton Ave$569K3 bd · 2 ba · 1,552 ft² · Sold $420K · Jan 2022
- 2494 Middleton Ave$591K3 bd · 2 ba · 1,601 ft² · Sold $473K · Sep 2021
- 2348 Middleton Ave$502K4 bd · 3 ba · 2,014 ft² · Sold $103K · Feb 2021
- 2561 Middleton Ave$660K4 bd · 4 ba · 2,980 ft² · Sold $290K · Sep 2020
- 2345 Middleton Ave$634K3 bd · 2 ba · 1,769 ft² · Sold $366K · Aug 2019
- 2357 Middleton Ave$523K3 bd · 2 ba · 1,272 ft² · Sold $319K · Jun 2019
Closest homes
- 2305 Middleton Ave$568K83 ft · 3 bd · 2 ba · 1,485 ft² · Sold $228K · Mar 2008
- 2257 Middleton Ave$723K83 ft · 3 bd · 2 ba · 2,524 ft² · Sold $360K · Apr 2006
- 2262 Smiley Ave$661K119 ft · 3 bd · 2 ba · 1,753 ft² · Sold $325K · Feb 2019
- 2302 Smiley Ave$676K144 ft · 3 bd · 2 ba · 1,881 ft² · Sold $365K · Aug 2015
- 2242 Smiley Ave$908K146 ft · 4 bd · 4 ba · 2,277 ft² · Sold $365K · Apr 2014
- 2268 Middleton Ave$496K180 ft · 3 bd · 2 ba · 1,238 ft² · Sold Dec 2022
- 2315 Middleton Ave$596K166 ft · 4 bd · 2 ba · 1,436 ft² · Sold $284K · Feb 2014
- 520 Berwick Dr$538K175 ft · 4 bd · 2 ba · 2,084 ft² · Sold $65K · Nov 1985
More homes in Winter Park 32792
- 2052 Leanne Ct$440K4 bd · 2 ba · 2,754 ft² · Sold $440K · Sep 2026
- 4469 Old Bear Run$1.8M5 bd · 5.5 ba · 4,288 ft² · Sold $1.7M · Sep 2026
- 4425 Steed Ter$495K4 bd · 3 ba · 2,209 ft² · Sold $550K · Sep 2026
- 1456 E Brookshire Ct$449K3 bd · 2.5 ba · 1,673 ft² · Sold $447K · Sep 2026
- 3124 Knottypine Ave$382K4 bd · 2 ba · 1,627 ft² · Sold $510K · Sep 2026
- 2826 Ambergate Rd$460K3 bd · 2 ba · 1,374 ft² · Sold $465K · Sep 2026
- 3321 Royal St3 bd · 2 ba · 1,197 ft² · Sold $270K · Sep 2026
- 2653 Cayman Way$284K3 bd · 2 ba · 1,448 ft² · Sold $284K · Sep 2026
- 7509 Glenmoor Ln$500K3 bd · 2 ba · 2,067 ft² · Sold $485K · Sep 2026
- 4963 Tangerine Ave$375K4 bd · 2 ba · 1,822 ft² · Sold $365K · Sep 2026
- 5444 Peaco Pl2 bd · 2 ba · 924 ft² · Sold $245K · Sep 2026
- 3019 Antique Oaks Cir$143K1 bd · 1.3 ba · 749 ft² · Sold $133K · Sep 2026
Assigned schools
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