2537 LEEWARD WAY
Valuation
Tax & Assessment
Climate Risk
Scores 0–100; higher = greater projected risk.
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: Seminole 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
2537 Leeward Way 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 74% of homes in Winter Park 32792
- Costs less per square foot than 80% of homes in Winter Park 32792
- Has a smaller lot than 90% of homes in Winter Park 32792
- Older than 73% of homes in Seminole 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 26% 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 26% of homes nearby
Pricier than 20% of homes nearby
Bigger than 47% of homes nearby
Bigger than 10% of homes nearby
Newer than 49% of homes nearby
| Measure | This home | Winter Park 32792 | Seminole County |
|---|---|---|---|
| Estimated valuepricier than | $306,256 | 26% of homes | 27% of homes |
| Price per ft²pricier than | $196 | 20% of homes | 26% of homes |
| Living areabigger than | 1,564 ft² | 47% of homes | 38% of homes |
| Lot sizebigger than | 2,985 ft² | 10% of homes | 16% of homes |
| Year builtnewer than | 1977 | 49% of homes | 27% of homes |
About 2537 Leeward Way
How much is 2537 Leeward Way, Winter Park, FL worth?
The TopHap Estimate for 2537 Leeward Way, Winter Park, FL is $306,256 as of Sep 24, 2026. The likely range is $292,741 to $319,771. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 2537 Leeward Way, Winter Park, FL last sell?
2537 Leeward Way, Winter Park, FL last sold on Dec 1, 2000 for $100, according to the county's recorded deed.
How big is 2537 Leeward Way, Winter Park, FL?
2537 Leeward Way, Winter Park, FL has 2 bedrooms, 2 bathrooms, 1,564 square feet of living space and a 0.07-acre lot.
When was 2537 Leeward Way, Winter Park, FL built?
2537 Leeward Way, Winter Park, FL was built in 1977, making it 49 years old. It is a townhouse home. The building has 1 story.
What schools serve 2537 Leeward Way, Winter Park, FL?
2537 Leeward Way, Winter Park, FL is assigned to Eastbrook Elementary School (elementary), rated B; Lake Howell High School (high), rated B-; Tuskawilla Middle School (middle), rated B. All sit in Seminole County School District. Attendance boundaries change — confirm with the district before relying on an assignment.
How does 2537 Leeward Way, 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 26% of them ($306,256 against a typical $388,496), its price per square foot is higher than 20% of them ($196 against a typical $237), it is bigger than 47% of them (1,564 ft² against a typical 1,605 ft²), its lot is bigger than 10% of them (2,985 ft² against a typical 0.21 ac) and it is newer than 49% of them (1977 against a typical 1978). Measured against all of Seminole County, it is worth more than 27% 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 2537 Leeward Way, Winter Park, FL?
The 2025 property tax bill for 2537 Leeward Way, Winter Park, FL was $2,003. The county assessed it at $153,462.
More homes on Leeward Way
- 2530 Leeward Way$262K2 bd · 2 ba · 1,323 ft² · Sold $265K · Jun 2026
- 2541 Leeward Way$277K2 bd · 2 ba · 1,200 ft² · Sold $290K · Jul 2025
- 2529 Leeward Way$237K2 bd · 2 ba · 912 ft² · Sold $235K · Apr 2025
- 2526 Leeward Way$244K2 bd · 2 ba · 1,327 ft² · Sold $260K · Jan 2025
- 2533 Leeward Way$286K3 bd · 2 ba · 1,467 ft² · Sold $275K · May 2024
- 2538 Leeward Way$230K2 bd · 1 ba · 1,204 ft² · Sold $225K · May 2024
- 2519 Leeward Way$223K2 bd · 1 ba · 854 ft² · Sold $230K · Nov 2023
- 2512 Leeward Way$254K2 bd · 2 ba · 1,168 ft² · Sold $200K · Dec 2022
- 2539 Leeward Way$248K2 bd · 2 ba · 1,030 ft² · Sold $144K · Nov 2022
- 2510 Leeward Way$313K3 bd · 2 ba · 1,375 ft² · Sold $255K · Aug 2021
- 2518 Leeward Way$285K3 bd · 2 ba · 1,467 ft² · Sold $230K · Apr 2021
- 2521 Leeward Way$237K2 bd · 1 ba · 912 ft² · Sold $153K · Apr 2021
Closest homes
- 2539 Leeward Way$248K30 ft · 2 bd · 2 ba · 1,030 ft² · Sold $144K · Nov 2022
- 2535 Leeward Way$307K38 ft · 3 bd · 2 ba · 1,783 ft² · Sold $76K · Jan 2011
- 2541 Leeward Way$277K60 ft · 2 bd · 2 ba · 1,200 ft² · Sold $290K · Jul 2025
- 2533 Leeward Way$286K83 ft · 3 bd · 2 ba · 1,467 ft² · Sold $275K · May 2024
- 2601 Antilles Dr$309K100 ft · 3 bd · 2 ba · 1,448 ft² · Sold $257K · Dec 2021
- 2543 Leeward Way$230K98 ft · 2 bd · 1 ba · 854 ft² · Sold $106K · Nov 2017
- 2536 Leeward Way$295K125 ft · 2 bd · 2 ba · 1,320 ft² · Sold $180K · Sep 2020
- 2538 Leeward Way$230K126 ft · 2 bd · 1 ba · 1,204 ft² · Sold $225K · May 2024
More homes in Winter Park 32792
- 2781 Abbey Rd$520K3 bd · 2 ba · 1,596 ft² · Sold $515K · Oct 2026
- 657 Berwick Dr$828K3 bd · 2 ba · 1,929 ft² · Sold $535K · Oct 2026
- 1246 Verdant Glade Pl$765K4 bd · 4.5 ba · 2,137 ft² · Sold $775K · Oct 2026
- 4033 Tenita Dr$569K4 bd · 2 ba · 2,022 ft² · Sold $564K · Sep 2026
- 1937 Loch Berry Rd$455K3 bd · 2 ba · 1,250 ft² · Sold $560K · Sep 2026
- 5781 Shale Ct2 bd · 2 ba · 1,086 ft² · Sold $308K · Sep 2026
- 1492 Via Sangro Pl$920K4 bd · 3 ba · 3,063 ft² · Sold $905K · Sep 2026
- 3374 Hamlet Loop$355K3 bd · 3.5 ba · 1,397 ft² · Sold $340K · Sep 2026
- 7487 Canford Ct$250K2 bd · 2.8 ba · 1,611 ft² · Sold $248K · Sep 2026
- 2022 Eastbrook Blvd$356K3 bd · 2.5 ba · 1,240 ft² · Sold $356K · Sep 2026
- 1434 Via Sangro Pl$1.3M4 bd · 3 ba · 3,063 ft² · Sold $1.3M · Sep 2026
- 3331 Alena Ct$365K3 bd · 2 ba · 1,447 ft² · Sold $217K · Sep 2026
Assigned schools
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