2539 Leeward Way, Winter Park, FL 32792 Property Records

Seminole County property record for 2539 Leeward Way, Winter Park, FL 32792

Property Summary

Property Type	Townhouse
Details	2 bd · 2 ba · 1,162 sqft · built 1978
Lot Size	0.069 acres (2,985 sqft)
Owner	2 Individual Names on File
Last Sale	$144,000 (Nov 2022)
Tax Bill	$1,113 (2025)
Deeds & Mortgages	Nov 2022 Sale & Mortgage Aug 2020 Transfer
Flood Zone	Zone X (minimal risk)
APN	`34-21-30-521-0000-1120`

Property Details

APN / Parcel Number

Primary APN	`34-21-30-521-0000-1120`
Alternative APN	`21303452100001120`

Interior

Bedrooms	2 Beds
Full Baths	2 Baths
Plumbing Fixtures	6 Plumbing Fixtures
Stories	1 Story
Building Area	1,162 sqft Living Area
1st Floor Area	1,030 sqft
Flooring	Carpet
Interior Walls	Wallboard/Drywall

Exterior

Year Built	Built 1978
Effective Year Built	Effective 1978
Architectural Style	Townhouse
Exterior Material	Concrete Block
Construction Type	Masonry / Concrete Block
Roof Type	Flat
Roof Material	Tar & Gravel
Lot Area	2,985 sqft (0.069 acres)
Porch	Florida Room
Porch Area	188 sqft
Utility Building	12 sqft

Utilities, Heating & Cooling

Cooling System	Central
Heating System	Central

Location & Zoning

Street Address	2539 LEEWARD WAY
City	WINTER PARK
State	FL
Zip	32792-1624
Property Category	Residential
Property Type	Residential > Condominium / Townhouse > Townhouse
Local Zoning Code	RMF13
Legal Description	LOT 112 WINDWARD SQUARE SEC 2 PB 20 PGS 34 & 35
Legal Range	30E
Legal Township	21S
Legal Section	34
Legal Subdivision	WINDWARD SQUARE SEC 2
Legal Tract	521
Legal Lot Number	112
Jurisdiction	SEMINOLE FL
Township / Civil Division	CASSELBERRY-ALTAMONTE SPRINGS
Census Block Group	2
Census Block	2001
Census Tract	22208

Owner

2539 Leeward Way, a townhouse, is owned and occupied by two individuals who bought it in November 2022.

Source: Seminole County records, as of March 6, 2026

Owner of Record	2 Individual Names on File
Mailing Address	2539 LEEWARD WAY, WINTER PARK, FL 32792-1624
Occupancy	Owner Occupied
Owner Type	Individual
Vesting	Life Estate

Owner names and exact recorded amounts are on file and can be viewed instantly on this page with a free 10-day trial.

Deeds, Mortgages & Sale History

Date	Document
Nov 17, 2022	Warranty Deed, Transfer · Conventional Mortgage CROSSCOUNTRY MORTGAGE LLC
Aug 3, 2020	Quit Claim Deed, Transfer ATTORNEY ONLY

Assessor's Deed Record

Deed Names	2 Names on Deed
Last Sale	Nov 17, 2022 · Amount on File
Deed Sale	Nov 17, 2022 · Amount on File
Prior Sale	Jun 1, 1990 · Amount on File
Deed Document Number	2022125872
Deed Book / Page	10348 / 143
Prior Transfer Date	Jun 5, 2020
Prior Transfer Doc	0096651743
Record Updated	Jun 8, 2026

November 2022: Warranty Deed, Transfer

Document Type	Warranty Deed
Jurisdiction	SEMINOLE FL
Recording Date	Nov 17, 2022
Property Address	2539 LEEWARD WAY, WINTER PARK, FL 32792-1624
Document Number	0103480143
Book / Page	10348 / 143
Map Reference	MB 20 PG 34&35
Instrument Date	Nov 16, 2022
Instrument	2022125872
Transaction Type	Transfer
Record Updated	Nov 30, 2022
Title Company	NOT AVAILABLE, EDGEWATER TITLE COMPANY

Transaction

Amount	Amount on Record
Downpayment	Downpayment on Record
Loan-to-Value (LTV)	LTV on Record
Tax	$1,008.00
Amount Accuracy	Rounded by County
Additional	Arm's Length

Transferred From (Grantor/Seller)

Name	Verified Name
Address	2383 FLAMINGO WAY, 2383, WINTER PARK, FL 32792-1628

Transferred To (Grantee/Buyer)

Name	Verified Name
Address	2341 INAGUA WAY, WINTER PARK, FL 32792-1629

Mortgage

Document Number	0010348145
Date	Nov 17, 2022
Instrument	10348/145

Lender

Name	CROSSCOUNTRY MORTGAGE LLC
Type	Mortgage Company

Agreement

Type	Conventional Mortgage
Amount	Amount on Record
Term	361 Months
Due	Dec 1, 2052

August 2020: Quit Claim Deed, Transfer

Document Type	Quit Claim Deed
Jurisdiction	SEMINOLE FL
Recording Date	Aug 3, 2020
Property Address	2539 LEEWARD WAY, WINTER PARK, FL 32792-1624
Document Number	0096651743
Book / Page	009665 / 001743
Instrument Date	Jun 5, 2020
Instrument	82825
Transaction Type	Transfer
Record Updated	Aug 31, 2020
Title Company	ATTORNEY ONLY

Transaction

Tax	$0.00
Additional	Quitclaim Intrafamily Transfer

Transferred From (Grantor/Seller)

Name	Verified Name

Transferred To (Grantee/Buyer)

Name	Verified Name
Relationship	Joint Tenants with Right of Survivorship
Address	2539 LEEWARD WAY WINTER PARK FL 327921624, WINTER PARK, FL 32792-1624

Tax Assessment & Valuation

The 2025 property tax bill for 2539 Leeward Way was $1,113.

Source: Seminole County assessment roll, as of December 29, 2025

Property Jurisdictions

Type	Name
State	Florida
Municipality	Casselberry City
County	Seminole County
Unified School District	Seminole County School District (PK - 12)

Tax Bill & Assessment History

Year	Tax Bill	Assessed Value	Assessed Market Value
2025	$1,113.00	$104,524	$195,329 Land $70,000 Building $125,329
2023	$2,272.00 (+430.84%) Homeowner's exemption	$177,137 (+261.08%)	$177,137 (+15.79%) Land $60,000 Building $117,137
2022	$428.00 Homeowner's exemption	$49,057	$152,975 Land $45,000 Building $107,975

Assessed value and assessed market value are set for property tax purposes, not market price estimates; both are a fraction of this property's market value.

Flood

FEMA maps place 2539 Leeward Way in Zone X, an area of minimal flood risk, though there have been 2 flood claims nearby since 2004.

Source: FEMA National Flood Hazard Layer, effective November 27, 2025 · OpenFEMA NFIP redacted claims and policies, as of September 2026

FEMA Flood Zone	Zone X minimal risk
Flood Insurance Requirement	Not required lenders may require it
Community Rating System	Class 7 (15% premium discount)
Nearby Flood Policies	7 in force
Nearby Flood Claims	2 (2004–2008)
Claims Outside the SFHA	2 of 2
Most Recent Claim	Aug 2008 · Tropical Storm Fay

Values are read at the parcel center point; flood claims are located to the census block group, not this parcel; lenders make the official flood determination.

Wildfire

Wildfire risk around 2539 Leeward Way is low, with less than a 0.01% annual chance of wildfire.

Source: USDA Forest Service Wildfire Risk to Communities (2nd edition), as of 2024

Wildfire Risk	Low lower than 99.1% of the US · lower than 98.7% of Florida
Wildfire Likelihood	Under 0.01% annual chance
Exposure	None beyond ember reach

Values cover an area roughly 900 ft across, not the parcel itself; insurers use their own ratings.

Drinking Water

Source: EPA Safe Drinking Water Information System, as of September 2026

Water System	CASSELBERRY, CITY OF (3 WPS) serves 54,747 people · EPA ID FL3590159
Water Source	Groundwater
Last State Inspection	Jun 2023
Lead	Under 1 ppb (2025) action level 15 ppb

Violations Reported to EPA

Water Quality	None last 10 years
Treatment and Procedure	None last 10 years
Monitoring and Reporting	2 last 3 years

Results are for the whole water system, not water tested at this address; lead at the tap also depends on the building's own pipes.

Internet Providers

Source: FCC Broadband Data Collection, based on 524 locations within half a mile, as of December 31, 2025

Provider	Max Down / Up (Mbps)
Spectrum Cable · Fiber in parts of the area	1,000 / 1,000
CenturyLink DSL · Fiber in parts of the area	140 / 20
AT&T Fixed Wireless · Fiber in parts of the area	100 / 20

May also be available: T-Mobile, Verizon.

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