5566 Thomas Square Dr, Winter Garden, FL 34787 Property Records

Orange County property record for 5566 Thomas Square Dr, Winter Garden, FL 34787

Property Summary

Property TypeSingle Family Home
Details3 bd · 3.5 ba · 2,191 sqft · built 2015
Lot Size0.1 acres (4,375 sqft)
Owner2 Individual Names on Record
Last Sale$335,340 (Oct 2015)
Tax Bill$5,401 (2025)
Deeds & MortgagesFeb 2020 Mortgage
Jan 2017 Mortgage
Flood ZoneZone X (minimal risk)
APN20-23-27-5846-00-680

Property Details

APN / Parcel Number

Primary APN20-23-27-5846-00-680
Alternative APNs
  • 272320584600680
  • 142762
  • 143930
  • 145758

Interior

Bedrooms3 Beds
Full Baths3.5 Baths
Half Baths1 Half Bath
Stories2 Stories
Building Area2,191 sqft Living Area
Gross Area3,648 sqft
1st Floor Area982 sqft
FlooringCarpet
Interior WallsWallboard/Drywall

Exterior

Year BuiltBuilt 2015
Effective Year BuiltEffective 2015
Exterior MaterialConcrete Block
Roof TypeGable/Hip
Roof MaterialComposition Shingle
Lot Area4,375 sqft (0.1 acres)
Garage TypeAttached
Garage Area528 sqft
Parking Spaces2 Parking Spaces
PorchSlab
Porch Area518 sqft
Total Buildings2 Buildings

Utilities, Heating & Cooling

Cooling SystemCentral
Heating SystemForced Air with A/C
Heating FuelElectric

Location & Zoning

Street Address5566 THOMAS SQUARE DR
CityWINTER GARDEN
StateFL
Zip34787-5029
Property CategoryResidential
Property TypeResidential > Single Family > Home
Local Zoning CodeP-D
Legal DescriptionOVERLOOK 2 AT HAMLIN PHASE 1 AND 6 84/10 LOT 68
Legal Range27E
Legal Township23S
Legal Section20
Legal SubdivisionOVERLOOK 2 AT HAMLIN PH 1 AND 6
Legal Phase1
Legal Tract5846
Legal Lot Number68
JurisdictionORANGE FL
Township / Civil DivisionSOUTHWEST ORANGE
Census Block Group4
Census Block4011
Census Tract17113

Owner

Source: Orange County records, as of May 4, 2026

Owner names and exact recorded amounts shown locked on this page are available instantly with a free trial.

Owner of Record2 Individual Names on Record
Mailing Address5566 THOMAS SQUARE DR, WINTER GARDEN, FL 34787-5029
OccupancyOwner Occupied
Owner TypeIndividual

Deeds, Mortgages & Sale History

DateDocument
Feb 17, 2020Deed of Trust, Mortgage · Conventional with PMI
FBC MTG
Jan 5, 2017Deed of Trust, Mortgage · Conventional with PMI
LOANLEADERS/AMERICA

Assessor's Deed Record

Deed Names2 Names on Deed
Last SaleOct 23, 2015 · Amount on Record
Deed SaleOct 23, 2015 · Amount on Record
Deed Document Number2015553235
Deed Book / Page11002 / 4080
Record UpdatedJun 8, 2026

February 2020: Deed of Trust, Mortgage

Document TypeDeed of Trust
JurisdictionORANGE FL
Property Address5566 THOMAS SQUARE DR, WINTER GARDEN, FL 34787-5029
Document Number0000148395
Instrument DateFeb 17, 2020
Transaction TypeMortgage
Record UpdatedApr 15, 2020
Title CompanyCLEAR TITLE/FL LLC

Transferred To (Grantee/Buyer)

NameVerified Name
RelationshipHusband and Wife
Address5566 THOMAS SQUARE DR WINTER GARDEN FL 347875029, WINTER GARDEN, FL 34787-5029

Mortgage

Document Number0000148395
DateMar 9, 2020
Instrument148395
Lender
NameFBC MTG
TypeMortgage Company
AddressORLANDO, FL 32801
Agreement
TypeConventional with PMI
AmountAmount Recorded
Term360 Months
DueMar 8, 2050

January 2017: Deed of Trust, Mortgage

Document TypeDeed of Trust
JurisdictionORANGE FL
Property Address5566 THOMAS SQUARE DR, WINTER GARDEN, FL 34787-5029
Document Number0000046887
Instrument DateJan 5, 2017
Transaction TypeMortgage
Record UpdatedFeb 28, 2017
Title CompanyUNISOURCE

Transferred To (Grantee/Buyer)

NameVerified Name
RelationshipHusband and Wife
Address5566 THOMAS SQUARE DR WINTER GARDEN FL 347875029, WINTER GARDEN, FL 34787-5029

Mortgage

Document Number0000046887
DateJan 25, 2017
Instrument46887
Lender
NameLOANLEADERS/AMERICA
TypeFunding / Finance Company
AddressIRVINE, CA 92614
Agreement
TypeConventional with PMI
AmountAmount Recorded
Term360 Months
DueJan 24, 2047
Interest
Rate TypeAdjustable Rate

Tax Assessment & Valuation

Source: Orange County assessment roll, as of April 30, 2026

Property Jurisdictions

TypeName
StateFlorida
CountyOrange County
Unified School DistrictOrange County School District (PK - 12)

Tax Bill & Assessment History

YearTax BillAssessed ValueAssessed Market Value
2026$345,724 (+2.7%)$514,300 (-1.09%) Land $125,000 Building $389,300
2025$5,401.00 (+4.67%) Homeowner's exemption$336,635 (+5.99%)$519,980 (+11.06%) Land $125,000 Building $394,980
2024$5,160.00 (+7.46%)
2023$4,802.00 (+3.96%) Homeowner's exemption$317,619 (+3%)$468,210 (+13.07%) Land $125,000 Building $343,210
2022$4,619.00 Homeowner's exemption$308,368$414,080 Land $125,000 Building $289,080

Assessed value and assessed market value are set for property tax purposes and are not market price estimates.

Flood

Source: FEMA National Flood Hazard Layer, effective September 24, 2026 · OpenFEMA NFIP redacted claims and policies, as of September 2026

FEMA Flood ZoneZone X
minimal risk
Nearest Special Flood Hazard AreaZone AE, within 500 ft
Flood Insurance RequirementNot required
lenders may require it
Flood Insurance CostPremium on Record
median of 62 policies
Community Rating SystemClass 5 (25% premium discount)
Nearby Flood Policies62 in force
Nearby Flood Claims4 (2022–2024)
Most Recent ClaimOct 2024 · Hurricane Milton

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

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

Wildfire RiskLow
lower than 64% of the US · lower than 90% of Florida
Wildfire Likelihood0.04% annual chance
ExposureNone
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 SystemOCUD/SOUTHERN WATER SYS (5 WPS)
serves 80,738 people · EPA ID FL3484119
Water SourceGroundwater
Last State InspectionMay 2024
Lead2 ppb (2025)
action level 15 ppb

Violations Reported to EPA

Water QualityNone
last 10 years
Treatment and ProcedureNone
last 10 years
Monitoring and ReportingNone
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 113 locations within half a mile, as of December 31, 2025

ProviderMax Down / Up (Mbps)
CenturyLink
Fiber
2,000 / 1,000
Spectrum
Cable · Fiber in parts of the area
1,000 / 1,000
Verizon
Fixed Wireless
300 / 20

Nearby Properties on Thomas Square Dr

Nearby Streets

Search Property Records by Address or Parcel Number