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Winston Rd, Maitland, FL Property Records

Seminole County property records for 36 addresses on Winston Rd, Maitland, FL · Last verified August 2026

Winston Rd Highlights

Properties 36
Median Sale Price $450,000
Deeds and Mortgages on File 70
Median Price per Sqft $233
Owner Occupied 94%
Median Annual Tax Bill $3,689
Median Year Built 1970
Median Ownership Tenure 7 years

Properties on Winston Rd

Owner names and prior sale amounts shown locked below are available instantly with a free trial.

1205 Winston Rd

3 bd · 2 ba · 1,726 sqft · built 1964 · 0.257 acres

Last Sale Tax Bill Prior Sale Owner Records
$450,000Jul 2024 $5,7392025 Amount on Record Aug 2016 2 Names on Record Assessor + 1 DocumentUpdated Apr 2026

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1220 Winston Rd

3 bd · 2 ba · 1,724 sqft · built 1964 · 0.257 acres

Last Sale Tax Bill Prior Sale Owner Records
$525,000Jan 2026 $5,2632025 Amount on Record Feb 2025 1 Name on Record Owner Occupied Assessor + 5 DocumentsUpdated Feb 2026

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1230 Winston Rd

3 bd · 2 ba · 1,642 sqft · built 1964 · 0.032 acres

Last Sale Tax Bill Prior Sale Owner Records
—Apr 1994 $4,1742025 2 Names on Record AssessorUpdated Dec 2025

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1240 Winston Rd

4 bd · 3 ba · 2,030 sqft · built 1965 · 0.286 acres

Last Sale Tax Bill Prior Sale Owner Records
$285,000Aug 2016 $3,6892025 Amount on Record Aug 2013 1 Name on Record Owner Occupied Assessor + 4 DocumentsUpdated Dec 2025

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1260 Winston Rd

3 bd · 2 ba · 1,970 sqft · built 1964 · 0.257 acres

Last Sale Tax Bill Prior Sale Owner Records
$460,000Jul 2022 $5,6042025 Amount on Record Feb 2015 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Dec 2025

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1261 Winston Rd

4 bd · 3 ba · 2,244 sqft · built 1964 · 0.258 acres

Last Sale Tax Bill Prior Sale Owner Records
$397,000Sep 2019 $4,5012025 Amount on Record Sep 2016 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Dec 2025

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1266 Winston Rd

3 bd · 2 ba · 1,786 sqft · built 1965 · 0.236 acres

Last Sale Tax Bill Prior Sale Owner Records
$145,000Oct 2001 $1,6502025 2 Names on Record Owner Occupied AssessorUpdated Dec 2025

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1271 Winston Rd

3 bd · 2 ba · 1,842 sqft · built 1966 · 0.252 acres

Last Sale Tax Bill Prior Sale Owner Records
$464,000Apr 2022 $1,7412025 Amount on Record Nov 2021 2 Names on Record Owner Occupied Assessor + 4 DocumentsUpdated Dec 2025

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1280 Winston Rd

3 bd · 2 ba · 1,883 sqft · built 1966 · 0.257 acres

Last Sale Tax Bill Prior Sale Owner Records
$485,000Dec 2022 $4,7772025 Amount on Record Dec 2016 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Dec 2025

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1290 Winston Rd

3 bd · 2 ba · 2,138 sqft · built 1966 · 0.279 acres

Last Sale Tax Bill Prior Sale Owner Records
$226,000May 2014 $3,9762025 —Nov 2008 2 Names on Record Owner Occupied AssessorUpdated Dec 2025

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1300 Winston Rd

4 bd · 3 ba · 2,098 sqft · built 1966 · 0.231 acres

Last Sale Tax Bill Prior Sale Owner Records
$299,000Feb 2017 $4,1412025 Amount on Record May 2003 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Dec 2025

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1310 Winston Rd

4 bd · 3 ba · 2,197 sqft · built 1965 · 0.273 acres

Last Sale Tax Bill Prior Sale Owner Records
$315,000Jan 2020 $4,7242025 Amount on Record Jan 2008 1 Name on Record Owner Occupied Assessor + 4 DocumentsUpdated Dec 2025

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1350 Winston Rd

3 bd · 2 ba · 1,783 sqft · built 1967 · 0.194 acres

Last Sale Tax Bill Prior Sale Owner Records
$277,900Jul 2020 $3,2822025 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Aug 2026

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1351 Winston Rd

3 bd · 2 ba · 1,874 sqft · built 1965 · 0.257 acres

Last Sale Tax Bill Prior Sale Owner Records
$425,000Jul 2025 $4,7672025 Amount on Record Jun 2022 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

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1361 Winston Rd

4 bd · 2 ba · 1,577 sqft · built 1964 · 0.252 acres

Last Sale Tax Bill Prior Sale Owner Records
$98,000Dec 1995 $1,2882025 Amount on Record — 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Dec 2025

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1411 Winston Rd

4 bd · 2 ba · 2,205 sqft · built 1969 · 0.344 acres

Last Sale Tax Bill Prior Sale Owner Records
$276,500Nov 2016 $3,1292025 Amount on Record Sep 2009 1 Name on Record Owner Occupied AssessorUpdated Dec 2025

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1420 Winston Rd

4 bd · 2 ba · 2,343 sqft · built 1972 · 0.314 acres

Last Sale Tax Bill Prior Sale Owner Records
$185,000Apr 2021 $4,9762025 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Dec 2025

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1425 Winston Rd

4 bd · 3 ba · 1,860 sqft · built 1973 · 0.218 acres

Last Sale Tax Bill Prior Sale Owner Records
$49,000Jan 1976 $1,5692025 2 Names on Record Owner Occupied AssessorUpdated Dec 2025

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1426 Winston Rd

4 bd · 2 ba · 1,928 sqft · built 1971 · 0.262 acres

Last Sale Tax Bill Prior Sale Owner Records
$278,800Feb 2020 $3,4502025 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Dec 2025

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1430 Winston Rd

4 bd · 3.5 ba · 2,292 sqft · built 1971 · 0.257 acres

Last Sale Tax Bill Prior Sale Owner Records
$270,100Nov 2013 $3,2972025 Amount on Record May 2000 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Apr 2026

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1433 Winston Rd

3 bd · 3.5 ba · 1,740 sqft · built 1970 · 0.216 acres

Last Sale Tax Bill Prior Sale Owner Records
$257,000Jan 2016 $3,9642025 Amount on Record Jul 2015 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Apr 2026

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1434 Winston Rd

4 bd · 2 ba · 2,312 sqft · built 1971 · 0.257 acres

Last Sale Tax Bill Prior Sale Owner Records
$579,000Oct 2025 $5,8942025 Amount on Record Mar 2022 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Dec 2025

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1438 Winston Rd

4 bd · 2.5 ba · 2,068 sqft · built 1971 · 0.257 acres

Last Sale Tax Bill Prior Sale Owner Records
$69,900May 2022 $3452025 Amount on Record May 2021 2 Names on Record Owner Occupied Assessor + 8 DocumentsUpdated Jun 2026

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1460 Winston Rd

3 bd · 2 ba · 1,780 sqft · built 1970 · 0.257 acres

Last Sale Tax Bill Prior Sale Owner Records
$385,000Feb 2022 $4,1992025 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Dec 2025

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1466 Winston Rd

3 bd · 2 ba · 1,931 sqft · built 1970 · 0.257 acres

Last Sale Tax Bill Prior Sale Owner Records
$3,9072025 1 Name on Record Owner Occupied AssessorUpdated Jan 2026

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1468 Winston Rd

4 bd · 2.5 ba · 2,104 sqft · built 1970 · 0.244 acres

Last Sale Tax Bill Prior Sale Owner Records
$495,000May 2023 $5,7842025 Amount on Record Dec 1987 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Aug 2026

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1470 Winston Rd

4 bd · 2.5 ba · 1,890 sqft · built 1970 · 0.244 acres

Last Sale Tax Bill Prior Sale Owner Records
$545,000Mar 2026 $3,4282025 Amount on Record Sep 2025 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Apr 2026

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1474 Winston Rd

3 bd · 3.5 ba · 1,970 sqft · built 1969 · 0.305 acres

Last Sale Tax Bill Prior Sale Owner Records
$232,000May 2016 $3,3022025 Amount on Record Feb 2013 1 Name on Record Owner Occupied AssessorUpdated Jul 2026

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1478 Winston Rd

3 bd · 2 ba · 1,860 sqft · built 1970 · 0.254 acres

Last Sale Tax Bill Prior Sale Owner Records
—Jul 2021 $2,2652025 Amount on Record Jan 2016 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

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1480 Winston Rd

4 bd · 3 ba · 2,380 sqft · built 1969 · 0.234 acres

Last Sale Tax Bill Prior Sale Owner Records
$310,000Sep 2019 $3,0472025 Amount on Record Oct 2018 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Dec 2025

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1500 Winston Rd

3 bd · 2 ba · 1,834 sqft · built 1971 · 0.289 acres

Last Sale Tax Bill Prior Sale Owner Records
$48,500Jan 1973 $4,4742025 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

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1501 Winston Rd

4 bd · 2.5 ba · 3,033 sqft · built 1973 · 0.342 acres

Last Sale Tax Bill Prior Sale Owner Records
—Aug 1993 $2,2702025 Amount on Record Jun 1990 1 Name on Record Owner Occupied AssessorUpdated Apr 2026

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1520 Winston Rd

4 bd · 2 ba · 4,019 sqft · built 1971 · 0.289 acres

Last Sale Tax Bill Prior Sale Owner Records
$100Mar 2004 $2,3572025 Amount on Record Mar 2001 1 Name on Record Owner Occupied Assessor + 4 DocumentsUpdated Apr 2026

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1540 Winston Rd

4 bd · 2 ba · 2,254 sqft · built 1972 · 0.289 acres

Last Sale Tax Bill Prior Sale Owner Records
$287,000Jun 2020 $3,6542025 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Dec 2025

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1560 Winston Rd

5 bd · 4 ba · 2,650 sqft · built 1972 · 0.324 acres

Last Sale Tax Bill Prior Sale Owner Records
$235,000Apr 2018 $3,3082025 2 Names on Record Owner Occupied Assessor + 5 DocumentsUpdated Dec 2025

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1580 Winston Rd

4 bd · 2 ba · 2,274 sqft · built 1971 · 0.414 acres

Last Sale Tax Bill Prior Sale Owner Records
$179,900Jan 2015 $2,7902025 1 Name on Record Owner Occupied AssessorUpdated Dec 2025

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Wildfire Risk on Winston Rd

Source: USDA Forest Service Wildfire Risk to Communities · 2nd edition (2024), fuels as of 2020

Wildfire RiskLow
this street's cells rank above 6% of the US · above 6% of Florida
Wildfire LikelihoodAbout 1 in 10,000 per year
ExposureDirect
1 of 5 cells directly exposed · 2 adjoin burnable vegetation

Property Records in Nearby Streets