Jaywood Rd, Winter Garden, FL Property Records

Orange County property records for 33 addresses on Jaywood Rd, Winter Garden, FL · Last verified August 2026

Jaywood Rd Highlights

Properties 33
Median Sale Price $426,925
Deeds and Mortgages on File 55
Median Price per Sqft $190
Owner Occupied 91%
Median Annual Tax Bill $7,416
Median Year Built 2020
Median Ownership Tenure 5 years

Properties on Jaywood Rd

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

9303 Jaywood Rd

4 bd · 3.5 ba · 2,290 sqft · built 2021 · 0.181 acres

Last Sale Tax Bill Prior Sale Owner Records
$400,770Feb 2021 $7,3372025 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

9309 Jaywood Rd

3 bd · 2.5 ba · 1,918 sqft · built 2021 · 0.119 acres

Last Sale Tax Bill Prior Sale Owner Records
$515,000Aug 2024 $5,4542025 Amount on Record Oct 2021 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

9315 Jaywood Rd

4 bd · 3.5 ba · 2,290 sqft · built 2021 · 0.119 acres

Last Sale Tax Bill Prior Sale Owner Records
$396,740Mar 2021 $7,3512025 Owner on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

9321 Jaywood Rd

3 bd · 2 ba · 1,685 sqft · built 2021 · 0.119 acres

Last Sale Tax Bill Prior Sale Owner Records
$339,995Feb 2021 $7,5832025 2 Owners on Record Assessor + 2 DocumentsUpdated May 2026

9327 Jaywood Rd

3 bd · 2.5 ba · 2,044 sqft · built 2021 · 0.119 acres

Last Sale Tax Bill Prior Sale Owner Records
$376,740Mar 2021 $7,9762025 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

9333 Jaywood Rd

4 bd · 3.5 ba · 2,290 sqft · built 2021 · 0.119 acres

Last Sale Tax Bill Prior Sale Owner Records
$394,740Feb 2021 $7,3032025 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

9339 Jaywood Rd

3 bd · 2 ba · 1,685 sqft · built 2021 · 0.119 acres

Last Sale Tax Bill Prior Sale Owner Records
$331,740Feb 2021 $5,9102025 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

9345 Jaywood Rd

3 bd · 2.5 ba · 1,918 sqft · built 2021 · 0.119 acres

Last Sale Tax Bill Prior Sale Owner Records
$359,240Feb 2021 $7,7622025 Owner on Record Owner Occupied Assessor + 3 DocumentsUpdated Aug 2026

9351 Jaywood Rd

4 bd · 3.5 ba · 2,290 sqft · built 2021 · 0.119 acres

Last Sale Tax Bill Prior Sale Owner Records
$408,740Mar 2021 $7,4162025 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

9357 Jaywood Rd

3 bd · 2 ba · 1,685 sqft · built 2021 · 0.146 acres

Last Sale Tax Bill Prior Sale Owner Records
$351,495Mar 2021 $6,7212025 2 Owners on Record Owner Occupied Assessor + 3 DocumentsUpdated May 2026

9410 Jaywood Rd

4 bd · 3 ba · 2,117 sqft · built 2020 · 0.162 acres

Last Sale Tax Bill Prior Sale Owner Records
$426,925Apr 2020 $9,0662025 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

9416 Jaywood Rd

4 bd · 3.5 ba · 3,115 sqft · built 2020 · 0.148 acres

Last Sale Tax Bill Prior Sale Owner Records
$450,786Mar 2020 $6,6472025 Amount on Record — 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

9419 Jaywood Rd

0.055 acres

Last Sale Tax Bill Prior Sale Owner Records
$12025 2 Owners on Record Assessor + 1 DocumentUpdated May 2026

9422 Jaywood Rd

4 bd · 3.5 ba · 2,953 sqft · built 2020 · 0.148 acres

Last Sale Tax Bill Prior Sale Owner Records
$720,000Nov 2025 $10,6042025 Amount on Record Feb 2020 Owner on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

9423 Jaywood Rd

3 bd · 3 ba · 2,040 sqft · built 2020 · 0.138 acres

Last Sale Tax Bill Prior Sale Owner Records
$397,290Jun 2020 $6142025 2 Owners on Record Owner Occupied Assessor + 3 DocumentsUpdated May 2026

9428 Jaywood Rd

4 bd · 3 ba · 2,117 sqft · built 2020 · 0.148 acres

Last Sale Tax Bill Prior Sale Owner Records
$399,200May 2020 $4,3652025 2 Owners on Record Assessor + 1 DocumentUpdated May 2026

9429 Jaywood Rd

4 bd · 3 ba · 2,117 sqft · built 2020 · 0.138 acres

Last Sale Tax Bill Prior Sale Owner Records
$413,593Sep 2020 $9,0082025 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

9434 Jaywood Rd

4 bd · 3.5 ba · 3,115 sqft · built 2020 · 0.148 acres

Last Sale Tax Bill Prior Sale Owner Records
$740,000Jan 2026 $6142025 Amount on Record Jul 2020 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

9435 Jaywood Rd

3 bd · 3.5 ba · 2,594 sqft · built 2020 · 0.138 acres

Last Sale Tax Bill Prior Sale Owner Records
$430,000May 2020 $6,5672025 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

9440 Jaywood Rd

4 bd · 3 ba · 2,117 sqft · built 2019 · 0.148 acres

Last Sale Tax Bill Prior Sale Owner Records
$386,762Dec 2019 $5,8402025 2 Owners on Record Owner Occupied Assessor + 3 DocumentsUpdated May 2026

9441 Jaywood Rd

5 bd · 4.5 ba · 2,953 sqft · built 2020 · 0.138 acres

Last Sale Tax Bill Prior Sale Owner Records
$524,998Dec 2020 $11,2102025 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

9446 Jaywood Rd

4 bd · 3.5 ba · 2,953 sqft · built 2020 · 0.148 acres

Last Sale Tax Bill Prior Sale Owner Records
$10,3712025 Owner on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

9447 Jaywood Rd

4 bd · 3 ba · 3,115 sqft · built 2020 · 0.138 acres

Last Sale Tax Bill Prior Sale Owner Records
$478,390Jun 2020 $10,6242025 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

9452 Jaywood Rd

4 bd · 3.5 ba · 3,066 sqft · built 2020 · 0.154 acres

Last Sale Tax Bill Prior Sale Owner Records
$620,000Jul 2021 $9,3132025 Amount on Record May 2020 Owner on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

9453 Jaywood Rd

4 bd · 3 ba · 2,117 sqft · built 2020 · 0.138 acres

Last Sale Tax Bill Prior Sale Owner Records
$399,990Jun 2020 $8,5332025 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

9458 Jaywood Rd

4 bd · 3 ba · 2,117 sqft · built 2019 · 0.162 acres

Last Sale Tax Bill Prior Sale Owner Records
$558,000Jan 2022 $8,2632025 Amount on Record Dec 2019 2 Owners on Record Owner Occupied Assessor + 3 DocumentsUpdated May 2026

9459 Jaywood Rd

5 bd · 4 ba · 2,594 sqft · built 2020 · 0.138 acres

Last Sale Tax Bill Prior Sale Owner Records
$710,000Aug 2026 $6,6682025 Amount on Record May 2020 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated Aug 2026

9465 Jaywood Rd

4 bd · 3 ba · 2,117 sqft · built 2020 · 0.173 acres

Last Sale Tax Bill Prior Sale Owner Records
$402,603Jul 2020 $6,1302025 2 Owners on Record Owner Occupied Assessor + 3 DocumentsUpdated Jun 2026

9471 Jaywood Rd

5 bd · 4.5 ba · 2,953 sqft · built 2020 · 0.159 acres

Last Sale Tax Bill Prior Sale Owner Records
$484,275Oct 2020 $5,4322025 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

9477 Jaywood Rd

4 bd · 3 ba · 2,687 sqft · built 2020 · 0.158 acres

Last Sale Tax Bill Prior Sale Owner Records
$437,950Jul 2020 $9,4762025 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

9483 Jaywood Rd

4 bd · 3 ba · 2,117 sqft · built 2020 · 0.164 acres

Last Sale Tax Bill Prior Sale Owner Records
$410,825Oct 2020 $8,7732025 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

9489 Jaywood Rd

5 bd · 4 ba · 2,594 sqft · built 2020 · 0.157 acres

Last Sale Tax Bill Prior Sale Owner Records
$441,825Jun 2020 $9,7322025 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

9495 Jaywood Rd

4 bd · 3 ba · 2,117 sqft · built 2020 · 0.163 acres

Last Sale Tax Bill Prior Sale Owner Records
$570,000Apr 2022 $8,1052025 Amount on Record Jul 2020 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

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