Sherbrooke Rd, Winter Park, FL Property Records

Orange County property records for 34 addresses on Sherbrooke Rd, Winter Park, FL · Last verified May 2026

Sherbrooke Rd Highlights

Properties 34
Median Sale Price $525,000
Deeds and Mortgages on File 34
Median Price per Sqft $257
Owner Occupied 74%
Median Annual Tax Bill $4,622
Median Year Built 1972
Median Ownership Tenure 13 years

Properties on Sherbrooke Rd

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

2307 Sherbrooke Rd

4 bd · 3 ba · 2,146 sqft · built 1967 · 0.332 acres

Last Sale Tax Bill Prior Sale Owner Records
$370,000Oct 2007 $4,1452025 Amount on Record Oct 2003 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

2313 Sherbrooke Rd

3 bd · 2 ba · 1,902 sqft · built 1967 · 0.267 acres

Last Sale Tax Bill Prior Sale Owner Records
$490,000Apr 2022 $8,1352025 Amount on Record Dec 2002 1 Name on Record Assessor + 2 DocumentsUpdated May 2026

2319 Sherbrooke Rd

4 bd · 3 ba · 2,194 sqft · built 1967 · 0.241 acres

Last Sale Tax Bill Prior Sale Owner Records
$411,000Sep 2009 $5,4222025 Amount on Record May 2003 2 Names on Record Owner Occupied AssessorUpdated May 2026

2320 Sherbrooke Rd

5 bd · 2 ba · 1,888 sqft · built 1967 · 0.26 acres

Last Sale Tax Bill Prior Sale Owner Records
$212,000Mar 2009 $4202025 Amount on Record Apr 2006 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

2325 Sherbrooke Rd

4 bd · 2.5 ba · 2,150 sqft · built 1967 · 0.244 acres

Last Sale Tax Bill Prior Sale Owner Records
$274,000Mar 2005 $8,4082025 2 Names on Record AssessorUpdated May 2026

2326 Sherbrooke Rd

4 bd · 2 ba · 2,074 sqft · built 1967 · 0.242 acres

Last Sale Tax Bill Prior Sale Owner Records
$700,000May 2022 $9,5322025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

2331 Sherbrooke Rd

5 bd · 3 ba · 2,559 sqft · built 1967 · 0.244 acres

Last Sale Tax Bill Prior Sale Owner Records
$4302025 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

2332 Sherbrooke Rd

4 bd · 3 ba · 1,842 sqft · built 1967 · 0.242 acres

Last Sale Tax Bill Prior Sale Owner Records
$425,000Sep 2020 $5,9902025 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

2337 Sherbrooke Rd

4 bd · 3 ba · 1,887 sqft · built 1967 · 0.244 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,960Mar 2022 $8,4092025 2 Names on Record Assessor + 1 DocumentUpdated May 2026

2338 Sherbrooke Rd

4 bd · 2 ba · 2,022 sqft · built 1967 · 0.242 acres

Last Sale Tax Bill Prior Sale Owner Records
$211,500Jun 2003 $3,1322025 2 Names on Record AssessorUpdated May 2026

2343 Sherbrooke Rd

5 bd · 3 ba · 2,103 sqft · built 1967 · 0.244 acres

Last Sale Tax Bill Prior Sale Owner Records
$8,0372025 2 Names on Record Owner Occupied AssessorUpdated May 2026

2344 Sherbrooke Rd

4 bd · 4 ba · 3,485 sqft · built 2007 · 0.242 acres

Last Sale Tax Bill Prior Sale Owner Records
$262,500Apr 2004 $6,5112025 2 Names on Record Owner Occupied AssessorUpdated May 2026

2349 Sherbrooke Rd

4 bd · 3 ba · 1,870 sqft · built 1967 · 0.255 acres

Last Sale Tax Bill Prior Sale Owner Records
$304,000Jul 2013 $4,1112025 Amount on Record Jun 2009 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

2350 Sherbrooke Rd

5 bd · 3 ba · 2,120 sqft · built 1967 · 0.265 acres

Last Sale Tax Bill Prior Sale Owner Records
$779,000Feb 2025 $7,7152025 Amount on Record May 2024 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

2403 Sherbrooke Rd

5 bd · 3.5 ba · 2,064 sqft · built 1967 · 0.29 acres

Last Sale Tax Bill Prior Sale Owner Records
$253,000Jul 2002 $3,4912025 Amount on Record Aug 1998 2 Names on Record Owner Occupied AssessorUpdated May 2026

2404 Sherbrooke Rd

4 bd · 2 ba · 2,299 sqft · built 1968 · 0.288 acres

Last Sale Tax Bill Prior Sale Owner Records
$326,500Aug 2016 $5,2592025 Amount on Record Dec 1997 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

2409 Sherbrooke Rd

4 bd · 2 ba · 1,936 sqft · built 1972 · 0.249 acres

Last Sale Tax Bill Prior Sale Owner Records
$535,000Jun 2022 $8,1802025 Amount on Record Aug 2021 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

2410 Sherbrooke Rd

4 bd · 2.5 ba · 2,141 sqft · built 1972 · 0.249 acres

Last Sale Tax Bill Prior Sale Owner Records
$368,500Sep 2015 $9,5762025 Amount on Record Jun 2009 2 Names on Record AssessorUpdated May 2026

2415 Sherbrooke Rd

4 bd · 2 ba · 2,219 sqft · built 1972 · 0.249 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,9892025 1 Name on Record Owner Occupied AssessorUpdated May 2026

2416 Sherbrooke Rd

4 bd · 2 ba · 1,936 sqft · built 1972

Last Sale Tax Bill Prior Sale Owner Records
$2,9372025 1 Name on Record AssessorUpdated May 2026

2421 Sherbrooke Rd

3 bd · 2 ba · 1,779 sqft · built 1972 · 0.242 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,8232025 2 Names on Record Assessor + 1 DocumentUpdated May 2026

2422 Sherbrooke Rd

3 bd · 2 ba · 2,476 sqft · built 1972 · 0.242 acres

Last Sale Tax Bill Prior Sale Owner Records
$184,000Jul 2001 $4,2472025 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

2427 Sherbrooke Rd

4 bd · 2.5 ba · 2,141 sqft · built 1972 · 0.242 acres

Last Sale Tax Bill Prior Sale Owner Records
$160,000Mar 2007 $3,1412025 2 Names on Record Owner Occupied AssessorUpdated May 2026

2428 Sherbrooke Rd

4 bd · 2 ba · 1,936 sqft · built 1972 · 0.242 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,8132025 2 Names on Record Owner Occupied AssessorUpdated May 2026

2433 Sherbrooke Rd

4 bd · 2 ba · 2,426 sqft · built 1972 · 0.242 acres

Last Sale Tax Bill Prior Sale Owner Records
$151,428Apr 2004 $6,1442025 Amount on Record Feb 2004 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

2434 Sherbrooke Rd

4 bd · 2 ba · 2,187 sqft · built 1972 · 0.242 acres

Last Sale Tax Bill Prior Sale Owner Records
$200,000Sep 2001 $3,4582025 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

2439 Sherbrooke Rd

5 bd · 2 ba · 1,906 sqft · built 1972 · 0.241 acres

Last Sale Tax Bill Prior Sale Owner Records
$475,000May 2023 $7,8092025 Amount on Record Aug 1994 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

2440 Sherbrooke Rd

3 bd · 2 ba · 1,768 sqft · built 1972 · 0.242 acres

Last Sale Tax Bill Prior Sale Owner Records
$276,000Mar 2016 $4,3492025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

2445 Sherbrooke Rd

5 bd · 2.5 ba · 2,163 sqft · built 1972 · 0.241 acres

Last Sale Tax Bill Prior Sale Owner Records
$525,000Aug 2019 $7,5792025 Amount on Record Apr 2019 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated May 2026

2446 Sherbrooke Rd

4 bd · 2.5 ba · 2,219 sqft · built 1972 · 0.252 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,9182025 2 Names on Record Assessor + 1 DocumentUpdated May 2026

2451 Sherbrooke Rd

3 bd · 2 ba · 1,768 sqft · built 1972 · 0.253 acres

Last Sale Tax Bill Prior Sale Owner Records
$100Aug 2017 $4,6222025 Amount on Record Jul 2017 2 Names on Record Assessor + 6 DocumentsUpdated May 2026

2452 Sherbrooke Rd

3 bd · 2 ba · 1,906 sqft · built 1972 · 0.301 acres

Last Sale Tax Bill Prior Sale Owner Records
$80,000Jan 1995 $2,9052025 1 Name on Record Owner Occupied AssessorUpdated May 2026

2457 Sherbrooke Rd

4 bd · 2 ba · 1,936 sqft · built 1972 · 0.394 acres

Last Sale Tax Bill Prior Sale Owner Records
$390,000May 2017 $5,2262025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

2458 Sherbrooke Rd

4 bd · 2.5 ba · 2,533 sqft · built 1972 · 0.386 acres

Last Sale Tax Bill Prior Sale Owner Records
$170,000Jul 1993 $3,7352025 1 Name on Record Owner Occupied AssessorUpdated May 2026

Property Records in Nearby Streets