Middlesex Rd, Orlando, FL Property Records

Orange County property records for 39 addresses on Middlesex Rd, Orlando, FL · Last verified August 2026

Middlesex Rd Highlights

Properties 39
Median Sale Price $1,120,000
Deeds and Mortgages on File 62
Median Price per Sqft $473
Owner Occupied 77%
Median Annual Tax Bill $12,569
Median Year Built 1960
Median Ownership Tenure 10 years

Properties on Middlesex Rd

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

2601 Middlesex Rd

5 bd · 4 ba · 4,098 sqft · 0.377 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$410,000Feb 2011 $19,7102025 Amount on Record Aug 2005 1 Name on Record Owner Occupied Assessor + 3 DocumentsUpdated May 2026

2602 Middlesex Rd

3 bd · 3 ba · 4,119 sqft · 0.748 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$658,000Nov 2003 $12,5692025 Amount on Record Aug 1999 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

2610 Middlesex Rd

5 bd · 5 ba · 4,561 sqft · 0.519 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$302,400Sep 2015 $15,8182025 Amount on Record Aug 2007 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

2615 Middlesex Rd

4 bd · 2 ba · 3,061 sqft · 0.361 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$330,000Apr 1997 $7,2292025 2 Names on Record Owner Occupied AssessorUpdated May 2026

2620 Middlesex Rd

4 bd · 2 ba · 2,840 sqft · 0.506 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$422,500Jan 2000 $9,1642025 Amount on Record Mar 1994 1 Name on Record Owner Occupied AssessorUpdated May 2026

2675 Middlesex Rd

3 bd · 2.5 ba · 2,348 sqft · 0.32 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$1,120,000Apr 2022 $18,0102025 Amount on Record Feb 2015 1 Name on Record Owner Occupied Assessor + 3 DocumentsUpdated May 2026

2700 Middlesex Rd

5 bd · 3 ba · 2,887 sqft · 0.506 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$957,500Sep 2017 $10,4572025 Amount on Record Oct 1997 2 Names on Record Assessor + 1 DocumentUpdated May 2026

2701 Middlesex Rd

3 bd · 3.5 ba · 2,856 sqft · 0.346 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$580,000May 2017 $18,2392025 Amount on Record Dec 2015 2 Names on Record Assessor + 3 DocumentsUpdated May 2026

2710 Middlesex Rd

3 bd · 4 ba · 4,835 sqft · 0.506 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$650,000Mar 2020 $21,4552025 Amount on Record Dec 2007 2 Names on Record Owner Occupied Assessor + 5 DocumentsUpdated May 2026

2715 Middlesex Rd

4 bd · 3 ba · 3,414 sqft · 0.34 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$848,000Oct 2018 $19,3052025 Amount on Record Jan 2016 1 Name on Record Assessor + 1 DocumentUpdated May 2026

2801 Middlesex Rd

4 bd · 2 ba · 2,220 sqft · 0.301 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$435,000Jul 2014 $8,1272025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

2810 Middlesex Rd

5 bd · 4.5 ba · 4,069 sqft · 0.86 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$440,000Jul 2008 $16,3492025 2 Names on Record Owner Occupied AssessorUpdated May 2026

2821 Middlesex Rd

4 bd · 2.5 ba · 2,217 sqft · 0.297 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$5,1892025 1 Name on Record Owner Occupied AssessorUpdated May 2026

2841 Middlesex Rd

5 bd · 3.5 ba · 2,525 sqft · 0.287 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$632,500Apr 2020 $11,4872025 Amount on Record Aug 2014 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jun 2026

2901 Middlesex Rd

4 bd · 3.5 ba · 3,755 sqft · 0.41 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$7,2982025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

2911 Middlesex Rd

4 bd · 2.5 ba · 2,351 sqft · 0.244 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$627,500Sep 2013 $9,7902025 Amount on Record Feb 1999 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

2919 Middlesex Rd

3 bd · 2 ba · 1,840 sqft · 0.244 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$410,000Mar 2017 $7,5672025 Amount on Record Feb 2017 2 Names on Record Owner Occupied Assessor + 5 DocumentsUpdated May 2026

3001 Middlesex Rd

5 bd · 5.5 ba · 3,458 sqft · 0.249 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$435,000Apr 2019 $18,9902025 Amount on Record Aug 2018 2 Names on Record Owner Occupied Assessor + 6 DocumentsUpdated May 2026

3005 Middlesex Rd

3 bd · 2.5 ba · 2,499 sqft · 0.252 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$637,500Mar 2015 $10,9762025 Amount on Record Jun 2011 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

3011 Middlesex Rd

3 bd · 3.5 ba · 3,421 sqft · 0.252 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$995,000Sep 2021 $17,3562025 Amount on Record Mar 2018 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

3015 Middlesex Rd

4 bd · 4 ba · 2,306 sqft · 0.252 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$490,000Mar 2017 $6,7652025 Amount on Record Jun 2015 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

3025 Middlesex Rd

10 bd · 9.25 ba · 9,797 sqft · 0.337 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$245,500Jun 1998 $16,6452025 Amount on Record Nov 1995 2 Names on Record Owner Occupied AssessorUpdated May 2026

3031 Middlesex Rd

5 bd · 3.5 ba · 3,495 sqft · 0.273 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$895,000Oct 2016 $15,1712025 Amount on Record Jul 2009 1 Name on Record Owner Occupied AssessorUpdated May 2026

3036 Middlesex Rd

3 bd · 2.5 ba · 2,106 sqft · 0.218 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
—Mar 2014 $4,6822025 1 Name on Record Owner Occupied AssessorUpdated May 2026

3039 Middlesex Rd

3 bd · 2.5 ba · 2,507 sqft · 0.373 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$1,300,000Apr 2025 $7,4432024 Amount on Record May 2022 2 Names on Record Assessor + 1 DocumentUpdated May 2026

3131 Middlesex Rd

4 bd · 3 ba · 3,489 sqft · 0.364 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$476,900Jul 2013 $21,9152025 Amount on Record Feb 1999 2 Names on Record Assessor + 2 DocumentsUpdated Aug 2026

3202 Middlesex Rd

4 bd · 2 ba · 2,512 sqft · 0.434 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$1,511,300Mar 2024 $21,1842025 Amount on Record Jan 2023 1 Name on Record Owner Occupied Assessor + 4 DocumentsUpdated May 2026

3206 Middlesex Rd

3 bd · 3.5 ba · 3,613 sqft · 0.574 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$255,500Mar 2014 $13,0932025 Amount on Record Oct 2008 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Aug 2026

3207 Middlesex Rd

3 bd · 2 ba · 2,358 sqft · 0.337 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$984,000Nov 2022 $7,3402025 Amount on Record Nov 2013 1 Name on Record Assessor + 2 DocumentsUpdated May 2026

3209 Middlesex Rd

4 bd · 3.5 ba · 3,374 sqft · 0.367 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$800,000Sep 2017 $15,6852025 Amount on Record Jul 2011 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

3211 Middlesex Rd

3 bd · 3 ba · 2,036 sqft · 0.364 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$490,600Apr 2016 $7,9542025 Amount on Record Dec 2005 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

3217 Middlesex Rd

4 bd · 3.5 ba · 3,968 sqft · 0.387 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$100Sep 2016 $14,7562025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

3223 Middlesex Rd

3 bd · 3 ba · 2,093 sqft · 0.368 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$1,466,600May 2026 $16,5542025 —Mar 2026 2 Names on Record Assessor + 5 DocumentsUpdated Jul 2026

3239 Middlesex Rd

3 bd · 1.5 ba · 2,092 sqft · 0.358 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$39,000Aug 1996 $4,8482025 1 Name on Record Owner Occupied AssessorUpdated May 2026

3303 Middlesex Rd

3 bd · 2 ba · 1,766 sqft · 0.262 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$350,000Nov 2006 $12,0272025 Amount on Record Mar 2005 1 Name on Record AssessorUpdated May 2026

3308 Middlesex Rd

3 bd · 2.5 ba · 2,799 sqft · 0.225 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$1,325,000Oct 2025 $20,3652025 Amount on Record Mar 2021 1 Name on Record Owner Occupied Assessor + 4 DocumentsUpdated May 2026

3315 Middlesex Rd

5 bd · 4 ba · 4,903 sqft · 0.753 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$785,000Jul 2004 $25,0992025 2 Names on Record Owner Occupied AssessorUpdated May 2026

3333 Middlesex Rd

3 bd · 1.5 ba · 1,688 sqft · 0.214 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$4,3092025 2 Names on Record Owner Occupied AssessorUpdated May 2026

3337 Middlesex Rd

3 bd · 3 ba · 2,963 sqft · 0.314 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$75,000Sep 2023 $7,0162025 2 Names on Record AssessorUpdated May 2026

Wildfire Risk on Middlesex Rd

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

Wildfire RiskNot rated
no burnable land in reach
Wildfire LikelihoodNegligible
ExposureNone
beyond ember reach of burnable land

Property Records in Nearby Streets