Brookline Dr, Orlando, FL Property Records

Orange County property records for 64 addresses on Brookline Dr, Orlando, FL · Last verified July 2026

Brookline Dr Highlights

Properties 64
Median Sale Price $719,900
Deeds and Mortgages on File 87
Median Price per Sqft $251
Owner Occupied 73%
Median Annual Tax Bill $9,719
Median Year Built 1986
Median Ownership Tenure 11 years

Properties on Brookline Dr

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

5335 Brookline Dr

0.595 acres

Last Sale Tax Bill Prior Sale Owner Records
$59,000Nov 2001 $2,9422025 Amount on Record — 2 Names on Record AssessorUpdated May 2026

5341 Brookline Dr

6 bd · 3 ba · 3,195 sqft · built 2002 · 0.566 acres

Last Sale Tax Bill Prior Sale Owner Records
$374,900Feb 2003 $7,7832025 Amount on Record Feb 2002 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

5347 Brookline Dr

4 bd · 3 ba · 2,710 sqft · built 2001 · 0.601 acres

Last Sale Tax Bill Prior Sale Owner Records
$57,000Sep 1998 $8,7212025 2 Names on Record Owner Occupied AssessorUpdated May 2026

5353 Brookline Dr

4 bd · 3 ba · 2,638 sqft · built 2000 · 0.668 acres

Last Sale Tax Bill Prior Sale Owner Records
$315,000Nov 2000 $6,5012025 Amount on Record Jun 2000 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

5359 Brookline Dr

5 bd · 3 ba · 2,952 sqft · built 1988 · 0.645 acres

Last Sale Tax Bill Prior Sale Owner Records
$340,000Dec 2011 $6,5022025 Amount on Record Apr 2010 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated May 2026

5371 Brookline Dr

5 bd · 4.5 ba · 4,109 sqft · built 1996 · 0.473 acres

Last Sale Tax Bill Prior Sale Owner Records
$860,000Feb 2022 $16,7312025 Amount on Record Jul 2021 1 Name on Record Assessor + 2 DocumentsUpdated May 2026

5372 Brookline Dr

6 bd · 4.5 ba · 5,161 sqft · built 1996 · 0.627 acres

Last Sale Tax Bill Prior Sale Owner Records
$384,000Jun 2000 $13,9832025 —Sep 1999 2 Names on Record AssessorUpdated May 2026

5377 Brookline Dr

6 bd · 5 ba · 4,540 sqft · built 1995 · 0.496 acres

Last Sale Tax Bill Prior Sale Owner Records
$740,000Feb 2008 $10,7302025 Amount on Record Jul 2003 2 Names on Record Owner Occupied AssessorUpdated May 2026

5378 Brookline Dr

5 bd · 3 ba · 3,397 sqft · built 1987 · 0.59 acres

Last Sale Tax Bill Prior Sale Owner Records
$112,052Dec 2014 $8,3082025 Amount on Record Mar 1996 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

5404 Brookline Dr

4 bd · 4 ba · 3,650 sqft · built 1998 · 0.451 acres

Last Sale Tax Bill Prior Sale Owner Records
$850,000Sep 2005 $9,7192025 Amount on Record Oct 2002 2 Names on Record Owner Occupied AssessorUpdated May 2026

5414 Brookline Dr

4 bd · 2.5 ba · 3,260 sqft · built 1980 · 0.463 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,225,000May 2021 $21,2842025 Amount on Record May 2015 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

5417 Brookline Dr

4 bd · 2.5 ba · 3,055 sqft · built 1979 · 0.5 acres

Last Sale Tax Bill Prior Sale Owner Records
$465,000May 2010 $7,8982025 Amount on Record Aug 2005 2 Names on Record AssessorUpdated May 2026

5422 Brookline Dr

4 bd · 3 ba · 2,794 sqft · built 1981 · 0.414 acres

Last Sale Tax Bill Prior Sale Owner Records
$8,6142025 2 Names on Record Owner Occupied AssessorUpdated May 2026

5430 Brookline Dr

5 bd · 5 ba · 4,205 sqft · built 1989 · 0.404 acres

Last Sale Tax Bill Prior Sale Owner Records
$975,000Apr 2015 $17,7212025 Amount on Record Oct 1998 2 Names on Record Owner Occupied AssessorUpdated May 2026

5431 Brookline Dr

5 bd · 3.5 ba · 3,527 sqft · built 1980 · 0.454 acres

Last Sale Tax Bill Prior Sale Owner Records
$360,000Jul 2003 $6,7372025 Amount on Record Jul 2000 2 Names on Record AssessorUpdated May 2026

5432 Brookline Dr

5 bd · 5.5 ba · 4,891 sqft · built 1992 · 0.46 acres

Last Sale Tax Bill Prior Sale Owner Records
$85,800Mar 1995 $12,9162025 2 Names on Record Owner Occupied AssessorUpdated May 2026

5439 Brookline Dr

4 bd · 2.5 ba · 3,372 sqft · built 1979 · 0.413 acres

Last Sale Tax Bill Prior Sale Owner Records
$541,000Jan 2014 $8,3842025 Amount on Record Oct 2010 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

5446 Brookline Dr

4 bd · 5.5 ba · 5,079 sqft · built 2006 · 0.467 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,400,000Mar 2015 $33,5252025 Amount on Record Dec 2004 1 Name on Record AssessorUpdated May 2026

5447 Brookline Dr

4 bd · 3.5 ba · 3,291 sqft · built 1984 · 0.414 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,650,000May 2025 $14,7932025 Amount on Record Mar 2024 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

5454 Brookline Dr

4 bd · 4 ba · 4,627 sqft · built 1986 · 0.434 acres

Last Sale Tax Bill Prior Sale Owner Records
$462,500Apr 1999 $11,9302025 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

5503 Brookline Dr

4 bd · 3.5 ba · 3,399 sqft · built 1980 · 0.414 acres

Last Sale Tax Bill Prior Sale Owner Records
$470,000Oct 2017 $7,6612025 Amount on Record Mar 2001 2 Names on Record Owner Occupied Assessor + 4 DocumentsUpdated Jul 2026

5504 Brookline Dr

4 bd · 5 ba · 5,248 sqft · built 2002 · 0.417 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,745,000Aug 2018 $27,7222025 Amount on Record May 2007 1 Name on Record Owner Occupied Assessor + 3 DocumentsUpdated Jul 2026

5511 Brookline Dr

4 bd · 2.5 ba · 2,379 sqft · built 1980 · 0.642 acres

Last Sale Tax Bill Prior Sale Owner Records
$5,1182025 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

5516 Brookline Dr

4 bd · 4 ba · 3,774 sqft · built 1988 · 0.39 acres

Last Sale Tax Bill Prior Sale Owner Records
$10,325Apr 2021 $23,9342025 Amount on Record Sep 2011 2 Names on Record Owner Occupied Assessor + 4 DocumentsUpdated Jun 2026

5519 Brookline Dr

3 bd · 2 ba · 2,280 sqft · built 1982 · 0.49 acres

Last Sale Tax Bill Prior Sale Owner Records
$775,000Apr 2023 $9,8172025 1 Name on Record Assessor + 3 DocumentsUpdated May 2026

5526 Brookline Dr

7 bd · 5 ba · 4,254 sqft · built 1994 · 0.408 acres

Last Sale Tax Bill Prior Sale Owner Records
$595,000Jun 2003 $12,1892025 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jun 2026

5527 Brookline Dr

4 bd · 2 ba · 2,269 sqft · built 1980 · 0.455 acres

Last Sale Tax Bill Prior Sale Owner Records
$515,000Mar 2021 $6,0522025 Amount on Record Jul 2019 2 Names on Record Owner Occupied Assessor + 5 DocumentsUpdated May 2026

5534 Brookline Dr

5 bd · 4.5 ba · 5,274 sqft · built 1988 · 0.417 acres

Last Sale Tax Bill Prior Sale Owner Records
$250,000Mar 2024 $26,8912025 Amount on Record — 1 Name on Record Owner Occupied Assessor + 3 DocumentsUpdated May 2026

5535 Brookline Dr

3 bd · 2 ba · 3,037 sqft · built 1982 · 0.417 acres

Last Sale Tax Bill Prior Sale Owner Records
$190,000Feb 1997 $5,7702025 —Oct 1994 1 Name on Record Owner Occupied AssessorUpdated May 2026

5542 Brookline Dr

4 bd · 3 ba · 3,525 sqft · built 1980 · 0.417 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,485,000Oct 2021 $20,8962025 Amount on Record Oct 2014 2 Names on Record Owner Occupied Assessor + 4 DocumentsUpdated May 2026

5547 Brookline Dr

4 bd · 3 ba · 2,716 sqft · built 1980 · 0.417 acres

Last Sale Tax Bill Prior Sale Owner Records
$10,2732025 1 Name on Record AssessorUpdated May 2026

5550 Brookline Dr

8 bd · 7.5 ba · 5,929 sqft · built 1979 · 0.417 acres

Last Sale Tax Bill Prior Sale Owner Records
$605,000Dec 2011 $13,2512025 Amount on Record Feb 2006 2 Names on Record Owner Occupied AssessorUpdated May 2026

5551 Brookline Dr

5 bd · 3 ba · 3,268 sqft · built 1979 · 0.417 acres

Last Sale Tax Bill Prior Sale Owner Records
$450,000May 2017 $6,9432025 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

5558 Brookline Dr

5 bd · 4.5 ba · 5,507 sqft · built 2008 · 0.417 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,562,000Apr 2026 $35,8402025 Amount on Record Jan 2017 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Jun 2026

5559 Brookline Dr

5 bd · 3.5 ba · 2,953 sqft · built 1982 · 0.417 acres

Last Sale Tax Bill Prior Sale Owner Records
—Aug 2000 $11,4872025 1 Name on Record Assessor + 1 DocumentUpdated Jul 2026

5566 Brookline Dr

4 bd · 4.5 ba · 4,991 sqft · built 1992 · 0.417 acres

Last Sale Tax Bill Prior Sale Owner Records
$750,000May 1999 $15,6032025 Amount on Record Jun 1996 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

5567 Brookline Dr

3 bd · 3 ba · 3,146 sqft · built 1995 · 0.417 acres

Last Sale Tax Bill Prior Sale Owner Records
$336,700Oct 2003 $7,0772025 Amount on Record Aug 1994 2 Names on Record Assessor + 1 DocumentUpdated May 2026

5574 Brookline Dr

3 bd · 3.5 ba · 4,144 sqft · built 1980 · 0.417 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,178,000Apr 2021 $19,9702025 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

5575 Brookline Dr

4 bd · 3 ba · 3,644 sqft · built 1983 · 0.417 acres

Last Sale Tax Bill Prior Sale Owner Records
$418,500Aug 2014 $13,6762025 Amount on Record Sep 2004 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

5582 Brookline Dr

4 bd · 4 ba · 4,648 sqft · built 1989 · 0.418 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,321,000May 2023 $32,7412025 Amount on Record Jun 2008 2 Names on Record Assessor + 1 DocumentUpdated May 2026

5583 Brookline Dr

4 bd · 3 ba · 2,883 sqft · built 1980 · 0.416 acres

Last Sale Tax Bill Prior Sale Owner Records
$5,4122025 2 Names on Record AssessorUpdated May 2026

5600 Brookline Dr

4 bd · 4 ba · 3,859 sqft · built 1998 · 0.415 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,200,000May 2018 $12,2692025 Amount on Record Nov 1999 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

5601 Brookline Dr

3 bd · 3.5 ba · 3,587 sqft · built 1979 · 0.418 acres

Last Sale Tax Bill Prior Sale Owner Records
$195,000Dec 1994 $5,6732025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

5610 Brookline Dr

4 bd · 4.5 ba · 4,078 sqft · built 2019 · 0.416 acres

Last Sale Tax Bill Prior Sale Owner Records
$550,000Oct 2017 $17,8852025 Amount on Record Jan 2014 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

5611 Brookline Dr

3 bd · 3 ba · 2,349 sqft · built 1980 · 0.417 acres

Last Sale Tax Bill Prior Sale Owner Records
$435,000Oct 2020 $11,0122025 Amount on Record Oct 2015 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

5620 Brookline Dr

4 bd · 3.5 ba · 2,963 sqft · built 1979 · 0.416 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,895,000Aug 2024 $25,3902025 Amount on Record Jun 2022 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

5621 Brookline Dr

3 bd · 4 ba · 3,301 sqft · built 1979 · 0.417 acres

Last Sale Tax Bill Prior Sale Owner Records
$410,000Sep 2013 $7,0862025 Amount on Record Aug 2010 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

5630 Brookline Dr

5 bd · 5 ba · 3,234 sqft · built 1978 · 0.416 acres

Last Sale Tax Bill Prior Sale Owner Records
$280,000Mar 1999 $13,3412025 2 Names on Record Assessor + 3 DocumentsUpdated May 2026

5631 Brookline Dr

4 bd · 2.5 ba · 2,732 sqft · built 1979 · 0.417 acres

Last Sale Tax Bill Prior Sale Owner Records
$156,000Aug 1996 $4,9312025 Amount on Record Jan 1996 2 Names on Record Owner Occupied AssessorUpdated May 2026

5640 Brookline Dr

4 bd · 3.5 ba · 4,555 sqft · built 1978 · 0.419 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,300,000May 2025 $11,9682025 Amount on Record May 1996 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

5641 Brookline Dr

4 bd · 3.5 ba · 2,514 sqft · built 1979 · 0.475 acres

Last Sale Tax Bill Prior Sale Owner Records
$4,3612025 2 Names on Record Owner Occupied AssessorUpdated May 2026

9103 Brookline Dr

3 bd · 2 ba · 1,846 sqft · built 1987 · 0.293 acres

Last Sale Tax Bill Prior Sale Owner Records
$305,000Feb 2005 $5,1872025 Amount on Record Oct 2003 2 Names on Record Owner Occupied AssessorUpdated May 2026

9104 Brookline Dr

4 bd · 2 ba · 2,072 sqft · built 1988 · 0.304 acres

Last Sale Tax Bill Prior Sale Owner Records
$145,000May 1997 $8,3052025 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

9107 Brookline Dr

4 bd · 2 ba · 2,313 sqft · built 1987 · 0.293 acres

Last Sale Tax Bill Prior Sale Owner Records
$550,000Mar 2022 $8,6652025 Amount on Record Oct 1995 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

9110 Brookline Dr

4 bd · 3 ba · 2,184 sqft · built 1987 · 0.275 acres

Last Sale Tax Bill Prior Sale Owner Records
$262,500Sep 2024 $10,0482025 Amount on Record Oct 2017 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

9111 Brookline Dr

4 bd · 2.5 ba · 2,186 sqft · built 1988 · 0.296 acres

Last Sale Tax Bill Prior Sale Owner Records
$719,900Jun 2023 $10,3922025 Amount on Record Aug 2014 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated May 2026

9116 Brookline Dr

4 bd · 2 ba · 2,156 sqft · built 1987 · 0.271 acres

Last Sale Tax Bill Prior Sale Owner Records
$331,500Mar 2015 $8,9082025 Amount on Record Feb 2013 2 Names on Record AssessorUpdated May 2026

9117 Brookline Dr

4 bd · 2.5 ba · 3,292 sqft · built 1987 · 0.427 acres

Last Sale Tax Bill Prior Sale Owner Records
$592,500Jan 2021 $9,2392025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

9122 Brookline Dr

4 bd · 2.5 ba · 2,268 sqft · built 1987 · 0.269 acres

Last Sale Tax Bill Prior Sale Owner Records
$372,000Aug 2016 $6,2062025 Amount on Record Sep 2003 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

9123 Brookline Dr

4 bd · 2.5 ba · 2,394 sqft · built 1984 · 0.343 acres

Last Sale Tax Bill Prior Sale Owner Records
$478,000Mar 2021 $8,3652025 Amount on Record Sep 2018 2 Names on Record Owner Occupied Assessor + 4 DocumentsUpdated May 2026

9128 Brookline Dr

4 bd · 2 ba · 2,096 sqft · built 1986 · 0.272 acres

Last Sale Tax Bill Prior Sale Owner Records
$9,5552025 2 Names on Record Assessor + 2 DocumentsUpdated May 2026

9129 Brookline Dr

4 bd · 2 ba · 2,061 sqft · built 1985 · 0.337 acres

Last Sale Tax Bill Prior Sale Owner Records
$370,500Feb 2020 $5,2642025 Amount on Record Mar 2018 2 Names on Record Assessor + 2 DocumentsUpdated May 2026

9134 Brookline Dr

3 bd · 2 ba · 1,790 sqft · built 1984 · 0.265 acres

Last Sale Tax Bill Prior Sale Owner Records
$450,000Feb 2021 $7,9502025 Amount on Record Mar 2017 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

9140 Brookline Dr

4 bd · 2.5 ba · 2,167 sqft · built 1987 · 0.337 acres

Last Sale Tax Bill Prior Sale Owner Records
$225,000May 2002 $4,9572025 Amount on Record Mar 1994 2 Names on Record Assessor + 1 DocumentUpdated May 2026

Wildfire Risk on Brookline Dr

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

Wildfire RiskLow
this street's cells rank above 5% of the US · above 3% of Florida
Wildfire LikelihoodAbout 1 in 5,195 per year
ExposureDirect
3 of 8 cells directly exposed · 7 adjoin burnable vegetation

Property Records in Nearby Streets