Orlando Ave, Winthrop, MA Property Records

Suffolk County and Winthrop Town City property records for 18 addresses on Orlando Ave, Winthrop, MA · Last verified October 2026

Orlando Ave Highlights

Properties 18
Median Sale Price $880,000
Deeds and Mortgages on File 30
Median Price per Sqft $270
Owner Occupied 83%
Median Annual Tax Bill $9,904
Median Year Built 1920
Median Ownership Tenure 13 years

Properties on Orlando Ave

Owner names and exact recorded amounts are on file and can be viewed instantly on this page with a free 10-day trial.

10 Orlando Ave

5 bd · 3 ba · 4,821 sqft · built 1900 · 0.165 acres

Last Sale Tax Bill Prior Sale Owner Records
$439,900Apr 2012 $13,7212026 Amount on File Feb 2012 Owner on File AssessorUpdated Oct 2026

14 Orlando Ave

4 bd · 2 ba · 2,962 sqft · built 1937 · 0.339 acres

Last Sale Tax Bill Prior Sale Owner Records
—May 2007 $10,7962025 Amount on File Jun 1999 Owner on File Owner Occupied Assessor + 3 DocumentsUpdated Jul 2026

19 Orlando Ave

5 bd · 1.5 ba · 2,470 sqft · built 1900 · 0.141 acres

Last Sale Tax Bill Prior Sale Owner Records
$940,000Jul 2025 $9,6622026 Amount on File Sep 1995 2 Owners on File Owner Occupied Assessor + 2 DocumentsUpdated Oct 2026

21 Orlando Ave

5 bd · 2 ba · 5,411 sqft · built 1900 · 0.125 acres

Last Sale Tax Bill Prior Sale Owner Records
$890,000Mar 2022 $11,6322026 —Jun 2017 Owner on File Owner Occupied Assessor + 4 DocumentsUpdated Oct 2026

24 Orlando Ave

3 bd · 1.5 ba · 1,945 sqft · built 1937 · 0.183 acres

Last Sale Tax Bill Prior Sale Owner Records
$170,000Aug 2022 $10,1892026 Amount on File Oct 2018 Owner on File Owner Occupied Assessor + 2 DocumentsUpdated Oct 2026

25 Orlando Ave

5 bd · 2 ba · 2,870 sqft · built 1900 · 0.129 acres

Last Sale Tax Bill Prior Sale Owner Records
$10,0612026 Owner on File Owner Occupied AssessorUpdated Oct 2026

30 Orlando Ave

5 bd · 3.5 ba · 3,737 sqft · built 1884 · 0.259 acres

Last Sale Tax Bill Prior Sale Owner Records
$14,2872026 2 Owners on File Owner Occupied Assessor + 2 DocumentsUpdated Oct 2026

33 Orlando Ave

4 bd · 2 ba · 2,688 sqft · built 1935 · 0.138 acres

Last Sale Tax Bill Prior Sale Owner Records
$10,0962026 2 Owners on File Owner Occupied Assessor + 1 DocumentUpdated Oct 2026

39 Orlando Ave

6 bd · 2.5 ba · 3,356 sqft · built 1920 · 0.14 acres

Last Sale Tax Bill Prior Sale Owner Records
$218,000Aug 1990 $10,6302026 2 Owners on File Owner Occupied Assessor + 1 DocumentUpdated Oct 2026

40 Orlando Ave

4 bd · 2 ba · 3,249 sqft · built 1890 · 0.191 acres

Last Sale Tax Bill Prior Sale Owner Records
$880,000Apr 2022 $11,7592026 Amount on File Jan 1990 2 Owners on File Assessor + 2 DocumentsUpdated Oct 2026

46 Orlando Ave

3 bd · 1.5 ba · 2,044 sqft · built 1956 · 0.15 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,255,000Jun 2024 $10,6282026 2 Owners on File AssessorUpdated Oct 2026

52 Orlando Ave

4 bd · 2 ba · 2,312 sqft · built 1935 · 0.163 acres

Last Sale Tax Bill Prior Sale Owner Records
$221,000Apr 1991 $11,2712026 2 Owners on File Owner Occupied Assessor + 3 DocumentsUpdated Oct 2026

55 Orlando Ave

5 bd · 3.5 ba · 2,899 sqft · built 1930 · 0.289 acres

Last Sale Tax Bill Prior Sale Owner Records
$124,664Jun 2014 $13,0962026 Amount on File Oct 2012 2 Owners on File Owner Occupied Assessor + 2 DocumentsUpdated Oct 2026

58 Orlando Ave, #60

6 bd · 3 ba · 3,945 sqft · built 1930 · 0.177 acres

Last Sale Tax Bill Prior Sale Owner Records
$275,000Jan 2002 $11,7062025 Amount on File Aug 1996 2 Owners on File Owner Occupied Assessor + 2 DocumentsUpdated Apr 2026

61 Orlando Ave

4 bd · 1.5 ba · 2,150 sqft · built 1900 · 0.149 acres

Last Sale Tax Bill Prior Sale Owner Records
$232,500Aug 2004 $9,7852026 —Dec 2003 Owner on File Owner Occupied AssessorUpdated Oct 2026

64 Orlando Ave

5 bd · 3 ba · 2,857 sqft · built 1930 · 0.182 acres

Last Sale Tax Bill Prior Sale Owner Records
$774,500Feb 2018 $11,6502026 Amount on File Nov 2003 2 Owners on File Owner Occupied Assessor + 1 DocumentUpdated Oct 2026

69 Orlando Ave

5 bd · 2.5 ba · 2,324 sqft · built 1900 · 0.149 acres

Last Sale Tax Bill Prior Sale Owner Records
$630,000Sep 2004 $11,1412026 Amount on File Nov 2000 Owner on File Owner Occupied Assessor + 3 DocumentsUpdated Oct 2026

74 Orlando Ave

6 bd · 3.5 ba · 3,316 sqft · built 1900 · 0.182 acres

Last Sale Tax Bill Prior Sale Owner Records
$488,000Jun 2013 $12,8992026 2 Owners on File Owner Occupied Assessor + 2 DocumentsUpdated Oct 2026

Property Records in Nearby Streets