Sleepy Hollow Rd, Gloucester, MA Property Records

Essex County and Gloucester City property records for 30 addresses on Sleepy Hollow Rd, Gloucester, MA · Last verified October 2026

Sleepy Hollow Rd Highlights

Properties 30
Median Sale Price $750,000
Deeds and Mortgages on File 35
Median Price per Sqft $593
Owner Occupied 17%
Median Annual Tax Bill $16,631
Median Year Built 1962
Median Ownership Tenure 12 years

Properties on Sleepy Hollow Rd

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

1 Sleepy Hollow Rd

3 bd · 1 ba · 936 sqft · built 1953 · 0.153 acres

Last Sale Tax Bill Prior Sale Owner Records
$440,000Aug 2003 $10,0912026 2 Owners on File AssessorUpdated Oct 2026

4 Sleepy Hollow Rd

3 bd · 3 ba · 2,574 sqft · built 1961 · 0.23 acres

Last Sale Tax Bill Prior Sale Owner Records
$17,0332026 2 Owners on File AssessorUpdated Oct 2026

5 Sleepy Hollow Rd

2 bd · 2 ba · 1,144 sqft · built 1962 · 0.116 acres

Last Sale Tax Bill Prior Sale Owner Records
$678,600Jul 2016 $11,0382026 Amount on File Jun 2009 2 Owners on File AssessorUpdated Oct 2026

6 Sleepy Hollow Rd

4 bd · 3 ba · 2,368 sqft · built 1957 · 0.231 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,600,000May 2021 $15,5182026 2 Owners on File Assessor + 3 DocumentsUpdated Oct 2026

7 Sleepy Hollow Rd

2 bd · 2.5 ba · 1,994 sqft · built 1956 · 0.165 acres

Last Sale Tax Bill Prior Sale Owner Records
$655,000May 2014 $15,0332026 2 Owners on File Owner Occupied Assessor + 1 DocumentUpdated Oct 2026

8 Sleepy Hollow Rd

2 bd · 2 ba · 1,248 sqft · built 1972 · 0.231 acres

Last Sale Tax Bill Prior Sale Owner Records
$650,000Dec 2014 $13,5542026 2 Owners on File Owner Occupied Assessor + 1 DocumentUpdated Oct 2026

9 Sleepy Hollow Rd

3 bd · 4 ba · 3,036 sqft · built 2020 · 0.196 acres

Last Sale Tax Bill Prior Sale Owner Records
$17,5462026 2 Owners on File Assessor + 2 DocumentsUpdated Oct 2026

10 Sleepy Hollow Rd

3 bd · 1.5 ba · 1,558 sqft · built 1955 · 0.231 acres

Last Sale Tax Bill Prior Sale Owner Records
$430,000Feb 2017 $13,7962026 Amount on File Aug 2008 2 Owners on File Assessor + 4 DocumentsUpdated Oct 2026

11 Sleepy Hollow Rd

5 bd · 2.5 ba · 1,893 sqft · built 1956 · 0.289 acres

Last Sale Tax Bill Prior Sale Owner Records
$16,5762026 2 Owners on File AssessorUpdated Oct 2026

11R Sleepy Hollow Rd

5 bd · 2 ba · 1,352 sqft · built 1962 · 0.289 acres

Last Sale Tax Bill Prior Sale Owner Records
—Nov 2008 $13,5002026 —Jan 2004 2 Owners on File AssessorUpdated Oct 2026

12 Sleepy Hollow Rd

0.072 acres

Last Sale Tax Bill Prior Sale Owner Records
$430,000Feb 2017 $3062026 2 Owners on File Assessor + 4 DocumentsUpdated Oct 2026

13 Sleepy Hollow Rd

0.289 acres

Last Sale Tax Bill Prior Sale Owner Records
$750,000Aug 2018 $1,5272026 —Jul 2016 2 Owners on File Assessor + 2 DocumentsUpdated Oct 2026

13R Sleepy Hollow Rd

4 bd · 3 ba · 3,234 sqft · built 1991 · 0.289 acres

Last Sale Tax Bill Prior Sale Owner Records
$901,875Jun 2010 $20,8652026 Amount on File Jul 1990 2 Owners on File Assessor + 2 DocumentsUpdated Oct 2026

14 Sleepy Hollow Rd

0.159 acres

Last Sale Tax Bill Prior Sale Owner Records
$3702026 2 Owners on File AssessorUpdated Oct 2026

15 Sleepy Hollow Rd

4 bd · 5 ba · 3,792 sqft · built 2017 · 0.289 acres

Last Sale Tax Bill Prior Sale Owner Records
$727,500May 2014 $27,5502026 Owner on File Owner Occupied Assessor + 2 DocumentsUpdated Oct 2026

15R Sleepy Hollow Rd

2 bd · 2 ba · 1,242 sqft · built 1952 · 0.289 acres

Last Sale Tax Bill Prior Sale Owner Records
$21,000Nov 1994 $15,7742026 Owner on File Assessor + 2 DocumentsUpdated Oct 2026

16 Sleepy Hollow Rd

3 bd · 1.5 ba · 1,102 sqft · built 1954 · 0.15 acres

Last Sale Tax Bill Prior Sale Owner Records
—Nov 2013 $14,0722026 Amount on File Dec 2010 2 Owners on File Assessor + 1 DocumentUpdated Oct 2026

17 Sleepy Hollow Rd

4 bd · 3.5 ba · 2,900 sqft · built 2017 · 0.289 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,000,000Sep 2021 $22,4292026 —Nov 2015 Owner on File Assessor + 1 DocumentUpdated Oct 2026

17R Sleepy Hollow Rd

3 bd · 1.5 ba · 1,324 sqft · built 1952 · 0.289 acres

Last Sale Tax Bill Prior Sale Owner Records
$350,000Sep 2018 $14,5652026 Amount on File Apr 1992 2 Owners on File AssessorUpdated Oct 2026

18 Sleepy Hollow Rd

2 bd · 2.5 ba · 1,261 sqft · built 1997 · 0.313 acres

Last Sale Tax Bill Prior Sale Owner Records
$16,9142026 2 Owners on File Owner Occupied AssessorUpdated Oct 2026

19 Sleepy Hollow Rd

6 bd · 4.5 ba · 3,034 sqft · built 1999 · 0.289 acres

Last Sale Tax Bill Prior Sale Owner Records
$20,3112026 2 Owners on File Assessor + 2 DocumentsUpdated Oct 2026

21 Sleepy Hollow Rd

7 bd · 5 ba · 3,688 sqft · built 1988 · 0.289 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,650,000Aug 2015 $27,1902026 Amount on File Jun 1994 Owner on File Assessor + 2 DocumentsUpdated Oct 2026

22 Sleepy Hollow Rd

3 bd · 1.5 ba · 1,854 sqft · built 1955 · 0.231 acres

Last Sale Tax Bill Prior Sale Owner Records
$230,000Nov 1995 $15,2972026 Owner on File Owner Occupied AssessorUpdated Oct 2026

24 Sleepy Hollow Rd

3 bd · 4.5 ba · 3,306 sqft · built 1998 · 0.231 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,650,000Nov 2005 $25,1602026 Amount on File Apr 1998 2 Owners on File AssessorUpdated Oct 2026

26 Sleepy Hollow Rd

5 bd · 3.5 ba · 1,772 sqft · built 1949 · 0.231 acres

Last Sale Tax Bill Prior Sale Owner Records
$16,6312026 Owner on File AssessorUpdated Oct 2026

28 Sleepy Hollow Rd

4 bd · 3 ba · 3,109 sqft · built 1963 · 0.239 acres

Last Sale Tax Bill Prior Sale Owner Records
$670,000Dec 1997 $36,2502026 Owner on File Assessor + 1 DocumentUpdated Oct 2026

28R Sleepy Hollow Rd

4 bd · 3 ba · 3,423 sqft · built 1997 · 0.239 acres

Last Sale Tax Bill Prior Sale Owner Records
$4,000,000Sep 2021 $39,9592026 —Dec 2017 Owner on File Assessor + 4 DocumentsUpdated Oct 2026

30 Sleepy Hollow Rd

4 bd · 3.5 ba · 2,463 sqft · built 2013 · 0.315 acres

Last Sale Tax Bill Prior Sale Owner Records
—Oct 2014 $37,2772026 Amount on File Mar 2004 2 Owners on File AssessorUpdated Oct 2026

32 Sleepy Hollow Rd

6 bd · 2 ba · 2,600 sqft · built 1950 · 0.314 acres

Last Sale Tax Bill Prior Sale Owner Records
$31,0112026 2 Owners on File AssessorUpdated Oct 2026

34 Sleepy Hollow Rd

5 bd · 3 ba · 3,767 sqft · built 1990 · 0.314 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,725,000Jun 2006 $37,2932026 —Apr 2006 2 Owners on File Assessor + 1 DocumentUpdated Oct 2026

Property Records in Nearby Streets