Sold
Last Sold Price
7 beds5 baths3,660 sqft
21 Sleepy Hollow Rd, Gloucester, MA 01930
Multi FamilyProperty Type
0.29 acresLot Size
1988Year Built
$451/sq ftPrice per sq ft
Listing closed: 08/28/2015 07:59 AM

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Recent comparable sales

Median sold price

$1,575,000

Avg days on market

52

Sale-to-list ratio

91.9%

Gloucester, MA

9 comparable properties found

$1,950,000 | 11-13 Hutchins Court, Gloucester, MA 01930
1/30
1

$1,950,000

Sold 12/13/24

6
Bedrooms
4,240
Square Feet
4.78
Acres
front view of a house with a yard
1/43
2

$1,650,000

Sold 08/14/25

4
Bedrooms
4,292
Square Feet
0.46
Acres
an aerial view of multiple house
1/42
3

$800,000

Sold 06/22/26

6
Bedrooms
3,219
Square Feet
0.34
Acres
$940,000 | 120 Washington Street, Gloucester, MA 01930
1/43
4

$940,000

Sold 05/22/26

7
Bedrooms
3,041
Square Feet
0.21
Acres
a view of swimming pool with outdoor seating and plants
1/36
5

$1,630,000

Sold 10/28/24

4
Bedrooms
5,050
Square Feet
0.32
Acres
a view of yard with green space and trees
1/51
6

$1,279,500

Sold 08/22/25

6
Bedrooms
3,468
Square Feet
2.72
Acres
$1,575,000 | 2 Breezy Point Road, Gloucester, MA 01930
1/43
7

$1,575,000

Sold 04/22/26

5
Bedrooms
3,564
Square Feet
0.24
Acres
8

$638,500

Sold 08/15/25

Unavailable
Bedrooms
4.5
Bathrooms
3,811
Square Feet
0.27
Acres
$1,700,000 | 4 Lane Road, Gloucester, MA 01930
1/35
9

$1,700,000

Sold 10/15/25

3
Bedrooms
3,882
Square Feet
1
Acres

Amenities

  • Duplex

Location

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$10,922 per month

30 year fixed, 7.03% Interest

Principal and Interest

$8,809

Property Taxes

$2,113

HOA Dues

$0

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Property Information for 21 Sleepy Hollow Road

Property Details
Building Information
  • Stories: 3
  • Year Built: 1988
  • Lot Size: 0.29 AC / 12,632 SF

Property History for 21 Sleepy Hollow Road

DateEvent & SourcePriceAppreciation
Aug 28, 2015

Sold (Public Record)

Public Record #555370297

$1,650,000

+4.6% / yr

Nov 20, 2014

Expired

MLS PIN #71685976

$1,995,000—
May 23, 2014

Listed (Active)

MLS PIN #71685976

$2,249,000—
DateEvent & SourcePrice
08/28/2015

Sold (Public Record)

Public Record #555370297

$1,650,000

+4.6% / yr

11/20/2014

Expired

MLS PIN #71685976

$1,995,000
05/23/2014

Listed (Active)

MLS PIN #71685976

$2,249,000

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 21 Sleepy Hollow Road

Taxable ValueLand$1,236,200Additions$1,372,300Total$2,608,500
Tax Record2025$25,355 ($2,113 / month)
Home Facts
Baths5Total Finished SqFt3,688 SqFtAbove Grade Finished SqFt3,688 SqFtStories3Lot Size12,625 SqFtStyleDuplexYear Built1988ZoningR-20CountyESSEXAPNGLOU M:0257 B:0039 L:0000

Schools near 21 Sleepy Hollow Road

This home is within Gloucester School District.
Rating
School
Type
Grades
Distance
Public - K to 5
Public - 6 to 8
Public - 9 to 12
Public - K to 5
Rating
School
Distance
West Parish Elementary School
PublicK to 5

Ralph B O'Maley Innovation Middle School
Public6 to 8

Gloucester High School
Public9 to 12

East Veterans Elementary School
PublicK to 5

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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$775,000 | 37 Hartz Street, Gloucester, MA 01930
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$499,900 | 135 Cherry Street, Gloucester, MA 01930
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Acres
$400,000 | 44 Lexington Avenue, Unit 42, Gloucester, MA 01930
1/29
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Nearby home values

AddressSold priceBedsBathsSqftLot (Sqft)
This home: 21 Sleepy Hollow Road, Gloucester, MA 01930
$1,650,000
7
5
3,660
12,632
$1,650,000
5
6,044
12,632
$60,000
3
1.5
1,324
12,625
$630,000
4
2,500
12,064
$1
6
4
3,034
12,632
$1,725,000
5
3
3,767
13,720

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity.

The property listing data and information, or the images, set forth herein were provided to MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS. The property listing data and information, and the images, are for the personal, non-commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the images, set forth herein.