OFF MARKET

Off market aug 2015 for $1.6M

$3,062,476

Est. refi paymentEst. refi $3,574/mo

•

6,044

sq ft

21R Sleepy Hollow Rd, Gloucester, MA 01930

About this home

LUXURY MEETS LIFESTYLE. IF YOU DREAM ABOUT LIVING AT THE BEACH, HERE IS YOUR OPPORTUNITY TO WATCH THE SUNRISE and SUNSET from this SPECTACULAR EXPANSIVE BEACH HOUSE - VERSATILITY, COMFORT, & STYLE!! WAKE UP to the SOUNDS and SMELL of the OCEAN & still be able to take the TRAIN TO BOSTON. STEPS from 1 1/4 MILE WHITE SAND PRIVATE COFFINS BEACH, This UNIQUE and EXTRAORDINARY HOME is PERFECT for SUMMER LIVING or as a YEAR ROUND RESIDENCE. MODERN KITCHEN w/ STAINLESS APPLIANCES, GRANITE COUNTERS & HUGE ISLAND, OPEN FLOOR PLAN w/ ENTERTAINMENT SIZED ROOMS, BEAUTIFUL LIGHT from EVERY DIRECTION, WINDOWS GALORE with SWEEPING OCEAN VIEWS on THREE SIDES. THERE'S SOUND &SECURITY SYSTEMS, an ABUNDANCE OF SPACE and PLENTY OF PARKING for YOUR FRIENDS and FAMILY. GORGEOUS BACKYARD WITH GARDEN AREA, BASKET BALL, & ROOM FOR FUN & GAMES.. LOWER LEVEL (legal 2 fam) offers PRIVATE GUEST QUARTERS w/ KITCHEN, 3 BEDROOMS & LAUNDRY. DREAMS REALLY CAN COME TRU

Single-familyProperty Type

1988Year Built

0.29 acresLot Size

$507Est. Price/Sq.Ft.

12 spacesParking

Listed by The Janice Sullivan Team • LAER Realty Partners

Bought with Stephen Conroy • Boardwalk Real Estate

Redfin checked: 2 minutes ago

•Source:MLS PIN #71818700

Redfin Estimate

$3,062,476

$1.4M since sold in August 2015$111K since October

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 39.2% higher than the average sale price ($2.20M) of 6 comparable homes.

SOLD APR 22, 2026
$1,575,000
A
5 beds3.5 baths3,564 sq ft
2 Breezy Point Rd, Gloucester, MA 01930
SOLD JUN 29, 2026
$1,625,000
B
5 beds3.5 baths2,791 sq ft
7 Colburn St, Gloucester, MA 01930
SOLD JUL 24, 2026
$999,999
C
5 beds2 baths3,120 sq ft
35 Reservoir Rd, Gloucester, MA 01930
SOLD OCT 29, 2026
$2,350,000
D
3 beds2.5 baths2,514 sq ft
55 Riverview Rd, Gloucester, MA 01930
SOLD SEP 1, 2026
$4,805,000
E
5 beds6 baths5,526 sq ft
77 Norwood Hts, Gloucester, MA 01930
SOLD SEP 30, 2026
$1,850,000
F
4 beds3 baths4,214 sq ft
7 Sea Fox Ln, Gloucester, MA 01930

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Sell

$1,914,700

Est. take-home

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Est. cash available

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Market trends in 01930, MA

Last updated October 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-list price

98.9%

+0.7% MoM

Median sale price

$704K

$4K MoM

Avg. days on market

28d

2 days MoM

Recently sold homes

18 MoM

New listings for sale

$1,400,000
3 beds3 baths3,100 sq ft
2 Plover Way Unit A, Gloucester, MA 01930
$1,100,000
3 beds2.5 baths2,335 sq ft
35 Old Nugent Farm Rd #35, Gloucester, MA 01930
3D WALKTHROUGH
$789,900
3 beds2 baths1,453 sq ft
4 Stuart Rd, Gloucester, MA 01930
$319,900
1 bed1 bath698 sq ft
44 Lexington Ave #34, Gloucester, MA 01930
$675,000
2 beds1.5 baths1,258 sq ft
274 Western Ave, Gloucester, MA 01930
VIDEO TOUR
$1,620,000
4 beds3 baths1,639 sq ft
86 East Main St, Gloucester, MA 01930
VIDEO TOUR
$775,000
1 bed1 bath556 sq ft
86 East Main St #2, Gloucester, MA 01930
VIDEO TOUR
$845,000
3 beds2 baths1,083 sq ft
86 East Main St #1, Gloucester, MA 01930
VIDEO TOUR
$2,175,000
5 beds3.5 baths3,114 sq ft
12 Graystone Rd, Gloucester, MA 01930
$349,000
1 bed1 bath673 sq ft
6 Traverse St #1, Gloucester, MA 01930
See all

Provided by Redfin

Sale history for 21R Sleepy Hollow Rd

Year

Property tax

Land + Additions

Assessment*

2023

$23,474 (+8.6%)

$1,004,900 + $1,211,700

$2,216,600

2022

$21,622 (+11.8%)

$874,300 + $969,000

$1,843,300

2021

$19,334 (+4.3%)

$669,100 + $885,100

$1,554,200

2020

$18,543 (+6.9%)

$669,100 + $834,800

$1,503,900

2019

$17,342 (+5.8%)

$638,000 + $728,600

$1,366,600

2018

$16,385 (+6.0%)

$622,400 + $644,800

$1,267,200

2017

$15,461 (+3.1%)

$592,600 + $579,600

$1,172,200

2016

$14,998 (+2.4%)

$566,600 + $535,400

$1,102,000

2015

$14,644 (+2.7%)

$553,700 + $519,100

$1,072,800

2014

$14,262 (+4.5%)

$553,700 + $545,100

$1,098,800

2013

$13,646 (+2.8%)

$545,300 + $536,000

$1,081,300

2012

$13,268 (+2.5%)

$517,600 + $571,700

$1,089,300

2011

$12,950 (+6.2%)

$544,100 + $600,900

$1,145,000

2010

$12,195 (−4.6%)

$555,800 + $606,700

$1,162,500

2009

$12,782

$584,800 + $746,700

$1,331,500

Tax history for 21R Sleepy Hollow Rd

Year

Property tax

Land + Additions

Assessment*

2023

$23,474 (+8.6%)

$1,004,900 + $1,211,700

$2,216,600

2022

$21,622 (+11.8%)

$874,300 + $969,000

$1,843,300

2021

$19,334 (+4.3%)

$669,100 + $885,100

$1,554,200

2020

$18,543 (+6.9%)

$669,100 + $834,800

$1,503,900

2019

$17,342 (+5.8%)

$638,000 + $728,600

$1,366,600

2018

$16,385 (+6.0%)

$622,400 + $644,800

$1,267,200

2017

$15,461 (+3.1%)

$592,600 + $579,600

$1,172,200

2016

$14,998 (+2.4%)

$566,600 + $535,400

$1,102,000

2015

$14,644 (+2.7%)

$553,700 + $519,100

$1,072,800

2014

$14,262 (+4.5%)

$553,700 + $545,100

$1,098,800

2013

$13,646 (+2.8%)

$545,300 + $536,000

$1,081,300

2012

$13,268 (+2.5%)

$517,600 + $571,700

$1,089,300

2011

$12,950 (+6.2%)

$544,100 + $600,900

$1,145,000

2010

$12,195 (−4.6%)

$555,800 + $606,700

$1,162,500

2009

$12,782

$584,800 + $746,700

$1,331,500

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Public record

Beds

Baths

Stories

Lot width

—

Lot depth

—

Lot size

0.29 Acres

Year renovated

—

Sq. Ft.

3,688

Year built

1988

Style

Multi-Family (2-4 Unit)

County

Essex County

APN

1906195

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 20, 2023.

Property details

Parking

Parking Information
Has Open Parking
Parking Spaces: 12
Parking Features: Paved Drive, Off Street, Paved

Interior

Master Bedroom Information
Area: 345
Length: 15
Width: 23
Level: Third
Features: Bathroom - Full,Bathroom - Double Vanity/Sink,Ceiling Fan(s),Walk-In Closet(s),Cedar Closet(s),Closet/Cabinets - Custom Built,Flooring - Stone/Ceramic Tile,Window(s) - Picture,Dressing Room

Bedroom #2 Information
Area: 156
Length: 13
Width: 12
Level: Third
Features: Cathedral Ceiling(s),Ceiling Fan(s),Flooring - Stone/Ceramic Tile,Window(s) - Picture,Balcony - Interior

Bedroom #3 Information
Area: 352
Length: 22
Width: 16
Level: First
Features: Bathroom - Full,Cedar Closet(s),Closet,Flooring - Stone/Ceramic Tile

Bedroom #4 Information
Area: 228
Length: 12
Width: 19
Level: First
Features: Bathroom - Full,Closet,Flooring - Stone/Ceramic Tile

Bedroom #5 Information
Area: 160
Length: 16
Width: 10
Level: First
Features: Bathroom - Full,Closet,Flooring - Stone/Ceramic Tile

Bathroom Information
# of Bathrooms (Full): 5
# of Bathrooms (Half): 3
Master Bathroom Features: Yes

Bathroom #1 Information
Area: 30
Length: 5
Width: 6
Level: Third
Features: Bathroom - Half,Flooring - Stone/Ceramic Tile

Bathroom #2 Information
Area: 30
Length: 6
Width: 5
Level: First
Features: Bathroom - Half,Flooring - Stone/Ceramic Tile

Bathroom #3 Information
Level: Third
Features: Bathroom - Full,Bathroom - Double Vanity/Sink,Bathroom - Tiled With Shower Stall,Cathedral Ceiling(s),Jacuzzi / Whirlpool Soaking Tub,Bidet

Living Room Information
Area: 252
Length: 21
Width: 12
Level: Main,Second
Features: Ceiling Fan(s),Closet/Cabinets - Custom Built,Flooring - Hardwood,Window(s) - Picture,French Doors,Deck - Exterior,Exterior Access,Open Floorplan,Recessed Lighting

Family Room Information
Area: 285
Length: 19
Width: 15
Level: First
Features: Ceiling Fan(s),Flooring - Stone/Ceramic Tile,Recessed Lighting

Dining Room Information
Area: 288
Length: 18
Width: 16
Level: Second
Features: Ceiling Fan(s),Flooring - Hardwood,Window(s) - Picture,Open Floorplan,Recessed Lighting

Kitchen Information
Area: 270
Length: 27
Width: 10
Level: Second
Features: Flooring - Stone/Ceramic Tile,Countertops - Stone/Granite/Solid,Kitchen Island,Open Floorplan,Recessed Lighting,Stainless Steel Appliances,Wine Chiller

Office Room Information
Area: 182
Length: 14
Width: 13
Level: Third
Features: Skylight,Flooring - Stone/Ceramic Tile,Window(s) - Picture,Steam / Sauna

Laundry Information
Laundry Features: Gas Dryer Hookup, Washer Hookup

Fireplace Information
Has Fireplace
# of Fireplaces (Total): 3
Fireplace Features: Dining Room

Interior Features
# of Rooms (Total): 15
Window Features: Skylight, Window(s) - Picture
Flooring: Tile, Hardwood, Flooring - Hardwood, Flooring - Stone/Ceramic Tile, Flooring - Wall to Wall Carpet
Interior Features: Ceiling Fan(s), Open Floorplan, Steam / Sauna, Dining Area, Cable Hookup, Bathroom - Tiled With Shower Stall, Game Room, Sun Room, Home Office, Kitchen, Exercise Room, Mud Room, Central Vacuum, Sauna/Steam/Hot Tub, Wired for Sound

Exterior

Building Information
Building Area (Total): 6,044
Foundation Details: Concrete Perimeter, Irregular
Construction Materials: Frame
Year Built Source: Public Records
Year Built Details: Actual,Renovated Since
Color: beige
Lead Paint: None

Exterior Features
Roof: Shingle, Rubber
Patio And Porch Features: Deck - Exterior, Porch - Enclosed, Deck - Roof, Deck - Composite
Exterior Features: Porch - Enclosed, Deck - Roof, Deck - Composite, Storage, Professional Landscaping, Sprinkler System, Decorative Lighting, Garden

Property Information
Accessibility Features: No
PropertySubType: Single Family Residence
Green Energy Efficient : Thermostat
Security Features: Security System
Has Waterview
Ocean, Private, Walk to

Lot Information
Lot Size (Acres): 0.29
Lot Features: Easements, Level
ViewYN: Has View
View: Scenic View(s)
Frontage Length: 100
Road Surface Type: Paved
Road Frontage Type: Private Road, Dead End
Road Responsibility: Private Maintained Road

Financial

Tax Information
Tax Annual Amount: $14,262.42
Tax Year: 2014

Utilities

Utility Information
Utilities: for Gas Range, for Gas Oven, for Gas Dryer, Washer Hookup
Sewer: Private Sewer
Water Source: Public
Electric: Generator, Circuit Breakers, 200+ Amp Service

Heating & Cooling
Has Heating
Has Cooling
Heating: Baseboard, Electric Baseboard, Propane
Cooling: Wall Unit(s)

Location

HOA Information
Has Association
Association Fee: $460
Homeowners Association Membership Required

Location Information
Directions: Thru the pillars at the private sign. Right on Bungalow Rd, Left Sleepy Hollow Rd to end
UnparsedAddress: 21R Sleepy Hollow Road, Gloucester MA 01930

Community Information
Senior CommunityYN: No
Community Features: Public Transportation, Shopping, Tennis Court(s), Park, Walk/Jog Trails, Golf, Medical Facility, Bike Path, Conservation Area, Highway Access, House of Worship, Marina, Public School, T-Station

Public facts

Beds: 7
Baths: 5.0
Sq. Ft.: 3,688
Stories: 3.0
Lot Size: 0.29 acres
Style: Multi-Family (2-4 Unit)
Year Built: 1988
Year Renovated: —
County: Essex County
APN: 1906195

Home facts updated by county records on Jul 20, 2023

Other

Miscellaneous Information
Heat Zones: 8

Listing Information
StandardStatus: Closed

Around this home

Schools

K - 12
Preschool & daycare

West Parish Elementary School

Public K-5 • Assigned • 2.6mi

6/10

Ralph B O'Maley Innovation Middle School

Public 6-8 • Assigned • 2.1mi

5/10

Gloucester High School

Public 9-12 • Assigned • 3.1mi

4/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

1/10 Fire Factor

Unlikely to be in a wildfire in next 30 years

6/10 Heat Factor

8 days above 89° expected this year, 18 days in 30 years

8/10 Wind Factor

80% chance of strong winds in next 30 years

2/10 Air Factor

1 unhealthy days expected this year, 1 days in 30 years

Provided by First Street

Historical weather

Gloucester, MA • 01930

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

In this area, properties receive around 9 hours in June and 4.4 hours in December, placing it below the U.S. average for solar exposure.

9 hrs

4.4 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$2.91M – $3.52M

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Home values near 21R Sleepy Hollow Rd

Data from public records.

Address	Redfin Estimate
18 Sleepy Hollow Road, Gloucester, MA 2 Beds \| 2.5 Baths \| 1261 Sq. Ft.	$1,262,787
26 Sleepy Hollow Road, Gloucester, MA 5 Beds \| 3.5 Baths \| 1772 Sq. Ft.	$1,494,310
30 Sleepy Hollow Road, Gloucester, MA 4 Beds \| 3.5 Baths \| 2463 Sq. Ft.	$3,157,685
17 Sleepy Hollow Road, Gloucester, MA 3 Beds \| 1.5 Baths \| 1382 Sq. Ft.	$1,654,496
15 Sleepy Hollow Road Unit R, Gloucester, MA 2 Beds \| 2 Baths \| 1242 Sq. Ft.	$1,323,727
13R Sleepy Hollow Road, Gloucester, MA 4 Beds \| 3 Baths \| 3234 Sq. Ft.	$1,580,185
4 Bayberry Lane, Gloucester, MA 3 Beds \| 1 Baths \| 1860 Sq. Ft.	$1,234,129

Address	Redfin Estimate
22 Sleepy Hollow Road, Gloucester, MA 3 Beds \| 1.5 Baths \| 1854 Sq. Ft.	$1,430,909
28 Sleepy Hollow Road Unit R, Gloucester, MA 4 Beds \| 3 Baths \| 3423 Sq. Ft.	$3,337,160
32 Sleepy Hollow Road, Gloucester, MA 6 Beds \| 2 Baths \| 2600 Sq. Ft.	$2,151,140
17R Sleepy Hollow Road, Gloucester, MA 3 Beds \| 1.5 Baths \| 1324 Sq. Ft.	$1,319,786
13 Sleepy Hollow Road Unit R, Gloucester, MA 4 Beds \| 3 Baths \| 3234 Sq. Ft.	$2,177,431
28R Sleepy Hollow Road, Gloucester, MA 4 Beds \| 3 Baths \| 3423 Sq. Ft.	$3,216,260
6 Bayberry Lane, Gloucester, MA 2 Beds \| 1.5 Baths \| 1122 Sq. Ft.	$1,523,959

Address	Redfin Estimate
24 Sleepy Hollow Road, Gloucester, MA 3 Beds \| 4.5 Baths \| 3866 Sq. Ft.	$2,522,335
28 Sleepy Hollow Road, Gloucester, MA 4 Beds \| 2 Baths \| 1700 Sq. Ft.	$2,954,440
34 Sleepy Hollow Road, Gloucester, MA 5 Beds \| 3 Baths \| 3767 Sq. Ft.	$3,343,192
15 Sleepy Hollow Road, Gloucester, MA 3 Beds \| 1.5 Baths \| 1269 Sq. Ft.	$2,040,231
19 Sleepy Hollow Road, Gloucester, MA 6 Beds \| 4 Baths \| 3034 Sq. Ft.	$1,980,087
33 Sleepy Hollow Road, Gloucester, MA 5 Beds \| 3.5 Baths \| 3800 Sq. Ft.	$2,370,886
8 Bayberry Lane, Gloucester, MA 3 Beds \| 2 Baths \| 1101 Sq. Ft.	$1,229,630

Property information provided by MLS PIN when last listed in 2015. This data may not match . Learn more.

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