OFF MARKET

Off Market Jun 2018 for $600K

$929,553

Est. refi paymentEst. refi $2,678/mo

•

1,800

sq ft

5 Bittersweet Rd, Gloucester, MA 01930

About this home

If you like to entertain, this is it! This house has been wonderfully transformed blending modern amenities with the original character of this New England farmhouse. Enjoy being perched high on a hilltop facing northwest overlooking the Annisquam River tidal marsh with sunshine all day through expansive glass and seven skylights. Fantastic Family Room with full bar, Fisher & Paykel dishwasher, ice maker, wine/beverage fridge, three spout refrigerated tap system, lounge area and expansive sliders to wrap around deck and views. Living Room is warm and inviting with fireplace and custom cabinetry. Kitchen is fully outfitted with breakfast bar, dining area and access to Sunporch and formal Dining Room. Other features include pine floors, brick fireplace with granite hearth, cathedral ceilings, and flush mount stereo. Gorgeous private yard with mature perennial and vegetable gardens. Steps to the Annisquam Bridge to village, Yacht Club and beaches.

Single-familyProperty Type

1900Year Built

0.64 acresLot Size

$516Est. Price/Sq.Ft.

6 spacesParking

Listed by Holly Chiancola • Holly C & Co. Fine Homes

Bought with Jenna Lemoine • Insight Realty Group, Inc.

Redfin checked: 2 minutes ago

•Source:MLS PIN #72257914

Redfin Estimate

$929,553

$330K since sold in June 2018$10K since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 13.9% lower than the average sale price ($1.08M) of 6 comparable homes.

SOLD MAY 15, 2026
$865,000
A
3 beds2 baths1,967 sq ft
9 Hickory St, Gloucester, MA 01930
SOLD DEC 19, 2025
$1,545,000
B
3 beds2 baths1,536 sq ft
48 Rowley Shore Rd, Gloucester, MA 01930
SOLD MAY 28, 2026
$1,050,000
C
3 beds1.5 baths1,550 sq ft
17 Story St, Rockport, MA 01966
SOLD JUL 17, 2026
$765,000
D
3 beds1.5 baths1,856 sq ft
17 Ferry St, Gloucester, MA 01930
SOLD DEC 5, 2025
$1,500,000
E
3 beds1 bath1,858 sq ft
13 & 10 Ferry Hill Rd, Gloucester, MA 01930
SOLD DEC 5, 2025
$754,600
F
3 beds1.5 baths1,428 sq ft
31 Summit Ave, Rockport, MA 01966

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Sell

$484,484

Est. take-home

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Est. cash available

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Rent

$2,769/mo

Redfin rental estimate

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Market trends in 01930, MA

Last updated August 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

98.6%

0.0% MoM

Median sale price

$725K

$20K MoM

Avg. days on market

25d

3 days MoM

Recently sold homes

17 MoM

New listings for sale

NEW 27 HRS AGO
$749,900
3 beds2 baths1,854 sq ft
49 Woodward Ave, Gloucester, MA 01930
NEW 29 HRS AGO
$579,000
2 beds1.5 baths900 sq ft
1105 Washington, Gloucester, MA 01930
OPEN SUN, 10:30AM TO 12PM
$599,000
3 beds1.5 baths1,336 sq ft
4 Lynwood, Gloucester, MA 01930
$875,000
5 beds2 baths2,530 sq ft
1 Granite Ct, Gloucester, MA 01930
OPEN SUN, 1PM TO 2:30PM
$284,900
2 beds1 bath647 sq ft
16 Cleveland Pl #8, Gloucester, MA 01930
OPEN SEP 13, 12PM TO 2PM
$2,100,000
4 beds3.5 baths3,100 sq ft
8 Orchard Rd Unit B, Gloucester, MA 01930
$325,000
Studio1 bath955 sq ft
27 Washington St #27, Gloucester, MA 01930
$699,000
4 beds2 baths1,933 sq ft
20 Marble St, Gloucester, MA 01930
See all

Provided by Redfin

Sale history for 5 Bittersweet Rd

Date

Event

Price

MLS PIN #72257914

Jun 4, 2018

Sold

$600,000

$333/sq ft

Apr 3, 2018

Pending

—

Feb 5, 2018

Price Changed

$619,000

$344/sq ft

Nov 22, 2017

Listed

$639,000

$355/sq ft

MLS PIN #70011896

Jun 2, 2004

Sold

$435,000

$242/sq ft

Apr 2, 2004

Listing Removed

—

Mar 27, 2004

Listed

$449,000

$249/sq ft

Wonderful hilltop location with views of Annisquam River. Expansive decks for sunset viewing. Partially renovated, spacious first floor, new cherry floors in Dining Room, recent full masonry fireplace and chimney, freshly painted interior. Master Bedroom has views of river across to marsh and beaches. Walk to Annisquam village over footbridge. Dead end street. Attractive circular driveway. Beautiful planting, mature flower and vegetable gardens. Kitchen and bath need renovating.

MLS PIN #30278451

Apr 23, 1999

Sold

$215,000

$119/sq ft

Feb 12, 1999

Listing Removed

—

Nov 30, 1998

Listed

$229,000

$127/sq ft

Year

Property tax

Land + Additions

Assessment*

2023

$7,209 (+4.1%)

$250,300 + $430,400

$680,700

2022

$6,923 (+3.5%)

$212,700 + $377,500

$590,200

2021

$6,687 (+1.0%)

$193,500 + $344,000

$537,500

2020

$6,624 (+9.9%)

$193,500 + $343,700

$537,200

2019

$6,026 (+3.1%)

$193,500 + $281,400

$474,900

2018

$5,842 (+3.1%)

$193,500 + $258,300

$451,800

2017

$5,664 (+2.8%)

$184,200 + $245,200

$429,400

2016

$5,511 (+3.9%)

$184,800 + $220,100

$404,900

2015

$5,302 (+9.3%)

$184,800 + $203,600

$388,400

2014

$4,852 (+4.3%)

$184,800 + $189,000

$373,800

2013

$4,654 (+10.7%)

$181,700 + $187,100

$368,800

2012

$4,206 (+4.8%)

$185,400 + $159,900

$345,300

2011

$4,014 (+4.7%)

$195,000 + $159,900

$354,900

2010

$3,834 (+1.1%)

$198,900 + $166,600

$365,500

2009

$3,794

$209,400 + $185,800

$395,200

Tax history for 5 Bittersweet Rd

Year

Property tax

Land + Additions

Assessment*

2023

$7,209 (+4.1%)

$250,300 + $430,400

$680,700

2022

$6,923 (+3.5%)

$212,700 + $377,500

$590,200

2021

$6,687 (+1.0%)

$193,500 + $344,000

$537,500

2020

$6,624 (+9.9%)

$193,500 + $343,700

$537,200

2019

$6,026 (+3.1%)

$193,500 + $281,400

$474,900

2018

$5,842 (+3.1%)

$193,500 + $258,300

$451,800

2017

$5,664 (+2.8%)

$184,200 + $245,200

$429,400

2016

$5,511 (+3.9%)

$184,800 + $220,100

$404,900

2015

$5,302 (+9.3%)

$184,800 + $203,600

$388,400

2014

$4,852 (+4.3%)

$184,800 + $189,000

$373,800

2013

$4,654 (+10.7%)

$181,700 + $187,100

$368,800

2012

$4,206 (+4.8%)

$185,400 + $159,900

$345,300

2011

$4,014 (+4.7%)

$195,000 + $159,900

$354,900

2010

$3,834 (+1.1%)

$198,900 + $166,600

$365,500

2009

$3,794

$209,400 + $185,800

$395,200

*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

0.64 Acres

Year renovated

—

Sq. Ft.

1,706

Year built

1900

Style

Single Family Residential

County

Essex County

APN

1899608

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: 6
Parking Features: Off Street, Driveway

Interior

Master Bedroom Information
Area: 156
Length: 12
Width: 13
Level: Second
Features: Skylight,Cathedral Ceiling(s),Cedar Closet(s),Flooring - Hardwood

Bedroom #2 Information
Area: 121
Length: 11
Width: 11
Level: Second
Features: Skylight,Cathedral Ceiling(s),Cedar Closet(s),Flooring - Hardwood

Bedroom #3 Information
Area: 88
Length: 8
Width: 11
Level: Second
Features: Closet,Flooring - Hardwood

Bathroom Information
# of Bathrooms (Full): 2

Bathroom #1 Information
Level: First

Bathroom #2 Information
Level: Second

Living Room Information
Area: 264
Length: 11
Width: 24
Level: First
Features: Flooring - Hardwood,French Doors

Family Room Information
Area: 288
Length: 12
Width: 24
Level: First
Features: Cathedral Ceiling(s),Ceiling Fan(s),Flooring - Hardwood,Wet Bar,Deck - Exterior,Slider

Dining Room Information
Area: 210
Length: 15
Width: 14
Level: First
Features: Flooring - Hardwood,Deck - Exterior

Kitchen Information
Area: 220
Length: 22
Width: 10
Level: First
Features: Flooring - Hardwood,Dining Area,Countertops - Stone/Granite/Solid,Breakfast Bar / Nook,Cabinets - Upgraded,Deck - Exterior

Office Room Information
Level: First
Features: Skylight,Ceiling - Cathedral,Closet,Flooring - Hardwood,Dryer Hookup - Electric,Washer Hookup

Basement Information
Basement: Full, Interior Entry, Bulkhead

Laundry Information
Laundry Features: Dryer Hookup - Electric, Washer Hookup, First Floor, Electric Dryer Hookup

Fireplace Information
Has Fireplace
# of Fireplaces (Total): 1
Fireplace Features: Living Room

Interior Features
# of Rooms (Total): 9
Door Features: Insulated Doors
Window Features: Skylight(s), Insulated Windows
Flooring: Wood, Tile, Flooring - Hardwood
Interior Features: Cathedral Ceiling(s), Closet, Office

Exterior

Building Information
Building Area (Total): 1,800
Foundation Area: 1,225
Foundation Details: Concrete Perimeter, Granite
Construction Materials: Frame
Year Built Source: Public Records
Year Built Details: Renovated Since
Color: Gray

Exterior Features
Roof: Shingle
Patio And Porch Features: Porch - Enclosed, Deck - Wood
Exterior Features: Balcony / Deck, Porch - Enclosed, Deck - Wood, Rain Gutters, Professional Landscaping, Fruit Trees, Garden

Property Information
PropertySubType: Single Family Residence
Has Waterview
Marsh, River, Walk to

Lot Information
Lot Size (Acres): 0.64
Lot Features: Cleared, 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: $5,664
Tax Year: 2017

Utilities

Utility Information
Utilities: for Gas Range, for Electric Dryer, Washer Hookup, Icemaker Connection
Sewer: Private Sewer
Water Source: Public
Electric: Circuit Breakers

Heating & Cooling
Has Heating
Heating: Baseboard, Oil

Location

HOA Information
Has Association

Location Information
Directions: Washington Street to Bittersweet, near footbrdige
UnparsedAddress: 5 Bittersweet Road, Gloucester MA 01930

Community Information
Senior CommunityYN: No
Community Features: Public Transportation, Walk/Jog Trails, Golf, Conservation Area, House of Worship, Public School, T-Station

Public facts

Beds: 3
Baths: 2.0
Sq. Ft.: 1,706
Stories: 2.0
Lot Size: 0.64 acres
Style: Single Family Residential
Year Built: 1900
Year Renovated: —
County: Essex County
APN: 1899608

Home facts updated by county records on Jul 20, 2023

Other

Miscellaneous Information
Heat Zones: 3

Listing Information
StandardStatus: Closed

Around this home

Schools

Plum Cove School

Public K-5 • Assigned • 1.5mi

7/10

Ralph B O'Maley Innovation Middle School

Public 6-8 • Assigned • 1.7mi

5/10

Gloucester High School

Public 9-12 • Assigned • 2.9mi

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

5/10 Heat Factor

7 days above 88° expected this year, 16 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

$884,000 – $1.07M

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Home values near 5 Bittersweet Rd

Data from public records.

Address	Redfin Estimate
3 Bittersweet Rd, Gloucester, MA 4 Beds \| 3 Baths \| 1978 Sq. Ft.	$956,680
8 Bittersweet Rd, Gloucester, MA 3 Beds \| 1 Baths \| 900 Sq. Ft.	$853,833

Address	Redfin Estimate
1 Bittersweet Rd, Gloucester, MA 3 Beds \| 2 Baths \| 1188 Sq. Ft.	$867,592
4 Bittersweet Rd, Gloucester, MA 3 Beds \| 1 Baths \| 1716 Sq. Ft.	$914,922

Address	Redfin Estimate
7 Bittersweet Rd, Gloucester, MA 4 Beds \| 2 Baths \| 2262 Sq. Ft.	$853,597
734 Washington St, Gloucester, MA 5 Beds \| 3 Baths \| 2195 Sq. Ft.	$1,088,899

Property information provided by MLS PIN when last listed in 2017. This data may not match . Learn more.

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