OFF MARKET

Off Market Nov 2018 for $900K

$1,348,005

•

2,612

sq ft

153 Court Rd, Winthrop, MA 02152

About this home

This distinguished waterfront home features a rare level of craftsmanship and materials, stunning views of Boston Harbor and the City skyline, your own private dock, and a delightful seaside lifestyle. Imagine...just minutes from Boston, you can grab your kayak for a sunset paddle and grill on the deck while drinking in a spectacular sunset and tranquil water views. Who knew?! This Queen Anne masterpiece is set in Winthrop's premier neighborhood, The Maze. Built in the glorious era of the early 20th-century, it exemplifies the grace and high standards of the day. Masterful architectural details abound - carved newels and balustrades, delightful window details, stained glass, glowing fir floors. Handicapped access features and entry ramp may be helpful to some buyers. Outside, mature trees and dappled sunshine grace this oversized quarter-acre fenced lot. The property has riparian rights and steps down to its private waterfront beach. Enjoy easy access to public transport to Boston.

Single-familyProperty Type

1908Year Built

10,871 sq ftLot Size

$516Est. Price/Sq.Ft.

1 garage spacesParking

Listed by Brianne Grady • Robert Paul Properties

Bought with Brianne Grady • Robert Paul Properties

Redfin checked: a minute ago

•Source:MLS PIN #72324156

Redfin Estimate

$1,348,005

$448K since sold in November 2018$9,000 since July

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 60.2% higher than the average sale price ($842K) of 6 comparable homes.

SOLD JUL 28, 2026
$725,000
A
5 beds1.5 baths1,935 sq ft
30 Hutchinson St, Winthrop, MA 02152
SOLD JUL 31, 2026
$1,317,500
B
5 beds2 baths3,754 sq ft
264 Court Rd, Winthrop, MA 02152
SOLD MAR 13, 2026
$815,000
C
4 beds2 baths2,317 sq ft
45 Read St, Winthrop, MA 02152
SOLD JUN 15, 2026
$620,000
D
4 beds2 baths2,456 sq ft
33 Dolphin Ave, Winthrop, MA 02152
SOLD DEC 23, 2025
$825,000
E
5 beds2.5 baths2,065 sq ft
105 Circuit Rd, Winthrop, MA 02152
SOLD JUL 17, 2026
$747,000
F
4 beds1.5 baths2,167 sq ft
4 Woodside Park, Winthrop, MA 02152

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Earn from this home

Sell

$675,198

Est. take-home

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Rent

$4,760/mo

Redfin rental estimate

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Market trends in 02152, MA

Last updated July 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

99.2%

+0.5% MoM

Median sale price

$620K

$21K MoM

Avg. days on market

38d

7 days MoM

Recently sold homes

9 MoM

New listings for sale

$539,000
1 bed1 bath1,368 sq ft
60 Hermon St #3, Winthrop, MA 02152
OPEN TODAY, 2PM TO 4PM
$649,000
3 beds1.5 baths1,200 sq ft
84 Tafts Ave, Winthrop, MA 02152
OPEN TODAY, 11AM TO 1PM
$739,000
3 beds2 baths1,428 sq ft
8 Siren St, Winthrop, MA 02152
OPEN TODAY, 11AM TO 12:30PM
$710,000
4 beds2 baths1,193 sq ft
542 Shirley St, Winthrop, MA 02152
OPEN TODAY, 12PM TO 2PM
$419,900
1 bed1 bath525 sq ft
22 Pauline St #5, Winthrop, MA 02152
OPEN TODAY, 12PM TO 2PM
$399,900
1 bed1 bath500 sq ft
22 Pauline St #3, Winthrop, MA 02152
OPEN TODAY, 11AM TO 1PM
$865,000
2 beds2.5 baths1,806 sq ft
1001 Shirley St #2, Winthrop, MA 02152
OPEN SUN, 12PM TO 1:30PM
$998,900
6 beds2.5 baths3,263 sq ft
217 Pleasant St, Winthrop, MA 02152
OPEN SUN, 11AM TO 12:30PM
$479,900
2 beds1 bath1,056 sq ft
2 Edgar Ter #3, Winthrop, MA 02152
OPEN TODAY, 11:30AM TO 12:30PM
$758,000
3 beds2.5 baths1,800 sq ft
189 Shirley St #1, Winthrop, MA 02152
See all

Provided by Redfin

Sale history for 153 Court Rd

Year

Property tax

Land + Additions

Assessment*

2023

$11,634 (+7.2%)

$496,700 + $590,600

$1,087,300

2022

$10,851 (+0.8%)

$410,900 + $511,800

$922,700

2021

$10,770 (+1.7%)

$366,900 + $482,500

$849,400

2020

$10,586 (+15.1%)

$356,300 + $482,500

$838,800

2019

$9,197 (+3.7%)

$328,400 + $369,400

$697,800

2018

$8,871 (+1.3%)

$313,300 + $313,200

$626,500

2017

$8,758 (+3.3%)

$317,900 + $289,900

$607,800

2016

$8,475 (+22.0%)

$276,400 + $275,000

$551,400

2014

$6,944 (+4.5%)

$203,200 + $242,500

$445,700

2013

$6,645 (+1.2%)

$203,200 + $242,500

$445,700

2012

$6,564 (−10.5%)

$210,500 + $242,500

$453,000

2011

$7,331 (+4.3%)

$228,600 + $302,600

$531,200

2010

$7,026 (+19.2%)

$250,600 + $302,600

$553,200

2009

$5,896

$327,600 + $263,800

$591,400

Tax history for 153 Court Rd

Year

Property tax

Land + Additions

Assessment*

2023

$11,634 (+7.2%)

$496,700 + $590,600

$1,087,300

2022

$10,851 (+0.8%)

$410,900 + $511,800

$922,700

2021

$10,770 (+1.7%)

$366,900 + $482,500

$849,400

2020

$10,586 (+15.1%)

$356,300 + $482,500

$838,800

2019

$9,197 (+3.7%)

$328,400 + $369,400

$697,800

2018

$8,871 (+1.3%)

$313,300 + $313,200

$626,500

2017

$8,758 (+3.3%)

$317,900 + $289,900

$607,800

2016

$8,475 (+22.0%)

$276,400 + $275,000

$551,400

2014

$6,944 (+4.5%)

$203,200 + $242,500

$445,700

2013

$6,645 (+1.2%)

$203,200 + $242,500

$445,700

2012

$6,564 (−10.5%)

$210,500 + $242,500

$453,000

2011

$7,331 (+4.3%)

$228,600 + $302,600

$531,200

2010

$7,026 (+19.2%)

$250,600 + $302,600

$553,200

2009

$5,896

$327,600 + $263,800

$591,400

*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

2.5

Stories

Lot width

—

Lot depth

—

Lot size

0.25 Acres

Year renovated

—

Sq. Ft.

2,612

Year built

1910

Style

Single Family Residential

County

Suffolk County

APN

1421500

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 21, 2023.

Property details

Parking

Parking Information
Has Garage
Has Open Parking
# of Garage Spaces: 1
# of Covered Spaces: 1
Parking Spaces: 3
Parking Features: Detached, Paved Drive, Off Street, Paved

Interior

Master Bedroom Information
Level: Second
Features: Closet,Flooring - Hardwood,Window(s) - Picture,Balcony / Deck,Exterior Access,Slider

Bedroom #2 Information
Level: Second
Features: Closet,Flooring - Hardwood

Bedroom #3 Information
Level: Third
Features: Closet,Flooring - Hardwood

Bedroom #4 Information
Level: Third
Features: Closet,Flooring - Hardwood

Bedroom #5 Information
Level: Third
Features: Closet,Flooring - Hardwood

Bathroom Information
# of Bathrooms (Full): 2
Main Level Bathrooms: 1

Bathroom #1 Information
Level: Main,First
Features: Bathroom - Full,Bathroom - Tiled With Shower Stall,Flooring - Stone/Ceramic Tile,Handicap Accessible,Handicap Equipped

Bathroom #2 Information
Level: Second
Features: Bathroom - Full,Bathroom - Tiled With Tub,Flooring - Stone/Ceramic Tile

Living Room Information
Level: First
Features: Flooring - Hardwood,Window(s) - Bay/Bow/Box,Balcony / Deck,Handicap Accessible

Family Room Information
Level: Second
Features: Flooring - Hardwood

Dining Room Information
Level: First
Features: Closet/Cabinets - Custom Built,Flooring - Hardwood,Window(s) - Bay/Bow/Box,Handicap Accessible

Kitchen Information
Level: Main,First
Features: Wood / Coal / Pellet Stove,Flooring - Hardwood,Balcony / Deck,Pantry,Handicap Accessible,Breakfast Bar / Nook,Deck - Exterior,Exterior Access,Gas Stove

Office Room Information
Level: Second
Features: Flooring - Hardwood

Basement Information
Basement: Full

Laundry Information
Laundry Features: Electric Dryer Hookup, Washer Hookup, Second Floor

Fireplace Information
Has Fireplace
# of Fireplaces (Total): 2
Fireplace Features: Family Room, Living Room

Interior Features
# of Rooms (Total): 10
Door Features: Storm Door(s)
Window Features: Insulated Windows, Storm Window(s)
Flooring: Tile, Hardwood, Flooring - Hardwood
Interior Features: Home Office

Exterior

Building Information
Building Area (Total): 2,612
Foundation Details: Granite
Construction Materials: Frame
Year Built Source: Public Records
Year Built Details: Approximate
Color: Gray

Exterior Features
Fencing: Fenced
Roof: Shingle
Patio And Porch Features: Porch, Deck, Deck - Roof
Exterior Features: Porch, Deck, Deck - Roof, Fenced Yard, City View(s)

Property Information
Accessibility Features: Accessible Entrance
PropertySubType: Single Family Residence
Green Energy Efficient : Thermostat
Has Waterview
Harbor, Ocean

Lot Information
Lot Size (Acres): 0.25
Lot Features: Level
ViewYN: Has View
View: City View(s), Scenic View(s), City
WaterfrontYN: Yes
Road Frontage Type: Public

Financial

Tax Information
Tax Annual Amount: $8,758
Tax Year: 2017

Utilities

Utility Information
Utilities: for Gas Range, for Electric Dryer, Washer Hookup
Sewer: Public Sewer
Water Source: Public
Electric: 100 Amp Service

Heating & Cooling
Has Heating
Has Cooling
Heating: Hot Water, Oil
Cooling: Window Unit(s)

Location

Location Information
Directions: Court Road off Pleasant Street. Navigate The Maze! Near Public Transportation as well.
UnparsedAddress: 153 Court Rd, Winthrop MA 02152

Community Information
Senior CommunityYN: No
Community Features: Public Transportation, Shopping, Park, Walk/Jog Trails, Golf, Bike Path, Conservation Area, Highway Access, Marina, T-Station

Public facts

Beds: 5
Baths: 2.5
Sq. Ft.: 2,612
Stories: 3.0
Lot Size: 0.25 acres
Style: Single Family Residential
Year Built: 1910
Year Renovated: —
County: Suffolk County
APN: 1421500

Home facts updated by county records on Jul 20, 2023

Other

Miscellaneous Information
Heat Zones: 2

Listing Information
StandardStatus: Closed

Around this home

Schools

Arthur T. Cummings Elementary School

Public 3-5 • Assigned • 0.6mi

5/10

Winthrop Middle School

Public 6-8 • Assigned • 1.0mi

8/10

Winthrop Senior High School

Public 9-12 • Assigned • 1.0mi

5/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

9/10 Flood Factor

Estimated 80%+ chance 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

6 days above 95° expected this year, 12 days in 30 years

6/10 Wind Factor

71% chance of strong winds in next 30 years

3/10 Air Factor

3 unhealthy days expected this year, 3 days in 30 years

Provided by First Street

Historical weather

Winthrop, MA • 02152

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 9.2 hours in June and 4.4 hours in December, placing it below the U.S. average for solar exposure.

9.2 hrs

4.4 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$1.28M – $1.55M

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Home values near 153 Court Rd

Data from public records.

Address	Redfin Estimate
177-179 Court Road, Winthrop, MA 4 Beds \| 2.5 Baths \| 2423 Sq. Ft.	$997,957
165 Court Road, Winthrop, MA 5 Beds \| 3 Baths \| 2406 Sq. Ft.	$1,279,512

Address	Redfin Estimate
173 Court Road, Winthrop, MA 5 Beds \| 3 Baths \| 3703 Sq. Ft.	$1,163,919
147 Court Road, Winthrop, MA 3 Beds \| 2.5 Baths \| 2025 Sq. Ft.	$1,088,792

Address	Redfin Estimate
169 Court Road, Winthrop, MA 3 Beds \| 3.5 Baths \| - Sq. Ft.	$1,425,955
143 Court Road, Winthrop, MA 5 Beds \| 3 Baths \| 2030 Sq. Ft.	$1,345,409

Property information provided by MLS PIN when last listed in 2018. This data may not match . Learn more.

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