Google street view image for 258 Court Rd, Winthrop, MA 02152

OFF MARKET

$1,026,590

•

2 ba

•

3,575

sq ft

258 Court Rd, Winthrop, MA 02152

About this home

258 Court Rd is a 3,575 square foot house on a 0.36 acre lot with 4 bedrooms and 2 bathrooms. Based on Redfin's Winthrop data, we estimate the home's value is $1,026,590.

Single-familyProperty Type

1910Year Built

0.36 acresLot Size

$287Est. Price/Sq.Ft.

Source:Public Records

Redfin Estimate

$1,026,590

$47K since July

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 18.5% higher than the average sale price ($867K) of 6 comparable homes.

SOLD JUL 31, 2026
$1,317,500
A
5 beds2 baths3,754 sq ft
264 Court Rd, Winthrop, MA 02152
SOLD MAR 13, 2026
$815,000
B
4 beds2 baths2,317 sq ft
45 Read St, Winthrop, MA 02152
SOLD JUN 15, 2026
$620,000
C
4 beds2 baths2,456 sq ft
33 Dolphin Ave, Winthrop, MA 02152
SOLD FEB 4, 2026
$975,000
D
3 beds2 baths2,820 sq ft
5 Quincy Ave, Winthrop, MA 02152
SOLD JUL 17, 2026
$747,000
E
4 beds1.5 baths2,167 sq ft
4 Woodside Park, Winthrop, MA 02152
SOLD JUL 28, 2026
$725,000
F
5 beds1.5 baths1,935 sq ft
30 Hutchinson St, Winthrop, MA 02152

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Earn from this home

Sell

$974,712

Est. take-home

List your home with Redfin and save $5,133

Rent

$4,728/mo

Redfin rental estimate

List your home for rent

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

NEW 26 HRS AGO
$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 SAT, 11:30AM TO 12:30PM
$758,000
3 beds2.5 baths1,800 sq ft
189 Shirley St #1, Winthrop, MA 02152
$799,000
4 beds4 baths2,910 sq ft
26 George St, Winthrop, MA 02152
3D WALKTHROUGH
$549,000
3 beds1 bath1,788 sq ft
283 Revere St #2, Winthrop, MA 02152
$549,999
2 beds2 baths1,205 sq ft
1 Seal Harbor Rd #413, Winthrop, MA 02152
EARLY ACCESS
$399,900
1 bed1 bath500 sq ft
22 Pauline St #3, Winthrop, MA 02152
OPEN TODAY, 5:45PM TO 6:30PM
$374,999
2 beds1 bath649 sq ft
175 Shirley St #5, Winthrop, MA 02152
$629,000
2 beds2.5 baths1,463 sq ft
21 Hutchinson St #2, Winthrop, MA 02152
See all

Provided by Redfin

Sale history for 258 Court Rd

As the MLS and public records start to fill up, we'll list the details here.

Year

Property tax

Land + Additions

Assessment*

2023

$8,988 (+3.7%)

$428,200 + $411,800

$840,000

2022

$8,666 (−0.5%)

$382,300 + $354,600

$736,900

2021

$8,712 (+0.5%)

$341,400 + $345,700

$687,100

2020

$8,671 (+2.2%)

$341,400 + $345,700

$687,100

2019

$8,488 (+2.8%)

$314,700 + $329,300

$644,000

2018

$8,260 (+4.7%)

$270,300 + $313,000

$583,300

2017

$7,888 (+1.2%)

$257,800 + $289,600

$547,400

2016

$7,791 (+19.0%)

$224,300 + $282,600

$506,900

2014

$6,545 (+1.7%)

$167,900 + $252,200

$420,100

2013

$6,437 (−1.1%)

$179,500 + $252,200

$431,700

2012

$6,507 (+9.1%)

$196,900 + $252,200

$449,100

2011

$5,963 (+5.1%)

$153,500 + $278,600

$432,100

2010

$5,674 (+9.9%)

$168,200 + $278,600

$446,800

2009

$5,163

$219,600 + $298,300

$517,900

Tax history for 258 Court Rd

Year

Property tax

Land + Additions

Assessment*

2023

$8,988 (+3.7%)

$428,200 + $411,800

$840,000

2022

$8,666 (−0.5%)

$382,300 + $354,600

$736,900

2021

$8,712 (+0.5%)

$341,400 + $345,700

$687,100

2020

$8,671 (+2.2%)

$341,400 + $345,700

$687,100

2019

$8,488 (+2.8%)

$314,700 + $329,300

$644,000

2018

$8,260 (+4.7%)

$270,300 + $313,000

$583,300

2017

$7,888 (+1.2%)

$257,800 + $289,600

$547,400

2016

$7,791 (+19.0%)

$224,300 + $282,600

$506,900

2014

$6,545 (+1.7%)

$167,900 + $252,200

$420,100

2013

$6,437 (−1.1%)

$179,500 + $252,200

$431,700

2012

$6,507 (+9.1%)

$196,900 + $252,200

$449,100

2011

$5,963 (+5.1%)

$153,500 + $278,600

$432,100

2010

$5,674 (+9.9%)

$168,200 + $278,600

$446,800

2009

$5,163

$219,600 + $298,300

$517,900

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

Permits

Jul 24, 2025 • Final

Plumbing

Install plumbing fixtures across multiple floors, including toilets, lavatories, tubs, showers, a bar sink, a kitchen sink, a dishwasher, and a disposal.

Bathroom

Kitchen

Plumbing

Jul 24, 2025 • Final

Gas fitter

Install a heating boiler, a generator, and multiple gas fireplaces in the basement, first floor, and second floor. Install a gas stove in the kitchen.

Gas

Generator

HVAC

Permit history is from public records and may be incomplete or inaccurate. Redfin and its agents make no representations about the property condition or permit status. Buyers should independently verify all information.

Property details

Interior

Bathroom Information
# of Full Baths: 2

Heating & Cooling
Heating Type: Forced Hot Water

Room Information
# of Rooms: 11

Exterior

Exterior Information
Physical Condition: Average
Building Style Type: Old
Exterior Wall: Shingle
Roof Shape Type: Gable

Property Information
Living Sq. Ft: 3,575
Gross Sq. Ft: 6,286
# of Units: 1
# of Stories: 3

Lot Information
# of Buildings: 1
Land Sq. Ft: 15,682
Municipality Name: WINTHROP
Acres: 0.36
State Use Description: 1-FAMILY RESIDENCE

Financial

Assessor Information
Assessment Year: 2023

Public facts

Beds: 4
Baths: 2.0
Sq. Ft.: 3,575
Stories: 3.0
Lot Size: 0.36 acres
Style: Single Family Residential
Year Built: 1910
Year Renovated: —
County: Suffolk County
APN: 1420996

Home facts updated by county records on Jul 20, 2023

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

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

6 days above 95° expected this year, 13 days in 30 years

8/10 Wind Factor

80% 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

$976,000 – $1.18M

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Nearby similar homes

$799,000

4 beds4 baths2,910 sq ft

26 George St, Winthrop, MA 02152

3D WALKTHROUGH

$724,999

4 beds2 baths1,578 sq ft

449 Frankfort St, East Boston, MA 02128

$715,000

4 beds1.5 baths1,586 sq ft

52 Pebble Ave, Winthrop, MA 02152

$399,900

1 bed1 bath585 sq ft

111 Eutaw St Unit 1B, Boston, MA 02128

3D WALKTHROUGH

$979,999

5 beds3 baths3,500 sq ft

109 Broadsound Ave, Revere, MA 02151

$579,000

1 bed1 bath750 sq ft

656 Saratoga #214, Boston, MA 02128

New listings for sale in 02152

NEW 26 HRS AGO

$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 SAT, 11:30AM TO 12:30PM

$758,000

3 beds2.5 baths1,800 sq ft

189 Shirley St #1, Winthrop, MA 02152

$799,000

4 beds4 baths2,910 sq ft

26 George St, Winthrop, MA 02152

3D WALKTHROUGH

$549,000

3 beds1 bath1,788 sq ft

283 Revere St #2, Winthrop, MA 02152

$549,999

2 beds2 baths1,205 sq ft

1 Seal Harbor Rd #413, Winthrop, MA 02152

EARLY ACCESSCOMPASS COMING SOON

$399,900

1 bed1 bath500 sq ft

22 Pauline St #3, Winthrop, MA 02152

OPEN TODAY, 5:45PM TO 6:30PM

$374,999

2 beds1 bath649 sq ft

175 Shirley St #5, Winthrop, MA 02152

Home values near 258 Court Rd

Data from public records.

Address	Redfin Estimate
224 Court Rd, Winthrop, MA 6 Beds \| 2 Baths \| 3316 Sq. Ft.	$1,277,730
244 Court Rd, Winthrop, MA 3 Beds \| 2 Baths \| 2331 Sq. Ft.	$871,717

Address	Redfin Estimate
226 Court Rd, Winthrop, MA 6 Beds \| 2 Baths \| 2976 Sq. Ft.	$958,165
264 Court Rd, Winthrop, MA 5 Beds \| 2 Baths \| 3754 Sq. Ft.	$1,302,312

Address	Redfin Estimate
234 Court Rd, Winthrop, MA 3 Beds \| 1.5 Baths \| 1503 Sq. Ft.	$730,217
278 Court Rd, Winthrop, MA 3 Beds \| 2 Baths \| 2054 Sq. Ft.	$1,153,783

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