Google street view image for 2-4 Upland Rd, Winthrop, MA 02152

Off market oct 2009 for $495K

$1,234,349

Est. refi paymentEst. refi $3,117/mo

•

3 ba

•

3,701

sq ft

2-4 Upland Rd, Winthrop, MA 02152

About this home

2-4 Upland Rd is a 3,701 square foot multi-family home on a 6,534 square foot lot with 6 bedrooms and 3 bathrooms. - it last sold on October 14, 2009 for $495,000. Based on Redfin's Winthrop data, we estimate the home's value is $1,234,349.

Multi-familyProperty Type

1900Year Built

6,534 sq ftLot Size

$334Est. Price/Sq.Ft.

Source:Public Records

Redfin Estimate

$1,234,349

$739K since sold in October 2009$21K since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 5.4% higher than the average sale price ($1.17M) of 6 comparable homes.

SOLD JUN 19, 2026
$999,900
A
7 beds3 baths3,628 sq ft
308 Bowdoin, Winthrop, MA 02152
SOLD SEP 25, 2026
$1,475,000
B
5 beds3 baths2,889 sq ft
516 Pleasant St, Winthrop, MA 02152
SOLD JUN 23, 2026
$835,000
C
5 beds3 baths4,768 sq ft
108 Winthrop St, Winthrop, MA 02152
SOLD MAR 31, 2026
$1,260,000
D
8 beds3 baths3,708 sq ft
37 Trident Ave, Winthrop, MA 02152
SOLD APR 15, 2026
$1,175,000
E
6 beds3.5 baths4,062 sq ft
22 Upland Rd, Winthrop, MA 02152
SOLD JUL 24, 2026
$1,280,000
F
9 beds3 baths3,621 sq ft
117 Revere St, Winthrop, MA 02152

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Earn from this home

Sell

$944,175

Est. take-home

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Est. cash available

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Market trends in 02152, MA

Last updated September 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-list price

99.0%

0.9% MoM

Median sale price

$715K

$86K MoM

Avg. days on market

27d

4 days MoM

Recently sold homes

3 MoM

New listings for sale

COMING SOON
$1,995,000
5 beds3.5 baths3,686 sq ft
119 Washington Ave, Winthrop, MA 02152
$519,000
3 beds2 baths1,256 sq ft
173-175 Shirley St #6, Winthrop, MA 02152
3D WALKTHROUGH
$839,000
4 beds3 baths2,204 sq ft
23 Sagamore, Winthrop, MA 02152
$979,000
4 beds2.5 baths2,666 sq ft
316 Bowdoin St, Winthrop, MA 02152
$989,000
3 beds3.5 baths2,180 sq ft
44 Bowdoin St, Winthrop, MA 02152
$339,999
2 beds1 bath772 sq ft
800 Governors Dr #6, Winthrop, MA 02152
$425,000
2 beds1 bath861 sq ft
29 Seafoam Ave #1, Winthrop, MA 02152
$498,500
2 beds1.5 baths1,002 sq ft
1020 Shirley St #1020, Winthrop, MA 02152
$519,000
3 beds1 bath1,374 sq ft
23 Trident #1, Winthrop, MA 02152
See all

Provided by Redfin

Sale history for 2-4 Upland Rd

Year

Property tax

Land + Additions

Assessment*

2023

$10,151 (−5.8%)

$303,000 + $645,700

$948,700

2022

$10,773 (+1.9%)

$270,400 + $645,700

$916,100

2021

$10,573 (+10.9%)

$241,500 + $592,300

$833,800

2020

$9,538 (+4.6%)

$241,500 + $514,300

$755,800

2019

$9,118 (+2.1%)

$222,500 + $469,300

$691,800

2018

$8,931 (+9.4%)

$191,000 + $439,700

$630,700

2017

$8,162 (+5.1%)

$169,100 + $397,300

$566,400

2016

$7,768 (+17.6%)

$147,000 + $358,400

$505,400

2014

$6,604 (+0.3%)

$132,800 + $291,100

$423,900

2013

$6,584 (+2.9%)

$132,800 + $308,800

$441,600

2012

$6,399 (+5.2%)

$132,800 + $308,800

$441,600

2011

$6,083 (−20.2%)

$139,400 + $301,400

$440,800

2010

$7,624 (+18.0%)

$154,900 + $445,400

$600,300

2009

$6,460

$202,500 + $445,400

$647,900

Tax history for 2-4 Upland Rd

Year

Property tax

Land + Additions

Assessment*

2023

$10,151 (−5.8%)

$303,000 + $645,700

$948,700

2022

$10,773 (+1.9%)

$270,400 + $645,700

$916,100

2021

$10,573 (+10.9%)

$241,500 + $592,300

$833,800

2020

$9,538 (+4.6%)

$241,500 + $514,300

$755,800

2019

$9,118 (+2.1%)

$222,500 + $469,300

$691,800

2018

$8,931 (+9.4%)

$191,000 + $439,700

$630,700

2017

$8,162 (+5.1%)

$169,100 + $397,300

$566,400

2016

$7,768 (+17.6%)

$147,000 + $358,400

$505,400

2014

$6,604 (+0.3%)

$132,800 + $291,100

$423,900

2013

$6,584 (+2.9%)

$132,800 + $308,800

$441,600

2012

$6,399 (+5.2%)

$132,800 + $308,800

$441,600

2011

$6,083 (−20.2%)

$139,400 + $301,400

$440,800

2010

$7,624 (+18.0%)

$154,900 + $445,400

$600,300

2009

$6,460

$202,500 + $445,400

$647,900

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

Property details

Interior

Bathroom Information
# of Full Baths: 3

Heating & Cooling
Heating Type: Forced Hot Water

Room Information
# of Rooms: 11

Exterior

Exterior Information
Physical Condition: Average
Construction Type: Masonry
Exterior Wall: Brick
Roof Shape Type: Hip

Property Information
Living Sq. Ft: 3,701
Gross Sq. Ft: 7,641
# of Units: 3
# of Stories: 3

Lot Information
# of Buildings: 1
Land Sq. Ft: 6,534
Municipality Name: WINTHROP
Acres: 0.15
State Use Description: 3-FAMILY RESIDENCE

Financial

Assessor Information
Assessment Year: 2023

Public facts

Beds: 6
Baths: 3.0
Sq. Ft.: 3,701
Stories: 3.0
Lot Size: 6,534 square feet
Style: Multi-Family (2-4 Unit)
Year Built: 1900
Year Renovated: —
County: Suffolk County
APN: 1425123

Home facts updated by county records on Jul 20, 2023

Around this home

Schools

William P. Gorman/Fort Banks Elementary School

Public PreK-2 • Assigned • 0.3mi

Winthrop Middle School

Public 6-8 • Assigned • 0.6mi

8/10

Winthrop Senior High School

Public 9-12 • Assigned • 0.6mi

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

6/10 Heat Factor

7 days above 95° expected this year, 14 days in 30 years

6/10 Wind Factor

65% 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

$1.17M – $1.42M

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New listings for sale in 02152

COMING SOON

$1,995,000

5 beds3.5 baths3,686 sq ft

119 Washington Ave, Winthrop, MA 02152

$519,000

3 beds2 baths1,256 sq ft

173-175 Shirley St #6, Winthrop, MA 02152

3D WALKTHROUGH

$839,000

4 beds3 baths2,204 sq ft

23 Sagamore, Winthrop, MA 02152

$979,000

4 beds2.5 baths2,666 sq ft

316 Bowdoin St, Winthrop, MA 02152

$989,000

3 beds3.5 baths2,180 sq ft

44 Bowdoin St, Winthrop, MA 02152

$339,999

2 beds1 bath772 sq ft

800 Governors Dr #6, Winthrop, MA 02152

$425,000

2 beds1 bath861 sq ft

29 Seafoam Ave #1, Winthrop, MA 02152

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Home values near 2-4 Upland Rd

Data from public records.

Address	Redfin Estimate
18 Upland Rd, Winthrop, MA 8 Beds \| 2 Baths \| 3505 Sq. Ft.	$1,023,609
134 Quincy Ave, Winthrop, MA 2 Beds \| 1.5 Baths \| - Sq. Ft.	$930,771

Address	Redfin Estimate
22 Upland Rd, Winthrop, MA 6 Beds \| 3.5 Baths \| 4062 Sq. Ft.	$1,275,407
171 Nahant Ave, Winthrop, MA 4 Beds \| 3.5 Baths \| 2672 Sq. Ft.	$1,134,865

Address	Redfin Estimate
28-32 Upland Rd, Winthrop, MA 4 Beds \| 3 Baths \| 2940 Sq. Ft.	$1,021,115
180 Nahant Ave, Winthrop, MA 3 Beds \| 2.5 Baths \| 2572 Sq. Ft.	$909,216

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