Google street view image for 28-32 Upland Rd, Winthrop, MA 02152

Off Market Sep 2004 for $540K

$1,009,522

Est. refi paymentEst. refi $3,509/mo

•

3 ba

•

2,940

sq ft

28-32 Upland Rd, Winthrop, MA 02152

About this home

28-32 Upland Rd is a 2,940 square foot multi-family home on a 7,841 square foot lot with 4 bedrooms and 3 bathrooms. - it last sold on September 08, 2004 for $540,000. Based on Redfin's Winthrop data, we estimate the home's value is $1,009,522.

Multi-familyProperty Type

1920Year Built

7,841 sq ftLot Size

$343Est. Price/Sq.Ft.

Source:Public Records

Redfin Estimate

$1,009,522

$470K since sold in September 2004$7,000 since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 13% higher than the average sale price ($893K) of 6 comparable homes.

SOLD FEB 4, 2026
$975,000
A
3 beds2 baths2,820 sq ft
5 Quincy Ave, Winthrop, MA 02152
SOLD MAR 13, 2026
$815,000
B
4 beds2 baths2,317 sq ft
45 Read St, Winthrop, MA 02152
SOLD AUG 10, 2026
$855,000
C
5 beds3 baths3,035 sq ft
18-20 Fairview Steet, Winthrop, MA 02151
SOLD JUL 30, 2026
$835,000
D
4 beds2.5 baths2,447 sq ft
143 Morton St, Winthrop, MA 02152
SOLD JUL 30, 2026
$994,000
E
5 beds3 baths2,564 sq ft
156 Locust St, Winthrop, MA 02152
SOLD MAR 6, 2026
$884,000
F
5 beds2.5 baths2,397 sq ft
2 Deane Ave, Winthrop, MA 02152

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Earn from this home

Sell

$791,490

Est. take-home

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Refinance

Est. cash available

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Market trends in 02152, MA

Last updated August 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

99.8%

+0.1% MoM

Median sale price

$629K

$6K MoM

Avg. days on market

23d

3 days MoM

Recently sold homes

4 MoM

New listings for sale

OPEN TODAY, 11AM TO 1PM
$550,000
2 beds2 baths756 sq ft
194 Washington Ave #4, Winthrop, MA 02152
OPEN TODAY, 11AM TO 1PM
$600,000
2 beds2 baths912 sq ft
194 Washington Ave #2, Winthrop, MA 02152
OPEN TODAY, 11AM TO 1PM
$850,000
3 beds3 baths1,780 sq ft
194 Washington Ave #3, Winthrop, MA 02152
EARLY ACCESS
$309,900
1 bed1 bath720 sq ft
483 Shirley St Unit 6A, Winthrop, MA 02152
$710,000
2 beds2 baths1,192 sq ft
550 Pleasant St #201, Winthrop, MA 02152
OPEN TODAY, 1PM TO 2:30PM
$979,000
4 beds2 baths2,126 sq ft
41 Emerson Rd, Winthrop, MA 02152
OPEN TODAY, 10:30AM TO 12PM
$525,000
3 beds1 bath1,270 sq ft
111 Locust St #2, Winthrop, MA 02152
OPEN TODAY, 2PM TO 3PM
$499,900
1 bed1 bath623 sq ft
130 Shirley St #330, Winthrop, MA 02152
$639,000
1 bed2 baths1,263 sq ft
3 Seal Harbor Rd #632, Winthrop, MA 02152
OPEN TODAY, 12PM TO 2PM
$508,900
1 bed1 bath729 sq ft
10 Somerset Unit 309U, Winthrop, MA 02152
See all

Provided by Redfin

Sale history for 28-32 Upland Rd

Year

Property tax

Land + Additions

Assessment*

2023

$8,227 (+1.6%)

$310,600 + $458,300

$768,900

2022

$8,100 (+2.1%)

$277,000 + $411,800

$688,800

2021

$7,933 (+2.6%)

$247,400 + $378,200

$625,600

2020

$7,731 (+1.5%)

$247,400 + $365,200

$612,600

2019

$7,613 (+2.5%)

$227,900 + $349,700

$577,600

2018

$7,430 (+8.9%)

$195,700 + $329,000

$524,700

2017

$6,822 (+5.1%)

$173,200 + $300,200

$473,400

2016

$6,488 (+16.3%)

$150,600 + $271,500

$422,100

2014

$5,578 (+0.8%)

$136,000 + $222,000

$358,000

2013

$5,532 (+2.9%)

$136,000 + $235,000

$371,000

2012

$5,376 (+1.0%)

$136,000 + $235,000

$371,000

2011

$5,324 (−0.4%)

$142,800 + $243,000

$385,800

2010

$5,348 (+16.6%)

$158,000 + $263,100

$421,100

2009

$4,586

$206,400 + $253,600

$460,000

Tax history for 28-32 Upland Rd

Year

Property tax

Land + Additions

Assessment*

2023

$8,227 (+1.6%)

$310,600 + $458,300

$768,900

2022

$8,100 (+2.1%)

$277,000 + $411,800

$688,800

2021

$7,933 (+2.6%)

$247,400 + $378,200

$625,600

2020

$7,731 (+1.5%)

$247,400 + $365,200

$612,600

2019

$7,613 (+2.5%)

$227,900 + $349,700

$577,600

2018

$7,430 (+8.9%)

$195,700 + $329,000

$524,700

2017

$6,822 (+5.1%)

$173,200 + $300,200

$473,400

2016

$6,488 (+16.3%)

$150,600 + $271,500

$422,100

2014

$5,578 (+0.8%)

$136,000 + $222,000

$358,000

2013

$5,532 (+2.9%)

$136,000 + $235,000

$371,000

2012

$5,376 (+1.0%)

$136,000 + $235,000

$371,000

2011

$5,324 (−0.4%)

$142,800 + $243,000

$385,800

2010

$5,348 (+16.6%)

$158,000 + $263,100

$421,100

2009

$4,586

$206,400 + $253,600

$460,000

*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: 12

Exterior

Exterior Information
Physical Condition: Average
Building Style Type: Multi-Family
Exterior Wall: Aluminum Siding
Roof Shape Type: Hip

Property Information
Living Sq. Ft: 2,940
Gross Sq. Ft: 4,930
# of Units: 2
# of Stories: 2

Lot Information
# of Buildings: 1
Land Sq. Ft: 7,841
Municipality Name: WINTHROP
Acres: 0.18
State Use Description: 2-FAMILY RESIDENCE

Financial

Assessor Information
Assessment Year: 2023

Public facts

Beds: 4
Baths: 3.0
Sq. Ft.: 2,940
Stories: 2.0
Lot Size: 7,841 square feet
Style: Multi-Family (2-4 Unit)
Year Built: 1920
Year Renovated: —
County: Suffolk County
APN: 1425126

Home facts updated by county records on Jul 5, 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

67% 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

$960,000 – $1.16M

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Home values near 28-32 Upland Rd

Data from public records.

Address	Redfin Estimate
57 Upland Road, Winthrop, MA 2 Beds \| 2 Baths \| 1652 Sq. Ft.	$781,437
35 Upland Road, Winthrop, MA 2 Beds \| 2 Baths \| 1960 Sq. Ft.	$819,455

Address	Redfin Estimate
53 Upland Road, Winthrop, MA 3 Beds \| 2.5 Baths \| 1516 Sq. Ft.	$910,411
2-4 Upland Road, Winthrop, MA 6 Beds \| 3 Baths \| 3701 Sq. Ft.	$1,230,270

Address	Redfin Estimate
41 Upland Road, Winthrop, MA 5 Beds \| 2.5 Baths \| 2741 Sq. Ft.	$1,008,144
18 Upland Road, Winthrop, MA 8 Beds \| 2 Baths \| 3505 Sq. Ft.	$1,047,021

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