OFF MARKET

Off Market Dec 1976 for $45K

$1,493,920

Est. refi paymentEst. refi $283/mo

•

2 ba

•

2,390

sq ft

18 Upland Rd, Brookline, MA 02445

About this home

18 Upland Rd is a 2,390 square foot multi-family home on a 4,792 square foot lot with 6 bedrooms and 2 bathrooms. - it last sold on December 01, 1976 for $45,000. Based on Redfin's Brookline data, we estimate the home's value is $1,493,920.

Multi-familyProperty Type

1925Year Built

4,792 sq ftLot Size

$625Est. Price/Sq.Ft.

Source:Public Records

Redfin Estimate

$1,493,920

$1.4M since sold in December 1976$216K since July

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 11.5% lower than the average sale price ($1.69M) of 6 comparable homes.

BOUGHT WITH REDFIN MAY 18, 2026
$697,000
A
3 beds1 bath1,086 sq ft
70 Day St #2, Boston, MA 02130
SOLD OCT 31, 2025
$1,800,000
B
5 beds2 baths2,252 sq ft
19-21 Elm St, Brookline, MA 02445
SOLD JAN 15, 2026
$2,050,500
C
6 beds3.5 baths2,104 sq ft
9 Greenough St, Brookline, MA 02445
SOLD APR 15, 2026
$2,525,000
D
5 beds1.5 baths2,484 sq ft
61 Toxteth St, Brookline, MA 02445
SOLD APR 16, 2026
$2,150,000
E
4 beds3.5 baths2,332 sq ft
209 High St, Brookline, MA 02445
SOLD MAR 4, 2026
$910,000
F
5 beds2.5 baths1,943 sq ft
11 Round Hill St, Jamaica Plain, MA 02130

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Earn from this home

Sell

$1,418,881

Est. take-home

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Refinance

Est. cash available

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Market trends in 02445, MA

Last updated July 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

100.2%

0.1% MoM

Median sale price

$1.2M

$85K MoM

Avg. days on market

30d

9 days MoM

Recently sold homes

7 MoM

New listings for sale

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OPEN SAT, 12PM TO 2PM
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9 beds3 baths4,364 sq ft
26 Parkway Rd, Brookline, MA 02445
OPEN SUN, 11AM TO 12PM
$4,800,000
5 beds5.5 baths4,324 sq ft
221 Gardner Rd, Brookline, MA 02445
EARLY ACCESS
Unknown
5 beds6 baths3,539 sq ft
291 Tappan St, Brookline, MA 02445
$1,495,000
3 beds2 baths1,759 sq ft
12 Kilsyth Rd #3, Brookline, MA 02445
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1 bed1 bath860 sq ft
77 Pond Ave #509, Brookline, MA 02445
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3D WALKTHROUGH
$6,495,000
9 beds7.5 baths8,619 sq ft
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OPEN SAT, 11:30AM TO 12:30PM
$999,000
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1896 Beacon St Ph 3, Brookline, MA 02445
See all

Provided by Redfin

Sale history for 18 Upland Rd

Year

Property tax

Land + Additions

Assessment*

2023

$14,585 (+3.2%)

$808,100 + $654,800

$1,462,900

2022

$14,126 (+8.1%)

$769,600 + $616,700

$1,386,300

2021

$13,062 (+7.3%)

$740,000 + $592,900

$1,332,900

2020

$12,168 (+5.9%)

$672,700 + $614,900

$1,287,600

2019

$11,490 (+8.2%)

$640,700 + $585,600

$1,226,300

2018

$10,622 (+3.4%)

$556,600 + $566,200

$1,122,800

2017

$10,270 (+4.3%)

$524,900 + $514,600

$1,039,500

2016

$9,847 (+7.3%)

$490,600 + $454,400

$945,000

2015

$9,175 (+3.4%)

$458,500 + $400,600

$859,100

2014

$8,877 (+2.6%)

$416,800 + $362,600

$779,400

2013

$8,648 (+2.2%)

$404,700 + $337,600

$742,300

2012

$8,462 (+0.7%)

$404,700 + $337,600

$742,300

2011

$8,403 (+3.0%)

$404,200 + $339,400

$743,600

2010

$8,157 (+2.6%)

$404,200 + $339,400

$743,600

2009

$7,953

$404,600 + $339,400

$744,000

Tax history for 18 Upland Rd

Year

Property tax

Land + Additions

Assessment*

2023

$14,585 (+3.2%)

$808,100 + $654,800

$1,462,900

2022

$14,126 (+8.1%)

$769,600 + $616,700

$1,386,300

2021

$13,062 (+7.3%)

$740,000 + $592,900

$1,332,900

2020

$12,168 (+5.9%)

$672,700 + $614,900

$1,287,600

2019

$11,490 (+8.2%)

$640,700 + $585,600

$1,226,300

2018

$10,622 (+3.4%)

$556,600 + $566,200

$1,122,800

2017

$10,270 (+4.3%)

$524,900 + $514,600

$1,039,500

2016

$9,847 (+7.3%)

$490,600 + $454,400

$945,000

2015

$9,175 (+3.4%)

$458,500 + $400,600

$859,100

2014

$8,877 (+2.6%)

$416,800 + $362,600

$779,400

2013

$8,648 (+2.2%)

$404,700 + $337,600

$742,300

2012

$8,462 (+0.7%)

$404,700 + $337,600

$742,300

2011

$8,403 (+3.0%)

$404,200 + $339,400

$743,600

2010

$8,157 (+2.6%)

$404,200 + $339,400

$743,600

2009

$7,953

$404,600 + $339,400

$744,000

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

Permits

Jul 21, 2022 • Final

Residential electrical

Remodel a bathroom and kitchen. Replace the exhaust fan, install a baseboard heater, and install new wiring for the vanity and kitchen switchleg. Add new electrical outlets in the kitchen.

Bathroom

Electrical

Kitchen

Oct 5, 2015 • Active

Residential building

Strip and re-roof a residential building with grey asphalt shingles.

Roofing

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

Basement Information
Basement Sq. Ft: 1,195
Basement Type: Full

Bathroom Information
# of Full Baths: 2

Heating & Cooling
Heating Type: Forced Hot Water

Fireplace Information
# of Fireplaces: 2
Fireplace Type: Wood Stove
Has Fireplace

Room Information
# of Rooms: 12

Exterior

Exterior Information
Physical Condition: Average
Construction Type: Frame
Exterior Wall: Wood Siding/Shingle
Roof Shape Type: Hip

Property Information
Living Sq. Ft: 2,390
Gross Sq. Ft: 3,856
# of Units: 2
# of Stories: 2

Lot Information
# of Buildings: 1
Land Sq. Ft: 4,792
Municipality Name: BROOKLINE
Acres: 0.11
Zoning Code: T-5
State Use Description: 2-FAMILY RESIDENCE

Financial

Assessor Information
Assessment Year: 2023

Public facts

Beds: 6
Baths: 2.0
Sq. Ft.: 2,390
Stories: 2.0
Lot Size: 4,792 square feet
Style: Multi-Family (2-4 Unit)
Year Built: 1925
Year Renovated: 1970
County: Norfolk County
APN: 40864

Home facts updated by county records on Jul 20, 2023

Around this home

Schools

Pierce School

Public K-8 • Assigned • 0.3mi

10/10

Brookline High School

Public 9-12 • Assigned • 0.5mi

8/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Local insights from Redfin agents

Brookline will continue to be a Seller's market for the foreseeable future, driven by restrictive zoning laws that have limited increases in housing production and a stable population with relatively low turnover. This has resulted in a massive...
2 months ago • Brookline
Benjamin Ginsburg
Redfin Premier agent
151 deals
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Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

3/10 Fire Factor

0.15% chance of being in a wildfire in next 30 years

6/10 Heat Factor

7 days above 96° expected this year, 15 days in 30 years

6/10 Wind Factor

60% 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

Brookline, MA • 02445

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

$1.42M – $1.72M

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EARLY ACCESSCOMPASS COMING SOON

Unknown

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Home values near 18 Upland Rd

Data from public records.

Address	Redfin Estimate
27 Upland Rd, Brookline, MA 5 Beds \| 2 Baths \| 2000 Sq. Ft.	$2,294,527
8 Upland Rd, Brookline, MA 4 Beds \| 2 Baths \| 2324 Sq. Ft.	$1,408,732

Address	Redfin Estimate
14 Upland Rd, Brookline, MA 6 Beds \| 2 Baths \| 2604 Sq. Ft.	$1,636,427
28 Upland Rd, Brookline, MA 3 Beds \| 2.5 Baths \| 1772 Sq. Ft.	$1,822,423

Address	Redfin Estimate
10 Upland Rd, Brookline, MA 4 Beds \| 2.5 Baths \| 2813 Sq. Ft.	$1,610,105
24 Upland Rd, Brookline, MA 3 Beds \| 2.5 Baths \| 1887 Sq. Ft.	$2,082,728

Property information provided by undefined .

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GreatSchools Ratings provided by GreatSchools.org.

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About this home

Redfin Estimate

Earn from this home

Market trends in 02445, MA

Sale history for 18 Upland Rd

Tax history for 18 Upland Rd

Permits

Property details

Around this home

Schools

Lifestyle

Local insights from Redfin agents

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 02445

Home values near 18 Upland Rd

More real estate resources