Google street view image for 65 Upland Rd, Brookline, MA 02445

Off Market Oct 1984 for $275K

$3,668,610

Est. refi paymentEst. refi $1,732/mo

•

3.5 ba

•

4,101

sq ft

65 Upland Rd, Brookline, MA 02445

About this home

65 Upland Rd is a 4,101 square foot house on a 0.32 acre lot with 6 bedrooms and 3.5 bathrooms. - it last sold on October 16, 1984 for $275,000. Based on Redfin's Brookline data, we estimate the home's value is $3,668,610.

Single-familyProperty Type

1890Year Built

0.32 acresLot Size

$895Est. Price/Sq.Ft.

Source:Public Records

Redfin Estimate

$3,668,610

$3.4M since sold in October 1984$16K since July

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 35.9% higher than the average sale price ($2.70M) of 6 comparable homes.

SOLD JUL 24, 2026
$2,325,000
A
7 beds4 baths4,544 sq ft
54 Clark Rd, Brookline, MA 02445
SOLD OCT 15, 2025
$2,300,000
B
5 beds3.5 baths3,873 sq ft
14 Irving St, Brookline, MA 02445
SOLD DEC 16, 2025
$2,250,000
C
6 beds3.5 baths4,800 sq ft
12 Zamora St, Jamaica Plain, MA 02130
SOLD MAY 1, 2026
$2,750,000
D
4 beds3.5 baths3,963 sq ft
236 Walnut St, Brookline, MA 02445
SOLD JUL 2, 2026
$2,525,000
E
6 beds3 baths4,605 sq ft
62 Fuller St, Brookline, MA 02446
SOLD AUG 13, 2026
$4,050,000
F
5 beds4.5 baths3,738 sq ft
95 Babcock St, Brookline, MA 02446

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Earn from this home

Sell

$3,485,794

Est. take-home

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Refinance

Est. cash available

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Rent

$7,779/mo

Redfin rental estimate

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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

OPEN SAT, 11AM TO 12:30PM
$859,000
3 beds1.5 baths1,233 sq ft
124 Chestnut St #1, Brookline, MA 02445
OPEN FRI, 12:30PM TO 2PM
$2,895,000
7 beds3.5 baths4,805 sq ft
71 Addington Rd, Brookline, MA 02445
OPEN SAT, 12PM TO 2PM
$2,200,000
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
OPEN SUN, 11AM TO 12:30PM
$1,495,000
3 beds2 baths1,759 sq ft
12 Kilsyth Rd #3, Brookline, MA 02445
$560,000
1 bed1 bath860 sq ft
77 Pond Ave #509, Brookline, MA 02445
$2,999,000
4 beds3.5 baths3,265 sq ft
52 Clinton Rd, Brookline, MA 02445
3D WALKTHROUGH
$6,495,000
9 beds7.5 baths8,619 sq ft
372 Warren St, Brookline, MA 02445
OPEN SAT, 11:30AM TO 12:30PM
$999,000
3 beds2 baths1,240 sq ft
1896 Beacon St Ph 3, Brookline, MA 02445
See all

Provided by Redfin

Sale history for 65 Upland Rd

Year

Property tax

Land + Additions

Assessment*

2023

$26,540 (+2.7%)

$1,280,000 + $1,382,000

$2,662,000

2022

$25,834 (+8.1%)

$1,219,000 + $1,316,200

$2,535,200

2021

$23,889 (+9.3%)

$1,172,100 + $1,265,600

$2,437,700

2020

$21,858 (+5.9%)

$1,065,500 + $1,247,500

$2,313,000

2019

$20,641 (+4.2%)

$1,014,800 + $1,188,100

$2,202,900

2018

$19,801 (+0.9%)

$920,100 + $1,173,000

$2,093,100

2017

$19,615 (+1.5%)

$868,100 + $1,117,200

$1,985,300

2016

$19,333 (+4.4%)

$811,300 + $1,044,100

$1,855,400

2015

$18,519 (−0.5%)

$758,200 + $975,800

$1,734,000

2014

$18,610 (+0.7%)

$689,300 + $944,600

$1,633,900

2013

$18,480 (+2.2%)

$669,200 + $917,100

$1,586,300

2012

$18,084 (+3.2%)

$669,200 + $917,100

$1,586,300

2011

$17,526 (+3.0%)

$672,500 + $878,500

$1,551,000

2010

$17,014 (+2.6%)

$672,500 + $878,500

$1,551,000

2009

$16,581

$672,500 + $878,600

$1,551,100

Tax history for 65 Upland Rd

Year

Property tax

Land + Additions

Assessment*

2023

$26,540 (+2.7%)

$1,280,000 + $1,382,000

$2,662,000

2022

$25,834 (+8.1%)

$1,219,000 + $1,316,200

$2,535,200

2021

$23,889 (+9.3%)

$1,172,100 + $1,265,600

$2,437,700

2020

$21,858 (+5.9%)

$1,065,500 + $1,247,500

$2,313,000

2019

$20,641 (+4.2%)

$1,014,800 + $1,188,100

$2,202,900

2018

$19,801 (+0.9%)

$920,100 + $1,173,000

$2,093,100

2017

$19,615 (+1.5%)

$868,100 + $1,117,200

$1,985,300

2016

$19,333 (+4.4%)

$811,300 + $1,044,100

$1,855,400

2015

$18,519 (−0.5%)

$758,200 + $975,800

$1,734,000

2014

$18,610 (+0.7%)

$689,300 + $944,600

$1,633,900

2013

$18,480 (+2.2%)

$669,200 + $917,100

$1,586,300

2012

$18,084 (+3.2%)

$669,200 + $917,100

$1,586,300

2011

$17,526 (+3.0%)

$672,500 + $878,500

$1,551,000

2010

$17,014 (+2.6%)

$672,500 + $878,500

$1,551,000

2009

$16,581

$672,500 + $878,600

$1,551,100

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

Permits

Jun 27, 2024 • Active

Residential building

Perform air sealing and insulation work on the attic knee wall access and crawlspace ceiling. All work must comply with building codes and local zoning bylaws.

HVAC

Mar 6, 2024 • Active

Residential building

Install air sealing and insulation in compliance with building codes and local zoning bylaws.

Remodel

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: 1,788
Basement Type: Full

Bathroom Information
# of Full Baths: 3
# of 1/2 Baths: 1

Heating & Cooling
Heating Type: Forced Air

Fireplace Information
# of Fireplaces: 7
Fireplace Type: Wood Stove
Has Fireplace

Room Information
# of Rooms: 11

Exterior

Exterior Information
Physical Condition: Average
Building Style Type: Colonial
Construction Type: Frame
Exterior Wall: Wood Siding/Shingle
Roof Shape Type: Gable

Property Information
Living Sq. Ft: 4,101
Gross Sq. Ft: 7,092
# of Units: 1
# of Stories: 2

Lot Information
# of Buildings: 1
Land Sq. Ft: 13,939
Municipality Name: BROOKLINE
Acres: 0.32
Zoning Code: S10
State Use Description: 1-FAMILY RESIDENCE

Financial

Assessor Information
Assessment Year: 2023

Public facts

Beds: 6
Baths: 3.5
Sq. Ft.: 4,101
Stories: 2.0
Lot Size: 0.32 acres
Style: Single Family Residential
Year Built: 1890
Year Renovated: 1976
County: Norfolk County
APN: 40845

Home facts updated by county records on Jul 20, 2023

Around this home

Schools

William H Lincoln School

Public K-8 • Assigned • 0.5mi

9/10

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

5/10 Heat Factor

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

6/10 Wind Factor

58% 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

$3.49M – $4.22M

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Nearby similar homes

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New listings for sale in 02445

OPEN SAT, 11AM TO 12:30PM

$859,000

3 beds1.5 baths1,233 sq ft

124 Chestnut St #1, Brookline, MA 02445

OPEN FRI, 12:30PM TO 2PM

$2,895,000

7 beds3.5 baths4,805 sq ft

71 Addington Rd, Brookline, MA 02445

OPEN SAT, 12PM TO 2PM

$2,200,000

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

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EARLY ACCESSCOMPASS COMING SOON

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5 beds6 baths3,539 sq ft

291 Tappan St, Brookline, MA 02445

OPEN SUN, 11AM TO 12:30PM

$1,495,000

3 beds2 baths1,759 sq ft

12 Kilsyth Rd #3, Brookline, MA 02445

$560,000

1 bed1 bath860 sq ft

77 Pond Ave #509, Brookline, MA 02445

$2,999,000

4 beds3.5 baths3,265 sq ft

52 Clinton Rd, Brookline, MA 02445

3D WALKTHROUGH

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9 beds7.5 baths8,619 sq ft

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Home values near 65 Upland Rd

Data from public records.

Address	Redfin Estimate
108 Upland Road, Brookline, MA 7 Beds \| 4.5 Baths \| 6359 Sq. Ft.	$5,123,826
84 Upland Road, Brookline, MA 5 Beds \| 3.5 Baths \| 4374 Sq. Ft.	$3,973,867

Address	Redfin Estimate
100 Upland Road, Brookline, MA 6 Beds \| 3.5 Baths \| 5940 Sq. Ft.	$4,914,417
78 Upland Road, Brookline, MA 9 Beds \| 5.5 Baths \| 6767 Sq. Ft.	$5,415,884

Address	Redfin Estimate
94 Upland Road, Brookline, MA 8 Beds \| 3.5 Baths \| 4719 Sq. Ft.	$3,305,033
70 Upland Road, Brookline, MA 5 Beds \| 5.5 Baths \| 5312 Sq. Ft.	$3,987,086

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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 65 Upland Rd

Tax history for 65 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 65 Upland Rd

More real estate resources