OFF MARKET

Off Market Jul 2014 for $3.1M

$4,914,417

•

5,940

sq ft

100 Upland Rd, Brookline, MA 02445

About this home

Situated near Philbrick Square, this stately brick Colonial Revival-style house was designed by Peabody and Stearns in1889. Thoughtfully renovated, it offers updated five-zone hydro-air HVAC and a newer open kitchen with granite counters and stainless steel appliances. A wood paneled foyer with beautiful fireplace leads to an elegant, sun-filled living room and to a cozy front parlor with bay window with window seats. The 19'x16' dining room, separated by pocket doors from the 21'x19' living room, has a door that opens to a well landscaped fenced yard and stone patio. On the second floor, there is a master wing that includes bedroom, sitting area with fireplace, marble bathroom, office and closets. Additional rooms used as bedroom, exercise room, playroom and study with custom built shelves are on the third floor Queen Anne-style architectural details are found throughout the house in its oriel, oval and arched windows. Brookline Village and Lincoln School are close by.

Single-familyProperty Type

1889Year Built

0.25 acresLot Size

$827Est. Price/Sq.Ft.

2 garage spacesParking

Listed by Pauline and Erin Team • Hammond Residential R. E.

Bought with Dolores Boylan • Hammond Residential R. E.

Redfin checked: 3 minutes ago

•Source:MLS PIN #71652837

Redfin Estimate

$4,914,417

$1.8M since sold in July 2014$8,000 since July

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 100.3% higher than the average sale price ($2.45M) 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 DEC 16, 2025
$2,250,000
B
6 beds3.5 baths4,800 sq ft
12 Zamora St, Jamaica Plain, MA 02130
SOLD OCT 15, 2025
$2,300,000
C
5 beds3.5 baths3,873 sq ft
14 Irving St, Brookline, MA 02445
SOLD AUG 14, 2026
$2,000,000
D
8 beds5 baths5,076 sq ft
16 Kennard Rd, Brookline, MA 02445
SOLD JUL 2, 2026
$2,525,000
E
6 beds3 baths4,605 sq ft
62 Fuller St, Brookline, MA 02446
SOLD APR 23, 2026
$3,318,000
F
6 beds4 baths4,633 sq ft
189 Clinton Rd, Brookline, MA 02445

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Earn from this home

Sell

$2,857,858

Est. take-home

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Rent

$8,386/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 100 Upland Rd

Year

Property tax

Land + Additions

Assessment*

2023

$42,953 (+2.7%)

$1,183,400 + $3,124,800

$4,308,200

2022

$41,810 (+8.1%)

$1,127,000 + $2,976,000

$4,103,000

2021

$38,664 (+7.4%)

$1,083,700 + $2,861,600

$3,945,300

2020

$36,002 (+5.9%)

$985,100 + $2,824,600

$3,809,700

2019

$33,997 (+4.0%)

$938,200 + $2,690,100

$3,628,300

2018

$32,697 (+1.5%)

$848,700 + $2,607,600

$3,456,300

2017

$32,216 (+1.7%)

$800,600 + $2,460,100

$3,260,700

2016

$31,671 (+5.5%)

$748,300 + $2,291,100

$3,039,400

2015

$30,027 (−4.3%)

$699,300 + $2,112,200

$2,811,500

2014

$31,366 (+0.7%)

$635,700 + $2,118,100

$2,753,800

2013

$31,147 (+2.2%)

$617,200 + $2,056,400

$2,673,600

2012

$30,479 (+3.6%)

$617,200 + $2,056,400

$2,673,600

2011

$29,406 (+3.0%)

$618,600 + $1,983,700

$2,602,300

2010

$28,547 (+2.6%)

$618,600 + $1,983,700

$2,602,300

2009

$27,818

$618,600 + $1,983,600

$2,602,200

Tax history for 100 Upland Rd

Year

Property tax

Land + Additions

Assessment*

2023

$42,953 (+2.7%)

$1,183,400 + $3,124,800

$4,308,200

2022

$41,810 (+8.1%)

$1,127,000 + $2,976,000

$4,103,000

2021

$38,664 (+7.4%)

$1,083,700 + $2,861,600

$3,945,300

2020

$36,002 (+5.9%)

$985,100 + $2,824,600

$3,809,700

2019

$33,997 (+4.0%)

$938,200 + $2,690,100

$3,628,300

2018

$32,697 (+1.5%)

$848,700 + $2,607,600

$3,456,300

2017

$32,216 (+1.7%)

$800,600 + $2,460,100

$3,260,700

2016

$31,671 (+5.5%)

$748,300 + $2,291,100

$3,039,400

2015

$30,027 (−4.3%)

$699,300 + $2,112,200

$2,811,500

2014

$31,366 (+0.7%)

$635,700 + $2,118,100

$2,753,800

2013

$31,147 (+2.2%)

$617,200 + $2,056,400

$2,673,600

2012

$30,479 (+3.6%)

$617,200 + $2,056,400

$2,673,600

2011

$29,406 (+3.0%)

$618,600 + $1,983,700

$2,602,300

2010

$28,547 (+2.6%)

$618,600 + $1,983,700

$2,602,300

2009

$27,818

$618,600 + $1,983,600

$2,602,200

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

Public record

Public record
Permits

Beds

Baths

5.5

Stories

Lot width

—

Lot depth

—

Lot size

0.25 Acres

Year renovated

1980

Sq. Ft.

6,867

Year built

1880

Style

Single Family Residential

County

Norfolk County

APN

40766

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 21, 2023.

Jan 6, 2016 • Active

Residential gas

Install or repair a gas cook stove.

Gas

Jan 28, 2015 • Active

Residential electrical

Rewire the electrical system in the basement area.

Electrical

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

Parking

Parking Information
Has Garage
Has Open Parking
# of Garage Spaces: 2
# of Covered Spaces: 2
Parking Spaces: 3
Parking Features: Detached, Garage Door Opener, Paved Drive, Off Street, Paved

Interior

Master Bedroom Information
Area: 574
Length: 41
Width: 14
Level: Second
Features: Walk-In Closet(s),Window(s) - Bay/Bow/Box

Bedroom #2 Information
Area: 156
Length: 13
Width: 12
Level: Second

Bedroom #3 Information
Area: 176
Length: 16
Width: 11
Level: Second

Bedroom #4 Information
Area: 225
Length: 15
Width: 15
Level: Third
Features: Fireplace

Bedroom #5 Information
Area: 150
Length: 15
Width: 10
Level: Third

Bathroom Information
# of Bathrooms (Full): 3
# of Bathrooms (Half): 1
Master Bathroom Features: Yes

Bathroom #1 Information
Area: 240
Length: 16
Width: 15
Level: Second

Bathroom #2 Information
Level: Second

Bathroom #3 Information
Level: Third

Living Room Information
Area: 399
Length: 21
Width: 19
Level: First
Features: Flooring - Hardwood,Window(s) - Bay/Bow/Box

Family Room Information
Area: 225
Length: 15
Width: 15
Level: First
Features: Closet/Cabinets - Custom Built

Dining Room Information
Area: 304
Length: 19
Width: 16
Level: First
Features: Flooring - Hardwood,Exterior Access

Kitchen Information
Area: 150
Length: 15
Width: 10
Level: First

Basement Information
Basement: Full

Laundry Information
Laundry Features: Second Floor

Fireplace Information
Has Fireplace
# of Fireplaces (Total): 7
Fireplace Features: Dining Room, Living Room, Master Bedroom

Interior Features
# of Rooms (Total): 15
Window Features: Window(s) - Bay/Bow/Box, Storm Window(s)
Flooring: Wood, Tile, Carpet, Flooring - Hardwood
Interior Features: Closet, Closet/Cabinets - Custom Built, Sitting Room, Foyer, Mud Room, Play Room, Study, Exercise Room, Wet Bar

Exterior

Building Information
Building Area (Total): 5,940
Foundation Details: Concrete Perimeter
Construction Materials: Frame
Year Built Source: Public Records
Year Built Details: Approximate
Color: brick

Exterior Features
Fencing: Fenced/Enclosed, Fenced
Roof: Shingle
Patio And Porch Features: Porch, Patio
Exterior Features: Porch, Patio, Rain Gutters, Professional Landscaping, Sprinkler System, Decorative Lighting, Fenced Yard

Property Information
PropertySubType: Single Family Residence
Security Features: Security System

Lot Information
Lot Size (Acres): 0.25
Lot Features: Level
Road Frontage Type: Public

Financial

Tax Information
Tax Annual Amount: $31,366
Tax Year: 2014

Utilities

Utility Information
Utilities: for Gas Range
Sewer: Public Sewer
Water Source: Public
Electric: 200+ Amp Service

Heating & Cooling
Has Heating
Has Cooling
Heating: Central, Radiant, Hydro Air, Fireplace(s), Fireplace
Cooling: Central Air

Location

Location Information
Directions: High street to Irving to Upland - near Philbrick Square
UnparsedAddress: 100 Upland Rd, Brookline MA 02445

Community Information
Senior CommunityYN: No
Community Features: Public Transportation, Shopping, Tennis Court(s), Park, T-Station

Public facts

Beds: 6
Baths: 5.5
Sq. Ft.: 6,867
Stories: 3.0
Lot Size: 0.25 acres
Style: Single Family Residential
Year Built: 1880
Year Renovated: 1980
County: Norfolk County
APN: 40766

Home facts updated by county records on Jul 20, 2023

Other

Miscellaneous Information
Heat Zones: 5

Listing Information
Exclusions: Drapery In Livingroom, Parlor, Diningroom
StandardStatus: Closed

Around this home

Schools
Places
Transit

William H Lincoln School

Public K-8 • Assigned • 0.4mi

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, 14 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

$4.67M – $5.65M

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Nearby similar homes

OPEN SUN, 11AM TO 12PM

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OPEN SAT, 12PM TO 1:30PM3D WALKTHROUGH

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New listings for sale in 02445

OPEN SAT, 11AM TO 12:30PM

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OPEN FRI, 12:30PM TO 2PM

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OPEN SAT, 12PM TO 2PM

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OPEN SUN, 11AM TO 12PM

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EARLY ACCESSCOMPASS COMING SOON

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

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4 beds3.5 baths3,265 sq ft

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3D WALKTHROUGH

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Home values near 100 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
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

Address	Redfin Estimate
84 Upland Road, Brookline, MA 5 Beds \| 3.5 Baths \| 4374 Sq. Ft.	$3,973,867
62 Upland Road, Brookline, MA 6 Beds \| 3.5 Baths \| 3572 Sq. Ft.	$3,174,030

Property information provided by MLS PIN when last listed in 2014. This data may not match . Learn more.

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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 100 Upland Rd

Tax history for 100 Upland Rd

Public record

Property details

Around this home

Lifestyle

Local insights from Redfin agents

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 02445

Home values near 100 Upland Rd

More real estate resources