Off Market Dec 2009 for $2.8M

$5,313,133

Est. refi paymentEst. refi $14,247/mo

•

6,775

sq ft

57 Upland Rd, Brookline, MA 02445

About this home

Single-familyProperty Type

1893Year Built

9,954 sq ftLot Size

$784Est. Price/Sq.Ft.

2 garage spacesParking

Listed by Eileen Strong O Boy • Hammond Residential R. E.

Bought with Linda Hasiotis • Kinlin Grover GMAC Real Estate

Redfin checked: 2 minutes ago

•Source:MLS PIN #70943852

Redfin Estimate

$5,313,133

$2.5M since sold in December 2009$82K since July

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 55.4% higher than the average sale price ($3.42M) of 6 comparable homes.

SOLD AUG 14, 2026
$2,000,000
A
8 beds5 baths5,076 sq ft
16 Kennard Rd, Brookline, MA 02445
SOLD JUL 24, 2026
$2,325,000
B
7 beds4 baths4,544 sq ft
54 Clark Rd, Brookline, MA 02445
SOLD AUG 17, 2026
$5,000,000
C
5 beds6 baths5,198 sq ft
18 Naples Rd, Brookline, MA 02446
SOLD AUG 13, 2026
$4,050,000
D
5 beds4.5 baths3,738 sq ft
95 Babcock St, Brookline, MA 02446
SOLD NOV 20, 2025
$3,860,000
E
6 beds5.5 baths5,789 sq ft
66 Summit Ave, Brookline, MA 02446
SOLD MAY 14, 2026
$3,285,000
F
5 beds4.5 baths3,658 sq ft
43 Druce St, Brookline, MA 02445

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Earn from this home

Sell

$3,733,814

Est. take-home

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Est. cash available

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Rent

$8,475/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 57 Upland Rd

Date

Event

Price

Public Records

Dec 17, 2009

Sold

$2,800,100

$413/sq ft

MLS PIN #70943852

Dec 17, 2009

Sold

$2,800,000

$413/sq ft

Nov 5, 2009

Contingent

—

Oct 13, 2009

Price Changed

$2,999,900

$443/sq ft

Sep 9, 2009

Relisted

—

Aug 2, 2009

Listing Removed

—

Jul 7, 2009

Listed

$3,300,000

$487/sq ft

Public Records

Jun 26, 2008

Sold

$1,462,500

$216/sq ft

MLS PIN #70707265

Jun 30, 2008

Listing Removed

—

Jun 26, 2008

Sold

$1,462,500

$216/sq ft

May 19, 2008

Price Changed

$1,775,000

$262/sq ft

May 19, 2008

Contingent

—

May 18, 2008

Price Changed

$1,575,000

$232/sq ft

Mar 28, 2008

Price Changed

$1,695,000

$250/sq ft

Feb 5, 2008

Listed

$1,850,000

$273/sq ft

Spectacular 1893 brick Colonial Revival on Philbrick Sq. in the historic Pill Hill district. Exquisite, unique detail; superb light. Oversized rms; hi ceilings; distinctive decorative crown moldings; beautiful flow. Entertain in grand style w/33'x15' foyer w/FP and formal staircase. LR w French drs, FP, 2 sets of working pocket drs. First floor area easily converts to 41'x34' fam. rm/kitchen. Suite for au pair, staff or prof. office. This property needs some updating, but well worth it!

Public Records

Jun 3, 1981

Sold

$211,500

$31/sq ft

Year

Property tax

Land + Additions

Assessment*

2023

$46,442 (+2.7%)

$1,148,500 + $3,509,700

$4,658,200

2022

$45,207 (+8.1%)

$1,093,800 + $3,342,600

$4,436,400

2021

$41,805 (+7.1%)

$1,051,700 + $3,214,100

$4,265,800

2020

$39,016 (+5.9%)

$956,100 + $3,172,600

$4,128,700

2019

$36,844 (+1.8%)

$910,600 + $3,021,500

$3,932,100

2018

$36,188 (+1.5%)

$822,800 + $3,002,600

$3,825,400

2017

$35,655 (+1.5%)

$776,200 + $2,832,600

$3,608,800

2016

$35,144 (+4.4%)

$725,500 + $2,647,200

$3,372,700

2015

$33,664 (−5.3%)

$678,000 + $2,474,100

$3,152,100

2014

$35,530 (+0.7%)

$616,400 + $2,503,000

$3,119,400

2013

$35,282 (+2.2%)

$598,400 + $2,430,100

$3,028,500

2012

$34,525 (+7.0%)

$598,400 + $2,430,100

$3,028,500

2011

$32,256 (+3.0%)

$599,100 + $2,255,400

$2,854,500

2010

$31,308 (+74.5%)

$599,100 + $2,254,900

$2,854,000

2009

$17,944

$599,100 + $1,079,500

$1,678,600

Tax history for 57 Upland Rd

Year

Property tax

Land + Additions

Assessment*

2023

$46,442 (+2.7%)

$1,148,500 + $3,509,700

$4,658,200

2022

$45,207 (+8.1%)

$1,093,800 + $3,342,600

$4,436,400

2021

$41,805 (+7.1%)

$1,051,700 + $3,214,100

$4,265,800

2020

$39,016 (+5.9%)

$956,100 + $3,172,600

$4,128,700

2019

$36,844 (+1.8%)

$910,600 + $3,021,500

$3,932,100

2018

$36,188 (+1.5%)

$822,800 + $3,002,600

$3,825,400

2017

$35,655 (+1.5%)

$776,200 + $2,832,600

$3,608,800

2016

$35,144 (+4.4%)

$725,500 + $2,647,200

$3,372,700

2015

$33,664 (−5.3%)

$678,000 + $2,474,100

$3,152,100

2014

$35,530 (+0.7%)

$616,400 + $2,503,000

$3,119,400

2013

$35,282 (+2.2%)

$598,400 + $2,430,100

$3,028,500

2012

$34,525 (+7.0%)

$598,400 + $2,430,100

$3,028,500

2011

$32,256 (+3.0%)

$599,100 + $2,255,400

$2,854,500

2010

$31,308 (+74.5%)

$599,100 + $2,254,900

$2,854,000

2009

$17,944

$599,100 + $1,079,500

$1,678,600

*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

Stories

Lot width

—

Lot depth

—

Lot size

10,019 Sq. Ft.

Year renovated

1995

Sq. Ft.

6,538

Year built

1890

Style

Single Family Residential

County

Norfolk County

APN

40844

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 21, 2023.

Aug 8, 2021 • Final

Zoning plan review/denial

Construct a two-story addition to an existing single-family home to increase the gross floor area.

Addition

Jun 5, 2018 • Active

Residential building

Replace existing decking with matching boards.

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

Parking

Parking Information
Has Garage
Has Open Parking
# of Garage Spaces: 2
# of Covered Spaces: 2
Parking Spaces: 4
Parking Features: Detached, Paved Drive, Off Street

Interior

Master Bedroom Information
Area: 420
Length: 20
Width: 21
Level: Second
Features: Bathroom - Full,Flooring - Hardwood

Bedroom #2 Information
Area: 272
Length: 16
Width: 17
Level: Second
Features: Bathroom - Full,Flooring - Hardwood

Bedroom #3 Information
Area: 315
Length: 15
Width: 21
Level: Second
Features: Bathroom - Full,Flooring - Hardwood

Bedroom #4 Information
Area: 323
Length: 17
Width: 19
Level: Second
Features: Bathroom - Full,Fireplace,Flooring - Hardwood

Bedroom #5 Information
Area: 168
Length: 12
Width: 14
Level: Third
Features: Flooring - Hardwood

Bathroom Information
# of Bathrooms (Full): 5
# of Bathrooms (Half): 2
Master Bathroom Features: Yes

Bathroom #1 Information
Level: First
Features: Bathroom - Half

Bathroom #2 Information
Level: Third
Features: Bathroom - Full

Bathroom #3 Information
Level: First
Features: Bathroom - Half

Living Room Information
Area: 608
Length: 38
Width: 16
Level: First
Features: Flooring - Hardwood

Family Room Information
Area: 306
Length: 17
Width: 18
Level: First

Dining Room Information
Area: 320
Length: 20
Width: 16
Level: First
Features: Flooring - Hardwood

Kitchen Information
Area: 504
Length: 24
Width: 21
Level: First
Features: Flooring - Hardwood,Dining Area,Pantry

Basement Information
Basement: Full, Concrete

Laundry Information
Laundry Features: Second Floor, Gas Dryer Hookup, Washer Hookup

Fireplace Information
Has Fireplace
# of Fireplaces (Total): 8
Fireplace Features: Dining Room, Family Room, Kitchen, Living Room, Master Bedroom, Bedroom

Interior Features
# of Rooms (Total): 13
Window Features: Storm Window(s)
Flooring: Wood, Tile, Marble, Flooring - Hardwood
Interior Features: Bedroom, Game Room, Foyer

Exterior

Building Information
Building Area (Total): 6,775
Foundation Area: 9,999
Foundation Details: Stone
Construction Materials: Brick
Year Built Source: Public Records
Year Built Details: Approximate
Color: brick

Exterior Features
Fencing: Fenced
Roof: Shingle
Patio And Porch Features: Porch
Exterior Features: Porch, Rain Gutters, Fenced Yard

Property Information
PropertySubType: Single Family Residence

Lot Information
Lot Size (Acres): 0.22
Road Surface Type: Paved
Road Frontage Type: Public
Road Responsibility: Public Maintained Road

Financial

Tax Information
Tax Annual Amount: $17,944
Tax Year: 2009

Utilities

Utility Information
Utilities: for Gas Range, for Electric Oven, for Gas Dryer, Washer Hookup
Sewer: Public Sewer, City/Town Sewer
Water Source: Public, City/Town Water
Electric: Circuit Breakers, 200+ Amp Service

Heating & Cooling
Has Heating
Has Cooling
Heating: Forced Air, Natural Gas
Cooling: Central Air

Location

HOA Information
Homeowners Association Membership Not Required

Location Information
Directions: Irving to Upland on Pill Hill or High to Allerton to Upland
UnparsedAddress: 57 Upland Road, Brookline MA 02445

Community Information
Senior CommunityYN: No
Community Features: Public Transportation, Shopping, Tennis Court(s), Park, Medical Facility, Sidewalks

Public facts

Beds: 6
Baths: 6.0
Sq. Ft.: 6,538
Stories: 3.0
Lot Size: 10,019 square feet
Style: Single Family Residential
Year Built: 1890
Year Renovated: 1995
County: Norfolk County
APN: 40844

Home facts updated by county records on Jul 20, 2023

Other

Miscellaneous Information
Heat Zones: 3

Listing Information
StandardStatus: Closed

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

59% 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

$5.05M – $6.11M

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New listings for sale in 02445

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OPEN SUN, 11AM TO 12PM

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EARLY ACCESSCOMPASS COMING SOON

Unknown

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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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$2,999,000

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3D WALKTHROUGH

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9 beds7.5 baths8,619 sq ft

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Home values near 57 Upland Rd

Data from public records.

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

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

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

Property information provided by MLS PIN when last listed in 2009. 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 57 Upland Rd

Tax history for 57 Upland Rd

Public record

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 57 Upland Rd

More real estate resources