OFF MARKET

Off market sep 2013 for $688K

$1,527,144

Est. refi paymentEst. refi $2,555/mo

•

1,914

sq ft

106 Woodcliff Rd, Chestnut Hill, MA 02467

About this home

Sunny, Spacious, Open 3 bedroom/3 updated bath ranch with hardwood floors and large windows in stunning cul de sac location! Superb floor plan for entertaining or comfortable living. Kitchen with breakfast area and pantry. 2 fireplaces. Generous, walk out lower level provides additional, flexible space with in-law/ au pair possibilities. Large, 2 car garage! This lovely,quiet street is close to shopping, public transportation, restaurants, major routes and more! Great space...great location!

Single-familyProperty Type

1953Year Built

7,677 sq ftLot Size

$798Est. Price/Sq.Ft.

2 garage spacesParking

Listed by Deborah Geheran • Century 21 Commonwealth

Bought with Karen Yu • Phoenix Real Estate

Redfin checked: 2 minutes ago

•Source:MLS PIN #71517208

Redfin Estimate

$1,527,144

$839K since sold in September 2013$15K since October

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 17.4% higher than the average sale price ($1.30M) of 6 comparable homes.

SOLD SEP 25, 2026
$1,328,000
A
3 beds2 baths1,715 sq ft
12 Arborview Rd, Jamaica Plain, MA 02130
SOLD OCT 29, 2026
$1,450,000
B
3 beds2 baths2,100 sq ft
109 Wallis Rd, Chestnut Hill, MA 02467
SOLD MAR 27, 2026
$1,420,000
C
3 beds2.5 baths2,099 sq ft
67 Risley Rd, Chestnut Hill, MA 02467
SOLD JUN 29, 2026
$1,670,000
D
4 beds2.5 baths2,408 sq ft
87 Payson Rd, Chestnut Hill, MA 02467
SOLD MAY 6, 2026
$1,070,000
E
3 beds2.5 baths1,632 sq ft
38 Cerdan Ave, West Roxbury, MA 02132
SOLD MAY 8, 2026
$870,000
F
3 beds2 baths1,875 sq ft
25 Hazelmere Rd, Roslindale, MA 02131

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Earn from this home

Sell

$1,065,459

Est. take-home

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Refinance

Est. cash available

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Rent

$5,581/mo

Redfin rental estimate

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Market trends in 02467, MA

Last updated October 2026

Buyer's Market

Seller's Market

Balanced market

Sale-to-list price

99.4%

0.1% MoM

Median sale price

$1.6M

$50K MoM

Avg. days on market

41d

15 days MoM

Recently sold homes

11 MoM

New listings for sale

EARLY ACCESS
$4,450,000
6 beds6 baths4,015 sq ft
23 Circuit Rd, Chestnut Hill, MA 02467
$3,200,000
6 beds5.5 baths4,730 sq ft
67 Moody St, Chestnut Hill, MA 02467
$16,000,000
5 beds6 baths6,640 sq ft
154 Woodland Rd, Chestnut Hill, MA 02467
$550,000
1 bed1.5 baths899 sq ft
250 Hammond Pond Pkwy Unit 310N, Chestnut Hill, MA 02467
EARLY ACCESS
$4,600,000
6 beds6 baths11,834 sq ft
106 Crafts Rd, Chestnut Hill, MA 02467
VIDEO TOUR
$1,599,000
3 beds2 baths2,114 sq ft
209 Commonwealth Ave Unit 2A, Chestnut Hill, MA 02467
See all

Provided by Redfin

Sale history for 106 Woodcliff Rd

Date

Event

Price

MLSPIN #73340391

Mar 10, 2025

Rental Removed

$6,500

$3/sq ft

Mar 3, 2025

Listed for Rent

$6,500

$3/sq ft

MLS PIN #71517208

Sep 17, 2013

Sold

$688,000

$359/sq ft

Jul 17, 2013

Contingent

—

Jun 28, 2013

Price Changed

$729,000

$381/sq ft

Jun 14, 2013

Price Changed

$749,000

$391/sq ft

May 10, 2013

Price Changed

$799,000

$417/sq ft

Apr 30, 2013

Listed

$849,000

$444/sq ft

Public Records

Sep 1, 2000

Sold

$360,000

$188/sq ft

MLS PIN #50375638

Aug 29, 1997

Sold

$325,000

$170/sq ft

Jun 11, 1997

Listing Removed

—

May 8, 1997

Listed

$329,900

$172/sq ft

Public Records

Sep 1, 1992

Sold

$340,000

$178/sq ft

Year

Property tax

Land + Additions

Assessment*

2023

$10,891 (+2.7%)

$536,500 + $555,900

$1,092,400

2022

$10,602 (+8.2%)

$511,000 + $529,400

$1,040,400

2021

$9,803 (+9.5%)

$491,300 + $509,000

$1,000,300

2020

$8,951 (+5.9%)

$446,600 + $500,600

$947,200

2019

$8,453 (−6.1%)

$425,300 + $476,800

$902,100

2018

$9,002 (+3.1%)

$425,400 + $526,200

$951,600

2017

$8,731 (+1.5%)

$401,300 + $482,400

$883,700

2016

$8,606 (+4.4%)

$375,000 + $450,900

$825,900

2015

$8,244 (+72.9%)

$350,500 + $421,400

$771,900

2014

$4,767 (+0.7%)

$318,700 + $99,800

$418,500

2013

$4,733 (+2.2%)

$309,400 + $96,900

$406,300

2012

$4,632 (+1.0%)

$309,400 + $96,900

$406,300

2011

$4,588 (+3.0%)

$303,800 + $102,200

$406,000

2010

$4,454 (+2.6%)

$303,800 + $102,200

$406,000

2009

$4,340

$303,800 + $102,200

$406,000

Tax history for 106 Woodcliff Rd

Year

Property tax

Land + Additions

Assessment*

2023

$10,891 (+2.7%)

$536,500 + $555,900

$1,092,400

2022

$10,602 (+8.2%)

$511,000 + $529,400

$1,040,400

2021

$9,803 (+9.5%)

$491,300 + $509,000

$1,000,300

2020

$8,951 (+5.9%)

$446,600 + $500,600

$947,200

2019

$8,453 (−6.1%)

$425,300 + $476,800

$902,100

2018

$9,002 (+3.1%)

$425,400 + $526,200

$951,600

2017

$8,731 (+1.5%)

$401,300 + $482,400

$883,700

2016

$8,606 (+4.4%)

$375,000 + $450,900

$825,900

2015

$8,244 (+72.9%)

$350,500 + $421,400

$771,900

2014

$4,767 (+0.7%)

$318,700 + $99,800

$418,500

2013

$4,733 (+2.2%)

$309,400 + $96,900

$406,300

2012

$4,632 (+1.0%)

$309,400 + $96,900

$406,300

2011

$4,588 (+3.0%)

$303,800 + $102,200

$406,000

2010

$4,454 (+2.6%)

$303,800 + $102,200

$406,000

2009

$4,340

$303,800 + $102,200

$406,000

*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

3.5

Stories

Lot width

—

Lot depth

—

Lot size

7,841 Sq. Ft.

Year renovated

1967

Sq. Ft.

1,914

Year built

1953

Style

Single Family Residential

County

Norfolk County

APN

42177

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 21, 2023.

Apr 25, 2022 • Active

Residential plumbing

Install a tank, piping, and mixing valve for a solar-assisted heat pump system.

Electrical

Heat pump

HVAC

Plumbing

Solar

Aug 31, 2018 • Active

Residential building

Install dense pack cellulose insulation in walls and open blow cellulose insulation on the attic floor. Perform air sealing and install weather stripping.

Electrical

HVAC

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: 2
AttachedGarageYN: Yes
Parking Features: Attached, Under, Paved Drive, Off Street, Paved

Interior

Master Bedroom Information
Area: 208
Length: 16
Width: 13
Level: Second
Features: Bathroom - 3/4,Flooring - Hardwood

Bedroom #2 Information
Area: 169
Length: 13
Width: 13
Level: Second
Features: Flooring - Hardwood

Bedroom #3 Information
Area: 154
Length: 14
Width: 11
Level: Second
Features: Flooring - Hardwood

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

Bathroom #1 Information
Level: Second
Features: Bathroom - Full,Flooring - Stone/Ceramic Tile

Bathroom #2 Information
Level: Second
Features: Bathroom - 3/4,Flooring - Stone/Ceramic Tile

Bathroom #3 Information
Level: Basement
Features: Bathroom - Full,Flooring - Stone/Ceramic Tile,Jacuzzi / Whirlpool Soaking Tub

Living Room Information
Area: 300
Length: 20
Width: 15
Level: First
Features: Flooring - Hardwood

Family Room Information
Area: 350
Length: 25
Width: 14
Level: Basement
Features: Flooring - Laminate

Dining Room Information
Area: 169
Length: 13
Width: 13
Level: First
Features: Flooring - Hardwood

Kitchen Information
Area: 198
Length: 18
Width: 11
Level: First
Features: Flooring - Stone/Ceramic Tile,Pantry

Basement Information
Basement: Full, Partially Finished, Walk-Out Access

Laundry Information
Laundry Features: In Basement, Electric Dryer Hookup, Washer Hookup

Fireplace Information
Has Fireplace
# of Fireplaces (Total): 2
Fireplace Features: Family Room, Living Room

Interior Features
# of Rooms (Total): 8
Window Features: Insulated Windows
Flooring: Tile, Laminate, Hardwood, Flooring - Hardwood
Interior Features: Den, Foyer

Exterior

Building Information
Building Area (Total): 1,914
Foundation Area: 99,999
Foundation Details: Concrete Perimeter
Construction Materials: Frame
Year Built Source: Public Records
Year Built Details: Actual

Exterior Features
Roof: Shingle
Patio And Porch Features: Deck - Wood
Exterior Features: Deck - Wood, Rain Gutters, Professional Landscaping, Sprinkler System

Property Information
PropertySubType: Single Family Residence
Levels: Multi/Split

Lot Information
Lot Size (Acres): 0.18
Lot Features: Cul-De-Sac
Road Surface Type: Paved
Road Frontage Type: Public

Financial

Tax Information
Tax Annual Amount: $4,733
Tax Year: 2013

Utilities

Utility Information
Utilities: for Electric Range, for Electric Dryer, Washer Hookup
Sewer: Public Sewer
Water Source: Public
Electric: Circuit Breakers, 100 Amp Service

Heating & Cooling
Has Heating
Has Cooling
Heating: Baseboard, Oil
Cooling: Central Air

Location

Location Information
Directions: West Roxbury Parkway or South St. to Intervale to Woodcliff
UnparsedAddress: 106 Woodcliff Rd, Brookline MA 02467

Community Information
Senior CommunityYN: No
Community Features: Public Transportation, Shopping, Tennis Court(s), Park, Walk/Jog Trails, Golf, Highway Access, House of Worship, Public School, Sidewalks

Public facts

Beds: 3
Baths: 3.5
Sq. Ft.: 1,914
Stories: 1.0
Lot Size: 7,841 square feet
Style: Single Family Residential
Year Built: 1953
Year Renovated: 1967
County: Norfolk County
APN: 42177

Home facts updated by county records on Jul 20, 2023

Other

Miscellaneous Information
Heat Zones: 1

Listing Information
Exclusions: Family Bath Light Fixture, Dining Room Chandelier
StandardStatus: Closed

Around this home

Schools

K - 12
Preschool & daycare

Baker School

Public K-8 • Assigned • 0.7mi

9/10

Brookline High School

Public 9-12 • Assigned • 2.6mi

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...
1 month ago • Brookline
Benjamin Ginsburg
Redfin Premier agent
155 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

0.31% 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

56% 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

Chestnut Hill, MA • 02467

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

$1.45M – $1.76M

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Home values near 106 Woodcliff Rd

Data from public records.

Address	Redfin Estimate
93 Woodcliff Rd, Chestnut Hill, MA 4 Beds \| 1.5 Baths \| 1863 Sq. Ft.	$1,327,937
100 Woodcliff Rd, Chestnut Hill, MA 3 Beds \| 1.5 Baths \| 2075 Sq. Ft.	$1,529,731
100 Woodcliff Rd, Chestnut Hill, MA 3 Beds \| 2.5 Baths \| 1514 Sq. Ft.	$1,363,663
122 Woodcliff Rd, Chestnut Hill, MA 3 Beds \| 2.5 Baths \| 1990 Sq. Ft.	$898,330
105 Woodcliff Rd, Chestnut Hill, MA 3 Beds \| 2 Baths \| 1848 Sq. Ft.	$1,382,200
123 Woodcliff Rd, Chestnut Hill, MA 4 Beds \| 3 Baths \| 3012 Sq. Ft.	$1,805,734
243 West Roxbury Pkwy, Chestnut Hill, MA 2 Beds \| 1.5 Baths \| - Sq. Ft.	$935,825

Address	Redfin Estimate
123 Woodcliff Rd, Chestnut Hill, MA 3 Beds \| 2 Baths \| 1809 Sq. Ft.	$1,274,177
86 Woodcliff Rd, Chestnut Hill, MA 4 Beds \| 3 Baths \| 4064 Sq. Ft.	$2,391,305
110 Woodcliff Rd, Chestnut Hill, MA 4 Beds \| 2.5 Baths \| 1964 Sq. Ft.	$1,483,827
85 Woodcliff Rd, Chestnut Hill, MA 4 Beds \| 3.5 Baths \| 2747 Sq. Ft.	$1,845,178
111 Woodcliff Rd, Chestnut Hill, MA 3 Beds \| 2 Baths \| 2570 Sq. Ft.	$1,661,564
243 West Roxbury Pkwy, Chestnut Hill, MA 2 Beds \| 1.5 Baths \| 1453 Sq. Ft.	$818,516
800 West Roxbury Pkwy, Chestnut Hill, MA 3 Beds \| 3.5 Baths \| 3048 Sq. Ft.	$1,764,757

Address	Redfin Estimate
85 Woodcliff Rd, Chestnut Hill, MA 4 Beds \| 3 Baths \| 3352 Sq. Ft.	$1,947,177
92 Woodcliff Rd, Chestnut Hill, MA 3 Beds \| 2.5 Baths \| - Sq. Ft.	$1,339,428
118 Woodcliff Rd, Chestnut Hill, MA 3 Beds \| 2 Baths \| 1820 Sq. Ft.	$1,431,400
93 Woodcliff Rd, Chestnut Hill, MA 4 Beds \| 2.5 Baths \| 1742 Sq. Ft.	$1,694,210
117 Woodcliff Rd, Chestnut Hill, MA 4 Beds \| 3 Baths \| 2440 Sq. Ft.	$1,712,367
247 West Roxbury Pkwy, Chestnut Hill, MA 3 Beds \| 1.5 Baths \| 1643 Sq. Ft.	$1,015,504
806 West Roxbury Pkwy, Chestnut Hill, MA 3 Beds \| 2.5 Baths \| 2018 Sq. Ft.	$1,548,594

Property information provided by MLS PIN when last listed in 2025. This data may not match . Learn more.

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About this home

Redfin Estimate

Earn from this home

Market trends in 02467, MA

Sale history for 106 Woodcliff Rd

Tax history for 106 Woodcliff 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 02467

Home values near 106 Woodcliff Rd

More real estate resources