OFF MARKET

Off market jun 2016 for $3.1M

$5,281,386

Est. refi paymentEst. refi $1,930/mo

•

8,000

sq ft

105 Woodland Rd, Chestnut Hill, MA 02467

About this home

Spectacular Chestnut Hill estate offers 6,000+/- sf home on a sprawling, breathtaking lawn. This elegant brick colonial hosts 9 bedrooms, including separate au pair suite, ready for your customization. Imbedded with charm and tradition, this home features a stunning main level with dine-in kitchen, large separate dining room, and formal living room ideal for entertaining. Off the stately library is a lovely veranda for year-round enjoyment which leads to a 800+/- sf stone courtyard adding to entertaining opportunities. Extraordinary terrace on 2nd floor overlooks the breadth of the property. Finished basement includes game room, family room, large laundry room and abundant storage areas. Three car garage with enormous storage level above. This phenomenal estate is located in an exclusive enclave of Chestnut Hill.

Single-familyProperty Type

1922Year Built

0.95 acresLot Size

$660Est. Price/Sq.Ft.

3 garage spacesParking

Listed by Jeannemarie Conley • Compass

Bought with Maggie Gold Seelig • MGS Group Real Estate LTD

Redfin checked: 3 minutes ago

•Source:MLS PIN #71913218

Redfin Estimate

$5,281,386

$2.2M since sold in June 2016$89K since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 37.6% higher than the average sale price ($3.84M) of 6 comparable homes.

SOLD SEP 24, 2026
$3,855,000
A
5 beds5.5 baths8,000 sq ft
85 Gate House Rd, Chestnut Hill, MA 02467
SOLD AUG 4, 2026
$5,750,000
B
5 beds7.5 baths7,359 sq ft
124 Chestnut Hill Rd, Chestnut Hill, MA 02467
SOLD MAY 5, 2026
$4,200,000
C
6 beds4.5 baths4,874 sq ft
42 Lawrence Rd, Chestnut Hill, MA 02467
SOLD JUL 9, 2026
$2,820,000
D
5 beds3.5 baths5,076 sq ft
34 Lagrange St, Chestnut Hill, MA 02467
SOLD MAR 31, 2026
$3,325,000
E
5 beds5.5 baths4,310 sq ft
60 Alberta Rd, Chestnut Hill, MA 02467
SOLD APR 29, 2026
$3,085,000
F
6 beds5.5 baths3,907 sq ft
8 Penniman Rd, Brookline, MA 02445

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Earn from this home

Sell

$3,073,641

Est. take-home

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Refinance

Est. cash available

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Rent

$6,935/mo

Redfin rental estimate

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Market trends in 02467, MA

Last updated September 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

99.5%

+0.1% MoM

Median sale price

$1.5M

$21K MoM

Avg. days on market

26d

4 days MoM

Recently sold homes

1 MoM

New listings for sale

$2,250,000
3 beds2.5 baths1,953 sq ft
2400 Beacon #404, Chestnut Hill, MA 02467
$1,950,000
11 beds3 baths4,543 sq ft
753 Boylston St, Brookline, MA 02445
$398,000
1 bed1 bath753 sq ft
57 Broadlawn Park Unit 3A, Chestnut Hill, MA 02467
$1,349,000
3 beds2 baths1,649 sq ft
250 Hammond Pond Pkwy Unit 1611N, Chestnut Hill, MA 02467
$3,349,000
5 beds6.5 baths6,535 sq ft
80 High Rock Ter, Chestnut Hill, MA 02467
See all

Provided by Redfin

Sale history for 105 Woodland Rd

Year

Property tax

Land + Additions

Assessment*

2023

$58,641 (+2.7%)

$1,863,900 + $4,017,800

$5,881,700

2022

$57,080 (+8.1%)

$1,775,100 + $3,826,500

$5,601,600

2021

$52,784 (+7.7%)

$1,706,800 + $3,679,300

$5,386,100

2020

$48,993 (+57.9%)

$1,551,700 + $3,632,700

$5,184,400

2019

$31,023 (+2.9%)

$1,477,800 + $1,833,100

$3,310,900

2018

$30,136 (+1.5%)

$1,527,300 + $1,658,300

$3,185,600

2017

$29,691 (+1.5%)

$1,440,900 + $1,564,300

$3,005,200

2016

$29,266 (+4.4%)

$1,346,600 + $1,462,000

$2,808,600

2015

$28,034

$1,258,500 + $1,366,400

$2,624,900

2014

$28,052 (−1.6%)

$1,143,900 + $1,319,000

$2,462,900

2013

$28,516 (+22.1%)

$1,110,600 + $1,337,100

$2,447,700

2012

$23,359 (+6.1%)

$1,110,600 + $938,400

$2,049,000

2011

$22,026 (+3.0%)

$1,034,700 + $914,500

$1,949,200

2010

$21,383 (+2.6%)

$1,034,700 + $914,500

$1,949,200

2009

$20,834

$1,034,400 + $914,500

$1,948,900

Tax history for 105 Woodland Rd

Year

Property tax

Land + Additions

Assessment*

2023

$58,641 (+2.7%)

$1,863,900 + $4,017,800

$5,881,700

2022

$57,080 (+8.1%)

$1,775,100 + $3,826,500

$5,601,600

2021

$52,784 (+7.7%)

$1,706,800 + $3,679,300

$5,386,100

2020

$48,993 (+57.9%)

$1,551,700 + $3,632,700

$5,184,400

2019

$31,023 (+2.9%)

$1,477,800 + $1,833,100

$3,310,900

2018

$30,136 (+1.5%)

$1,527,300 + $1,658,300

$3,185,600

2017

$29,691 (+1.5%)

$1,440,900 + $1,564,300

$3,005,200

2016

$29,266 (+4.4%)

$1,346,600 + $1,462,000

$2,808,600

2015

$28,034

$1,258,500 + $1,366,400

$2,624,900

2014

$28,052 (−1.6%)

$1,143,900 + $1,319,000

$2,462,900

2013

$28,516 (+22.1%)

$1,110,600 + $1,337,100

$2,447,700

2012

$23,359 (+6.1%)

$1,110,600 + $938,400

$2,049,000

2011

$22,026 (+3.0%)

$1,034,700 + $914,500

$1,949,200

2010

$21,383 (+2.6%)

$1,034,700 + $914,500

$1,949,200

2009

$20,834

$1,034,400 + $914,500

$1,948,900

*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

41,382

Year renovated

2000

Sq. Ft.

8,000

Year built

1922

Style

Single Family Residential

County

Norfolk County

APN

43383

Parking Spaces

Basement

Yes

Accessible

HOA Dues

—

Garage

Yes

Features

—

Last updated by owner on May 16, 2021.

Oct 26, 2020 • Active

Residential building

Remove and replace the driveway.

Grading

Dec 21, 2017 • Active

Residential mechanical - sheet metal

Install ductwork for heating and air conditioning systems.

HVAC

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: 3
# of Covered Spaces: 3
Parking Spaces: 6
Parking Features: Detached, Paved

Interior

Bathroom Information
# of Bathrooms (Full): 5
# of Bathrooms (Half): 1

Basement Information
Basement: Full, Finished, Partially Finished, Concrete

Fireplace Information
Has Fireplace
# of Fireplaces (Total): 3

Interior Features
# of Rooms (Total): 15

Exterior

Building Information
Building Area (Total): 6,000
Foundation Details: Concrete Perimeter
Year Built Source: Public Records
Year Built Details: Actual

Exterior Features
Patio And Porch Features: Porch - Enclosed, Patio, Enclosed
Exterior Features: Porch - Enclosed, Patio, Patio - Enclosed, Balcony

Property Information
PropertySubType: Single Family Residence

Lot Information
Lot Size (Acres): 0.9
Lot Features: Wooded

Financial

Tax Information
Tax Annual Amount: $28,033.90
Tax Year: 2015

Utilities

Utility Information
Sewer: Public Sewer
Water Source: Public

Heating & Cooling
Has Heating
Heating: Forced Air

Location

Location Information
Directions: Heath Street and Woodland Road
UnparsedAddress: 105 Woodland Road, Brookline MA 02467

Community Information
Senior CommunityYN: No
Community Features: Shopping, Golf, Medical Facility, Private School

Public facts

Beds: 6
Baths: 5.5
Sq. Ft.: 8,000
Stories: 3.0
Parking Spaces: 9
Basement: Yes
Accessible: No
Lot Size: 0.95 acres
Style: Single Family Residential
Year Built: 1922
Year Renovated: 2000
County: Norfolk County
APN: 43383
HOA Dues: —
Garage: Yes
Features: —

Home facts updated by owner on May 16, 2021

Other

Miscellaneous Information
Heat Zones: 2

Listing Information
StandardStatus: Closed

Around this home

Schools

Roland Hayes School

Public PreK-8 • Assigned • 0.8mi

9/10

Brookline High School

Public 9-12 • Assigned • 1.9mi

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 weeks ago • Brookline
Benjamin Ginsburg
Redfin Premier agent
155 deals
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Climate risks

5/10 Flood Factor

Estimated 22-32% chance 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

2/10 Air Factor

1 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

$5.02M – $6.07M

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Nearby similar homes

NEW CONSTRUCTION

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4 beds3.5 baths2,800 sq ft

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65 Commonwealth Ave, Chestnut Hill, MA 02467

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5 beds5.5 baths5,919 sq ft

90 Suffolk Rd, Chestnut Hill, MA 02467

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6 beds7 baths7,780 sq ft

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5 beds3.5 baths4,028 sq ft

401 Heath St, Chestnut Hill, MA 02467

New listings for sale in 02467

$2,250,000

3 beds2.5 baths1,953 sq ft

2400 Beacon #404, Chestnut Hill, MA 02467

$1,950,000

11 beds3 baths4,543 sq ft

753 Boylston St, Brookline, MA 02445

$398,000

1 bed1 bath753 sq ft

57 Broadlawn Park Unit 3A, Chestnut Hill, MA 02467

$1,349,000

3 beds2 baths1,649 sq ft

250 Hammond Pond Pkwy Unit 1611N, Chestnut Hill, MA 02467

$3,349,000

5 beds6.5 baths6,535 sq ft

80 High Rock Ter, Chestnut Hill, MA 02467

Home values near 105 Woodland Rd

Data from public records.

Address	Redfin Estimate
134 Woodland Road, Chestnut Hill, MA 6 Beds \| 7 Baths \| 9500 Sq. Ft.	$8,362,965
127 Woodland Road, Chestnut Hill, MA 6 Beds \| 4 Baths \| 4182 Sq. Ft.	$3,669,923

Address	Redfin Estimate
145 Woodland Road, Chestnut Hill, MA 6 Beds \| 3.5 Baths \| 3224 Sq. Ft.	$4,993,672
89 Woodland Road, Chestnut Hill, MA 2 Beds \| 3 Baths \| 2166 Sq. Ft.	$2,216,357

Address	Redfin Estimate
161 Woodland Road, Chestnut Hill, MA 4 Beds \| 2.5 Baths \| 3465 Sq. Ft.	$3,712,896
117 Woodland Road, Chestnut Hill, MA 4 Beds \| 3.5 Baths \| 4208 Sq. Ft.	$3,628,090

Property information provided by MLS PIN when last listed in 2015. This data may not show owner updates. 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 02467, MA

Sale history for 105 Woodland Rd

Tax history for 105 Woodland 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 105 Woodland Rd

More real estate resources