150 Woodland Rd, Chestnut Hill, MA 02467
OFF MARKET

150 Woodland Rd
Chestnut Hill, MA 02467

Chestnut Hill
  • 8 Beds
  • 9.5 Baths
  • 26,623 sqft (on 7.32 acres)

$11,597,900

Trulia Estimate
as of Jun 11, 2026
Est. Refi. Payment $69,033/mo*
Refinance Your Home

$11,597,900

Trulia Estimate
as of Jun 11, 2026
Est. Refi. Payment $69,033/mo*
Refinance Your Home
8 Beds
9.5 Baths
26,623 sqft
(on 7.32 acres)

Local Information

Map showing home location
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-- mins to
Commute Destination

Description

This single-family home is located at 150 Woodland Rd, Chestnut Hill, MA. 150 Woodland Rd is in the Chestnut Hill neighborhood in Chestnut Hill, MA and in ZIP code 02467. This property has 8 bedrooms, 12 bathrooms and approximately 26,623 sqft of floor space. This property has a lot size of 1.08 acres and was built in 1999.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources.

Home Highlights

Parking
No Info
Outdoor
No Info
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago

Home Details for 150 Woodland Rd

Interior Features

Heating & Cooling
Heating: Forced Air, Radiant, GasAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Fireplace & Spa
Fireplace

Property Information

Year Built
Year Built: 1999
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Exterior Features

Parking & Garage
Parking Spaces: 20

Lot Information

Lot Area: 7.32 acres

Price History for 150 Woodland Rd

DatePriceEventSource
10/14/2022$9,200,000Sold
MLS PIN #72881594
06/03/2022ListingRemovedMLS PIN #72881594
09/26/2021$10,500,000ListingRemovedMLS PIN #72881594
08/15/2021$10,500,000Listed For SaleMLS PIN #72881594
08/28/2020$23,000,000Sold
LINK #213909
04/10/2019$38,000,000ListingRemovedAgent Provided
02/13/2019$38,000,000PriceChange
Agent Provided
08/13/2018$69,000,000PriceChange
Agent Provided
09/29/2016$90,000,000Listed For SaleAgent Provided

Market trends in Brookline

Last updated April 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$1.42M
Sale-to-List Price
99.0%
Price per sq ft
$809
Available listings
227
28MoM
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Homeowner tools

Estimated monthly rent$5,406/mo
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Homes for rent near 150 Woodland Rd

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Comparable Sales for 150 Woodland Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
118 Woodland Rd, Brookline, MA
0.29
Single-Family Home
$7,200,000
07/17/25
6
7.5
9,738
335 Heath St, Brookline, MA
0.57
Single-Family Home
$7,650,000
12/11/25
7
8
12,814
130 Cabot St, Brookline, MA
0.66
Single-Family Home
$5,700,000
04/23/26
6
8
9,755
120 Cabot St, Brookline, MA
0.66
Single-Family Home
$5,700,000
11/25/25
6
7.5
8,849
23 Crafts Rd, Brookline, MA
0.77
Single-Family Home
$5,100,000
10/03/25
7
8
7,140
88 Cutler Ln, Brookline, MA
0.84
Single-Family Home
$5,860,000
02/18/26
6
6.5
7,450
25 Kesseler Way, Newton, MA
0.79
Single-Family Home
$4,650,000
07/28/25
6
7.5
8,966
61 Heath St, Jamaica Plain, MA
0.99
Single-Family Home
$8,000,000
09/11/25
5
6
7,000
106 Fernwood Rd, Brookline, MA
0.73
Single-Family Home
$17,000,000
06/17/25
6
11
13,671
372 Warren St, Brookline, MA
1.10
Single-Family Home
$5,700,000
12/08/25
9
7
8,619

Nearby homes

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Assigned Schools

These are the assigned schools for 150 Woodland Rd.
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The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

Neighborhood Overview

Chestnut Hill
See Local Highlights
Neighborhood stats provided by third party data sources.

What Locals Say about Chestnut Hill

At least 40 Trulia users voted on each feature.

  • 91 % Say there are sidewalks

  • 86 % Say it's dog friendly

  • 81 % Say car is needed

  • 73 % Say they plan to stay for at least 5 years

  • 71 % Say streets are well-lit

  • 70 % Say yards are well-kept

  • 70 % Say there's holiday spirit

  • 65 % Say people would walk alone at night

  • 65 % Say parking is easy

  • 63 % Say it's walkable to restaurants

  • 63 % Say kids play outside

  • 61 % Say it's quiet

  • 57 % Say there's wildlife

  • 55 % Say there are community events

  • 54 % Say it's walkable to grocery stores

  • 44 % Say neighbors are friendly

Sourced by Trulia users. Learn more about our methodology.
  • Dma333
    "Diverse, safe, close to everything, friendly neighbors, great schools, playgrounds in walking distance"
    0
    Flag
  • Steve L.
    "Hancock Village in Chestnut Hill is a good place to live overall. Sometimes the management office puts together special functions like handing out cider doughnuts in the fall, or flowers to plant - both gratis. (And more as well but too much to detail)."
    4
    Flag
  • Dma333
    "Block party in September Close to a great school Playgrounds nearby Diverse community Easy access to many communities "
    1
    Flag
  • Szonja.ruppert
    "Lots of greens, parks, even bags for dogpoop is put to parks. Not many pet shops in walking distance"
    0
    Flag
  • Jawaher A.
    "Good schools, no stealing, good neighbors, good place to kids to play, not far away from BU university, there is driving school, all government facilities around us, Uber so expensive but it is available all time, there is ice cream shop and Starbucks around us also a lot of restaurants and malls "
    2
    Flag
  • Jawaher A.
    "I love this area coz its safe and beautiful and the neighbors are nice and kind and there is a lot of great people "
    0
    Flag
  • Fish r.
    "Lovely neighborhood that's close to anything and everything -- shopping, restaurants, movies, doctors, gyms, public transportation, Soule recreation center & golf course, etc. Very safe, with lots of places to go for peaceful walks. I have lived here for nearly two decades and love it."
    5
    Flag
  • Jacquizieff
    "It an a upscale and snobby neighborhood where people don’t talk to each other. We never see kids and kids make no friends in the neighborhood. Clean safe closet To Boston. Nothing around. No walking distance to anything. Supermarket and gas is over priced. "
    0
    Flag
  • Robert B.
    "Wooded neighborhood surrounded by open space on 3 sides - farm stand and parks nearby. Safe, easy commute, great schools."
    0
    Flag

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Homes for sale near 150 Woodland Rd

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Off Market Homes Near 150 Woodland Rd

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150 Woodland Rd, Chestnut Hill, MA 02467 is a 8 bedroom, 12 bathroom, 26,623 sqft single-family home built in 1999. 150 Woodland Rd is located in Chestnut Hill, Chestnut Hill. This property is not currently available for sale. 150 Woodland Rd was last sold on Oct 14, 2022 for $9,200,000. The current Trulia Estimate for 150 Woodland Rd is $11,597,900.