16 Shaw Rd, Brookline, MA 02467
Property image
Property image
OFF MARKET

16 Shaw Rd
Brookline, MA 02467

Chestnut Hill
  • 4 Beds
  • 3 Baths
  • 2,753 sqft

$2,089,600

Trulia Estimate
as of Jul 5, 2026
Est. Refi. Payment $12,094/mo*
Refinance Your Home

$2,089,600

Trulia Estimate
as of Jul 5, 2026
Est. Refi. Payment $12,094/mo*
Refinance Your Home
4 Beds
3 Baths
2,753 sqft

Local Information

  • Map ViewExplore the area around 16 Shaw Rd.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

Exceptional living spaces and lovely views characterize this gracious four bedroom, three bathroom Gambrel Colonial in a gorgeous hilltop setting in Chestnut Hill. Located on stunning Shaw Rd, one of South Brookline's most beloved blocks, this home features an expansive 19' x 19' living room with a beamed ceiling and Palladian windows. The wonderfully versatile first floor layout also includes a luminous sun room; a generous family room / fifth bedroom with adjacent full bath; an elegant formal dining room; and an inviting eat-in kitchen. The upper level offers four spacious bedrooms and two additional full baths, including a skylit master with a serene, oversized bath. The light, bright lower level serves as an inviting play room or guest space. An ample yard offers great potential for gardening or recreation. Enjoy central air conditioning and a two-car garage. Outstanding location near Baker School, Putterham, and Chestnut Hill shops. Quick commute downtown and to Longwood area.
16 Shaw Rd, Brookline, MA 02467 is a 4 bedroom, 3 bathroom, 2,753 sqft single-family home in Chestnut Hill, built in 1910. It last sold for $1,320,000 on Jul 23, 2018. It is currently off market. The Trulia Estimate is $2,089,600, with a rent estimate of $7,426/month.

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 16 Shaw Rd

Interior Features

Interior Details
BasementNumber of Rooms: 10
Heating & Cooling
Heating: Other, OilAir ConditioningHeating Fuel: Other
Levels, Entrance, & Accessibility
Stories: 2
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: Wood

Property Information

Year Built
Year Built: 1910Year Updated: 1968
Property Type / Style
Property Type: Single Family HomeArchitecture: Old Style

Community

Units in Building: 1

Lot Information

Lot Area: 8712 sqft

Price History for 16 Shaw Rd

DatePriceEventSource
07/23/2018$1,320,000Sold
N/A
06/05/2018$1,349,000PendingAgent Provided
05/29/2018$1,349,000Listed For SaleAgent Provided
11/09/2009$866,500Sold
N/A
12/07/2008$1,069,000ListingRemovedAgent Provided
10/31/2008$1,069,000PriceChange
Agent Provided
09/24/2008$1,095,000Listed For SaleAgent Provided

Market trends in Brookline

Last updated May 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$1.42M
$333MoM
Sale-to-List Price
99.9%
0.9%MoM
Price per sq ft
$814
$5MoM
Available listings
238
11MoM
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Property Tax and Assessment

Year2025
Tax$17,529
Assessment$1,776,000
Home facts updated by county records

Comparable Sales for 16 Shaw Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
236 Beverly Rd, Brookline, MA
0.11
Single-Family Home
$1,650,000
09/05/25
4
2.5
2,615
55 Goodnough Rd, Brookline, MA
0.08
Single-Family Home
$1,875,000
09/05/25
4
3
2,854
55 Bellingham Rd, Brookline, MA
0.17
Single-Family Home
$1,690,000
05/29/26
4
2.5
2,511
143 South St, Brookline, MA
0.12
Single-Family Home
$1,475,000
11/26/25
4
2
2,044
173 South St, Brookline, MA
0.17
Single-Family Home
$2,450,000
01/08/26
4
2.5
2,841
72 Wallis Rd, Brookline, MA
0.09
Single-Family Home
$2,100,000
03/30/26
4
4.5
2,715
36 Goodnough Rd, Brookline, MA
0.05
Single-Family Home
$2,280,000
03/25/26
5
4
4,206
1069 W Roxbury Pkwy, Brookline, MA
0.18
Single-Family Home
$1,912,000
10/31/25
3
2.5
3,072
28 Bellingham Rd, Brookline, MA
0.23
Single-Family Home
$656,084
04/27/26
4
4
3,295
227 Bonad Rd, Brookline, MA
0.27
Single-Family Home
$1,950,000
04/16/26
4
3.5
2,371

Nearby homes

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Assigned Schools

These are the assigned schools for 16 Shaw Rd.
View nearby schools on GreatSchools
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 41 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 yards are well-kept

  • 71 % Say streets are well-lit

  • 70 % Say there's holiday spirit

  • 66 % Say parking is easy

  • 66 % Say people would walk alone at night

  • 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

  • 43 % 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 16 Shaw Rd

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Off Market Homes Near 16 Shaw Rd

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