29 Shaw Rd, Brookline, MA 02467
OFF MARKET

29 Shaw Rd
Brookline, MA 02467

Chestnut Hill
  • 4 Beds
  • 3.5 Baths
  • 3,044 sqft

$2,238,000

Trulia Estimate
as of Aug 20, 2026
Est. Refi. Payment $13,370/mo*
Refinance Your Home

$2,238,000

Trulia Estimate
as of Aug 20, 2026
Est. Refi. Payment $13,370/mo*
Refinance Your Home
4 Beds
3.5 Baths
3,044 sqft

Home Value

Trulia Estimate
$2.24M
Since last month
Decreased$45K (-2%)
Since last year
Increased$81K (+3.7%)
Since last sale
Increased$746K (+49.7%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +64% in the last 10 years
MonthEstimated value
2026
August 2026$2.25M
July 2026$2.29M
June 2026$2.31M
May 2026$2.31M
April 2026$2.27M
March 2026$2.24M
February 2026$2.14M
January 2026$2.12M
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
55 Goodnough Rd, Brookline, MA
0.04
Single-Family Home
$1,875,000
09/05/25
4
3
2,854
55 Bellingham Rd, Brookline, MA
0.13
Single-Family Home
$1,690,000
05/29/26
4
2.5
2,511
236 Beverly Rd, Brookline, MA
0.15
Single-Family Home
$1,650,000
09/05/25
4
2.5
2,615
36 Goodnough Rd, Brookline, MA
0.04
Single-Family Home
$2,280,000
03/25/26
5
4
4,206
72 Wallis Rd, Brookline, MA
0.12
Single-Family Home
$2,100,000
03/30/26
4
4.5
2,715
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
0.18
Single-Family Home
$2,450,000
01/08/26
4
2.5
2,841
1069 W Roxbury Pkwy, Brookline, MA
0.14
Single-Family Home
$1,912,000
10/31/25
3
2.5
3,072
28 Bellingham Rd, Brookline, MA
0.19
Single-Family Home
$656,084
04/27/26
4
4
3,295
152 Beverly Rd, Brookline, MA
0.24
Single-Family Home
$2,103,000
07/31/26
4
3
3,415

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
36 Goodnough Rd, Brookline, MA 02467
0.04
$2,280,000
5
4
4,206
Recently Sold
29 Goodnough Rd, Brookline, MA 02467
0.06
$1,382,300
3
2
1,701
Off Market
41 Goodnough Rd, Brookline, MA 02467
0.05
$1,927,500
4
3
3,000
Off Market
55 Goodnough Rd, Brookline, MA 02467
0.04
$1,977,200
4
3
2,854
Off Market
143 South St, Brookline, MA 02467
0.12
$1,475,000
4
2
2,044
Recently Sold
151 South St, Brookline, MA 02467
0.13
$1,546,000
3
1.5
3,415
Off Market
16 Alberta Rd, Brookline, MA 02467
0.08
$2,350,000
5
5
4,418
Recently Sold
1025 W Roxbury Pkwy, Brookline, MA 02467
0.14
$1,957,000
3
2.5
2,849
Off Market
72 Wallis Rd, Brookline, MA 02467
0.12
$2,100,000
4
4.5
2,715
Recently Sold
55 Bellingham Rd, Brookline, MA 02467
0.13
$1,690,000
4
2.5
2,511
Recently Sold
32 Alberta Rd, Brookline, MA 02467
0.11
$2,280,000
5
4.5
3,873
Recently Sold
84 Wallis Rd, Brookline, MA 02467
0.13
$2,121,300
4
3
2,582
Off Market

Local Information

  • Map ViewExplore the area around 29 Shaw Rd.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1930
Living Area
3,044 sqft
Price/Sqft
$735
Parking
Garage

About this House

Spectacular sunrise views of the downtown Boston skyline are captured from this special South Brookline Colonial-style residence. Traditional style with modern features. Beautifully updated chefs kitchen with expanded dining area. Formal dining room, living room with French doors and direct access to a sun deck. Sunroom/office and lavatory complete the first floor. Three bedrooms, including a master bedroom with en suite marble bathroom and family bathroom are located on the second floor. The third floor has huge picture window, a large family room and a fourth bedroom with a full bathroom. There is garage parking for three cars and a great fenced play yard.
29 Shaw Rd, Brookline, MA 02467 is a 4 bedroom, 4 bathroom, 3,044 sqft single-family home in Chestnut Hill, built in 1930. It last sold for $1,500,000 on Aug 1, 2019. It is currently off market. The Trulia Estimate is $2,238,000, with a rent estimate of $6,229/month.

Home Details for 29 Shaw Rd

Interior Features

Heating & Cooling
Heating: OilAir ConditioningHeating Fuel: Oil
Levels, Entrance, & Accessibility
Stories: 3
Interior Details
Number of Rooms: 9
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: Brick
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 1930Year Updated: 1978
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 8712 sqft

Price and Tax history

DateEventPrice
Aug 1, 2019
Source: N/A
Sold
$1,500,000
Jun 25, 2019
Source: Agent Provided
PendingToActive
$1,599,000
Jun 25, 2019
Source: Agent Provided
Pending
$1,599,000
May 28, 2019
Source: Agent Provided
PendingToActive
$1,599,000
May 20, 2019
Source: Agent Provided
Pending
$1,599,000

Market trends in Brookline

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$1.22M
$182KMoM
Sale-to-List Price
99.7%
0.2%MoM
Price per sq ft
$816
$19MoM
Available listings
216
37MoM

Around this home

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

  • 62 % Say it's quiet

  • 57 % Say there's wildlife

  • 55 % Say there are community events

  • 53 % 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

LGBTQ Local Legal Protections

Frequently asked questions about 29 Shaw Rd

  • What is 29 Shaw Rd estimated to be worth?
    Trulia's estimated value for 29 Shaw Rd in Brookline, MA is $2,238,000.
  • What is the price history for 29 Shaw Rd?
    29 Shaw Rd in Brookline, MA last sold for $1,500,000 in August 2019.
  • Is Brookline a buyer's or seller's market?
    Brookline is currently a buyer's market, based on recent for-sale activity.
  • What's the median sale price in Brookline?
    The median sale price in Brookline is $1.22M. That is down $182K from the prior month.
  • How big is the lot at 29 Shaw Rd?
    The lot at 29 Shaw Rd in Brookline, MA is about 0.20 acres (8,712 sq ft).
  • Does 29 Shaw Rd have a garage?
    Yes, 29 Shaw Rd in Brookline, MA has a garage.

Explore by feature - Pet Friendly

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Apartments for Rent

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Off Market Homes Near 29 Shaw Rd

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